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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. $308 to $778/night

    Mahina Surf 111

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $280 to $673/night

    Kihei Ali'i Kai B108

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $308 to $584/night

    Lahaina Shores #203

    Studio, 1  Bathroom, Sleeps 2
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $223 to $604/night

    Kihei Ali'i Kai D201

    1 Bedroom, 1  Bathroom, Sleeps 2
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $448 to $1,093/night

    Royal Mauian 216

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  11. $290 to $741/night

    Maui Parkshore 315

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  13. $196 to $673/night

    Maui Parkshore 204

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  15. $184 to $804/night

    Swim with Turtles at Magical Turtle Cove

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
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  17. $341 to $945/night

    Maui Sunset B217

    2 Bedrooms, 2 Bathrooms, Sleeps 7
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $198 to $647/night

    Kahana Village 40 Oceanfront 2Bed/2Bath

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  21. $271 to $692/night

    Hololani B802

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
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  23. $258 to $709/night

    Grand Champions 60

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $336 to $840/night

    Luana Kai B201

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $442 to $918/night

    Kamaole Sands 4-411

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $394 to $890/night

    Papakea #F407

    2 Bedrooms, 1  Bathroom, Sleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $542 to $1,236/night

    Kapalua Ridge Villas-#2212

    2 Bedrooms, 3 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $111 to $518/night

    Papakea L207 Ocean Front 1 Bedroom

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $211 to $508/night

    Kihei Akahi C-605

    1 Bedroom, 1  Bathroom, Sleeps 2
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $308 to $635/night

    Pacific Shores B203

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

  39. $3,295 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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  41. $357 to $658/night

    Kaanapali Shores #414

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $196 to $390/night

    Hale Mahialani 3

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

  45. $270 to $420/night

    Paki Maui 226

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  47. $392 to $847/night

    Wailea Ekolu 1603

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  49. $146 to $747/night

    Napili Shores A203 Ocean Front Studio

    Studio, 1  Bathroom, Sleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $125 to $670/night

    Kuleana 405 Oceanfront 1 Bedroom

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

  53. $273 to $626/night

    Hale Kai 216

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
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  55. $263 to $940/night

    Grand Champions 164

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  57. $185 to $504/night

    Maui Vista 2212

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

  59. $196 to $589/night

    Maui Kamaole D103

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

  61. $253 to $616/night

    Kahana Reef 217

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  63. $265 to $686/night

    Haleakala Shores A303

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

  65. $671 to $868/night

    Mana Kai #412

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
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  67. $261 to $843/night

    Island Sands 600

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
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  69. $370 to $841/night

    Menehune Shores 112

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  71. $839 to $2,800/night

    Ho'olei 12-4

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  73. $235 to $657/night

    Kihei Garden Estates D104

    2 Bedrooms, 1  Bathroom, Sleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  75. $362 to $1,048/night

    Nohonani 102

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

  77. $459 to $1,426/night

    Grand Champions 94

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

  79. $268 to $642/night

    Kamaole Sands 9-410

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

  81. $298 to $979/night

    Maalaea Banyan 416

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

  83. $255 to $672/night

    Kapalua Golf Villas 27T5

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

  85. $530 to $1,196/night

    My Waii Beach Cottage

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

  87. $336 to $1,101/night

    Grand Champions 166

    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. $391 to $938/night

    Kamaole Nalu 504

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

  91. $323 to $1,031/night

    Wailea Ekolu 1507

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

  93. $363 to $896/night

    Honua Kai Hokulani 824

    Multiple Units Available
    3 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 $616/night

    Grand Champions 136

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

  97. $193 to $420/night

    Paki Maui 420

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

  99. $282 to $623/night

    Kamaole Sands 5-211

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

  101. $1,084 to $3,004/night

    Honua Kai Konea 250

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

  103. $1,204 to $3,725/night

    Ho'olei 17-1

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

  105. $302 to $727/night

    Wailea Ekahi 48E

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

  107. $292 to $684/night

    Pacific Shores B205

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

  109. $230 to $619/night

    Sugar Beach Resort 209

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

  111. $314 to $954/night

    Wailea Ekahi 25B

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

  113. $295 to $816/night

    Kapalua Golf Villas 24T1

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

  115. $353 to $803/night

    Maui Kamaole G211

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

  117. $370 to $1,231/night

    Wailea Ekolu 1510

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

  119. $969 to $3,080/night

    Ho'olei 55-2

    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. $291 to $837/night

    Wailea Ekahi 53D

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

  123. $174 to $525/night

    Kihei Akahi D-210

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

  125. $207 to $578/night

    Kihei Akahi C-507

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

  127. $245 to $776/night

    Island Surf 200

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

  129. $1,008 to $3,008/night

    Ho'olei 112-5

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

  131. $189 to $493/night

    Kihei Akahi C-412

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

  133. $560 to $1,711/night

    Wailea Ekahi 48A

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

  135. $297 to $842/night

    Wailea Ekolu 904

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

  137. $269 to $807/night

    Grand Champions 35

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

  139. $336 to $1,059/night

    Grand Champions 130

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

  141. $586 to $1,530/night

    Maui Hill 130

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

  143. $952 to $3,267/night

    Ho'olei 21-3

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

  145. $478 to $1,433/night

    Royal Mauian 204

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

  147. $196 to $461/night

    Kihei Akahi C-609

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

  149. $196 to $433/night

    Kuleana Resort 303

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

  151. $224 to $627/night

    Grand Champions 145

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

  153. $207 to $461/night

    Maui Kamaole C105

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

  155. $392 to $762/night

    Kihei Akahi A-105

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

  157. $470 to $1,511/night

    Wailea Ekahi 26A

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

  159. $295 to $736/night

    Palms at Wailea 609

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

  161. $244 to $667/night

    Maui Vista 2416

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

  163. $797 to $2,346/night

    Wailea Beach Villa J106

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

  165. $234 to $683/night

    Kihei Holiday 215

    2 Bedrooms, 1  Bathroom, Sleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  167. $1,008 to $4,064/night

    Ho'olei 17-3

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

  169. $227 to $669/night

    Wailea Ekahi 36E

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  171. $362 to $1,028/night

    Luana Kai D301

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

  173. $227 to $561/night

    Sugar Beach Resort PH8

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

  175. $632 to $2,352/night

    Makena Surf F201

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

  177. $470 to $1,235/night

    Mana Kai #805

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

  179. $504 to $1,570/night

    Honua Kai Hokulani 310

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

  181. $308 to $521/night

    Grand Champions 137

    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. $277 to $681/night

    Maui Parkshore 213

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

  185. $242 to $784/night

    Aina Nalu B-204

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

  187. $896 to $2,815/night

    Wailea Beach Villa I204

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

  189. $339 to $856/night

    Luana Kai C306

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

  191. $252 to $846/night

    Maui Hill 99

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

  193. $340 to $1,067/night

    Luana Kai D305

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

  195. $202 to $514/night

    Hale Ono Loa 411

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

  197. $759 to $2,302/night

    Wailea Beach Villa H102

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

  199. $461 to $1,314/night

    Wailea Ekahi 34B

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