Where to Rest

The 10 best places to stay in Wailea

Ranked by real guest ratings across Wailea — only places with a solid number of reviews qualify.

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  1. 1
    Ho olei at Grand Wailea, Hotel in WaileaHotel
    Ho olei at Grand Wailea★★★★★
    146 Hoolei Cir, Wailea-Makena, HI 96753
    ★ 4.9 (241)
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  2. 2
    Maui What a Wonderful World Bed and Breakfast, Bed & Breakfast in WaileaBed & Breakfast
    Maui What a Wonderful World Bed and Breakfast★★★
    2828 Umalu Pl, Kihei, HI 96753
    ★ 4.9 (197)
    Breakfast
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  3. 3
    Pineapple Inn Maui, Holiday Home in WaileaHoliday Home
    Pineapple Inn Maui★★★
    3170 Akala Dr, Kihei, HI 96753
    ★ 4.9 (80)
    BreakfastSwimming pool
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  4. 4
    Dreams Come True on Maui Bed and Breakfast, Bed & Breakfast in WaileaBed & Breakfast
    Dreams Come True on Maui Bed and Breakfast
    3259 Akala Dr, Kihei, HI 96753
    ★ 4.9 (16)
    Breakfast
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  5. 5
    Fairmont Kea Lani Maui, Hotel in WaileaHotel
    Fairmont Kea Lani Maui★★★★★
    ★ 4.7 (3182)
    Breakfast
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  6. 6
    Four Seasons Resort Maui at Wailea, Hotel in WaileaHotel
    Four Seasons Resort Maui at Wailea★★★★★
    3900 Wailea Alanui Dr, Kihei, HI 96753
    ★ 4.7 (2675)
    BeachfrontBreakfastSwimming pool
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  7. 7
    Wailea Elua Village - A CoralTree Residence Collection, Hotel in WaileaHotel
    Wailea Elua Village - A CoralTree Residence Collection★★★★
    3600 Wailea Alanui Dr, Wailea-Makena, HI 96753
    ★ 4.7 (243)
    BeachfrontSwimming pool
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  8. 8
    Wailea Beach Villas, Hotel in WaileaHotel
    Wailea Beach Villas★★★★
    3800 Wailea Alanui Dr, Kihei, HI 96753
    ★ 4.7 (192)
    Beachfront
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  9. 9
    Wailea Beach Resort - Marriott, Maui, Hotel in WaileaHotel
    Wailea Beach Resort - Marriott, Maui★★★★
    3700 Wailea Alanui Dr, Wailea, HI 96753
    ★ 4.6 (4172)inexpensive
    Swimming pool
    Check live prices · budget-friendly
  10. 10
    Andaz Maui at Wailea Resort, Hotel in WaileaHotel
    Andaz Maui at Wailea Resort★★★★★
    ★ 4.6 (2404)
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