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.


Properties Available 86 properties available
1082 Sparrow Pond is a lovely 3 bedroom 3 bathroom Kiawah Island beach cottage with fabulous modern updates in a prime location in West Beach Village. This charming cottage boasts tranquil lagoon views from the sunroom and outdoor deck, a BBQ grill for Lowcountry feasts, a community pool and easy access to the beaches of Kiawah Island. The living
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.

1082 Sparrow Pond Cottage Lagoon View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
This charming 4 bedroom, 4 bathroom Kiawah Island vacation home is located in popular West Beach one block from the beach, nature/biking trails and the West Beach Tennis Center. This spacious home offers a large screened porch, gas grill and outdoor shower, fun ping pong table and a true home-away-from-home for your Kiawah Island vacation. Offerin
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.

119 Surfscoter Lane
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
21 Surfsong is a single story 3 Bedroom, 3 Bathroom private vacation home in the Vanderhorst Plantation on Kiawah Island. This home offers 3,100 sq feet of classic interiors and an expansive private deck overlooking Canvasback Lagoon for sunning, entertaining or alfresco BBQ dining, only a short 2-minute stroll from the beach! The bright and elega
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.

21 Surfsong
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
3554 Seascape is a spacious 3 bedroom, 3 bathroom, first floor end unit offering beautiful interiors, oceanfront views and direct access to the beach from your covered deck! This bright and airy upscale Seascape oceanfront villa offers an open floor plan with beautiful hardwood flooring, high end furnishings and modern finishes throughout. The li
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.

3554 Seascape Oceanfront Villa
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
4270 Mariners Watch is a stunning private villa located in the heart of Kiawah Island, just a short walk to the beach or Night Heron Park. Tucked away in the trees, this newly renovated villa offers plenty of privacy with lagoon views and a convenient location.The spacious open floor plan features a large living area with comfortable seating, a fla
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.

4270 Mariners Watch Lagoon View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 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
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
1070 Sparrow Pond is a 3 bedroom, 2 bathroom beach cottage in West Beach Village with a private screened porch, spacious interiors, access to a tranquil community pool, and located only a short 5 minute walk away from beach access.This stunning Kiawah Island cottage is open and spacious with a comfortable living area and flat screen TV for entertai
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.

1070 Sparrow Pond Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Please Note: From January through early April 2025, the Windswept complex will undergo construction in the common area of floor six. During this time, loud noise and potential airborne dust may affect your stay. Thank you for your understanding!5107 Windswept is an updated 1st floor, 2 bedroom, 2 bathroom oceanfront villa with tranquil views of bot
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.

5107 Windswept Oceanfront Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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
4994 Turtle Point is a 2 bedroom, 2 bathroom second floor villa located on the 17th hole of Turtle Point Golf Course. This Kiawah Island villa rental boasts beautifully appointed interiors, tranquil golf and lagoon views from the open deck and easy access to miles of pristine beaches only a short, 5 minute walk from the villa! The living room is u
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.

4994 Turtle Point Villa Golf View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Just prior to the first guard gate is a quiet Kiawah neighborhood, literally off the beaten path. As you take a right past the old General Store, this private enclave of cottages sits right along the banks of the Kiawah River. Inlet Cove Cottages are a hidden jewel, complete with a community pool, dock, and its own secluded walkway to the beach. 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.

105 Inlet Cove Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

Tell us what you're looking for and someone will contact you with available options.

I agree