Kiawah Island Rentals with a Private Pool



Properties Available 13 properties available
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
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 12 guests
Rating 4.9 (38)
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
House - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 8 guests
Rating 5 (5)
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
Rating 4.9 (37)
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
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We’ve handpicked some of our favorite vacation rentals and made them even better with a discount! Browse our featured properties and find the perfect place for your next getaway. Availability is limited, so book your stay today and use promo code FEATURED10 to save today!

192 Ryder Cup
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
Rating 5 (20)
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
Rating 4.9 (41)
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
19 Surfsong Road
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 12 guests
Rating 5 (8)
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 2 Half bath
Guests 12 guests
Rating 4.9 (38)
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 Road
House -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
Rating 4.8 (47)
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 - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 9 guests
Rating 5 (14)
Experience the beauty of 4 Airy Hall, a luxurious vacation home featuring 4 spacious bedrooms and 4.5 bathrooms, located in the exclusive Vanderhorst Plantation of Kiawah Island. This stunning property provides breathtaking natural views and includes a covered outdoor dining area as well as a private pool with a sunning area, making it perfect for
4 Airy Hall
House - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 9 guests
Rating 5 (6)
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
Rating 5 (16)
Top Reasons to Book 50 Salt Cedar Lane- Private, fenced pool overlooking a tranquil lagoon, tucked into a secluded marsh-side setting- Four bedrooms and 5 full baths comfortably sleep the whole family, with room for up to 10 guests- Primary suite on the main level, complete with a king bed, a private deck, and a spa-like bath with a walk-in shower
50 Salt Cedar Lane
House
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 10 guests

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