Homes with Private Pools
16 properties available
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
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
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
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
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
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
328 Moon Tide Lane is a secluded, private retreat on 2.36-acres of Kiawah riverfront. This luxury 5 bedroom, 4.5 bathroom Kiawah Island vacation rental boasts 4,636 sq of designer interiors with, wonderful outdoor spaces with a private pool with large spa, expansive marsh views from nearly every room and breathtaking sunset views! Featuring an open
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
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
353 Low Oak Woods is a pet-friendly 4 bedroom, 3.5 bathroom private West Beach vacation home offering tranquil fairway views and a small private pool just a 4-minute walk to Boardwalk 12. This spacious 3,430 sq ft Kiawah Island vacation home is laid out over two levels and comfortably accommodates up to 8 guests. On the first floor is the main liv
19 Surfsong is a spacious 5 bedroom, 5.5 bathroom private vacation home in the Vanderhorst Plantation on Kiawah Island. This home offers 4,850 sq. ft of beautifully decorated interiors and an expansive private deck with a private pool overlooking Canvasback Lagoon. The brand-new pool, completed in December 2024, offers a spacious 15'x26' swimming a
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
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