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  1. COTTAGE
    Resort Villa 4143 Night Heron Cottage

    Resort Villa 4143 Night Heron Cottage

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $285 to $413/night

  2. HOUSE
    120 Conifer Lane Home

    120 Conifer Lane Home

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $354 to $501/night

  3. VILLA
    Resort Villa 2163 Shipwatch Premier

    Resort Villa 2163 Shipwatch Premier

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $233 to $361/night

  4. HOUSE
    509 Ruddy Turnstone Home

    509 Ruddy Turnstone Home

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $361 to $553/night

  5. HOUSE
    Resort Home 298 Surfsong Kiawah

    Resort Home 298 Surfsong Kiawah

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $465 to $587/night

  6. VILLA
    Resort Villa 1314 Fairway Oaks

    Resort Villa 1314 Fairway Oaks

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $238 to $349/night

  7. VILLA
    2176 Shipwatch Villa

    2176 Shipwatch Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $233 to $361/night

  8. VILLA
    4407 Windswept Villa

    4407 Windswept Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $192 to $285/night

  9. VILLA
    Resort Villa 4595 Parkside Deluxe

    Resort Villa 4595 Parkside Deluxe

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $256 to $366/night

  10. COTTAGE
    4183 Night Heron Cottage

    4183 Night Heron Cottage

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $256 to $366/night

  11. VILLA
    1417 Courtside Deluxe Villa

    1417 Courtside Deluxe Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $157 to $238/night

  12. HOUSE
    Marsh Hawk Lane 180

    Marsh Hawk Lane 180

    Kiawah Island, SC

    FREE CANCELLATION

    $200 to $608/night

  13. VILLA
    Duneside 1108

    Duneside 1108

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $459 to $1,306/night

  14. VILLA
    Windswept 4421

    Windswept 4421

    Kiawah Island, SC

    FREE CANCELLATION

    $231 to $648/night

  15. HOUSE
    Inlet Cove 9

    Inlet Cove 9

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $242 to $722/night

  16. HOUSE
    Low Oak Woods 353

    Low Oak Woods 353

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $473 to $1,448/night

  17. VILLA
    Parkside 4553

    Parkside 4553

    Kiawah Island, SC

    FREE CANCELLATION

    $225 to $641/night

  18. VILLA
    Courtside 1412

    Courtside 1412

    Kiawah Island, SC

    FREE CANCELLATION

    $130 to $387/night

  19. HOUSE
    Glen Abbey 236

    Glen Abbey 236

    Kiawah Island, SC

    FREE CANCELLATION

    $341 to $1,026/night

  20. VILLA
    Tennis Club 4709

    Tennis Club 4709

    Kiawah Island, SC

    FREE CANCELLATION

    $216 to $603/night

  21. HOUSE
    Oceanwoods 470

    Oceanwoods 470

    Kiawah Island, SC

    FREE CANCELLATION

    $191 to $579/night

  22. VILLA
    Seascape 3550

    Seascape 3550

    Kiawah Island, SC

    FREE CANCELLATION

    $281 to $866/night

  23. HOUSE
    Sparrow Pond 1071

    Sparrow Pond 1071

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $152 to $498/night

  24. VILLA
    Fairway Oaks 1367

    Fairway Oaks 1367

    Kiawah Island, SC

    FREE CANCELLATION

    $150 to $467/night

  25. HOUSE
    Amaranth Road 417

    Amaranth Road 417

    Kiawah Island, SC

    FREE CANCELLATION

    $422 to $1,288/night

  26. VILLA
    Windswept 4464

    Windswept 4464

    Kiawah Island, SC

    FREE CANCELLATION

    $641 to $1,851/night

  27. VILLA
    Mariner's Watch 4264

    Mariner's Watch 4264

    Kiawah Island, SC

    FREE CANCELLATION

    $130 to $387/night

  28. VILLA
    Windswept 4430

    Windswept 4430

    Kiawah Island, SC

    FREE CANCELLATION

    $299 to $854/night

  29. VILLA
    Mariner's Watch 4255

    Mariner's Watch 4255

    Kiawah Island, SC

    FREE CANCELLATION

    $130 to $392/night

  30. VILLA
    Turtle Point 4943

    Turtle Point 4943

    Kiawah Island, SC

    FREE CANCELLATION

    $172 to $493/night

  31. HOUSE
    Inlet Cove 32

    Inlet Cove 32

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $225 to $641/night

  32. HOUSE
    Sparrow Pond 1081

    Sparrow Pond 1081

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $199 to $608/night

  33. HOUSE
    Luxe 3BR w/ Stunning Marsh Views

    Luxe 3BR w/ Stunning Marsh Views

    Kiawah Island, SC

    FREE CANCELLATION

    $387 to $725/night

  34. HOUSE
    Cotton Hall 45

    Cotton Hall 45

    Kiawah Island, SC

    FREE CANCELLATION

    $326 to $930/night

  35. VILLA
    Windswept 5125

    Windswept 5125

    Kiawah Island, SC

    FREE CANCELLATION

    $281 to $854/night

  36. VILLA
    Windswept 4303

    Windswept 4303

    Kiawah Island, SC

    FREE CANCELLATION

    $255 to $591/night

  37. VILLA
    Mariner's Watch 4266

    Mariner's Watch 4266

    Kiawah Island, SC

    FREE CANCELLATION

    $130 to $387/night

  38. CONDOMINIUM
    1364 Fairway Oaks Condo

    1364 Fairway Oaks Condo

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $204 to $320/night

  39. VILLA
    1365 Fairway Oaks Villa

    1365 Fairway Oaks Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $285 to $390/night

  40. HOUSE
    Resort Home 595 Oyster Rake Home

    Resort Home 595 Oyster Rake Home

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $354 to $501/night

  41. HOUSE
    Resort Home 21 Greensward

    Resort Home 21 Greensward

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $354 to $501/night

  42. VILLA
    4904 Turtle Point Villa

    4904 Turtle Point Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $244 to $378/night

  43. VILLA
    Resort Villa 4279 Mariner's Watch

    Resort Villa 4279 Mariner's Watch

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $169 to $250/night

  44. HOUSE
    Resort Home 139 Red Cedar Vanderhorst

    Resort Home 139 Red Cedar Vanderhorst

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $465 to $587/night

  45. VILLA
    Resort Villa 2366 Shipwatch

    Resort Villa 2366 Shipwatch

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $268 to $418/night

  46. COTTAGE
    4177 Night Heron Cottage

    4177 Night Heron Cottage

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $285 to $413/night

  47. VILLA
    4903 Turtle Point Villa

    4903 Turtle Point Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $244 to $378/night

  48. VILLA
    2478 Shipwatch Villa

    2478 Shipwatch Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $204 to $320/night

  49. COTTAGE
    4145 Night Heron Cottage

    4145 Night Heron Cottage

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $285 to $413/night

  50. VILLA
    4514 East Beach Village

    4514 East Beach Village

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $244 to $378/night

  51. HOUSE
    Resort Home 26 Greensward

    Resort Home 26 Greensward

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $361 to $553/night

  52. VILLA
    4224 Mariner's Watch

    4224 Mariner's Watch

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $192 to $285/night

  53. VILLA
    1119 Duneside Renovated Villa

    1119 Duneside Renovated Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $384 to $599/night

  54. VILLA
    1316 Fairway Oaks Villa

    1316 Fairway Oaks Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $273 to $396/night

  55. CONDOMINIUM
    4779 Tennis Club Condo

    4779 Tennis Club Condo

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $192 to $285/night

  56. CONDOMINIUM
    Resort Villa 6010 Maritime Dolphin Way

    Resort Villa 6010 Maritime Dolphin Way

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $529 to $768/night

  57. VILLA
    4908 Turtle Point Villa

    4908 Turtle Point Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $216 to $332/night

  58. VILLA
    477 Fiddlers Deluxe Villa

    477 Fiddlers Deluxe Villa

    Kiawah Island, SC

    FREE CANCELLATION

    0/night

  59. HOUSE
    Resort Home 50 Cotton Hall

    Resort Home 50 Cotton Hall

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $465 to $587/night

  60. HOUSE
    Resort Home 105 Pleasant Valley

    Resort Home 105 Pleasant Valley

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $565 to $710/night

  61. HOUSE
    Surfscoter 123

    Surfscoter 123

    Kiawah Island, SC

    FREE CANCELLATION

    $453 to $1,379/night

  62. HOUSE
    Sparrow Pond 1042

    Sparrow Pond 1042

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $254 to $737/night

  63. HOUSE
    Marsh Hawk Lane 165

    Marsh Hawk Lane 165

    Kiawah Island, SC

    FREE CANCELLATION

    $200 to $608/night

  64. HOUSE
    Oceanwoods 424

    Oceanwoods 424

    Kiawah Island, SC

    FREE CANCELLATION

    $224 to $579/night

  65. VILLA
    Windswept 4327

    Windswept 4327

    Kiawah Island, SC

    FREE CANCELLATION

    $281 to $854/night

  66. VILLA
    Windswept 4309

    Windswept 4309

    Kiawah Island, SC

    FREE CANCELLATION

    $281 to $854/night

  67. VILLA
    Windswept 5141

    Windswept 5141

    Kiawah Island, SC

    FREE CANCELLATION

    $537 to $1,673/night

  68. HOUSE
    Turnberry Lane 127

    Turnberry Lane 127

    Kiawah Island, SC

    FREE CANCELLATION

    $561 to $1,394/night

  69. HOUSE
    Atlantic Beach 35

    Atlantic Beach 35

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $598 to $1,954/night

  70. VILLA
    Tennis Club 4773

    Tennis Club 4773

    Kiawah Island, SC

    FREE CANCELLATION

    $171 to $533/night

  71. HOUSE
    Inlet Cove 41

    Inlet Cove 41

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $220 to $641/night

  72. HOUSE
    Ocean Green 18

    Ocean Green 18

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $493 to $1,408/night

  73. VILLA
    Tennis Club 4731

    Tennis Club 4731

    Kiawah Island, SC

    FREE CANCELLATION

    $140 to $440/night

  74. VILLA
    Mariner's Watch 4288

    Mariner's Watch 4288

    Kiawah Island, SC

    FREE CANCELLATION

    $301 to $386/night

  75. VILLA
    Turtle Cove 4809

    Turtle Cove 4809

    Kiawah Island, SC

    FREE CANCELLATION

    $150 to $467/night

  76. HOUSE
    Silvermoss Circle 9

    Silvermoss Circle 9

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $422 to $1,255/night

  77. VILLA
    Tennis Club 4762

    Tennis Club 4762

    Kiawah Island, SC

    FREE CANCELLATION

    $150 to $448/night

  78. VILLA
    Parkside 4587

    Parkside 4587

    Kiawah Island, SC

    FREE CANCELLATION

    $211 to $641/night

  79. VILLA
    Parkside 4579

    Parkside 4579

    Kiawah Island, SC

    FREE CANCELLATION

    $225 to $641/night

  80. VILLA
    Mariner's Watch 4204

    Mariner's Watch 4204

    Kiawah Island, SC

    FREE CANCELLATION

    $392 to $1,108/night

  81. HOUSE
    Inlet Cove 66

    Inlet Cove 66

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $225 to $641/night

  82. VILLA
    Seascape 3510

    Seascape 3510

    Kiawah Island, SC

    FREE CANCELLATION

    $303 to $866/night

  83. VILLA
    Beach Townhouse 4

    Beach Townhouse 4

    Kiawah Island, SC

    FREE CANCELLATION

    $598 to $1,185/night

  84. HOUSE
    Inlet Cove 23

    Inlet Cove 23

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $225 to $641/night

  85. HOUSE
    Gated 5BR w/ Private Pool- Beaches, Playground

    Gated 5BR w/ Private Pool- Beaches, Playground

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $298 to $713/night

  86. VILLA
    Fairway Oaks 1363

    Fairway Oaks 1363

    Kiawah Island, SC

    FREE CANCELLATION

    $150 to $467/night

  87. VILLA
    Shipwatch 2373

    Shipwatch 2373

    Kiawah Island, SC

    FREE CANCELLATION

    $150 to $455/night

  88. VILLA
    4539 Parkside Deluxe Villa

    4539 Parkside Deluxe Villa

    Kiawah Island, SC

    Pool Pets OK
    FREE CANCELLATION

    $256 to $366/night

  89. VILLA
    5510 Turtle Point Villa

    5510 Turtle Point Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $175 to $273/night

  90. CONDOMINIUM
    4510 Parkside Beach Retreat Condo

    4510 Parkside Beach Retreat Condo

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $175 to $273/night

  91. HOUSE
    Resort Home 121 Bobcat Kiawah

    Resort Home 121 Bobcat Kiawah

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $465 to $587/night

  92. VILLA
    Resort Villa 4805 Turtle Cove

    Resort Villa 4805 Turtle Cove

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $285 to $413/night

  93. VILLA
    4981 Turtle Point Villa

    4981 Turtle Point Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $175 to $273/night

  94. HOUSE
    Resort Home 81 Surfsong Kiawah

    Resort Home 81 Surfsong Kiawah

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $703 to $896/night

  95. VILLA
    1405 Courtside Villa

    1405 Courtside Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $157 to $238/night

  96. HOUSE
    Resort Home 48 Eugenia Avenue

    Resort Home 48 Eugenia Avenue

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $582 to $693/night

  97. VILLA
    4402 Windswept Villa

    4402 Windswept Villa

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $192 to $285/night

  98. HOUSE
    Resort Home 2 Greensward Kiawah

    Resort Home 2 Greensward Kiawah

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $354 to $501/night

  99. COTTAGE
    4179 Night Heron Cottage

    4179 Night Heron Cottage

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $256 to $366/night

  100. HOUSE
    412 Amaranth Kiawah Home

    412 Amaranth Kiawah Home

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $396 to $605/night

  101. HOUSE
    Inlet Cove 11

    Inlet Cove 11

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $225 to $641/night

  102. HOUSE
    Atlantic Beach 38

    Atlantic Beach 38

    Kiawah Island, SC

    Pool Hot Tub
    FREE CANCELLATION

    $654 to $1,966/night

  103. HOUSE
    Green Winged Teal 376

    Green Winged Teal 376

    Kiawah Island, SC

    FREE CANCELLATION

    $264 to $614/night

  104. VILLA
    Tennis Club 4651

    Tennis Club 4651

    Kiawah Island, SC

    FREE CANCELLATION

    $140 to $440/night

  105. HOUSE
    Glossy Ibis 768

    Glossy Ibis 768

    Kiawah Island, SC

    FREE CANCELLATION

    $252 to $722/night

  106. VILLA
    Seascape 3522

    Seascape 3522

    Kiawah Island, SC

    FREE CANCELLATION

    $130 to $387/night

  107. VILLA
    Windswept 5142

    Windswept 5142

    Kiawah Island, SC

    FREE CANCELLATION

    $641 to $1,851/night

  108. VILLA
    Fairway Oaks 1305

    Fairway Oaks 1305

    Kiawah Island, SC

    FREE CANCELLATION

    $180 to $562/night

  109. VILLA
    Mariner's Watch 4211

    Mariner's Watch 4211

    Kiawah Island, SC

    FREE CANCELLATION

    $313 to $1,475/night

  110. VILLA
    Mariner's Watch 4267

    Mariner's Watch 4267

    Kiawah Island, SC

    FREE CANCELLATION

    $140 to $387/night

  111. HOUSE
    Palm Warbler 321

    Palm Warbler 321

    Kiawah Island, SC

    FREE CANCELLATION

    $312 to $598/night

  112. HOUSE
    Atlantic Beach 27

    Atlantic Beach 27

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $513 to $1,544/night

  113. HOUSE
    Surfsong 1

    Surfsong 1

    Kiawah Island, SC

    FREE CANCELLATION

    $406 to $1,046/night

  114. VILLA
    Turtle Cove 5543

    Turtle Cove 5543

    Kiawah Island, SC

    FREE CANCELLATION

    $150 to $467/night

  115. COTTAGE
    3BR w/ Sunny Deck & Screened Porch, Walk to Beach

    3BR w/ Sunny Deck & Screened Porch, Walk to Beach

    Kiawah Island, SC

    FREE CANCELLATION

    $207 to $485/night

  116. VILLA
    Turtle Cove 5552

    Turtle Cove 5552

    Kiawah Island, SC

    FREE CANCELLATION

    $130 to $387/night

  117. VILLA
    Fairway Oaks 1339

    Fairway Oaks 1339

    Kiawah Island, SC

    FREE CANCELLATION

    $150 to $467/night

  118. VILLA
    Turtle Point 4926

    Turtle Point 4926

    Kiawah Island, SC

    FREE CANCELLATION

    $191 to $579/night

  119. VILLA
    Windswept 4456

    Windswept 4456

    Kiawah Island, SC

    FREE CANCELLATION

    $352 to $1,068/night

  120. HOUSE
    Conifer Lane 134

    Conifer Lane 134

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $412 to $1,247/night

  121. HOUSE
    Oceanwoods 485

    Oceanwoods 485

    Kiawah Island, SC

    FREE CANCELLATION

    $191 to $579/night

  122. VILLA
    Mariner's Watch 4205

    Mariner's Watch 4205

    Kiawah Island, SC

    FREE CANCELLATION

    $372 to $1,108/night

  123. VILLA
    Fairway Oaks 1380

    Fairway Oaks 1380

    Kiawah Island, SC

    FREE CANCELLATION

    $160 to $467/night

  124. VILLA
    Shipwatch 2273

    Shipwatch 2273

    Kiawah Island, SC

    FREE CANCELLATION

    $150 to $455/night

  125. VILLA
    Windswept 4433

    Windswept 4433

    Kiawah Island, SC

    FREE CANCELLATION

    $301 to $854/night

  126. VILLA
    Turtle Point 4965

    Turtle Point 4965

    Kiawah Island, SC

    FREE CANCELLATION

    $186 to $457/night

  127. VILLA
    Windswept Woodlands 4334

    Windswept Woodlands 4334

    Kiawah Island, SC

    FREE CANCELLATION

    $140 to $440/night

  128. VILLA
    Windswept 5109

    Windswept 5109

    Kiawah Island, SC

    FREE CANCELLATION

    $382 to $1,068/night

  129. VILLA
    Seascape 3559

    Seascape 3559

    Kiawah Island, SC

    FREE CANCELLATION

    $402 to $1,165/night

  130. HOUSE
    Ocean Course Drive 1

    Ocean Course Drive 1

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $744 to $2,268/night

  131. HOUSE
    Sparrow Pond 1015

    Sparrow Pond 1015

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $211 to $646/night

  132. VILLA
    Windswept 5119

    Windswept 5119

    Kiawah Island, SC

    FREE CANCELLATION

    $241 to $747/night

  133. HOUSE
    Sparrow Pond 1031

    Sparrow Pond 1031

    Kiawah Island, SC

    Pool
    FREE CANCELLATION

    $211 to $646/night

  134. VILLA
    Windswept Woodlands 4338

    Windswept Woodlands 4338

    Kiawah Island, SC

    FREE CANCELLATION

    $141 to $425/night

  135. VILLA
    Shipwatch 2173

    Shipwatch 2173

    Kiawah Island, SC

    FREE CANCELLATION

    $141 to $402/night