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Luxury 2-bedroom condos and hotels with 2 beds in Maui under $550 (July 2025)

Maui offers a range of luxury accommodations including upscale resorts and spacious rental condos with 2 bedrooms, often featuring amenities like pools, beach access, and proximity to popular attractions such as Kamaole Beach and Wailea Emerald Course.
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Wailea Beach Resort - Marriott, Maui
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3700 Wailea Alanui Drive , Wailea HI 96753
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8.6
Very Good
(262 reviews)
Lowest price
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/night
Available from:Jul 14-20
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Lumeria Maui, Educational Retreat Center
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1813 Baldwin Avenue, Makawao HI 96768
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8.4
Very Good
(81 reviews)
Lowest price
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/night
Available from:Jul 14-20
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OUTRIGGER Honua Kai Resort and Spa
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130 Kai Malina Parkway, Lahaina HI 96761
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8.5
Very Good
(27 reviews)
Lowest price
15% off
Booking
/night
Available from:Jul 14-20
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The Westin Ka'anapali Ocean Resort Villas
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6 Kai Ala Drive, Lahaina HI 96761
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8.9
Very Good
(20 reviews)
Lowest price
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/night
Available from:Jul 14-20
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WAILEA ELUA, #2003 condo
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3600 Wailea Alanui Drive One Bedroom / Two Bath Oceanview Condominium, Wailea 96753
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7.0
Pleasant
(1 reviews)
Lowest price
Booking
/night
Available from:Jul 14-20
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