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  1. Wailea Beach Resort - Marriott, Maui

    Great for families

    Wailea Beach Resort - Marriott, Maui

    Wailea
    4.5 out of 5 Wonderful (546 reviews)
    We have 5 left at
    Price is $1,549
    per night
    $1,862 total
    Includes taxes & fees
    More information about Wailea Beach Resort - Marriott, Maui, Opens in a new window
  2. Andaz Maui at Wailea Resort - a concept by Hyatt

    Great for families

    Andaz Maui at Wailea Resort - a concept by Hyatt

    Wailea
    4.6 out of 5 Wonderful (998 reviews)
    Price is $1,179
    per night
    $1,441 total
    Includes taxes & fees
    More information about Andaz Maui at Wailea Resort - a concept by Hyatt, Opens in a new window
  3. AC Hotel by Marriott Maui Wailea

    Great for families

    AC Hotel by Marriott Maui Wailea

    Wailea
    4.3 out of 5 Excellent (20 reviews)
    We have 5 left at
    Price is $854
    per night
    $1,003 total
    Includes taxes & fees
    More information about AC Hotel by Marriott Maui Wailea, Opens in a new window
  4. Four Seasons Resort Maui at Wailea

    Great for families

    Four Seasons Resort Maui at Wailea

    Wailea
    4.8 out of 5 Exceptional (1,000 reviews)
    Price is $3,350
    per night
    $3,933 total
    Includes taxes & fees
    More information about Four Seasons Resort Maui at Wailea, Opens in a new window
  5. Castle Kamaole Sands, a Condominium Resort

    Great for families

    Castle Kamaole Sands, a Condominium Resort

    Entire apartment
    Kihei
    4.0 out of 5 Very Good (2,024 reviews)
    We have 6 left at
    Price is $539
    per night
    $998 total
    Includes taxes & fees
    More information about Castle Kamaole Sands, a Condominium Resort, Opens in a new window
  6. Fairmont Kea Lani Maui Villa Experience

    Great for families

    Fairmont Kea Lani Maui Villa Experience

    Wailea
    5.0 out of 5 Exceptional (1 review)
    We have 2 left at
    Price is $4,909
    per night
    $5,821 total
    Includes taxes & fees
    More information about Fairmont Kea Lani Maui Villa Experience, Opens in a new window
  7. Grand Wailea Maui, A Waldorf Astoria Resort

    Great for families

    Grand Wailea Maui, A Waldorf Astoria Resort

    Wailea
    4.4 out of 5 Excellent (1,000 reviews)
    Price is $2,130
    per night
    $2,546 total
    Includes taxes & fees
    More information about Grand Wailea Maui, A Waldorf Astoria Resort, Opens in a new window
  8. Fairmont Kea Lani Maui

    Great for families

    Fairmont Kea Lani Maui

    Wailea
    Fully refundable
    4.6 out of 5 Wonderful (996 reviews)
    Price is $1,609
    per night
    $1,946 total
    Includes taxes & fees
    More information about Fairmont Kea Lani Maui, Opens in a new window
  9. Residence Inn by Marriott Maui Wailea

    Great for families

    Residence Inn by Marriott Maui Wailea

    Wailea
    Breakfast included
    4.6 out of 5 Wonderful (845 reviews)
    We have 5 left at
    Price is $1,213
    per night
    $1,424 total
    Includes taxes & fees
    More information about Residence Inn by Marriott Maui Wailea, Opens in a new window
  10. Days Inn by Wyndham Maui Oceanfront

    AARP Member Discount

    Days Inn by Wyndham Maui Oceanfront

    Kihei
    3.8 out of 5 Good (999 reviews)
    10% off
    Price was $339Price is now $305
    per night
    $358 total
    Includes taxes & fees
    More information about Days Inn by Wyndham Maui Oceanfront, Opens in a new window
  11. Hale Kai O Kihei by Vacasa

    Great for families

    Hale Kai O Kihei by Vacasa

    Entire apartment
    Kihei
    Dec 21 - Dec 22
    4.2 out of 5 Very Good (255 reviews)
    We are sold out
    More information about Hale Kai O Kihei by Vacasa, Opens in a new window
  12. Maui Amazing 1 Br Condos At Maui Vista-1123 1 Bedroom Condo

    Great for families

    Maui Amazing 1 Br Condos At Maui Vista-1123 1 Bedroom Condo

    Entire apartment
    1 bedroom, 1 bathroom
    Kihei
    Dec 21 - Dec 22
    This property requires you to stay at least 4 nights. Try adding more nights.
    Unavailable
    More information about Maui Amazing 1 Br Condos At Maui Vista-1123 1 Bedroom Condo, Opens in a new window
  13. Maui Amazing 1 Br Condos At Kihei Kai Nani - 230 1 Bedroom Condo

    Great for families

    Maui Amazing 1 Br Condos At Kihei Kai Nani - 230 1 Bedroom Condo

    Entire apartment
    1 bedroom, 1 bathroom
    Kihei
    Dec 21 - Dec 22
    This property requires you to stay at least 4 nights. Try adding more nights.
    Unavailable
    More information about Maui Amazing 1 Br Condos At Kihei Kai Nani - 230 1 Bedroom Condo, Opens in a new window
  14. Maui Vistas #3419 2 Bedroom Condo

    Great for families

    Maui Vistas #3419 2 Bedroom Condo

    Entire apartment
    1 bedroom, 2 bathrooms
    Kihei
    Dec 21 - Dec 22
    We are sold out
    More information about Maui Vistas #3419 2 Bedroom Condo, Opens in a new window
  15. Maui Schooner Resort

    Great for families

    Maui Schooner Resort

    Entire condo
    Kihei
    Dec 21 - Dec 22
    This property requires you to stay at least 4 nights. Try adding more nights.
    4.5 out of 5 Wonderful (185 reviews)
    Unavailable
    More information about Maui Schooner Resort, Opens in a new window
  16. Maui Bay Villas by Hilton Grand Vacations

    Great for families

    Maui Bay Villas by Hilton Grand Vacations

    Kihei
    Dec 21 - Dec 22
    We are sold out
    More information about Maui Bay Villas by Hilton Grand Vacations, Opens in a new window
  17. Kihei Akahi D604 1 Bedroom Condo

    Great for families

    Kihei Akahi D604 1 Bedroom Condo

    Entire apartment
    1 bedroom, 1 bathroom
    Kihei
    Dec 21 - Dec 22
    We are sold out
    More information about Kihei Akahi D604 1 Bedroom Condo, Opens in a new window
  18. Maui Amazing 1 Br Condos At Maui Vista-3245 1 Bedroom Condo

    Great for families

    Maui Amazing 1 Br Condos At Maui Vista-3245 1 Bedroom Condo

    Entire apartment
    1 bedroom, 1 bathroom
    Kihei
    Dec 21 - Dec 22
    This property requires you to stay at least 4 nights. Try adding more nights.
    Unavailable
    More information about Maui Amazing 1 Br Condos At Maui Vista-3245 1 Bedroom Condo, Opens in a new window
  19. Maui Sunset B110 1 Bedroom Condo

    Great for families

    Maui Sunset B110 1 Bedroom Condo

    Entire apartment
    1 bedroom, 2 bathrooms
    Kihei
    Dec 21 - Dec 22
    We are sold out
    More information about Maui Sunset B110 1 Bedroom Condo, Opens in a new window
  20. Aston Maui Hill

    Great for families

    Aston Maui Hill

    Entire apartment
    Kihei
    Dec 21 - Dec 22
    This property requires you to stay at least 6 nights. Try adding more nights.
    4.5 out of 5 Wonderful (661 reviews)
    Unavailable
    More information about Aston Maui Hill, Opens in a new window
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