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 the 11 Red Oak! This Sea Pines home is nestled on a quiet street and places you only minutes away from Harbour Town and the sandy beaches! Upon entry, you walk into the sitting room, which has plenty of comfortable seating around the cozy brick fireplace (not for guest use). Soaring ceilings and many large windows produce a light and ai
11 Red Oak
House -
$305.00 - $679.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 4.8 (16)
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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729 Schooner Court
Villa - Pet Friendly
$154.00 - $522.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 4 guests
Rating 4.8 (10)
Welcome to the Salty Sixteen! This beautifully renovated 6-bedroom, 5.5-bath home has high-quality fixtures and unique southern features, including shiplap walls and coffered ceilings. Huge windows allow plenty of natural sunlight to shine through, creating a light and airy environment everyone will enjoy. The first-floor primary suite has a ki
16 East Garrison | Salty Sixteen Fairway Collection Icon
House - Pet Friendly
$384.00 - $1,288.00 / per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 4.9 (10)
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-
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1838 Beachside Tennis Icone Collection Icon
Villa -
$163.00 - $761.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (15)
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 -
$97.00 - $399.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (11)
Single level home with 3 bedrooms and a short walk to the beach! Enjoy close access to the beach in this fully renovated coastal chic ranch home with a hot tub! All-new kitchens, baths, furniture, and more ensure a comfortable and relaxing vacation. Experience true Sea Pines living that pulls the outdoor vistas in through the large windows and slid
6 East Garrison
House -
$231.00 - $626.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (16)
Lots of natural light shines throughout this 2-bedroom, 2-bathroom villa, just steps away from the Salty Dog. You’ll love the recently renovated kitchen, which is located just off the foyer. All overlooking the open-concept living and dining room and out to the Calibogue Sound. The master bedroom consists of a king bed, a walk-in closet, and an
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1809 Bluff Villas
Villa -
$110.00 - $260.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (14)
2538 Gleneagle Green is a pet-friendly Harbour Town villa with stunning views of Harbour Town Golf Course and is located just a short 5-minute walk to the shops and dining at Sea Pines Center, as well as the famed Harbour Town Marina! The open-concept floor plan features a spacious living area with a flat-screen TV and pullout sofa bed. Guests can
2538 Gleneagle Green Fairway Collection Icon
Villa - Pet Friendly
$96.00 - $1,199.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (2)
Located on a quiet street, with Harbour Town Golf Course just steps away, 35 Battery has a light, bright feel and an open, single-level floor plan. Upon entering the front door, a foyer leads guests directly into the living/dining room, which has cathedral ceilings and access to a deck overlooking the backyard and pool. A dining table with six chai
35 Battery Road
House -
$204.00 - $649.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (5)
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 -
$256.00 - $511.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 6 guests
Rating 5 (10)
Welcome to 36 Red Oak! This pet-friendly Sea Pines home has an extremely open floor plan with soaring ceilings to create a charming environment perfect for your next vacation. Three bedrooms and three bathrooms offer enough space to host up to 10 guests comfortably. Multiple living and sitting spaces with brand new flatscreen TVs offer plenty of sp
36 Red Oak Fairway Collection Icon
House - Pet Friendly
$218.00 - $1,219.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (9)
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 -
$101.00 - $899.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)

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