Sea Pines

Stay at our Sea Pines vacation rentals on Hilton Head Island. We offer a wide range of Sea Pines rentals that can accommodate anywhere from 4 to 16 guests. Explore the beautiful surrounding area with nearby access to miles of beautiful beaches and three golf courses including the Harbour Town Golf Links, a famed PGA Tour stop. Local highlights include the Sea Pines Beach Club which offers exquisite oceanfront dining and the Lawton Stables where you can enjoy a pony ride or visit the animals. Conveniently access water activities at South Beach Marina and Harbourtown Yacht Basin. Explore Sea Pines on miles upon miles of pristine bike paths. Play tennis at the world-famous Smith Stearns Academy. Take in beautiful sunset views from atop the world-famous Harbourtown Lighthouse.


Properties Available 48 properties available
2390 Lighthouse Tennis Villa invites you to experience the Sea Pines Community on Hilton Head Island. In addition to its premier location surrounded by beautiful scenery, this well-appointed villa is an exceptional getaway retreat. From Harbour Town Marina to South Beach, 2390 Lighthouse Villa has something for anyone wanting to come enjoy the sand
2390 Lighthouse Tennis
Villa - Pet Friendly
$83.00 - $349.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 4.7 (9)
Welcome to 867 Ketch Court! This 2-story Sea Pines villa has been recently renovated and places you only steps away from Harbour Town and a short bike ride to the Sea Pines Beach Club! On the first floor, find the living room, kitchen, and dining area. The living room features comfortable seating , sofa bed, as well as a large flatscreen TV and cl
867 Ketch Court
Villa -
$97.00 - $599.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.6 (9)
"Fairway Palms" is a low-country gem. It is in a lovely private setting in Sea Pines, in the coveted Harbour Town neighborhood. The home is uniquely situated on the 8th fairway of Harbour Town Golf Links, surrounded by two beautiful lagoons. Expansive views wrap around the property of this gorgeous, totally remodeled 3 bedroom, 3.5 bath home. Walk
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New Pictures
21 Heritage | Fairway Palms Fairway Collection Icon
House -
$309.00 - $2,149.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (6)
Welcome to 2334 Racquet Club! This renovated villa has 2 bedrooms and 2.5 baths and is located close to Harbour Town. This cozy villa has two spacious bedrooms and large closets. When you first walk in, the kitchen is open to the dining area and living room. The living room offers plenty of seating to relax after a day out in the sun. Heading upst
2334 Racquet Club
Villa -
$106.00 - $529.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 5 guests
Rating 5 (11)
This stunningly decorated 2-bedroom villa is just steps away from Harbourtown. The open-concept living space offers breathtaking views of the Calibogue Sound. Walking in on the first level, you are met with a spacious living room with comfy couches. Open to the living room is the dining area, which has an adjacent bar cart and seats six comfortably
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Water View
729 Schooner Court
Villa - Pet Friendly
$154.00 - $621.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 4 guests
Rating 4.8 (12)
Welcome to 2 Royal Tern! This charming Sea Pines home is 4th row from the beach and features 5 bedrooms along with 5 bathrooms and 2 half bathrooms to host 14 guests very comfortably. The first floor features a very open floor plan that offers easy access between the multiple living spaces, kitchen and wet bar, and dining room. Guests can enjoy pl
Hot HOT 65
2 Royal Tern Icone Collection Icon
House -
$311.00 - $1,631.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 4.9 (11)
Looking for the perfect vacation retreat? You’ve come to the right spot! This home is completely renovated! The inside of the home has new floors, new light fixtures, a new stairway, a newly updated kitchen with stainless appliances, a new laundry room, and new bathrooms with updated tile and fixtures. It is bright and contemporary, with professi
57 North Sea Pines Icone Collection Icon
House -
$339.00 - $1,238.00 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (11)
Welcome to 2 Tupelo Drive! This 4-bedroom, 4.5-bathroom home is in the heart of Sea Pines Plantation. This cozy home features multiple living spaces throughout the home, making it perfect for large groups of friends and families. Relax and unwind by the pool and newly renovated deck or on the covered outside patio that has great views of the 3rd ho
2 Tupelo Drive Fairway Collection Icon
House -
$212.00 - $812.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (11)
There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or friends’ getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along! As soon as the sun comes up, your days will be filled with island fun in the oceanfront pool with a spa and a hot tub. A few feet
Oceanfront Oceanfront
Oceanfront
43 South Beach Lagoon Icone Collection Icon
House -
$899.00 - $5,459.00 / per night
Bedrooms 8 bedrooms
Bathrooms 10 baths
Half Bathrooms 2 half baths
Guests 24 guests
Rating 4.6 (6)
The property is situated among the palmettos and oak trees of Hilton Head Island and steps away from the Atlantic Ocean. The lapping of the waves on the beach of this oceanfront home will put you to sleep, while the bedrooms on the street side of the house get a peek at the lagoon across the way. This luxury home is near the southern tip of the isl
Oceanfront Oceanfront
Oceanfront
25 South Beach Lagoon
House -
$823.00 - $3,499.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Guests 21 guests
Rating 5 (5)
This wonderful 3-bedroom, 3.5-bath townhouse, nicknamed "Beach Tower", is located at the entrance to Harbour Town Marina, the heart of Sea Pines Plantation. The living space has an open floor plan that includes two full-length couches and two additional chairs. The large dining table seats six, with an island seating an additional four. The kitche
Hot HOT 85
255 Stoney Creek | Beach Tower
Villa - Pet Friendly
$101.00 - $629.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (9)
3 Bedroom Villa in Harbour Town Area, Newly Renovated, and Golf View Gorgeous renovations in 2020 make this villa the right choice for you. As you enter, you are greeted with a two-story, open, and airy space. This open-concept living, dining, and kitchen area is perfect for entertaining or relaxing with all the family. With windows all along the
2371 Racquet Club Fairway Collection Icon
Villa -
$218.00 - $699.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (8)

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