Kiawah Island Monthly Rentals
Escape to Kiawah Island and Book Luxurious Winter Rentals
Our Kiawah Island Monthly Rentals offer the perfect opportunity to explore the island like a local! Kiawah Island promises luxurious living and effortless access to 10 miles of private beaches, award-winning golf courses, tennis, boutique shops, fine dining, and offers an abundance of natural wildlife year-round.
South Carolina weather provides the perfect escape from the cold of other regions. Sunny, daytime temperatures are pleasant enough to enjoy outdoor activities such as golf, tennis or a stroll on the beach. The evenings are just chilly enough to require a light winter coat. If you are in town during the holidays, this welcoming city also offers many seasonal events for locals and visitors to enjoy.
Discounted monthly rates are available to book online, and some select properties may offer additional savings for stays of multiple months. If you have questions or would like to explore monthly options, please give our team a call—we’re happy to help!
PLEASE CONTACT OUR OFFICE FOR PRICING AND TO BOOK YOUR RENTAL:
- Monthly Rentals are available mid-October to mid-March
- Base rates are listed below, please call our local reservations team at (843) 768-0273 to confirm rates and dates
- All Kiawah Island Monthly Rentals are subject to applicable SC taxes & fees
- Pricing and availability subject to change
Browse Snowbird Rentals on Kiawah Island, South Carolina
65 properties available
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
Truly breathtaking ocean views greet you upon entering 5121 Windswept Villas on Kiawah Island. This pet-friendly 3 bedroom, 3 bathroom third floor villa is located oceanfront in East Beach Village, just steps to miles of pristine Atlantic beaches and minutes to Kiawah’s top attractions and activities. This spacious Windswept villa offers a very op
Tucked away in the trees behind the second gate on Kiawah Island is this luxury 4 bedroom, 3.5 bathroom Vanderhorst Plantation vacation home with stylish, spacious interiors, a private elevator, tranquil outdoor spaces with wooded views, and all the comforts of home for an exceptional stay on Kiawah Island. You’re welcomed to your Kiawah retreat
This stunning 3 bedroom, 3.5 bathroom vacation home located in Vanderhorst plantation offers spacious interiors with updated furnishings, serene outdoor spaces with 180 degree marsh views, and easy access to Kiawah Island’s 10-mile beach and family-friendly activities. This home sits on a private, secluded lot which truly showcases the beautiful wi
This 3 bedroom, 3 bathroom luxury Kiawah Island rental is a one of a kind, completely remodeled beach cottage in the Night Heron community in East Beach Village. Every detail in this property is of the highest quality and will surely please even the most distinguished guests. Decorated in muted coastal colors and exquisite appointments, this is t
Tucked within the tranquil East Beach neighborhood of Kiawah Island, 4333 Windswept Villa offers a peaceful coastal escape where the rhythm of the ocean sets the tone for your stay. As you step inside this first-floor retreat, you are welcomed by a light-filled, open living space that feels both inviting and effortlessly comfortable. After a day sp
This pet-friendly villa boasts stunning lagoon views and is located only a short walk from The Sanctuary, Night Heron Park, Turtle Point Golf Club, the Tennis Center and miles of pristine Kiawah Island beach.The living area offers natural light through double sliding glass doors, comfortable seating with a sofa, and a flat screen TV for entertainin
15 Ocean Green is a lovely 3 bedroom, 3 bathroom Kiawah Island vacation home overlooking the Turtle Point Golf Course in Vanderhorst Plantation. This freestanding golf course Kiawah Island rental offers 2,100 sq feet of remodeled interiors, an outdoor deck, a community pool and easy access to miles of beautiful beaches and lush fairways. The open
411 Ocean Oaks is a charming 5 bedroom, 4.5 bathroom Vanderhorst Plantation rental home located in the desirable back island neighborhood of Ocean Oaks. This plantation style home offers 3,580 sq ft of stylish and spacious interiors with 2 primary bedrooms, a screened porch and scenic courtyard with lagoon views, and easy access to Kiawah Island’s
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
2273 Shipwatch is a stunning second floor 1 bedroom, 1 bathroom oceanside villa located in the heart of Kiawah Island’s West Beach neighborhood. This Shipwatch villa offers ocean views from the private deck as well as convenient access to the beach and the island’s top attractions. The living area is flooded with natural light and ocean views from
Experience the allure of 165 Marsh Hawk Lane, an exquisite vacation home on Kiawah Island that defines luxury living. With 3 beautifully appointed bedrooms and 3.5 bathrooms, this vacation home offers panoramic marsh views that fill the expansive open living area and can be enjoyed from the impressive wraparound deck, designed around a tree that ha
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