2025 Sale
Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.
Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.
84 properties available
192 Ryder Cup is located in the sought after Vanderhorst community. This spacious 4 bedroom, 3 bathroom Kiawah Island vacation home overlooks one of the most captivating lagoons on the island and features a sparkling, private pool and easy beach access! Double doors open to the foyer which leads to the airy living room featuring hardwood floors, a
This 3 bedroom, 2 bathroom Kiawah Island cottage is nestled in a quiet cul de sac of the popular Night Heron neighborhood of East Beach Village, less than a 5 minute walk to the beach! The spacious open plan living area offers high-end furnishings, including a leather sofa or accent seating with plenty of room for the whole family to sit back and r
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
This 3 bedroom, 2 bathroom Kiawah vacation rental is conveniently located on a private cul de sac in the popular Night Heron section of East Beach Village, just under a 5 minute walk to the beach. The open plan living area is bright and airy with a cozy living space and flat screen TV for entertainment, a dining table that seats 6 comfortably and
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
205 Glen Abbey is a newly renovated, 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. This Kiawah
Please Note: From January through early April 2025, the Windswept complex will undergo construction in the common area of floor six. During this time, loud noise and potential airborne dust may affect your stay. Thank you for your understanding!This 2nd floor, 2 bedroom, 2 bathroom oceanfront Windswept condo is the perfect retreat for your next Kia
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
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
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
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
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
Tell us what you're looking for and someone will contact you with available options.