All Vacation Homes


Properties Available 41 properties available
559 Oyster Rake is a luxurious 4 bedroom Kiawah Island vacation home nestled in West Beach, offering a sparkling private pool, multiple outdoor living areas, designer furnishings, and close proximity to the Cougar Point Golf Course as well as only a short walk to the beach! An open floor plan with abundant windows greets you upon entry, offering a
559 Oyster Rake Drive
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Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
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
81 Surfsong Rd
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Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 10 guests
Tucked away in the trees behind the second gate on Kiawah Island is this luxury 4 bedroom, 3.5 bathroom Vanderhorst Plantation vacation home with stylish, spacious interiors, a private elevator, tranquil outdoor spaces with wooded views, and all the comforts of home for an exceptional stay on Kiawah Island. You’re welcomed to your Kiawah retreat
74 Governor's Drive
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Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 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
65 Persimmon Ct.
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Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 6 guests
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
119 Surfscoter Lane
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Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 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
363 Red Bay
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Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
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
595 Piping Plover
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Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 10 guests
23 Turtle Beach Lane is a stunning 3 bedroom, 3 bathroom Kiawah Island vacation home in the popular Atlantic Beach neighborhood of East Beach Village. This spacious family home offers an expansive screened porch, a private outdoor deck overlooking the lagoon, tranquil golf views, community pool access located just across the street, and convenient
23 Turtle Beach Lane
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Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 6 guests
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
19 Surfsong Rd
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Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 12 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
594 Piping Plover
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 9 guests
99 Surfscoter Lane is a welcoming 3 bedroom, 2 bathroom private vacation home in the popular West Beach neighborhood, just a 3 minute walk to the beach and a short bike ride to Kiawah Island's dining, shopping and family-friendly island activities. This spacious 1,500 sq ft Kiawah home is a great option for a single family looking to have more spac
99 Surfscoter Lane
House -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
15 Ocean Green is a lovely 3 bedroom, 3 bathroom Kiawah Island vacation home overlooking the Turtle Point Golf Course in Vanderhorst Plantation. This freestanding golf course Kiawah Island rental offers 2,100 sq feet of remodeled interiors, an outdoor deck, a community pool and easy access to miles of beautiful beaches and lush fairways. The open
15 Ocean Green
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests

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