Sea Pines Resort Area

Sea Pines Resort Area is Hilton Head Island’s original resort area and the crown jewel of Hilton Head, with far too many awards and accolades to even mention!

From one of “The World’s Best Places to Stay” and “Top 100 Resorts in North America” to ranking #6 for “World’s Best Family Travel” and “Top 50 Resorts for Parents and Kids”, the Sea Pines resort area of Hilton Head Island offers a slice of paradise for each and every visitor.

Sea Pines is Hilton Head’s largest resort area. This vast 5,000 acre oceanfront Lowcountry retreat lies at the southern tip of Hilton Head Island, bordered by the Atlantic Ocean and Calibogue Sound and takes up a third of the island.

Surrounded by natural beauty, miles of Atlantic shoreline, historical charm and southern hospitality we invite you to watch the sunrise over the ocean or the sunset over the Calibogue Sound as you settle into your porch swing, create memories and enjoy the beauty of Sea Pines on Hilton Head Island.

VIEW FULL SEA PINES GUIDE


Map of Sea Pines Resort Area

RESORT HIGHLIGHTS

  • 5 Miles of Sandy White Beaches
  • Easily accessible beach access passes
  • Three World-Class Golf Courses
  • Tennis Facilities
  • Quick Access to Harbour Town’s Restaurants, Entertainment, and Shopping
  • Miles of Bike, Jogging, and Walking Trails
  • Sea Pines Trolley Available


sea pines VACATION rentals

Sunset Rentals has multiple 2 bedroom villas to 7 bedroom homes located in Sea Pines. From South Beach to Harbour Town, we have something for anyone wanting to come enjoy the sand and sun in beautiful Hilton Head Island. All of our rental properties in Sea Pines are just minutes away from shopping and entertainment at the Harbour Town Marina. View our Sea Pines properties below and book your vacation today!


Properties Available 49 properties available
Rest and relaxation await at South Live Oak 25, surrounded by tranquil lagoons on Hilton Head Island! This beautifully renovated 4-bedroom, 4-bathroom Hilton Head Sea Pines home offers a spacious open floor plan and a fantastic outdoor area, perfect for family gatherings. This stair-free home provides vacationers with two living areas, wood and til
Specials Tag Special
Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 4 bedrooms
Bathrooms 4 full baths
Guests 13 guests
Rating 5 (16)
4 Canvasback is a 3-bedroom, 3-bathroom Sea Pines Hilton Head Island home located on the beach path, just a 5-minute walk from the Atlantic Ocean, with a private pool! Located just inside the ocean gate of Sea Pines, this home offers two living areas, multiple decks with plenty of seating for outdoor dining, an open-concept floor plan, and a Lowcou
Specials Tag Special
Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 3 full baths
Guests 10 guests
Rating 5 (13)
Welcome to Beachside Tennis 1844, a stunning oceanfront penthouse villa on the pristine shores of South Beach. This luxurious two-bedroom, two-bathroom villa is your perfect escape for an unforgettable coastal retreat, accommodating up to six guests in comfort and style. Located in the exclusive Beachside Tennis community, this property offers an i
Specials Tag Special
Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (1)
70 North Sea Pines is an ample home providing room for a large group at a great value. This 6-bedroom, plus a bunk room, 4.5-bathroom home features a ground-level entry, with no stairs to enter, a private pool and just a 5-minute walk to the beach! No step entry from the driveway into the first floor, where the living area, dining area, kitchen
Specials Tag Special
Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!

Bedrooms 6 bedrooms
Bathrooms 4 full baths 1 half bath
Guests 14 guests
Rating 5 (5)
82 North Sea Pines, also known as "Sea Retreat" is a beautifully updated, single level home, located just a short walk to the beach! This 3 bedroom, 2 bathroom spacious vacation spot is dog-friendly and offers quintessential golf course views. As you walk through the front door, you're greeted with lots of natural light and an open-concept floor pl
Specials Tag Special
Featured Properties Special

We’ve handpicked some of our favorite vacation rentals and made them even better with a discount! Browse our featured properties and find the perfect place for your next getaway. Availability is limited, so book your stay today and use promo code FEATURED10 to save today!


Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 2 full baths
Guests 8 guests
Rating 5 (4)
51 Forest Drive is a luxury home that has been completely renovated and newly furnished with ample amenities inside and out!The main level of the home features a comfortable and well-appointed living area with plush furniture and a Smart TV. There is also a powder room for added convenience. Through the living area, you'll find the gourmet kitchen
Specials Tag Special
Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 4 bedrooms
Bathrooms 3 full baths 1 half bath
Guests 12 guests
Rating 5 (26)
8 Governors Lane is where southern charm meets modern comfort. This beautifully renovated and newly outfitted 3 bedroom, 2.5 bathroom home offers a spacious, open floor plan, luxurious accomodations and a brand new pool and spa for the 2026 season!The living area is comfortably furnished and offers a large Smart TV. The space extends to a sun room
Specials Tag Special
Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 9 guests
Rating 5 (9)
Welcome to 1 Cedar Waxwing, a quintessential, luxurious Hilton Head vacation home. This 5-bedroom, 5.5-bathroom, 4th row home is located on a corner lot in Sea Pines, offering guests premier accommodations with ample space and privacy. The elevated main level features an open-concept floor plan. The living area is comfortably furnished with a couch
Specials Tag Special
Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 5 bedrooms
Bathrooms 5 full baths
Guests 14 guests
Rating 5 (6)
2 Jessamine Place is located in the historically renowned Sea Pines and offers 4 bedrooms and 3 baths. With modern updates, a great private pool and an easy 15-minute walk to the beach, you’ll experience a family vacation on Hilton Head like no other.The living area features cathedral ceilings, hardwood flooring and a huge flat screen, mounted TV w
Specials Tag Special
Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 4 bedrooms
Bathrooms 3 full baths
Guests 10 guests
Rating 5 (16)
Welcome to Planters Wood 48, a fully renovated 4-bedroom, 4-bathroom luxury home nestled in the highly sought-after Sea Pines community on Hilton Head Island. Designed to comfortably sleep eight guests, this property offers unparalleled convenience, being just minutes away from Harbour Town and the beach. Inside, you'll discover a bright, airy, and
Specials Tag Special
Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 4 bedrooms
Bathrooms 4 full baths
Guests 8 guests
Rating 5 (8)
1678 Bluff Villas is new to the vacation rental market for spring 2025! This beautiful condo has been completely renovated from top to bottom with custom features and luxury in mind. The open-concept floor plan offers plenty of space to spread out with a comfortably furnished living area, complete with a Smart TV, bar area with beverage fridge and
Specials Tag Special
Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (4)
Located on the 13th Fairway of Harbour Town Golf Links in the historic Sea Pine Plantation, this 3 bedroom, 2.5 bathroom pet-friendly Hilton Head vacation rental boasts an expansive backyard with a screened-in pool only 1.5 miles to the Atlantic ocean. The perfect getaway spot for your entire family’s next vacation on Hilton Head Island, SC. The co
Specials Tag Special
Fuel Up for Your Hilton Head Getaway!

High gas prices shouldn’t keep you from your beach getaway. Sunset Rentals wants to help you get from Point A to Point Paradise this summer with a $50 gas card on us!

Book a new reservation between now and September 1, 2026, for stays of 4 nights or more taking place between May 27, 2026, and September 1, 2026, and receive a $50 gas card to help offset your travel expenses to Hilton Head Island. Simply use promo code GAS2026 at checkout to qualify.

Your $50 gas card will be provided prior to your arrival date by email. Please note: The promo code will apply a $1.00 discount to your reservation for tracking and record-keeping purposes only. This does not affect the value of your $50 gas card.

Book your island escape today and let Sunset Rentals help fuel your trip to paradise!

Bedrooms 3 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 8 guests
Rating 5 (9)

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Sea Pines Hilton Head Vacation Rental FAQs

 

How does staying in Sea Pines on Hilton Head Island provide easy beach access?

In Sea Pines, the beach is always within reach. Many homes are just a short walk or bike ride away, with shaded paths leading straight to the sand.

Some rentals offer direct routes or shuttle options to the beach, making it simple to head out in the morning and return home whenever needed.

There’s easy access to come and go without excessive planning or lugging around beach gear, keeping your time simple and easy.

 

What recreational options are enhanced by a Sea Pines home’s location?

Whether it’s a big golf day or a casual bike ride with the kids, Sea Pines makes it easy to stay active without straying too far from home. Harbour Town Golf Links, home of the PGA’s RBC Heritage, is just around the corner.

There are tennis courts across the neighborhood, miles of biking and walking trails, as well as kayaking and fishing. With the marina nearby, you can even add boat and dolphin tours on the itinerary.

You have easy access to land and sea from a Sea Pines home, making it easy to stay active with the island’s recreations.

 

How does the gated community of Sea Pines offer privacy on Hilton Head Island?

Behind the safety of the gates and seclusion under the oak trees, Sea Pines offers a natural means of privacy, shaped by winding streets, hidden corners, and lush groves of trees. It’s not just secure, it’s serene, with every home feeling removed from the rest of the island’s bustle.

The noise is kept low, away from the traffic and tourists. You can relax on your porch or in the yard without being swept away by the island rush.

There are no crowds and no commotion, just your very own space where you can settle in and wind down. In Sea Pines, the island feels like your own personal escape, where time moves at your own pace.

 

What scenic advantages come with staying in Sea Pines on Hilton Head Island?

From lagoons and marshlands, to the famous Harbour Town Lighthouse in the distance, Sea Pines is full of spectacular scenery, with creeks, trees, and glimpses of the sea all folding into the view.

Live oaks draped in Spanish moss line the pathways, while tidal creeks mirror the sky at dusk. Golf greens and glimpses of the sea capture the perfect harmony between nature and refinement.

The beauty of Sea Pines invites you to slow down, soak in your surroundings, and feel a part of the landscape.

 

How does Sea Pines balance family-friendly fun with relaxation on Hilton Head Island?

Sea Pines makes it simple for the family to switch gears for a fun day ahead on Hilton Head.

There are plenty of ways to stay active: biking trails, spending time on the beach, or heading to the marina for a boat ride.

There’s always room for adventure and relaxation. Kids can spend hours discovering the island’s nature and wildlife, while parents recharge with a glass of wine at home. 

In Sea Pines, fun comes naturally, with plenty of things to do to keep the whole family entertained.