Wailea Hotel Guide - Boutique Hotels in Wailea, Kihei

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Wailea Boutique Hotels

Top Wailea Boutique Hotels

Paia Inn
Exterior

Paia Inn

3.5 star property
8.8 out of 10, Excellent, (334)
"I liked the privacy and also the decor"
The price is €328
includes taxes & fees
29 Sept - 30 Sept
Paia Inn
Lumeria Maui Educational Retreat Center
Outdoor pool

Lumeria Maui Educational Retreat Center

3.5 star property
8.6 out of 10, Excellent, (208)
"Could not be happier. The staff were professional and accommodating. Excellent yoga sessions and lovely, relaxing massage services. The grounds and pool are absolutely stunning. Nice relaxing vacation. The breakfast is top notch. Highly recommend Lumeria. "
The price is €392
includes taxes & fees
29 Sept - 30 Sept
Lumeria Maui Educational Retreat Center
Ho'oilo House
Front of property – evening/night

Ho'oilo House

4.0 star property
9.4 out of 10, Exceptional, (166)
"Property was beautiful, location was great. "
Ho'oilo House
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.
View all properties

Top Wailea Hotel Reviews

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent
"This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!"
Miriam 4-night trip
Posted 5 days ago
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea Beach Villas

Wailea Beach Villas

10/10 Excellent
"NOT QUIET. Maintance makes lots of noise right below our balcony."
Henry 6-night trip
Posted 1 month ago
Wailea Beach Villas

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Ulua Beach, Mokapu Beach and Polo Beach while you're here.