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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. $254 to $362/night

    Kihei Holiday 113

    2 Bedrooms, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
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  3. $224 to $626/night

    Kihei Akahi C-609

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $229 to $737/night

    Grand Champions 141

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $868 to $3,759/night

    Ho'olei 24-2

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $271 to $658/night

    Kahana Reef 315

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  11. $605 to $2,881/night

    Polo Beach Club 107

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $168 to $532/night

    Kauhale Makai 102

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $224 to $635/night

    Kamaole Sands 6-103

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $560 to $1,890/night

    Mana Kai #307

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  19. $224 to $709/night

    Kamaole Beach Royale 206

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $280 to $797/night

    Sugar Beach Resort 113

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $291 to $725/night

    Kamaole Sands 7-102

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $316 to $1,387/night

    Wailea Ekolu 502

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  27. $332 to $1,100/night

    Maui Sunset B317

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $241 to $801/night

    Luana Kai B204

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $1,064 to $6,804/night

    Wailea Beach Villa I503

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $512 to $1,800/night

    Royal Mauian 206

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $256 to $1,069/night

    Maui Hill 99

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $224 to $929/night

    Wailea Ekahi 36E

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  39. $952 to $4,203/night

    Ho'olei 21-3

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $414 to $1,875/night

    Wailea Ekolu 1510

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  43. $353 to $1,029/night

    Maui Kamaole G211

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $323 to $1,430/night

    Wailea Ekolu 1507

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  47. $336 to $1,237/night

    Grand Champions 166

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $504 to $1,826/night

    My Waii Beach Cottage

    1 Bedroom, 2 Bathrooms, Sleeps 4
    4 nights minstay
    FREE CANCELLATION
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  51. $347 to $1,148/night

    Nohonani 102

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
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  53. $247 to $945/night

    Kihei Garden Estates D104

    2 Bedrooms, 1  Bathroom, Sleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $839 to $3,333/night

    Ho'olei 12-4

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  57. $588 to $868/night

    Mana Kai #412

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  59. $247 to $1,061/night

    Grand Champions 164

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  61. $311 to $509/night

    Hale O Kalani

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

  63. $355 to $616/night

    Kahana Sunset E6

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

  65. $420 to $761/night

    Bay Villa 24G3

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  67. $446 to $833/night

    Sands Of Kahana 344

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  69. $415 to $833/night

    Sands Of Kahana 336

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  71. $517 to $833/night

    Sands Of Kahana 373

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

  73. $445 to $761/night

    Kahana Sunset A5

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

  75. $584 to $941/night

    Sands Of Kahana 375

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  77. $534 to $862/night

    Sands Of Kahana 334

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

  79. $517 to $833/night

    Sands Of Kahana 317

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

  81. $1,575 to $2,212/night

    Timeshare Condo

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

  83. $3,221 to $5,085/night

    Turtle Cove

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

  85. $239 to $860/night

    Grand Champions 122

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  87. $742 to $2,390/night

    Noelani 306

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

  89. $622 to $1,074/night

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

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

  91. $309 to $639/night

    Kaanapali Shores #825

    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. $410 to $1,054/night

    Kihei Akahi A-105

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

  95. $207 to $486/night

    Paki Maui 420

    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. $218 to $783/night

    Grand Champions 136

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  99. $1,809 to $5,895/night

    Halama Hale Private Home

    4 Bedrooms, 4 Bathrooms, Sleeps 14
    4 nights minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  101. $174 to $534/night

    Maui Vista 2213

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

  103. $442 to $1,163/night

    Palms at Wailea 1201

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

  105. $212 to $707/night

    Kihei Ali'i Kai D301

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  107. $441 to $644/night

    Palms at Wailea 304

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

  109. $264 to $918/night

    Wailea Ekahi 49F

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

  111. $260 to $973/night

    Maalaea Banyans 412

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

  113. $203 to $687/night

    Hale Kamaole 121

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

  115. $301 to $1,004/night

    Maui Banyan T209

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

  117. $212 to $681/night

    Aina Nalu G-105

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

  119. $560 to $1,935/night

    Polo Beach Club 808

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

  121. $196 to $616/night

    Kahana Manor 318

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

  123. $293 to $1,122/night

    Maui Vista 3405

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

  125. $302 to $1,012/night

    Kamaole Nalu 203

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

  127. $268 to $737/night

    Kihei Akahi C-301

    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. $3,158 to $3,729/night

    Napili Ocean Front House 43

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

  131. $286 to $743/night

    Maui Kai 607

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

  133. $127 to $429/night

    Maalaea Kai 316

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

  135. $211 to $613/night

    Kauhale Makai 308

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

  137. $470 to $1,613/night

    Mana Kai #805

    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. $359 to $688/night

    Kahana Sunset A3

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

  141. $303 to $1,127/night

    Maui Parkshore 305

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

  143. $551 to $941/night

    Sands Of Kahana 237

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

  145. $170 to $311/night

    Island Surf 402

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

  147. $366 to $662/night

    Mahana Resort #804

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

  149. $420 to $580/night

    Kahana Sunset B5B

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

  151. $263 to $509/night

    Lahaina Shores #531

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

  153. $196 to $568/night

    Maui Vista 2118

    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. $435 to $463/night

    Papakea A403

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

  157. $194 to $531/night

    Valley Isle #1203

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

  159. $260 to $591/night

    Papakea #L407

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

  161. $356 to $662/night

    Mahana Resort #1017

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

  163. $311 to $561/night

    Papakea #G408

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

  165. $350 to $913/night

    Papakea #D402

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

  167. $251 to $509/night

    Lahaina Shores #425

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

  169. $341 to $625/night

    Kaanapali Royal #N302

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

  171. $284 to $647/night

    Kahana Reef #122

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

  173. $420 to $1,225/night

    Wailea Ekolu 1603

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

  175. $187 to $489/night

    Hale Mahialani 3

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

  177. $368 to $604/night

    Hololani #B-802

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

  179. $467 to $979/night

    Papakea #G106

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

  181. $346 to $1,464/night

    Wailea Ekolu 908

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

  183. $353 to $550/night

    Grand Champions 137

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

  185. $295 to $1,172/night

    Wailea Ekolu 1405

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

  187. $352 to $630/night

    Lahaina Shores #501

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

  189. $226 to $592/night

    Kahana Reef #322

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

  191. $572 to $1,310/night

    International Colony Club 41

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

  193. $283 to $418/night

    Kihei Garden Estates A102

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

  195. $202 to $626/night

    Maui Sunset B309

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

  197. $230 to $1,005/night

    Grand Champions 129

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

  199. $559 to $672/night

    Kaanapali Shores 161

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