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
A cheerful, relaxing, picture perfect Sea Pines’ getaway is what you will get when you stay in this updated two bedroom, two bathroom Bluff Villas Hilton Head rental in the heart of South Beach, Hilton Head Island. With an array of shopping, dining, and entertainment options within the Sea Pines Plantation, this Sea Pines villa will meet all of you
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 (19)
This 4-bedroom, 4-bathroom Hilton Head Island Sea Pines villa is located just outside of South Beach in Sea Pines. With stunning updates throughout, with a pool and jacuzzi located in the center of the home, this home provides guests with comfort and relaxation.The large living area, which is open to the dining room, features a large sectional sofa
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 10 guests
Rating 5 (10)
23 West Beach Lagoon is a Hilton Head Sea Pines home overlooking one of the many lagoons, close to the beach with a private pool and great gathering space.As you walk in the front door, you’ll be greeted by an open-concept floor plan, views of the pool and patio beyond, new décor and furnishings, as well as luxury vinyl plank flooring that spans th
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 1 half bath
Guests 10 guests
Rating 5 (32)
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
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 3 full baths 1 half bath
Guests 12 guests
Rating 5 (26)
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
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 13 guests
Rating 5 (21)
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)
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
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)
1681 Bluff Villas is a beautifully appointed 2 bedroom, 2 bathroom ground floor property offers expansive landscaped views and easy access to the Calibogue Sound. The living area features comfortable seating, a flat screen TV and access to the private patio. The dining area is just beyond the living area, as is the kitchen which features new applia
Specials Tag Special
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 (10)
Between boasting an incredible location within Sea Pines and having a beautiful remodel, Lighthouse Tennis 2413 is the perfect landing spot for your next Hilton Head vacation. Featuring 2 bedrooms, 2 bathrooms, and ample room to spread out, this villa is not to be missed.Upon entering the villa, you're immediately welcomed with coastal decor and co
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 (27)
Welcome to 4 Gunnery Lane, a quintessential Sea Pines home! This beautifully outfitted five bedroom, five and half bathroom home offers the comfort and space you deserve for your next family vacation. With multiple living spaces, bedrooms spanning multiple levels and a perfectly private pool area, this home will soon become your go-to Hilton Head g
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 5 bedrooms
Bathrooms 5 full baths 1 half bath
Guests 12 guests
Rating 5 (5)
3299 Lake Forest is a beautifully renovated 2 bedroom, 2 bathroom Lake Forest villa that provides guests with a peaceful Hilton Head getaway!The open-concept floor plan features a comfortable living area with plenty of seating, a wall-mounted Smart TV and access to the private deck overlooking the lagoon. The deck space has seating for 4 around a d
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 (44)
2358 Racquet Club is a beautifully renovated, spacious 1 bedroom, 1 bathroom, 2nd level flat. This dog-friendly villa is conveniently located just a short walk from Harbour Town's shops, restaurants and water sports. The living area features comfortable furnishings, including a sleeper sofa and Smart TV, and access to the private balcony through sl
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 (12)

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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.