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
This tastefully furnished and completely renovated second floor Turtle Point villa in the East Beach area offers an expansive deck and wonderful views of the lagoon and 18th fairway of Kiawah’s Turtle Point Golf Course. This 3 bedroom, 3 bathroom villa is only a short, seven minute walk to the beach and close to the island’s top attractions. Enter
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
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
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
2273 Shipwatch is a stunning 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 the floor-to-
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
This 2 bedroom, 2 bathroom Turtle Point Villa boasts a prime location on Kiawah Island overlooking the 17th fairway of the Turtle Point Golf Course. The beach is a short five minute walk away with access from a path from your private deck! This first floor end unit villa in Turtle Beach is flooded with natural light from the south and west. The li
3554 Seascape is a spacious 3 bedroom, 3 bathroom, first floor end unit offering beautiful interiors, oceanfront views and direct access to the beach from your covered deck! This bright and airy upscale Seascape oceanfront villa offers an open floor plan with beautiful hardwood flooring, high end furnishings and modern finishes throughout. The li
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!Truly breathtaking ocean views greet you upon entering 5121 Windswept Villas on Kiawah Island. This pet-f
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
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
4176 Night Heron is an inviting 1,300 sq ft vacation rental cottage in the heart of Kiawah Island, close to Night Heron Park, a short bike ride or scenic walk to the beach, and centrally located to enjoy the best shopping, dining and activities on Kiawah Island. This Cottage has 3 bedrooms and accommodates up to 6 guests. This spacious Night Hero
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