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Beachfront Hotel Condos in Wailea for Families and Couples (September 2025)
Wailea offers upscale beachfront condos and resorts with spacious accommodations ideal for families and couples. The area features beautiful beaches, luxury amenities, and plenty of outdoor space for kids to play and adults to relax.
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Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Wailea, Wailea HI 96753

Storied Collection:
Beachfront
Family-friendly
Ocean views
This hotel is an excellent choice for both families and couples seeking a **beachfront** experience in Wailea, offering spacious rooms with **ocean views** and direct access to Wailea Beach. The resort features multiple **swimming pools**, on-site dining options, and family-friendly amenities like tennis courts and a spa, making it ideal for a relaxing and enjoyable stay in September 2025.... Read more
9.3
Wonderful
(152 reviews)
Matched amenities:
Pets allowed
Garden
Terrace
Family rooms
Breakfast in the room
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Andaz Maui at Wailea Resort - A Concept by Hyatt
3550 Wailea Alanui Drive, Wailea HI 96753

Storied Collection:
beachfront
family-friendly
private villas
This resort is perfect for both families and couples seeking a **beachfront** experience in Wailea, offering **villas with private hot tubs or plunge pools** and multiple outdoor infinity pools. Its location on Mokapu Beach and family-friendly amenities like paddle board and surfing lessons make it ideal for a September 2025 stay.... Read more
8.5
Very Good
(62 reviews)
Matched amenities:
Beachfront
Family rooms
Beach
Restaurant
Bar










Wailea Ekahi Village - CoralTree Residence Collection
3300 Wailea Alanui, Wailea HI 96753

Storied Collection:
... Read more
9.1
Wonderful
(113 reviews)










Fairmont Kea Lani, Maui
4100 Wailea Alanui Drive, Wailea HI 96753

Storied Collection:
... Read more
8.9
Very Good
(153 reviews)










Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Wailea HI 96753

Storied Collection:
... Read more
8.7
Very Good
(76 reviews)
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