2026 Sale
Our Annual Sale is back! Beginning 01/12/2026, 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.
Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts. Blackout dates include Easter Weeks (March 28 – 11, 2026) & July 4th weeks (June 27 – July 4 and July 4 – July 11, 2026).
73 properties available
79 Bittern Court is a private 4 bedroom, 3.5 bathroom Kiawah vacation home in the West Beach area of Kiawah Island. This luxury home boasts updated interiors, tranquil views of the Cougar Point Golf Course and lagoons from the screened porch and deck, an outdoor shower and easy access to the beach, only a 4 minute walk! This spacious 2,493 sq ft
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
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
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
Sip morning coffee from your screened porch while overlooking serene views of Kiawah's subtropical forest in this 1 bedroom, 1 bathroom first floor West Beach villa within walking distance to the Cougar Point Clubhouse, in close proximity to many island amenities, and less than 2 minutes to Kiawah Island’s pristine beaches! The open living / dinin
310 Ocean Oaks is a spacious 5 bedroom, 5.5 bathroom private Kiawah Island vacation home in Vanderhorst Plantation. This stunning home is tucked away in a quiet cul-de-sac, offering lots of privacy and beautiful lagoon views. When you stay at this luxurious Kiawah Island vacation home, the beach is just a 6 minute walk away!This spacious home offer
This stunning 1 bedroom, 1 bathroom first floor villa is located in the oceanfront Windswept Villa complex in the popular East Beach neighborhood of Kiawah Island, with beach access from your private deck! Enjoy a short walk down the boardwalk to the beach from this relaxing oceanside Kiawah Island escape. The open plan living area is cute and coz
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
*1031 Sparrow Pond Cottage has just undergone a renovation and expansion completed in May 2026. A 3rd full bath as been added and total interior square footage has gone up from 1067 to 1207 sq ft. .*This spacious 3 bedroom, 3 bathroom Sparrow Pond Cottage accommodates up to 6 guests in comfort and style. A true home away from home, this Kiawah Isl
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
2476 Shipwatch is a 1 bedroom, 1 bathroom oceanfront villa in the popular West Beach neighborhood with inviting interiors, sweeping ocean views and beach access directly from the building to Kiawah Island’s miles of pristine beaches. This oceanfront villa is well-appointed with an open layout offering wonderful morning sun and natural light throu
Welcome to 5 Avocet! This 5 bedroom, 5 1/2 bathroom Vanderhorst Plantation home offers spacious accommodations, a private pool and beautiful lagoon views from almost every room. The beach is just a short bike ride. This home is a truly wonderful place for your next Kiawah Island vacation. This spacious Kiawah Island vacation home boasts 6,270 sq f
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