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Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.
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  1. $482 to $839/night

    Kahakai Estates Hale

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
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  3. $506 to $899/night

    Holua Kai #32

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool
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  5. $141 to $197/night

    Nani Kai Hale # 301

    1 Bedroom, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  7. $203 to $287/night

    Nani Kai Hale # 308

    1 Bedroom, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  9. $248 to $366/night

    Bay Villa 30G1

    1 Bedroom, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool
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  11. $326 to $383/night

    Kahana Sunset A3

    2 Bedrooms, 2.5 Bathrooms, Sleeps 4
    1 night minstay
    Pool
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  13. $253 to $366/night

    Kahana Sunset B1

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
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  15. $276 to $332/night

    Kahana Sunset E6

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
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  17. $388 to $422/night

    Sands Of Kahana 344

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool Hot Tub
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  19. $388 to $444/night

    Sands Of Kahana 336

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
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  21. $501 to $557/night

    Sands Of Kahana 356

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
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  23. $428 to $484/night

    Kahana Sunset F12

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool
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  25. $276 to $332/night

    Kahana Sunset C5

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
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  27. $428 to $484/night

    Kahana Sunset A5

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool
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  29. $152 to $219/night

    Nani Kai Hale 307

    1 Bedroom, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  31. $152 to $219/night

    Nani Kai Hale # 405

    1 Bedroom, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  33. $170 to $210/night

    Colony Surf 809

    1 Bedroom, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  35. $152 to $219/night

    Condo with Ocean View! On Golf Course, Minutes from Beac...

    1 Bedroom, 1  Bathroom, Sleeps 2
    4 nights minstay
    Pool
    FREE CANCELLATION
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  37. $252 to $271/night

    Sans Souci 403/404

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  39. $105 to $107/night

    The Royal Garden | Ocean-View Studio | Pool & Gym

    Studio, 1  Bathroom, Sleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $144 to $155/night

    Sans Souci 102

    Studio, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  43. $239 to $257/night

    Colony Surf 601

    1 Bedroom, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  45. $197 to $210/night

    Colony Surf 1202

    1 Bedroom, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  47. $144 to $155/night

    Sans Souci 203

    Studio, 1  Bathroom, Sleeps 2
    3 nights minstay
    FREE CANCELLATION
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  49. $124 to $152/night

    Kihei Bay Vista #b203

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $265 to $355/night

    Royal Kahana 318

    Studio, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  53. $630 to $962/night

    Honua Kai Konea 743 2BD 2BA

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $295 to $361/night

    Junior Suite Oceanfront #1006

    Studio, 1  Bathroom, Sleeps 3
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  57. $295 to $361/night

    Junior Suite Oceanfront #302

    Studio, 1  Bathroom, Sleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $394 to $471/night

    1 Bedroom Corner Oceanfront #701

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  61. $394 to $471/night

    1 Bedroom Corner Oceanfront #908

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $273 to $361/night

    Junior Suite Oceanfront #607

    Studio, 1  Bathroom, Sleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  65. $361 to $438/night

    1 Bedroom Oceanfront #404

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  67. $149 to $168/night

    Vacation Home in Ko Olina Resort

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

  69. $265 to $344/night

    Pohailani Maui 152

    2 Bedrooms, 1  Bathroom, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  71. $711 to $775/night

    Punahele Point

    3 Bedrooms, 3.5 Bathrooms, Sleeps 10
    3 nights minstay
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  73. $120 to $294/night

    Oceanfront 1BR w/ Lanai & Pool

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

  75. $354 to $737/night

    Serene 3BR w/ Lanai & Private Yard, Walk to Beach

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

  77. $97 to $328/night

    Sunny 1BR w/ Pool & Balcony- Walk 5 Minutes to Beach...

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

  79. $143 to $248/night

    Charming Ohana Studio- Steps to Lanikai Beach

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

  81. $167 to $412/night

    New Listing! Lovely Beach Condo w/ Pool

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

  83. $346 to $513/night

    Aina Nalu B204

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

  85. $133 to $154/night

    Discovery Bay 1503

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

  87. $384/night

    Keauhou Kona Surf & Racquet Townhouse #36

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

  89. $376 to $393/night

    Puu Poa #305

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

  91. $456 to $574/night

    Waipouli Beach Resort G-306

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

  93. $441 to $819/night

    KAPIOLANI- AS SEEN ON HGTV

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

  95. $243 to $347/night

    Royal Kahana 702

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

  97. $337 to $483/night

    Kapalua Golf Villa 14T

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

  99. $225 to $271/night

    Turtle Bay NorthShore Haven***TA074664550401

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

  101. $289 to $329/night

    Turtle Bay Wicked Wahine***TA-129213644801

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

  103. $266 to $283/night

    Turtle Bay Bird of Paradise**TA-086947840001

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

  105. $139 to $161/night

    Turtle Bay 19th Hole*TA-017785446401

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

  107. $241 to $254/night

    Turtle Bay Paniolo**TA-202779033601

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

  109. $283 to $341/night

    Turtle Bay Alea**NUC 90-TVU-0263

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

  111. $231 to $266/night

    Turtle Bay Deep Blue**NUC 90-TVU-0523

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

  113. $266 to $283/night

    Turtle Bay Hale by the Sea**TA-158060441601

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

  115. $225 to $271/night

    Turtle Bay Sunset Retreat***TA-188332646401

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

  117. $365 to $509/night

    Honua Kai 1024

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

  119. $426 to $904/night

    Kapalua Bay Villas 23G-2

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

  121. $315 to $681/night

    Mahina Surf 220

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

  123. $368 to $909/night

    Kulakane 304

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  125. $265 to $521/night

    Napili Shores E240

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

  127. $241 to $304/night

    Paki Maui 415

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

  129. $248 to $454/night

    Kaleialoha 211

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

  131. $344 to $805/night

    Hoyochi Nikko 206

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

  133. $550 to $1,299/night

    Grand Champions 124

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

  135. $304 to $481/night

    Kuleana 310

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

  137. $440 to $655/night

    Napili Point B5

    1 Bedroom, 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. $171 to $445/night

    Kaleialoha 402

    Studio, 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. $389 to $719/night

    Maui Banyan Q204

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

  143. $308 to $588/night

    Pacific Shores B406

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

  145. $475 to $1,035/night

    Kapalua Bay Villas 17B-3

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

  147. $393 to $586/night

    Kahana Sunset C1

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

  149. $270 to $478/night

    Napili Shores D230

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

  151. $276 to $506/night

    Kamaole Sands 5-313

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

  153. $238 to $481/night

    Hale Ono Loa 402

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

  155. $423 to $910/night

    Pacific Shores B102

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

  157. $349 to $810/night

    Eldorado H107

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

  159. $274 to $434/night

    Kahana Manor 410

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

  161. $375 to $666/night

    International Colony Club 20

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

  163. $381 to $846/night

    Kapalua Ridge Villa #1521

    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. $306 to $585/night

    Kihei Alii Kai A101

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

  167. $483 to $1,091/night

    Kapalua Bay Villas 34B-4

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

  169. $439 to $724/night

    Maui Kai 201

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

  171. $378 to $670/night

    Puamana 52-3

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

  173. $269 to $538/night

    Mahana 602

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

  175. $379 to $588/night

    Aina Nalu K102

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

  177. $326 to $486/night

    Eldorado J222

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

  179. $306 to $489/night

    Valley Isle 401

    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. $335 to $656/night

    Wailea Ekolu 1604

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

  183. $283 to $523/night

    Maui Sunset B402

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

  185. $310 to $459/night

    Kahana Reef 111

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

  187. $239 to $443/night

    Polynesian Shores 113

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

  189. $398 to $733/night

    Kaanapali Royal C202

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

  191. $365 to $508/night

    Lauloa 105

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

  193. $271 to $491/night

    Maui Vista 2211

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  195. $311 to $748/night

    Kapalua Golf Villas 27T 1&2

    1 Bedroom, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  197. $290 to $483/night

    Kaanapali Shores 546

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  199. $565 to $858/night

    Maalaea Banyans 408

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