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  1. $288 to $427/night

    Waikoloa Beach Villas E32

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $292 to $425/night

    Plantations at Princeville #521

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  5. $7,860 to $20,200/night

    Luxurious Chalet w/ Private Elevator

    6 BedroomsBathroomsSleeps 16
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $716 to $1,981/night

    Wailea Elua 2109

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $1,274 to $10,454/night

    The Lion Vail- 4 Br Modern Mountain Luxury- 2966 sq ft

    4 Bedrooms4.5 BathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $181 to $245/night

    Sunstone 114 Updated Ski-In Ski-Out Condo At Sunstone Lo...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $224 to $438/night

    Helios North 5, Convenient Location Across from Village,...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  15. $190 to $420/night

    Pet Friendly Modern Zen Studio Retreat w/ Hot Tub!

    Studio BathroomSleeps 2
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  17. $252 to $1,019/night

    Big Island Awamoa Hale

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  19. $211 to $20,200/night

    Warm Winter Retreat 1Br 1Ba- 2 blocks to Historic Main S...

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $923 to $3,408/night

    Ho'olei 55-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $1,038 to $4,024/night

    Ho'olei 112-5

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $396 to $1,837/night

    3794 Forever Views II

    3 BedroomsBathroomsSleeps 6
    1 night minstay
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  27. $181 to $245/night

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

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $923 to $4,134/night

    Ho'olei 24-4

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $157 to $537/night

    Hacienda Hideaway

    3 Bedrooms2.5 BathroomsSleeps 12
    2 nights minstay
    Pool Hot Tub
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  33. $866 to $3,406/night

    Ho'olei 24-6

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $253 to $336/night

    Plantations at Princeville #111

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
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  37. $253 to $336/night

    Plantations at Princeville #111

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
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  39. $980 to $4,984/night

    Ho'olei 17-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $256 to $416/night

    Waikoloa Beach Villas P32

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $331 to $534/night

    Colony Villas at Waikoloa Beach Resort #204

    2 Bedrooms2.5 BathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $260 to $1,032/night

    Big Island Waikoloa Colony Villas 2404

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  47. $567 to $4,203/night

    3Br Residence w/ Cozy Fire Place- Lodge at Vail Amenitie...

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $1,310 to $11,717/night

    Iconic 5 Br Penthouse at the Ritz-Carlton

    5 BedroomsBathroomsSleeps 16
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $204 to $1,610/night

    Harbour Island 21C

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  53. $170 to $299/night

    Summit 34 Rustic, Gorgeous Mountain Views, Walk to the S...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $192 to $266/night

    Crestview 25 Convenient Location near the Village and Li...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  57. $320 to $534/night

    Tennis Village 14 Pet-Friendly, Spacious, Comfortable, G...

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $350 to $945/night

    Brand New Modern Pet Friendly Zen Home w/ Private Home T...

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  61. $1,126 to $4,245/night

    Big Island Hualalai 133C

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $1,038 to $4,656/night

    Ho'olei 17-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $727 to $20,200/night

    Ski in & Slopeside Luxury Townhome at Pines Lodge- S...

    4 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $263 to $20,200/night

    Slopeside Condo at Base of Peak 8, Sleeps 6

    1 BedroomBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  69. $923 to $3,795/night

    Ho'olei 24-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  71. $308 to $1,279/night

    3631 Casa Familia

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pets OK
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $529 to $3,728/night

    Chic 2 Br + Den Ritz-Carlton Condo with Valley Views and...

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $154 to $547/night

    Gulf Dunes 608

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $921 to $3,716/night

    Ho'olei 55-2

    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. $181 to $245/night

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

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $352 to $457/night

    Nihilani 22C

    3 Bedrooms2.5 BathroomsSleeps 7
    3 nights minstay
    Pool Hot Tub
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $981 to $4,044/night

    Ho'olei 21-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $292 to $425/night

    Plantations at Princeville #521

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $760 to $1,108/night

    Pu'uwai Hale

    4 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $96 to $499/night

    Puttin on the Green

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $266 to $406/night

    Waikoloa Beach Villas M2

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $288 to $534/night

    Hali'i Kai at Waikoloa 2B

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  95. $802 to $3,522/night

    Ho'olei 24-2

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  97. $656 to $2,780/night

    Polo Beach Club 107

    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. $174 to $630/night

    Kona Plaza#215

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $936 to $2,550/night

    Mauna Pua- A 7 bedroom Kauai Vacation Rental

    7 BedroomsBathroomsSleeps 14
    3 nights minstay
    Hot Tub
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $172 to $224/night

    Summit #105

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $138 to $202/night

    Summit #232

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $255 to $702/night

    Newly Constructed Modern Pet Friendly Zen Home w/ Privat...

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $636 to $20,200/night

    Scenic Penthouse Condo for 10, Ski In at Pines Lodge!

    3 Bedrooms3.5 BathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $393 to $20,200/night

    Premier 2Br Condo at the Base of Peak 7

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $1,083 to $1,459/night

    Luxury Makalae Home close to Water Activities

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $1,083 to $1,459/night

    Makalae

    5 BedroomsBathroomsSleeps 10
    3 nights minstay
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $865 to $3,362/night

    Ho'olei 12-4

    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