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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. $425 to $575/night

    Sands Of Kahana 344

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  3. $300 to $595/night

    Kaanapali Royal #H302

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  5. $157 to $311/night

    Papakea #C108

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  7. $400 to $500/night

    Bay Villa 24G3

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  9. $340 to $475/night

    Kahana Sunset A3

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  11. $325 to $395/night

    Kahana Sunset E6

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  13. $325 to $400/night

    Kahana Sunset B5B

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  15. $425 to $575/night

    Sands Of Kahana 336

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  17. $425 to $575/night

    Sands Of Kahana 373

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  19. $475 to $525/night

    Kahana Sunset A5

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  21. $162 to $285/night

    Maui Kaanapali Villas #B242

    Studio, 1  Bathroom, Sleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
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  23. $528 to $908/night

    Noelani 304 3 Bedroom/2.5 Bath Condo

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $599 to $867/night

    Papakea K402 3 bedroom condo

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $550 to $695/night

    Sands Of Kahana 375

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  29. $599 to $893/night

    Papakea H404 3 bedroom condo

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $599/night

    Maui Amazing 1 BR condos At Maui Vista-1123

    1 Bedroom, 1  Bathroom, Sleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
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  33. $350 to $575/night

    Sands Of Kahana 317

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  35. $635/night

    Maui- Amazing 1 BR condos at Kihei Kai Nani

    1 Bedroom, 1  Bathroom, Sleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
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  37. $249 to $362/night

    Kaanapali Shores 422 1 Bedroom Condo

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $249 to $336/night

    Kaanapali Shores 742 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $259 to $399/night

    Royal Kahana 318 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  43. $350 to $548/night

    Kapalua Golf Villa 14T 1 Bedroom Condo

    1 Bedroom, 2 Bathrooms, Sleeps 5
    5 nights minstay
    Pool
    FREE CANCELLATION
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  45. $299 to $621/night

    Kahana Sunset C7 2 Bedroom Condo

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  47. $295 to $563/night

    Aina Nalu A208 2 Bedroom Condo

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $347 to $513/night

    Whaler 616 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $899 to $1,105/night

    Residences at Napili Bay B7 3 Bedroom

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    5 nights minstay
    FREE CANCELLATION
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  53. $289 to $457/night

    Papakea E201 1 bedroom, 1 bath

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $338 to $494/night

    Whaler 518 OceanView Studio Condo

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

  57. $379 to $827/night

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

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  59. $551 to $861/night

    Kapalua Bay Villa 30G1

    1 Bedroom, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  61. $599/night

    Maui Amazing 1 BR condos at Kihei Kai Nani 232

    1 Bedroom, 1  Bathroom, Sleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
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  63. $599/night

    Maui Amazing 1 BR condos At Maui Vista

    1 Bedroom, 1  Bathroom, Sleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
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  65. $145 to $335/night

    Papakea #B207

    Studio, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  67. $234 to $485/night

    Lahaina Shores #531

    Studio, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  69. $310 to $595/night

    Kaanapali Royal #N302

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  71. $350 to $640/night

    Papakea #A109

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  73. $229 to $475/night

    Maui Kaanapali Villas #B143

    Studio, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  75. $185 to $402/night

    Kahana Reef #401

    1 Bedroom, 1  Bathroom, Sleeps 3
    3 nights minstay
    FREE CANCELLATION
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  77. $240 to $660/night

    Paki Maui #310

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  79. $215 to $529/night

    Kahana Reef #322

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

  81. $453 to $899/night

    Papakea A101 2 bedroom condo

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

  83. $190 to $240/night

    Kihei Resort 128

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool Hot Tub
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  85. $550 to $650/night

    Sands Of Kahana 237

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  87. $500 to $595/night

    Sands Of Kahana 334

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  89. $495/night

    Aina Nalu #A109

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  91. $220 to $421/night

    Valley Isle #1209

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

  93. $145 to $336/night

    Valley Isle #1206

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

  95. $168 to $464/night

    Valley Isle #1203

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

  97. $234 to $495/night

    Hale Mahina #B404

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  99. $350 to $575/night

    Hololani #B-802

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  101. $157 to $376/night

    Valley Isle #107

    Studio, 1  Bathroom, Sleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
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  103. $400 to $969/night

    Royal Kahana #911

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  105. $120 to $250/night

    Royal Kahana #319

    Studio, 1  Bathroom, Sleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
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  107. $288 to $609/night

    Kaanapali Shores #825

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  109. $223 to $465/night

    Pikake #A6

    2 Bedrooms, 1.5  Bathroom, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  111. $248 to $541/night

    Papakea #L407

    2 Bedrooms, 1  Bathroom, Sleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
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  113. $291 to $630/night

    Mahana Resort #1017

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

  115. $312 to $630/night

    Mahana Resort #706

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

  117. $285 to $630/night

    Mahana Resort #804

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

  119. $350 to $415/night

    Maui Kaanapali Villas #B233

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

  121. $239 to $350/night

    Maui Kaanapali Villas #B133

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

  123. $173 to $285/night

    Maui Kaanapali Villas #C152

    Studio, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  125. $262 to $534/night

    Papakea #G408

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  127. $168 to $373/night

    Kahana Reef #216

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

  129. $293 to $559/night

    Kahana Reef #404

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

  131. $306 to $600/night

    Lahaina Shores #501

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

  133. $144 to $348/night

    Paki Maui #109

    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. $315 to $787/night

    Papakea #D402

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

  137. $600 to $1,225/night

    Papakea #C403

    3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  139. $315 to $513/night

    Papakea #G106

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

  141. $135 to $190/night

    Maalaea Kai 316

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

  143. $211 to $485/night

    Lahaina Shores #425

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

  145. $194 to $408/night

    Maui Kaanapali Villas #C255

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

  147. $201 to $365/night

    Lokelani #C104

    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. $245 to $490/night

    Lahaina Roads #206

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

  151. $1,870 to $3,300/night

    Napili Ocean Front House 43

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

  153. $575 to $950/night

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

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

  155. $150 to $275/night

    Island Surf 402

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

  157. $385 to $410/night

    Papakea A403

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

  159. $275 to $450/night

    Hale O Kalani

    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. $450 to $875/night

    International Colony Club 41

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

  163. $495 to $595/night

    Kaanapali Shores 161

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

  165. $2,450 to $4,500/night

    Turtle Cove

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

  167. $225 to $320/night

    Kihei Holiday 113

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

  169. $235 to $370/night

    Kihei Garden Estates A102

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

  171. $323 to $862/night

    Kapalua Bay Villa 29B4

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

  173. $206 to $627/night

    Kahana Reef #122

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

  175. $289 to $449/night

    Kuleana 706 1 Bedroom Condo

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

  177. $259 to $403/night

    Royal Kahana 702 Studio Condo

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

  179. $325 to $395/night

    Kahana Sunset D6

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

  181. $245 to $325/night

    Kahana Sunset C4

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

  183. $325 to $395/night

    Kahana Sunset D9

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

  185. $230 to $500/night

    Hale Mahina #B102

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

  187. $239 to $552/night

    Honua Kai-Konea #537

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

  189. $495 to $695/night

    Bay Villa 37G4

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

  191. $475 to $525/night

    Kahana Sunset A4

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

  193. $250 to $325/night

    Kahana Sunset B1B

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

  195. $345 to $500/night

    Ridge Villa 414

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

  197. $295 to $375/night

    Golf Villa 19T4

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    4 nights minstay
    Pool
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  199. $245 to $325/night

    Sands Of Kahana 122

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