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 48 properties available
52 Lands End is a completely remodeled Hilton Head Sea Pines rental situated perfectly on the point where Braddock Cove meets the Calibogue Sound and Intracoastal Waterway. The screened-in porch and open deck are great vantage points for watching dolphins, pelicans, shrimp boats headed out for a fresh catch and so much more.Two of the four bedroom
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 4 bedrooms
Bathrooms 4 full baths
Guests 8 guests
Rating 5 (21)
Searching for the perfect couple's getaway spot? Look no further than 1687 Bluff Villas! This beautifully renovated studio offers all you'll need for romantic weekend getaway or extended stay!The well-appointed condo offers a comfortable living/sleep space with a queen Murphy bed that easily folds up for extra room. The living area also has a couch
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bathrooms 1 full baths
Guests 2 guests
Rating 5 (7)
153 Club Course is the ideal home for your next Hilton Head vacation. This beautifully updated 3 bedroom, 2 bathroom SeaPines Hilton Head home features LVP flooring throughout the home, and all the furniture was chosen with comfort and relaxation in mind. The open concept floor plan and large living area provides plenty of space to spread out wit
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 3 bedrooms
Bathrooms 2 full baths
Guests 10 guests
Rating 5 (11)
Nestled in the serene enclave of Sea Pines on Hilton Head Island, Otter Road 105 is your idyllic retreat for a memorable getaway. This charming 3-bedroom, 2-bathroom dog-friendly home exudes warmth and comfort, perfectly accommodating up to six guests. Upon entering, you'll be greeted by a spacious living area designed for relaxation and entertainm
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 3 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (6)
Get ready for a luxury vacation on Hilton Head Island at Forest Drive 19. This new home located in the Sea Pines community features four bedrooms, four and a half bathrooms, multiple decks and outdoor space, pool/playground/ tennis court access, all wrapped up in coastal luxury. Plus, Forest Drive 19 is pet-friendly for up to two dogs (fee applied)
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!


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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 4 bedrooms
Bathrooms 4 full baths
Guests 12 guests
Rating 5 (18)
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
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (6)
1660 Bluff Villas is a beautifully renovated 2 bedroom, 2 bathroom Hilton Head Sea Pines vacation rental condo perfectly situated in South Beach Marina. This property features an open concept floor plan, tile and LVP flooring throughout and all new bathrooms.The living area features comfortable furnishings, including a sleeper sofa, Smart TV and ac
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 8 guests
Rating 5 (38)
New to the rental market for 2025, this 1-bedroom, 1-bathroom condo is the perfect spot for your next Sea Pines vacation!The living area features a sleeper sofa and a Smart TV. The dining area seats 4 and has access to the patio area, complete with a grill (charcoal not provided). Beyond the dining area, you'll find the fully equipped kitchen with
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
Rating 5 (5)
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
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 3 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 9 guests
Rating 5 (10)
14 Evergreen is a lovely single level Sea Pines Vacation rental home, dog-friendly located just inside the main gate of Sea Pines! This beautifully updated 3 bedroom, 2 bathroom stair-free property offers the perfect location for your next HHI trip!The open concept floor plan is perfect for entertaining. The living area is comfortably furnished wit
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 3 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (1)
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (3)
1870 Beachside Tennis is a 2nd-floor, renovated two-bedroom, two-bathroom villa that provides beautiful water views and is conveniently located in the trendy South Beach area of Sea Pines.The living room features a sofa, loveseat, a comfy leather armchair, smart flat-screen TV and two walls of windows with two slider doors opening to a wraparound b
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.


Thankful Tides Thanksgiving Savings

Celebrate Thanksgiving with a refreshing Hilton Head Island getaway and save 10% on your vacation rental stay with Sunset Rentals. Gather your favorite people for beach walks, holiday meals, bike rides, and the relaxed pace of island life. Plan a family reunion, start a new coastal holiday tradition, or enjoy a peaceful escape in a vacation home with the space and comfort to make the week feel special.

Book a new online reservation by October 31, 2026, for an eligible stay of three nights or more between November 21 and November 28, 2026. Use promo code THANKS2026 at checkout to receive 10% off your November stay. 

*Offer is valid on new online bookings when you book by October 31, 2026 for 3+ night stays from November 21 - 28, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 8 guests
Rating 5 (62)

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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.