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Hilton Head Island Holiday Events Guide 2024


Celebrate the holidays on Hilton Head Island! Hilton Head is the perfect choice for your beach holiday getaway this year, and there are plenty of family-friendly fun events to have your whole group entertained!

Hilton Head Island offers a unique holiday experience that combines mild winter temperatures, stunning landscapes, and a relaxed, chill atmosphere. Unlike other more traditional winter holiday destinations, the island’s temperate climate, scenic beaches, bike trails, and lowcountry charm provide an ideal setting for making holiday memories. Plus, Hilton Head is known for its exceptional hospitality, making it a top choice for families, couples, and friends looking to escape the usual holiday rush.

From sunny beaches, world-class golf, and outdoor adventures in nature to alfresco oceanfront dining, enticing shopping, and everything in between, you’ll find your coastal home for the holidays and peace of mind on Hilton Head 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:

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

CHRISTMAS TREE LIGHTING
at Lowcountry Celebration Park

Date: Saturday, December 7, 2024
Time: 5 PM – 7 PM
Location: Lowcountry Celebration Park
Cost: Free!

Lowcountry Celebration Park will be aglow with twinkling lights and a wealth of good cheer as the Town’s official 30-foot-tall Christmas tree is lit up. Hot chocolate, popcorn and maybe a movie on the big screen. This is a fun event! Bring chairs, and blankets.  

BLUFFTON CHRISTMAS PARADE

Date: Saturday, December 7, 2024
Time: 10 AM – Finish
Location: Historic Downtown Bluffton
Cost: Free!

The Town of Bluffton hosts the 53rd annual Bluffton Christmas Parade and Tree Lighting. The Bluffton tree-lighting ceremony will begin at 5:30 PM on Friday, December 6th, 2024, and the Bluffton Christmas parade will begin at 10:00 AM on December 7th, 2024. 

2024 Event Schedule Below

Bluffton’s Tree Lighting ceremony will begin at 5:30 PM, Friday, December 6, at Martin Family Park, followed by Santa’s Workshop at DuBois Park’s Pavilion. The movie “Polar Express” will begin at 6:30 PM at Martin Family Park. Please bring blankets and/or chairs. Martin Family Park and DuBois Park are adjacent to each other on Boundary Street in the Historic District.  

This year, train rides will be available at the tree lighting from 6 PM to 8 PM The miniature train will take passengers around Martin and DuBois Parks. The Town’s Christmas tree lighting, Santa’s workshop and parade are the official kickoff to Bluffton’s holiday season.

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.

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
Cost: $17/adult – $19/child

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”.

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: Daily Friday and Saturday until Sat, Dec 28 2024
Time: 5:30 PM – 7:30 PM
Location: 147 Lighthouse Rd, Hilton Head
Cost: Free!

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.

HEAD HOME TO A SUNSET RENTAL


Whether you’re looking to bask in the glow of holiday lights, enjoy festive music, or ring in the New Year with fireworks over the water, Hilton Head Island offers a variety of experiences that will make your holiday season truly magical. With its charming atmosphere, beautiful scenery, and unforgettable events, it’s the perfect destination for families, couples, or anyone looking to celebrate the holidays in a unique and memorable way.

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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Hilton Head Concours d’Elegance & Motoring Festival 2024


Experience timeless elegance at the Hilton Head Island Concours d’Elegance Motoring Festival! If you have a passion for classic cars or simply appreciate a touch of nostalgia, Hilton Head Island’s Concours d’Elegance & Motoring Festival is an event you won’t want to miss. Taking place annually in one of South Carolina’s most scenic locations, Hilton Head Island, this festival celebrates retro and vintage automobiles in a setting that’s as enchanting as the cars themselves. This year, the festival runs from October 31st – November 3rd, 2024, promising a weekend of automotive splendor and sophisticated charm.

WHEN: October 31st – November 3rd, 2024

WHERE: Port Royal Golf Club, Hilton Head Island, SC

TICKETS: Purchase HERE!


The Hilton Head Island Concours d’Elegance & Motoring Festival is a true showcase of automotive history. Enthusiasts from across the country gather to display their meticulously restored and well-preserved vehicles. From pre-war classics to mid-century marvels, each car on display tells a story of design evolution and engineering prowess.

GRAND MOTORING FILM FESTIVAL

WHEN: Thursday, October 31st, 2024

TIME: 5:00 PM to 9:00 PM

WHERE: Arts Center of Coastal Carolina

Hilton Head IslandRide the red-carpet into the Concours weekend with hors d’oeuvres, cocktails, collector car display, award winning automotive films, and the signature awards program recognizing the year’s top motoring films.

Tickets on sale now! BUY NOW

MORE INFO

FLIGHTS & FANCY

WHEN: Friday, November 1st, 2024
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TIME: 7:00 PM to 10:00 PM

WHERE: Hilton Head Island Airport, General Aviation

Join in on the fun for an evening of sophistication and elegance. Delight in gourmet flavors and premium beverages while surrounded by a stunning display of vintage and cutting-edge aircraft and automobiles. This is more than just an event—it’s a celebration of luxury and innovation that will make for an unforgettable evening!

Featuring live music by X-Factor winner Alex Kinsey!

​Tickets on sale now! BUY NOW

MORE INFO

AERO EXPO, CAR CLUB SHOWCASE, &
ROLLS-ROYCE OWNERS’ CLUB NATIONAL MINI MEET

WHEN: Saturday, November 2nd, 2024

TIME: 9:00 AM to 3:00 PM
​
​Aero Expo at Hilton Head Island Airport, General Aviation.
A celebration of aircraft, vintage and modern supercars.
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Car Club Showcase at the Port Royal Golf Club.
A celebration of the local motoring spirit featuring over 200 collector vehicles.
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Rolls-Royce Owners’ Club National Mini Meet at the Port Royal Golf Club.

The Hilton Head Island Concours d’Elegance & Motoring Festival is thrilled to partner with the Rolls-Royce Owners’ Club (RROC) and the RROC’s Southeast Region to host an exciting weekend ‘Mini Meet’ for club members and event guests. The Rolls-Royce Owner’s Club will curate a stunning display of “Proper Motor Cars” showcasing many of the finest bespoke examples of hand built luxury and opulence of the automobile world.  

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All three of the above events are included in Saturday’s ticket.

Tickets on sale now! BUY NOW

MORE INFO

CONCOURS D’ELEGANCE

WHEN: Sunday, November 3rd, 2024
​
TIME: 9:30 AM to 4:00 PM
​​
WHERE: Port Royal Golf Club

2024 CONCOURS HIGHLIGHTS:

– Honored Marque: Bentley and Rolls-Royce Post-War
– 125th Anniversary of Packard, CCCA Full Classics, Brass Era
– Class Of ’64 . Sixty Years of Mustang, Pop Culture Cars of the 50s & 60s
– Rare English, Open & Closed European 50s, 60s, & 70s, Jaguar XK Class
– American Sport, Classic Japanese Performance, Fast Cars & Big Block
– Micro Cars, Barn Finds, Automotive Orphans
– Four Generations Of Supercars
– Italian GT Cars Of The 60s & 70s, Ferrari GT
– International Prototypes
– Cannonball Run Motorcycles, British & European From The 50s, 60s, & 70s, Pre-War American & European

​Tickets on sale now! BUY NOW

MORE INFO

Why Attend This Event?

The festival is packed with diverse events that cater to both car enthusiasts and casual visitors. The festival is not just for car aficionados. Families and visitors of all ages can enjoy a range of activities, including live music, food trucks, and interactive exhibits. The festival’s family-friendly atmosphere ensures that everyone will have a memorable time. Also, The Concours d’Elegance & Motoring Festival also supports local charities. Proceeds from ticket sales and various activities benefit organizations dedicated to enhancing the community and preserving Hilton Head Island’s unique character.

STAY WITH SUNSET RENTALS

Whether you’re a local resident or a visitor to Hilton Head Island, the Concours d’Elegance & Motoring Festival offers an unparalleled opportunity to experience automotive elegance in a stunning setting.

Make sure to mark your calendar (and book your lodging!) and join the celebration of classic cars, beautiful landscapes, and unforgettable experiences. This is a festival where the past meets the present, and every attendee leaves with a newfound appreciation for the timeless allure of vintage automobiles.

Start planning your next Hilton Head Island 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. 

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Hilton Head Oyster Festival 2024


Hilton Head Island is gearing up for one of its most highly anticipated autumn events of the year — the Hilton Head Oyster Festival. An Island tradition for over 30 years and is beloved by both locals and tourists alike. Taking place on November 8th and 9th, 2024, this festival is more than just an opportunity to indulge in some of the freshest oysters you’ll ever taste; it’s a celebration of local culture & community spirit that makes Hilton Head a must-visit destination.

November is an ideal time to visit Hilton Head Island. The weather is pleasantly mild, and the summer crowds have dwindled, making for a more relaxed vibe on the island. Combine this with the Oyster Festival’s festivities, and you’ve got the perfect recipe for a memorable weekend retreat.

The festival will feature live music performances from local bands and artists, creating an energetic atmosphere that complements the lively vibe of the event. From jazz and blues to folk and rock, there’s something to get everyone tapping their toes and dancing along. Whether you’re a local or a guest here on the island, here’s why you should mark your calendar and join the festivities.

WHEN: November 8th – 9th, 2024

TICKETS: Buy Now!

oyster fest 2.jpg

Friday, November 9th | 5pm – 8pm

For seafood enthusiasts, the Hilton Head Oyster Festival is nothing short of paradise. With over 10,000 oysters expected to be served, the festival offers a smorgasbord of oyster varieties, from the briny and bold to the sweet and succulent. Local oyster farmers and seafood vendors will be on hand to showcase their best offerings, and chat about why there are so many distinctions and differing flavor complexes. This is an all-you-can-eat event.

ADMISSION:
$55 – Adults
$45 – 12 and under
**Price increase October 23rd Buy now

ENTERTAINMENT: Rock Candy

LOCATION: Shelter Cove Community Park – 39 Shelter Cove Lane

Saturday, November 10th | 11am-5pm

Enjoy buckets of oysters and tons of live music on Saturday! But it’s not just about the oysters, the festival features an array of seafood dishes. Think oyster po’boys, fried oysters, oyster stew, buckets of steamed shrimp, and more. If you’re not an oyster aficionado, fear not—there are plenty of other options to keep everyone in your group satisfied. For families, the festival offers a variety of activities designed to keep kids entertained. There will be games, face painting, and even a dedicated kid’s zone where young festival-goers can enjoy a range of fun activities. The festival’s family-friendly environment makes it a great outing for parents and kids alike.

TICKETS:
$10 – Adults
Free – Children under 11 and Veterans, Active Military, Police, and Fire free with ID card
** Discounted packages are available until October 23! Buy Now

Includes admission to the event to enjoy live music and browse local artisan pop-up shops. Food, beverages, and kid’s activities are sold separately. Cash can be used at the entrance and exchanged for a non-refundable digital voucher before entering the festival. 

Please note: Artisan Pop up Shops do not take Oyster Festival Vouchers.

ENTERTAINMENT:
11am – 12 pm | CornBred
12pm – 2 pm | The Chiggers
2pm – 3 pm | CornBred
3pm – 5 pm | The Nice Guys

LOCATION: Lowcountry Celebration Park – Pope Avenue (Near Coligny Circle)

One of the highlights of the Hilton Head Oyster Festival is the chance to explore an array of local artisans and vendors. From handcrafted jewelry and artwork to unique souvenirs and gourmet food products, the festival provides a platform for local businesses to pull out all the stops. It’s a unique opportunity to support the community and find one-of-a-kind items that reflect the spirit of Hilton Head.




At its heart, the Hilton Head Oyster Festival is a celebration of community. It brings together residents and visitors in a shared experience that highlights the island’s hospitality and incredible seafood. The festival’s relaxed and festive atmosphere makes it an ideal event for meeting new people and experiencing the warmth and friendliness that Hilton Head has always been known for.

Sunset Rentals represents over 220 of the finest vacation rentals on Hilton Head ranging from luxury 7-bedroom pool homes to keep the family together under one roof to resort complex communities with private condos and villas to carve out your own personal space and gather together in communal areas. 

Our group friendly vacation rentals feature a host of high-end amenities to ensure your family time together is as memorable as it is meaningful, and our selection of pet-friendly rentals on Hilton Head Island means there’s a place for your pup too! 

Start planning your Hilton Head family reunion today with our worry-free and flexible Sunset Package or give our vacation specialists a call at (800) 276-8991 to match your family with the perfect HHI reunion rental. 

Sunset Rentals offers offers 225+ of the finest Hilton Head Vacation Homes and Villas. Explore all of our vacation rentals or give us a call today at 1-800-276-8991 to book your stay to the island! Explore All Rentals HERE!

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Hilton Head Island Fourth Of July Event Calendar

The Fourth of July is a day of celebration, patriotism, and community spirit across the United States. And what better place to celebrate this iconic day than on the picturesque shores of Hilton Head Island? Nestled along the South Carolina coast, Hilton Head offers a perfect blend of natural beauty, cultural charm, and exciting events to mark this historic occasion. From fireworks displays to beach parties, here’s a rundown of the top Fourth of July events on Hilton Head Island.

1. Harbour Town Fourth of July Celebration

Harbour Town, located within the Sea Pines Resort, hosts one of the best Fourth of July celebrations on the island. The festivities kick off in the late afternoon with live music, family-friendly activities, and delicious food vendors lining the harbour. As the sun sets, prepare to be dazzled by a spectacular fireworks display lighting up the night sky over the iconic Harbour Town Lighthouse. It’s a no-miss event that everyone in your group will love.

2. Shelter Cove Harbour & Marina Fireworks

For those seeking a patriotic waterfront experience, head over to Shelter Cove Harbour & Marina for an illuminating Fourth of July celebration. Enjoy live music performances, outdoor dining options, and walking along the marina as you soak in the festive atmosphere. As darkness falls, the sky comes alive with an incredible fireworks show. The lights reflect off waters of Broad Creek, and it is truly magical.

3. FOURTH OF JULY CONCERTS

Grab your Stars and Stripes and head to one of the Fourth of July concerts happening on Hilton Head Island! Join Gregg Russell at Sea Pines Liberty Oak at Harbour Town for an interactive sing-along and concert beginning at 8:00PM.

Secure your spot to watch the fireworks at Shelter Cove Harbour and Marina and take in a special patriotic show with live music from Shannon Tanner and kids activities with Cappy the Clown. Shannon Tanner’s special patriotic family-friendly performance take place at 6:30PM – 7:15PM.

4. SALUTE FROM THE SHORE

For a different kind of parade, the Salute from the Shore promises to be a unique spectacle! Each year on the Fourth of July, hundreds of thousands of people gather on on South Carolina’s beaches to show their appreciation to America’s armed forces during a military aircraft flyover. This year, F-16s from the Shaw Air Force Base will fly overhead alongside military C-17s and privately owned vintage planes at approximately 1:00PM The flyover starts at Cherry Grove in the Myrtle Beach area and wraps up at the sand bar on the May River in Bluffton. Grab a chair and head to the beach. Then look to the sky shortly after 1pm for the flyover as they make their way down the coastline to Hilton Head Island beaches.

5. Community Parades and Festivals

Throughout Hilton Head Island, local communities come together to host festive parades and festivals in honor of Independence Day. From classic car parades to neighborhood cookouts, there’s something for everyone to enjoy. Join in the spirit of camaraderie as you wave flags, cheer on marching bands, and indulge in traditional American fare. These grassroots celebrations capture the heart and soul of small-town America, making them a must-see for visitors and residents alike.

6. FIRECRACKER 5K

Start your Independence Day with the 35th annual Hilton Head Firecracker 5K Run and Family Fun Walk, which kicks off at 8:00AM at the Jarvis Creek Park. This is the largest and oldest road race in Beaufort County, as well as one of the top 10 races in South Carolina.

After you’ve crossed the finish line, take part in a fun post-race celebration featuring events for kids, music, fresh fruit and refreshments, door prizes, and more.

A percentage of proceeds from the event benefit local charities, including The Hilton Head Rotary Club and the Hilton Head High School Cross Country Team to name a couple. Register here for the Firecracker 5K.

7. Beach Bash at Coligny Plaza

Coligny Plaza, a bustling shopping and dining destination on Hilton Head Island, hosts a lively Beach Bash to commemorate the Fourth of July. Bring your beach chairs, blankets, and picnic baskets for an afternoon of fun in the sun. Enjoy live music, beach games, and tasty treats from local vendors as you bask in the island’s laid-back vibe. As dusk descends, gather on the beach for a front-row seat to enjoy the fireworks display set against the backdrop of the Atlantic Ocean. It’s the ultimate beach party experience for the whole family.

8. Patriotic Paddle

For a cool way to celebrate the Fourth of July, consider joining a Patriotic Paddle excursion. Rent a kayak, paddleboard, or canoe and embark on a scenic journey along Hilton Head’s pristine waterways. Decked out in red, white, and blue attire, paddlers come together to explore the island’s coastal beauty while honoring the spirit of independence. It’s a completely unique and special way to celebrate the holiday and see the coast from a different perspective!

Whether you’re looking to have some family-friendly fun or party with friends, make sure to book your perfect vacation rental with Sunset Rentals on your next vacation to Hilton Head Island! With a portfolio of 220+ Hilton Head Island rentals and first class service from our on-island team, you can book your Hilton Head Island vacation home with confidence and ease at Sunset Rentals. So pack your sunscreen, gather your loved ones, and get ready for an unforgettable holiday experience in paradise. Happy Fourth of July!

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Top 10 Budget-Friendly Activities on Hilton Head Island

Looking to make the most of your next Hilton Head Island vacation with affordable activities for the entire family? We know that money is limited and you want to make the most of it while you’re here with free or low cost adventures. That’s why we’ve put together this list of our favorite budget-friendly activities across the island!


1. Visit the Beach

We know visiting the beach is a no-brainer here on the island, but it’s a popular favorite for a reason! Hilton Head Island is home to 12 miles of white sandy beaches just waiting to be explored. Whether you’d prefer to soak up the sun, splash through the waves, or search for seashells, a beach day is the perfect way to get outside and play with no extra cost!

Local’s Tip: Check out this blog post to find out which beach is right for you!

2. Catch Blue Crabs

Want to get up close and personal with some marine life? Try catching blue crabs at a local public dock! All you have to do is visit a grocery store to buy some string and chicken neck, tie it to a stick, and toss it into the water. Blue crabs love the strong scent of chicken, while other marine animals typically avoid it, so it’s a sure fire way to lure in blue crabs. For the best results, we recommend trying it out at the Cross Island Boat Landing or Old House Creek Dock!

3. Explore the Great Outdoors

As a staff favorite here at Sunset Rentals, the Pinckney Island National Wildlife Refuge has proven to be one of the best places on the island for bird watching and alligator sightings along the biking and walking trails. The Refuge is a significant part of the Atlantic Flyway, attracting thousands of migratory birds throughout the year, as well as plenty of other local wildlife. It is home to nesting habitats for ibis, egrets, and herons, as well as alligators swimming through the waters, deer frolicking in the wooded areas, and more. Just drive on over and start exploring for free!

Honey Horn is a close second favorite, offering visitors the perfect place to explore the island’s cultural heritage and natural beauty. With plenty of historical buildings, salt marshes, and oyster beds along the way, you’re sure to get in some wildlife spotting at no cost. The Coastal Discovery Museum is also located at Honey Horn, where you can find exhibits, guided tours, events, and experiences full of opportunities to get up close and personal with Hilton Head’s wild inhabitants for just. For admission price and free entry dates, visit the Coastal Discovery Museum’s website.

4. Enjoy Free Shows at Shelter Cove

Throughout summer, Shelter Cove features weekly celebrations for Harbourfest! Each week from Memorial Day through Labor Day, you can enjoy week-long events with live music and entertainment, arts and crafts, kids activities, as well as Tuesday night fireworks! View the 2024 Fireworks Schedule for more information.

Shelter Cove also offers free movie nights throughout the summer, rain or shine! Pack your snacks and picnic blankets, head over to Shelter Cove, and settle in for an outdoor movie night on a 20’ screen! Check out their full schedule for specific dates and showtimes. 

5. Get Outside and Play

Lowcountry Celebration Park is the newest park on Hilton Head Island, offering 10 acres of adventures near Coligny Beach. The Adventure Playground features an expansive pirate ship, wading pool, and playground for the little ones to explore while learning about the island’s rich history, The Perimeter Walk offers the perfect spot for an evening stroll with the little ones, an open lawn is available for family picnics, and a pavilion is offered for quick meals before hitting the beach. There are also two fitness stations, Wi-Fi, restrooms, and more for your action-packed day of adventures across the park.

Nearby at Coligny Beach Park, you can find the Coligny Fountain! Not only does Coligny offer a boardwalk to the beach, multiple lounging areas, convenient trails, and beachside shops, but also a fun fountain for the little ones to make a splash. The Coligny Fountain is renowned as one of the most iconic Hilton Head tourist spots, making the perfect photo op while the kids are splashing and playing or rinsing off after a long beach day.

6. Journey Through Museums and Exhibits

Another staff favorite, the Port Royal Maritime Center, is a museum located just 30 minutes from the island but is well worth the scenic drive into Beaufort. Experience an engaging and exciting educational experience for all ages! Get up close and personal with reptiles, travel back in time to view historic fossils, take in the natural beauty from the outdoor docks, learn Gullah Geechee history, and enjoy tons of interactive activities throughout the museum. The best part? Admission is free!

7. Watch for Wildlife

Wherever you look across the island, you’re sure to find wildlife! If you’re on the ocean, search for sea turtles coasting through the waves. If you’re on the beach, you might just find sea turtles making their way to the shore. If you’re staying on a lagoon, you’re likely to see alligators basking in the sun. And if you’re enjoying lunch at a waterfront restaurant, dolphins are often seen breaching along the coast.

On Hilton Head Island, alligators are often seen in Jarvis Creek Park basking along the banks of the pond, swimming through the lagoon systems in Palmetto Dunes, Shipyard, and Sea Pines, as well as exploring the golf courses near water. Just be careful and always pay attention to your surroundings – especially if you hit your ball toward water or wooded areas.

No matter the animal you’re watching for, just be sure to follow wildlife safety and preservation rules, so that you and our wild inhabitants can stay safe on the island!

8. Have a Sand Sculpture Contest

Head over to one of the island’s many beaches with your sand buckets and shovels, plan your best sand sculpture design, and get to digging! Need some inspiration? Many visitors build sandcastles and sculptures along the sandy shores of Hilton Head, so take a walk around and get inspired. When you’re done building, snap a photo and let us be the judge! Just tag us on Instagram, Facebook, or TikTok and show us your creations!

9. Get Complimentary Beach Gear

When you book a stay at one of our many participating properties with complimentary VayK beach gear credit, you can enjoy top-quality beach gear for no extra cost to you! You can rent popular, top-quality beach gear like bikes, chairs, umbrellas, kayaks, paddle boards, beach carts, boogie boards, and more. All you have to do is book a 4-21 night stay at one of our participating properties to receive up to $350 in beach gear credits.

10. Spend Quality Time at Home in Your Vacation Rental

There’s no better way to make the most out of your money than spending quality time at home with your family! One of the best perks of staying in a vacation rental is having the space and privacy to accommodate everyone, especially with a full kitchen and dining area. Full gourmet kitchens allow you to make meals right from home, saving money without having to eat out for every meal. You can make a quick trip to one of Hilton Head’s grocery stores (or have them delivered), make a meal with plenty of room for the whole family to gather around to help, and eat around the table for great conversations and delicious meals. Or, if you’re looking to get outside and enjoy the island views, take your meal outside for a picnic by the pool, on the deck, or at a local park!

Another perk of staying in a vacation rental includes spacious living areas with comfortable seating and TVs–perfect for movie nights! Gather around the living room, sit back and relax, then choose a movie to enjoy together. Plus, if you’re wanting something more interactive, you can gather around for a game night! Some of our rentals even include ping pong tables, board games, and more, so that you can have all the fun you need right from home.

Stay with Sunset Rentals

At Sunset Rentals, we understand the importance of making the most out of your money while you’re here. That’s why our properties include the best rentals across the island with spacious interiors, convenient locations, luxurious amenities, and some even include complimentary beach gear credit! Get the most out of your money spent on vacation when you stay with Sunset Rentals and if you ever need help planning, just give our office a call at 800-276-8991. Our reservationists would be happy to help you plan an unforgettable vacation that fits your budget!

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Monthly Vacation Guide – November 2024

Hilton Head Island is a destination for all seasons! But this month is looking better than average here in our beautiful barrier island. Hilton Head is nestled on the southern tip of the South Carolina coastline with a balmy sub-tropical climate, an average of 215 sunny days a year, and mild temps to enjoy our pristine beaches, serene waterways, untouched nature preserves and award-winning golf and tennis facilities year round.

Every month brings new experiences, unique adventures, seasonal events and laid-back Lowcountry living on Hilton Head. Check out this handy monthly vacation guide to help you this month while traveling to our little slice of paradise.

EVENTS & ACTIVITIES

1. Farmers Market – Visit the weekly farmers market at Coastal Discovery Museum with local produce, baked goods, seafood, food trucks and other activities every Tuesday from 9AM – 1PM.

2. Turkey Trot 5K & Fun Walk – Sign up to join the annual Turkey Trot & Fun Walk on Thanksgiving Day from 8AM – 10:40AM with costumes and festivities!

3. Small Business Saturday – November 30th is the perfect time to support small businesses and get a head start on holiday shopping at the Hilton Head Community Market from 9:30AM – 12:30 PM!

DINING GUIDE

1. Hilton Head Oyster Festival – From November 8th-9th, enjoy all-you-can-eat oysters, shrimp, and more at Shelter Cove Community Park & live music, local artisans, and activities at Lowcountry Celebration Park!

2. Poseidon – For unforgettable dining, amazing cuisine, and exquisite cocktails, visit Poseidon! With steak, seafood, a raw bar, and a rooftop bar, there’s something for everyone.

3. A Lowcountry Backyard Restaurant – A Lowcountry Backyard Restaurant, voted Favorite Southern Restaurant in Hilton Head, offers everything from comfort southern foods to umatched southern hospitality!

LUXURY PROPERTIES


1. Egret 2 – A Lowcountry Backyard Restaurant, voted Favorite Southern Restaurant in Hilton Head, offers everything from comfort southern foods to umatched southern hospitality!

2. Evergreen 14 – This dog-friendly private home features 3 spacious bedrooms, a private patio with outdoor seating, and just a 2 mile bike ride or Sea Pines Trolly trip to the beach!

3. Forest Drive 19 – This luxury dog-friendly home offers 4 bedrooms, multiple outdoor decks, pool, playground, and tennis court access, as well as high-end furnishings and modern amenities. (Pictured)

The most important factor in planning for your Hilton Head vacation is finding a home away from home.

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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10 Reasons to Visit Hilton Head Island in Winter 

Hilton Head Island in winter is a well-kept secret, offering an escape filled with serenity, adventure, and a chance to explore the island’s top attractions and best-kept secrets, without the crowds or traffic jams! With its mild weather, uncrowded beaches, and a wealth of activities, you’ll wonder why you didn’t consider a winter getaway to Hilton Head sooner. 

From vibrant wildlife wonders to exquisite culinary experiences, from sunset-painted skies to thrilling outdoor adventures, each reason to visit Hilton Head Island in winter adds a layer of magic to your winter escape.

1. Mild Weather

Leave the winter chills behind and escape to Hilton Head Island, where a mild subtropical climate beckons! The absence of scorching summer heat and Hilton Head’s humidity means you can enjoy outdoor activities without working up a sweat, or just bask in the sun on Hilton Head’s beautiful beaches. Word of caution, the water may be a little too chilly for swimming or watersports. 

Hilton Head’s winter weather offers a delightful reprieve from the cold! Even during the coldest months, you can expect daytime highs in the mid-60s, occasionally edging towards 700F. You may experience occasional showers, but they tend to be brief and are followed by lots of sunshine! The combination of mild temperatures, lower humidity, and ample sunshine makes Hilton Head in winter a haven for sunseekers and snowbirds.  

2. Uncrowded Pet-Friendly Beaches

Searching for a paw-some pet-friendly paradise? Hilton Head Island takes pride in being a pet-friendly destination that embraces the whole family, including Fido! You’ll find that many of Hilton Head’s top tourist spots, waterfront restaurants, tour guides, and sun-kissed sandy beaches are all set to welcome you and your well-behaved canine companion with open paws. 

Hilton Head Island’s beaches are dog-friendly year-round, with restrictions in the summer season. From October through March, your furry companion can roam the sandy shores anytime, whether leashed or under your watchful eye and voice command. With 70+ pet-friendly vacation rentals on Hilton Head Island, Sunset Rentals is set to welcome you too.  

3. Sensational Seafood

Prepare your taste buds for a seafood extravaganza! Hilton Head hosts a smorgasbord of food festivals during the winter months, featuring the freshest catches and local culinary delights. Whether you’re craving succulent shrimp, buttery crab, or flavorful freshly harvested oysters roasted over hot coals, Hilton Head’s favorite restaurants are open in winter and ready to serve! Bonus – you won’t have the long summer wait lines and can snag the best seat in the house for seafood with a side of painted skies.   

Keen to plan your winter escape around a foodie festival? Our Winter Events Calendar 2024-25 highlights Hilton Head’s Lowcountry oyster roasts, sommelier series, wine dinners, cooking classes, and seasonal seafood festivals featuring the Lowcountry’s finest chefs and culinary experts. Come savor the flavors of winter on Hilton Head Island!



4. Winter Golfing 

Wondering where to go for a winter golf getaway? Hilton Head Island is a golfer’s dream year-round, and winter is no exception. With its mild climate, world-class public golf courses, and over 400 holes to choose from, Hilton Head has earned its reputation as one of the best golfing destinations in the world. In winter, you can enjoy reduced rates, and perfect your swing, without the crowds, while watching wildlife and soaking up breathtaking ocean views. 

Embrace the ultimate golfing experience on Hilton Head Island with our exclusive collection of luxury vacation villas and homes nestled along the fairways of the island’s renowned golf courses. Our golf course rentals provide the ideal home base for your winter golfing getaway, ensuring your time on the greens is just as special as your rounds on them.

5. Nature & Wildlife

Escape the snowy winter wonderlands and embrace a wonderful world of wildlife and nature activities on Hilton Head. The island’s wildlife is more active in the winter months and can be found free-roaming on the nature trails, protected preserves, miles of untouched beaches, and even the golf courses on Hilton Head. Wildlife-watching experiences are endless – horse ride through Sea Pines Forest Preserve, bike the island’s trails, hike through Pinckney Island Wildlife Refuge, birdwatch at Audubon Newhall Preserve, paddle the Palmetto Lagoons, book a fishing charter, or simply watch the dolphins frolicking from the shoreline or a waterfront restaurant. 

Every experience on Hilton Head presents an opportunity for viewing wildlife, and when you stay with Sunset Rentals, there’s an exciting added bonus waiting – complimentary Vayk Gear Credit on select Sunset Rentals vacation homes and villas ranging in value from $150 to $350! We’ve got you covered for beach gear, corn holes, paddleboards, kayaks, bike rentals, and board rentals for those brave enough to brace the chilly waters. Get the full scoop HERE!     

6. Rainy Day Activities 

Rain showers do occasionally grace the island in winter! Rainy days are a welcoming opportunity to explore the wealth of indoor attractions and entertainment options on Hilton Head Island. Hilton Head is retail heaven, so shopping and snacking on seafood is always an option! 

You’ll find movie theaters at Park Plaza, Coligny Plaza, and Northridge Plaza, and the kids will be entertained for hours with mini-golf and arcade games at Adventure Cove. The Sandbox Children’s Museum is an adventure in itself for kids 8 and under, or immerse yourself in the history and culture of Hilton Head at the Coastal Discovery Museum at Honey Horn.

7. Arts & History 

Hilton Head Island has a rich arts and culture scene that every visitor should embrace. With 68 acres of trails, native grounds and gardens, a historic Discovery House full of exhibits, a cool Kid Zone, and a wide variety of guided tours and excursions, the Coastal Discovery Museum is the place to begin your deeper discovery of Hilton Head. 

If it’s the arts you’re after, you won’t be disappointed. Hilton Head hosts an enticing line-up of arts, culture, and live music events through the winter.  Experience music theater and ballet at the Arts Center of Coastal Carolina, concertos composed by classical music stars at the Hilton Head Symphony Orchestra Series, or reserve your ticket for dinner and a show at The Jazz Corner, Hilton Head’s world-renowned jazz supper club.

8. Holiday Events & Festivals 

Hilton Head Island doesn’t just celebrate the holidays, it creates a winter wonderland of pure coastal enchantment. The island truly comes alive during this special season, and there’s no shortage of magic moments to revel in. The Hilton Head holiday festivities include dazzling light displays that transform Sea Pines Harbour Town and Shelter Cove into shimmering attractions, a Christmas boat parade gliding down Skull Creek, snow falling at Shelter Cove, and festive wagon rides weaving their way through Sea Pines Preserve. 

And, of course, you’ll find Hilton Head’s beloved Greg Russell under the famed Liberty Oak Tree in Harbour Town for a Thanksgiving Concert, Christmas Concert, and New Year’s Eve Celebration as the ball drops from Harbour Town Lighthouse.  

9. Winter Sunrises & Sunsets 

Imagine having front-row seats to Hilton Head’s awe-inspiring winter sunrises and sunsets, all without the hustle and bustle of summer crowds. Our oceanfront rentals provide a perfect perch to watch the sun rise from the ocean, painting the sky with hues of pinks, purples, and golds. For the most breathtaking sunsets, head west to Harbour Town, Shelter Cove, or Skull Creek. 

Whether you’re waterfront dining, cruising the Calibogue Sound, or bundled up on the front porch of your vacation home, slow down and savor a winter sunrise or sunset on Hilton Head. Here are the Top Spots to Watch the Sunset on Hilton Head for tips to plan your sunrise and sunset experience.

10. Affordable Off-Season Pricing 

Browse our Sunset Rentals by Location: 
– Hilton Head Island Maps
– Sea Pines
– Forest Beach
– Palmetto Dunes
– Shipyard
– Port Royal

However you choose to spend your winter vacation on Hilton Head, Sunset Rentals ensures that your stay is nothing short of magical. Hilton Head’s off-season means you can enjoy fantastic deals on vacation rental homes and condos, or a monthly rental for an extended Snowbird stay. Experience the same stunning views, top-notch amenities, complimentary Vayk Gear, and warm southern hospitality for a fraction of the cost when you vacation on Hilton Head Island this winter. 

What if working from home comes with elegant interiors, a private pool and spa, uninterrupted ocean views, and the soothing sounds of the Atlantic Ocean as your daily companion? At Sunset Rentals we’ve curated a collection of homes on Hilton Head Island that redefine the way you work! Whether your work setup requires a formal office space, hammock chair, or a poolside perch while the kids play, finding your ideal remote workspace on Hilton Head has never been easier – pick a property with Vayk bike & beach gear credit and get all your bikes, beach gear, and water sports gear delivered for free!

Stay with Sunset Rentals

Whether you’re simply networking or negotiating a million-dollar deal, trust Sunset Rentals with your remote workcation on Hilton Head Island. Locally serving Hilton Head since 1993, our team takes pride in offering the most trusted vacation rentals on Hilton Head to work from home with warm southern hospitality and first-class service every step of the way. 

Book with confidence and ease with our Sunset Package or call our team at (843) 785-6767 and let us guide you towards a perfect winter escape on Hilton Head Island.

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Where to Play Pickleball on Hilton Head Island

Get ready to dink and dive your way into the sensational pickleball phenomenon sweeping the shores of Hilton Head Island! Whether you’re a curious newcomer or a seasoned pickleball pro, Hilton Head Island’s pickleball scene offers an irresistible invitation to be part of a sensation that’s not just a game – but an island-wide obsession! 

Pickleball has captured the hearts of enthusiasts across all generations, uniting the young and young at heart in the pursuit of timeless fun. This captivating and competitive sport combines the best elements of tennis, badminton, and ping pong requiring no more than a lightweight paddle, a hollow plastic ball, a companion (or three!), and a court. Singles, doubles, round robins, and pickleball matching, the pickleball options on Hilton Head are endless. 

From award-winning racquet clubs offering professional instruction to public parks with free open play pickleball sessions, Hilton Head Island provides the perfect playground for pickleballers of all ages and skill levels. Grab your paddle and get ready to serve up some unforgettable fun with a side of southern charm and beauty on a pickleball getaway to Hilton Head Island.

Local’s Favorite Pickleball Courts:

1. PALMETTO DUNES TENNIS & PICKLEBALL CENTER

6 Trent Jones Lane, Hilton Head Island

Phone: (888) 926-8784

Situated in Palmetto Dunes Oceanfront Resort, the award-winning Palmetto Dunes Tennis & Pickleball Center is the largest pickleball facility on Hilton Head Island with one of the most comprehensive instructional programs on the East Coast! The Palmetto Dunes Tennis & Pickleball Center is your gateway to an unforgettable pickleball experience. 

This state-of-the-art facility, ranked the #1 Tennis Resort in the Carolinas, boasts 24 dedicated pickleball courts lighted for night play, and a wide variety of group or private instruction with world pickleball pros. View all Palmetto Dunes Resort rentals HERE!

Tennis & Pickleball Center Hours

Sunday – Saturday 7:30 AM to 6 PM
*Select courts lighted for night play through 10 PM

Reservations & Rates 

Call (888) 926-8784 or stop by the Pro Shop to book. With the largest Pro Shop on the island, paddle rentals at Palmetto Dunes Pickleball Center are readily available. 

Pickleball Programs

View the Adult & Junior Pickleball Programs HERE.

2. SEA PINES RACQUET CLUB

5 Lighthouse Lane, Hilton Head Island

Phone: (843) 363-4495

Situated in the heart of Harbour Town, the Sea Pines Racquet Club offers six dedicated pickleball courts, pickleball programs under the instruction of former US Open and Wimbledon Champion Stan Smith, and weekday round robins where all skill levels are welcome.

Whether learning the basics, advancing your pickleball game, or starting the day with social play, the Sea Pines Racquet Club sets the stage for an unparalleled pickleball escape every enthusiast should explore. View all Sea Pines Resort Area rentals HERE!

Racquet Club Hours

Sunday – Saturday 8 AM to 5 PM

Reservations & Rates 

Call (843) 363-4495 or BOOK ONLINE 

Pickleball Programs & Pricing

View the current pickleball programs & pricing HERE

3. SOUTH BEACH RACQUET CLUB

230 S Sea Pines Drive, Hilton Head Island

Phone: (843) 671-2215

For Hilton Head’s best pickleball experience, look no further than the South Beach Racquet Club next to South Beach Marina in Sea Pines. The club is wheelchair accessible with 20 competition grade pickleball courts lighted for night play (the most pickleball courts on HHI!), daily pickleball clinics and round robins for all ages and skill levels, and a full Pro Shop for all your pickleball needs. After play socials spill to the viewing deck and rocking chairs around the clubhouse or the world-famous Salty Dog Cafe, only steps away. View all South Beach rentals HERE!

Racquet Club Hours

Sunday – Saturday 8 AM to 6 PM

Reservations & Rates 

Call (843) 671-2215 or stop by the Pro Shop. 

Click HERE for current pricing. 

Pickleball Programs

View the current pickleball programs HERE.

4. ISLAND CLUB OF HILTON HEAD

85 Folly Field Road, Hilton Head Island

Phone: (843) 785-8012

Situated on a beautiful stretch of shoreline between Folly Field Beach and Islanders Beach Park, the Island Club of Hilton Head boasts excellent resort amenities exclusive to Island Club guests. The Island Club boasts landscaped grounds with swimming pools, a hot tub, gazebo areas, BBQ grills, a stocked lagoon for fishing, and private beach access. The property is also home to the Island Club Tennis Center with 8 tennis courts, 3 pickleball courts, a Pro Shop, and an event schedule packed with pickleball programs. Guests must sign up for all activities. View all Island Club rentals HERE!

Island Club of Hilton Head Hours

Sunday – Saturday 9 AM to 4 PM

Pickleball Programs

View the current pickleball programs HERE.

5. PORT ROYAL RACQUET CLUB

10 Clubhouse Drive, Hilton Head Island 

Phone: (843) 686-8803

Nestled amidst live oaks on the northwestern point of the island, the Port Royal Golf & Racquet Club features 8 new Har-Tru clay courts and 2 dedicated pickleball courts, one lighted for night play. With professional pickleball instructors, players of all levels can enhance their skills through private lessons, custom clinics, and spirited round robins in serene Lowcountry surroundings. End your rally with a round of drinks on the southern-style plantation veranda at Robber’s Row Grille. View our Port Royal rentals HERE!

Racquet Club Hours

Sunday – Saturday 8 AM to 6 PM

Reservations & Rates 

Non-members can book courts 24 hours in advance

Call (843) 686-8803

Click HERE for current pricing. 

Pickleball Programs

View the current pickleball programs HERE.

6. HILTON HEAD ISLAND RECREATION CENTER

20 Wilborn Road, Hilton Head Island 

Phone: (843) 681-7273

Located on the north end of the island, the Hilton Head Island Recreation Center is one of the most popular public places to play pickleball in Hilton Head. The center offers a fitness facility with 20+ land and water fitness classes, guided tours and charters, and 5 outdoor basketball courts with permanent pickleball markings and open play sessions for visitors Monday through Saturday. The Island Rec Center courts can be crowded in the mornings, for a quieter pickleball rally, plan your play around midday. 

Rec Center Hours

Monday – Sunday: 6 AM to 9 PM

Winter Hours: 6 AM to 6 PM

Reservations & Rates 

Call (843) 681-7273 or BOOK ONLINE

Pickleball Programs

Open Pickleball Play on Monday – Saturday: 8 AM to 2 PM

7. HILTON HEAD ISLAND PUBLIC PARKS WITH PICKLEBALL

HILTON HEAD ISLAND PARK 

Adriana Lane, Hilton Head Island 

The Adriana Lane courts at Hilton Head Island Park (also known as Old Schoolhouse Park) include 7 public outdoor hard courts with permanent pickleball lines with open play every day from 9 AM – 2 PM. Bring your own paddles and portable nets. 

CHAPLIN PARK 

11 Castnet Drive, Hilton Head Island

The Chaplin Community Park between Burkes Beach Road and Singleton Beach Road has 4 basketball courts with permanent pickleball lines, open to the public on a first come first serve basis, no open play! Bring your own paddles and portable nets. 

CORDILLO COURTS

2 South Forest Beach Drive, Hilton Head Island 

Located near Lowcountry Celebration Park in the Forest Beach resort area, the Cordillo courts have 4 tennis courts with permanent pickleball lines, open to the public from 8:30 AM to 7 PM on a first come first serve basis, no open play! The nets must be lowered and bring your own paddles!

Plan Your Pickleball Getaway With Sunset Rentals!

Ready to play America’s hottest new sport on America’s favorite island? Hilton Head Island vacation accommodations are set in unique resort communities within the island’s plantation resort areas. Each plantation and each community has its own unique personality, set of adventures, and island attractions.

Take a tour of the top resort areas HERE or call our team of vacation planners today at (843) 785-6767.

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Hilton Head Autumn Events Calendar 2024

Who doesn’t love autumn on Hilton Head? From sunny beaches, world-class golf, and outdoor adventures in nature to al fresco oceanfront dining, one-of-a-kind shopping, and coastal homes for the holidays, Hilton Head Island offers a smorgasbord of fun this fall season. 

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. 

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

HILTON HEAD ISLAND AUTUMN EVENTS

The Fish and Grits Music Festival

WHEN: October 5th, 2024

TIME: 12:00 PM -6:00 PM

LOCATION: Lowcountry Celebration Park94 Pope Avenue, Hilton Head Island, SC 29928

Maps & Directions

The Lowcountry Fish & Grits Music Festival brings awareness to the unique Gullah Geechee culture and its connection to the African diaspora by showcasing great musical talent and local cuisine. 

VISIT WEBSITE

JEEP ISLAND 2024

WHEN: October 11th – 12th, 2024

Meet and Greet: October 11th, 5:00PM – 7:00PM
Rowing and Sailing Center
Learn More

Main Event: October 12th, 12pm – 3PM
Lowcountry Celebration Park
Learn More

After Party: October 12th, 4PM – 9PM
Lincoln and South Brewing Company
Learn More

Jeep Raffle
2009 Jeep Wrangler Unlimited X – 97,800 miles
You do not need to be present to win

850 tickets sold – $50/ticket

Learn more

BLUFFTON ARTS & SEAFOOD FESTIVAL

WHEN: October 1st – 20th, 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.

SUPPER SOIREE

WHEN: October 12th, 2024

TIME: 6:00PM – 9:00PM

LOCATION: Calhoun Street, Historic Old Town Bluffton

TICKETS: Purchase HERE!

4 Course Dinner with music, wine, and more
Come enjoy a night under the stars!

DINNER & LEARN

WHEN: October 16th, 2024

TICKETS: Purchase HERE!

TIME: Tours available at 4:00PM, 4:30PM, 5:00PM, 5:30PM and 6:00PM

LOCATION: 21 Sawmill Creek Road, Bluffton

Reservations required. $45/per person. Proceeds to Waddell Mariculture Center. To make your reservation: blufftonartsandseafoodfestival.org

Tour the Waddell Mariculture Center, view the updated facilities, and learn from Director Erin Levesque how important this research facility is to our area and our resources. The tours will be given at five times, 4:00PM, 4:30PM, 5:00PM, 5:30PM and 6:00PM followed by dinner at Toomers Bluffton Seafood Restaurant, 27 Mellichamp Drive, Historic Downtown Bluffton. The dinner buffet includes Gumbo 2 Ways (chicken and seafood), Caesar salad, cornbread, cookies and tea. Beer, wine and cocktails will be available for purchase. During dinner presentations will be given concerning preservation of our natural resources by Kim Jones and Al Stokes.

AUTHOR NIGHT

WHEN: October 12th, 2024

TIME:
5:30PM – Hors d’oeuvres
6:00PM – Showtime

LOCATION: Rotary Community Center at Oscar Frazier Park
11 Recreation Court Bluffton SC 29910

TICKETS: Purchase HERE!

Complimentary hors d’oeuvres and beverages provided by Southern Spice Catering and Events; Cost: $15.00; additional donations accepted; proceeds to the Waddell Mariculture Center. Reservations required.

SIPS & SEAFOOD PARTY

WHEN: October 18th, 2024

TIME: 5:00PM – 10:00PM

LOCATION: Hewitt Oaks, Bluffton SC

TICKETS: Purchase HERE!

Join in on the fun for a grand celebration under the stars on the beautiful grounds of Hewitt Oaks. The evening includes sensational Lowcountry dining, savory cocktails, along with contagious excitement with a wine pull, live and silent auctions as we raise money to support our Bluffton neighbors in need. All proceeds benefit Bluffton Self Help.

OLD TOWN OYSTER RUN 5K/10K

WHEN: October 19th, 2024

TIME: 8:00AM – 10:30AM

LOCATION: 10K Road Race, 5K Run Options
Bluffton Oyster Factory Park.

TICKETS: Register

Join in on the fun run through Old Town Bluffton with scenic river and marsh views. Compete in a fast-paced 10K or complete the 5K with the entire family! Both events will be professionally timed.

Awards presentation and After-Party immediately following. Music, Coffee, Cold Beer, Oyster Shooters, Gumbo, May River Mimosas, and much, much more!





ROCK N’ RIBS MUSIC & BBQ FEST


WHEN: October 17th – 20th, 2024

TICKETS: Purchase HERE!

LOCATION: Hilton Head Island, SC

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?!

Join in on the fun October 17th – 20th, 2024 for four days of world-class BBQ and Rock ‘N Roll in Coligny on Hilton Head Island to benefit Second Helpings and the Carl Ruiz Foundation. 2024 will include multiple events, both ticketed and free, over four days for connoisseurs, as well as, casual fans of both food and music. 

The fest starts Thursday, Oct. 17th with a Fire + Flavor cooking class with Brian Duffy and Lee Lucier at Forrest Fire BBQ followed by 
the Sip and Shop Sneak Peek to discover exceptional deals on festival fashions while enjoying the mouthwatering BBQ and live music that will be showcased throughout Coligny Plaza. This event is FREE and open to the public.

Friday, Oct. 18th will host Lunch at the Lot: The Ultimate BBQ Battle with musical guests CornBred where top pitmasters go head-to-head, vying for your coveted vote with their incredible flavors, an extraordinary culinary experience at the Pitmaster’s Table gourmet BBQ dinner, and Rock the Night at FISH Concert with Grateful Dead Tribute band, Glass Camels featuring live music, dancing, and exclusive drink specials at FISH Casual Coastal Seafood. 

Saturday, Oct. 19th will feature our BBQ Grand Tasting with over a dozen world-class Pitmasters and music by local legends Cranford Hollow, and Southern Rock superstars, Drivin N Cryin! This year’s Grand Tasting will be an ALL-INCLUSIVE EVENT, meaning your ticket price includes all food, music, and beverages! VIP ticket holders get an EXTRA HOUR of food & drink, a VIP-only tent area, a designated bar, a private concert,  and exclusive swag/merch. The party will continue into the evening with Leftover Ribs and local musicians jamming out at multiple music venues across Coligny.

The weekend will wrap up on Sunday, Oct. 22nd with a Brisket and Biscuits Brunch at The Tiki Hut with live music. 

The 14th Annual Italian Heritage Festival

WHEN: October 19th, 2024

TIME: 11:00AM – 4:00PM

LOCATION: The Coastal Discovery Museum at Honey Horn.

TICKETS: Purchase tickets HERE!

Parking is free.
No pets please!

This festival is a robust celebration of Italian culture with food, drinks, and live entertainment. The crowd-pleasing grape stomping contest will return as will the beloved pizza eating contest. But don’t worry, they will have some new events too, so don’t miss it! The Festival will offer a full slate of activities for locals, visitors, and kids.

A number of booths will be dedicated to traditional Italian foods, such as cheeses, breads, pasta, fish, meatballs, sausage and calzones, and delicious sweets, including Italian ice, gelato, biscotti and zeppolis – many sponsored by local restaurants. There will be a silent auction featuring an extensive selection of gift certificates to golf foursomes at our world-famous courses, area restaurants, boat cruises, spa visits, and of course, gift baskets, and a wide range of crafts, gifts, and art works on which to bid.

The 2024 Crescendo Celebration

WHEN: October 15th – November 23rd, 2024

LOCATION: Various Locations, Hilton Head Island, SC 29928

Maps & Directions

The 2024 Crescendo Celebration features a plethora of unique arts and cultural programs, concerts, theatrical productions, museum and gallery exhibits, lectures, poetry readings, dance performances, historical tours, hands-on arts experiences, and educational offerings which are estimated to attract more than 10,000 people from all over the United States, Canada, and parts of Europe.

Kicking off October 15th the program will amaze and excite attendees until the curtains close on November 23rd, 2024. Several marquee events are planned including performances, parties and the Hilton Head Island Concours d’Elegance & Motoring Festival.

VISIT WEBSITE

Hilton Head Island Concours d’ Elegance & Motoring Festival

WHEN: October 31st – November 3rd, 2024

LOCATION: Various Locations, Hilton Head Island, SC 29928

Maps & Directions

The Hilton Head Island Concours d’Elegance & Motoring Festival, honoring rich tradition with southern flair, will curate a rare collection of automotive delights set against a distinctive Lowcountry backdrop that can only be found here. A Fine Pairing.

Designed with purpose and driven by passion since 2002. Since its inception, the Hilton Head Island Concours has continued to elevate every aspect of this unique Lowcountry lifestyle event into an art form.

VISIT WEBSITE

Hilton Head Island Lantern Parade

WHEN: November 23rd, 2024

TIME: 5:30PM – 8:30PM

LOCATION: Parade Route: Alder Lane Beach Access to Coligny Beach Park

Parade Steps Off @ Sunset (5:45 PM-ish)

Created by and featuring artist Chantelle Rytter, the Lantern Parade is a free event and an opportunity for the surrounding community and visitors to celebrate the history, ecology and people of Hilton Head Island.

The only requirement to participate is having a lantern!
Lineup for the parade begins at 5:00PM at the Alder Lane Beach Access. The parade will step off at 5:45PM, right after sunset, and travel north along South Forest Beach up to Coligny Beach Park. Spectators can watch along the beach anywhere between Alder Lane and Coligny Beach Park.

Live Music at Hurricane Bar

WHEN: Now – November 9th, 2024

TIME: 6:00PM – 10:00PM

ADMISSION: FREE!

Catch live music Wednesdays through Saturdays all during the fall at the Hurricane Bar attached to Black Marlin.

Check out the schedule HERE!

OYSTER FESTIVAL

WHEN: November 8th -9th, 2024

SCHEDULE:
Friday | 5-8pm
Saturday | 11am-5pm

ADMISSION: $55, 12 and under $45 (price increase October 23) Buy now

LOCATION: Lowcountry Celebration Park – Pope Avenue (Near Coligny Circle)

All you can eat steamed local oysters, lowcountry boil, pulled pork, seafood chowder & chili. Drinks sold separately. Live music and good community fun!

THE PERFECT HILTON HEAD ISLAND LODGING

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!

Posted on

5 Best Dog-Friendly Restaurants Near Port Royal

One of the top questions on our guest’s minds when planning a vacation with their furry family members is where to find cafés, restaurants, and bars on Hilton Head Island that allow dogs. 

You asked, and we listened! This month we feature the best dog-friendly restaurant near the Port Royal Resort Area and 

Hilton Head Island is one of the best dog-friendly vacation destinations on the East Coast with wide beaches that welcome your pup, off-leash dog parks, endless trails, and even eco-tours and water activities for Fido to tag along. When it comes to dining out with your dog – nearly every outdoor café and patio on Hilton Head is pet-friendly (for well-behaved pups!) and some even go as far as to offer exclusive dog menus, water bowls, and tasty treats. 

Our team at Sunset Rentals has put together the ultimate guide to dog-friendly restaurants on Hilton Head Island. We’ve even taken it a step further so you can discover the best places to take your dog to dinner near your Hilton Head Island vacation rental. . 

DOG FRIENDLY RESTAURANTS NEAR PORT ROYAL

The Port Royal Resort Area is a smaller neighborhood on the northern end of Hilton Head Island and home to Hilton Head’s original main street “Robbers Row”. Main Street Village near Port Royal is a favorite destination for local shopping and alfresco dining with your pup. Beer lovers can also get a taste of Hilton Head, craft beer style, at the island’s first brewery, with Fido by your side!  

1. Frankie Bones 

Main Street Village  
Phone: (843) 682-4455

2. Hilton Head Brewing Company 

Cardinal Road  
Phone: (843) 715-3251

3. Main Street Café & Pub 

Main Street Village  
Phone: (843) 689-3999

4. Street Meet The American Tavern 

Port Royal Plaza  
Phone: (843) 842-2570

5. WiseGuys 

Main Street Village  
Phone: (843) 842-8866

VIEW ALL PORT ROYAL VACATION RENTALS

If you’re still on the hunt for the pawfect dog-friendly vacation home on Hilton Head Island, you’re in the right place! Our collection of Hilton Head Island vacation rentals includes a wide selection of pet-friendly rentals in the top neighborhoods of Hilton Head Island.

Start browsing online or call our team at (843) 785-6767 to find a private paradise for you and your pet on Hilton Head.    

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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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