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  1. $356 to $580/night

    Wailea Ekahi, #33B

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  3. $764 to $1,529/night

    WAILEA ELUA, #1104

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $2,236 to $6,113/night

    Private Gore Creek Townhome

    4 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $767 to $20,200/night

    Spacious 4 Bedroom Condo Steps from Winter Activities

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $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
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  11. $636 to $20,200/night

    Luxury Ski-in 3 Br Penthouse Inside Pines Lodge, Sleeps ...

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $407 to $652/night

    MAALAEA SURF, #C-7

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  15. $325 to $540/night

    Maalaea Surf #G-2

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  17. $151 to $684/night

    Reflections- Gulf Front Condo directly on the Ocean

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $129 to $528/night

    Gulfside 501

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  21. $331 to $415/night

    Pali Ke Kua #103

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
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  23. $320 to $436/night

    Waipouli Beach Resort E-406

    1 Bedroom1.5  BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
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  25. $509 to $1,407/night

    WAILEA ELUA, #0307

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $407 to $866/night

    WAILEA ELUA, #0909

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $263 to $20,200/night

    Luxury Condo at Base of Peak 8- Walk to Gondola

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $264 to $652/night

    MAALAEA SURF, #C-8

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
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  33. $407 to $969/night

    Maalaea Surf, #G-1

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
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  35. $421 to $497/night

    Turtle Bay Hanalei

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  37. $331 to $415/night

    Pali Ke Kua #103

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool Hot Tub
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  39. $467 to $677/night

    Waipouli Beach Resort G-404

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  41. $467 to $677/night

    Waipouli Beach Resort G-404

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  43. $917 to $1,835/night

    WAILEA ELUA, #1204

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $723 to $1,529/night

    WAILEA ELUA, #0702

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  47. $519 to $1,223/night

    WAILEA ELUA, #0305

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $767 to $20,200/night

    Penthouse 4 Bedroom Condo at Base of Peak 8

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  51. $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
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  53. $142 to $293/night

    Kona Makai 3-302

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool Hot Tub
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  55. $109 to $360/night

    Cute 1BR Condo Directly on NSB Beach

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
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