All Vacation Homes


Properties Available 39 properties available
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
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
13 Atlantic Beach Court is a lovely 5 bedroom, 4 bathroom Kiawah Island vacation home in the popular Atlantic Beach neighborhood of East Beach Village. Boasting 2,460 sq feet, this family home offers an outdoor deck and BBQ grill, screened porch, tranquil golf and lagoon views, a community pool and easy access to Kiawah Island’s beautiful beaches a
13 Atlantic Beach Court
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Nestled on a tranquil lagoon behind the second gate of Kiawah Island’s Vanderhorst neighborhood sits this luxury private home, boasting a private pool, 4 spacious bedrooms, 4 bathrooms, spacious interiors, multiple outdoor living spaces, and all the comforts of home. 388 Governor’s Drive offers beautifully appointed interiors with plenty of space f
388 Governors Drive
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 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
364 Red Bay is a luxury 4 bedroom, 4.5 bathroom Kiawah Island vacation home newly constructed in 2024, featuring an expansive private deck with more than 700 sq ft of outdoor living space, a private pool, and completely remodeled interiors. This stunning home is nestled in the quiet West Beach neighborhood, overlooking a tranquil lagoon and the lus
364 Red Bay
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 9 guests
Nestled below a canopy of live oaks, this beautifully maintained 5 bedroom, 5.5 bathroom Vanderhorst Plantation home is the perfect retreat for your next vacation and less than a minute to Kiawah Island’s 10 mile stretch of pristine beaches. This spacious Kiawah vacation home is open and bright and offers 3,550 sq ft of exceptional living space c
87 Jackstay Court
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 10 guests
310 Ocean Oaks is a spacious 5 bedroom, 5.5 bathroom private Kiawah Island vacation home in Vanderhorst Plantation. This stunning home is tucked away in a quiet cul-de-sac, offering lots of privacy and beautiful lagoon views. When you stay at this luxurious Kiawah Island vacation home, the beach is just a 6 minute walk away!This spacious home offer
310 Ocean Oaks
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
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 Governors Drive
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
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
166 Surfsong Road
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
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
305 Ocean Oaks
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 8 guests

Tell us what you're looking for and someone will contact you with available options.

I agree