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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. $263 to $688/night

    Kahana Sunset A3

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  7. $614 to $941/night

    Sands Of Kahana 237

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  9. $614 to $941/night

    Sands Of Kahana 375

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  11. $290 to $911/night

    Maui Banyan T209

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $234 to $532/night

    Kihei Ali'i Kai D201

    1 Bedroom, 1  Bathroom, Sleeps 2
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $346 to $1,170/night

    Wailea Ekolu 908

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
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  17. $1,120 to $4,435/night

    Wailea Beach Villas M312

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $470 to $1,226/night

    Mana Kai #805

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  21. $455 to $1,603/night

    Wailea Ekahi 26A

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  23. $669 to $868/night

    Mana Kai #412

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  25. $311 to $509/night

    Hale O Kalani

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
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  27. $3,221 to $5,085/night

    Turtle Cove

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  29. $539 to $1,048/night

    International Colony Club 41

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

  31. $153 to $231/night

    Kihei Resort 128

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool Hot Tub
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  33. $230 to $687/night

    Swim with Turtles at Magical Turtle Cove

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
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  35. $385 to $986/night

    Wailea Ekolu 1603

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
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  37. $297 to $800/night

    Lauloa 110

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  39. $276 to $1,175/night

    Wailea Ekolu 502

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

  41. $374 to $616/night

    Kahana Sunset E6

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

  43. $1,064 to $3,261/night

    Wailea Elua 1603

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

  45. $292 to $713/night

    Maui Parkshore 408

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

  47. $190 to $476/night

    Kamaole Sands 6-103

    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. $206 to $587/night

    Hale Kamaole 121

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

  51. $538 to $1,505/night

    Mana Kai #705

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  53. $202 to $561/night

    Maui Sunset B309

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

  55. $137 to $448/night

    Kauhale Makai 102

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

  57. $226 to $362/night

    Kihei Holiday 113

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

  59. $368 to $761/night

    Kahana Sunset A5

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

  61. $374 to $616/night

    Kahana Sunset D5

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

  63. $190 to $720/night

    Kuleana 706 1 Bedroom Condo

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

  65. $207 to $672/night

    Kahana Reef 315

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

  67. $183 to $450/night

    Maui Vista 2213

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

  69. $700 to $2,317/night

    Noelani 306

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

  71. $179 to $566/night

    Kihei Ali'i Kai D301

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

  73. $505 to $1,680/night

    Mana Kai #307

    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. $205 to $540/night

    Kamaole Beach Royale 206

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

  77. $512 to $1,413/night

    Royal Mauian 206

    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. $243 to $580/night

    Kamaole Sands 7-102

    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. $211 to $535/night

    Kauhale Makai 308

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

  83. $224 to $701/night

    Grand Champions 122

    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. $268 to $801/night

    Maui Hill 99

    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. $280 to $701/night

    Wailea Ekahi 49F

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

  89. $308 to $521/night

    Grand Champions 137

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

  91. $227 to $563/night

    Sugar Beach Resort PH8

    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. $276 to $791/night

    Maui Parkshore 305

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

  95. $224 to $687/night

    Maui Vista 2416

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

  97. $437 to $775/night

    Kihei Akahi A-105

    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. $292 to $1,054/night

    Maui Sunset B317

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

  101. $202 to $513/night

    Kihei Akahi C-609

    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. $259 to $954/night

    Wailea Ekolu 1405

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

  105. $212 to $454/night

    Maui Vista 2118

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

  107. $896 to $2,738/night

    Honua Kai Konea 250

    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. $168 to $459/night

    Paki Maui 420

    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. $189 to $616/night

    Grand Champions 136

    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. $452 to $1,285/night

    My Waii Beach Cottage

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

  115. $269 to $773/night

    Kapalua Golf Villas 27T5

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

  117. $269 to $724/night

    Pacific Shores A105

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

  119. $274 to $1,226/night

    Nohonani 102

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

  121. $217 to $701/night

    Kihei Garden Estates D104

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

  123. $839 to $2,818/night

    Ho'olei 12-4

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

  125. $351 to $995/night

    Menehune Shores 112

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

  127. $181 to $463/night

    Hale Mahialani 3

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

  129. $398 to $1,024/night

    Kamaole Sands 4-411

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

  131. $224 to $543/night

    Kamaole Beach Royale 307

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

  133. $364 to $932/night

    Grand Champions 40

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

  135. $389 to $821/night

    Kapalua Golf Villas 15P5-6

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

  137. $3,192 to $10,296/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  139. $252 to $650/night

    Maalaea Banyans 217

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

  141. $374 to $616/night

    Kahana Sunset E8

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

  143. $952 to $3,376/night

    Ho'olei 21-3

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

  145. $295 to $986/night

    Wailea Ekolu 1507

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

  147. $357 to $741/night

    Kaanapali Shores #414

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

  149. $147 to $559/night

    Kaanapali Shores 422 1 Bedroom Condo

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

  151. $136 to $478/night

    Kaanapali Shores 742 Studio Condo

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

  153. $232 to $766/night

    Kahana Sunset C7 2 Bedroom Condo

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

  155. $306 to $1,027/night

    Kapalua Bay Villa 29B4

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

  157. $241 to $731/night

    Maalaea Banyans 412

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

  159. $252 to $856/night

    Maui Vista 3405

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

  161. $820 to $2,022/night

    Polo Beach Club 106

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

  163. $339 to $957/night

    Wailea Ekahi 40D

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

  165. $460 to $1,106/night

    Noelani 304 3 Bedroom/2.5 Bath Condo

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

  167. $511 to $1,342/night

    Wailea Ekahi 39E

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

  169. $414 to $1,036/night

    Residences at Napili Bay B7 3 Bedroom

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

  171. $239 to $643/night

    Maui Kai 607

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

  173. $1,064 to $3,783/night

    Wailea Beach Villa I503

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

  175. $353 to $789/night

    Maui Kamaole G211

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

  177. $370 to $1,235/night

    Wailea Ekolu 1510

    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. $171 to $635/night

    Papakea E201 1 bedroom, 1 bath

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

  181. $394 to $833/night

    Sands Of Kahana 344

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

  183. $368 to $833/night

    Sands Of Kahana 336

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

  185. $241 to $772/night

    Whaler 518 OceanView Studio Condo

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

  187. $313 to $1,027/night

    Kapalua Bay Vill 23G1 Ocean front 1 BD/1BA

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

  189. $368 to $578/night

    Bay Villa 24G3

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

  191. $368 to $625/night

    Kahana Sunset B5B

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

  193. $394 to $833/night

    Sands Of Kahana 373

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

  195. $202 to $799/night

    Napili Shores A203 Ocean Front Studio

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

  197. $135 to $475/night

    Royal Kahana 318 Studio Condo

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

  199. $135 to $496/night

    Royal Kahana 702 Studio Condo

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