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Vacation Rental Management
US Hawaii Maui
RedAwning has over 350 Maui vacation homes and condos which all include instant online booking and no security deposits, to make your trip easy and stress-free. Maui is home to some of Hawaii’s most beautiful beaches and offers plenty of opportunities for adventure, from snorkeling with turtles to hiking through the bamboo forest to cliff diving in Hana. Book your stay today!
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  1. $359 to $459/night

    Kuleana 622 1 Bedroom Condo

    1 Bedroom, 1  Bathroom, Sleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
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  3. $259 to $399/night

    Royal Kahana 119 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  5. $269 to $386/night

    Napili Shores D229 Studio Condo

    Studio, 1  Bathroom, Sleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $379 to $500/night

    Aina Nalu D202 2BD/2BA

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $352 to $676/night

    Napili Shores A106 Studio Condo

    1 Bedroom, 1  Bathroom, Sleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $390 to $579/night

    Maui Kai 805 Ocean View 1 bedroom/1 bath

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $399 to $529/night

    Napili Point B33 1 Bedroom Oceanfront Condo

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  15. $390 to $765/night

    Kapalua Bay Villa 32G4

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  17. $345 to $579/night

    Maui Kai 908 Oceanfront 1 Bedroom

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $227 to $551/night

    Mahana Resort #1003

    Studio, 1  Bathroom, Sleeps 3
    3 nights minstay
    FREE CANCELLATION
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  21. $150 to $225/night

    Kihei Akahi D604

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
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  23. $260 to $455/night

    Plantation Style Kaanapali Cottage

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool
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  25. $225 to $347/night

    Sugar Beach 502

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool Hot Tub
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  27. $239 to $395/night

    NEW Napili Shores C117

    Studio, 1  Bathroom, Sleeps 3
    3 nights minstay
    Pool Hot Tub
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  29. $120 to $180/night

    Maui Sunset B204

    1 Bedroom, 2 Bathrooms, Sleeps 5
    3 nights minstay
    Pool Hot Tub
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  31. $289 to $420/night

    Island Surf 614

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
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  33. $239 to $369/night

    Kaanapali Shores 642 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $499 to $772/night

    Napili Point C12 2 Bedroom Condo

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  37. $299 to $463/night

    Papakea C207 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $425 to $626/night

    Maui Eldorado I204 2 Bedroom Condo

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $637 to $779/night

    Royal Kahana 511 2 Bedroom/2 bath Condo

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  43. $359 to $549/night

    Luana Kai C-301

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 nights minstay
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  45. $255 to $425/night

    Royal Kahana 109

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  47. $379 to $499/night

    Aina Nalu C204 2BD & 2BA

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $506 to $910/night

    Kapalua Ridge Villa 1013 Ocean View

    2 Bedrooms, 3 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  51. $854 to $1,359/night

    Sands Of Kahana PH 381 3Bd/3Ba OF

    3 Bedrooms, 3 Bathrooms, Sleeps 10
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $299 to $542/night

    Papakea H107 1 bedroom, 1 bath OceanView

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $246 to $395/night

    Kahana Sunset B3

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  57. $165 to $250/night

    Kahana Sunset B3B

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  59. $246 to $395/night

    Kahana Sunset D8

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  61. $281 to $395/night

    Kahana Sunset D2

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  63. $683 to $790/night

    Sands Of Kahana 474

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  65. $255 to $375/night

    Ridge Villa 1422

    1 Bedroom, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool
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  67. $285 to $673/night

    Whaler #656

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  69. $705 to $1,008/night

    Sands of Kahana 282 2 Bedroom Condo

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  71. $692 to $1,021/night

    Honua Kai 215 2 Bedroom/2 Bath

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  73. $175 to $372/night

    Polynesian Shores #109

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  75. $684 to $1,009/night

    Mahana 209 2 Bedroom Condo

    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. $499 to $639/night

    Mahana 604 Oceanfront 1BD/1BA

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  79. $268 to $475/night

    Mahana At Kaanapali 306

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

  81. $375 to $510/night

    Hale Mahina #B403

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

  83. $141 to $288/night

    Valley Isle #905

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

  85. $210 to $310/night

    Royal Kahana #617

    Studio, 1  Bathroom, Sleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  87. $277 to $528/night

    Royal Kahana #209

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

  89. $475 to $1,072/night

    Kaanapali Shores #160

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  91. $360 to $850/night

    Kaanapali Shores #159

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

  93. $599 to $1,109/night

    Kaanapali Shores #255

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  95. $199 to $329/night

    Pohailani #201

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

  97. $450 to $604/night

    Mahana Resort #1204

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  99. $235 to $469/night

    Mahana Resort #518

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  101. $288 to $630/night

    Mahana Resort #906

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

  103. $205 to $360/night

    Maui Kaanapali Villas #E290

    Studio, 1  Bathroom, Sleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  105. $200 to $409/night

    Maui Sands #5G

    2 Bedrooms, 1.5  Bathroom, Sleeps 5
    5 nights minstay
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  107. $300 to $553/night

    Maui Kaanapali Villas #A317

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

  109. $184 to $346/night

    Kahana Reef #116

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  111. $236 to $548/night

    Kahana Reef #211

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  113. $184 to $430/night

    Kahana Reef #301

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

  115. $176 to $357/night

    Kahana Reef #414

    1 Bedroom, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  117. $404 to $700/night

    Lahaina Shores #505

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

  119. $325 to $633/night

    Papakea #G103

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

  121. $221 to $485/night

    Lahaina Shores #225

    Studio, 1  Bathroom, Sleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
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  123. $260 to $450/night

    Lahaina Shores #533

    Studio, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  125. $200 to $250/night

    Pohailani #102

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

  127. $380 to $886/night

    Royal Kahana #1211

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

  129. $255 to $375/night

    Kahana Sunset D10

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

  131. $349 to $550/night

    Lokelani #A205

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

  133. $283 to $448/night

    Kuleana 713 1 Bedroom Condo

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

  135. $365 to $660/night

    Papakea #A201

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

  137. $261 to $650/night

    Kahana Reef #310

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

  139. $295 to $450/night

    Maalaea Kai #410

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

  141. $300 to $385/night

    Lahaina Roads #204

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

  143. $209 to $501/night

    Kaanapali Plantation #52

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

  145. $310 to $490/night

    Maui Kaanapali Villas #A517

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

  147. $238 to $400/night

    Sands Of Kahana 231

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

  149. $225 to $415/night

    Maui Kaanapali Villas #B247

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

  151. $300 to $564/night

    Lahaina Roads #205

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

  153. $350 to $643/night

    Kaanapali Plantation #28

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    3 nights minstay
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  155. $296 to $507/night

    Napili Shores G154 Ocean View Studio

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

  157. $274 to $459/night

    Kuleana 409 Oceanfront 1 bedroom 1 bath condo

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

  159. $282 to $1,011/night

    Maui Kaanapali Villas #A512

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

  161. $220 to $470/night

    Hale Mahina #B101

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

  163. $220 to $468/night

    Kahana Reef #408

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

  165. $324 to $425/night

    Kahana Sunset B7

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

  167. $754 to $995/night

    Noelani 304 3 Bedroom/2.5 Bath Condo

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

  169. $260 to $399/night

    Royal Kahana 318 Studio Condo

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

  171. $260 to $403/night

    Royal Kahana 702 Studio Condo

    Studio, 1  Bathroom, Sleeps 3
    5 nights minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  173. $543 to $829/night

    Papakea K402 3 bedroom condo

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  175. $390 to $883/night

    Kapalua Bay Villa 29B4

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

  177. $370 to $833/night

    Kapalua Bay Vill 23G1 Ocean front 1 BD/1BA

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

  179. $200 to $680/night

    Kahana Reef #122

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

  181. $315 to $511/night

    Papakea #G106

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

  183. $275 to $450/night

    Hale O Kalani

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

  185. $450 to $875/night

    International Colony Club 41

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

  187. $575 to $950/night

    Private Kaanapali Cottage / Walk To The Beach/Serene Gar...

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

  189. $2,450 to $4,500/night

    Turtle Cove

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

  191. $1,870 to $3,300/night

    Napili Ocean Front House 43

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

  193. $150 to $275/night

    Island Surf 402

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

  195. $385 to $410/night

    Papakea A403

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
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  197. $355 to $708/night

    Kahana Sunset C7 2 Bedroom Condo

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  199. $239 to $369/night

    Kaanapali Shores 422 1 Bedroom Condo

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 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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