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  1. $3,221 to $5,085/night

    Turtle Cove

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    3 nights minstay
    Pool Hot Tub
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  3. $3,035 to $10,773/night

    Wailea Beach Villa B102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $2,670 to $9,559/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $2,532 to $9,146/night

    Andaz Villa 810

    3 Bedrooms, 4 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $2,366 to $3,490/night

    108 Tidal Bridge Way

    5 Bedrooms, 5.5 Bathrooms, Sleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  11. $2,130 to $4,969/night

    Buckeye On the Beach | 2288 E Co Hwy 30a

    4 Bedrooms, 4.5 Bathrooms, Sleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
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  13. $1,846 to $5,684/night

    Halama Hale Private Home

    4 Bedrooms, 3.5 Bathrooms, Sleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  15. $1,306 to $2,007/night

    Inviting Vacation Home Directly on Beach

    7 Bedrooms, 5.5 Bathrooms, Sleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  17. $1,286 to $2,935/night

    Manu Kai- Beachfront House with private pool and hot tub...

    6 Bedrooms, 6 Bathrooms, Sleeps 14
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $1,224 to $2,814/night

    6518 Beach Drive

    7 Bedrooms, 7.5 Bathrooms, Sleeps 12
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $1,224 to $3,038/night

    Spectacular Oceanfront Living with an Inviting Kitchen P...

    9 Bedrooms, 9.5 Bathrooms, Sleeps 25
    2 nights minstay
    Pool
    FREE CANCELLATION
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  23. $1,212 to $4,244/night

    Wailea Elua 1603

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $1,190 to $4,025/night

    224 Winston Ln

    5 Bedrooms, 4.5 Bathrooms, Sleeps 17
    3 nights minstay
    Pool
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  27. $1,183 to $3,402/night

    Sea Dream | 1960 E Co Hwy 30A

    4 Bedrooms, 4.5 Bathrooms, Sleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  29. $1,154 to $4,666/night

    Wailea Beach Villa M312

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $1,124 to $3,100/night

    Second Sandbar | 1946 E. Co Hwy 30A

    3 Bedrooms, 4.5 Bathrooms, Sleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  33. $1,096 to $4,770/night

    Wailea Beach Villa I503

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $1,091 to $2,157/night

    Out of this World Beachfront Home

    6 Bedrooms, 5.5 Bathrooms, Sleeps 12
    7 nights minstay
    Pool
    FREE CANCELLATION
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  37. $1,070 to $1,427/night

    POLO BEACH CLUB #707

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $1,065 to $3,674/night

    Outside the Box | 2112 E Co Hwy 30A

    4 Bedrooms, 6.5 Bathrooms, Sleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  41. $1,038 to $3,609/night

    Wailea Beach Villa H202

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $1,035 to $1,495/night

    Stunning Gulf Front 3 BR- steps away from the beach- com...

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $1,020 to $2,362/night

    Come seek a Higher Porpoise!

    6 Bedrooms, 6.5 Bathrooms, Sleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  47. $1,000 to $1,173/night

    Experience Coastal Elegance in Our Oceanfront Villa &quo...

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  49. $995 to $2,621/night

    Exquisite Oceanfront Home Perfect for a Family Getaway

    6 Bedrooms, 6.5 Bathrooms, Sleeps 12
    2 nights minstay
    Pool
    FREE CANCELLATION
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  51. $995 to $2,166/night

    Alexander 807

    5 Bedrooms, 3 Bathrooms, Sleeps 15
    2 nights minstay
    Pool Hot Tub
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  53. $989 to $2,785/night

    Honua Kai Konea 250

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $969 to $2,035/night

    Vacation in luxury and style with sweeping ocean views a...

    6 Bedrooms, 4.5 Bathrooms, Sleeps 15
    2 nights minstay
    Pool
    FREE CANCELLATION
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  57. $954 to $4,035/night

    Rum Point Club Resort- 4 Bedroom Luxe Penthouse

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
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  59. $947 to $2,958/night

    Bella Vita | 2132 E Co Hwy 30A

    4 Bedrooms, 4.5 Bathrooms, Sleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
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  61. $936 to $1,411/night

    Sands Of Kahana 384

    1 Bedroom, 3 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  63. $923 to $2,559/night

    Polo Beach Club 106

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  65. $923 to $2,294/night

    Big Island Holua Kai 7061

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  67. $917 to $1,835/night

    WAILEA ELUA, #1204

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  69. $911 to $1,937/night

    Huge Oceanfront Home with Full Golf Membership

    8 Bedrooms, 6.5 Bathrooms, Sleeps 17
    2 nights minstay
    Pool
    FREE CANCELLATION
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  71. $877 to $2,067/night

    Relax and Enjoy the Spectacular Views in this Picturesqu...

    6 Bedrooms, 4.5 Bathrooms, Sleeps 15
    2 nights minstay
    Pool
    FREE CANCELLATION
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  73. $874 to $2,906/night

    Island Girl- 30 Gulf Beach Road

    5 Bedrooms, 3.5 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
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  75. $873 to $1,045/night

    Cypress Hall

    6 Bedrooms, 5 Bathrooms, Sleeps 12
    7 nights minstay
    Pool
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  77. $867 to $1,825/night

    Always Dreamin- Relaxed Luxury Oceanfront, in Gated Comm...

    5 Bedrooms, 5.5 Bathrooms, Sleeps 10
    7 nights minstay
    Pool
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  79. $857 to $2,362/night

    Beachfront Home with a Beautiful View

    6 Bedrooms, 5 Bathrooms, Sleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  81. $857 to $1,842/night

    Take your shoes off relax and put your feet in the sand....

    7 Bedrooms, 6 Bathrooms, Sleeps 16
    2 nights minstay
    Pool
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  83. $857 to $2,196/night

    Ocean Place Condo with Direct Access to the Beach

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

  85. $832 to $1,544/night

    Alexander 702

    4 Bedrooms, 2 Bathrooms, Sleeps 9
    2 nights minstay
    Pool Hot Tub
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  87. $832 to $1,544/night

    Alexander 1003

    4 Bedrooms, 3 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Hot Tub
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  89. $832 to $1,544/night

    Alexander 1103

    4 Bedrooms, 3 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Hot Tub
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  91. $832 to $1,544/night

    Alexander 518

    4 Bedrooms, 3 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Hot Tub
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  93. $808 to $2,779/night

    Wailea Beach Villa J106

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

  95. $803 to $2,681/night

    Spacious Oceanfront Penthouse Villa

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  97. $795 to $713,734/night

    WAILEA ELUA, #0107

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  99. $767 to $2,779/night

    Wailea Beach Villa H102

    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. $764 to $1,529/night

    WAILEA ELUA, #1104

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

  103. $752 to $2,249/night

    Enchanting Ground Unit Condo Few Steps Away from the Oce...

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

  105. $752 to $2,249/night

    Convenience Direct Oceanfront Condo with Private Balcony...

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

  107. $752 to $2,249/night

    442 Amelia By The Sea

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

  109. $752 to $2,249/night

    Spotted Sandpiper Condo Easy access to Pier, Pool and Be...

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

  111. $744 to $1,529/night

    Wailea Elua, #0908

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

  113. $729 to $1,936/night

    Margarita Villas A

    8 Bedrooms, 8 Bathrooms, Sleeps 24
    2 nights minstay
    Pool
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  115. $723 to $1,529/night

    WAILEA ELUA, #0702

    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. $721 to $1,389/night

    Alexander 1001

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

  119. $721 to $1,389/night

    Alexander 519

    4 Bedrooms, 2 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Hot Tub
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  121. $721 to $1,389/night

    Alexander 1420

    4 Bedrooms, 2 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Hot Tub
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  123. $721 to $1,389/night

    Alexander 1401

    3 Bedrooms, 2 Bathrooms, Sleeps 7
    2 nights minstay
    Pool Hot Tub
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  125. $721 to $2,289/night

    Noelani 306

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

  127. $721 to $1,389/night

    Alexander 1701

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

  129. $721 to $1,389/night

    Alexander 802

    3 Bedrooms, 2 Bathrooms, Sleeps 9
    2 nights minstay
    Pool Hot Tub
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  131. $717 to $2,062/night

    Sands Of Kahana PH 381 3Bd/3Ba OF

    3 Bedrooms, 3 Bathrooms, Sleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  133. $713 to $1,407/night

    WAILEA ELUA, #0801

    2 Bedrooms, 2 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. $701 to $3,224/night

    Wailea Elua 2305

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

  137. $683 to $2,043/night

    445 Amelia by the Sea

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

  139. $683 to $2,043/night

    Oceanfront Condo with Oceanside Pool and Private Fishing...

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

  141. $672 to $980/night

    Boca Grande Shores 12

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

  143. $668 to $2,489/night

    Makena Surf B305

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

  145. $662 to $1,407/night

    WAILEA ELUA, #0105

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

  147. $662 to $1,332/night

    Alexander 718

    3 Bedrooms, 3 Bathrooms, Sleeps 9
    2 nights minstay
    Pool Hot Tub
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  149. $662 to $1,222/night

    Alexander 1121

    3 Bedrooms, 2 Bathrooms, Sleeps 9
    2 nights minstay
    Pool Hot Tub
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  151. $662 to $1,222/night

    Alexander 1620

    3 Bedrooms, 2 Bathrooms, Sleeps 9
    2 nights minstay
    Pool Hot Tub
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  153. $662 to $1,332/night

    Alexander 521

    4 Bedrooms, 2 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Hot Tub
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  155. $662 to $1,332/night

    Alexander 1421

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

  157. $662 to $1,332/night

    Alexander 611

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

  159. $662 to $1,222/night

    Alexander 604

    3 Bedrooms, 2 Bathrooms, Sleeps 9
    2 nights minstay
    Pool Hot Tub
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  161. $662 to $1,332/night

    Alexander 1419

    3 Bedrooms, 2.5 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Hot Tub
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  163. $659 to $1,961/night

    Noelani 307

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

  165. $656 to $2,780/night

    Polo Beach Club 107

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

  167. $638 to $1,643/night

    Somerset 904, Marco Island Vacation Rental

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

  169. $631 to $1,019/night

    ROYAL MAUIAN, #302

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

  171. $631 to $1,019/night

    ROYAL MAUIAN, #202

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

  173. $630 to $1,095/night

    Just beyond the dunes Water's Edge is a cozy ocean ...

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

  175. $621 to $1,116/night

    Kahana Sunset A7

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

  177. $614 to $1,370/night

    Lazy Days

    6 Bedrooms, 6 Bathrooms, Sleeps 12
    7 nights minstay
    Pool
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  179. $612 to $1,371/night

    This villa offers stunning views of the ocean and the ca...

    4 Bedrooms, 5.5 Bathrooms, Sleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  181. $611 to $764/night

    MENEHUNE SHORES, #510**^

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

  183. $610 to $1,107/night

    99 Compass Point Way South #408

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

  185. $606 to $2,035/night

    Makena Surf A204

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

  187. $606 to $1,172/night

    1386 Shipwatch Circ.

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

  189. $606 to $1,068/night

    Kahana Village 13 Oceanview 3Bed/2Bath

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

  191. $605 to $974/night

    Turtleback 11

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

  193. $604 to $2,719/night

    Makena Surf F201

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  195. $603 to $2,115/night

    Kauai Poipu Kapili 51

    2 Bedrooms, 3 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  197. $592 to $1,068/night

    99 Compass Point Way South #308

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  199. $589 to $1,198/night

    Hideaway Beach, Penthouse 0 Marco Island Vacation Rental...

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