Homes with Private Pools


Properties Available 16 properties available
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
Home
Bedrooms 4 bedrooms
Bathrooms 3.5 baths
Guests 10 guests    Kiawah Island
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
Home
Bedrooms 5 bedrooms
Bathrooms 5.5 baths
Guests 10 guests    Kiawah Island
Welcome to 5 Avocet! This 5 bedroom, 5 1/2 bathroom Vanderhorst Plantation home offers spacious accommodations, a private pool and beautiful lagoon views from almost every room. The beach is just a short bike ride. This home is a truly wonderful place for your next Kiawah Island vacation. This spacious Kiawah Island vacation home boasts 6,270 sq f
5 Avocet
Home
Bedrooms 5 bedrooms
Bathrooms 5.5 baths
Guests 12 guests    Kiawah Island
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
Home
Bedrooms 5 bedrooms
Bathrooms 4.5 baths
Guests 10 guests    Kiawah Island
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
Home
Bedrooms 5 bedrooms
Bathrooms 4.5 baths
Guests 10 guests    Kiawah Island
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
Home
Bedrooms 5 bedrooms
Bathrooms 3.5 baths
Guests 10 guests    Kiawah Island
When you dream of a luxury vacation home on Seabrook Island - this is the one! 3605 Beachcomber Run is a newly constructed, 4 bedroom, 3 full bathroom, and 2 half bathroom private home. This dream island home boasts high-end luxury interiors and the ultimate in outdoor living with multiple outdoor decks, a private saltwater pool and spa, and a beac
3605 Beachcomber Run
Home
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests    Seabrook Island
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
353 Low Oak Woods
Home
Bedrooms 8 bedrooms
Bathrooms 4.5 baths
Guests 8 guests    Kiawah Island
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
Home
Bedrooms 5 bedrooms
Bathrooms 5.5 baths
Guests 10 guests    Kiawah Island
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
Home
Bedrooms 4 bedrooms
Bathrooms 3.5 baths
Guests 10 guests    Kiawah Island
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
Home
Bedrooms 4 bedrooms
Bathrooms 4.5 baths
Guests 9 guests    Kiawah Island
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
Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests    Kiawah Island

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