All Vacation Rentals
100 properties available
This fabulous 2 bedroom, 2 bathroom oceanfront Windswept Villa penthouse is perched on the 5th floor with designer interiors, an ocean facing balcony with gorgeous Atlantic views and the best beach access to Kiawah Island’s beaches and attractions. Professionally decorated, this beautiful Windswept unit boasts vaulted ceilings, custom cabinetry i
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
Truly breathtaking ocean views greet you upon entering 5121 Windswept Villas on Kiawah Island. This updated 3 bedroom, 3 bathroom third floor villa is located oceanfront in East Beach Village, just steps to miles of pristine Atlantic beaches and minutes to Kiawah’s top attractions and activities. This spacious Windswept villa offers a very open la
Enjoy stunning low country views and a short 5-minute walk to the beach at this 5-bedroom, 4.5-bathroom vacation home in Vanderhorst Plantation. This home offers many wonderful outdoor spaces featuring a spacious, private pool, 2 expansive decks, balconies, a screened porch with a built-in grill station! The first-floor features 4 guest bedrooms,
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
4426 Windswept is a comfortable 1 bedroom, 1 bathroom 3rd floor ocean view villa beautifully remodeled and updated for a luxury Kiawah Island vacation. Located in Kiawah Island’s popular East Beach Village, you’re minutes from Night Heron Park and world-class golf with beach access direct from your building. Upon entry, guests will admire the new
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
**Please note: A house is being constructed in the lot adjacent to this home. Prices have been reduced to compensate for any inconveniences.**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
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 sophisticated 4 bedroom, 4 bathroom Kiawah Island pool home is the perfect spot to savor any season on Kiawah Island! 44 Trumpet Creeper boasts a main house and guest house with designer interiors, a courtyard with a private pool and all the amenities one could want on an island vacation. The design of this home offers the feeling of total pr
166 Surfsong is a spacious 2,600 square ft pet-friendly home with 4 bedrooms and 3.5 bathrooms located in Vanderhorst Plantation, overlooking the Turtle Point Golf Course.The living room features two comfortable couches, a flat screen TV, and plenty of natural light through the abundant windows, and a screened in porch with seating. The gourmet ki
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
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