A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

Wailea Hotel Guide - Boutique Hotels in Wailea, Kihei

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Our top choices for Wailea boutique hotels

Paia Inn

Paia Inn
3.5 star property
Paia
9.0 out of 10, Wonderful, (395 reviews)
"Great location! Such a cute inn with so many outdoor opportunities. Fire pits, beach access, outside dining, and more!"
United States
Andrea
The price is €261
includes taxes & fees
30 Jun - 1 Jul
Paia Inn

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
3.5 star property
Makawao
8.6 out of 10, Excellent, (222 reviews)
"Includes attendance to classes offered. We had fun. Welcoming staff and teachers"
United States
Dana
The price is €395
includes taxes & fees
8 Jul - 9 Jul
Lumeria Maui Educational Retreat Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Wailea Hotel Reviews

Frequently asked questions

What's there to see and do in Wailea?
Visitors speak positively about this destination's breathtaking beach views, pristine golf courses and breathtaking sunsets. Activities and attractions to experience around Wailea include Wailea Beach, Alexander and Baldwin Sugar Museum and Shops at Wailea. You might also like to explore more of the area and take in additional sights like Wailea Shopping Village Shopping Center, Mokapu Beach and Polo Beach while you're here.

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