Vacation Rentals · Charleston, SC
Vacation Rentals Kiawah Island SC
Vacation Rentals Kiawah Island SC help travelers compare location, access, and trip style before choosing a home base. Kiawah Island is the coast's luxury retreat — ten miles of pristine beach threaded through maritime forest, world-famous golf, and villas where deer graze past the deck.
The Collection
Vacation Rentals in Kiawah
Inventory opening soon
No matching Kiawah Island homes are listed yet
We only show homes that match this location and feature combination; unrelated listings are never substituted. Join the guest list and we'll send the first matching property as soon as its calendar opens.
Join the Guest ListKiawah Island vacation rentals deliver the region's most polished coastal escape: the Ocean Course's windswept fairways, forty-plus miles of paved bike trails under the oaks, and a beach so broad at low tide it doubles as a cycling route. Forty-five minutes from downtown Charleston, Kiawah suits travelers who want resort-grade amenities with genuine seclusion — bobcats and herons outnumber crowds here.
Families build weeks around Night Heron Park and the island's nature programs; golfers pilgrimage for the courses; and everyone finds the rhythm of forest-to-beach mornings addictive. Freshfields Village at the island gate handles groceries, boutiques, and easy dinners. Join the guest list and we'll flag Kiawah calendars the moment they open.
Browse by feature
Features for Kiawah Island Vacation Rentals
Browse dedicated Kiawah Island vacation rental pages by the features travelers search for most, from pet-friendly and family-friendly stays to pools, waterfront settings, and group-ready homes where available.
Worth planning around
What to Do in Kiawah Island
The Ocean Course
Host of the 2021 PGA Championship
10 miles of beach
Hard-packed sand made for bikes
Maritime forest trails
40+ miles under the live oaks
Freshfields Village
Shops and dining at the island gate
Explore Kiawah Island from your front door
Restaurants, Bars & Things to Do in Kiawah Island
Around Kiawah Island
The Ocean Room
Steaks behind The Sanctuary's grand doors
The Ryder Cup Bar
Cocktails over the Ocean Course 18th
The Ocean Course
PGA Championship host on the dunes
Beachwalker Park
One of America's top-ranked beaches
Kiawah Bike Trails
30 miles of paths under the oaks
Night Heron Park
Nature center, playground, and seasonal family programs
Beachwalker Park Dog Access
Dog-friendly beach access with seasonal leash rules
Jasmine Porch
Southern brunch at The Sanctuary
Freshfields Village Café
Morning espresso at the village square
Frequently Asked Questions about Kiawah Island
What guests ask before booking a stay in Kiawah Island.
The Stay Holy City Regional Guide
The Stay Holy City Guide to Kiawah Island
Resort polish, wild edges
Kiawah Island is Charleston's luxury bookend — a gated barrier island thirty miles south of downtown where championship golf courses thread between maritime forest and ten miles of pristine beach. The Sanctuary hotel anchors the resort core, but the island's real character lives in the bike paths under the oaks, the alligators sunning on lagoon banks, and the dolphins that hunt the tidal creeks at dawn.
Beachwalker Park at the island's west end is consistently ranked among America's top beaches — wide, shell-strewn, and uncrowded even in peak summer because the gate limits access.
Golf, dining, and the outdoors
The Ocean Course hosted the 2021 PGA Championship and remains one of the country's most dramatic coastal layouts — every hole plays along or over the dunes. Off the links, thirty miles of paved bike trails wind through the forest, and the Kiawah River offers kayak routes into undeveloped marsh.
Dining leans upscale: The Ocean Room for steaks behind The Sanctuary's grand doors, Jasmine Porch for Southern brunch, and Freshfields Village (the commercial hub just outside the gate) for casual pizza and coffee.
Staying here
Our Kiawah homes offer the resort experience without the resort price — private pools, marsh views, and bike-to-beach convenience. Filter by pool or beach front, or join the guest list and we'll match you to the right villa.
Reserve · Kiawah Island
Book a Charleston, SC Vacation Rental
Join the guest list, tell us what you're dreaming of, and we'll match you to the right home the moment doors open.
Join the Guest List