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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. $4,200/night

    Timeshare Week

    3 Bedrooms, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  3. $4,200/night

    Timeshare Condo

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  5. $3,265 to $8,471/night

    Wailea Beach Villa B102

    Multiple Units Available
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $3,248 to $11,060/night

    Andaz Villa 810

    3 Bedrooms, 4 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $3,221 to $5,085/night

    Turtle Cove

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
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  11. $3,192 to $9,254/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $3,158 to $3,729/night

    Napili Ocean Front House 43

    5 Bedrooms, 4 Bathrooms, Sleeps 10
    1 night minstay
    Hot Tub
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  15. $2,202 to $5,271/night

    Halama Hale Private Home

    4 Bedrooms, 4 Bathrooms, Sleeps 14
    5 nights minstay
    Pool
    FREE CANCELLATION
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  17. $1,695 to $2,260/night

    Huaka Mahina

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

  19. $1,646 to $4,200/night

    Timeshare Rental

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  21. $1,138 to $2,384/night

    Aloha Spirit Maui

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
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  23. $1,132 to $3,934/night

    Ho'olei 17-1

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $1,120 to $3,370/night

    Wailea Beach Villas M312

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $1,064 to $3,199/night

    Wailea Elua 1603

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $1,064 to $3,395/night

    Wailea Beach Villa I503

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

  31. $1,008 to $2,877/night

    Ho'olei 112-5

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $1,008 to $3,913/night

    Ho'olei 17-3

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $998 to $1,747/night

    Kahana Outrigger #1A2

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  37. $958 to $3,164/night

    Ho'olei 39-3

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $952 to $3,053/night

    Ho'olei 21-3

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $941 to $2,796/night

    Ho'olei 55-2

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $896 to $2,955/night

    Ho'olei 24-4

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

  45. $896 to $2,722/night

    Ho'olei 55-3

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

  47. $896 to $2,754/night

    Honua Kai Konea 250

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

  49. $896 to $2,729/night

    Ho'olei 24-2

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $896 to $2,775/night

    Ho'olei 24-1

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $895 to $2,006/night

    Maui Dolphin House

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

  55. $866 to $1,725/night

    Kahana Outrigger #2B1

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

  57. $840 to $2,576/night

    Ho'olei 24-6

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $839 to $2,800/night

    Ho'olei 12-4

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

  61. $820 to $1,963/night

    Polo Beach Club 106

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $791 to $1,074/night

    International Colony Club 42

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

  65. $784 to $2,139/night

    Wailea Beach Villa J106

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

  67. $756 to $2,846/night

    Wailea Beach Villa I204

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

  69. $756 to $2,192/night

    Kahana Outrigger 2B2

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

  71. $745 to $2,132/night

    Wailea Beach Villa H102

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

  73. $725 to $1,435/night

    Sands Of Kahana 384

    1 Bedroom, 3 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  75. $700 to $2,313/night

    Noelani 306

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

  77. $694 to $2,016/night

    Wailea Elua 2109

    Multiple Units Available
    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 $1,172/night

    Kaanapali Shores #160

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

  81. $680 to $2,459/night

    Wailea Elua 2305

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

  83. $669 to $868/night

    Mana Kai #412

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

  85. $657 to $1,007/night

    Sands Of Kahana 356

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

  87. $647 to $1,382/night

    Kahana Outrigger #4B2

    3 Bedrooms, 2 Bathrooms, Sleeps 9
    2 nights minstay
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  89. $647 to $2,128/night

    Makena Surf B305

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

  91. $641 to $1,614/night

    Kapalua Ridge Villas-#323

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

  93. $638 to $1,014/night

    Kahana Sunset A7

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

  95. $638 to $2,088/night

    Noelani 307

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

  97. $632 to $1,409/night

    Koki Place

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

  99. $630 to $840/night

    The Mahana #1204

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

  101. $629 to $1,159/night

    Sands Of Kahana 474

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

  103. $629 to $1,094/night

    Kaanapali Shores #255

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

  105. $625 to $1,208/night

    Sands of Kahana 281

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

  107. $625 to $1,038/night

    The Mahana #1205

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

  109. $625 to $788/night

    The Mahana #1217

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

  111. $614 to $941/night

    Sands Of Kahana 237

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

  113. $614 to $941/night

    Sands Of Kahana 375

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

  115. $604 to $1,007/night

    Sands of Kahana 366

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

  117. $601 to $1,584/night

    Wailea Elua 2303

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

  119. $586 to $2,352/night

    Makena Surf F201

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

  121. $563 to $862/night

    Sands of Kahana 255

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

  123. $560 to $1,580/night

    Wailea Ekahi 48A

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

  125. $559 to $672/night

    Kaanapali Shores 161

    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. $559 to $2,927/night

    Wailea Beach Villas H202

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

  129. $559 to $1,102/night

    Mana Kai #203

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

  131. $554 to $1,457/night

    Maui Hill 130

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

  133. $548 to $1,370/night

    Mana Kai #508

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

  135. $539 to $1,048/night

    International Colony Club 41

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

  137. $538 to $1,386/night

    Mana Kai #705

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

  139. $532 to $1,312/night

    Wailea Ekahi 39E

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

  141. $520 to $941/night

    Sands Of Kahana 234

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

  143. $520 to $941/night

    Sands Of Kahana 272

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

  145. $520 to $941/night

    Papakea #A109

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

  147. $512 to $1,458/night

    Royal Mauian 206

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

  149. $509 to $941/night

    Sands Of Kahana 215

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

  151. $505 to $1,680/night

    Mana Kai #307

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

  153. $504 to $1,297/night

    Kaanapali Plantation 62

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

  155. $494 to $1,008/night

    Island Sands 411

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

  157. $488 to $1,945/night

    Sands Of Kahana PH 381 3Bd/3Ba OF

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

  159. $476 to $1,344/night

    Mana Kai #815

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

  161. $470 to $1,255/night

    Mana Kai #805

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

  163. $463 to $1,556/night

    Wailea Ekahi 26A

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

  165. $459 to $1,296/night

    Grand Champions 94

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

  167. $455 to $1,313/night

    Wailea Ekahi 5E

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

  169. $452 to $1,285/night

    My Waii Beach Cottage

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

  171. $448 to $1,313/night

    Mana Kai #403

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

  173. $446 to $819/night

    Bay Villa 37G4

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

  175. $446 to $931/night

    Maui Kaanapali Villas #A512

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

  177. $445 to $861/night

    Papakea #G106

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

  179. $445 to $1,206/night

    Royal Mauian 204

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

  181. $444 to $1,532/night

    Maui Hill 66

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

  183. $437 to $896/night

    Sugar Beach Resort 321

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

  185. $437 to $769/night

    Kihei Akahi A-105

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

  187. $435 to $463/night

    Papakea A403

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

  189. $432 to $1,322/night

    Honua Kai-Konea #539

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

  191. $426 to $1,136/night

    Royal Mauian 216

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

  193. $420 to $938/night

    Royal Kahana #911

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

  195. $420 to $1,471/night

    Honua Kai Hokulani 310

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

  197. $415 to $725/night

    Ridge Villa 414

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

  199. $415 to $931/night

    Maui Kaanapali Villas #A317

    1 Bedroom, 1  Bathroom, Sleeps 4
    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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