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  1. Wailea Beach Resort - Marriott, Maui

    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

    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

    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

    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

    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

    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

    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

    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

    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. Castle Maui Banyan

    Castle Maui Banyan

    Entire apartment
    Kihei
    Dec 21 - Dec 22
    This property requires you to stay at least 2 nights. Try adding more nights.
    3.8 out of 5 Good (123 reviews)
    Unavailable
    More information about Castle Maui Banyan, Opens in a new window
  11. Royal Mauian #607 by Ali'i Resorts

    Royal Mauian #607 by Ali'i Resorts

    Kihei
    Dec 21 - Dec 22
    This property requires you to stay at least 5 nights. Try adding more nights.
    Unavailable
    More information about Royal Mauian #607 by Ali'i Resorts, Opens in a new window
  12. LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views

    LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views

    Entire home
    Kihei
    Dec 21 - Dec 22
    5.0 out of 5 Exceptional (5 reviews)
    We are sold out
    More information about LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views, Opens in a new window
  13. BREATHTAKING*OCEAN VIEW Directly on Wailea Golf Course

    BREATHTAKING*OCEAN VIEW Directly on Wailea Golf Course

    Entire apartment
    Wailea
    Dec 21 - Dec 22
    5.0 out of 5 Exceptional (1 review)
    We are sold out
    More information about BREATHTAKING*OCEAN VIEW Directly on Wailea Golf Course, Opens in a new window
  14. Gorgeous Upscale Wailea, FULL AC, Walk to beach, Lg Lanai, BBQ, Salt water pool

    Gorgeous Upscale Wailea, FULL AC, Walk to beach, Lg Lanai, BBQ, Salt water pool

    Entire apartment
    Wailea
    Dec 21 - Dec 22
    4.8 out of 5 Exceptional (99 reviews)
    We are sold out
    More information about Gorgeous Upscale Wailea, FULL AC, Walk to beach, Lg Lanai, BBQ, Salt water pool, Opens in a new window
  15. 2 Lanais, 1 Beach, 1 Private pool steps away = 100% Fun in the Sun ️☀️☀️☀️☀

    2 Lanais, 1 Beach, 1 Private pool steps away = 100% Fun in the Sun ️☀️☀️☀️☀

    Entire apartment
    1 bedroom, 1 bathroom
    Wailea
    Dec 21 - Dec 22
    4.7 out of 5 Exceptional (54 reviews)
    We are sold out
    More information about 2 Lanais, 1 Beach, 1 Private pool steps away = 100% Fun in the Sun ️☀️☀️☀️☀, Opens in a new window
  16. Beachside Kihei Condo w/ Stunning Views!

    Beachside Kihei Condo w/ Stunning Views!

    Entire apartment
    2 bedrooms, 1 bathroom
    Kihei
    Dec 21 - Dec 22
    4.4 out of 5 Excellent (11 reviews)
    We are sold out
    More information about Beachside Kihei Condo w/ Stunning Views!, Opens in a new window
  17. Grand Champions #40 2Bd/2Ba Ocean View! Top Floor! Upgraded! A/C, Sleeps 6

    Grand Champions #40 2Bd/2Ba Ocean View! Top Floor! Upgraded! A/C, Sleeps 6

    Entire apartment
    2 bedrooms, 2 bathrooms
    Wailea
    Dec 21 - Dec 22
    4.7 out of 5 Exceptional (12 reviews)
    We are sold out
    More information about Grand Champions #40 2Bd/2Ba Ocean View! Top Floor! Upgraded! A/C, Sleeps 6, Opens in a new window
  18. Ocean View, 1st Floor, Spectacular Remodel, AC every room, Inner Courtyard

    Ocean View, 1st Floor, Spectacular Remodel, AC every room, Inner Courtyard

    Entire apartment
    2 bedrooms, 2 bathrooms
    Wailea
    Dec 21 - Dec 22
    4.9 out of 5 Exceptional (25 reviews)
    We are sold out
    More information about Ocean View, 1st Floor, Spectacular Remodel, AC every room, Inner Courtyard , Opens in a new window
  19. Haleakala Shores #A-411 Spacious Updated Unit, 1 Block from Kamaole Beach III

    Haleakala Shores #A-411 Spacious Updated Unit, 1 Block from Kamaole Beach III

    Entire apartment
    2 bedrooms, 2 bathrooms
    Kihei
    Dec 21 - Dec 22
    4.9 out of 5 Exceptional (12 reviews)
    We are sold out
    More information about Haleakala Shores #A-411 Spacious Updated Unit, 1 Block from Kamaole Beach III, Opens in a new window
  20. Beachfront Nani Kai Hale 407 on Sugar Beach in Kihei

    Beachfront Nani Kai Hale 407 on Sugar Beach in Kihei

    Entire apartment
    1 bedroom, 2 bathrooms
    Kihei
    Dec 21 - Dec 22
    4.7 out of 5 Exceptional (7 reviews)
    We are sold out
    More information about Beachfront Nani Kai Hale 407 on Sugar Beach in Kihei, Opens in a new window
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