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  1. $5,650 to $7,910/night

    Hanalei Beach Estate

    5 Bedrooms, 5.5 Bathrooms, Sleeps 13
    3 nights minstay
    Hot Tub
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  3. $3,502 to $8,050/night

    Beach Castle

    7 Bedrooms, 7 Bathrooms, Sleeps 18
    3 nights minstay
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  5. $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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  7. $2,733 to $10,705/night

    Wailea Beach Villa B102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $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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  11. $2,653 to $9,501/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $2,423 to $9,090/night

    Andaz Villa 810

    3 Bedrooms, 4 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $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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  17. $2,260 to $5,947/night

    Hanalei Beachfront Hale

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    3 nights minstay
    Hot Tub
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  19. $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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  21. $2,072 to $8,559/night

    3902 Pacific Zen

    6 Bedrooms, 7.5 Bathrooms, Sleeps 14
    2 nights minstay
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  23. $1,836 to $5,138/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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  25. $1,662 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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  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. $1,356 to $2,543/night

    Haena Beach House

    2 Bedrooms, 1.5  Bathroom, Sleeps 4
    3 nights minstay
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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. $1,243 to $3,146/night

    Bond House

    4 Bedrooms, 3 Bathrooms, Sleeps 10
    3 nights minstay
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  43. $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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  45. $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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  47. $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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  49. $1,102 to $3,835/night

    Dog Friendly Oceanfront Beach House

    4 Bedrooms, 3 Bathrooms, Sleeps 12
    2 nights minstay
    Pets OK
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  51. $1,101 to $4,619/night

    Wailea Beach Villa M312

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $1,098 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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  55. $1,091 to $4,200/night

    Wailea Elua 1603

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  57. $1,065 to $4,762/night

    Enchantment | 305 Pompano Street

    5 Bedrooms, 6 Bathrooms, Sleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  59. $1,065 to $4,792/night

    Summer of 42 | 299 Pompano Street

    6 Bedrooms, 6 Bathrooms, Sleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  61. $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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  63. $1,060 to $1,671/night

    JEKYLL HOUSE

    5 Bedrooms, 3 Bathrooms, Sleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  65. $1,049 to $1,752/night

    Makana Akua Haena

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
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  67. $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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  69. $1,020 to $3,078/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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  71. $1,020 to $2,260/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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  73. $1,017 to $3,487/night

    Anahola Aloha Beach House

    4 Bedrooms, 3 Bathrooms, Sleeps 12
    3 nights minstay
    Hot Tub
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  75. $1,006 to $3,059/night

    Shellstone Cottage | 8690 E Co Hwy 30A

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

  77. $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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  79. $995 to $2,166/night

    Alexander 807

    5 Bedrooms, 3 Bathrooms, Sleeps 15
    2 nights minstay
    Pool Hot Tub
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  81. $991 to $2,272/night

    Hale Kalani

    2 Bedrooms, 1.5  Bathroom, Sleeps 4
    3 nights minstay
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  83. $990 to $3,435/night

    Forever Sunshine- Beach Vacation Rental

    9 Bedrooms, 5 Bathrooms, Sleeps 26
    1 night minstay
    Pool Pets OK
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  85. $987 to $4,721/night

    Wailea Beach Villa I503

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  87. $954 to $4,035/night

    Rum Point Club Resort- 4 Bedroom Luxe Penthouse

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

  89. $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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  91. $942 to $1,054/night

    Sea Turtle Ranch

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

  93. $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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  95. $935 to $3,587/night

    Wailea Beach Villa H202

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  97. $918 to $2,441/night

    Hanalei Beachfront Cottage

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Hot Tub
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  99. $900 to $2,500/night

    Radwood Beach House 1 by Barbados Sotheby's Interna...

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

  101. $898 to $2,745/night

    Niulani Lanikai- Kauai Beach House

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

  103. $896 to $1,456/night

    HOKUEA HALE

    3 Bedrooms, 2.5 Bathrooms, Sleeps 10
    3 nights minstay
    Hot Tub
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  105. $890 to $2,779/night

    Honua Kai Konea 250

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

  107. $874 to $2,906/night

    Island Girl- 30 Gulf Beach Road

    5 Bedrooms, 3.5 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  109. $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
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  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. $862 to $2,011/night

    Ocean Ave Spacious Seaside Cottage

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

  115. $832 to $1,544/night

    Alexander 702

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

  117. $832 to $1,544/night

    Alexander 1003

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

  119. $832 to $1,544/night

    Alexander 1103

    4 Bedrooms, 3 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. $832 to $1,544/night

    Alexander 518

    4 Bedrooms, 3 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Hot Tub
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  123. $831 to $2,531/night

    Polo Beach Club 106

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  125. $831 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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  127. $828 to $2,071/night

    260 S Wall Street

    4 Bedrooms, 4 Bathrooms, Sleeps 14
    3 nights minstay
    FREE CANCELLATION
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  129. $821 to $938/night

    Luxury beachfront home with pool in Islamorada

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

  131. $765 to $1,605/night

    The Beach House

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool
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  133. $763 to $1,758/night

    Hale Nanea

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

  135. $756 to $2,672/night

    1011 N. Bayfront A & B

    5 Bedrooms, 5.5 Bathrooms, Sleeps 12
    2 nights minstay
    FREE CANCELLATION
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  137. $752 to $2,303/night

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

    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. $735 to $4,619/night

    1002 E. Oceanfront

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

  141. $735 to $1,508/night

    Hale Lani

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

  143. $734 to $1,430/night

    Sunset Breeze- Beachfront Pool Home- Monthly Rental

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

  145. $729 to $2,064/night

    Margarita Villas A

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

  147. $727 to $2,751/night

    Wailea Beach Villa J106

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

  149. $721 to $1,389/night

    Alexander 1420

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

  151. $721 to $1,389/night

    Alexander 1001

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

  153. $721 to $1,389/night

    Alexander 519

    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. $721 to $1,389/night

    Alexander 1401

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

  157. $721 to $1,389/night

    Alexander 1701

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

  159. $721 to $1,389/night

    Alexander 802

    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. $705 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
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  163. $695 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
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  165. $691 to $2,751/night

    Wailea Beach Villa H102

    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. $662 to $1,332/night

    Alexander 521

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

  169. $662 to $1,332/night

    Alexander 718

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

  171. $662 to $1,222/night

    Alexander 1121

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

  173. $662 to $1,222/night

    Alexander 1620

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

  175. $662 to $1,332/night

    Alexander 1421

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

  177. $662 to $1,332/night

    Alexander 611

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

  179. $662 to $1,222/night

    Alexander 604

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

  181. $662 to $1,332/night

    Alexander 1419

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

  183. $653 to $2,032/night

    Spectacular Oceanfront home located on North Litchfield&...

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

  185. $650 to $2,276/night

    Noelani 306

    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. $644 to $2,389/night

    367 Via Lido Soud

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

  189. $639 to $2,485/night

    Breeze Away- 2525 Bienville Blvd

    5 Bedrooms, 5 Bathrooms, Sleeps 20
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  191. $639 to $2,360/night

    Lemon Breeze- 2521 Bienville

    5 Bedrooms, 5 Bathrooms, Sleeps 25
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  193. $638 to $1,629/night

    Somerset 904, Marco Island Vacation Rental

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

  195. $631 to $3,203/night

    Wailea Elua 2305

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  197. $621 to $1,116/night

    Kahana Sunset A7

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    4 nights minstay
    Pool
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  199. $610 to $1,107/night

    99 Compass Point Way South #408

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