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


Properties Available 70 properties available
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
65 Persimmon Court
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 6 guests
Rating 5 (7)
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
Rating 4.9 (67)
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
50 Salt Cedar Lane
House
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 10 guests
1070 Sparrow Pond is a 3 bedroom, 2 bathroom beach cottage in West Beach Village with a private screened porch, spacious interiors, access to a tranquil community pool, and located only a short 5 minute walk away from beach access.This stunning Kiawah Island cottage is open and spacious with a comfortable living area and flat screen TV for entertai
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!

1070 Sparrow Pond Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (7)
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)
4341 Windswept is a stunning villa located across from the beach in Kiawah Island’s centrally located East Beach neighborhood. This updated 2-bedroom, 2.5-bathroom villa offers designer interiors with all the comforts of home, a private deck and a location that puts the very best of the island right at your doorstep. For families looking for the pe
4341 Windswept Lakeside Woodland View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 5 guests
Rating 5 (19)
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
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!

99 Surfscoter Lane
House -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (60)
Experience the ultimate in luxury and breathtaking views from the comfort of this stunning 4 bedroom, 4.5 bathroom Vanderhorst Plantation luxury vacation home. Nestled on the shores of Bufflehead Pond and alongside the fairways of the Osprey Golf Course, 122 Bufflehead comfortably accommodates up to 10 guests in a spacious and exceptionally maintai
122 Bufflehead Drive
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 10 guests
Rating 5 (12)
Welcome to 459 Oceanwoods Cottage, a masterfully reimagined coastal sanctuary on Kiawah Island located just steps from the sand. Having just undergone a meticulous, top-to-bottom custom renovation, this exquisite home trades ordinary beach accommodations for sophisticated "Lowcountry Luxe" design. Every detail has been elevated with high-end archit
459 Oceanwoods Cottage
Villa -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
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
165 Marsh Hawk Lane
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
Rating 5 (5)
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
Rating 5 (21)
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
Rating 5 (40)

Tell us what you're looking for and someone will contact you with available options.

I agree