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Beachfront Hotel Deals in Wailea for Families and Couples (September 2025)
Wailea offers upscale beachfront condos and resorts with spacious accommodations perfect for families and couples. The area features beautiful beaches, lush tropical gardens, multiple pools, and proximity to luxury shopping and dining, ideal for a relaxing and fun stay in mid-September.
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95% Match










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

Storied Collection:
beachfront
family-friendly
couples
This hotel offers **direct access to Keawakapu Beach**, making it perfect for a beachfront stay in Wailea. With **spacious Hawaiian-style terraces**, fully-equipped kitchens, and multiple outdoor swimming pools, it caters well to both families and couples seeking relaxation and convenience.... Read more
9.1
Wonderful
(113 reviews)
Matched amenities:
Beachfront
Family rooms
Beach
Air conditioning
Free WiFi
90% Match










Kihei Kai Nani - Maui Vista
2495 South Kihei Road, Wailea HI 96753

Storied Collection:
beachfront
family-friendly
restaurant
This hotel is an excellent choice for both families and couples seeking a **beachfront** stay in Wailea, offering a **children's playground** and a **restaurant** on-site. The apartment's spacious layout with a fully equipped kitchen and outdoor dining area enhances comfort and convenience for all guests.... Read more
Matched amenities:
Beachfront
Family rooms
Restaurant
Evening entertainment
Air conditioning










Mana Kai Maui - Official Onsite Rental Company
2960 South Kihei Road, Wailea HI 96753

Storied Collection:
... Read more
7.6
Good
(69 reviews)










Mana Kai Maui
2960 South Kihei Rd., Wailea HI 96753

Storied Collection:
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6.8
Pleasant
(19 reviews)










Polo Beach Club
4400 Makena Road , Wailea HI 96753

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