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).
77 properties available
This charming 4 bedroom, 4 bathroom Kiawah Island vacation home is located in popular West Beach one block from the beach, nature/biking trails and the West Beach Tennis Center. This spacious home offers a large screened porch, gas grill and outdoor shower, fun ping pong table and a true home-away-from-home for your Kiawah Island vacation. Offerin
2273 Shipwatch is a stunning second floor 1 bedroom, 1 bathroom oceanside villa located in the heart of Kiawah Island’s West Beach neighborhood. This Shipwatch villa offers ocean views from the private deck as well as convenient access to the beach and the island’s top attractions. The living area is flooded with natural light and ocean views from
Enjoy your Kiawah Island vacation in a 3 bedroom, 3 bathroom Kiawah villa located on the 2nd floor, off the 17th fairway of the Turtle Point golf course. A short 30-minute drive from historic Charleston, a brief drive to 5 championship golf courses and a simple 7 minute walk from the beach and the Sanctuary Hotel, this premier villa is perfectly si
This well-equipped Sparrow Pond cottage has the look and feel of a true beach cottage. A short walk through the pines has you on the beach in no time. “Beau Soleil,” as it is called, is a guest favorite, with an enlarged kitchen filled with all the pots and pans you need, and a laundry room with an oversized washer and dryer. It has a smart flat sc
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
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
Perfect home for a multi-family vacation. This expansive 6 bedroom, 4.5 bathroom vacation home in Vanderhorst Plantation with tranquil lagoon views. With multiple indoor and outdoor living areas, this home boasts 4,200 sq feet of beautifully appointed interiors and is a short walk or bike ride to the scenic beaches and fairways on Kiawah Island. T
4994 Turtle Point is a 2 bedroom, 2 bathroom second floor villa located on the 17th hole of Turtle Point Golf Course. This Kiawah Island villa rental boasts beautifully appointed interiors, tranquil golf and lagoon views from the open deck and easy access to miles of pristine beaches only a short, 5 minute walk from the villa! The living room is u
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
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
Experience the beauty of 4 Airy Hall, a luxurious vacation home featuring 4 spacious bedrooms and 4.5 bathrooms, located in the exclusive Vanderhorst Plantation of Kiawah Island. This stunning property provides breathtaking natural views and includes a covered outdoor dining area as well as a private pool with a sunning area, making it perfect for
This 2nd floor, 2 bedroom, 2 bathroom oceanfront Windswept condo is the perfect retreat for your next Kiawah Island vacation with direct ocean views from the living area and master bedroom and easy access to the beach from the building! This spacious Windswept villa is well-appointed with comfortable furnishings, a flat screen TV and tile floors.
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