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  1. $749 to $4,307/night

    Winterleaf

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  3. $1,038 to $4,344/night

    Ho'olei 112-5

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $159 to $1,246/night

    Tyra Riverbend 213

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  7. $288 to $395/night

    Fairway Villas Waikoloa J21

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $277 to $438/night

    Colony Villas at Waikoloa Beach Resort #904

    2 Bedrooms2.5 BathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $213 to $880/night

    Big Island Waikoloa Fairways A-208

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $252 to $1,017/night

    Big Island Awamoa Hale

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  15. $204 to $643/night

    Kihei Akahi C-507

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  17. $230 to $673/night

    Big Island Kanaloa at Kona 1301

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $299 to $438/night

    Colony Villas at Waikoloa Beach Resort #2204

    2 Bedrooms2.5 BathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $277 to $427/night

    Vista Waikoloa B206

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $320 to $459/night

    Vista Waikoloa A104

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $725 to $1,260/night

    Kona Bubbles

    4 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
    Pool
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  27. $344 to $1,234/night

    Valley views with loaded bedrooms

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $535 to $2,062/night

    Canyons Village location Oversized deck off of massive c...

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $229 to $1,516/night

    Unbeatable views from totally renovated studio

    Studio BathroomSleeps 2
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $1,320 to $4,721/night

    3 Bedroom Penthouse at the base of Canyons

    3 Bedrooms3.5 BathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $839 to $6,211/night

    Private 4Br Residence In Vail Village with Full Kitchen,...

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Hot Tub
    FREE CANCELLATION
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  37. $524 to $3,691/night

    Luxury 2Br+Den Ritz-Carlton Residence- Quiet location wi...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Hot Tub
    FREE CANCELLATION
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  39. $5,500 to $17,100/night

    Gorgeous 5 Br Private Chalet in Vail Village

    5 Bedrooms5.5 BathroomsSleeps 14
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $136 to $1,299/night

    Casa Saguaro

    4 Bedrooms2.5 BathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $167 to $420/night

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $286 to $911/night

    Maui Hill D-41

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  47. $923 to $3,670/night

    Ho'olei 55-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $181 to $641/night

    Sunstone 208 Updated Ski-In Ski-Out Condo At Sunstone Lo...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $181 to $641/night

    Sunstone 214 Updated Ski-In Ski-Out Condo with Great Com...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $866 to $3,860/night

    Ho'olei 24-6

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $157 to $536/night

    Big Island Keauhou Akahi 311

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  57. $131 to $1,043/night

    Casa Kierland

    4 Bedrooms2.5 BathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  59. $132 to $1,477/night

    Casa Vista

    4 Bedrooms2.5 BathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  61. $141 to $1,687/night

    Casa Gamble

    5 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $126 to $866/night

    4 O'Clock Lodge A16

    1 BedroomBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  65. $1,220 to $4,156/night

    Big Island Hale Kaheka 6592

    1 Bedroom2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  67. $208 to $644/night

    Big Island Kahaluu Bay Villa 102

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  69. $485 to $1,700/night

    Mana Kai #805

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
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  71. $439 to $1,301/night

    Big Island White Sands Village 301

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  73. $545 to $1,284/night

    Wai'ula'ula D201

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  75. $277 to $416/night

    Waikoloa Beach Villas G2

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  77. $288 to $395/night

    Fairway Villas Waikoloa A21

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $199 to $817/night

    Amazing mountain views and full kitchen

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $344 to $1,234/night

    Stay in comfort while enjoying valley views

    2 Bedrooms BathroomSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  83. $199 to $818/night

    Stunning views off shared balcony & steps from slope...

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $372 to $1,604/night

    Comfortably furnished condo overlooking Canyons Village

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $261 to $1,855/night

    Grand Summit Mountainside- Next to Red Pine Gondola

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $289 to $525/night

    Keauhou Kona Surf & Racquet Club#8-304

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $509 to $3,600/night

    Exclusive 2Br Residence at the Ritz-Carlton with Valley ...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $212 to $1,162/night

    Casa Willow

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $165 to $1,018/night

    Villa On The 18th

    3 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool Hot Tub
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $288 to $406/night

    Waikoloa Beach Villas C3

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $701 to $3,474/night

    Wailea Elua 2305

    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. $277 to $416/night

    Waikoloa Beach Villas P32

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $416 to $716/night

    Fairway Villas Waikoloa F6

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $153 to $466/night

    Big Island Kona Ali'i D212

    Multiple Units Available
    2 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $1,126 to $4,236/night

    Big Island Hualalai 133C

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $104 to $489/night

    Big Island Kona Magic Sands 113

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $252 to $886/night

    Big Island Sea Village 3212

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $320 to $459/night

    Waikoloa Beach Villas H32

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $277 to $373/night

    Fairway Villas Waikoloa O21

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $358 to $1,258/night

    Tons of space with numerous fireplaces and pool views

    2 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. $535 to $2,062/night

    Huge condo with oversized deck boasting stunning views

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $358 to $1,258/night

    Large condo, steps away from Canyons Village

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $475 to $1,800/night

    Enormous condo with stunning mountain views

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $286 to $1,877/night

    Deluxe condo in newly remodeled Grand Summit Hotel

    1 BedroomBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $372 to $1,604/night

    Your own balcony, full kitchen in Canyons Village

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $1,616 to $5,653/night

    4 Bedroom Penthouse in Canyons Village

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $585 to $4,431/night

    Luxury Ritz Carlton Residence with 3 Br, Spacious Unit w...

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $138 to $529/night

    Sunstone 103 Updated Condo At Sunstone Lodge with Great ...

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $181 to $641/night

    Sunstone 206 Ski-In Ski-Out Condo At Sunstone Lodge with...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $89 to $287/night

    Villa Raintree

    2 BedroomsBathroomsSleeps 6
    21 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $482 to $1,527/night

    Retreat at Whispering Pines

    4 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations