2026 Sale Early Access
Our Annual Sale is back! Beginning 01/05/2026, book your 2026 vacation at our lowest rates of the year. Save 20% on 4+ night stays when you book by 02/03/2026 and use code SALE2026 at checkout. Must stay by 12/31/2026.
75 properties available
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
4409 Windswept Villas is a beautifully renovated 1 bedroom, 2 bathroom oceanfront Kiawah Island villa with a private deck leading directly to a beach path. Located in East Beach, you’re conveniently located to the best of Kiawah Island. The open plan living area is elegantly decorated with a sleeper sofa, decorative fireplace and flat screen TV f
363 Red Bay is a 4 bedroom, 3.5 bathroom Kiawah Island vacation home nestled in a quiet cul de sac overlooking a tranquil lagoon and the lush fairways of the Cougar Point Golf Course, only a 4 minute walk to the beach! Enter through the front door and you will immediately notice the well-thought furnishings and appointments. An open floor plan an
1104 Duneside is a former 3BR unit newly renovated into an upscale 4 bedroom, 4.5 bathroom oceanfront villa boasting a private elevator, modern interiors, exceptional ocean views and a boardwalk from the first floor deck down to the beach! The main living area is located on the 2nd level, affording guests fantastic views from the living room, din
411 Ocean Oaks is a charming 5 bedroom, 4.5 bathroom Vanderhorst Plantation rental home located in the desirable back island neighborhood of Ocean Oaks. This plantation style home offers 3,580 sq ft of stylish and spacious interiors with 2 primary bedrooms, a screened porch and scenic courtyard with lagoon views, and easy access to Kiawah Island’s
4341 Windswept is a stunning villa located across from the beach in Kiawah Island’s centrally located East Beach neighborhood. This updated 2-bedroom, 2.5-bathroom villa offers designer interiors with all the comforts of home, a private deck and a location that puts the very best of the island right at your doorstep. For families looking for the pe
Enjoy fabulous lagoon vistas from this 2 bedroom, 2 bathroom townhouse style Windswept Villa, located directly across from the beach in Kiawah Island’s East Beach neighborhood. This lakeside villa is beautifully decorated with updated kitchen and bathrooms, modern interior lighting, hardwood flooring, updated TV’s, high-end furnishings and comforta
4303 Windswept Villas is a 1 bedroom, 1 bathroom first floor oceanfront villa in East Beach Village, only steps to the miles of pristine beaches of Kiawah Island. This elegant first-floor Windswept villa features ocean views from the living room - soak up some sun on the deck, dine al fresco on the covered porch, or just curl up on the couch for a
4470 Windswept Villas is a wonderful, completely updated and beautifully maintained 1 bedroom, 1.5 bathroom Kiawah Island villa just steps from the ocean in East Beach Village. A short walk or bike ride and you’re soaking up the sun, teeing off on world-class golf courses and enjoying family friendly island activities on Kiawah. This first floor v
Welcome to 4308 Windswept, a spacious second floor Kiawah Island oceanfront villa located in the popular East Beach Villa community. This 2 bedroom, 2 bath villa boasts high quality furnishings, an ocean facing deck, quick access to Night Heron Park and the Sanctuary, and a boardwalk straight to the beach! The open plan living area features high v
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
This stunning 2nd-floor 1 bedroom, 1 bathroom Mariners Watch villa is nestled in the East Beach neighborhood of Kiawah Island, conveniently located near Night Heron Park and just a short 3-minute walk to the beach!The open plan living area is newly decorated with a comfortable L Shaped sectional sofa. There is a large desk in the living room that o
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