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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. $896 to $2,754/night

    Honua Kai Konea 250

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $224 to $543/night

    Kamaole Beach Royale 307

    1 Bedroom, 1  Bathroom, Sleeps 2
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $452 to $1,285/night

    My Waii Beach Cottage

    1 Bedroom, 2 Bathrooms, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  7. $302 to $770/night

    Kaanapali Shores #825

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
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  9. $168 to $459/night

    Paki Maui 420

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $269 to $772/night

    Kapalua Golf Villas 27T5

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  13. $294 to $1,224/night

    Nohonani 102

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
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  15. $217 to $700/night

    Kihei Garden Estates D104

    2 Bedrooms, 1  Bathroom, Sleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $351 to $995/night

    Menehune Shores 112

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $669 to $868/night

    Mana Kai #412

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
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  21. $364 to $905/night

    Grand Champions 40

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $389 to $789/night

    Kapalua Golf Villas 15P5-6

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool
    FREE CANCELLATION
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  25. $244 to $522/night

    Kihei Ali'i Kai D201

    1 Bedroom, 1  Bathroom, Sleeps 2
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $1,120 to $3,370/night

    Wailea Beach Villas M312

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $3,192 to $9,254/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $372 to $1,088/night

    Papakea H404 3 bedroom condo

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $189 to $616/night

    Grand Champions 136

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $839 to $2,800/night

    Ho'olei 12-4

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $399 to $958/night

    Wailea Ekolu 1603

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

  39. $398 to $920/night

    Kamaole Sands 4-411

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $1,064 to $3,199/night

    Wailea Elua 1603

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

  43. $174 to $568/night

    Papakea L207 Ocean Front 1 Bedroom

    1 Bedroom, 1  Bathroom, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $305 to $654/night

    The Mahana #1017

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  47. $295 to $957/night

    Wailea Ekolu 1507

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  49. $217 to $690/night

    Grand Champions 141

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $207 to $673/night

    Kahana Reef 315

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

  53. $202 to $560/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. $2,202 to $5,271/night

    Halama Hale Private Home

    4 Bedrooms, 4 Bathrooms, Sleeps 14
    5 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  57. $183 to $436/night

    Maui Vista 2213

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
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  59. $505 to $1,680/night

    Mana Kai #307

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

  61. $207 to $532/night

    Kamaole Beach Royale 206

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

  63. $700 to $2,313/night

    Noelani 306

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

  65. $179 to $560/night

    Kihei Ali'i Kai D301

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

  67. $280 to $754/night

    Sugar Beach Resort 113

    Multiple Units Available
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  69. $346 to $1,127/night

    Wailea Ekolu 908

    Multiple Units Available
    3 nights minstay
    Pool
    FREE CANCELLATION
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  71. $250 to $580/night

    Kamaole Sands 7-102

    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. $211 to $532/night

    Kauhale Makai 308

    Multiple Units Available
    4 nights minstay
    Pool
    FREE CANCELLATION
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  75. $224 to $685/night

    Grand Champions 122

    Multiple Units Available
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  77. $280 to $695/night

    Wailea Ekahi 49F

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

  79. $206 to $587/night

    Hale Kamaole 121

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

  81. $252 to $791/night

    Maui Parkshore 305

    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. $290 to $896/night

    Maui Banyan T209

    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. $300 to $1,142/night

    Wailea Ekolu 502

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

  87. $293 to $1,054/night

    Maui Sunset B317

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

  89. $212 to $448/night

    Maui Vista 2118

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

  91. $269 to $724/night

    Pacific Shores A105

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

  93. $538 to $1,386/night

    Mana Kai #705

    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. $297 to $870/night

    Lauloa 110

    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. $346 to $936/night

    Wailea Ekahi 40D

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

  99. $292 to $696/night

    Maui Parkshore 408

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

  101. $539 to $1,048/night

    International Colony Club 41

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

  103. $3,158 to $3,729/night

    Napili Ocean Front House 43

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

  105. $559 to $672/night

    Kaanapali Shores 161

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

  107. $3,221 to $5,085/night

    Turtle Cove

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

  109. $153 to $231/night

    Kihei Resort 128

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

  111. $226 to $362/night

    Kihei Holiday 113

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

  113. $170 to $311/night

    Island Surf 402

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

  115. $435 to $463/night

    Papakea A403

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

  117. $791 to $1,074/night

    International Colony Club 42

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

  119. $230 to $690/night

    Swim with Turtles at Magical Turtle Cove

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

  121. $532 to $1,312/night

    Wailea Ekahi 39E

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

  123. $820 to $1,963/night

    Polo Beach Club 106

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

  125. $244 to $854/night

    Maalaea Banyans 412

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

  127. $252 to $650/night

    Maalaea Banyans 217

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

  129. $152 to $715/night

    Kuleana 706 1 Bedroom Condo

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

  131. $117 to $559/night

    Kaanapali Shores 422 1 Bedroom Condo

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

  133. $385 to $1,095/night

    Noelani 304 3 Bedroom/2.5 Bath Condo

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

  135. $108 to $474/night

    Royal Kahana 318 Studio Condo

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

  137. $108 to $488/night

    Royal Kahana 702 Studio Condo

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

  139. $185 to $760/night

    Kahana Sunset C7 2 Bedroom Condo

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

  141. $193 to $859/night

    Whaler 616 Studio Condo

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

  143. $347 to $1,026/night

    Residences at Napili Bay B7 3 Bedroom

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

  145. $137 to $633/night

    Papakea E201 1 bedroom, 1 bath

    1 Bedroom, 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. $193 to $772/night

    Whaler 518 OceanView Studio Condo

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

  149. $250 to $1,027/night

    Kapalua Bay Villa 29B4

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

  151. $252 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
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  153. $332 to $1,027/night

    Kapalua Bay Villa 30G1

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

  155. $162 to $794/night

    Napili Shores A203 Ocean Front Studio

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

  157. $181 to $462/night

    Hale Mahialani 3

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

  159. $122 to $284/night

    Maalaea Kai 316

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

  161. $260 to $591/night

    Papakea #L407

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

  163. $368 to $846/night

    Maui Kaanapali Villas #B233

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

  165. $896 to $2,729/night

    Ho'olei 24-2

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

  167. $259 to $925/night

    Wailea Ekolu 1405

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

  169. $210 to $611/night

    Maui Kaanapali Villas #B133

    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. $311 to $509/night

    Hale O Kalani

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

  173. $1,064 to $3,395/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. $239 to $649/night

    Maui Kai 607

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

  177. $512 to $1,458/night

    Royal Mauian 206

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

  179. $420 to $938/night

    Royal Kahana #911

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

  181. $268 to $784/night

    Maui Hill 99

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

  183. $190 to $470/night

    Kamaole Sands 6-103

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

  185. $308 to $521/night

    Grand Champions 137

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

  187. $470 to $1,255/night

    Mana Kai #805

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

  189. $227 to $563/night

    Sugar Beach Resort PH8

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

  191. $224 to $714/night

    Wailea Ekahi 36E

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  193. $463 to $1,556/night

    Wailea Ekahi 26A

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

  195. $224 to $688/night

    Maui Vista 2416

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

  197. $437 to $769/night

    Kihei Akahi A-105

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

  199. $202 to $513/night

    Kihei Akahi C-609

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