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  1. $363 to $1,129/night

    Maalaea Surf C10

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  3. $243 to $755/night

    Menehune Shores 324

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  5. $404 to $1,142/night

    Sugar Beach Resort PH35

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $259 to $681/night

    Nani Kai Hale 502

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $209 to $520/night

    Maui Sunset A412

    1 Bedroom, 2 Bathrooms, Sleeps 5
    2 nights minstay
    Pool Hot Tub
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  11. $421 to $1,481/night

    Royal Mauian 310

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  13. $203 to $483/night

    Nani Kai Hale 604

    1 Bedroom, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  15. $289 to $1,011/night

    Wailea Ekahi 37E

    1 Bedroom, 2 Bathrooms, Sleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
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  17. $289 to $825/night

    Island Surf 614

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  19. $496 to $1,310/night

    Mana Kai #303

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  21. $461 to $1,366/night

    Mana Kai #614

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  23. $491 to $1,485/night

    Royal Mauian 512

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  25. $289 to $782/night

    Wailea Ekahi 26B

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
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  27. $174 to $468/night

    Kauhale Makai 203

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $461 to $1,939/night

    Mana Kai #814

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
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  31. $404 to $1,130/night

    Maalaea Surf G8

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  33. $1,154 to $4,583/night

    Wailea Beach Villa M312

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $375 to $967/night

    Kihei Surfside 506

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  37. $375 to $988/night

    Kihei Surfside 412

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  39. $1,327 to $3,536/night

    Wailea Elua 1603

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $300 to $827/night

    Sugar Beach Resort 328

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $491 to $1,817/night

    Mana Kai #403

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  45. $357 to $1,142/night

    Wailea Ekahi 40D

    1 Bedroom, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  47. $3,035 to $9,041/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $923 to $2,356/night

    Polo Beach Club 106

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $404 to $904/night

    Maui Sunset B217

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $461 to $1,278/night

    Mana Kai #412

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  55. $289 to $674/night

    Sugar Beach Resort 209

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  57. $318 to $1,164/night

    Wailea Ekahi 25B

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  59. $318 to $918/night

    Wailea Ekahi 53D

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  61. $461 to $1,624/night

    Wailea Ekahi 48A

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  63. $421 to $1,407/night

    Royal Mauian 204

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  65. $477 to $1,604/night

    Wailea Ekahi 26A

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

  67. $808 to $2,522/night

    Wailea Beach Villa J106

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  69. $246 to $859/night

    Wailea Ekahi 36E

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
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  71. $214 to $606/night

    Sugar Beach Resort PH8

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  73. $604 to $2,389/night

    Makena Surf F201

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  75. $485 to $1,537/night

    Mana Kai #805

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  77. $692 to $2,853/night

    Wailea Beach Villa I204

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

  79. $300 to $892/night

    Luana Kai C306

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

  81. $312 to $955/night

    Luana Kai D305

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

  83. $231 to $727/night

    Wailea Ekahi 25A

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

  85. $767 to $2,449/night

    Wailea Beach Villa H102

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

  87. $346 to $1,263/night

    Wailea Ekahi 34B

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  89. $421 to $1,374/night

    Royal Mauian 206

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  91. $1,096 to $4,459/night

    Wailea Beach Villa I503

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

  93. $212 to $523/night

    Maui Sunset A504

    1 Bedroom, 2 Bathrooms, Sleeps 5
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  95. $323 to $858/night

    Palms at Wailea 601

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

  97. $701 to $2,695/night

    Wailea Elua 2305

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

  99. $554 to $1,571/night

    Mana Kai #705

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

  101. $393 to $1,455/night

    Mana Kai #815

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  103. $289 to $712/night

    Wailea Ekahi 36B

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

  105. $416 to $1,242/night

    Wailea Ekahi 5E

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

  107. $468 to $1,351/night

    Mana Kai #203

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

  109. $668 to $2,208/night

    Makena Surf B305

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

  111. $1,038 to $3,170/night

    Wailea Beach Villa H202

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

  113. $3,035 to $8,589/night

    Wailea Beach Villa B102

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

  115. $312 to $1,045/night

    Kamaole Nalu 103

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

  117. $301 to $998/night

    Maui Sunset B317

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

  119. $279 to $833/night

    Kauhale Makai 433

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

  121. $231 to $911/night

    Wailea Ekahi 45A

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

  123. $404 to $1,572/night

    Mana Kai #508

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

  125. $345 to $846/night

    Wailea Ekahi 47E

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

  127. $231 to $955/night

    Menehune Shores 102

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

  129. $289 to $756/night

    Wailea Ekahi 49F

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

  131. $217 to $466/night

    Kauhale Makai 308

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

  133. $289 to $984/night

    Sugar Beach Resort 113

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

  135. $461 to $1,427/night

    Mana Kai #307

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

  137. $520 to $1,674/night

    Wailea Elua 2303

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

  139. $1,846 to $6,682/night

    Halama Hale Private Home

    4 Bedrooms, 3.5 Bathrooms, Sleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  141. $122 to $405/night

    Kauhale Makai 102

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

  143. $185 to $500/night

    Maui Sunset B309

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

  145. $656 to $2,529/night

    Polo Beach Club 107

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