All Vacation Rentals
100 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 over 4,000 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
5
bedrooms
4
baths
1
Half bath
12
guests
Immerse yourself in the natural beauty of Kiawah Island from 12 Falcon Point Road, a 5 bedroom, 4.5 bathroom luxury Kiawah Island plantation style home with Lowcountry elegance amid a private setting. This home is quiet and peaceful and boasts plantation style porches, a private pool, classic interiors and easy access to Kiawah Island’s beautiful b
5
bedrooms
4
baths
1
Half bath
10
guests
This bright and beachy 3 bedroom, 2 bathroom Sparrow Pond Cottage accommodates up to 7 guests in comfort and style. A true home away from home, this Kiawah Island cottage boasts a large wraparound deck with a charcoal BBQ grill, an enclosed four-season Carolina room, an enlarged kitchen with Le Creuset pans, and a beautiful, blue-and-white interior
3
bedrooms
2
baths
7
guests
4280 Mariners Watch is a recently renovated 1 bedroom, 1 bathroom first floor unit, conveniently located in the East Beach area near Night Heron Park and miles of pristine Kiawah Island beaches. A short 3 minute walk takes you directly to the beach! The open plan living area features a leather sleeper sofa, comfy recliner and flat screen TV for e
1
bedrooms
1
baths
4
guests
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
3
bedrooms
3
baths
1
Half bath
6
guests
Stay in the heart of Kiawah Island’s West Beach Village. This compact and cozy 1 bedroom, 1 bathroom oceanside Kiawah Island villa rental boasts updated interiors, boardwalk access to the beach and is only minutes from the Cougar Point Golf Club. The best of both worlds for a beach and golf vacation on Kiawah Island! Located on the first floor, th
1
bedrooms
1
baths
4
guests
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
2
bedrooms
2
baths
6
guests
**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
4
bedrooms
3
baths
1
Half bath
10
guests
594 Piping Plover is a custom 4 bedroom, 4.5 bathroom Vanderhorst Plantation vacation home overlooking the 12th fairway of Osprey Point Golf Course and Bufflehead Pond. This spacious 4,056 sq ft private home boasts luxurious living spaces with a private elevator, a large deck and BBQ grill overlooking the fairways, a tranquil screened porch and a s
4
bedrooms
4
baths
1
Half bath
9
guests
3554 Seascape is a spacious 3 bedroom, 3 bathroom, first floor end unit offering beautifully updated 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 new hardwood flooring, high end furnishings and modern finishes throughout. Th
3
bedrooms
3
baths
6
guests
130 Turnberry Drive is a spacious 3 bedroom, 3 bath Vanderhorst Plantation vacation home offering expansive views of the Turtle Point Golf Course. This home has been completely renovated in 2021 with all new furnishings and your luxury Kiawah Island family vacation in mind. This home offers approximately 2,800 sq feet of luxurious comfort with a
3
bedrooms
3
baths
6
guests
This spacious villa boasts stunning lagoon views and is located only a short walk from The Sanctuary, Night Heron Park, Turtle Point Golf Club and miles of pristine Kiawah Island beach.The living area offers an abundance of natural light through double sliding glass doors, comfortable seating with pull-out sofa bed, and a flat screen TV to sit back
2
bedrooms
2
baths
6
guests
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