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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. $1,138 to $2,384/night

    Aloha Spirit Maui

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
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  3. $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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  5. $338 to $520/night

    Bay Villa 11G2

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  7. $368 to $578/night

    Bay Villa 24G3

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  9. $446 to $819/night

    Bay Villa 37G4

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  11. $205 to $580/night

    Golf Villa 19T4

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  13. $224 to $701/night

    Grand Champions 122

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $272 to $1,016/night

    Grand Champions 130

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $189 to $616/night

    Grand Champions 136

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $308 to $521/night

    Grand Champions 137

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $274 to $957/night

    Grand Champions 138

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $235 to $952/night

    Grand Champions 139

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $217 to $706/night

    Grand Champions 141

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $224 to $721/night

    Grand Champions 145

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $319 to $1,181/night

    Grand Champions 170

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $364 to $932/night

    Grand Champions 30

    2 Bedrooms, 2 Bathrooms, Sleeps 7
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $333 to $503/night

    Grand Champions 32

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
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  35. $264 to $860/night

    Grand Champions 35

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $260 to $771/night

    Grand Champions 36

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $364 to $932/night

    Grand Champions 40

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $258 to $783/night

    Grand Champions 60

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $200 to $787/night

    Grand Champions 67

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $235 to $631/night

    Grand Champions 68

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  47. $206 to $623/night

    Grand Champions 74

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $459 to $1,444/night

    Grand Champions 94

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $2,202 to $5,522/night

    Halama Hale Private Home

    4 Bedrooms, 4 Bathrooms, Sleeps 14
    5 nights minstay
    Pool
    FREE CANCELLATION
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  53. $218 to $691/night

    Hale Kai 115

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
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  55. $224 to $809/night

    Hale Kai 216

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  57. $206 to $587/night

    Hale Kamaole 121

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  59. $181 to $463/night

    Hale Mahialani 3

    1 Bedroom, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  61. $236 to $760/night

    Hale Mahina #B101

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  63. $268 to $525/night

    Hale Mahina #B102

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  65. $394 to $735/night

    Hale Mahina #B403

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  67. $311 to $509/night

    Hale O Kalani

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
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  69. $202 to $587/night

    Hale Ono Loa 411

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  71. $268 to $482/night

    Haleakala Shores A403

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  73. $224 to $845/night

    Haleakala Shores B-509

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

  75. $1,008 to $3,205/night

    Ho'olei 112-5

    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. $839 to $2,818/night

    Ho'olei 12-4

    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. $1,119 to $4,384/night

    Ho'olei 17-1

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

  81. $1,008 to $4,327/night

    Ho'olei 17-3

    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. $952 to $3,029/night

    Ho'olei 21-3

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

  85. $896 to $3,091/night

    Ho'olei 24-1

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

  87. $896 to $3,018/night

    Ho'olei 24-2

    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. $896 to $3,294/night

    Ho'olei 24-4

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

  91. $840 to $2,855/night

    Ho'olei 24-6

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

  93. $958 to $3,526/night

    Ho'olei 39-3

    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. $941 to $3,115/night

    Ho'olei 55-2

    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. $896 to $3,010/night

    Ho'olei 55-3

    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. $271 to $669/night

    Hololani B802

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
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  101. $117 to $293/night

    Honokowai Palms #A-7

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

  103. $434 to $1,090/night

    Honua Kai 215 2 Bedroom/2 Bath

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

  105. $420 to $1,460/night

    Honua Kai Hokulani 310

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

  107. $247 to $667/night

    Honua Kai Hokulani 316 1 Bedroom Condo

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

  109. $319 to $749/night

    Honua Kai Hokulani 824

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

  111. $896 to $2,738/night

    Honua Kai Konea 250

    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. $258 to $742/night

    Honua Kai-Konea #537

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

  115. $433 to $1,301/night

    Honua Kai-Konea #539

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

  117. $1,695 to $2,260/night

    Huaka Mahina

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

  119. $539 to $1,048/night

    International Colony Club 41

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

  121. $791 to $1,074/night

    International Colony Club 42

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
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  123. $294 to $784/night

    International Colony Club 43

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool
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  125. $203 to $316/night

    Island Sands 110

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
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  127. $330 to $930/night

    Island Sands 306

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

  129. $494 to $1,008/night

    Island Sands 411

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

  131. $259 to $784/night

    Island Sands 600

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

  133. $245 to $723/night

    Island Surf 200

    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. $170 to $311/night

    Island Surf 402

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

  137. $254 to $764/night

    Island Surf 614

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
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  139. $321 to $1,080/night

    Kaanapali Plantation #45- 3 bedroom 2.5 baths Oceanview

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

  141. $219 to $633/night

    Kaanapali Plantation #52

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

  143. $504 to $1,289/night

    Kaanapali Plantation 62

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

  145. $342 to $986/night

    Kaanapali Royal #N302

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

  147. $324 to $1,008/night

    Kaanapali Royal G303

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

  149. $368 to $828/night

    Kaanapali Shores #159

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

  151. $683 to $1,195/night

    Kaanapali Shores #160

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

  153. $629 to $1,114/night

    Kaanapali Shores #255

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

  155. $357 to $741/night

    Kaanapali Shores #414

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

  157. $302 to $788/night

    Kaanapali Shores #825

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

  159. $559 to $672/night

    Kaanapali Shores 161

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

  161. $149 to $559/night

    Kaanapali Shores 422 1 Bedroom Condo

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

  163. $138 to $461/night

    Kaanapali Shores 642 Studio Condo

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

  165. $138 to $478/night

    Kaanapali Shores 742 Studio Condo

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

  167. $998 to $1,754/night

    Kahana Outrigger #1A2

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

  169. $866 to $1,733/night

    Kahana Outrigger #2B1

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

  171. $647 to $1,388/night

    Kahana Outrigger #4B2

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

  173. $756 to $2,194/night

    Kahana Outrigger 2B2

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

  175. $193 to $491/night

    Kahana Reef #116

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

  177. $284 to $603/night

    Kahana Reef #122

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

  179. $305 to $653/night

    Kahana Reef #211

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

  181. $209 to $474/night

    Kahana Reef #301

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

  183. $273 to $603/night

    Kahana Reef #310

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

  185. $226 to $508/night

    Kahana Reef #322

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

  187. $187 to $431/night

    Kahana Reef #402

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

  189. $308 to $629/night

    Kahana Reef #404

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

  191. $185 to $375/night

    Kahana Reef #414

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

  193. $212 to $750/night

    Kahana Reef 120

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

  195. $212 to $784/night

    Kahana Reef 205

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

  197. $212 to $737/night

    Kahana Reef 217

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

  199. $212 to $684/night

    Kahana Reef 305

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