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  1. $4,076 to $8,312/night

    Once Upon A Tide- 61 Delmar 20% Off April + May!

    4 Bedrooms4.5 BathroomsSleeps 10
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  3. $3,278 to $8,050/night

    Beach Castle

    7 BedroomsBathroomsSleeps 18
    3 nights minstay
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  5. $3,221 to $5,085/night

    Turtle Cove

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  7. $2,805 to $3,366/night

    Bali Bay 503 OF

    8 BedroomsBathroomsSleeps 15
    3 nights minstay
    Pool
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  9. $2,662 to $8,312/night

    Domus Pacis | 2590 E County Highway 30A

    7 BedroomsBathroomsSleeps 20
    3 nights minstay
    Pool
    FREE CANCELLATION
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  11. $2,635 to $11,382/night

    Multi-level Seaside Residence

    5 BedroomsBathroomsSleeps 15
    2 nights minstay
    Pool
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  13. $2,610 to $3,365/night

    WAILEA ELUA, #1305^

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $2,260 to $3,390/night

    Hale Maluhia Hanalei

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
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  17. $2,131 to $2,855/night

    MAKENA SURF, #G-301-302

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $2,130 to $4,969/night

    Buckeye On the Beach | 2288 E Co Hwy 30a

    4 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
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  21. $2,072 to $8,530/night

    3902 Pacific Zen

    6 Bedrooms7.5 BathroomsSleeps 14
    2 nights minstay
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  23. $1,836 to $5,080/night

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

    10 BedroomsBathroomsSleeps 20
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $1,775 to $2,662/night

    Best Place Ever | 58 Montgomery Street

    3 BedroomsBathroomsSleeps 10
    5 nights minstay
    FREE CANCELLATION
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  27. $1,725 to $5,693/night

    Dream On

    4 Bedrooms4.5 BathroomsSleeps 14
    2 nights minstay
    Pool
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  29. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
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  33. $1,544 to $3,556/night

    The Good Stuff | 1938 Co Hwy 30A

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
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  35. $1,384 to $4,950/night

    Southern Dream- 30/40 Gulf Beach Road

    8 Bedrooms6.5 BathroomsSleeps 19
    1 night minstay
    Pool
    FREE CANCELLATION
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  37. $1,356 to $2,543/night

    Haena Beach House

    2 Bedrooms1.5  BathroomSleeps 4
    3 nights minstay
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $1,349 to $1,609/night

    Moloa'a Bay Villa

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
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  41. $1,325 to $1,784/night

    MAKENA SURF #G101

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $1,286 to $2,935/night

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

    6 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $1,243 to $3,127/night

    Bond House

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $1,224 to $2,814/night

    6518 Beach Drive

    7 Bedrooms7.5 BathroomsSleeps 12
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $1,183 to $3,402/night

    Sea Dream | 1960 E Co Hwy 30A

    4 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  51. $1,183 to $2,426/night

    Minnow Mansion | 2804 E Co Hwy 30A

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  53. $1,166 to $1,841/night

    DUNESIDE- 5-Bedroom Cottage

    5 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  55. $1,155 to $1,680/night

    Turtle Rock

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $1,142 to $2,089/night

    226 South Fletcher 3rd Floor

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
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  59. $1,124 to $3,100/night

    Second Sandbar | 1946 E. Co Hwy 30A

    3 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  61. $1,120 to $3,741/night

    3906 Ocean's One Eleven

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
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  63. $1,070 to $1,427/night

    POLO BEACH CLUB #707

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  65. $1,068 to $2,913/night

    King Hale

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $1,065 to $5,201/night

    Enchantment | 305 Pompano Street

    5 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  69. $1,065 to $5,265/night

    Summer of 42 | 299 Pompano Street

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  71. $1,065 to $3,674/night

    Outside the Box | 2112 E Co Hwy 30A

    4 Bedrooms6.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  73. $1,060 to $1,637/night

    JEKYLL HOUSE

    5 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  75. $1,049 to $1,752/night

    Makana Akua Haena

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $1,033 to $6,064/night

    Roomy Chalet-Style Beachfront Condo with Private Beach A...

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $1,020 to $3,185/night

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

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $1,020 to $1,458/night

    MAKENA SURF, #G-304

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $1,020 to $3,835/night

    Dog Friendly Oceanfront Beach House

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pets OK
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $1,020 to $2,338/night

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

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $1,008 to $2,494/night

    3772 The Waves

    3 Bedrooms3.5 BathroomsSleeps 5
    1 night minstay
    Pets OK
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $968 to $1,835/night

    WAILEA ELUA, #1702

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  91. $957 to $1,793/night

    226 South Fletcher 2nd Floor

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $954 to $4,035/night

    Rum Point Club Resort- 4 Bedroom Luxe Penthouse

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $936 to $1,411/night

    Sands Of Kahana 384

    1 BedroomBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $918 to $2,312/night

    Hanalei Beachfront Cottage

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Hot Tub
  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 BedroomsBathroomsSleeps 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. $917 to $1,835/night

    WAILEA ELUA, #1204

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $906 to $3,732/night

    Nifty Shades of Gray

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $900 to $2,500/night

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

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $896 to $1,456/night

    HOKUEA HALE

    3 Bedrooms2.5 BathroomsSleeps 10
    3 nights minstay
    Hot Tub
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $886 to $1,611/night

    MAKENA SURF, #F-209

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $886 to $1,611/night

    MAKENA SURF, #F-212

    2 BedroomsBathroomsSleeps 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. $874 to $2,897/night

    Island Girl- 30 Gulf Beach Road

    5 Bedrooms3.5 BathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $862 to $2,196/night

    Ocean Place Condo with Direct Access to the Beach

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $849 to $1,816/night

    Kona Luxe Ocean Villa with Pool & Hot Tub

    4 BedroomsBathroomsSleeps 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 $2,189/night

    260 S Wall Street

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $825 to $1,320/night

    Ali'i Point #5 Oceanfront

    3 Bedrooms3.5 BathroomsSleeps 6
    5 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 BedroomsBathroomsSleeps 6
    28 nights minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $820 to $2,530/night

    Turtle Watch

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $807 to $2,884/night

    Dog Friendly Beachfront Condo, Direct Access to Beach

    5 BedroomsBathroomsSleeps 14
    2 nights minstay
    Pets OK
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $798 to $2,041/night

    Ocean Ave Spacious Seaside Cottage

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $795 to $713,734/night

    WAILEA ELUA, #0107

    2 BedroomsBathroomsSleeps 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. $789 to $1,381/night

    Oceanview Reserve

    5 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $789 to $4,141/night

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

    4 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Pool
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $782 to $2,357/night

    Charming Oceanfront Beach House

    5 BedroomsBathroomsSleeps 14
    2 nights minstay
  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 BedroomsBathroomsSleeps 18
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $772 to $1,564/night

    Oceanfront Beach House with Spacious Backyard

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  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 BedroomsBathroomsSleeps 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. $764 to $1,529/night

    WAILEA ELUA, #1104

    2 BedroomsBathroomsSleeps 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. $764 to $1,611/night

    MAKENA SURF, #G-104

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $763 to $1,747/night

    Hale Nanea

    1 Bedroom BathroomSleeps 2
    2 nights minstay
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $752 to $2,214/night

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

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $752 to $2,214/night

    220 Amelia By The Sea

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $752 to $2,214/night

    Convenience Direct Oceanfront Condo with Private Balcony...

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $752 to $2,214/night

    442 Amelia By The Sea

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $752 to $2,214/night

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

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $744 to $1,529/night

    Wailea Elua, #0908

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $744 to $1,407/night

    WAILEA ELUA, #1508

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $740 to $1,890/night

    Fish-N-Chips by the Sea

    6 BedroomsBathroomsSleeps 14
    7 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $735 to $1,427/night

    Hale Lani

    1 Bedroom BathroomSleeps 2
    2 nights minstay
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $734 to $1,430/night

    Sunset Breeze- Beachfront Pool Home- Monthly Rental

    5 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool Pets OK
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $729 to $1,936/night

    Margarita Villas A

    8 BedroomsBathroomsSleeps 24
    2 nights minstay
    Pool
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $723 to $1,223/night

    WAILEA ELUA, #1309

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $723 to $1,529/night

    WAILEA ELUA, #0702

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $713 to $1,407/night

    WAILEA ELUA, #1503

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $713 to $1,325/night

    MAKENA SURF, #C-106

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $713 to $1,325/night

    MAKENA SURF, #C-205

    2 BedroomsBathroomsSleeps 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. $713 to $1,407/night

    WAILEA ELUA, #0801

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $711 to $1,172/night

    1386 Shipwatch Circ.

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $704 to $1,408/night

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

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $703 to $1,019/night

    ROYAL MAUIAN, #518^

    3 BedroomsBathroomsSleeps 7
    5 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $699 to $1,789/night

    H Blue Atlantis

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $690 to $2,404/night

    Surfer Dog

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $683 to $2,006/night

    445 Amelia by the Sea

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $683 to $2,006/night

    Oceanfront Condo with Beach Access, Pool, and Tennis Cou...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $683 to $2,681/night

    Spacious Oceanfront Penthouse Villa

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations