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  1. $3,035 to $10,816/night

    Wailea Beach Villa B102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $2,712 to $3,955/night

    Makana Nui

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 nights minstay
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  5. $2,670 to $9,559/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $2,131 to $2,855/night

    MAKENA SURF, #G-301-302

    4 Bedrooms, 5 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $2,000 to $4,961/night

    Gorgeous Renovated 1937 Plantation Style Beach House 50 ...

    5 Bedrooms, 2 Bathrooms, Sleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $1,846 to $5,684/night

    Halama Hale Private Home

    4 Bedrooms, 3.5 Bathrooms, Sleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  13. $1,212 to $4,244/night

    Wailea Elua 1603

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $1,154 to $4,666/night

    Wailea Beach Villa M312

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $1,141 to $4,247/night

    The Cove Hale

    4 Bedrooms, 4 Bathrooms, Sleeps 16
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $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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  21. $1,096 to $2,838/night

    Big Island Aloha Pearl House

    4 Bedrooms, 4 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $1,038 to $4,041/night

    Ho'olei 112-5

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $1,038 to $3,624/night

    Wailea Beach Villa H202

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $1,038 to $4,675/night

    Ho'olei 17-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $1,020 to $1,458/night

    MAKENA SURF, #G-304

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $1,017 to $3,491/night

    Anahola Aloha Beach House

    4 Bedrooms, 3 Bathrooms, Sleeps 12
    3 nights minstay
    Hot Tub
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  33. $987 to $4,224/night

    Ho'olei 39-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $981 to $4,044/night

    Ho'olei 21-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $980 to $4,984/night

    Ho'olei 17-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $968 to $1,835/night

    WAILEA ELUA, #1702

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $940 to $1,680/night

    Turtle Rock

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

  43. $923 to $3,422/night

    Ho'olei 55-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $923 to $4,151/night

    Ho'olei 24-4

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  47. $923 to $3,810/night

    Ho'olei 24-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $922 to $2,969/night

    Maui Dolphin House

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
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  51. $921 to $3,716/night

    Ho'olei 55-2

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $917 to $1,835/night

    WAILEA ELUA, #1404

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $896 to $1,456/night

    HOKUEA HALE

    3 Bedrooms, 2.5 Bathrooms, Sleeps 10
    3 nights minstay
    Hot Tub
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  57. $886 to $1,611/night

    MAKENA SURF, #F-209

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

  59. $886 to $1,611/night

    MAKENA SURF, #F-212

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  61. $866 to $3,406/night

    Ho'olei 24-6

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $865 to $3,362/night

    Ho'olei 12-4

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

  65. $849 to $1,843/night

    Kona Luxe Ocean Villa with Pool & Hot Tub

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  67. $848 to $2,022/night

    Hale Ohana Nui

    5 Bedrooms, 6.5 Bathrooms, Sleeps 12
    3 nights minstay
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  69. $808 to $2,779/night

    Wailea Beach Villa J106

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

  71. $802 to $3,522/night

    Ho'olei 24-2

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

  73. $767 to $2,779/night

    Wailea Beach Villa H102

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

  75. $764 to $1,611/night

    MAKENA SURF, #F-110

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

  77. $764 to $1,529/night

    WAILEA ELUA, #1104

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

  79. $764 to $1,560/night

    MAKENA SURF, #E-202

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

  81. $717 to $2,062/night

    Sands Of Kahana PH 381 3Bd/3Ba OF

    3 Bedrooms, 3 Bathrooms, Sleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  83. $716 to $1,981/night

    Wailea Elua 2109

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

  85. $713 to $1,325/night

    MAKENA SURF #C102

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

  87. $703 to $1,019/night

    ROYAL MAUIAN, #518^

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

  89. $701 to $3,239/night

    Wailea Elua 2305

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

  91. $695 to $1,243/night

    Puu Poa 303

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

  93. $652 to $1,172/night

    WAILEA ELUA, #1402^

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

  95. $580 to $1,172/night

    WAILEA ELUA, #1601

    1 Bedroom, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  97. $577 to $1,956/night

    Wailea Ekahi 48A

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

  99. $560 to $1,529/night

    WAILEA ELUA, #2202

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

  101. $549 to $1,269/night

    Big Island Holua Kai 7066

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

  103. $537 to $671/night

    Kai Vista

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

  105. $528 to $1,388/night

    Royal Mauian 206

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

  107. $520 to $3,339/night

    Wailea Beach Villa I204

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

  109. $520 to $1,628/night

    Mana Kai #614

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

  111. $520 to $1,915/night

    Wailea Elua 2303

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

  113. $509 to $866/night

    WAILEA ELUA, #2106

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

  115. $491 to $1,439/night

    Royal Mauian 512

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

  117. $489 to $1,278/night

    SUGAR BEACH RESORT, #535^

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

  119. $477 to $1,919/night

    Wailea Ekahi 26A

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

  121. $472 to $817/night

    Sands of Kahana 282 2 Bedroom Condo

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

  123. $469 to $1,664/night

    Wailea Ekahi 5E

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

  125. $467 to $1,338/night

    My Waii Beach Cottage

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

  127. $467 to $677/night

    Waipouli Beach Resort G-306

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

  129. $467 to $677/night

    Waipouli Beach Resort G-306

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

  131. $467 to $677/night

    Waipouli Beach Resort G-404

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

  133. $467 to $677/night

    Waipouli Beach Resort G-404

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

  135. $461 to $1,426/night

    Kapalua Ridge Villas-#2212

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

  137. $461 to $1,410/night

    Kauai Sunset Hale in Poi'pu

    4 Bedrooms, 3 Bathrooms, Sleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  139. $458 to $1,475/night

    Royal Mauian 204

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

  141. $438 to $652/night

    WAILEA ELUA, #2101*

    1 Bedroom, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  143. $438 to $703/night

    Royal Mauian #205

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

  145. $433 to $1,499/night

    Wailea Ekahi 39E

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

  147. $433 to $1,381/night

    Kaanapali Plantation 62

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

  149. $421 to $1,036/night

    Kapalua Golf Villas 27P7

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

  151. $411 to $1,243/night

    Wailea Ekolu 1603

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

  153. $407 to $866/night

    WAILEA ELUA, #0106

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

  155. $407 to $693/night

    KAMAOLE NALU, #605

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

  157. $407 to $703/night

    ROYAL MAUIAN, #317

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

  159. $404 to $1,099/night

    Mana Kai #303

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

  161. $404 to $1,714/night

    Mana Kai #814

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  163. $403 to $1,289/night

    Kamaole Nalu 504

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

  165. $399 to $735/night

    Hale Pahukoa

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

  167. $396 to $1,609/night

    Wailea Ekahi 34B

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

  169. $395 to $572/night

    Regency at Poipu Kai #924

    3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 nights minstay
    Pool Hot Tub
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  171. $395 to $572/night

    Regency at Poipu Kai #924

    3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 nights minstay
    Pool Hot Tub
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  173. $394 to $735/night

    Hale Mahina #B403

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

  175. $388 to $572/night

    Puu Poa #305

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

  177. $381 to $1,556/night

    Wailea Ekolu 1510

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

  179. $376 to $540/night

    Maalaea Surf #G-2

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

  181. $376 to $693/night

    KAMAOLE NALU, #105

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

  183. $375 to $925/night

    Kihei Surfside 506

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

  185. $375 to $866/night

    Big Island Pele's Last Resort- Big Island Holua Kai...

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  187. $375 to $1,179/night

    Grand Champions 30

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

  189. $375 to $945/night

    Kihei Surfside 412

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

  191. $362 to $572/night

    Waipouli Beach Resort C-105

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

  193. $362 to $541/night

    Waipouli Beach Resort E-205

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

  195. $362 to $572/night

    Waipouli Beach Resort C-205

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

  197. $357 to $1,249/night

    Wailea Ekahi 40D

    1 Bedroom, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  199. $357 to $1,481/night

    Wailea Ekolu 908

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