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.

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

Monthly 1 Bedroom VILLAS

2476 Shipwatch

1 bed | 1 bath - sleeps 2

$3,300 + / month


4438 Windswept

1 bed | 1 bath - sleeps 2

$3,000 + / month


3536 Seascape

1 bed | 1 bath - sleeps 4

$2,700 + / month


4470 Windswept

1 bed | 1.5 bath - sleeps 2

$3,000 + / month


4418 Windswept

1 bed | 1 bath - sleeps 4

$3,500 + / month



Monthly 2 Bedroom VILLAS & COTTAGES

5110 Windswept

2 beds | 2 baths - Sleeps 4

$4,800 + / month


5107 Windswept

2 beds | 2 baths - Sleeps 6

$4,350 + / month


4365 Windswept Lakeside

2 BEDS | 2 BATHS - SLEEPS 4
$3,217 + / month


2375 Shipwatch

2 beds | 2 baths - sleeps 6

$3,600 + / month


5550 TURTLE COVE

2 beds | 2 baths - sleeps 6

$3,400 + / month


4809 TURTLE POINT

2 beds | 2 baths - sleeps 4

$3,300 + / month





Monthly 3 Bedroom VILLAS & COTTAGES

478 Oceanwoods

3 BEDS | 3 BATHS - SLEEPS 6

$6,000 + / month


3554 Seascape

3 BEDS | 3 BATHS - SLEEPS 6
$6,300 + / month


1063 SPARROW POND

3 BEDS | 3 BATHS - SLEEPS 6

$4,600 + / MONTH


1082 Sparrow Pond

3 BEDS | 3 BATHS - SLEEPS 6
$4,650 + / month


4942 Turtle Point

3 BEDS | 3 BATHS - SLEEPS 6
$3,900 + / month


Monthly Private Home Rentals

12 Falcon Point

5 BEDS | 4.5 BATHS - SLEEPS 10

$15,750 + / month


239 GLEN ABBEY

4 BEDS | 3 BATHS - SLEEPS 8

$7,000 + / month

*excludes the month of november


364 RED BAY

4 BEDS | 4.5 BATHS - SLEEPS 9

$7,500 + / month

363 Red Bay

4 BEDS | 3.5 BATHS - SLEEPS 10

$6,300 + / month


205 GLEN ABBEY

6 BEDS | 4.5 BATHS - SLEEPS 6

$12,500 + / month