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  1. $6,215 to $7,910/night

    Hanalei Beach Estate

    5 Bedrooms, 5.5 Bathrooms, Sleeps 13
    3 nights minstay
    Hot Tub
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  3. $3,966 to $7,910/night

    Haena Modern Beachfront Sleeps 12

    6 Bedrooms, 6 Bathrooms, Sleeps 12
    3 nights minstay
    Hot Tub
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  5. $3,105 to $8,050/night

    Beach Castle

    7 Bedrooms, 7 Bathrooms, Sleeps 18
    3 nights minstay
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  7. $3,035 to $10,816/night

    Wailea Beach Villa B102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $2,811 to $9,598/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $2,712 to $3,955/night

    Makana Nui

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 nights minstay
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  13. $2,662 to $8,312/night

    Domus Pacis | 2590 E County Highway 30A

    7 Bedrooms, 8 Bathrooms, Sleeps 20
    3 nights minstay
    Pool
    FREE CANCELLATION
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  15. $2,260 to $5,697/night

    Hanalei Beachfront Hale

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    3 nights minstay
    Hot Tub
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  17. $2,260 to $3,390/night

    Hale Maluhia Hanalei

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
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  19. $2,131 to $2,855/night

    MAKENA SURF, #G-301-302

    4 Bedrooms, 5 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $2,107 to $8,562/night

    3902 Pacific Zen

    6 Bedrooms, 7.5 Bathrooms, Sleeps 14
    2 nights minstay
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  23. $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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  25. $1,836 to $5,141/night

    Curious Tides- 3132/3134 Estero Blvd- 20% off April + Ma...

    10 Bedrooms, 9 Bathrooms, Sleeps 24
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 Bedrooms, 4 Bathrooms, Sleeps 11
    3 nights minstay
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  29. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 Bedrooms, 4 Bathrooms, Sleeps 11
    3 nights minstay
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  31. $1,495 to $4,313/night

    Dream On

    4 Bedrooms, 4.5 Bathrooms, Sleeps 14
    2 nights minstay
    Pool
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  33. $1,479 to $2,662/night

    Best Place Ever | 58 Montgomery Street

    3 Bedrooms, 3 Bathrooms, Sleeps 10
    5 nights minstay
    FREE CANCELLATION
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  35. $1,413 to $3,035/night

    Haena Modern Beachfront Hale Ekahi

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    3 nights minstay
    Hot Tub
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  37. $1,349 to $1,609/night

    Moloa'a Bay Villa

    3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 nights minstay
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  39. $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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  41. $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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  43. $1,276 to $2,662/night

    Haena Modern Beachfront Hale Elua

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
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  45. $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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  47. $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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  49. $1,224 to $3,162/night

    Seaside Serenity Oceanfront Luxury with Pool

    6 Bedrooms, 7.5 Bathrooms, Sleeps 15
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $1,220 to $3,736/night

    Big Island Hale Kaheka 6592

    1 Bedroom, 2.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $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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  55. $1,183 to $2,426/night

    Minnow Mansion | 2804 E Co Hwy 30A

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    FREE CANCELLATION
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  57. $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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  59. $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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  61. $1,068 to $2,986/night

    King Hale

    4 Bedrooms, 4 Bathrooms, Sleeps 10
    3 nights minstay
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  63. $1,065 to $4,846/night

    Enchantment | 305 Pompano Street

    5 Bedrooms, 6 Bathrooms, Sleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  65. $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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  67. $1,049 to $1,752/night

    Makana Akua Haena

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
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  69. $1,038 to $3,624/night

    Wailea Beach Villa H202

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  71. $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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  73. $1,020 to $3,065/night

    Sunset Tides- 3134 Estero Blvd 20% Off April + May!

    5 Bedrooms, 4.5 Bathrooms, Sleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  75. $1,020 to $2,250/night

    Coastal Tides- 3132 Estero Blvd- 20% off April + May!

    5 Bedrooms, 4.5 Bathrooms, Sleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  77. $1,020 to $1,458/night

    MAKENA SURF, #G-304

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  79. $1,017 to $3,341/night

    Anahola Aloha Beach House

    4 Bedrooms, 3 Bathrooms, Sleeps 12
    3 nights minstay
    Hot Tub
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  81. $998 to $1,267/night

    Kahana Outrigger #1A2

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  83. $989 to $2,807/night

    Honua Kai Konea 250

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  85. $968 to $1,835/night

    WAILEA ELUA, #1702

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  87. $952 to $2,384/night

    3772 The Waves

    3 Bedrooms, 3.5 Bathrooms, Sleeps 5
    1 night minstay
    Pets OK
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  89. $945 to $1,680/night

    Turtle Rock

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

  91. $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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  93. $935 to $2,340/night

    Big Island Private Home Alii Drive 6596

    3 Bedrooms, 4 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  95. $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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  97. $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
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  99. $917 to $1,835/night

    WAILEA ELUA, #1404

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

  101. $896 to $1,456/night

    HOKUEA HALE

    3 Bedrooms, 2.5 Bathrooms, Sleeps 10
    3 nights minstay
    Hot Tub
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  103. $886 to $1,611/night

    MAKENA SURF, #F-209

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

  105. $886 to $1,611/night

    MAKENA SURF, #F-212

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

  107. $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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  109. $866 to $1,170/night

    Kahana Outrigger #2B1

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  111. $863 to $3,637/night

    Nifty Shades of Gray

    5 Bedrooms, 4 Bathrooms, Sleeps 16
    2 nights minstay
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  113. $857 to $2,362/night

    Beachfront Home with a Beautiful View

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

  115. $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
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  117. $849 to $1,847/night

    Kona Luxe Ocean Villa with Pool & Hot Tub

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

  119. $828 to $2,071/night

    260 S Wall Street

    4 Bedrooms, 4 Bathrooms, Sleeps 14
    3 nights minstay
    FREE CANCELLATION
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  121. $825 to $1,320/night

    Ali'i Point #5 Oceanfront

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

  123. $821 to $938/night

    Luxury beachfront home with pool in Islamorada

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

  125. $808 to $2,781/night

    Wailea Beach Villa J106

    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. $805 to $2,530/night

    Turtle Watch

    4 Bedrooms, 4 Bathrooms, Sleeps 12
    2 nights minstay
    Pool
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  129. $794 to $2,884/night

    Dog Friendly Beachfront Condo, Direct Access to Beach

    5 Bedrooms, 3 Bathrooms, Sleeps 14
    2 nights minstay
    Pets OK
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  131. $791 to $1,729/night

    Aloha Spirit Maui

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

  133. $791 to $2,099/night

    Spindrift Kauai

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

  135. $789 to $1,381/night

    Oceanview Reserve

    5 Bedrooms, 4 Bathrooms, Sleeps 12
    7 nights minstay
    Pool
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  137. $789 to $4,141/night

    NEW Bay Dreamin 4 Bedroom Private Pool Spa Beach Front P...

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

  139. $781 to $1,443/night

    Kathleen's Retreat

    5 Bedrooms, 5 Bathrooms, Sleeps 18
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  141. $764 to $1,529/night

    WAILEA ELUA, #1104

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

  143. $764 to $1,611/night

    MAKENA SURF, #F-110

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

  145. $763 to $1,768/night

    Hale Nanea

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

  147. $763 to $1,499/night

    Kamapua'a Hale

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

  149. $740 to $1,890/night

    Fish-N-Chips by the Sea

    6 Bedrooms, 6 Bathrooms, Sleeps 14
    7 nights minstay
    Pool
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  151. $735 to $4,619/night

    1002 E. Oceanfront

    7 Bedrooms, 7 Bathrooms, Sleeps 20
    2 nights minstay
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  153. $735 to $1,516/night

    Hale Lani

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

  155. $734 to $1,430/night

    Sunset Breeze- Beachfront Pool Home- Monthly Rental

    5 Bedrooms, 3 Bathrooms, Sleeps 14
    1 night minstay
    Pool Pets OK
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  157. $721 to $2,281/night

    Noelani 306

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

  159. $713 to $1,325/night

    MAKENA SURF #C102

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

  161. $704 to $1,408/night

    Waterfront Luxury Villa (62) with sunset views and boat ...

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

  163. $703 to $1,019/night

    ROYAL MAUIAN, #518^

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

  165. $701 to $3,239/night

    Wailea Elua 2305

    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. $699 to $1,789/night

    H Blue Atlantis

    6 Bedrooms, 5 Bathrooms, Sleeps 16
    3 nights minstay
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  169. $695 to $1,243/night

    Puu Poa 303

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

  171. $668 to $2,499/night

    Makena Surf B305

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

  173. $659 to $1,954/night

    Noelani 307

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

  175. $659 to $879/night

    Kona Bay Hale

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

  177. $656 to $2,794/night

    Polo Beach Club 107

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

  179. $653 to $2,032/night

    Spectacular Oceanfront home located on North Litchfield&...

    6 Bedrooms, 6.5 Bathrooms, Sleeps 18
    2 nights minstay
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  181. $652 to $1,172/night

    WAILEA ELUA, #1402^

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

  183. $647 to $918/night

    Kahana Outrigger #4B2

    3 Bedrooms, 2 Bathrooms, Sleeps 9
    2 nights minstay
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  185. $642 to $1,233/night

    Knot A Care

    4 Bedrooms, 4 Bathrooms, Sleeps 12
    7 nights minstay
    Pool
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  187. $637 to $688/night

    Goins By the Sea

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

  189. $633 to $1,242/night

    Boston Commons Penthouse

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

  191. $633 to $2,404/night

    Surfer Dog

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

  193. $632 to $2,485/night

    Breeze Away- 2525 Bienville Blvd

    5 Bedrooms, 5 Bathrooms, Sleeps 20
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  195. $632 to $2,360/night

    Lemon Breeze- 2521 Bienville

    5 Bedrooms, 5 Bathrooms, Sleeps 25
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  197. $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
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  199. $627 to $1,485/night

    127 Pismo Shores

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    7 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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