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  1. $8,072 to $12,430/night

    Hanalei Dream

    5 BedroomsBathroomsSleeps 14
    7 nights minstay
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  3. $6,215 to $7,910/night

    Hanalei Beach Estate

    5 Bedrooms5.5 BathroomsSleeps 13
    3 nights minstay
    Hot Tub
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  5. $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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  7. $3,966 to $7,910/night

    Haena Modern Beachfront Sleeps 12

    6 BedroomsBathroomsSleeps 12
    3 nights minstay
    Hot Tub
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  9. $3,221 to $5,085/night

    Turtle Cove

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  11. $3,105 to $8,050/night

    Beach Castle

    7 BedroomsBathroomsSleeps 18
    3 nights minstay
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  13. $3,035 to $10,817/night

    Wailea Beach Villa B102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $2,931 to $11,382/night

    Multi-level Seaside Residence

    5 BedroomsBathroomsSleeps 15
    2 nights minstay
    Pool
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  17. $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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  19. $2,712 to $3,955/night

    Makana Nui

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
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  21. $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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  23. $2,610 to $3,365/night

    WAILEA ELUA, #1305^

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $2,532 to $9,184/night

    Andaz Villa 810

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $2,366 to $3,490/night

    108 Tidal Bridge Way

    5 Bedrooms5.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  29. $2,302 to $4,269/night

    226 South Fletcher Ave

    6 BedroomsBathroomsSleeps 12
    2 nights minstay
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  31. $2,260 to $5,746/night

    Hanalei Beachfront Hale

    3 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Hot Tub
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  33. $2,260 to $3,390/night

    Hale Maluhia Hanalei

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
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  35. $2,178 to $8,552/night

    3902 Pacific Zen

    6 Bedrooms7.5 BathroomsSleeps 14
    2 nights minstay
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  37. $2,163 to $4,729/night

    Oceanfront modern dream home

    6 Bedrooms8.5 BathroomsSleeps 14
    2 nights minstay
    FREE CANCELLATION
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  39. $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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  41. $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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  43. $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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  45. $1,836 to $5,171/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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  47. $1,610 to $4,313/night

    Dream On

    4 Bedrooms4.5 BathroomsSleeps 14
    2 nights minstay
    Pool
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  49. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
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  51. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 BedroomsBathroomsSleeps 11
    3 nights minstay
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  53. $1,557 to $3,603/night

    Happy Ours

    5 Bedrooms5.5 BathroomsSleeps 18
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  55. $1,479 to $2,662/night

    Best Place Ever | 58 Montgomery Street

    3 BedroomsBathroomsSleeps 10
    5 nights minstay
    FREE CANCELLATION
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  57. $1,413 to $3,080/night

    Haena Modern Beachfront Hale Ekahi

    3 Bedrooms2.5 BathroomsSleeps 6
    3 nights minstay
    Hot Tub
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  59. $1,384 to $4,965/night

    Southern Dream- 30/40 Gulf Beach Road

    8 Bedrooms6.5 BathroomsSleeps 19
    1 night minstay
    Pool
    FREE CANCELLATION
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  61. $1,356 to $2,543/night

    Haena Beach House

    2 Bedrooms1.5  BathroomSleeps 4
    3 nights minstay
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  63. $1,349 to $1,609/night

    Moloa'a Bay Villa

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
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  65. $1,325 to $1,784/night

    MAKENA SURF #G101

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  67. $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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  69. $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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  71. $1,276 to $2,686/night

    Haena Modern Beachfront Hale Elua

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
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  73. $1,257 to $4,025/night

    224 Winston Ln

    5 Bedrooms4.5 BathroomsSleeps 17
    3 nights minstay
    Pool
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  75. $1,243 to $3,209/night

    Bond House

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
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  77. $1,224 to $2,814/night

    6518 Beach Drive

    7 Bedrooms7.5 BathroomsSleeps 12
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $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
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $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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  83. $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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  85. $1,212 to $4,245/night

    Wailea Elua 1603

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  87. $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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  89. $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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  91. $1,172 to $1,937/night

    WAILEA ELUA, #1403

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  93. $1,154 to $4,666/night

    Wailea Beach Villa M312

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  95. $1,142 to $2,089/night

    226 South Fletcher 3rd Floor

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
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  97. $1,130/night

    Blue Mahina at Sunset Beach

    4 BedroomsBathroomsSleeps 11
    7 nights minstay
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  99. $1,125 to $3,835/night

    Dog Friendly Oceanfront Beach House

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pets OK
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $1,124 to $3,100/night

    Second Sandbar | 1946 E. Co Hwy 30A

    3 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $1,096 to $4,770/night

    Wailea Beach Villa I503

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $1,091 to $2,157/night

    Out of this World Beachfront Home

    6 Bedrooms5.5 BathroomsSleeps 12
    7 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $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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  109. $1,068 to $3,030/night

    King Hale

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $1,065 to $4,846/night

    Enchantment | 305 Pompano Street

    5 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $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
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $1,065 to $4,910/night

    Summer of 42 | 299 Pompano Street

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $1,060 to $1,591/night

    JEKYLL HOUSE

    5 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $1,049 to $1,752/night

    Makana Akua Haena

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $1,038 to $3,625/night

    Wailea Beach Villa H202

    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. $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
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $1,033 to $5,557/night

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

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $1,020 to $2,362/night

    Come seek a Higher Porpoise!

    6 Bedrooms6.5 BathroomsSleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $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
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $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
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $1,017 to $3,388/night

    Anahola Aloha Beach House

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Hot Tub
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $1,010 to $1,290/night

    SANDY COVE- LIMIT 14

    4 Bedrooms2.5 BathroomsSleeps 14
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $1,006 to $3,059/night

    Shellstone Cottage | 8690 E Co Hwy 30A

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $1,000 to $1,173/night

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

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $995 to $2,621/night

    Exquisite Oceanfront Home Perfect for a Family Getaway

    6 Bedrooms6.5 BathroomsSleeps 12
    2 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $995 to $2,166/night

    Alexander 807

    5 BedroomsBathroomsSleeps 15
    2 nights minstay
    Pool Hot Tub
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $991 to $2,319/night

    Hale Kalani

    2 Bedrooms1.5  BathroomSleeps 4
    3 nights minstay
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $990 to $3,148/night

    Forever Sunshine- Beach Vacation Rental

    9 BedroomsBathroomsSleeps 26
    1 night minstay
    Pool Pets OK
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $989 to $2,836/night

    Honua Kai Konea 250

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $969 to $2,035/night

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

    6 Bedrooms4.5 BathroomsSleeps 15
    2 nights minstay
    Pool
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $968 to $1,835/night

    WAILEA ELUA, #1702

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $957 to $1,793/night

    226 South Fletcher 2nd Floor

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $954 to $4,035/night

    Rum Point Club Resort- 4 Bedroom Luxe Penthouse

    Multiple Units Available
    1 night minstay
    Pool
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $947 to $2,958/night

    Bella Vita | 2132 E Co Hwy 30A

    4 Bedrooms4.5 BathroomsSleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $942 to $1,054/night

    Sea Turtle Ranch

    4 BedroomsBathroomsSleeps 8
    29 nights minstay
    Hot Tub
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $936 to $1,411/night

    Sands Of Kahana 384

    1 BedroomBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $923 to $2,560/night

    Polo Beach Club 106

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $923 to $2,260/night

    Big Island Holua Kai 7061

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $918 to $2,476/night

    Hanalei Beachfront Cottage

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Hot Tub
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $917 to $1,835/night

    WAILEA ELUA, #1404

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $917 to $1,835/night

    WAILEA ELUA, #1204

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $911 to $1,937/night

    Huge Oceanfront Home with Full Golf Membership

    8 Bedrooms6.5 BathroomsSleeps 17
    2 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $900 to $2,500/night

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

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $898 to $2,623/night

    Niulani Lanikai- Kauai Beach House

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $896 to $1,456/night

    HOKUEA HALE

    3 Bedrooms2.5 BathroomsSleeps 10
    3 nights minstay
    Hot Tub
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $886 to $1,611/night

    MAKENA SURF, #F-209

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $886 to $1,611/night

    MAKENA SURF, #F-212

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $879 to $2,011/night

    Ocean Ave Spacious Seaside Cottage

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $877 to $2,067/night

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

    6 Bedrooms4.5 BathroomsSleeps 15
    2 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $874 to $2,905/night

    Island Girl- 30 Gulf Beach Road

    5 Bedrooms3.5 BathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $873 to $1,045/night

    Cypress Hall

    6 BedroomsBathroomsSleeps 12
    7 nights minstay
    Pool
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $867 to $1,825/night

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

    5 Bedrooms5.5 BathroomsSleeps 10
    7 nights minstay
    Pool
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $863 to $3,637/night

    Nifty Shades of Gray

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $862 to $2,330/night

    Charming Oceanfront Beach House

    5 BedroomsBathroomsSleeps 14
    2 nights minstay
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations