Our Biggest Sale Of The Year!

Take 20% off these properties in 2024. Excludes holiday weeks. Don't wait to book, this sale goes to the public January 9th!

Use promo code PROMO2024 in the checkout screen to apply the discount.


Properties Available 56 properties available
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
Enjoy fabulous lagoon vistas from this 2 bedroom, 2 bathroom townhouse style Windswept Villa, located directly across from the beach in Kiawah Island’s East Beach neighborhood. This lakeside villa is beautifully decorated with updated kitchen and bathrooms, modern interior lighting, hardwood flooring, updated TV’s, high-end furnishings and comforta
4365 Windswept Lakeside Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 4 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
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 10 guests
17 Surfsong is a 5 bedroom, 3.5 bathroom Kiawah Island home with a pool and the home is across the street from the beach in the Vanderhorst Plantation. This beautiful Carolina coastal home boasts a screened porch, an outdoor deck with a private pool and tranquil tropical views. The living room is spacious with vaulted ceilings and large windows o
17 Surfsong
House -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
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
2375 Shipwatch Oceanside Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
This stunning 3 bedroom, 3 bathroom Kiawah Island cottage is located in the West Beach area and has been newly remodeled in Spring 2023! Enjoy island style living with a wraparound porch, natural gas grill for BBQs, access to a secluded community pool, and a brand-new outdoor shower just off the steps to quickly rinse off after a day on the beach,
1063 Sparrow Pond Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 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
4280 Mariners Watch Villa Lagoon View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
4953 Turtle Point Villa is a 3 bedroom, 3 bathroom two-story villa rental located along the 18th tee of the Turtle Point Golf Course in the East Beach area of Kiawah Island. This beautiful Kiawah villa boasts tranquil lagoon views and is only a short, 5 minute walk to the beach. This second floor Turtle Point villa offers 1,668 sq feet of living sp
4953 Turtle Point Villa Golf & Lagoon View
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
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
4468 Windswept Villa Woodland View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
104 Surfscoter Lane is a 4 bedroom, 3.5 bathroom two story vacation home in the popular West Beach Kiawah Island area. This home offers spacious accommodations for a group of 8 with a screened porch, expansive deck with serene lagoon views and updated interiors, only a minute walk to the beach. The downstairs level includes an open living and din
104 Surfscoter Lane
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 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.
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 6 guests

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