Homes with Private Pools


Properties Available 15 properties available
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
This Kiawah Exclusives home rental located in beautiful Vanderhorst Plantation overlooks the 4th hole of Turtle Point Golf Course. This 8 bedroom, 6.5 bathroom vacation home offers 4,300 sq ft of living space for large groups up to 18, a gourmet kitchen and an open deck with brand new furniture overlooking the golf course and your private pool! Th
230 Glen Abbey
House -
Bedrooms 8 bedrooms
Bathrooms 6 baths
Half Bathroom 1 Half bath
Guests 18 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
Welcome to 77 Forestay, your home away from home on Kiawah Island in a prime wooded setting just across the street from the beach!! This gorgeous 4,436 sq ft vacation home boasts 6 large bedrooms, 4.5 bathrooms, a private pool and everything you need to make your vacation a breeze. If you’re searching for houses for rent on Kiawah for a large famil
77 Forestay
Bedrooms 6 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 12 guests
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
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
202 Horned Grebe Court is a luxurious 4 bedroom, 5 bathroom hidden gem nestled on a quiet cul-de-sac in the Vanderhorst Plantation, surrounded by lush greenery and wide lagoon views of Bufflehead Pond. This Kiawah Island vacation home offers 4,800 sq feet of elegant interiors with a private elevator, expansive outdoor spaces and a private pool, and
202 Horned Grebe Court
House -
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 8 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
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
12 Falcon Point Road
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 10 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 Road
House -
Bedrooms 5 bedrooms
Bathrooms 4 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
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
192 Ryder Cup
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
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 the beach! Enter through the front door and you will immediately notice the well-thought furnishings and appointments. An open floor plan an
363 Red Bay
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests

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

I agree