Charleston's Islands Luxury Vacation Rentals

A stay in a luxury vacation rental in Charleston's Islands completes a visit to a region known for its genteel spirit and genuine Southern charm. Wyndham Vacation Rentals offers luxury homes in Charleston's leading resort areas of Seabrook Island, Kiawah Island and Isle of Palms.

Wyndham Vacation Rentals features upscale vacation homes overlooking championship golf courses, luxury oceanfront rentals on some of the East Coast’s most pristine beaches, and properties with access to horseback riding, golf and tennis privileges.

Many of our luxury vacation rentals in Charleston’s Islands offer amenities such as private heated pools and hot tubs, game rooms with billiards, spacious gourmet kitchens and multiple master suites. Elegant accents include hardwood floors, crown moldings and Travertine tile work.

Gated communities on Charleston’s resort islands of Kiawah and Seabrook, along with the Wild Dunes community on the Isle of Palms, offer luxury vacation homes with exclusive amenities and unparalleled privacy for a most enjoyable vacation experience.

Explore the list of luxury vacation rentals on Charleston’s Islands, and then reserve your resort island escape with Wyndham Vacation Rentals.

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Display: 61 Results
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Filters: Luxury Rentals
Royal Pine 2104

Seabrook Island, South Carolina
Bedrooms: 5
Extra Sleeping Area: Other
Baths: 3 Full + 1 Half
Type: Home
Sleeps: 12
Proximity: Drive to Beach
View: Wooded View

Club Pools & Amenity Card Access Available for a Fee

53rd Avenue 7

Isle of Palms, South Carolina
Bedrooms: 6
Baths: 6 Full + 1 Half
Type: Home
Sleeps: 12
Proximity: Walk to Beach
View: Ocean View

Private Pool

Glen Eagle 317

Kiawah Island, South Carolina
Bedrooms: 5
Baths: 5 Full
Type: Home
Sleeps: 10
Proximity: Bike to Beach
View: Golf Course View

Private Pool

Palm Boulevard 4003

Isle of Palms, South Carolina
Bedrooms: 6
Baths: 5 Full + 1 Half
Type: Home
Sleeps: 12
Proximity: Across the Street from Beach
View: Oceanside

Private Pool

Carolina Boulevard 1002

Isle of Palms, South Carolina
Bedrooms: 8
Baths: 8 Full
Type: Home
Sleeps: 18
Proximity: Walk to Beach
View: Partial Ocean View

Private Pool

Beachcomber Run 3609

Seabrook Island, South Carolina
Bedrooms: 4
Baths: 3 Full + 2 Half
Type: Home
Sleeps: 8
Proximity: Walk to Beach
View: Partial Ocean View

Club Pools & Amenity Card Access Available for a Fee

Hooded Merganser 142

Kiawah Island, South Carolina
Bedrooms: 4
Extra Sleeping Area: Other
Baths: 5 Full + 1 Half
Type: Home
Sleeps: 10
Proximity: Drive to Beach
View: Golf/Lagoon View

Pavilion Place 9

Isle of Palms, South Carolina
Bedrooms: 6
Baths: 4 Full + 1 Half
Type: Home
Sleeps: 12
Proximity: Walk to Beach
View: Partial Ocean View

Free Community Pool!

Abalone Alley 13

Isle of Palms, South Carolina
Bedrooms: 5
Baths: 6 Full
Type: Home
Sleeps: 14
Proximity: Walk to Beach
View: Community View

Hartnett Boulevard 2504

Isle of Palms, South Carolina
Bedrooms: 5
Baths: 5 Full + 1 Half
Type: Home
Sleeps: 12
Proximity: Walk to Beach
View: Pool View

Private Pool

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Charleston Administrative Office:
554 Freshfields Lane
Johns Island, SC 29455
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© 2012 Wyndham Vacation Rentals North America, LLC. Wyndham Vacation Rentals and related marks are registered trademarks and/or service marks in the United States and internationally. All rights reserved.
Destinations and travel times are subject to availability and confirmed on a first come, first served basis. Price includes only accommodations and specifically excludes travel costs and other expenses that may be incurred. Price are based in U.S. dollars (USD), and do not include tax. Promotional discounts may not apply to all properties. Offer may not be combined with any other promotion, discount, or coupon. Other restrictions may apply. Offer void where prohibited by law.