Kiawah Island Rentals with a Private Pool



Properties Available 18 properties available
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
**Please note: A house is being constructed in the lot adjacent to this home. Prices have been reduced to compensate for any inconveniences.**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
363 Red Bay
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Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 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
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Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 8 guests
Nestled below a canopy of live oaks, this immaculately 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 3,850 sq ft of exceptional living space
87 Jackstay Ct
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Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 10 guests
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 or leisurely, 8 minute walk away. This home is a truly wonderful place for your next Kiawah Island vacation. This spacious Kiawah Islan
5 Avocet
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 12 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
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Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
151 Treeduck is a luxury 6-bedroom, 5.5-bathroom Vanderhorst Plantation home renovated in 2023 with high-end furnishings, spacious interiors, a private guest house and a private pool on a scenic, secluded lot. Nestled alongside the Osprey Golf Course, this stunning vacation home accommodates up to 14 guests in a spacious and exceptionally maintaine
151 Treeduck Ct.
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 14 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
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Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 10 guests
97 Bass Creek Lane is a breathtaking, award-winning Kiawah Island beach home! Color Me Kiawah is an exceptional 5 bedroom, 4.75 bathroom home nestled among a canopy of live oaks with 5,228 sq feet of high-end designer interiors, extensive outdoor living spaces, a private pool and spa and sweeping marsh and tidal creek vistas. Bike to the beach thro
97 Bass Creek Lane
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 10 guests
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
328 Moon Tide Lane
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 12 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
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Bedrooms 5 bedrooms
Bathrooms 5 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 Rd
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 10 guests

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