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 81 properties available
Discover the ultimate getaway in this exquisite five-bedroom,4-bathroom vacation home located in the prestigious Vanderhorst Plantation. With its expansive interiors bathed in natural light from stunning large paned windows, this home is designed for comfort and relaxation. Enjoy seamless access to Kiawah Island's breathtaking 10-mile beach and a v
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! 


137 Red Cedar Lane
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (3)
239 Glen Abbey is a quaint 4 bedroom, 3 bathroom Kiawah Island golf course home on the fairways of the Turtle Point Golf Course in the Vanderhorst Plantation, only a short walk to beach access. This vacation home boasts 2,540 sq feet of beautifully appointed coastal interiors, a screened porch, a spacious outdoor deck with a BBQ grill and fairway v
239 Glen Abbey
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (8)
21 Surfsong is a single story 3 Bedroom, 3 Bathroom private vacation home in the Vanderhorst Plantation on Kiawah Island. This home offers 3,100 sq feet of classic interiors and an expansive private deck overlooking Canvasback Lagoon for sunning, entertaining or alfresco BBQ dining, only a short 2-minute stroll from the beach! The bright and elega
21 Surfsong Road
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (40)
2476 Shipwatch is a 1 bedroom, 1 bathroom oceanfront villa in the popular West Beach neighborhood with inviting interiors, sweeping ocean views and beach access directly from the building to Kiawah Island’s miles of pristine beaches. This oceanfront villa is well-appointed with an open layout offering wonderful morning sun and natural light throu
2476 Shipwatch Oceanfront Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (117)
Just prior to the first guard gate is a quiet Kiawah neighborhood, literally off the beaten path. As you take a right past the old General Store, this private enclave of cottages sits right along the banks of the Kiawah River. Inlet Cove Cottages are a hidden jewel, complete with a community pool, dock, and its own secluded walkway to the beach. Th
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! 


105 Inlet Cove Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (62)
Beautiful 43 Muirfield Ln is a 5 bedroom, 5 bathroom home in the popular Atlantic Beach neighborhood, just two doors down from the Turtle Beach community pool and a short 3 minute walk to the beach. This spacious 2,973 sq ft Kiawah Island vacation home boasts timeless interiors, exceptional Lowcountry outdoor living, tranquil lagoon views from th
43 Muirfield Ln
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 11 guests
Rating 5 (18)
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)
4470 Windswept Villas is a wonderful, completely updated and beautifully maintained 1 bedroom, 1.5 bathroom Kiawah Island villa just steps from the ocean in East Beach Village. A short walk or bike ride and you’re soaking up the sun, teeing off on world-class golf courses and enjoying family friendly island activities on Kiawah. This first floor v
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! 


4470 Windswept Villa Woodland View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Half Bathroom 1 Half bath
Guests 2 guests
Rating 4.9 (59)
Enjoy this well maintained first floor 2 bedroom, 2 bathroom Tennis Club Villa close to the beach, Night Heron Park, The Sanctuary and the award-winning Roy Barth Tennis facilities in East Beach, Kiawah Island. The beach is a short 6 minute walk or 2 minute bike ride away! This Tennis Club Villa has an open plan layout with lots of natural light a
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! 


4741 Tennis Club Villa Wooded View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (31)
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
1104 Duneside Oceanfront Villa
Villa -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 8 guests
Rating 4.9 (91)
3554 Seascape is a spacious 3 bedroom, 3 bathroom, first floor end unit offering beautiful interiors, oceanfront views and direct access to the beach from your covered deck! This bright and airy upscale Seascape oceanfront villa offers an open floor plan with beautiful hardwood flooring, high end furnishings and modern finishes throughout. The li
3554 Seascape Oceanfront Villa
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (66)
4176 Night Heron is an inviting 1,300 sq ft vacation rental cottage in the heart of Kiawah Island, close to Night Heron Park, a short bike ride or scenic walk to the beach, and centrally located to enjoy the best shopping, dining and activities on Kiawah Island. This Cottage has 3 bedrooms and accommodates up to 6 guests. This spacious Night Hero
4176 Night Heron Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (36)

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