Vacation Rentals in Kiawah Island, South Carolina

50 Properties Available

Showstopping Oceanfront Home with Pool,  Featured in Southern Living Private vacation home
Showstopping Oceanfront Home with Pool, Featured in Southern Living
$4561 / night
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Ocean, golf and lagoon views, complete renovation luxury home Private vacation home
Ocean, golf and lagoon views, complete renovation luxury home
$2725 / night
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14 Royal Beach Drive by Akers Ellis Rentals Private vacation home
14 Royal Beach Drive by Akers Ellis Rentals
$2665 / night
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6 BEDROOM Home on Eugenia, Private Pool, 100 yards to Beach! Private vacation home
6 BEDROOM Home on Eugenia, Private Pool, 100 yards to Beach!
$2651 / night
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Modern Luxury in Kiawah: Walk To Beach, Private Pool And Hot Tub! Private vacation home
Modern Luxury in Kiawah: Walk To Beach, Private Pool And Hot Tub!
$2316 / night
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Oceanfront Surfsong Road: Pool, Oceanview, Boardwalk to Beach! Ideal Kiawah LUXURY! Private vacation home
Oceanfront Surfsong Road: Pool, Oceanview, Boardwalk to Beach! Ideal Kiawah LUXURY!
$2255 / night
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24B Eugenia Avenue by Akers Ellis Rentals Private vacation home
24B Eugenia Avenue by Akers Ellis Rentals
$2192 / night
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19 Eugenia: Oceanfront, 6BR Fully Renovated Home, Credit for Bikes\/Beach Gear Private vacation home
19 Eugenia: Oceanfront, 6BR Fully Renovated Home, Credit for Bikes\/Beach Gear
$1968 / night
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Brand new renovation, right across the street from the beach, private pool Private vacation home
Brand new renovation, right across the street from the beach, private pool
$1888 / night
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279 Doral Open: 5BR Home, Pool & Spa, Golf Views, Beach Gear\/Bike Credit Private vacation home
279 Doral Open: 5BR Home, Pool & Spa, Golf Views, Beach Gear\/Bike Credit
$1806 / night
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113 Blue Heron Pond Road by Akers Ellis Rentals Private vacation home
113 Blue Heron Pond Road by Akers Ellis Rentals
$1760 / night
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2 Nicklaus Lane by Akers Ellis Rentals Private vacation home
2 Nicklaus Lane by Akers Ellis Rentals
$1669 / night
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108 Goldeneye Drive by Akers Ellis Rentals Private vacation home
108 Goldeneye Drive by Akers Ellis Rentals
$1554 / night
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63 Persimmon Court by Akers Ellis Rentals Private vacation home
63 Persimmon Court by Akers Ellis Rentals
$1553 / night
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Oceanfront 4BR Retreat - Great for 3-4 Couples Villa
Oceanfront 4BR Retreat - Great for 3-4 Couples
$1517 / night
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1 Airy Hall by Akers Ellis Rentals Private vacation home
1 Airy Hall by Akers Ellis Rentals
$1380 / night
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340 Low Oak Woods Road by Akers Ellis Rentals Private vacation home
340 Low Oak Woods Road by Akers Ellis Rentals
$1369 / night
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302 Ocean Oaks: 5 Bedrooms, Pool & Spa, Marsh Views, Bikes\/Beach Gear Credit Private vacation home
302 Ocean Oaks: 5 Bedrooms, Pool & Spa, Marsh Views, Bikes\/Beach Gear Credit
$1353 / night
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Spacious Luxury Home! Private POOL and Marsh Views! Private vacation home
Spacious Luxury Home! Private POOL and Marsh Views!
$1335 / night
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Immaculate new Rhett's Bluff property Private vacation home
Immaculate new Rhett's Bluff property
$1325 / night
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4464 Windswept Gorgeous renovated 3 Bedroom 3 Bath Oceanview\/Beachview PENTHOUSE Condo
4464 Windswept Gorgeous renovated 3 Bedroom 3 Bath Oceanview\/Beachview PENTHOUSE
$1323 / night
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AMAZING Luxury Home with Private Pool and Dock! Private vacation home
AMAZING Luxury Home with Private Pool and Dock!
$1290 / night
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New Listing! Crown Jewel Luxury Home, private pool, golf view, 5 min to beach Private vacation home
New Listing! Crown Jewel Luxury Home, private pool, golf view, 5 min to beach
$1283 / night
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Great outdoor space in Cypress Point Cottage
Great outdoor space in Cypress Point
$1272 / night
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24 Surfsong: 5BR Beach House, Private Boardwalk, Beach Gear\/Bike Credit Private vacation home
24 Surfsong: 5BR Beach House, Private Boardwalk, Beach Gear\/Bike Credit
$1236 / night
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New home in popular Indigo Park Private vacation home
New home in popular Indigo Park
$1228 / night
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11 Atlantic Beach Court by Akers Ellis Rentals Private vacation home
11 Atlantic Beach Court by Akers Ellis Rentals
$1210 / night
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4BR Oceanfront, Pure Luxury - Love Kiawah? Love Your Accommodations Too! Villa
4BR Oceanfront, Pure Luxury - Love Kiawah? Love Your Accommodations Too!
$1207 / night
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Rare 8 BR, perfect for family gatherings Private vacation home
Rare 8 BR, perfect for family gatherings
$1200 / night
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Expansive Vanderhorst 6Bd Home-- 81 Wax Myrtle Private vacation home
Expansive Vanderhorst 6Bd Home-- 81 Wax Myrtle
$1199 / night
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27 Marsh Wren: 4BR Home, Private Pool, Scenic Marsh Views, Bike to Beach Private vacation home
27 Marsh Wren: 4BR Home, Private Pool, Scenic Marsh Views, Bike to Beach
$1166 / night
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Spacious Ocean Park Estate w/ lagoon views, private pool, hot tub, screened porch Private vacation home
Spacious Ocean Park Estate w/ lagoon views, private pool, hot tub, screened porch
$1157 / night
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115 Bufflehead Drive by Akers Ellis Rentals Private vacation home
115 Bufflehead Drive by Akers Ellis Rentals
$1139 / night
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414 Amaranth Road by Akers Ellis Rentals Private vacation home
414 Amaranth Road by Akers Ellis Rentals
$1122 / night
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New to Rental Market! Stunning home in perfect, central location Cottage
New to Rental Market! Stunning home in perfect, central location
$1063 / night
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45 Muirfield Lane by Akers Ellis Rentals Private vacation home
45 Muirfield Lane by Akers Ellis Rentals
$1048 / night
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1102 Duneside Villa by Akers Ellis Rentals Condo
1102 Duneside Villa by Akers Ellis Rentals
$1044 / night
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319 Palm Warbler Road by Akers Ellis Rentals Private vacation home
319 Palm Warbler Road by Akers Ellis Rentals
$1012 / night
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4427 Windswept Villa by Akers Ellis Rentals Condo
4427 Windswept Villa by Akers Ellis Rentals
$1009 / night
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New to rental market, quiet location, spacious Private vacation home
New to rental market, quiet location, spacious
$1006 / night
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7 Atlantic Beach: Community Pool, 2 Min Walk to Beach, Beach Gear\/Bike Credit Private vacation home
7 Atlantic Beach: Community Pool, 2 Min Walk to Beach, Beach Gear\/Bike Credit
$1005 / night
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228 Sea Marsh Drive by Akers Ellis Rentals Private vacation home
228 Sea Marsh Drive by Akers Ellis Rentals
$1002 / night
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133 Governors Drive by Akers Ellis Rentals Private vacation home
133 Governors Drive by Akers Ellis Rentals
$975 / night
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3BR3BA Luxury Turtle Point Townhouse On Lagoon & 18th Fairway Villa
3BR3BA Luxury Turtle Point Townhouse On Lagoon & 18th Fairway
$963 / night
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Renovated golf course home close to the beach Private vacation home
Renovated golf course home close to the beach
$962 / night
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Kiawah Exclusives | 193 Ryder Cup | Dog Friendly Private vacation home
Kiawah Exclusives | 193 Ryder Cup | Dog Friendly
$960 / night
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Luxury 4BD on Kiawah w\/ Chef's Kitchen, Private Pool + Hot Tub Private vacation home
Luxury 4BD on Kiawah w\/ Chef's Kitchen, Private Pool + Hot Tub
$940 / night
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150 Yards To The Beach! Book early for 2027! Weekly Discount! Private vacation home
150 Yards To The Beach! Book early for 2027! Weekly Discount!
$928 / night
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Brand new pool, central location Private vacation home
Brand new pool, central location
$925 / night
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322 Glen Eagle Court by Akers Ellis Rentals Private vacation home
322 Glen Eagle Court by Akers Ellis Rentals
$917 / night
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