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  1. $3,946 to $9,975/night

    Casa Royale- Luxurious Waterfront Living

    6 Bedrooms, 7 Bathrooms, Sleeps 14
    1 night minstay
    Pool
    FREE CANCELLATION
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  3. $2,733 to $10,705/night

    Wailea Beach Villa B102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $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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  7. $2,550 to $6,584/night

    Sun Ridge Retreat

    5 Bedrooms, 7 Bathrooms, Sleeps 12
    2 nights minstay
    Hot Tub
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  9. $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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  11. $2,072 to $8,559/night

    3902 Pacific Zen

    6 Bedrooms, 7.5 Bathrooms, Sleeps 14
    2 nights minstay
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  13. $2,035 to $7,441/night

    The Beach Front Max

    14 Bedrooms, 12 Bathrooms, Sleeps 52
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $2,000 to $5,002/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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  17. $1,970 to $8,728/night

    Mansion on the Lake

    8 Bedrooms, 5.5 Bathrooms, Sleeps 20
    2 nights minstay
    Pool
    FREE CANCELLATION
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  19. $1,662 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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  21. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 Bedrooms, 4 Bathrooms, Sleeps 11
    3 nights minstay
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  23. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 Bedrooms, 4 Bathrooms, Sleeps 11
    3 nights minstay
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  25. $1,530 to $6,073/night

    Red Pine Residence

    6 Bedrooms, 5.25 Bathrooms, Sleeps 13
    2 nights minstay
    Hot Tub
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  27. $1,516 to $13,333/night

    Luxury Mountain-Side Penthouse with Stunning Views!

    4 Bedrooms, 4.5 Bathrooms, Sleeps 10
    1 night minstay
    FREE CANCELLATION
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  29. $1,349 to $1,609/night

    Moloa'a Bay Villa

    3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 nights minstay
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  31. $1,300 to $3,679/night

    Luxury Home Villa D' Amore Southern Florida Paradis...

    5 Bedrooms, 5.5 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
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  33. $1,220 to $2,547/night

    Hanalei Zen Retreat

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
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  35. $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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  37. $1,101 to $4,619/night

    Wailea Beach Villa M312

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $1,098 to $3,736/night

    Big Island Hale Kaheka 6592

    1 Bedroom, 2.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $1,091 to $4,200/night

    Wailea Elua 1603

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $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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  45. $1,083 to $1,459/night

    Makalae

    5 Bedrooms, 5 Bathrooms, Sleeps 10
    3 nights minstay
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  47. $1,071 to $1,967/night

    Cape Town 6031RPG

    11 Bedrooms, 9 Bathrooms, Sleeps 34
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  49. $1,049 to $20,200/night

    Three Bedroom Mountain Chic 6th Floor Penthouse

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $1,035 to $1,495/night

    Stunning Gulf Front 3 BR- steps away from the beach- com...

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $1,020 to $3,059/night

    Ace on the 8th

    14 Bedrooms, 15 Bathrooms, Sleeps 58
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $1,019 to $2,953/night

    The Beach Front 2.0

    7 Bedrooms, 7.5 Bathrooms, Sleeps 24
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  57. $1,019 to $3,667/night

    The Beach Front

    7 Bedrooms, 8 Bathrooms, Sleeps 28
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $1,017 to $3,487/night

    Anahola Aloha Beach House

    4 Bedrooms, 3 Bathrooms, Sleeps 12
    3 nights minstay
    Hot Tub
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  61. $1,014 to $4,254/night

    Big Island Hualalai 133C

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $987 to $4,721/night

    Wailea Beach Villa I503

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  65. $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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  67. $980 to $4,934/night

    Ho'olei 17-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  69. $954 to $4,035/night

    Rum Point Club Resort- 4 Bedroom Luxe Penthouse

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
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  71. $944 to $3,552/night

    Villas at Cortina Penthouse 11

    4 Bedrooms, 3.5 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  73. $938 to $3,914/night

    Villas at Cortina 1

    4 Bedrooms, 3.5 Bathrooms, Sleeps 9
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  75. $935 to $4,001/night

    Ho'olei 112-5

    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. $935 to $3,587/night

    Wailea Beach Villa H202

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

  79. $935 to $4,628/night

    Ho'olei 17-3

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

  81. $918 to $3,864/night

    Villas at Cortina Penthouse 10

    4 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  83. $900 to $2,500/night

    Radwood Beach House 1 by Barbados Sotheby's Interna...

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  85. $898 to $2,738/night

    Niulani Lanikai- Kauai Beach House

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

  87. $896 to $1,456/night

    HOKUEA HALE

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

  89. $890 to $2,779/night

    Honua Kai Konea 250

    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. $889 to $4,181/night

    Ho'olei 39-3

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

  93. $883 to $4,003/night

    Ho'olei 21-3

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

  95. $880 to $2,359/night

    Mad Hatter @ Storey Lake by Shine Villas #827

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  97. $866 to $3,912/night

    Spacious Chalet for your Mountain Retreat

    15 Bedrooms, 17.5 Bathrooms, Sleeps 50
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  99. $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
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  101. $845 to $20,200/night

    Luxury Three Bedroom Residence steps from Heavenly Villa...

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

  103. $831 to $3,388/night

    Ho'olei 55-3

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

  105. $831 to $4,108/night

    Ho'olei 24-4

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

  107. $831 to $2,531/night

    Polo Beach Club 106

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

  109. $831 to $3,771/night

    Ho'olei 24-1

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

  111. $831 to $2,294/night

    Big Island Holua Kai 7061

    3 Bedrooms, 2.5 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. $830 to $2,950/night

    Maui Dolphin House

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

  115. $829 to $3,694/night

    Ho'olei 55-2

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

  117. $791 to $2,189/night

    Spindrift Kauai

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    3 nights minstay
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  119. $791 to $3,868/night

    Snow Flower 069

    5 Bedrooms, 4 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Hot Tub
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  121. $782 to $20,200/night

    Stunning 4 BR Snowcloud Condo- Base of Bachelor Gulch

    4 Bedrooms, 5 Bathrooms, Sleeps 10
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  123. $780 to $3,386/night

    Ho'olei 24-6

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

  125. $778 to $3,341/night

    Ho'olei 12-4

    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. $765 to $1,605/night

    The Beach House

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

  129. $765 to $1,219/night

    Snow Flower 003

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

  131. $760 to $1,108/night

    Pu'uwai Hale

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

  133. $756 to $2,672/night

    1011 N. Bayfront A & B

    5 Bedrooms, 5.5 Bathrooms, Sleeps 12
    2 nights minstay
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  135. $756 to $868/night

    H-9871 NW Gasparilla Pass

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

  137. $754 to $1,420/night

    Kapalua Ridge Villas-#323

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

  139. $750 to $3,728/night

    Boyd Harvey Main House and Carriage House

    4 Bedrooms, 3 Bathrooms, Sleeps 16
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  141. $749 to $20,200/night

    Spacious 3BR Condo w/Balcony in Mountaineer Square

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

  143. $748 to $3,007/night

    Bear Creek Lodge 406

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

  145. $745 to $1,715/night

    Blessed at the Beach- Gulf Side- Private (heated) pool- ...

    5 Bedrooms, 5 Bathrooms, Sleeps 12
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  147. $744 to $2,824/night

    Bear Creek Lodge 411

    4 Bedrooms, 4 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  149. $739/night

    Admirals Quarters 1505

    4 Bedrooms, 4.5 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  151. $735 to $4,619/night

    1002 E. Oceanfront

    7 Bedrooms, 7 Bathrooms, Sleeps 20
    2 nights minstay
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  153. $727 to $2,751/night

    Wailea Beach Villa J106

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

  155. $726 to $3,016/night

    Bear Creek Lodge 407

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

  157. $725 to $1,260/night

    Kona Bubbles

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

  159. $723 to $2,942/night

    Villas at Cortina 4

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

  161. $722 to $3,501/night

    Ho'olei 24-2

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

  163. $715 to $3,005/night

    Bear Creek Lodge 410

    4 Bedrooms, 4 Bathrooms, Sleeps 12
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  165. $715 to $3,111/night

    Bear Creek Lodge 412

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

  167. $703 to $3,500/night

    Snow Flower 076

    5 Bedrooms, 5 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Hot Tub
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  169. $701 to $2,549/night

    The Whole Cake

    12 Bedrooms, 10 Bathrooms, Sleeps 46
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  171. $700 to $2,768/night

    Bear Creek Lodge 408

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

  173. $691 to $2,751/night

    Wailea Beach Villa H102

    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. $690 to $2,356/night

    Bear Creek Lodge 403

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

  177. $690 to $1,877/night

    Lazy Bear Lodge

    3 Bedrooms, 2.25 Bathrooms, Sleeps 8
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  179. $688 to $1,528/night

    Our Great Escape

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

  181. $688 to $1,528/night

    Jersey Girl

    5 Bedrooms, 3 Bathrooms, Sleeps 10
    3 nights minstay
    Pool
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  183. $673 to $2,417/night

    TOWN POINTE B304

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

  185. $672 to $980/night

    Boca Grande Shores 12

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

  187. $663 to $1,486/night

    TOWN POINTE A202

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

  189. $663 to $4,376/night

    Thistle Haven

    6 Bedrooms, 5 Bathrooms, Sleeps 14
    2 nights minstay
    Hot Tub
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  191. $655 to $808/night

    Molokama Vacation Home in Hanalei Bay Near Beach

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

  193. $650 to $2,276/night

    Noelani 306

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

  195. $644 to $1,966/night

    Wailea Elua 2109

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  197. $644 to $2,389/night

    367 Via Lido Soud

    3 Bedrooms, 4 Bathrooms, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
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  199. $644 to $2,656/night

    3900 Palm House on Cabrillo

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