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  1. $2,653 to $9,501/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $2,423 to $9,090/night

    Andaz Villa 810

    3 Bedrooms, 4 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $2,000 to $5,133/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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  7. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 Bedrooms, 4 Bathrooms, Sleeps 11
    3 nights minstay
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  9. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 Bedrooms, 4 Bathrooms, Sleeps 11
    3 nights minstay
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  11. $1,349 to $1,609/night

    Moloa'a Bay Villa

    3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 nights minstay
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  13. $1,220 to $2,549/night

    Hanalei Zen Retreat

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
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  15. $1,119 to $2,997/night

    Tradewinds

    5 Bedrooms, 5 Bathrooms, Sleeps 10
    3 nights minstay
    Pool Hot Tub
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  17. $1,083 to $1,459/night

    Luxury Makalae Home close to Water Activities

    5 Bedrooms, 5 Bathrooms, Sleeps 10
    2 nights minstay
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  19. $1,083 to $1,459/night

    Makalae

    5 Bedrooms, 5 Bathrooms, Sleeps 10
    3 nights minstay
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  21. $1,017 to $3,488/night

    Anahola Aloha Beach House

    4 Bedrooms, 3 Bathrooms, Sleeps 12
    3 nights minstay
    Hot Tub
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  23. $998 to $1,275/night

    Kahana Outrigger #1A2

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  25. $987 to $2,858/night

    Big Island Aloha Pearl House

    4 Bedrooms, 4 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $980 to $4,934/night

    Ho'olei 17-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $935 to $4,001/night

    Ho'olei 112-5

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $935 to $4,621/night

    Ho'olei 17-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $917 to $1,835/night

    WAILEA ELUA, #1204

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $898 to $2,745/night

    Niulani Lanikai- Kauai Beach House

    4 Bedrooms, 4 Bathrooms, Sleeps 10
    3 nights minstay
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  37. $896 to $1,456/night

    HOKUEA HALE

    3 Bedrooms, 2.5 Bathrooms, Sleeps 10
    3 nights minstay
    Hot Tub
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  39. $889 to $4,181/night

    Ho'olei 39-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $883 to $4,003/night

    Ho'olei 21-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $866 to $1,149/night

    Kahana Outrigger #2B1

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  45. $858 to $2,340/night

    Big Island Private Home Alii Drive 6596

    3 Bedrooms, 4 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  47. $849 to $1,842/night

    Kona Luxe Ocean Villa with Pool & Hot Tub

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $831 to $4,108/night

    Ho'olei 24-4

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $831 to $3,382/night

    Ho'olei 55-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $831 to $2,528/night

    Polo Beach Club 106

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $831 to $3,765/night

    Ho'olei 24-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  57. $831 to $2,295/night

    Big Island Holua Kai 7061

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $830 to $2,947/night

    Maui Dolphin House

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
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  61. $829 to $3,694/night

    Ho'olei 55-2

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $795 to $713,734/night

    WAILEA ELUA, #0107

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  65. $780 to $3,386/night

    Ho'olei 24-6

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  67. $778 to $3,341/night

    Ho'olei 12-4

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  69. $764 to $1,529/night

    WAILEA ELUA, #1104

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  71. $760 to $1,108/night

    Pu'uwai Hale

    4 Bedrooms, 4.5 Bathrooms, Sleeps 8
    3 nights minstay
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  73. $723 to $1,529/night

    WAILEA ELUA, #0702

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  75. $722 to $3,493/night

    Ho'olei 24-2

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

  77. $713 to $1,407/night

    WAILEA ELUA, #0801

    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. $683 to $985/night

    Kaanapali Shores #160

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
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  81. $662 to $1,407/night

    WAILEA ELUA, #0105

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

  83. $655 to $808/night

    Molokama Vacation Home in Hanalei Bay Near Beach

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

  85. $647 to $899/night

    Kahana Outrigger #4B2

    3 Bedrooms, 2 Bathrooms, Sleeps 9
    2 nights minstay
    FREE CANCELLATION
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  87. $629 to $919/night

    Kaanapali Shores #255

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
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  89. $625 to $1,044/night

    The Mahana #1205

    1 Bedroom, 2 Bathrooms, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
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  91. $625 to $788/night

    The Mahana #1217

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

  93. $586 to $1,068/night

    Kahana Village 13 Oceanview 3Bed/2Bath

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
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  95. $567 to $840/night

    The Mahana #1204

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

  97. $525/night

    Papakea #F108

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  99. $520 to $1,274/night

    Liho Kai

    4 Bedrooms, 3.5 Bathrooms, Sleeps 9
    2 nights minstay
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  101. $520 to $785/night

    Papakea #A109

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

  103. $520 to $1,466/night

    Big Island Holua Kai 111

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

  105. $519 to $1,223/night

    WAILEA ELUA, #0305

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

  107. $509 to $1,407/night

    WAILEA ELUA, #0307

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

  109. $509 to $1,090/night

    WAILEA ELUA, #0302

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

  111. $494 to $1,269/night

    Big Island Holua Kai 7066

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

  113. $484 to $1,119/night

    Honua Kai-Konea #539

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

  115. $473 to $637/night

    Moloa'a Bay Cottage

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

  117. $473 to $607/night

    Kaanapali Shores #159

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

  119. $469 to $627/night

    Kauai Tree House

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

  121. $468 to $1,628/night

    Mana Kai #614

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

  123. $467 to $677/night

    Waipouli Beach Resort G-306

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

  125. $467 to $677/night

    Waipouli Beach Resort G-306

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

  127. $467 to $677/night

    Waipouli Beach Resort G-404

    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-404

    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. $446 to $701/night

    Maui Kaanapali Villas #A512

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

  133. $445 to $721/night

    Papakea #G106

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    2 nights minstay
    FREE CANCELLATION
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  135. $425 to $693/night

    Papakea #A201

    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. $420 to $687/night

    Royal Kahana #911

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

  139. $416 to $1,406/night

    Kauai Sunset Hale in Poi'pu

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

  141. $415 to $701/night

    Maui Kaanapali Villas #A317

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

  143. $415 to $515/night

    Maui Kaanapali Villas #A517

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

  145. $407 to $866/night

    WAILEA ELUA, #0909

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

  147. $397 to $611/night

    KAMAOLE NALU, #303

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

  149. $395 to $572/night

    Regency at Poipu Kai #924

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

  151. $395 to $572/night

    Regency at Poipu Kai #924

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

  153. $394 to $735/night

    Hale Mahina #B403

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

  155. $394 to $689/night

    Papakea #F407

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

  157. $391 to $1,269/night

    Palms at Wailea 2104

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

  159. $388 to $572/night

    Puu Poa #305

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

  161. $376 to $866/night

    WAILEA ELUA, #0807

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

  163. $373 to $587/night

    Papakea #G103

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

  165. $372 to $485/night

    Kona Palms 304

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

  167. $368 to $637/night

    Maui Kaanapali Villas #B233

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

  169. $364 to $1,151/night

    Mana Kai #303

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

  171. $357 to $468/night

    KIHEI BEACH, #506^

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

  173. $352 to $457/night

    Kaha Lani #222

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

  175. $352 to $457/night

    Nihilani 22C

    3 Bedrooms, 2.5 Bathrooms, Sleeps 7
    3 nights minstay
    Pool Hot Tub
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  177. $352 to $541/night

    Waipouli Beach Resort E-205

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

  179. $352 to $572/night

    Waipouli Beach Resort C-105

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

  181. $352 to $1,512/night

    Big Island Kolea 14H

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

  183. $346 to $611/night

    KAMAOLE NALU, #204

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

  185. $346 to $529/night

    KIHEI BEACH, #510

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

  187. $346 to $1,547/night

    Big Island Kona Reef D-22

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

  189. $343 to $1,269/night

    Kauai Aliomanu Sunrise Hale

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

  191. $342 to $971/night

    Maui Kaanapali Villas #D271

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

  193. $341 to $543/night

    Papakea #E207

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

  195. $338 to $1,167/night

    Grand Champions 30

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

  197. $336 to $703/night

    Pali Ke Kua #204

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool Hot Tub
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  199. $336 to $696/night

    Kaanapali Royal #N302

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    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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