2026 Sale

Our Annual Sale is back! Beginning 01/12/2026, 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 78 properties available
This well-equipped Sparrow Pond cottage has the look and feel of a true beach cottage. A short walk through the pines has you on the beach in no time. “Beau Soleil,” as it is called, is a guest favorite, with an enlarged kitchen filled with all the pots and pans you need, and a laundry room with an oversized washer and dryer. It has a smart flat sc
1023 Sparrow Pond Cottage Wooded View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
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
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
230 Glen Abbey
House -
Bedrooms 8 bedrooms
Bathrooms 6 baths
Half Bathroom 1 Half bath
Guests 18 guests
Majestic ocean views from every room await you in this beautifully-renovated , 2 bedroom, 2 bathroom oceanfront Shipwatch penthouse. Located in the heart of West Beach Village, 2473 Shipwatch is a rare townhouse-style villa offering a calm, impeccably-furnished interior, ocean facing decks and just steps from the ocean on Kiawah Island. Each floo
2473 Shipwatch Oceanfront Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This stunning 1 bedroom, 1 bathroom first floor villa is located in the oceanfront Windswept Villa complex in the popular East Beach neighborhood of Kiawah Island, with beach access from your private deck! Enjoy a short walk down the boardwalk to the beach from this relaxing oceanside Kiawah Island escape. The open plan living area is cute and coz
4438 Windswept Oceanside Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
This stunning 3 bedroom, 3 bathroom Kiawah Island cottage is located in the West Beach area and has been newly remodeled in Spring 2023! Enjoy island style living with a wraparound porch, natural gas grill for BBQs, access to a secluded community pool, and a brand-new outdoor shower just off the steps to quickly rinse off after a day on the beach,
1063 Sparrow Pond Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 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
1096 Sparrow Pond Cottage Lagoon View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
5107 Windswept is an updated 1st floor, 2 bedroom, 2 bathroom oceanfront villa with tranquil views of both the adjacent sea forest and nearby ocean from the relaxing side deck, with a wall of sliding glass doors allowing the same tranquil views from inside the villa. Set in a prime location in East Beach Village, beach access is directly from the b
5107 Windswept Oceanfront Villa
Villa - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4468 Windswept Villa is a stunning 1 bedroom, 1 bathroom villa located in the popular East Beach area of Kiawah, only steps from the ocean and minutes to Night Heron Park and world-class golf courses. This second-floor villa offers serene wooded Island views from inside and out. The open plan living area features a sofa sleeper, comfortable seatin
4468 Windswept Villa Woodland View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Experience the beauty of 4 Airy Hall, a luxurious vacation home featuring 4 spacious bedrooms and 4.5 bathrooms, located in the exclusive Vanderhorst Plantation of Kiawah Island. This stunning property provides breathtaking natural views and includes a covered outdoor dining area as well as a private pool with a sunning area, making it perfect for
4 Airy Hall
House - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 9 guests
1111 Duneside is a beautifully updated 4-bedroom, 3.5-bathroom oceanfront villa located in the West Beach area.This modern villa boasts coastal-inspired charming interiors, exceptional ocean views from every window and balcony, and a boardwalk from the first floor deck down to the beach!The main living area features a large sofa, decorative arm cha
1111 Duneside Oceanfront Villa
Villa -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
This 3 bedroom, 2 bathroom Kiawah Island cottage is nestled in a quiet cul de sac of the popular Night Heron neighborhood of East Beach Village, less than a 5 minute walk to the beach! The spacious open plan living area offers high-end furnishings, including a leather sofa or accent seating with plenty of room for the whole family to sit back and r
4136 Night Heron Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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