2026 Sale Early Access

Our Annual Sale is back! Beginning 01/05/2026, book your 2026 vacation at our lowest rates of the year. Save 20% on 4+ night stays when you book by 02/03/2026 and use code SALE2026 at checkout. Must stay by 12/31/2026.

Select home exclusions & holiday blackout dates apply. Not applicable on existing reservations or with other discounts. Blackout dates include Easter Weeks (March 28 – 11, 2026) & July 4th weeks (June 27 – July 4 and July 4 – July 11, 2026).

Properties Available 74 properties available
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)
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 beautifully decorated 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,
4270 Mariners Watch Lagoon View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 5 (38)
This tastefully furnished and beautifully decorated second floor Turtle Point villa in the East Beach area offers an expansive deck and wonderful views of the lagoon and 18th fairway of Kiawah’s Turtle Point Golf Course. This 3 bedroom, 3 bathroom villa is only a short, seven minute walk to the beach and close to the island’s top attractions. Enter
Specials Tag Special
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Save on Select Featured Properties
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!

4942 Turtle Point Villa Lagoon View
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (59)
310 Ocean Oaks is a spacious 5 bedroom, 5.5 bathroom private Kiawah Island vacation home in Vanderhorst Plantation. This stunning home is tucked away in a quiet cul-de-sac, offering lots of privacy and beautiful lagoon views. When you stay at this luxurious Kiawah Island vacation home, the beach is just a 6 minute walk away!This spacious home offer
Specials Tag Special
Featured Properties Special

Save on Select Featured Properties
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!

310 Ocean Oaks
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 10 guests
Rating 5 (10)
4108 Night Heron is a newly renovated 3 bedroom, 2 bathroom Kiawah Island cottage bordering Night Heron Park and a short 8 minute walk or bike ride to the beach. The open plan living area features plenty of comfy seating for all your guests with a flat screen TV for entertainment, a dining table for family meals and access to the tranquil furnish
4108 Night Heron Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (35)
This cute and stylish 3 bedroom, 2.5 bathroom West Beach vacation home is nestled in the trees overlooking a tranquil lagoon near the Cougar Point Golf Course, just a short bike ride or 12 minute walk to the beautiful beaches on Kiawah Island. This home boasts 2,005 sq ft of beautifully appointed interiors with walls of windows offering loads of
Specials Tag Special
Featured Properties Special

Save on Select Featured Properties
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!

9 Greensward Road
House -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 7 guests
Rating 5 (7)
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 a comforta
4286 Mariners Watch Villa Lagoon View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (54)
130 Turnberry Drive is a spacious 3 bedroom, 3 bath Vanderhorst Plantation vacation home offering expansive views of the Turtle Point Golf Course. This home has been completely renovated in 2021 with all new furnishings and your luxury Kiawah Island family vacation in mind. This home offers approximately 2,800 sq feet of luxurious comfort with a
130 Turnberry Drive
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (17)
*1031 Sparrow Pond Cottage has just undergone a renovation and expansion completed in May 2026. A 3rd full bath as been added and total interior square footage has gone up from 1067 to 1207 sq ft. .*This spacious 3 bedroom, 3 bathroom Sparrow Pond Cottage accommodates up to 6 guests in comfort and style. A true home away from home, this Kiawah Isl
Specials Tag Special
Featured Properties Special

Save on Select Featured Properties
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!

1031 Sparrow Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (36)
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
3554 Seascape Oceanfront Villa
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (66)
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)
This 2 bedroom, 2 bathroom Turtle Point Villa boasts a prime location on Kiawah Island overlooking the 17th fairway of the Turtle Point Golf Course. The beach is a short five minute walk away with access from a path from your private deck! This first floor end unit villa in Turtle Beach is flooded with natural light from the south and west. The li
4973 Turtle Point Villa Golf View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (38)

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