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  1. $312 to $1,261/night

    Grand Champions 137

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $328 to $467/night

    Regency at Poipu Kai #914

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool Hot Tub
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  5. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 Bedrooms, 4 Bathrooms, Sleeps 11
    3 nights minstay
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  7. $883 to $4,003/night

    Ho'olei 21-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $467 to $677/night

    Waipouli Beach Resort G-306

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool Hot Tub
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  11. $467 to $677/night

    Waipouli Beach Resort G-306

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool Hot Tub
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  13. $2,653 to $9,501/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $158 to $204/night

    512 The Havens

    3 Bedrooms, 2 Bathrooms, Sleeps 5
    7 nights minstay
    Pool
    FREE CANCELLATION
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  17. $249 to $673/night

    Remodeled Cliffs Resort in Princeville

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
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  19. $352 to $572/night

    Waipouli Beach Resort C-105

    2 Bedrooms, 3 Bathrooms, Sleeps 4
    3 nights minstay
    Pool Hot Tub
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  21. $722 to $3,493/night

    Ho'olei 24-2

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $245 to $629/night

    Pu'ukala Sunset Estate w/ Amazing Ocean Views!

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    FREE CANCELLATION
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  25. $360 to $926/night

    Gorgeous Urban Oasis with Hot Tub, HEATED POOL and Priva...

    3 Bedrooms, 1.5  Bathroom, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $691 to $2,751/night

    Wailea Beach Villa H102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $831 to $4,108/night

    Ho'olei 24-4

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $935 to $4,001/night

    Ho'olei 112-5

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $2,423 to $9,090/night

    Andaz Villa 810

    3 Bedrooms, 4 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $780 to $3,386/night

    Ho'olei 24-6

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $192 to $766/night

    Grand Champions 74

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $320 to $436/night

    Waipouli Beach Resort E-406

    1 Bedroom, 1.5  Bathroom, Sleeps 4
    2 nights minstay
    Pool Hot Tub
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  41. $135 to $194/night

    1134 The Havens

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
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  43. $230 to $307/night

    Lovely Oceanfront 2nd Fl Condo w private lanai and Kona ...

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  45. $824 to $1,045/night

    Hale Honu-Oceanfront

    4 Bedrooms, 4 Bathrooms, Sleeps 8
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
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  47. $198 to $624/night

    Kamaole Sands 6-102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $218 to $775/night

    Grand Champions 68

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $831 to $3,382/night

    Ho'olei 55-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $208 to $888/night

    Grand Champions 145

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $1,604 to $2,164/night

    Moloa'a Bay Villa & Cottage

    5 Bedrooms, 4 Bathrooms, Sleeps 11
    3 nights minstay
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  57. $242 to $997/night

    Grand Champions 36

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $980 to $4,934/night

    Ho'olei 17-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  61. $2,733 to $10,688/night

    Wailea Beach Villa B102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $285 to $867/night

    Urban Oasis with Hot Tub, HEATED POOL and Private Movie ...

    2 Bedrooms, 1.5  Bathroom, Sleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  65. $831 to $3,765/night

    Ho'olei 24-1

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  67. $935 to $4,621/night

    Ho'olei 17-3

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
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