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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. $388 to $557/night

    Sands Of Kahana 317

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  3. $208 to $377/night

    Sands Of Kahana 231

    1 Bedroom, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  5. $388 to $557/night

    Sands Of Kahana 373

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  7. $236 to $332/night

    Mahana At Kaanapali 306

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  9. $557 to $669/night

    Sands of Kahana 366

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  11. $309 to $394/night

    Kahana Sunset B6

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    4 nights minstay
    Pool
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  13. $276 to $332/night

    Kahana Sunset E6

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  15. $394 to $563/night

    Sands of Kahana 255

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  17. $428 to $484/night

    Kahana Sunset F1

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  19. $388 to $557/night

    Sands Of Kahana 344

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  21. $501 to $619/night

    Sands Of Kahana 375

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  23. $214 to $298/night

    Kahana Sunset B1B

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  25. $1,763 to $3,392/night

    Luxury 6 bedroom Penthouse w/ Pool & Hot Tub- Steps ...

    6 Bedrooms, 6 Bathrooms, Sleeps 16
    2 nights minstay
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  27. $309 to $394/night

    Kahana Sunset B1

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  29. $347 to $536/night

    Sugar Beach 502

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $270 to $332/night

    Kahana Sunset B5B

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  33. $613 to $898/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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  35. $384 to $499/night

    Napili Shores A106 Studio Condo

    Studio, 1  Bathroom, Sleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
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  37. $214 to $332/night

    Bay Villa 33B2

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  39. $253 to $332/night

    Kahana Sunset B3

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  41. $309 to $394/night

    Kahana Sunset B7

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  43. $253 to $309/night

    Kahana Sunset D10

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  45. $208 to $377/night

    Sands Of Kahana 231

    1 Bedroom, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  47. $428 to $484/night

    Kahana Sunset F2

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  49. $197 to $366/night

    Ridge Villa 1422

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

  51. $428 to $484/night

    Kahana Sunset F6

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  53. $236 to $332/night

    Mahana At Kaanapali 306

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  55. $501 to $619/night

    Sands Of Kahana 275

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  57. $333 to $465/night

    Kaleialoha 209 1 Bedroom Condo

    1 Bedroom, 1  Bathroom, Sleeps 2
    5 nights minstay
    Pool
    FREE CANCELLATION
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  59. $166 to $251/night

    Kihei Akahi D604

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  61. $166 to $255/night

    Maui Sunset B204

    1 Bedroom, 2 Bathrooms, Sleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $141 to $208/night

    Nani Kai Hale # 601

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

  65. $203 to $276/night

    Nani Kai Hale # 502

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

  67. $152 to $219/night

    Nani Kai Hale # 304

    1 Bedroom, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  69. $197 to $264/night

    Nani Kai Hale # 302

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

  71. $1,688 to $2,250/night

    Hale Lahaina

    4 Bedrooms, 5.5 Bathrooms, Sleeps 10
    5 nights minstay
    Pool
    FREE CANCELLATION
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  73. $225 to $281/night

    Koa Resort #4F

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

  75. $186 to $214/night

    Kahana Sunset B3B

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

  77. $158 to $248/night

    Napili Bay 204

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

  79. $256 to $474/night

    Papakea C207 Studio Condo

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

  81. $146 to $163/night

    Koa Resort #2C

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

  83. $276 to $332/night

    Kahana Sunset D2

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

  85. $276 to $332/night

    Kahana Sunset D6

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

  87. $219 to $276/night

    Kahana Sunset C4

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

  89. $276 to $332/night

    Kahana Sunset D8

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

  91. $276 to $332/night

    Kahana Sunset D8

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

  93. $394 to $563/night

    Sands Of Kahana 353

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

  95. $3,248 to $5,568/night

    Wailea Inn Maui

    14 Bedrooms, 14 Bathrooms, Sleeps 32
    2 nights minstay
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  97. $463 to $786/night

    Ohana Hale 2 bed/2bath w/ Pool & Hot Tub- Steps To B...

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

  99. $428 to $484/night

    Kahana Sunset F4

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  101. $731 to $776/night

    Sands Of Kahana 474

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

  103. $731 to $776/night

    Sands Of Kahana 474

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  105. $222 to $375/night

    Kaanapali Shores 642 Studio Condo

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

  107. $325 to $461/night

    Kuleana- 713 1 Bedroom Condo

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

  109. $325 to $551/night

    Royal Kahana 315 1 bedroom condo

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

  111. $394 to $577/night

    Napili Point C12 2 Bedroom Condo

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

  113. $369 to $513/night

    Aina Nalu C204 2BD/2BA

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

  115. $384 to $559/night

    Maui Eldorado I204 2 Bedroom Condo

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

  117. $325 to $461/night

    Kuleana- 622 1 Bedroom Condo

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

  119. $235 to $353/night

    Royal Kahana 119 Studio Condo

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

  121. $384 to $546/night

    Noelani 401 1 Bedroom Condo

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

  123. $320 to $461/night

    Napili Shores D229 Studio Condo

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

  125. $636 to $906/night

    Sands of Kahana 282 2 Bedroom Condo

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

  127. $369 to $513/night

    Aina Nalu D202 2BD/2BA

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

  129. $279 to $426/night

    Papakea A309

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

  131. $276 to $508/night

    Island Surf 614

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

  133. $325 to $597/night

    Honua Kai-Hokulani #218

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

  135. $162 to $447/night

    Hale Ono Loa #212

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

  137. $203 to $499/night

    Maui Sands #5F

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

  139. $331 to $731/night

    Mahana Resort #617

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

  141. $203 to $499/night

    Maui Sands #5G

    2 Bedrooms, 1.5  Bathroom, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  143. $220 to $580/night

    Kapalua Golf Villas #21V1

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

  145. $226 to $882/night

    Kaanapali Royal #E302

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

  147. $215 to $290/night

    Pohailani #102

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

  149. $336 to $1,067/night

    Royal Kahana #1211

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

  151. $168 to $447/night

    Lahaina Roads #204

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

  153. $232 to $650/night

    Kaanapali Plantation #52

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

  155. $209 to $603/night

    Maui Kaanapali Villas #B247

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

  157. $168 to $725/night

    Lahaina Roads #205

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

  159. $319 to $752/night

    Kaanapali Plantation #28

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

  161. $313 to $594/night

    Maui Eldorado Condo A104

    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. $211 to $436/night

    Maui Eldorado Condo G101

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

  165. $313 to $594/night

    Maui Eldorado Condo A202

    1 Bedroom, 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. $531 to $811/night

    Maui Eldorado Condo H108

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

  169. $261 to $469/night

    Maui Eldorado Condo K218

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

  171. $469 to $781/night

    Maui Eldorado Condo D100

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

  173. $294 to $594/night

    Maui Eldorado Condo: L202

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

  175. $176 to $442/night

    Kamaole Beach Condo | Pools, Partial Ocean View

    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. $345 to $613/night

    Oceanfront Nohonani- Unforgettable Views

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

  179. $354/night

    Island Escape | AC, Pool, Hot Tub | Steps to Sand

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

  181. $196 to $243/night

    Pohailani 128

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

  183. $1,900 to $2,969/night

    Makena Aloha Estate

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

  185. $291 to $426/night

    Papakea A108

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

  187. $267 to $445/night

    Papakea J103

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

  189. $533 to $711/night

    Papakea A404

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

  191. $261 to $469/night

    Maui Eldorado Condo K207

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

  193. $197 to $366/night

    Ridge Villa 1422

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

  195. $248 to $366/night

    Bay Villa 24G3

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

  197. $557 to $669/night

    Sands Of Kahana 356

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  199. $326 to $383/night

    Kahana Sunset A3

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