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  1. $1,154 to $4,647/night

    Wailea Beach Villa M312

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $1,212 to $4,226/night

    Wailea Elua 1603

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $300 to $794/night

    Sugar Beach Resort 328

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $936 to $1,411/night

    Sands Of Kahana 384

    1 Bedroom, 3 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  9. $2,670 to $9,559/night

    Wailea Beach Villa B202

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $2,532 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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  13. $228 to $688/night

    Sugar Beach Resort 209

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $808 to $2,768/night

    Wailea Beach Villa J106

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $194 to $580/night

    Sugar Beach Resort PH8

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $520 to $3,325/night

    Wailea Beach Villa I204

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $767 to $2,768/night

    Wailea Beach Villa H102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $987 to $4,721/night

    Wailea Beach Villa I503

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $245 to $738/night

    Sugar Beach Resort 409

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $935 to $3,587/night

    Wailea Beach Villa H202

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $259 to $833/night

    Sugar Beach Resort 235

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $2,733 to $10,705/night

    Wailea Beach Villa B102

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $260 to $872/night

    Sugar Beach Resort 113

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $468 to $1,903/night

    Wailea Elua 2303

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $264 to $952/night

    Whaler 518 OceanView Studio Condo

    Studio, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $474 to $1,306/night

    Sands Of Kahana 356

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 nights minstay
    Pool Hot Tub
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  41. $429 to $1,117/night

    Noelani 304 3 Bedroom/2.5 Bath Condo

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $163 to $624/night

    Mahana At Kaanapali 306

    1 Bedroom, 1  Bathroom, Sleeps 4
    4 nights minstay
    Pool Hot Tub
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  45. $429 to $1,117/night

    Noelani 304 3 Bedroom/2.5 Bath Condo

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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