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85 properties available
4418 Windswept is a 1 bedroom, 1 bathroom villa in Kiawah Island’s East Beach with gorgeous views of the ocean and dunes, and direct access to the beach boardwalk from your private deck! This second floor Windswept villa offers an open living, dining and kitchen area. The living area features a sleeper sofa, flat screen TV, cozy window seat, and
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bedrooms
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baths
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guests
305 Ocean Oaks is a beautifully appointed 4 bedroom, 4.5 bathroom Vanderhorst Plantation vacation home offering extreme privacy in the scenic Ocean Oaks neighborhood. This serene home boasts 3,600 sq ft of exceptional living space, a screened porch and deck with tranquil marsh views and easy access, just a 6-7 minute walk, to Kiawah Island’s pristi
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bedrooms
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baths
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Half bath
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guests
4176 Night Heron is an inviting 1,300 sq ft vacation rental cottage in the heart of Kiawah Island, close to Night Heron Park, a short bike ride or scenic walk to the beach, and centrally located to enjoy the best shopping, dining and activities on Kiawah Island. This Cottage has 3 bedrooms and accommodates up to 6 guests. This spacious Night Hero
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bedrooms
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baths
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guests
This spacious 3 bedroom, 2 bathroom Sparrow Pond Cottage accommodates up to 6 guests in comfort and style. A true home away from home, this Kiawah Island cottage boasts a screened porch, a furnished wraparound deck, a community pool, and coastal-inspired interiors.This Kiawah Island cottage is beautifully decorated with a spacious living area full
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bedrooms
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baths
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guests
4965 Turtle Point Villa is a newly renovated 2 bedroom, 2 bathroom first floor villa with an expansive deck overlooking the lush fairways of the Turtle Point Golf Course on Kiawah Island. This spacious villa is an easy walk to the beach and minutes to shopping, dining and the world-class golf courses and tennis on Kiawah Island. Entering 4965 you
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bedrooms
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baths
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guests
4468 Windswept Villa is a stunning 1 bedroom, 1 bathroom villa located in the popular East Beach area of Kiawah, only steps from the ocean and minutes to Night Heron Park and world-class golf courses. This second-floor villa offers serene wooded Island views from inside and out. The open plan living area features a sofa sleeper, comfortable seatin
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bedrooms
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baths
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guests
364 Red Bay is a luxury 4 bedroom, 4.5 bathroom Kiawah Island vacation home newly constructed in 2024, featuring an expansive private deck with more than 700 sq ft of outdoor living space, a private pool, and completely remodeled interiors. This stunning home is nestled in the quiet West Beach neighborhood, overlooking a tranquil lagoon and the lus
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bedrooms
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baths
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Half bath
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guests
A relaxing island-style retreat awaits at this cozy 1 bedroom, 1 bathroom villa. Located in the heart of West Beach Village, 1402 West Beach Villa is a townhouse-style villa offering a spacious interior, as well as close proximity to beach access and the Cougar Point Golf Course. The main living area is bright and airy, offering a comfortable sofa
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bedrooms
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baths
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guests
239 Glen Abbey is a quaint 4 bedroom, 3 bathroom Kiawah Island golf course home on the fairways of the Turtle Point Golf Course in the Vanderhorst Plantation, only a short walk to beach access. This vacation home boasts 2,540 sq feet of beautifully appointed coastal interiors, a screened porch, a spacious outdoor deck with a BBQ grill and fairway v
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bedrooms
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baths
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guests
This pet-friendly villa boasts stunning lagoon views and is located only a short walk from The Sanctuary, Night Heron Park, Turtle Point Golf Club, the Tennis Center and miles of pristine Kiawah Island beach.The living area offers natural light through double sliding glass doors, comfortable seating with pull-out sofa bed, and a flat screen TV for
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bedrooms
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baths
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guests
99 Surfscoter Lane is a welcoming 3 bedroom, 2 bathroom private vacation home in the popular West Beach neighborhood, just a 3 minute walk to the beach and a short bike ride to Kiawah Island's dining, shopping and family-friendly island activities. This spacious 1,500 sq ft Kiawah home is a great option for a single family looking to have more spac
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bedrooms
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baths
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guests
This fabulous 2 bedroom, 2 bathroom oceanfront Windswept Villa penthouse is perched on the 5th floor with designer interiors, an ocean facing balcony with gorgeous Atlantic views and the best beach access to Kiawah Island’s beaches and attractions. Professionally decorated, this beautiful Windswept unit boasts vaulted ceilings, custom cabinetry i
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bedrooms
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baths
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guests
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