Wailea Hotel Guide - Boutique Hotels in Wailea, Kihei

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Wailea Boutique Hotels

Top Wailea Boutique Hotels

Exterior
Paia Inn

Paia Inn

3.5 star property
Paia
8.8 out of 10, Excellent, (338)
"Lovely Inn close to the airport. Clean, quiet, decent amenities. We will be back. A wonderful place to kick- off a Maui vacation"
United States
Jennifer
The price is €230
includes taxes & fees
16 Nov - 17 Nov
Paia Inn
Outdoor pool
Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

3.5 star property
Makawao
8.6 out of 10, Excellent, (208)
"Very good place to stay. "
United States
HONGYAN
The price is €549
includes taxes & fees
13 Nov - 14 Nov
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.
View all properties

Top Wailea Hotel Reviews

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent
"Lovely room and property, friendly staff, excellent amenities (on site dining, shuttle service, beautiful pool and hot tub.) Offers a more secluded, romantic and quieter Maui experience than the typical Wailea lodging. Unique Birdcage Restaurant and bar was an added plus for us."
Anne 4-night trip
Posted 6 days ago
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea Beach Villas

Wailea Beach Villas

10/10 Excellent
"This spot is perfecto!"
Flavio 4-night trip
Posted 1 month ago
Wailea Beach Villas

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.