All Vacation Rentals


Properties Available 98 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
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
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
Enjoy fabulous lagoon vistas from this 2 bedroom, 2 bathroom townhouse style Windswept Villa, located directly across from the beach in Kiawah Island’s East Beach neighborhood. This lakeside villa is beautifully decorated with updated kitchen and bathrooms, modern interior lighting, hardwood flooring, updated TV’s, high-end furnishings and comforta
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.

4365 Windswept Lakeside Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 4 guests
This recently renovated 1 bedroom, 1 bathroom first floor Mariners Watch villa is conveniently located near Night Heron Park and Kiawah Island’s pristine beach in the sought after East Beach Villa community. A short 3 minute walk takes you directly to the beach or Night Heron Park. The open plan living area is beautifully decorated with an L-shape
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.

4286 Mariners Watch Villa Lagoon View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
104 Surfscoter Lane is a 4 bedroom, 3.5 bathroom two story vacation home in the popular West Beach Kiawah Island area. This home offers spacious accommodations for a group of 8 with a screened porch, expansive deck with serene lagoon views and updated interiors, only a minute walk to the beach. The downstairs level includes an open living and din
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.

104 Surfscoter Lane
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
1096 Sparrow Pond is the closest cottage to the beach! Enjoy tranquil lagoon views and the sound of the ocean from this cozy 3 bedroom, 2 bathroom Kiawah Island cottage with a screened porch, furnished outdoor deck and gas grill, neighborhood swimming pool, and easy access to miles of beautiful barrier island beaches. The open plan living area is
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.

1096 Sparrow Pond Cottage Lagoon View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
13 Atlantic Beach Court is a lovely 5 bedroom, 4 bathroom Kiawah Island vacation home in the popular Atlantic Beach neighborhood of East Beach Village. Boasting 2,460 sq feet, this family home offers an outdoor deck and BBQ grill, screened porch, tranquil golf and lagoon views, a community pool and easy access to Kiawah Island’s beautiful beaches 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.

13 Atlantic Beach Court
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 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
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.

17 Surfsong
House -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
4303 Windswept Villas is a 1 bedroom, 1 bathroom first floor oceanfront villa in East Beach Village, only steps to the miles of pristine beaches of Kiawah Island. This elegant first-floor Windswept villa features ocean views from the living room - soak up some sun on the deck, dine al fresco on the covered porch, or just curl up on the couch for 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.

4303 Windswept Oceanfront Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 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
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
Enjoy this well maintained first floor 2 bedroom, 2 bathroom Tennis Club Villa close to the beach, Night Heron Park, The Sanctuary and the award-winning Roy Barth Tennis facilities in East Beach, Kiawah Island. The beach is a short 6 minute walk or 2 minute bike ride away! This Tennis Club Villa has an open plan layout with lots of natural light 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.

4741 Tennis Club Villa Wooded View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests

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