Homes with Private Pools


Properties Available 15 properties available
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 -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 9 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
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

12 Falcon Point Road
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 10 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
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

595 Piping Plover
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 10 guests
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
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

87 Jackstay Court
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 10 guests
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
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
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

230 Glen Abbey
House -
Bedrooms 8 bedrooms
Bathrooms 6 baths
Half Bathroom 1 Half bath
Guests 18 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
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

202 Horned Grebe Court
House -
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 8 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. This home is a truly wonderful place for your next Kiawah Island vacation. This spacious Kiawah Island vacation home boasts 6,270 sq f
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

5 Avocet
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 12 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
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

328 Moon Tide Lane
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 12 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
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
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
Specials Tag Special
2025 Sale

Save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights. Use code NY2025 on booking page to save. Book between 1/2/25 - 2/3/25 to save; must stay by 12/31/25.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts.

192 Ryder Cup
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests

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