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  1. $3,035 to $10,817/night

    Wailea Beach Villa B102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $2,811 to $9,600/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $1,846 to $5,683/night

    Halama Hale Private Home

    4 Bedrooms, 3.5 Bathrooms, Sleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  7. $1,096 to $4,770/night

    Wailea Beach Villa I503

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $1,038 to $3,625/night

    Wailea Beach Villa H202

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $998 to $1,406/night

    Kahana Outrigger #1A2

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  13. $989 to $2,836/night

    Honua Kai Konea 250

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $936 to $1,411/night

    Sands Of Kahana 384

    1 Bedroom, 3 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  17. $923 to $2,560/night

    Polo Beach Club 106

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $866 to $1,330/night

    Kahana Outrigger #2B1

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  21. $808 to $2,779/night

    Wailea Beach Villa J106

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $721 to $2,311/night

    Noelani 306

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $701 to $3,239/night

    Wailea Elua 2305

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $668 to $2,499/night

    Makena Surf B305

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $659 to $1,979/night

    Noelani 307

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $656 to $2,792/night

    Polo Beach Club 107

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $647 to $1,025/night

    Kahana Outrigger #4B2

    3 Bedrooms, 2 Bathrooms, Sleeps 9
    2 nights minstay
    FREE CANCELLATION
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  35. $630 to $840/night

    The Mahana #1204

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  37. $625 to $788/night

    The Mahana #1217

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  39. $625 to $1,072/night

    The Mahana #1205

    1 Bedroom, 2 Bathrooms, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
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  41. $621 to $1,116/night

    Kahana Sunset A7

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  43. $604 to $2,732/night

    Makena Surf F201

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $577 to $1,508/night

    Mana Kai #403

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  47. $554 to $1,672/night

    Mana Kai #705

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $536 to $1,374/night

    Mana Kai #307

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  51. $528 to $1,388/night

    Royal Mauian 206

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  53. $520 to $819/night

    Papakea #A109

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  55. $520 to $1,714/night

    Mana Kai #814

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
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  57. $520 to $1,924/night

    Wailea Elua 2303

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $519 to $1,260/night

    Mana Kai #203

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  61. $502 to $1,833/night

    Sands Of Kahana PH 381 3Bd/3Ba OF

    3 Bedrooms, 3 Bathrooms, Sleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $491 to $1,439/night

    Royal Mauian 512

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  65. $485 to $1,560/night

    Mana Kai #805

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  67. $474 to $1,306/night

    Sands Of Kahana 356

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  69. $473 to $940/night

    Sands Of Kahana 234

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  71. $467 to $1,338/night

    My Waii Beach Cottage

    1 Bedroom, 2 Bathrooms, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  73. $467 to $1,329/night

    Mana Kai #815

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  75. $458 to $1,475/night

    Royal Mauian 204

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  77. $438 to $1,254/night

    Sands of Kahana 281

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  79. $425 to $693/night

    Papakea #A201

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  81. $420 to $1,306/night

    Sands of Kahana 366

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  83. $420 to $761/night

    Royal Kahana #911

    2 Bedrooms, 2.5 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  85. $415 to $985/night

    Sands of Kahana 255

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  87. $415 to $710/night

    Papakea #F407

    2 Bedrooms, 1  Bathroom, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  89. $414 to $1,306/night

    Sands Of Kahana 215

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  91. $404 to $1,306/night

    Sands Of Kahana 272

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool Hot Tub
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  93. $404 to $1,099/night

    Mana Kai #303

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  95. $404 to $1,441/night

    Mana Kai #508

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  97. $404 to $1,048/night

    Maalaea Surf G8

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  99. $404 to $1,058/night

    Mana Kai #412

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  101. $404 to $1,120/night

    Maui Sunset B217

    2 Bedrooms, 2 Bathrooms, Sleeps 7
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  103. $403 to $1,289/night

    Kamaole Nalu 504

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  105. $394 to $735/night

    Hale Mahina #B403

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  107. $392 to $985/night

    Sands Of Kahana 334

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  109. $386 to $815/night

    Sands of Kahana 282 2 Bedroom Condo

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  111. $375 to $925/night

    Kihei Surfside 506

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  113. $375 to $945/night

    Kihei Surfside 412

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  115. $359 to $985/night

    Sands Of Kahana 353

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  117. $353 to $1,271/night

    Kamaole Nalu 402

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  119. $343 to $1,174/night

    Luana Kai D301

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  121. $340 to $1,023/night

    Island Sands 306

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  123. $333 to $952/night

    Luana Kai C306

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  125. $329 to $752/night

    Honua Kai Hokulani 824

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  127. $329 to $1,651/night

    Honua Kai Hokulani 310

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  129. $321 to $1,045/night

    Sands Of Kahana 315 2Bd/2Ba Oceanfront

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  131. $318 to $713/night

    Maalaea Banyans 217

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  133. $317 to $820/night

    Sands Of Kahana 317

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  135. $315 to $524/night

    The Mahana #612

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  137. $315 to $561/night

    Paki Maui #103

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  139. $315 to $1,149/night

    Sands Of Kahana 237

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  141. $315 to $488/night

    Pikake #A6

    2 Bedrooms, 1.5  Bathroom, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  143. $315 to $561/night

    Paki Maui #103

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  145. $312 to $991/night

    Lauloa 407

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  147. $312 to $958/night

    Kamaole Nalu 103

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  149. $312 to $1,015/night

    Honua Kai 215 2 Bed/2 Bath

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  151. $312 to $1,074/night

    Luana Kai D305

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  153. $308 to $431/night

    Kahana Reef #404

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  155. $305 to $662/night

    The Mahana #1017

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  157. $304 to $971/night

    Maalaea Banyans 416

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  159. $302 to $662/night

    The Mahana #1104

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  161. $302 to $662/night

    The Mahana #906

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  163. $301 to $1,144/night

    Maui Sunset B317

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  165. $300 to $794/night

    Sugar Beach Resort 328

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  167. $289 to $872/night

    Sugar Beach Resort 113

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  169. $288 to $833/night

    Sugar Beach Resort 235

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  171. $288 to $1,149/night

    Sands Of Kahana 375

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  173. $287 to $1,036/night

    Menehune Shores 102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  175. $284 to $504/night

    Kahana Reef #122

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  177. $283 to $1,123/night

    Nohonani 102

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  179. $278 to $875/night

    Waiohuli Beach Hale C211

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  181. $273 to $504/night

    Kahana Reef #310

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  183. $272 to $738/night

    Sugar Beach Resort 409

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  185. $270 to $460/night

    The Mahana #1103

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  187. $268 to $459/night

    Hale Mahina #B102

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  189. $267 to $868/night

    Island Sands 600

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  191. $263 to $985/night

    Sands Of Kahana 336

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  193. $260 to $1,142/night

    Valley Isle 708

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  195. $260 to $1,092/night

    Menehune Shores 112

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  197. $260 to $591/night

    Papakea #L407

    2 Bedrooms, 1  Bathroom, Sleeps 5
    2 nights minstay
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  199. $254 to $688/night

    Sugar Beach Resort 209

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
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