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  1. $218 to $6,218/night

    Troon Ranch Loft Casita

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $154 to $6,218/night

    Troon Garden Casita

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $218 to $2,237/night

    2BR- Grimaldi's Old Town Private Penthouse

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  7. $834 to $21,587/night

    8BR- Casa Palacio Mansion

    8 BedroomsBathroomsSleeps 20
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $1,613 to $62,008/night

    8BR- Quartz Mountain Manor

    8 BedroomsBathroomsSleeps 20
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  11. $316 to $3,136/night

    Ridge Street Lookout

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  13. $316 to $2,856/night

    Jones Powder Haus

    4 Bedrooms4.5 BathroomsSleeps 11
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  15. $159 to $1,391/night

    Pine Ridge 7E- Ski-In / Ski-Out

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $379 to $2,900/night

    Cucumber 41

    4 Bedrooms3.5 BathroomsSleeps 9
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  19. $190 to $1,783/night

    Rocky Mountain Multi-level Cedars 2 Townhome Steps to Li...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $126 to $688/night

    Powder Ridge 108

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  23. $253 to $2,900/night

    Cucumber Patch 44

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  25. $190 to $2,107/night

    One Ski Hill Place 8312

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $253 to $2,573/night

    Highwood Hideaway

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  29. $190 to $1,098/night

    Mountain Thunder Lodge 1209

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $404 to $3,138/night

    Cucumber Patch 71

    4 Bedrooms3.5 BathroomsSleeps 12
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  33. $159 to $1,374/night

    Mountainwood 301

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $253 to $1,799/night

    Lone Star Lodge

    3 Bedrooms3.5 BathroomsSleeps 9
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  37. $316 to $1,908/night

    Stormbunker Paradise

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
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  39. $253 to $2,179/night

    Highfield Trail

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $316 to $1,566/night

    Wolverine Lookout

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  43. $190 to $2,467/night

    Crystal Peak Lodge 7407

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $354 to $630/night

    River West 536

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  47. $253 to $1,347/night

    Highland Greens 71

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  49. $155 to $558/night

    Sands Of Kahana 231

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
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  51. $256 to $416/night

    Waikoloa Beach Villas P32

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $256 to $406/night

    Waikoloa Beach Villas C3

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $646 to $808/night

    Molokama Vacation Home in Hanalei Bay Near Beach

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $331 to $415/night

    Pali Ke Kua #103

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $266 to $373/night

    Fairway Villas Waikoloa O21

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $320 to $459/night

    Waikoloa Beach Villas H32

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $400 to $716/night

    Fairway Villas Waikoloa F6

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  65. $331 to $534/night

    Colony Villas at Waikoloa Beach Resort #204

    2 Bedrooms2.5 BathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $277 to $491/night

    Colony Villas at Waikoloa Beach Resort #301

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $190 to $2,084/night

    Placer Ridge Lookout

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  71. $190 to $1,667/night

    Main Street Junction 29

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  73. $179 to $404/night

    0302 Waters Edge Resort

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $316 to $2,325/night

    Highlands Trail House

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $285 to $1,047/night

    Highland Greens 56

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $186 to $660/night

    Crescent Shores 911

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $86 to $241/night

    Lagoon Landing 305

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $329 to $659/night

    177 Ocean View

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  85. $330 to $769/night

    354B Main Street

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $569 to $1,494/night

    Pier Heaven 6031ABC

    9 BedroomsBathroomsSleeps 30
    2 nights minstay
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $129 to $368/night

    Casa De Emdeko 105

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $161 to $348/night

    Gulf Tower 8B

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $336 to $1,578/night

    3903 Mabuhay

    3 BedroomsBathroomsSleeps 6
    1 night minstay
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $154 to $432/night

    Island Sunrise 265

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $216 to $474/night

    Amazing Tropical Condo with Complimentary Beach Chairs a...

    2 BedroomsBathroomsSleeps 7
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $316 to $5,715/night

    One Ski Hill Place 8424

    3 BedroomsBathroomsSleeps 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. $354 to $1,786/night

    Aspen Alps Apartment #101

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $250 to $630/night

    Keauhou Kona Surf & Racquet Club #1-202

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $167 to $558/night

    Kahana Sunset D11

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $119 to $578/night

    Snow Canyon Escape

    3 Bedrooms2.5 BathroomsSleeps 12
    2 nights minstay
    Pool Hot Tub
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $204 to $741/night

    Red Rock Getaway

    4 Bedrooms3.5 BathroomsSleeps 14
    1 night minstay
    Pool Hot Tub
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $119 to $819/night

    Lovell's Loft

    4 Bedrooms4.5 BathroomsSleeps 13
    2 nights minstay
    Pool Hot Tub
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $127 to $589/night

    Desert Oasis

    3 Bedrooms4.5 BathroomsSleeps 12
    2 nights minstay
    Pool Hot Tub
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $125 to $903/night

    Poolside Oasis

    4 Bedrooms4.5 BathroomsSleeps 13
    2 nights minstay
    Pool Hot Tub
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $165 to $843/night

    Epic Escape

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $125 to $892/night

    Serendipity Suites

    4 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $154 to $605/night

    Making Memories

    3 Bedrooms4.5 BathroomsSleeps 13
    2 nights minstay
    Pool Hot Tub
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $154 to $931/night

    When Sparks Fly

    4 Bedrooms4.5 BathroomsSleeps 12
    2 nights minstay
    Pool Hot Tub
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $160 to $751/night

    Quail Run

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $303 to $1,896/night

    Getaway On The Green

    5 Bedrooms5.5 BathroomsSleeps 18
    2 nights minstay
    Pool Hot Tub
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $660 to $4,871/night

    Living On The Ledge

    4 Bedrooms4.5 BathroomsSleeps 18
    2 nights minstay
    Pool Hot Tub
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $446 to $1,888/night

    Mountain View Lodge

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $395 to $572/night

    Regency at Poipu Kai #924

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool Hot Tub
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $329 to $1,362/night

    Big Island Golf Villas J23

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $277 to $493/night

    Pali Ke Kua #241

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $715 to $3,382/night

    Sand Cove Villa

    7 BedroomsBathroomsSleeps 25
    2 nights minstay
    Pool Hot Tub
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $88 to $195/night

    Arbor Trace #812

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $198 to $476/night

    Ocean House 2601

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $126 to $276/night

    Pelican Perch- 3rd floor views of the ocean and marsh- p...

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $202 to $444/night

    Beach Blanket- Spacious condo with Private beach access ...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $231 to $490/night

    After Dune Delight- Relax and unwind in this fun and spa...

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $231 to $490/night

    Casa Pelicano- OCEANFRONT LUXURY! Enjoy epic ocean views...

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $141 to $573/night

    Pelican Isle 510

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $202 to $444/night

    Ocean Vibes

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Hot Tub Pets OK
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $100 to $461/night

    Pelican Isle 311

    1 BedroomBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $828 to $2,655/night

    Aspen Alps Apartment #215

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $268 to $1,004/night

    Grand Champions 36

    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. $98 to $246/night

    The Cove 217A

    1 BedroomBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $111 to $321/night

    Lagoon Sun 5

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $171 to $396/night

    Ocean House 2904

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $171 to $401/night

    Ocean House 1404

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $150 to $416/night

    The Rookery III 7022

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $113 to $375/night

    Royal Gulf Beach & Racquet Club 5110

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $111 to $332/night

    Laguna Bella B8

    2 Bedrooms BathroomSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $128 to $364/night

    The Rookery II 2601

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $150 to $503/night

    Sandpiper 2C

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $128 to $396/night

    The Rookery III 4008

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $1,950 to $2,249/night

    Puuwai Alii Estate

    5 Bedrooms5.5 BathroomsSleeps 8
    7 nights minstay
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $150 to $665/night

    Sand in my Boots

    3 BedroomsBathroomsSleeps 12
    2 nights minstay
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $285 to $2,185/night

    Evergreen Lodge

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $265 to $547/night

    Napili Shores A106 Studio Condo

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $541 to $2,275/night

    OT 250ALL Love and Sunsets

    10 Bedrooms8.5 BathroomsSleeps 40
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $159 to $420/night

    Keauhou Kona Surf & Racquet Club#10

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $129 to $398/night

    Kaanapali Shores 642 Studio Condo

    Studio BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $134 to $379/night

    Kuleana 713 1 Bedroom Condo

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $298 to $734/night

    Napili Point C12 2 Bedroom Condo

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations