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
70 properties available
99 Surfscoter Lane is a welcoming 3 bedroom, 2 bathroom private vacation home in the popular West Beach neighborhood, just a 3 minute walk to the beach and a short bike ride to Kiawah Island's dining, shopping and family-friendly island activities. This spacious 1,500 sq ft Kiawah home is a great option for a single family looking to have more spac
1104 Duneside is a former 3BR unit newly renovated into an upscale 4 bedroom, 4.5 bathroom oceanfront villa boasting a private elevator, modern interiors, exceptional ocean views and a boardwalk from the first floor deck down to the beach! The main living area is located on the 2nd level, affording guests fantastic views from the living room, din
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
Top Reasons to Book 50 Salt Cedar Lane- Private, fenced pool overlooking a tranquil lagoon, tucked into a secluded marsh-side setting- Four bedrooms and 5 full baths comfortably sleep the whole family, with room for up to 10 guests- Primary suite on the main level, complete with a king bed, a private deck, and a spa-like bath with a walk-in shower
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
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
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
166 Surfsong is a spacious 2,600 square ft pet-friendly home with 4 bedrooms and 3.5 bathrooms located in Vanderhorst Plantation, overlooking the Turtle Point Golf Course.The living room features two comfortable couches, a flat screen TV, and plenty of natural light through the abundant windows, and a screened in porch with seating. The gourmet ki
305 Ocean Oaks is a beautifully appointed 4 bedroom, 4.5 bathroom Vanderhorst Plantation vacation home offering extreme privacy in the scenic Ocean Oaks neighborhood. This serene home boasts 3,600 sq ft of exceptional living space, a screened porch and deck with tranquil marsh views and easy access, just a 6-7 minute walk, to Kiawah Island’s pristi
Experience the beauty of Kiawah Island from 3560 Seascape Villa, a beautifully renovated oceanfront retreat in the sought-after West Beach area. This light-filled 3-bedroom, 3-bathroom villa comfortably accommodates up to six guests, offering an ideal setting for families or small groups looking to relax and reconnect by the sea.Designed to highlig
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
4418 Windswept is a 1 bedroom, 1 bathroom villa in Kiawah Island’s East Beach with gorgeous views of the ocean and dunes, and direct access to the beach boardwalk from your private deck! This second floor Windswept villa offers an open living, dining and kitchen area. The living area features a sleeper sofa, flat screen TV, cozy window seat, and
Tell us what you're looking for and someone will contact you with available options.