Sea Pines Vacation Rentals

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.

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Properties Available 48 properties available
Welcome to 30 Ruddy Turnstone! With beautiful craftsmanship throughout the well-appointed house. The ground level has a newly refinished pine floor and an open-plan design, with the large kitchen overlooking the cozy living room. There are lots of books to read; there is lots of seating on the sofas; a kitchen bar that seats 4 overlooks the kitchen
Hot HOT 56
30 Ruddy Turnstone | Ruddy Retreat
House - Pet Friendly
$526.00 - $1,427.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.9 (10)
This spacious 3-bedroom, 2-bathroom top-floor Bluff villa is perfect for a larger family, with an open floorplan and one of the largest living spaces found in any Sea Pines villa. With six beds and room for up to two children on the sleeper sofa, this unit has everything you need for a wonderful Sea Pines vacation. The unit has a large, fully stock
1690 Bluff Villas
Villa -
$121.00 - $399.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (10)
Penthouse 3-bed villa overlooking the world-famous Harbour Town Yacht Basin, just steps away from Harbourtown A great room with dual sofas facing a large flat-screen TV A set of sliders gives entrance to a whimsically tiled patio with a postcard-perfect view of Harbour Town, perfect for relaxing and enjoying the salt air. Those harbor views also
953 Cutter Court
Villa -
$137.00 - $899.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
Welcome to 1838 Beachside Tennis! This Sea Pines villa is outfitted with elegance in every detail, offering guests complete coastal luxury. An alluring yet spacious layout offers guests plenty of room to spread out, all while being together. Upon entry, to the left, you will find the fully stocked kitchen. This kitchen is updated with top-of-the-
Hot HOT 57
1838 Beachside Tennis Icone Collection Icon
Villa -
$206.00 - $627.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (13)
Nestled along the scenic fairways of the renowned Atlantic Dunes Golf Course, this brand new 6-bedroom, 6-bath home in Sea Pines captures the essence of upscale coastal living. 169 North Sea Pines welcomes you with a blend of contemporary design and Southern charm, offering a retreat that marries sophistication with the tranquility of golf course v
169 North Sea Pines Drive Icone Collection Icon
House -
$559.00 - $1,857.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 20 guests
Rating 5 (1)
This beautifully renovated 3-bedroom, 2.5-bath home has an open floor plan. The living room has ample room to relax and watch TV on the large flat screen; the dining area seats six people; and the kitchen has stainless steel appliances, granite counters, and everything you need. Attached to the great room, the Carolina room with a ping pong table i
26 Forest Drive
House -
$249.00 - $531.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 6 guests
Rating 5 (8)
With a scenic spot on the 11th hole, a private pool and spa to spend the day in, and spectacular views of the lagoon and golf course, this South Carolina home is the perfect vacation spot. Vaulted ceilings make this property feel comfortably spacious, which becomes even more immense when you open the sliding doors to the large deck with views of
38 Stoney Creek Road | Carolina Getaway Fairway Collection Icon
House -
$259.00 - $1,249.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (7)
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
Hot HOT 68
25 South Beach Lagoon
House -
$976.00 - $3,071.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Guests 21 guests
Rating 5 (3)
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
Hot HOT 50
729 Schooner Court
Villa - Pet Friendly
$159.00 - $528.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 4 guests
Rating 4.7 (8)
This beautiful home is only steps away from the beach! Simply a lovely second-row home that invites you to come inside and enjoy. After a walk on the beach only steps from the home, relax by the pool, enjoy lunch and a nap on the deck, or sit by the fire pit on a winter evening. Located on the first floor is one of the two living rooms. The first
11 Grey Widgeon Icone Collection Icon
House -
$469.00 - $1,398.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.7 (14)
Brand new to the rental market! New flooring, lighting, doors, furnishings, linens, art, and decor throughout! This decorator-designed Sea Pines home is ideal for families, friends, and making memories. As you open the coastal blue front door, you\'re met with a spacious, open-concept family and dining room. The living spaces are welcoming and com
4 Indigo Lane
House -
$165.00 - $355.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (12)
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 70
255 Stoney Creek | Beach Tower
Villa - Pet Friendly
$119.00 - $629.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (8)

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