All Vacation Rentals
103 properties available
19 Surfsong is a spacious 5 bedroom, 4.5 bathroom private vacation home in the Vanderhorst Plantation on Kiawah Island. This home offers 4,400 sq. ft of beautifully decorated interiors and an expansive private deck overlooking Canvasback Lagoon for sunning, entertaining, or alfresco dining. The beach is only a short 2-minute walk via boardwalk 31 j
1070 Sparrow Pond is a 3 bedroom, 2 bathroom beach cottage in West Beach Village with a private screened porch, spacious interiors, access to a tranquil community pool, and located only a short 5 minute walk away from beach access.This stunning Kiawah Island cottage is open and spacious with a comfortable living area and flat screen TV for entertai
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
5107 Windswept is an updated 1st floor, 2 bedroom, 2 bathroom oceanfront villa with tranquil views of both the adjacent sea forest and nearby ocean from the relaxing side deck, with a wall of sliding glass doors allowing the same tranquil views from inside the villa. Set in a prime location in East Beach Village, beach access is directly from the b
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
2375 Shipwatch is a charming 2 bedroom, 2 bathroom oceanside villa on the third floor of Shipwatch Villas in Kiawah Island’s West Beach neighborhood. This Shipwatch villa is beautifully updated with partial ocean views and direct access from the building to the beach! This oceanside villa is well-appointed with lovely, updated furnishings and all
1111 Duneside is a beautifully updated 4-bedroom, 3.5-bathroom oceanfront villa located in the West Beach area.This modern villa boasts coastal-inspired charming interiors, exceptional ocean views from every window and balcony, and a boardwalk from the first floor deck down to the beach!The main living area features a large sofa, decorative arm cha
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
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
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
Oceanwoods is a popular West Beach neighborhood just off Eugenia Ave, the iconic moss draped, oceanfront street on Kiawah Island. This private 3 bedroom, 3 bathroom cottage sits at the end of a cul-de-sac, surrounded by lush maritime forest, overlooking a tranquil lagoon with beach access just a short 3 minute walk away. This Kiawah Island beach
Nestled on a quiet cul de sac, in Vanderhorst Plantation, this immaculate 5 bedroom, 5 1/2 bathroom cedar shingle vacation home enjoys a private wooded lot, a spacious deck with private pool, views of the Osprey Point Golf Course and easy walking or biking distance to Kiawah's ten-mile beach. This Kiawah Island golf course home features a graceful
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