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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. $262 to $718/night

    Paki Maui #303

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  3. $170 to $395/night

    Papakea #D309

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  5. $254 to $512/night

    Kaanapali Royal #C101

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  7. $386 to $702/night

    Kaanapali Shores #916

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  9. $373 to $608/night

    Mahana Resort #304

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  11. $266 to $526/night

    Lokelani #C205

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  13. $237 to $521/night

    Papakea #E401

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
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  15. $188 to $520/night

    Valley Isle #1103

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  17. $279 to $639/night

    Lahaina Roads #201

    2 Bedrooms, 1  Bathroom, Sleeps 5
    3 nights minstay
    FREE CANCELLATION
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  19. $916/night

    Kapalua Bay Villa 30G1

    1 Bedroom, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  21. $1,234/night

    Residences at Napili Bay B7 3 Bedroom

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    5 nights minstay
    FREE CANCELLATION
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  23. $391 to $443/night

    Kahana Sunset B1

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  25. $521 to $547/night

    Sands Of Kahana 334

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  27. $443 to $516/night

    Sands Of Kahana 317

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
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  29. $521/night

    Aina Nalu #A109

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  31. $153 to $338/night

    Valley Isle #1206

    Studio, 1  Bathroom, Sleeps 3
    3 nights minstay
    FREE CANCELLATION
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  33. $177 to $487/night

    Valley Isle #1203

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  35. $199 to $455/night

    Hololani #B-802

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  37. $165 to $395/night

    Valley Isle #107

    Studio, 1  Bathroom, Sleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
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  39. $332 to $968/night

    Royal Kahana #911

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  41. $126 to $263/night

    Royal Kahana #319

    Studio, 1  Bathroom, Sleeps 3
    3 nights minstay
    Pool
    FREE CANCELLATION
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  43. $303 to $641/night

    Kaanapali Shores #825

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  45. $235 to $477/night

    Pikake #A6

    2 Bedrooms, 1.5  Bathroom, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  47. $261 to $584/night

    Papakea #L407

    2 Bedrooms, 1  Bathroom, Sleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
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  49. $231 to $368/night

    Maui Kaanapali Villas #B133

    Studio, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  51. $368 to $405/night

    Maui Kaanapali Villas #B233

    1 Bedroom, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  53. $276 to $562/night

    Papakea #G408

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  55. $177 to $373/night

    Kahana Reef #216

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  57. $308 to $559/night

    Kahana Reef #404

    1 Bedroom, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  59. $325 to $631/night

    Lahaina Shores #501

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  61. $159 to $382/night

    Paki Maui #109

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  63. $165 to $342/night

    Papakea #C108

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  65. $1,008/night

    Papakea A101 2 bedroom condo

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  67. $221 to $510/night

    Lahaina Shores #425

    Studio, 1  Bathroom, Sleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
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  69. $204 to $427/night

    Maui Kaanapali Villas #C255

    Studio, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  71. $189 to $384/night

    Lokelani #C104

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  73. $214 to $270/night

    Kihei Resort 128

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool Hot Tub
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  75. $253 to $360/night

    Kihei Holiday 113

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

  77. $326 to $626/night

    Kaanapali Royal #N302

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  79. $368 to $704/night

    Papakea #A109

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  81. $252 to $576/night

    Paki Maui #310

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  83. $608/night

    Kahana Sunset C7 2 Bedroom Condo

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

  85. $169 to $310/night

    Island Surf 402

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

  87. $258 to $515/night

    Lahaina Roads #206

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

  89. $217 to $695/night

    Kahana Reef #122

    1 Bedroom, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  91. $195 to $383/night

    Kahana Reef #401

    1 Bedroom, 1  Bathroom, Sleeps 3
    3 nights minstay
    FREE CANCELLATION
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  93. $331 to $816/night

    Papakea #D402

    2 Bedrooms, 2.5 Bathrooms, Sleeps 8
    3 nights minstay
    FREE CANCELLATION
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  95. $443 to $516/night

    Sands Of Kahana 373

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

  97. $310 to $506/night

    Hale O Kalani

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

  99. $316 to $626/night

    Kaanapali Royal #H302

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  101. $331 to $558/night

    Papakea #G106

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
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  103. $231 to $441/night

    Valley Isle #1209

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  105. $151 to $351/night

    Papakea #B207

    Studio, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  107. $231 to $500/night

    Maui Kaanapali Villas #B143

    Studio, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  109. $2,757 to $5,065/night

    Turtle Cove

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

  111. $337 to $663/night

    Mahana Resort #804

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  113. $308 to $662/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. $587/night

    Aina Nalu A208 2 Bedroom Condo

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

  117. $635/night

    Maui- Amazing 1 BR condos at Kihei Kai Nani

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

  119. $506 to $985/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. $170 to $300/night

    Maui Kaanapali Villas #B242

    Studio, 1  Bathroom, Sleeps 2
    3 nights minstay
    Pool
    FREE CANCELLATION
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  123. $355/night

    Kaanapali Shores 742 Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  125. $373/night

    Kaanapali Shores 422 1 Bedroom Condo

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

  127. $494/night

    Whaler 616 Studio Condo

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

  129. $360 to $478/night

    Maui Kamaole J221

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

  131. $445 to $557/night

    Kaanapali Shores 161

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

  133. $433 to $461/night

    Papakea A403

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

  135. $547 to $1,123/night

    Papakea #C403

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

  137. $182 to $300/night

    Maui Kaanapali Villas #C152

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

  139. $246 to $521/night

    Hale Mahina #B404

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

  141. $511/night

    Kapalua Golf Villa 14T 1 Bedroom Condo

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

  143. $152 to $214/night

    Maalaea Kai 316

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

  145. $515/night

    Whaler 518 OceanView Studio Condo

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

  147. $477/night

    Kuleana 706 1 Bedroom Condo

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

  149. $2,105 to $3,714/night

    Napili Ocean Front House 43

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

  151. $599/night

    Maui Amazing 1 BR condos at Kihei Kai Nani 232

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

  153. $499 to $599/night

    Maui Amazing 1 BR condos At Maui Vista

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

  155. $355 to $663/night

    Mahana Resort #706

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

  157. $246 to $510/night

    Lahaina Shores #531

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

  159. $417 to $521/night

    Bay Villa 24G3

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

  161. $354 to $495/night

    Kahana Sunset A3

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

  163. $338 to $411/night

    Kahana Sunset E6

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

  165. $443 to $516/night

    Sands Of Kahana 336

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

  167. $338 to $417/night

    Kahana Sunset B5B

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

  169. $443 to $516/night

    Sands Of Kahana 344

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

  171. $495 to $547/night

    Kahana Sunset A5

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

  173. $573/night

    Sands Of Kahana 375

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

  175. $573/night

    Sands Of Kahana 237

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

  177. $599/night

    Maui Amazing 1 BR condos At Maui Vista-1123

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

  179. $398/night

    Royal Kahana 318 Studio Condo

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

  181. $400/night

    Royal Kahana 702 Studio Condo

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

  183. $950/night

    Papakea K402 3 bedroom condo

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

  185. $972/night

    Papakea H404 3 bedroom condo

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

  187. $504/night

    Papakea E201 1 bedroom, 1 bath

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

  189. $603/night

    Kahana Manor 701 2BD/2BA Oceanview

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

  191. $890/night

    Kapalua Bay Villa 29B4

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

  193. $889/night

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

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

  195. $169 to $367/night

    Paki Maui #319

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

  197. $200 to $409/night

    Kapalua Golf Villas #G26T8

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  199. $295 to $542/night

    Honua Kai-Hokulani #218

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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