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).
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
3
bedrooms
2
baths
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
3
bedrooms
2
baths
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
8
bedrooms
6
baths
1
Half bath
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
2
bedrooms
2
baths
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
1
bedrooms
1
baths
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,
3
bedrooms
3
baths
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
3
bedrooms
2
baths
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
2
bedrooms
2
baths
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
1
bedrooms
1
baths
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
bedrooms
4
baths
1
Half bath
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
4
bedrooms
3
baths
1
Half bath
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
3
bedrooms
2
baths
6
guests
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