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).
79 properties available
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
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
Welcome to 77 Forestay, your home away from home on Kiawah Island in a prime wooded setting just across the street from the beach!! This gorgeous 4,436 sq ft vacation home boasts 6 large bedrooms, 4.5 bathrooms, a private pool and everything you need to make your vacation a breeze. If you’re searching for houses for rent on Kiawah for a large famil
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
Experience oceanfront luxury at 5117 Windswept Oceanfront Villa, a beautifully appointed three bedroom, three bathroom retreat set directly on the pristine shoreline of Kiawah Island. Designed for effortless coastal living, this open-concept villa pairs refined comfort with sweeping Atlantic views. The sunlit living area invites you to unwind with
23 Marsh Cottage Lane is a luxury 3 bedroom, 3.5 bathroom private Kiawah Island vacation home located in Vanderhorst Plantation This newly updated home features inspiring interiors, a beautifully furnished screened porch, a sun deck with a gas grill and tranquil marsh views, all just a short bike ride from Kiawah Islands scenic beaches and world-cl
17 Surfsong is a 5 bedroom, 3.5 bathroom Kiawah Island home with a pool and the home is across the street from the beach in the Vanderhorst Plantation. This beautiful Carolina coastal home boasts a screened porch, an outdoor deck with a private pool and tranquil tropical views. The living room is spacious with vaulted ceilings and large windows o
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
This cute and stylish 3 bedroom, 2.5 bathroom West Beach vacation home is nestled in the trees overlooking a tranquil lagoon near the Cougar Point Golf Course, just a short bike ride or 12 minute walk to the beautiful beaches on Kiawah Island. This home boasts 2,005 sq ft of beautifully appointed interiors with walls of windows offering loads of
81 Surfsong Road is a 5 bedroom, 4.5 bathroom Kiawah Island vacation home with only a short walk down scenic Surfsong Rd to the beach access. This spacious home boasts 3,576 sq ft of beautifully appointed interiors, exceptional outdoor living and a recently added pool and spa with long views down Canvasback Pond. The large back deck has beautiful
4108 Night Heron is a newly renovated 3 bedroom, 2 bathroom Kiawah Island cottage bordering Night Heron Park and a short 8 minute walk or bike ride to the beach. The open plan living area features plenty of comfy seating for all your guests with a flat screen TV for entertainment, a dining table for family meals and access to the tranquil furnish
This stunning 3 bedroom, 3.5 bathroom vacation home located in Vanderhorst plantation offers spacious interiors with updated furnishings, serene outdoor spaces with 180 degree marsh views, and easy access to Kiawah Island’s 10-mile beach and family-friendly activities. This home sits on a private, secluded lot which truly showcases the beautiful wi
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