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Top 10 Questions Guests Ask About Hilton Head Island 

Fondly known as “America’s Favorite Island”, Hilton Head is one of the best beach towns on the East Coast for a vacation! Visitors have miles of stunning beaches to explore, excellent water sports, world-class golf courses, waterfront dining, drinking, dancing, and so much more! 

Situated only 45 minutes from Savannah and 90 minutes from Charleston, Hilton Head attracts an estimated 2.5 million visitors a year to its sunny shoreline. Our team at Sunset Rentals has been locally serving Hilton Head since 1993 and we’ve had the pleasure of welcoming countless guests to our beautiful coastal town. To enhance your Hilton Head experience, we’ve compiled a list of the top 10 questions our guests ask when traveling to the island. 

1.     When is the best time to visit Hilton Head Island? 

Hilton Head Island has an enticing sub-tropical climate with hot, humid summers and mild winters. Summer is peak tourist season on Hilton Head and the time to visit if you’re after festive events and family fun in the sun! Spring and fall bring tolerable temperatures for outdoor adventures (and fewer crowds), and the warm winter weather attracts flocks of snowbirds for extended stays on the island. Take a peek at our HHI weather planner to determine the best time for you to visit Hilton Head Island. 

2.     Is Hilton Head Island pet-friendly? 

YES! Hilton Head Island is so pet-friendly that you can take your dog nearly everywhere, except the lush green fairways! Our beaches are pet-friendly year-round with limitations in the summer season (Memorial Day through Labor Day), you can book a private paddle, cruise, or fishing charter with Fido, and most outdoor patios are quite happy to welcome well-behaved and leashed pets, some even going the extra mile! Browse our selection of 65+ pet-friendly properties on Hilton Head and take some time to read our tips on planning a dog-friendly vacation on Hilton Head Island. 

3.     What are the BEST things to do on Hilton Head Island? 

Whether you’re planning on staying active and hitting the hotspots, relaxing away from the crowds in nature, or a little bit of both – Hilton Head Island has it all! Aside from 12 miles of insta-worthy Atlantic beaches with a tropical island vibe, Hilton Head Island is a mecca for a fun-filled vacation for families with kids, a group of friends, or a romantic couples getaway! Here are the best things to do on Hilton Head Island at a glance – or go ahead and click the link for detailed vacation planning.    

4.     Where are the best beaches on Hilton Head Island? 

With 12 miles of white sandy Atlantic beaches to explore, we’re always asked which is the best beach to visit on Hilton Head Island. The award-winning Coligny Beach Park is the most popular beach with excellent amenities and a wide variety of shops, restaurants, bars, and kids’ activities all nearby. Driessen Beach Park, Burkes Beach, Folly Field Beach, and Islanders Beach Park located mid-island are uncrowded and less “touristy” with grills and pavilions for picnics, kids playgrounds, dog parks, and beautiful boardwalks to stretches of sandy shoreline and calm, lifeguarded waters. 

For seclusion in nature, the north island beaches at Fish Haul and Mitchelville Park are idyllic. The city also offers a free beach wheelchair program and beach matting for visitors with disabilities to access the public beaches on Hilton Head. 

5.     Are there any cultural or historical attractions on Hilton Head Island? 

Hilton Head Island is the perfect destination to unwrap the fascinating cultural history of South Carolina’s Lowcountry region. The island is home to several historic sites and landmarks including the 4,000-year-old Native American Indian Shell Ring and Baynard Plantation ruins in Sea Pines Forest Preserve, and historic Mitchelville Freedom Park on Port Royal Sound, commemorating and preserving America’s first pre-Civil war slave settlement. 

Situated on the historic Honey Horn Plantation, the Coastal Discovery Museum is a must-do for every visitor to the island. Here you can take nature tours on land and water, explore the breathtaking grounds and gardens, and discover the rich Gullah Geechee heritage of Hilton Head with a local guide. 

6.     Do I need a car to get around Hilton Head? 

For the ultimate Hilton Head Island experience, yes! There are lots of things to see and do in Hilton Head that may require a car, but with miles of interconnected bike paths and seasonal trolleys, getting around locally is easy. The Breeze is Hilton Head Island’s free seasonal trolley running seven days a week, every 30 minutes, between the shops, restaurants, and events at Shelter Cove Town Center and Coligny Beach Park in Forest Beach. Or look out for the bright red Forest Beach Shuttle serving North and South Forest Beach, Coligny Plaza, and Pope Avenue. 

In season, guests in Sea Pines Resort Area can hop on the complimentary Sea Pines Trolley connecting Harbour Town, The Shops at Sea Pines Center, South Beach Marina Village, and Sea Pines Beach Club. If you’re staying in Palmetto Dunes, the seasonal on-demand Dunes Buggy will pick you up from your vacation rental and take you anywhere within Palmetto Dunes Resort Area, Shelter Cove Harbor, and Shelter Cove Town Center. From a sandy beach to a sunset seafood bar, for free! 

7.     Where are the best restaurants and bars on Hilton Head Island? 

The short answer, they are everywhere! Hilton Head Island boasts 250+ bars and restaurants with lively happy hours, a plate for every palette, and an ice-cold beverage to pair! Whether you’re craving our rich tradition of Lowcountry cuisine, indulging in a sunset dinner cruise, or planning a pizza night for the kids, you’ll find it here on Hilton Head Island. 

If you’re looking for things to do after dinner in Hilton Head, nightlife activities range from laid-back island-style Tiki bars and hip rooftop bars with late-night DJs and live music to world-class jazz rooms and sophisticated fine dining bars with panoramic views. For the ultimate Hilton Head Island foodie itinerary, check out our guides to the Best Restaurants on Hilton Head Island and the Hilton Head’s 10 Best Bars. 

8.     Can I rent gear locally in Hilton Head? 

Everything you need for an epic Hilton Head vacation is available to rent locally – kayaks and paddleboards for the waterways, skimboards, and surfboards for ocean play, beach loungers and umbrellas, and bike rentals for the whole family. Rentals are readily available at Outside Hilton Head in Shelter Cove, H20 Sports in Harbour Town, and at the various marinas around the island. 

Save on gear rentals and add “hassle-free” to your Hilton Head Island vacation when you stay with Sunset Rentals. We’ve partnered with Vayk Gear to offer an exclusive “Bike & Beach Gear Credit” program on participating properties with a wide range of top-quality gear delivered to your rental on arrival and picked up on departure.   

9.     When can I find nearby grocery stores & grocery delivery services? 

There are a number of big box and boutique grocery stores on the island to fill your fridge! Big box stores include Kroger and Whole Foods at Shelter Cove, a Publix Super Market at Island Crossing near Sea Pines, a Publix and Walmart Supercenter at Festival Center near Port Royal, and two Harris Teeter locations in Main Street Village and Park Plaza Shopping Center at Sea Pines Circle. The smaller boutique-style grocery stores include the Palmetto Dunes General Store, the Fresh Market, and Piggly Wiggly at Coligny, a Hilton Head Island institution since 1969! 

Many of these stores offer online ordering, curbside pickup, and express delivery or skip the lines completely and have your groceries delivered right to your rental, with your pantry packed, and your fridge filled by our local Lowcountry Grocery Runner – private chef experiences available too! 

10.   Which resort area of Hilton Head Island is best suited for my stay? 

The home and villa rentals on Hilton Head Island are set in unique resort communities each with its own ambiance, activities, and attractions. Sea Pines Resort and Palmetto Dunes are particularly popular with families, the Forest Beach neighborhood places you steps from the buzz at Coligny Plaza and Beach Park, and Shipyard Plantation and Port Royal are quieter neighborhoods, away from the crowds. 

Serving Hilton Head since 1993, Sunset Rentals have a selection of 230+ Hilton Head Island vacation homes and villas with options for luxury oceanfront pool homes, seaside condos, gorgeous golf villas, and private dog-friendly homes to accommodate anywhere from 2 to 23 guests. 

Take a tour of the top Hilton Head Island resort areas to find a neighborhood and rental to suit your style or call our team of local experts at (800) 276-8991 to assist with vacation planning and answer all your questions about visiting Hilton Head Island.  

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8 Easy Beach Access Spots On Hilton Head, SC

Who doesn’t love a beach vacation? Hilton Head in South Carolina is the premier choice for your next ocean getaway. From community parks and recreational facilities with endless activities to protected nature preserves and beautiful beach parks with miles of white sand and crystal clear waters, Hilton Head Island has something for everyone! With over 60+ miles of bike paths weaving through the island, exploring Hilton Head is fun and easy!

Whether you’re a sports enthusiast, nature lover, sandcastle builder, or sun worshipper here is a list of beaches not to miss during your stay on Hilton Head.

Local’s Tip: From the ocean to the high water mark, all the beaches on Hilton Head Island are public, however, beach access is often located on private property. There are several beach parks on the island providing public beach access to 12 miles of uncrowded, natural beaches and glistening ocean waters that beckon you to play. Our Guide to Hilton Head Island Beaches & Nature Preserves has the full scoop on the beaches of HHI.

CLICK HERE FOR AN INTERACTIVE HILTON HEAD ISLAND BEACH PARK MAP  

1. Alder Lane Beach Access

Park Information

 2 Woodward Ave
Hilton Head Island 29928

Directions
Located off South Forest Beach Drive
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Beach Access
  • Beach Matting
  • 22 Metered Parking Spaces
  • Outdoor Showers
  • Restrooms
  • Seasonal Life Guards
2. Coligny Beach Park

Park Information

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Free Parking (Main parking lot is accessed from Pope Ave)
  • Beach Matting
  • Outdoor Showers
  • Public Art
  • Restrooms
  • Seasonal Lifeguards & Beach Rentals
  • Free Beach Wheelchair Reservations
  • Wi-Fi
3. Burkes Beach Access

Park Information

 60 Burkes Beach Road
Hilton Head Island 29928

Directions
Located off William Hilton Parkway at the end of Burkes Beach Road
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Beach Matting
  • Seasonal Lifeguards & Beach Rentals
  • Outdoor Showers

* Visitors must park at the Chaplin Community Park, 35 Cast Net Drive.



4. Driessen Beach Park

Park Information

 64 Bradley Beach Road
Hilton Head Island 29928

Directions
Located off William Hilton Parkway at the end of Bradley Beach Road
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Metered Parking
  • Permit Parking
  • Beach Matting
  • Boardwalk
  • Grill
  • Outdoor Showers
  • Picnic Pavilion
  • Playground
  • Restrooms
  • Seasonal Lifeguards & Beach Rentals
5. Folly Field Beach Park

Park Information

 55 Starfish Drive
Hilton Head Island 29926

Directions
Located off Folly Field Road
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Metered Parking
  • Beach Access
  • Beach Matting
  • Boardwalk
  • Outdoor Showers
  • Seasonal Lifeguards & Beach Rentals
  • Restrooms



6. Islanders Beach Park  

Park Information

 94 Folly Field Road
Hilton Head Island 29928

Directions
Located off William Hilton Parkway
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Permit Parking
  • Limited Metered Parking
  • Beach Access
  • Beach Matting
  • Boardwalk
  • Grill
  • Outdoor Showers
  • Picnic Pavilion
  • Overlook Pavilion
  • Seasonal Lifeguards & Beach Rentals
  • Free Beach Wheelchair Reservations
7. Fish Haul Beach Park

Park Information

 124 Mitchelville Road
Hilton Head Island 29926

Directions
Located off Beach City Road
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Free Parking
  • Beach Access
  • Beach Matting
  • Outdoor Showers
  • Restrooms
8. Historic Mitchelville Freedom Park

Park Information

 40 Harriet Tubman Way
Hilton Head Island, SC 29926

Directions
Located near the end of Beach City Road

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Free Parking
  • Observation Deck
  • Outdoor Showers
  • Picnic Pavilion
  • Restrooms
  • Trails

 

…MORE BEACH RENTALS

Escape to Hilton Head Island with Sunset Rentals! 

Take a tour of the Top Resort Areas of Hilton Head Island, find a Hilton Head home to suit your style, and start planning your vacation with the peace of mind of a local trusted team that has been locally serving Hilton Head Island since 1993! Sunset Rentals – here to serve all your vacation needs on Hilton Head Island!
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Top 9 Community Parks On Hilton Head

Get ready to soak up the sun and have some fun while visiting one of Hilton Head Island’s local parks. To make life easy while you’re on vacation, Sunset Rentals has compiled a list of Hilton Head’s Best community parks all offering endless activities, even something for the pickiest person in your group. Love biking? check out the over 60+ miles of bike paths weaving through the island. Love hiking? Hilton Head is extremely walkable, making it fun and easy to explore!

Whether you’re on a family getaway, group gathering, or romantic stroll, our guide to Hilton Head Island’s local parks will have you on the right path to epic adventures during your stay on Hilton Head.

HILTON HEAD ISLAND COMMUNITY PARKS 

1. Capri Chaplin Community Park

11 Castnet Drive
Hilton Head Island, SC 29928

Situated just north of Palmetto Dunes Resort Area, Chaplin Community Park is Hilton Head Island’s largest and most diverse community park with excellent facilities and bike paths connecting to the shoreline of Burkes Beach. Sports enthusiasts have large fields for soccer, baseball and football, a basketball and pickleball pad, and six tennis courts, there’s a shady playground for the kids and a large off-leash dog park for Fido! There’s something for the whole family at Chaplin Community Park.

2. Compass Rose Park

4 St Augustine Pl 
Hilton Head Island, SC 29928

Nestled in the trees near Coligny Beach Park & Plaza, Compass Rose Park is a small and peaceful community park with tranquil reflecting pools and fountains, gardens, walkways, and covered plazas. Compass Rose Park is also home to one of Hilton Head Island’s favorite attractions – a statue of Charles Fraser, the modern day founder of Hilton Head, walking his legendary alligator, Albert.

3. Green Shell Park

99 Squire Pope Rd
Hilton Head Island, SC 29926

Situated on Skull Creek near the north end of the island, Green Shell Park is a small 3-acre park with a covered picnic area, two playgrounds, a basketball hoop, and a wooded nature trail to an observation deck overlooking wetlands and marshes teeming with birdlife. For history lovers, the park is an archaeological site dating back to 1335 AD and is home to the historic Amelia White Cemetery and the Green Shell Mound, an authentic Native American shell ring.

4. Honey Horn Park

70 Honey Horn Drive
Hilton Head Island, SC 29926

Honey Horn Park is perhaps Hilton Head’s most famous park – home to the top-rated Coastal Discovery Museum at Honey Horn. Encompassing 68 acres of lush Lowcountry landscapes, Honey Horn Park features some of the oldest structures on the island, a butterfly enclosure, a stunning camellia garden, a marsh tacky horse barn, and a scenic interpretive nature trail through the grounds. The Coastal Discovery Museum offers the best tours and activities on the island with something for every interest and adventure level and regular exhibits and events for visitors to step back in time and experience the rich history of Hilton Head Island.

5. Jarvis Creek Park

99 Squire Pope Rd
Hilton Head Island, SC 29926

Situated on Skull Creek near the north end of the island, Green Shell Park is a small 3-acre park with a covered picnic area, two playgrounds, a basketball hoop, and a wooded nature trail to an observation deck overlooking wetlands and marshes teeming with birdlife. For history lovers, the park is an archaeological site dating back to 1335 AD and is home to the historic Amelia White Cemetery and the Green Shell Mound, an authentic Native American shell ring.

6. Shelter Cove Community Park

39 Shelter Cove Ln, Hilton Head Island, SC 29928

Across from Palmetto Dunes, Shelter Cove is Hilton Head’s premier destination for watersports, shopping, dining, and seasonal events that draw a crowd! The Shelter Cove Community Park is situated waterfront at Shelter Cove Town Center with peaceful picnic spots, walking paths connecting to Shelter Cove Veterans Memorial Park, and a pavilion with a lineup of fun festivals and events throughout the year.

7. Lowcountry Celebration Park
94 Pope Ave
Hilton Head Island, SC 29928

Lowcountry Celebration Park lies in the heart of “downtown Hilton Head” across from Coligny Plaza Shopping Center and the Coligny Beach parking lot. Minutes away from Hilton Head’s award-winning beaches, the park features an open pavilion and lawn, fitness stations, public art, and two of the island’s favorite family attractions – The Sandbox Museum and The Adventure Playground. 

The little ones love to play and learn at the Sandbox Museum (great for a rainy day activity!) and clamber, climb and set sail aboard The Adventure Playground, a 1,400 square foot replica of the ship where Captain William Hilton first spotted the shoreline of Hilton Head Island.

8. Squire Pope Community Park

137 Squire Pope Rd, Hilton Head Island, SC 29926

If you’re planning a paddle on the Lowcountry waterways without competing with motorized boats, head to the Sailing and Rowing Center at Squire Pope Community Park on Skull Creek. The state of the art facilities include a floating dock and launch, a waterfront picnic pavilion among the moss-draped oaks, a playground, and a firepit area for after adventure stories and s’mores.  

9. Xeriscape Garden

1 Town Center Court
Hilton Head Island 29928

Located at the Town of Hilton Head offices near the Village of Wexford, the Betsy Jukofsky Xeriscape Garden is a small interpretive community garden full of indigenous and wild plants, towering palmettos and pines, and beautiful birdlife. If discovering Hilton Head’s local flora, fauna, and nature is on your vacation itinerary, be sure to stop by the Xeriscape Interpretive Garden.

Click Here To View Vacation Rentals

Escape to Hilton Head Island with Sunset Rentals! 

Take a tour of the Top Resort Areas of Hilton Head Island, find a Hilton Head home to suit your style, and start planning your vacation with the peace of mind of a local trusted team that has been locally serving Hilton Head Island since 1993! Sunset Rentals – here to serve all your vacation needs on Hilton Head Island!

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5 Best Recreational Parks On Hilton Head

Who doesn’t love a game of pick-up basketball or softball? Or exploring a new skatepark while on vacation in Hilton Head Island? There is something for everyone here, from baseball fields, to skateboard ramps, and tons of tennis courts — (psssttt… and also, even everyone’s new favorite sport, PICKLEBALL!)

These recreational facilities have endless activities to delight every member in your group. Whether you’re a pickleball enthusiast, avid runner, on a family outing, or planning a romantic picnic, our guide to Hilton Head Island’s recreational parks will have you on the right path to epic adventures during your stay on Hilton Head.

HILTON HEAD ISLAND RECREATION PARKS

1. Barker Field

708 Baygall Road
Hilton Head Island, SC 29926

Situated on the north end of the island next to Fish Haul Beach Park, Barker Field features multi-use sports fields, baseball fields, and a playground for the kids. A boardwalk leads from Barker Field across the marshlands to an observation deck overlooking the Atlantic Ocean and Port Royal Sound.

2. Bristol Sports Arena

4 Helmsman Way
Hilton Head Island, SC 29928

For action and excitement on wheels, head to the Bristol Sports Arena just off Palmetto Bay Road. The Bristol Sports Arena outdoor skate park has ramps, rails, and features for all abilities or get your skates on for a session at the hybrid in-line outdoor hockey rink. 

3. Cordillo Courts

2 South Forest Beach Drive
Hilton Head Island 29928

With more than 300 tennis courts and 4 of the “Greatest US Tennis Resorts” on the island, Hilton Head is a haven for racquet sports. The Cordillo Courts near Coligny Plaza feature 4 tennis courts and 4 pickleball courts, open daily, year-round, on a first come, first serve basis. 

4. Crossings Park

4 Haig Point Ct, Hilton Head Island, SC 29928

Situated one block from the Bristol Sports Arena, Crossings Park is one of the first (and largest) recreational parks on the island with three baseball fields, a playground shaded by tall trees, and a huge grassy meadow for playtime!  A well-marked dirt trail winds between the playground and the meadow for a bike ride or nature walk beneath the towering live oaks.

5. Hilton Head Park
152 William Hilton Pkwy
Hilton Head Island, SC 29926

Hilton Head Park, also known as Old Schoolhouse Park, is one of the quieter recreational parks on the island. The park borders a tidal marsh and features courts for tennis and pickleball, a basketball pad, and a large grass field for soccer, football, and family fun after a day at the beach!

Book Your Dreamy Home TODAY!

Escape to Hilton Head Island with Sunset Rentals! 

Take a tour of the Top Resort Areas of Hilton Head Island, find a Hilton Head home to suit your style, and start planning your vacation with the peace of mind of a local trusted team that has been locally serving Hilton Head Island since 1993! Sunset Rentals – here to serve all your vacation needs on Hilton Head Island!

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9 Best Food Festivals Near Hilton Head, SC

Traveling to Hilton Head and want to enjoy some of the region’s most celebrated food festivals? Get ready for a culinary adventure like no other! Lowcountry cuisine is alive and well in South Carolina, and this region reflects that rich & diverse culinary history. From the cobblestone streets of historic Charleston to the beautiful sea islands, our region is home to a variety of world-class foodie festivals and authentic Gullah celebrations that lure food lovers from around the globe!

Check out these nine food festivals that will delight even the foodiest of foodies in your group!

  1. LOWCOUNTRY OYSTER FESTIVAL

    WHEN: February 2, 2025

    ABOUT
    Who’s ready to do some oyster shucking? How does 45,000 pounds of oysters sound? The Lowcountry Oyster Festival is the world’s largest oyster festival! Highlights include live music on the main stage, raw oyster eating and shucking contests, wine, a selection of domestic and imported beers, a Children’s Area and a “Food Court” showcasing a variety of local favorite restaurants to satisfy everyone’s taste.

    *Please note: this year’s event is cashless.  Guest will purchase food & beverage tickets with a credit/debit card at satellite ticket tents throughout the event.





2. HILTON HEAD ISLAND SEAFOOD FESTIVAL

WHEN: February 17 – 23, 2025

ABOUT
Expand your culinary and cultural horizons! Over the course of seven days, visitors can take in celebrity guest chef dinners, enjoy the best of southern pitmasters, view local wildlife, experience cooking demos, sip wine tastings, learn from mixologists & scholars and so much more!

The festival explores the South’s evolving food culture, which has been returning to its roots in recent years by honoring its rich native agriculture. Experience the region’s rich fishing heritage during the weeklong festival. Here you can sample restaurants’ fresh catch specials, try fresh oysters, and maybe even learn how to fish yourself. From incredible seafood meals to rustic barbecue and bonfires, world-class talent and southern charm collide on one gorgeous Island setting. 





3. HILTON HEAD ISLAND GULLAH CELEBRATION

WHEN: February 1 – March 1, 2025

ABOUT
Come celebrate Gullah Culture! NIBCAA has hosted the Hilton Head Island Gullah Celebration, since 1996, which showcases the rich cultural heritage of the Gullah people and their history on Hilton Head Island. Gullah is more than simply the language and name of a people. It encompasses the essence of struggle, spirituality, perseverance and tradition. The Native Island Gullah People adhere to the custom of their ancestors through the sewing of sweet grass baskets, the weaving of casting nets and preparation of traditional Gullah food.

This year’s Celebration events include the “Arts Ob We People Annual Art Exhibition and Sale”, “Taste of Gullah”, Arts, Crafts and Food Expo, Gullah Gospel Music Series and more! Come celebrate Gullah where your soul will be transformed by the spirit of the Gullah Culture!




4. CHARLESTON WINE & FOOD FESTIVAL

WHEN: March 5 – 9, 2025

ABOUT
Charleston Wine + Food is a beloved community event aimed at making connections that inspire curiosity through thoughtful storytelling and meaningful experiences with a sense of place.

Charleston Wine + Food Festival was founded in 2005 by a group of loyal community leaders with a vision of creating an event to promote and elevate Charleston’s culinary brand. As a 501(c)(3) non-profit organization, the goal was to put Charleston on the map as a culinary destination and bring national and international attention to the city through the production of a multi-day wine + food festival. Charleston Wine + Food infuses homegrown flavor with top chefs, winemakers, authors, storytellers, artisans, experts, and food enthusiasts from around the globe for a five-day event that spans the first full weekend each March.




5. HILTON HEAD ISLAND WINGFEST

WHEN: March 22, 2025

LOCATION
Lowcountry Celebration Park
94 Pope Avenue | Hilton Head Island, SC 29928

ABOUT
The Hilton Head Island Wingfest will feature an astounding 20 – 25 local restaurants cooking their very best wings comprising over 6,500 lbs of chicken! There’s something for everyone to enjoy, from the fun kid’s zone, rock climbing wall, to the bungee jump area. Have the kiddos participate in the Kid’s Wing Bobbing Competition or make the foodie in your group enter the Adult Wing Eating Contest! Eat through the vendors, then vote for your favorite wing and watch the winner be crowned at 4:30pm.

Once inside the festival, money does not exist, and only tickets are accepted. Tickets can be purchase from the ticket tent located in the center of the park. Credit cards are accepted at ticket and drink tents. 





6. HILTON HEAD ISLAND WINE & FOOD FESTIVAL

WHEN: March 23 – 29, 2025

LOCATION
Multiple Locations 
See Map For More Details
Hilton Head Island, SC 29928

ABOUT
Cheers to the loveliest time of the year in the Lowcountry! The Hilton Head Island Wine and Food Festival makes its return, bringing with it beautiful weather, delicious sips and tasty bites from the region’s culinary leaders.

The Hilton Head Island Wine and Food Festival has been proudly supporting the community for 38 years. Proceeds from the wine auctions at the Grand Tasting and Public Tasting events benefit the John F. & Valerie Currie Educational Scholarship Fund for college students pursuing a degree in the hospitality and tourism field. The scholarships are currently offered at the University of South Carolina Beaufort and the Technical College of the Lowcountry. In the past nine years, the Festival has supported deserving students with $125,000 in contributions from the scholarship fund.





7. ORIGINAL GULLAH FESTIVAL

WHEN: May 23 – 25, 2025 

TICKETS
Admission: FREE!

LOCATION
Henry C. Chambers Waterfront Park
Bay Street, Beaufort, SC 29902

ABOUT
At the Original Gullah Festival you’ll enjoy traditional storytelling, dancing, the sounds of jazz, blues, reggae and African drums. There will also be an enormous amount of food vendors and local artisans filled with local cuisine and traditional Gullah favorites. Bring the whole family to experience this one-of-a-kind event!

In the tradition of its founders, the festival continues to focus on educating the masses about the Gullah culture. In addition to food and artisan vendors, visitors can enjoy panel discussions and presentations on heritage and culture, and audience members even have an opportunity to become involved by asking questions and participating in meaningful discussions! All ages are welcome. 





8. BLUFFTON ARTS & SEAFOOD FESTIVAL

WHEN: October 12 – 20, 2024

TICKETS
Prices of Events Vary: Purchase Tickets HERE!

LOCATION
Multiple Locations 
See Map For More Details
Bluffton, SC 29910


ABOUT
The award-winning Annual Historic Bluffton Arts and Seafood Festival is held annually in the charming and eclectic historic district, well known for its quirky art community, amazing restaurants, and natural river beauty. 

The Seafood Festival is a weeklong event offering a myriad of activities, showcasing the locally harvested seafood, delicious Lowcountry cuisine, rich history, culture and art of the area and Southern hospitality found only in Bluffton.






9. ROCK N’ RIBS MUSIC & BBQ FEST

WHEN: October 19 – 22, 2024

TICKETS
More Info Coming Soon!

LOCATION
Hilton Head Island, SC

SCHEDULE OF EVENTS
TBD – Coming Soon!

ABOUT
FOODIES UNITE! The Rock ‘N Ribs Music and BBQ Fest combines everything a foodie would want in a southern festival. A classic rock & roll weekend celebrating bbq, the people who make it, and the people who eat it. What’s not to like?! Stay tuned for more information about this rockin’ event!

EXPERIENCE LOWCOUNTRY LIVING!

Welcome to the ultimate Lowcountry culinary experience! On Hilton Head Island, you can indulge in the local flavors and traditions of the region while enjoying all the comforts of a luxurious vacation rental home. From gourmet kitchens stocked with top-of-the-line appliances to outdoor BBQs perfect for grilling up fresh seafood and Lowcountry veggies, you’ll have everything you need to cook like a true local in our selection of Hilton Head Island vacation homes. 

Start planning your next Hilton Head Island beach vacation with Sunset Rentals today! Browse our collection of 1-7 bedroom vacation homes and villas, book with confidence and ease online, or give our team a call at (843) 785-6767. 

We know the best places to stay, play, and feast on Hilton Head Island!


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17 Best Fishing Charter Companies on Hilton Head

Did you know that Hilton Head Island is consistently ranked the #1 island in the Continental U.S.? The island is separated from the mainland of South Carolina by the thriving Calibogue Sound and Intracoastal Waterways with 12 miles of deep blue coastal waters along its eastern shoreline. 

The incredibly diverse ecosystems of South Carolina’s coastal wetlands are pristine fishing environments with miles of freshwater marshes, backwaters, tidal creeks, and ocean waters teeming with a vast array of birdlife, wildlife, and marine life. Whether you’re a first-timer fisherman learning to cast a line or an experienced angler seeking a trophy catch, we highly encourage you to get out on the water on a guided Hilton Head fishing charter.  


Most of the experienced charter captains on Hilton Head Island have been fishing the local waters for decades and stem from generations of local fishermen. The benefits of a guided full-service fishing charter are endless – local experienced guides, all the gear, and a fishing license included, and you get to focus on the tranquil Lowcountry views, the fishing experience, and quality time with family!

There are four main types of fishing charters to choose from:

  • Inshore: Inshore charters stay close to land in the shallow and calm waters around Hilton Head Island. Fish species found include tarpon, redfish, trout, flounder, black drum, and sharks. 
  • Nearshore: Nearshore charters venture around 5-25 miles from the island trolling the wrecks, rips, and reefs for red snapper, Spanish mackerel, king mackerel, tarpon, grouper, sharks, and so much more! 
  • Deep Sea: Deep Sea fishing takes you 40+ miles from the coastline or out to the Gulf Stream and is an all-day affair for avid anglers. Hilton Head boasts some of the best offshore big game and sport fishing on the Atlantic coastline with an abundance of Mahi Mahi, blackfin tuna, marlin, wahoo, and more.  
  • Shark Fishing: Every HHI fishing experience is likely to include an encounter with one of Hilton Head’s 50+ shark species but nothing is quite as thrilling as a guided shark fishing charter. Shark fishing is a Hilton Head specialty and the kids absolutely love it!

BROAD CREEK MARINA

Location: 18 Simmons Road, Hilton Head Island

Broad Creek Marina is Hilton Head’s newest marina with lots of fun both on and off the water. The marina is situated next door to Adventure Hilton Head for ziplining, Sky Pirate for parasailing, and Up the Creek Pub & Grill for fresh seafood overlooking Broad Creek. On the water, you’ll find dolphin and nature cruises, boat tours to the Vanishing Island and historic Daufuskie Island, and a wide variety of fishing charters with highly-rated local guides.

TAIL TAMER FISHING CHARTERS

Phone: (843) 422-1860

Charters for up to 6 passengers: 
3-Hour Charter – From $475
Half-Day Charter – From $575
Full-Day Charter – From $1,200

Captain Terry Hall and his experienced captains at Tail Tamer offer a variety of inshore and nearshore charter options for all ages and abilities, including beginner fishing trips, family charters, thrilling shark fishing, and classic catch n’ eat fishing charters!

INTEGRITY FISHING CHARTERS

Phone: (843) 422-1221

Charters for up to 6 passengers: 
4-Hour Charter – From $695
6-Hour Charter – From $950
8-Hour Charter – From $1,395
12-Hour Charter – From $1,975
Gulfstream Charter – From $3,460 
Shark Fishing Trip – From $595

Captain Mike Russo will cater to all your deep sea fishing desires in comfort aboard his 38’ Hatteras Sportfisher, Integrity. Choose from near-shore and offshore deep-sea fishing charters or private customized charters for a sunset or island cruise. Learn the basics on a family fishing trip or head into the deeps for the catch of a lifetime with Integrity Charters. Captain Mike Russo will cater to all your deep sea fishing desires in comfort aboard his 38’ Hatteras Sportfisher, Integrity. Choose from near-shore and offshore deep-sea fishing charters or private customized charters for a sunset or island cruise. Learn the basics on a family fishing trip or head into the deeps for the catch of a lifetime with Integrity Charters.

Reel Easy Charters

Phone: (843) 290-2932

Charters for up to 6 passengers: 
3-Hour Inshore/Shark Trip – From $525
4-Hour Vanishing Island & Shark Fishing – From $650
4-Hour Inshore/Nearshore – From $650
5-Hour Nearshore – From $800
6-Hour Offshore – $950
8-Hour Offshore – $1,350

Captain Jack and Reel Easy Charters specialize in inshore, nearshore, and offshore fishing charters in and around the Lowcountry waters. For the ultimate family fishing experience, their Vanishing Island & Shark Fishing charter explores the sand dollars, starfish, shells, and shark life around the Vanishing Island of Hilton Head Island.

SEA BEE CHARTERS

Phone: (843) 949-0407

Charters for up to 6 passengers: 
3-Hour Shark & Inshore – From $425
4-Hour Inshore & Nearshore – From $525
5-Hour Inshore & Nearshore – From 625
6-Hour Inshore & Nearshore – From $725


Land the fish of a lifetime with Captain Danny & his crew at Sea Bee Charters on Broad Creek. Sea Bee operates a 25’ Carolina Skiff geared for inshore fishing on Broad Creek and nearshore charters to the wrecks and reefs off the coastline.

TOP SHOT SPORT FISHING

Phone: (843) 384-9714

Charters for up to 6 passengers: 
Shark Fishing – From $450
Half-Day Charter – From $600
5-Hour Charter – From $750
6-Hour Charter – From $900
8-Hour Charter – From $1,200


Strike gold on a sport fishing charter with Captain Jay Prescott of Top Shot Sport Fishing. Fishing trips include trolling and bottom fishing the nearshore artificial reefs, all-day charters to the Savannah Snapper Banks, shark fishing trips around the island, or customized trips for up to 6 anglers.

SKULL CREEK MARINA

Location: 1 Hudson Rd, Hilton Head Island

Combine a Lowcountry fishing charter with the best waterfront dining experience on Hilton Head Island at Skull Creek Marina. Situated across from Pinckney Island National Wildlife Refuge on the northern end of the island, Skull Creek Marina is home to the famous Skull Creek Boathouse, Skull Creek Dockside, and Hudson’s Seafood House on the Docks with the ultimate in Lowcountry cuisine and views. They’ll even cook up your catch of the day for a boat-to-table restaurant experience!

BULLDOG FISHING CHARTERS

Phone: (843) 422-0887

Charters for up to 6 passengers: 
3-Hour Fishing Charter – From $625
4-Hour Fishing Charter – From $750
5-Hour Fishing Charter – From $900
6-Hour Fishing Charter – From $1,200
7-Hour Fishing Charter – From $1,350
8-Hour Offshore Charter – From $1,600


Climb aboard the 32’ Bulldog docked at Hudson’s Seafood House on the Docks at Skull Creek Marina. Captain Christiaan, a third-generation Hilton Head Island fishing captain, offers a variety of charters ranging from fun 3-hour shark fishing trips for the kids to full-day reef trips and offshore bottom trips. Remember to reserve a table to cook your catch!  

SHELTER COVE HARBOUR & MARINA

Location: 1 Shelter Cove Lane, Hilton Head Island

Situated across from Palmetto Dunes Oceanfront Resort, Shelter Cove Harbour & Marina is a Hilton Head hotspot for shopping, waterfront dining, famous festivals, and every watersport and activity you can imagine under the sunny South Carolina skies. The world-class marina is the largest deepwater marina on the island and the starting point of some of the best fishing experiences on Hilton Head Island.

OUTSIDE HILTON HEAD

Phone: (843) 686-6996

Guided Fishing Charters: 
3-Hour Kayak Fishing – From $135
3-Hour Family Fishing – From $495
3-Hour Shark Fishing – From $495
4-Hour Charter Fishing – From $595

Ultimate Lowcountry Day – From $745

Click HERE for a list of all activities!


Outside Hilton Head is all about exploring the great outdoors! They offer a full fleet of boat rentals with inshore, nearshore, and shark fishing charters, kayak fishing excursions, nature tours, dolphin cruises, and a variety of water activities for every age group.

CAPTAIN HOOK PARTY FISHING

Phone: (843) 258-4677

Public Party Fishing Charters: 
3.5-Hour Inshore Shark Fishing – From $55 pp
4-Hour Inshore Shark Fishing – From $60 pp
4.5-Hour Inshore Shark Fishing & Fireworks – From $65 pp
5.5-Hour Offshore Fishing – From $65 pp


Captain Hook is the largest fishing boat on Hilton Head and a great option for an affordable group fishing charter! Choose from inshore shark fishing, and offshore charters, or book well in advance for their sunset shark fishing or fishing and fireworks charters in the summer. For a private experience, the fleet includes the Gullah Gal, True Grits, Gale Force, and Gale Warning for groups of up to 6 people.

Bay Runner Fishing Charters

Phone: (843) 290-6955

Charters for up to 12 passengers: 
3-Hour Charter – From $495
4-Hour Charter – From $595
5-Hour Charter – From $725
6-Hour Charter – From $850
8-Hour Charter – From $1,195

Shark Fishing Trips – From $495

Make Your Own Trip


Captain Mike Altman has been chartering the local waters since 1970. Head out on an inshore charter on the Calibogue Sound, a nearshore excursion on the reefs, or create a one-of-a-kind experience customized for your charter crew with Bay Runner Fishing Charters.

Native Son Fishing Charters 

Phone: (843) 816-3312

Charters for up to 6 passengers: 
2-Hour Charter – From $350
3-Hour Charter – From $495
4-Hour Charter – From $625
5-Hour Charter – From $745
6-Hour Charter – From $875
7-Hour Charter – From $940
8-Hour Charter – From $1,245


Local island native, Captain Byron Sewell, and his team of seasoned guides offer nearshore and offshore charters for all ages on their 26-ft power catamarans. Native Son charter options range from two-hour trips to all-day deep-sea adventures along the South Carolina coastline.

Hilton Head Outfitters

80 Queens Folly Rd, Hilton Head Island

Phone: (843) 593-9110

Palmetto Dunes Lagoon Charters: 
2-Hour Inshore Charters – From $365
3-Hour Inshore Charters – From $485
4-Hour Inshore Charters – From $585
5-Hour Inshore Charters – From $685
6-Hour Inshore Charters – From $785

Fishing Gear Rentals


Hilton Head Outfitters are best known for their water activities and guided inshore fishing charters on the Palmetto Dunes 11-mile lagoon system, teeming with a variety of saltwater fish. They also offer nearshore and offshore charters on their custom Maverick out of Shelter Cove Harbour & Marina.

HARBOUR TOWN YACHT BASIN

Location: 149 Lighthouse Rd, Hilton Head Island

The Harbour Town Yacht Basin in Sea Pines Resort is one of the top yachting destinations on the Atlantic Intracoastal Waterway and a haven for boaters, water sports enthusiasts, and anglers of all ages! The Sea Pines Resort area is home to many of Hilton Head’s top attractions as well as world-class private fishing charters with the island’s most experienced and qualified captains

IZZY-A FISHING CHARTER

Phone: (843) 298-0990

Charters for up to 4 passengers: 
4-8 Hour Fishing Trips – Call For Pricing

Join Captain Greg Clark aboard his 25’ Sea Cat to explore the coastal waters in and around Hilton Head. Capt. Greg’s private fishing charters are family-friendly and include offshore, inshore, deep sea, and shark fishing expeditions for up to 4 passengers.

BLACK SKIMMER HILTON HEAD

Phone: (843) 363-8335

Charters for up to 6 passengers: 
3-Hour Shark Fishing – From $500
4-Hour Charters – From $700
5-Hour Charters – From $875
6-Hour Charters – From $1,000
8-Hour Charters – From $1,400


The 31’ Black Skimmer is chartered by father and son fishing team Captain Steve and Captain Ben. They offer nearshore, offshore, deep sea, and shark fishing charters from Harbour Town for up to 6 passengers, families welcome.

VALOR FISHING CHARTERS

Phone: (843) 422-1935

Charters for up to 6 passengers: 
2-Hour Charters – From $400
3-Hour Shark Fishing – From $500
3-Hour Charters – From $500
4-Hour Charters – From $560
6-Hour Charters – From $815

Located at the pier at Harbour Town Yacht Basin, Valor Charters offer year-round fishing charters of the Atlantic Ocean and Calibogue Sound, including tranquil fly fishing trips on Hilton Head’s Lowcountry backwaters and estuaries. The 26’ Andros Boatworks carries up to four anglers, children are welcome.

PALMETTO BAY MARINA

Location: 86 Helmsman Way, Hilton Head Island

Situated on the south end of the island near the base of the Coligny Island Expressway Bridge, the Palmetto Bay Marina is one of Hilton Head’s oldest working marinas, fully renovated for your boating pleasure! There’s shopping at Bay Breeze, excellent waterside restaurants, bars, live music on Broad Creek, and a full-service marina with Lowcountry watersports, party boat fishing, and a variety of fishing charters.

REEL JOB CHARTER FISHING

Phone: (843) 384-8236

Charters for up to 6 passengers: 
3-Hour Shark Fishing – From $495
4-Hour Charter – From $595
5-Hour Charter – From $695
6-Hour Charter – From $795
8-Hour Charter – From $1,195


Captain Brad & Captain Bill are full-time Lowcountry captains with plenty of experience to deliver the ultimate fishing experience on Hilton Head Island. They offer multiple inshore, nearshore, and family fishing trips aboard the customized 25’ Pursuit, set up to fish! Reel Job Charter Fishing is voted the best fishing charter service on Hilton Head Island by Lowcountry Style & Living!

DRIFTER EXCURSIONS

Phone: (843) 363-2900

Party Fishing & Private Charters:
2-Hour Private Charter – From $395
3-Hour Private Charter – From $495
4-Hour Private Charter – From $650

4.5-Hour Deep Sea Fishing aboard The Drifter – From $72 pp

Shark Fishing aboard The Drifter – From $65 pp


Drifter Excursions offer dolphin watching, shark fishing, and private fishing charters on a fleet of four boats including sport fishing aboard the Boomerang, inshore and shark fishing on the Ricochet, and party boat fishing aboard the 60’ Drifter. The Hobo, a 27’ Carolina Skiff departs out of Shelter Cove Harbour and Marina with private charters for groups of up to 16 anglers.

OFF THE HOOK FISHING CHARTERS

86 Point Comfort Rd, Hilton Head Island

Phone: (843) 298-4376

Charters for up to 4 passengers: 
2-Hour Charter – From $375
3-Hour Charter – From $475
4-Hour Charter – From $575
5-Hour Charter – From $725
6-Hour Charter – From $875
8-Hour Charter – From $1,150

Off the Hook Fishing Charters is owned and operated by Captain Brian Vaughn, an island native with two IGFA World Records to his name and 30+ years of experience guiding inshore, light tackle, and fly fishing charters on the Lowcountry waterways. Their fleet of 18’, 22”, and 25’ bay boats are geared with the finest fly and spinning tackle for the ultimate fishing experience for all ages and abilities. For large groups, you can book 2-3 boats for up to 12 passengers!

HILTON HEAD HARBOR & MARINA

Location: Jenkins Rd, Hilton Head Island


The Hilton Head Harbor & Marina is also located on the north end of the island as you drive in on William Hilton Parkway. The harbor and full-service marina are home to Sea Monkeys Watersports rentals & tours, Mermaid Boat Tours, local HHI charter fishing companies, and one of the island’s best-kept secrets – The Sunset Grille, a casual fine dining restaurant with the best waterfront and sunset views on Hilton Head!

OUTCAST SPORT FISHING

Phone: (843) 290-0371

Charters for up to 6 passengers: 
4-Hour Charter – From $750
5-Hour Charter – From $900
6-Hour Charter – From $1,050
8-Hour Charter – From $1,400


For the ultimate shark fishing experience, book a charter with Captain Chip on The Outcast. The Outcast is the current state record holder for blacktip and lemon sharks, and the largest fish ever landed… a 16.3ft Great White! Whether you’re a family of novice fishermen or an avid angler, Hilton Head shark fishing is best on The Outcast.

After a day adventuring the Lowcountry waterways or deep Atlantic waters, settle your sea legs with Sunset Rentals. Our collection of 230+ Hilton Head Island vacation rentals are situated in the top Hilton Head neighborhoods with high-end amenities and home comforts to cater to every angler at the end of the day! 

Book with confidence and ease online or call our team today at (843) 785-6767.

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Why Spend Summer Vacation On Hilton Head Island?

It’s never too early to start planning a summer vacation and it gives the family something wonderful to look forward to all winter! Hilton Head Island is a dream-worthy vacation destination with warm South Carolina sunshine, endless stretches of sandy beaches, tranquil waterways and nature preserves abounding in wildlife, and beautiful beach rentals to call home for a quick weekend getaway or the whole summer season. 

Start planning your summer vacation on Hilton Head Island today with Sunset Rentals. Locally serving visitors to the island since 1993, we know the best places to stay and play on Hilton Head Island.

Hilton Head Island Activities

Wherever you choose to stay on Hilton Head Island you’re never far from the ocean and the endless activities and attractions on offer. During peak summer seasons the tours, activities, and attractions on Hilton Head are in high demand, so get the most out of your trip by planning ahead. 

Many of our Hilton Head Island vacation rentals include complimentary bike and beach gear credit from Vayk Gear up to the value of $350! This program gives you credit on top-quality gear delivered on arrival and picked up on departure. Planning your Hilton Head Island activities is hassle-free when you vacation with Sunset Rentals.

1. Beach Days

Hilton Head Island boasts 12 miles of picture-perfect Atlantic beaches with golden sands, gentle waters, and great amenities for a family beach day. From the hustle and bustle of Coligny Beach to the quieter shorelines of Port Royal, there is a stretch of sand and oceanfront rental for every beach lover (and your pooch!)

2. Bike Rides

With 60 miles of paved bike trails (and heavy summer traffic!) biking is the best way to get around Hilton Head Island – book your Vayk bike rentals in advance. Plan for lots of family bike rides to and on the beach, around the resort areas, and exploring the natural beauty of the island off the beaten path.

3. Golf & Tennis

Hilton Head Island is one of the premier tennis and golf destinations in the US so be sure to book your tee times and courts well in advance for the summer season. Boasting two dozen golf courses, including the internationally renowned Harbour Town Golf Links, more than 500 tennis courts, and luxury rentals just steps away, Hilton Head is a haven for sports enthusiasts. 

4. Horse Trail Rides

The Sea Pines Forest Preserve is a 600+ acre wildlife habitat and our favorite place to get lost in nature on Hilton Head Island. Tranquil trails and boardwalks wind through the forest with lagoons for fishing, eco-adventures of all kinds, and Shetland pony and horse trail rides with Lawton Stables. It’s a wonderful way to experience nature, view wildlife, and reconnect with nature.

5. Ziplining

The Zipline Hilton Head and Aerial Adventure Hilton Head tours over Broad Creek are rated among the best things to do in Hilton Head. The two-hour canopy tours feature 8 interconnected ziplines through the forests and 6 different ability courses with 50 challenge activities – a fun day out for the whole family (ages 5 and up).

6. Coastal Discovery Museum

The Coastal Discovery Museum at Honey Horn is a must-do on Hilton Head Island for every visitor. The breathtaking grounds feature historical buildings, butterfly gardens, trails through live oaks, and things to do for every age group. The museum depicts the rich Gullah heritage of Hilton Head and offers guided tours of every kind on water and land allowing visitors to experience the history, wildlife, and natural beauty of Hilton Head Island.

7. Water Activities

Whether you prefer to take a guided tour or reserve your Vayk gear and adventure the ocean and waterways alone, the ultimate summer vacation on HHI requires getting on the water. From paddle tours and dolphin discoveries to parasailing, party fishing boats, and pirate cruises, there are water activities of every kind on Hilton Head Island – but don’t leave your plans to the last minute!

8. Kids Camps

Summer on Hilton Head Island is a perfect paradise for kids! Endless playtime on safe lifeguarded beaches, family activities galore at Shelter Cove, Harbour Town, and Coligny Plaza, and epic adventure camps to learn new skills, make new friends, and give mom and dad quiet time. Outside Hilton Head is the top activity provider on the island with summer day camps for kids and teens, and guided activities for the whole family.

9. Rainy Day Activities

It’s always smart to plan for the possibility of a rainy summer day! Our private Hilton Head vacation homes feature all the home comforts for a rainy day and there’s plenty of things to do indoors on Hilton Head Island – the Sandbox Museum, The Art Café, Adventure Cove Arcade, Coastal Discovery Museum, shopping malls, movie theaters, and luxurious spas to relax and unwind.   

10. Lowcountry Day Trips

Hilton Head Island is situated in close proximity to some of the most exciting and beautiful destinations in South Carolina. Schedule time in your vacation itinerary for a Lowcountry day trip to explore the nearby towns and islands full of southern charm and culture, quaint historic districts, and miles of coastal beaches.

11. Dining, Drinking & Dancing

With a choice of over 250 bars and restaurants, classic Lowcountry farmers markets, and amazing culinary events, you’ll have loads of fun planning your dining, drinking, and dancing on Hilton Head. Savor the freshest local seafood on the docks, spoil your loved one with a sunset alfresco dinner cruise on the Spirit of Harbour Town, dance with the kids under the Liberty Oak, or dance the night away at an oceanfront tiki bar.

Where to Stay on Hilton Head Island?

One of the first steps to planning the ultimate summer vacation is deciding where to stay on Hilton Head. Hilton Head Island is divided into unique resort communities each with its own lifestyle, tourist attractions, outdoor activities, and fully-equipped summer vacation rentals for every style, size, and budget.

  • Forest Beach Attractions: Hilton Head’s downtown area, Coligny Plaza, Coligny Beach Park, Adventure Playground, more than 100 shops & restaurants, vibrant nightlife, and miles of award-winning beaches. 
  • Shipyard Attractions: Private beach access at Shipyard Beach Club, Sonesta Resort, Shipyard Golf Club, Van der Meer Tennis Complex, close to Coligny Plaza & Beach Park.   
  • Sea Pines Attractions: Harbour Town Lighthouse & Marina, South Beach Village & Marina, Sea Pines Forest Preserve, Harbour Town Golf Links, Heron Point Golf Course, Atlantic Dunes Golf Course, Sea Pines Racquet Club, Lawton Stables, 5 miles of beaches. 
  • Palmetto Dunes Attractions: Dunes House, George Fazio Golf Course, Arthur Hills Golf Course, Robert Trent Jones Oceanfront Course, Palmetto Dunes Tennis Center, near Shelter Cove Harbour & Marina, 3 miles of beachfront, 11-mile lagoon system.   
  • Port Royal Attractions: Away from the crowds, beach access at Islander Beach Park, Port Royal Golf & Racquet Club, Port Royal Arboretum, and miles of scenic trails.

Summer Homes from Sunset Rentals

Summer rentals on Hilton Head Island sell out fast! Get ahead of the curve and find the ultimate summer vacation rental with Sunset Rentals. Our Sunset Package offers a 48-hour worry-free guarantee and flexible cancellation policy allowing you to book your Hilton Head summer vacation early with confidence and ease. Browse our Hilton Head Island rentals online or call our on-island team at 843-785-6767.

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Hilton Head Winter Events Calendar ’24/25

Hilton Head Island has long been celebrated as a destination where pristine beaches, world-class golf courses, and a welcoming family-friendly atmosphere blend seamlessly. But, Hilton Head is America’s favorite island year-round and doesn’t only shine in the summer season! 

If this is the white Christmas you’re dreaming of this year, trade in white snow for white sandy beaches on Hilton Head Island this holiday season. From sunny beaches, world-class golf, and outdoor adventures in nature to alfresco oceanfront dining, one-of-a-kind shopping, and coastal homes for the holidays, Hilton Head Island offers a smorgasbord of fun to celebrate the holiday season.

From winter markets, cultural celebrations, and unique culinary experiences to heartwarming holiday traditions, we invite you to embrace the winter season in true Lowcountry style on Hilton Head Island. 

Whether you’re seeking private access to miles of uncrowded beaches, heated pools, spacious gourmet kitchens to host family feasts – or a combination of it all – you’ll find your coastal home for the holidays and peace of mind with Sunset Rentals. 

HILTON HEAD ISLAND HOLIDAY EVENTS

HARBOUR TOWN LIGHTS

Date: November 29, 2024 – January 1, 2025
Time: All Day
Location: 149 Lighthouse RoadHilton Head Island, SC 29928
Cost: Free!

Stroll along the harbour and enjoy the illuminated seasonal figures, including the centerpiece attraction –a towering Christmas tree! The perfect place to spend the holiday season with your
family, Harbour Town will be bustling with activities and live entertainment. The official tree lighting will take place just prior to the Gregg Russell concert at 7:30pm Friday, November 29.

While you’re enjoying the holiday season, help the Deep Well Project make a difference in someone’s life. Drop off a couple of canned goods or a new, unwrapped child’s toy in the well by the Liberty Oak stage.

LIGHT UP THE HARBOUR

Date: December 1 – December 31, 2024
Time: 5 PM
Location: 1 Shelter Cove Lane, Hilton Head
Cost: Free!

The holiday lights at Shelter Cove Harbour & Marina are a must-see during your winter vacation on Hilton Head. As the sun sets, the harbour transforms into a colorful coastal winter wonderland with brightly lit boats, local holiday shopping, and waterfront restaurants along the marina.

Local’s Tip: Reservations are always recommended for dinner.

Shelter Cove Harbour & Marina is beautifully lit with over 100,000 holiday lights, brightly decorated boats in the marina, and waterfront shops and restaurants adorned in festive décor. Take a stroll along the waterfront promenade to soak up the sights and be sure to stop by Francesca’s at Shelter Cove Town Center for a visit with Santa and Mrs. Claus.

HILTON HEAD COMMUNITY MARKET

Date: Weekly on Saturday
Time: 9 AM – 12 PM
Location: 39 Shelter Cove Lane, Hilton Head
Cost: Free!

Start your winter adventures with a stroll through the Hilton Head Community Market at Shelter Cove Community Park. Browse and shop an array of handcrafted goods, locally sourced produce, and unique artisanal creations.

Upcoming Dates:

November 9, 2024 9:30 am – 12:30 pm
November 16, 2024 9:30 am – 12:30 pm
November 23, 2024 9:30 am – 12:30 pm
November 30, 2024 9:30 am – 12:30 pm
December 7, 2024 9:30 am – 12:30 pm
December 14, 2024 9:30 am – 12:30 pm
December 21, 2024 9:30 am – 12:30 pm
December 28, 2024 9:30 am – 12:30 pm

HILTON HEAD FARMERS MARKET

Date: Weekly on Tuesday
Time: 9 AM to 1 PM
Location: 70 Honey Horn Dr, Hilton Head
Cost: Free!

The Hilton Head Farmers Market at the Coastal Discovery Museum is a quintessential Lowcountry experience. Here, you can wander through rows of colorful market stalls, stroll around the Museum’s majestic 68-acre property, discover the island’s rich Gullah culture, or book a tour to explore Hilton Head Island, on land or water!  

TASTY TUESDAY WINE TASTING

Date: Weekly on Tuesday
Time: 3 PM – 5 PM
Location: 9 Palmetto Bay Rd, Hilton Head
Cost: Between $25-$35 per person, food not included!

Tasty Tuesday at Roller Wine & Spirits invites wine enthusiasts and novices alike to sample a carefully curated selection of wines, led by expert sommeliers and often the winemakers themselves! Call (843) 842-1200 or book online.

WINe dinners at the sea pines Resort

Location: 100 N Sea Pines Dr, Hilton Head

Links, an American Grill invites you to join us for the return of our wine dinner season. At our wine dinners, you will meet The Sea Pines Resort chefs as well as winemakers from around the country while enjoying fine dining and outstanding wines. Check out a list of our upcoming wine dinners and reserve your spot today while space is still available.

Shafer Vineyards Wine Dinner
Shafer Vineyards Wine Dinner – Friday, November 22, 6:30pm
Learn More

An Evening with Rob Mondavi Jr
An Evening with Rob Mondavi Jr – Friday, December 13, 6:30pm
Learn More

OYSTER ROASTS AT COAST, OCEANFRONT DINING

Date: Weekly Saturday until February 22, 2025
Time: 1:00PM – 4:00PM
Location: 87 N Sea Pines Dr, Hilton Head 

Oyster roasts are celebrations of community and the bounty of the sea — two of South Carolina’s most enduring traits. Coast, Oceanfront Dining at The Sea Pines Resort invites you to enjoy a special menu of fresh, local and roasted-on-site oysters from Maggioni Oyster Company on St. Helena Island along with live music performed by Mark Husbands and drink specials with Fisher’s Island Lemonade. Completing the coastal culinary feast: Peel-and-eat shrimp, available by the half pound or pound. Join in on the fun at Coast Oceanfront Dining located at the Sea Pines Beach club every Saturday from 1-4pm, weather permitting.

Prime Rib Night at Links

Date: Weekly Wednesday until December 18, 2024
Time: 5:00PM – 9:00PM
Location: 11 Lighthouse Lane, Hilton Head

Links’ Signature Slow-Roasted Prime Rib is available every Wednesday night from 5-9pm. Subject to availability, reservations recommended.

BOOK NOW!

HILTON HEAD DISTILLERY TOURS

Date: Weekly from Monday to Saturday
Time: Noon – 6:30 PM
Location: 14 Cardinal Rd, Hilton Head 

Cost:
– Distillery Tours: $40 per person
– Cocktail Classes: $95 per person
– Holiday Cocktails & Cookies Class (12/6 & 12/13): $125 per person
** Pricing is subject to change

At Hilton Head Distillery, you’ll embark on an immersive journey through the art of distillation. Tour the production facilities, sample the distillery’s signature spirits, book a cocktail class with a master mixologist, or simply drop in for a drink. Non-alcoholic options are also available.

Dewars Whisky Dinner

Date: December 4, 2024
Time: Starts at 6:30PM
Price: $150
Location: 87 N Sea Pines Dr
Hilton Head Island, SC 29928

Join in on the fun for an evening of whisky tastings with Dewars and a delicious multi-course dinner at the Sea Pines Beach Club on December 4! To enhance your experience, a distillery representative will be present to share insights about each whisky including: Dewars White Label, Dewars 12 Year, 15 Year, 19 Year, and finally, 21 Year. Savor the unique flavors and notes of these exceptional spirits, starting with a welcome cocktail, followed by neat pours paired with each of the four expertly crafted courses crafted by Executive Chef Clinton Barabas and his culinary team. To conclude the night, enjoy a delectable dessert created by our Resort Executive Pastry Chef, Iain Jones!

All ticket prices include admission, tax and gratuity. Please note any food allergies for the chef when purchasing tickets. Allergies noted less than 24 hours before the event cannot be guaranteed.

WINTER WONDERLAND

Date: December 6, 2024
Time: 4 PM – 7 PM
Location: 39 Shelter Cove Lane, Hilton Head
Cost: Free!

Bring the whole family for a day of festive fun at Winter Wonderland at Shelter Cove Park. This one day event features carnival games, candy cane huts, inflatables, live DJs, and a festive children’s parade to celebrate the season. Admission is free with food, drinks, and some paid family activities available too!

Tap Takeover at Fraser’s Tavern

Date: Nov 19, 2024 – Feb 18 2025
Time: Monthly on the third Tuesday / 5:00PM – 8:00PM
Location: 100 N Sea Pines Dr. Hilton Head Island, SC 29928

Come out to Fraser’s Tavern every third Tuesday of the month for the Tap Takeover! Come out from 5-8pm for a special craft brewery takeover to try out local and regional beers! “The Art of the Brew” is an opportunity for the brewer and guests to interact, ask questions and giveaways!

BRUNCH WITH SANTA

Date: Sunday, December 15, 2024
Time: Two seatings: 10:30 AM & 12:30 PM
Location: 76 Queens Folly Road, Hilton Head
Cost: $43 for adults | $25 for kids
**Reservations are required.

Bring your wish list to the annual Brunch with Santa at Alexander’s Restaurant in Palmetto Dunes. Tuck into a tasty breakfast brunch and delicious holiday desserts, take a family photo with Santa fireside, and bring along an unwrapped gift to support the local Deep Well Project on Hilton Head.

Local’s Tip: Book online or call (866) 921-6639 for reservations.

ALEXANDER’S FREEMARK ABBEY WINE DINNER

Location: 76 Queens Folly Road, Hilton Head
Cost: $135 per person

2024 WINE DINNERS:

Date: Thursday, November 21​​
Time: 6 PM – 9 PM
Cakebread Cellars & Sequoia Grove Winery
Wine Dinner

Date: Thursday, December 12​​
Time: 6 PM – 9 PM
Chappellet Wine Dinner

Make a Wine Dinner Reservation here

Alexander’s, an upscale restaurant and wine bar in Hilton Head, SC, is delighted to offer wine dinners featuring a selection of wonderful wine, spectacular food, and lively conversation. Alexander’s Wine Dinners pair a specialty crafted multi-course dinner with award-winning wines in an elegant ambiance. Enjoy the chef’s finest creations while exploring the timeless craftsmanship of Freemark Abbey wines sourced from the Napa Valley.

Local’s Tip: Book online or call (866) 921-6639 for reservations.

Audubon Christmas Bird Count

Date: December 16, 2024
Time: All Day!
Location: 175 Greenwood DriveHilton Head Island, SC 29928
Cost: Free!

Help the Hilton Head Island Audubon Society as it works with communities across America, including Sea Pines, to conduct the annual Audubon Christmas Bird Count. To register, email hhicbc@gmail.com or visit hiltonheadaudubon.org.

Polar Pines Express Holiday Wagon Ride

Date: December 21, 2024
Time: Starts at 1:00PM

All aboard our festive wagon full of holiday fun. Join in on the fun as we travel to our version of the “North Pole” for crafts, activities, hot chocolate and treats. Along the way sing along to some holiday tunes and listen to the famous story “The Polar Express”. $17/adult, $19/child.

GREGG RUSSELL CHRISTMAS CONCERT

Date: December 23, 2024
Time: 7:30 PM – 9 PM
Location: 147 Lighthouse Rd, Hilton Head
Cost: Free!

Gather friends and family under the iconic Liberty Oak for a spirit holiday performance by acclaimed Hilton Head entertainer Gregg Russell. This heartwarming Hilton Head tradition is filled with festive tunes, sing-alongs, and hilarious humor with a special visit from Santa Claus for the kids.

SANDY SLEDDING AT SEA PINES

Date: December 27, 2024
Time: 1 PM – 2:15 PM
Location: 87 N Sea Pines Dr, Hilton Head
Cost: $40/team up to 6 people

Trade snowy slopes and frozen toes for sandy sledding on Hilton Head Island. You’ve still got time to reserve your space, build your team, and design your dream holiday themed sand sled! The event takes place in front of the Sea Pines Beach Club with an oceanfront restaurant, rooftop bar, and beach bar to make a day of it.  

HOLIDAY FUN IN HARBOUR TOWN

Date: Daily Friday and Saturday until Sat, Dec 28 2024
Time: 5:30 PM – 7:30 PM
Location: 147 Lighthouse Rd, Hilton Head
Cost: Free!
Tickets: Train rides – $6/passenger, starting at 5:30pm

The festive fun in Harbour Town extends beyond the holiday lights! Enjoy a day of rest after Christmas then head to Holiday Fun in Harbour Town for two days of holiday movies, marshmallow roasting, family activities, and train rides around Hilton Head’s most famous marina. Entry is free with the donation of a canned food item.

PAWS AND CLAUS PARADE

Date: December 29, 2024
Time: 1 PM – 3 PM

Join in on the fun for the Paws and Claus Parade in Harbour Town! After Christmas, your furry friends can show off their best holiday attire in a parade led by Santa himself.  Enjoy a festive day filled with holiday cheer and a photo op with Santa! All breeds and sizes are welcome—bring your pups and celebrate the season together! Registration begins at 12:15pm in front of Quarterdeck Market. Parade begins at 1pm also starting at Quarterdeck Market and ending near the Liberty Oak Stage. After the parade enjoy dog games around the Liberty Oak stage.

MERRY PINES WAGON RIDE

Date: December 29, 2024
Time: 5:30 PM – 6:30 PM
Location: 175 Greenwood DriveHilton Head Island, SC 29928
Cost: $22/adult, $18/child

Join in for a magical evening aboard our illuminated wagon as we journey through the Sea Pines Forest Preserve! Immerse yourself in the holiday spirit with a delightful sing-along featuring your favorite festive tunes. Cozy holiday attire recommended. Hot chocolate and treats provided.

POLAR BEAR SWIM

Date: December 30, 2024
Time: 10 AM
Location: 1 Lighthouse Lane, Hilton Head
Cost: Free!

While it’s not the Rocky Mountains, the winter water temperatures on Hilton Head still offer a refreshing, polar bear worthy chill for those seeking a New Year’s plunge! Come and embrace our island’s winter spirit with a polar bear plunge in the Harbour Town Pool in Sea Pines.

NEW YEARS EVE CELEBRATION

Date: December 31, 2024 – January 1, 2025
Time: 6 PM – 12:30AM
Location: 149 Lighthouse RoadHilton Head Island, SC 29928

Get ready for a festive New Year’s Eve ball drop from the top of the Harbour Town Lighthouse! Enjoy food, entertainment and live music throughout Harbour Town, then count down to the ball drop as we welcome the New Year! There will be two drops: 7pm and midnight.

SNOW DAY AT SHELTER COVE

Date: January 25, 2025
Time: 11 AM – 4 PM
Location: 39 Shelter Cove Lane, Hilton Head
Admission: $10 for ages 2-17

Experience the magic of “snowfall” without leaving the island! Snow Day at Shelter Cove is a rare delight in the South. The park transforms into a winter playground with falling snow, inflatables, and fun-filled entertainment for the whole family. Building a snowman near the beach should be a bucket-list adventure!

HILTON HEAD SYMPHONY ORCHESTRA SERIES

November 10-11 | THE AMERICAN EXPERIENCE
December 1-2 | HOLIDAY POPS
January 19-20 | JAIME AND FRIENDS
February 2-3 | THE SEVEN DEADLY SINS
February 16-17 | GET HAPPY! A JUDY GARLAND CELEBRATION
March 2-3 | CARL ORFF: CARMINA BURANA
April 6-7 | MENDELSSOHN AND VIVALDI
April 28-29 | LA MER AND ENRIQUE GRAF

Location: 540 William Hilton Pkwy, Hilton Head

Cost: View ticket pricing and availability HERE

The Hilton Head Symphony Orchestra Series showcases the island’s vibrant arts scene. Enjoy world-class performances featuring award-winning artists and conductors in the elegant setting of Hilton Head’s First Presbyterian Church.

HILTON HEAD marathon half MARATHON and 5K

Date: 5K – February 15, 2025 

Date: Marathon & Half Marathon – February 16, 2026

Register Here

For fitness enthusiasts, the annual Hilton Head Marathon is an opportunity to run a scenic course that winds through the island’s natural beauty. With multiple race options, it caters to runners of all levels with a post-race party and complimentary local beer that’ll bring you back to Hilton Head year after year!

HILTON HEAD ISLAND SEAFOOD FESTIVAL

Date: February 17 – 23, 2025
Location: Various Locations 

2025 Schedule of Events & Tickets

Wrap up your winter vacation in Hilton Head on a cultural and culinary high note at the Hilton Head Island Seafood Festival. This unique annual event celebrates the South’s rich heritage with award-winning chefs and the best seafood on the island. From pop-up dinners, pig pickin’, and oyster roasts to prestigious home tours of Hilton Head, this annual event is not to be missed.

HEAD HOME TO A SUNSET RENTAL

Our on-island team has been welcoming families to celebrate the holidays in our luxury homes on Hilton Head Island for more than 25 years. The holiday season kick-off festivals have begun and no matter how you like to celebrate the holidays, there are fun festivities for the whole family on Hilton Head Island.

The most important factor in planning events for your Hilton Head vacation is finding a home away from home, hosted by a local team that cares! Sunset Rentals has been proudly serving guests on the island for more than 25 years – come and experience the Sunset Advantage on Hilton Head!

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How To Enjoy The Visual Arts On Hilton Head Island

Hilton Head Island is known for its beautiful sunny beaches, world-class golf courses, quintessential island activities, and stunning Lowcountry landscapes that inspire artists from across the globe. Hilton Head is a vibrant cultural destination with a long history and tradition of supporting the arts and home to some of the finest art galleries, Lowcountry markets, art and craft festivals, and public art collections in South Carolina. 

Whether you’re an art aficionado and collector, a budding artist, or instilling a lifelong love of art in your kids, Hilton Head Island is a destination that won’t disappoint. Explore the local art galleries, studios and impressive displays of local art placed creatively around the island, take an art class, or simply pursue your artistic talents capturing Hilton Head’s Lowcountry landscapes from your front porch! 

You’ll be sure to find a scenic and secluded Lowcountry artist retreat in our collection of luxury Hilton Head Island rentals – and we’ve done the homework for you on how to celebrate the visual arts on Hilton Head Island.

HILTON HEAD ISLAND ART GALLERIES

Art League of Hilton Head

Rotating art exhibits of all mediums, visual arts classes, Arts Center events and cultural performances.

Bo Art Gallery

Artist studio space, collective art gallery, and full spectrum studio (studio/art center for Lowcountry artists with disabilities).

CamelLia Art & Gallery

Impressionistic oil paintings, abstract art, bronze sculptures.

Coastal Discovery Museum Gallery

Current Exhibition – Heart and Soul of the South by the Art Quilters of the Lowcountry.

Endangered ArtS Fine Art Gallery

Original paintings, limited editions, bronze sculptures, glass work.

John McManus Fine Art Photography

Lowcountry fine art photographer, by appointment only.

Nash Gallery

Creative American crafts, glass work, metal work, wood work, ceramics, jewelry. Hosts of the Memorial Day Hilton Head Art Festival at Shelter Cove.

Smith Galleries

Clay work, woodwork, metal, fiber, glassware, handcrafted toys for children.

Society of Bluffton Artists

Rotating exhibits of 100+ local Lowcountry artists.

The Art of Sonja Griffin Evans

Vibrant African American Gullah art originals on canvas.

The Red Piano Art Gallery

South Carolina’s oldest professional gallery of Fine Art. 

Vivid Art Gallery

Volunteer run gallery that showcases fine art photography printed on canvas and acrylics.

HILTON HEAD ISLAND PUBLIC ART COLLECTION

Humanus

Hilton Head Airport Terminal, 120 Beach City Rd.

Hilton Head’s latest public sculpture installed in 2020 “celebrates the bonds of family, strength, our natural community and the oneness of humanity.”

Artist: Kevin Eichner of Moncure, NC

Carocol

Shelter Cove Community Park, 39 Shelter Cove Lane

An abstract coil shaped sculpture offering a “perspective on the landscape not seen before.”

Artist: John Clement of Brooklyn, NY

Theb: Tally

118 William Hilton Parkway

THEB: Transparent, Hollow, Empty, Boxes!

Artist: Jeff Boshart of Charleston, IL

Charles Fraser

Compass Rose Park, 4 Saint Augustine Place

A classic sculpture of Charles Fraser, founder of Sea Pines, walking an alligator.

Artists: Susie Chisholm of Savannah, GA and Darrell Davis of Arlington, TX

Setting Sun

Coastal Discovery Museum, 70 Honey Horn Drive

A unique and creative sculpture with bright orange radials reflecting the setting sun.

Artist: Tom Holmes of Greely, PA

Sandy Roads

Coligny Beach Park, 1 Coligny Circle

A kinetic sculpture inspired by the scenic trails leading to Hilton Head Island’s award-winning beaches.

Artist: Mark Larkin of Bluffton, SC

Poppies

Veterans Memorial Park, 59 Shelter Cove Lane

An inspiring sculpture of an American veteran clutching poppies, resting on a bench bearing the caption “To all veterans who served that all may be free.”

Artist: Sandy Proctor of Tallahassee, FL

Sail Around

1030 William Hilton Parkway

A colorful sculpture with a bright yellow 16-ft steel sail reflecting the nautical history of Hilton Head Island

Artist: Wayne Trapp of Vilas, NC

Family

Chaplin Linear Park, 662 William Hilton Parkway

Unique kinetic sculptures of a trio of horses made from brass, steel, and wood.

Artist: Jonathan Bowling of Greenville, NC

HILTON HEAD ART FESTIVALS & EVENTS

First Thursdays Art Market at Sea Pines

Year-Round

The Shops at Sea Pines Center host a First Thursdays Art Market from 4pm to 8pm timed perfectly with Hazel Dean’s Thirsty Thursday Wine Tastings.

Hilton Head Crescendo

Hilton Head Crescendo is a month-long celebration of the arts, culture and history of Hilton Head Island, attracting over 10,000 visitors to Hilton Head. Join the artists at Bo Art Gallery for their fantastic Fall Art Festival with music, art, studio tours, food vendors, and a chance to meet the artists.

Historic Bluffton Arts & Seafood Festival

The award-winning Historic Bluffton Arts & Seafood is a fall highlight with Lowcountry oyster roasts, boat tours on the May River, soirees, orchestras and live music, and ending with a fabulous Street Fest and juried art show featuring over 100 artists from across the US.

Coastal Discovery Museum

The Coastal Discovery Museum Art Market, an outdoor fine art and craft sale under the historic live oaks at Honey Horn. 

Hilton Head Art Festival at Shelter Cove Harbour & Marina

Kick off summer the right way – a Memorial Day weekend in Hilton Head! The Hilton Head Art Festival presented by Nash Gallery is a two day festival with live bands, dance performances and artwork of every medium, all made in the USA.

Start planning your next Hilton Head Island beach vacation with Sunset Rentals! Book with confidence and ease with our new Sunset Package and take 15% OFF all fall and winter stays RISK FREE with our 15off Promo Code at checkout! 

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Hilton Head Tips For First-Timers

Visiting Hilton Head Island for the first time? We’ve put together this extensive guide of the best tips and tricks to make the most out of your vacation! Whether you’re looking for an action-packed family adventure or a laid back island-style retreat, we’ve got you covered. Keep reading to find out more about our renowned beaches and golf courses, recommended activities, entertaining adventures, local shops and dining, the best souvenirs to take home, and even our favorite vacation rentals with unique accommodations. 

1. Experience 12 Miles of Uninterrupted Beaches

Hilton Head Island is home to 7 public beaches encompassing 12 miles of interrupted paradise with white sand, sunny skies, and sparkling waves of the Atlantic Ocean. These unspoiled, natural beaches include 5 main resort areas: Forest Beach, Palmetto Dunes, Port Royal, Sea Pines, and Shipyard. 

The Forest Beach Area is the “Hilton Head Hot Spot” located on the south end of the island between Shipyard and Sea Pines, and anchored by Coligny Beach Park and Alder Lane Beach. If you’re looking for award-winning beach access with family-friendly amenities, entertainment, beach rentals, and the legendary Tiki Hut, head to Coligny. However, if you’re looking for a slower pace away from the crowds, head just a mile south of Coligny to Alder Lane. This less-crowded beach access has lifeguards, restrooms, outdoor showers, and handicap matting for easy access.

Palmetto Dunes boasts 3 miles of pristine sandy beaches with easy beach access along Mooring Buoy, Ocean Lane and Dunes House. Just ride your bike or park at Dunes House for easy beach access!

The Port Royal Area offers access to 19 beach paths full of family-friendly beaches, shady parks, pavilions for picnics, and a playground. Fish Haul Beach Park is a popular favorite in this area with stunning natural driftwood, plenty of shells to collect, and some of the best sunsets. This hidden gem also boasts a boardwalk and observation deck for birdwatching, enchanting nature trails, and a secluded shoreline but it is not recommended for swimming.

Sea Pines presides over the south end of the island with 5 total miles of beachfront that is only open to Sea Pines residents and guests. If you’re staying in Sea Pines, you can ride the complimentary Sea Pines Trolley over to Sea Pines Beach Club for less crowded beaches, bars and restaurants, world-class amenities, and more.

The Shipyard area is nestled between Sea Pines and Palmetto Dunes, offering beautiful beaches, convenient access, and family-friendly fun. If you’re staying in Shipyard,  guests get exclusive access to five-star amenities, an oceanfront deck, and a wide stretch of sandy beach at the oceanfront Shipyard Beach Club. 

Additionally, mid-island beaches such as Burkes Beach, Driessen Beach, and Folly Field Beach, are quieter with less crowds. These are perfect for swimming, surfing, bodyboarding, and beach picnics! Burkes Beach even offers a dog park, perfect for a beach day with the whole family, including Fido.

2. Book a Tee Time on a Championship Course

Looking to hit the links on your first trip to Hilton Head? You’re in luck! The island features more than 24 championship golf courses both public and private. We know it can be overwhelming to research so many locations trying to find which one is right for you, so we’ve put together a simple guide to the must-play courses for your first trip!

Let’s start with the most popular courses. Atlantic Dunes is the oldest golf course but remains one of the best with oceanfront holes, a challenge for all skill levels, and beautiful views of the Atlantic Ocean while you play. Harbour Town Golf Links is famous for hosting the RBC Heritage on the PGA Tour with world-renowned par threes and the iconic red and white striped lighthouse in the background. The George Fazio Golf Course is the island’s only par-70 public golf course and often considered one of the most challenging. The Robert Trent Jones Course is an oceanfront beauty with panoramic views of the Atlantic Ocean at the 10th hole and challenging winds for even the most seasoned pros.

3. Cycle Through Miles of Leisure Pathways

One of the best ways to explore the island is on a bike! Hilton Head Island is home to 60 plus miles of leisurely bike paths through the island’s most popular resort areas. Not sure where to start? We’ll cover a few.

Check out Fish Haul Creek Park to traverse through 31 acres of diverse environments, like maritime forest, wetlands, and beach away from the hustle and bustle. On the other hand, if you don’t mind crowds, bike through Shelter Cove Community Park with a playground, live music, entertainment, and festivals. For a full list of the 60 plus miles of pathways that meander through the island, visit the bike trail map.

4. Go on an Exhilarating Family Adventure

Hilton Head Island welcomes adventurers of all kinds with helicopter tours, ziplines, guided kayaking, boat tours, wildlife expeditions, and more! Take a one-of-a-kind adventure tour on your first trip to the island to see America’s favorite island from a new vantage point! 

Experience a guided helicopter tour of Hilton Head Island with FlyHHI for a chance to see breathtaking views of the ocean and explore the island’s top resort areas from above without all the crowds. Want a new perspective but not quite that far up in the sky? Head to Adventure Hilton Head for a scenic zipline tour or adventurous aerial course.

Explore the many waterways to see our wild inhabitants for yourself! Kayak through Broad Creek, take a dolphin safari, paddle through serene estuaries, enjoy a luxurious yacht cruise, reel in a big one on fishing tours, and more! Visit our Things to Do section for an extensive guide to Hilton Head’s best water activities.

For the little ones, try out Mini Golf Courses, playgrounds, camps, parks, pirate adventures, and more on our full Kids’ Activities guide. 

Bringing a furry friend? Good news, Hilton Head Island offers many pet-friendly adventures! Explore the beach, markets, restaurants, shopping centers, cruises, trails, and more with your furry friends. Check out our Pet Friendly Activities section for a full guide to pet beach rules and pet-friendly establishments. 

Local’s Tip: Want to venture out on your own? Rent paddle boards, skim boards, kayaks, bikes, and more with a complimentary VayK Life beach gear credit of up to $350 when you stay with Sunset Rentals!

5. Enjoy Island-Style Shopping & Dining

Slow down your pace after an adventure and switch to island time with family-friendly shopping and decadent dining on Hilton Head Island. Coligny Plaza, Shelter Cove, The Harbour Town Shops, and Main Street Village are one-stop shops for all the boutique stores, gift shops, specialty stores, and delicious dining you could dream of.

Coligny Plaza is the perfect spot for beach-goers with a laid-back vibe, over 60 stores and kiosks, year-round entertainment, and oceanfront dining. 

Shelter Cove Harbour & Marina offers open-air outdoor shopping, live entertainment, festivals, boutiques, and gift stores, while Shelter Cove Town Center is an open-air waterfront village with over 30 stores, eateries, and a community park.

The Harbour Town Shops at Sea Pines provide a leisurely shopping experience with more than 20 boutique stores, galleries, gift shops, and unique dining experiences.
Main Street Village allows you to step back in time for an old fashioned shopping experience with family-owned stores, tree-lined streets, unique shops, and some of the best restaurants of all the island.

6. Take Home a One-of-a-Kind Souvenir

If you’re looking for a unique souvenir to take home to remember your first Hilton Head Island vacation, we’ve found the perfect spots! The best gifts and take-home souvenirs are handmade, artisanal, and one of a kind.

The Hilton Head Farmers Market takes place every Tuesday from 9 am – 1 pm at Coastal Discovery Museum with local small businesses who make unique art, soaps, candles, travel accessories, and more.

The Farmers & Makers Market occurs in The Shops at Sea Pines Center with book signings, handmade art, local goods, fresh produce, and more. Visit their Facebook page or Events page for upcoming hours and dates!

7. Sit Back and Relax in a Luxury Vacation Rental

We know there are few things more precious than your time on vacation with friends and family and where you spend that time can make or break the entire trip. Sunset Rentals is a locally operated Hilton Head Island company that takes pride in offering first-class service to our guests before, during, and after your stay.

We’re here to recommend properties to you based on your unique needs, share our favorite activities with you, help you plan your stay, and make the most out of your first vacation to our slice of paradise!

Our vacation rentals range from comfortable oceanfront villas to private luxury homes. Whether you’re a couple looking for a 1 bedroom villa, a large family searching for 5+ bedrooms, private pools, or pet-friendly rentals, there’s something for everyone.

With a selection of 220+ professionally managed vacation rentals, exceptional guest services from a local on-island team, and a flexible cancellation policy – you can book your Hilton Head Island wellness retreat with confidence and ease with Sunset Rentals.

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Sunset Rentals
21 New Orleans Rd
Hilton Head, SC 29928
info@sunsetrentals.com 800-276-8991 843-785-6767

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