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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. $3,999 to $9,220/night

    Casa Royale- Luxurious Waterfront Living

    6 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool
    FREE CANCELLATION
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  5. $3,105 to $8,050/night

    Beach Castle

    7 BedroomsBathroomsSleeps 18
    3 nights minstay
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  7. $3,035 to $10,857/night

    Wailea Beach Villa B102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $2,811 to $9,600/night

    Wailea Beach Villa B202

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $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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  13. $2,532 to $9,184/night

    Andaz Villa 810

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $1,846 to $5,683/night

    Halama Hale Private Home

    4 Bedrooms3.5 BathroomsSleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  17. $1,836 to $4,927/night

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

    10 BedroomsBathroomsSleeps 24
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $1,610 to $4,313/night

    Dream On

    4 Bedrooms4.5 BathroomsSleeps 14
    2 nights minstay
    Pool
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  21. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
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  25. $1,499 to $2,840/night

    Sprawling Home Close to the Beach

    8 Bedrooms8.5 BathroomsSleeps 21
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $1,420 to $2,846/night

    Park Place | 89 Watercolor Blvd

    5 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  29. $1,420 to $3,135/night

    Summer Villa | 274 Pompano Street

    7 Bedrooms8.5 BathroomsSleeps 18
    3 nights minstay
    Pool
    FREE CANCELLATION
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  31. $1,384 to $4,964/night

    Southern Dream- 30/40 Gulf Beach Road

    8 Bedrooms6.5 BathroomsSleeps 19
    1 night minstay
    Pool
    FREE CANCELLATION
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  33. $1,377 to $2,346/night

    Home close to the Beach and private pool

    5 BedroomsBathroomsSleeps 14
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $1,306 to $2,007/night

    Inviting Vacation Home Directly on Beach

    7 Bedrooms5.5 BathroomsSleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  37. $1,269 to $4,471/night

    The Cove Hale

    4 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $1,249 to $1,605/night

    Swami's Sunset

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool Hot Tub
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $1,240 to $1,577/night

    Full Circle

    5 BedroomsBathroomsSleeps 18
    7 nights minstay
    Pool
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $1,224 to $2,814/night

    6518 Beach Drive

    7 Bedrooms7.5 BathroomsSleeps 12
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $1,224 to $3,038/night

    Spectacular Oceanfront Living with an Inviting Kitchen P...

    9 Bedrooms9.5 BathroomsSleeps 25
    2 nights minstay
    Pool
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $1,224 to $3,162/night

    Seaside Serenity Oceanfront Luxury with Pool

    6 Bedrooms7.5 BathroomsSleeps 15
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $1,220 to $3,698/night

    Big Island Hale Kaheka 6592

    1 Bedroom2.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $1,212 to $4,245/night

    Wailea Elua 1603

    2 BedroomsBathroomsSleeps 4
    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 Bedrooms4.5 BathroomsSleeps 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 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  57. $1,154 to $4,682/night

    Wailea Beach Villa M312

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $1,126 to $4,199/night

    Big Island Hualalai 133C

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  61. $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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  63. $1,096 to $2,732/night

    Big Island Aloha Pearl House

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  65. $1,094 to $1,975/night

    1 Biscayne

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  67. $1,083 to $1,459/night

    Luxury Makalae Home close to Water Activities

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $1,083 to $1,459/night

    Makalae

    5 BedroomsBathroomsSleeps 10
    3 nights minstay
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $1,065 to $4,964/night

    Enchantment | 305 Pompano Street

    5 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  73. $1,065 to $5,668/night

    7 Bedroom Private Pool Spa Home Walking distance to Beac...

    7 Bedrooms7.5 BathroomsSleeps 17
    2 nights minstay
    Pool Pets OK
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $1,064 to $5,194/night

    75 Palms

    8 Bedrooms7.5 BathroomsSleeps 23
    2 nights minstay
    Pool Hot Tub Pets OK
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $1,038 to $4,041/night

    Ho'olei 112-5

    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. $1,038 to $3,625/night

    Wailea Beach Villa H202

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $1,035 to $1,495/night

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

    3 BedroomsBathroomsSleeps 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. $1,020 to $3,091/night

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

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $1,020 to $2,268/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. $1,017 to $2,474/night

    Baydream

    4 Bedrooms3.5 BathroomsSleeps 23
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $1,006 to $3,059/night

    Shellstone Cottage | 8690 E Co Hwy 30A

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $998 to $1,406/night

    Kahana Outrigger #1A2

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $990 to $3,138/night

    Forever Sunshine- Beach Vacation Rental

    9 BedroomsBathroomsSleeps 26
    1 night minstay
    Pool Pets OK
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $989 to $7,758/night

    The Timber Lodge 957

    7 BedroomsBathroomsSleeps 19
    2 nights minstay
    Hot Tub
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $989 to $2,845/night

    Honua Kai Konea 250

    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. $981 to $4,059/night

    Ho'olei 21-3

    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. $980 to $4,985/night

    Ho'olei 17-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $971/night

    Osprey Lake Cabin

    4 Bedrooms3.5 BathroomsSleeps 12
    3 nights minstay
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $969 to $1,772/night

    Majestic Beach House with Private Pool and Fishing Dock ...

    7 Bedrooms6.5 BathroomsSleeps 17
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $962 to $1,375/night

    Screened porches, decks, rockers, hammocks and an upstai...

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $947 to $4,721/night

    PLANTATION HOUSE on Palma Sola Bay Private Pool And Boat...

    7 BedroomsBathroomsSleeps 19
    2 nights minstay
    Pool Hot Tub
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $936 to $1,411/night

    Sands Of Kahana 384

    1 BedroomBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $936 to $2,598/night

    Mauna Pua- A 7 bedroom Kauai Vacation Rental

    7 BedroomsBathroomsSleeps 14
    3 nights minstay
    Hot Tub
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $923 to $4,151/night

    Ho'olei 24-4

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $923 to $3,422/night

    Ho'olei 55-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $923 to $2,560/night

    Polo Beach Club 106

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $923 to $3,811/night

    Ho'olei 24-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $923 to $2,260/night

    Big Island Holua Kai 7061

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $922 to $2,992/night

    Maui Dolphin House

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $921 to $3,928/night

    Ho'olei 55-2

    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. $920 to $3,795/night

    Belle La Mer

    7 BedroomsBathroomsSleeps 19
    2 nights minstay
    Pool Pets OK
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $918 to $2,108/night

    Eclectic Creek Front Retreat

    8 Bedrooms8.5 BathroomsSleeps 16
    2 nights minstay
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $897 to $5,448/night

    Northridge Mesa

    7 Bedrooms4.5 BathroomsSleeps 14
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $887 to $2,514/night

    93 Vermillion Way

    6 Bedrooms6.5 BathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $874 to $2,905/night

    Island Girl- 30 Gulf Beach Road

    5 Bedrooms3.5 BathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $873 to $1,045/night

    Cypress Hall

    6 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $866 to $1,330/night

    Kahana Outrigger #2B1

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $866 to $3,612/night

    Ho'olei 24-6

    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. $865 to $3,565/night

    Ho'olei 12-4

    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
  147. $863 to $4,428/night

    Four Blue Palms

    7 BedroomsBathroomsSleeps 30
    2 nights minstay
    Pool
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $863 to $3,637/night

    Nifty Shades of Gray

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $857 to $2,362/night

    Beachfront Home with a Beautiful View

    6 BedroomsBathroomsSleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $857 to $1,842/night

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

    7 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $855 to $1,217/night

    Gray Goose

    5 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $844 to $1,108/night

    Pu'uwai Hale

    4 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $837 to $1,399/night

    Kapalua Ridge Villas-#323

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $828 to $2,189/night

    260 S Wall Street

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $828 to $1,923/night

    74 Rolling Dunes Drive

    6 Bedrooms6.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $821 to $938/night

    Luxury beachfront home with pool in Islamorada

    3 BedroomsBathroomsSleeps 6
    28 nights minstay
    Pool
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $808 to $5,162/night

    Snowcloud 203

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $808 to $2,779/night

    Wailea Beach Villa J106

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $805 to $4,040/night

    River Road Lodge

    7 Bedrooms6.25 BathroomsSleeps 16
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $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
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $783 to $3,147/night

    Just Beachy

    4 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $781 to $1,443/night

    Kathleen's Retreat

    5 BedroomsBathroomsSleeps 18
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $769 to $2,426/night

    Highboy Hideaway | 64 Venice Circle

    6 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $769 to $1,663/night

    Better By The Beach | 164 Red Cedar Way

    4 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $769 to $2,491/night

    High Cotton | 105 Spartina Circle

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $767 to $2,784/night

    Wailea Beach Villa H102

    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. $758 to $4,177/night

    Lionsquare North Tower #402

    5 Bedrooms5.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $755 to $10,321/night

    Sorrento Vacation Rental

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub Pets OK
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $740 to $1,714/night

    Walking distance to the beach in conveniently located Oc...

    4 Bedrooms4.5 BathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $736 to $8,601/night

    Sardinia Vacation Rental

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $735 to $1,539/night

    Hale Lani

    1 Bedroom BathroomSleeps 2
    2 nights minstay
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $734 to $1,575/night

    Memories Await, A Beautiful, Ocean View Villa featuring ...

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $734 to $1,430/night

    Sunset Breeze- Beachfront Pool Home- Monthly Rental

    5 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool Pets OK
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations