Find Historic Hotels in Wailea, HI

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Pick from 5 Wailea Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Wailea Sunset Condo - Fall Get Away Special - 20% Discount
9.8 out of 10, Exceptional, (80)
"Condo was beautiful, exactly as pictured. Views from lanai were incredible."
Wailea Sunset Condo - Fall Get Away Special - 20% Discount
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, (1005)
"Everything was excellent. The people are incredibly friendly, and the ambiance is outstanding. The location is also conveniently close to shopping and dining areas in Wailea. However, the pool and resort were a bit too quiet—I would have enjoyed some lively music by the pool."
The price is AED 2,307
AED 2,938 total
includes taxes & fees
4 Dec - 5 Dec
Fairmont Kea Lani Maui
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.
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Frequently asked questions

What should a history enthusiast expect from a trip to Wailea?
You’ll probably want to seek out the historically relevant sites while you’re staying in Wailea. You can check out the beaches and coral reefs during your visit.
How many historical hotels will I find in Wailea?
In Wailea, there are 1169 lodging options bookable on Expedia though not many historic hotels to choose from.
What are the top historical sites and other places to visit in Wailea?
Favorite places to visit include Shops at Wailea, Wailea Shopping Village Shopping Center, and Ulua Beach. A couple of additional sights to add to your agenda are Wailea Beach and Polo Beach.
What is a historic hotel like in Wailea?
When you book a historic hotel, you’ll enjoy a vacation in a building that has a national historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be transformed into a historic hotel as long as it’s of special interest. Traditional architecture and period features are typically found in the communal spaces and guestrooms of historic hotels in Wailea, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
“Heritage hotel” is a term often used in Asia and Europe, wheareas the term “historic hotel” is more commonly used in the U.S. though overall the terms are quite similar. The architecture and actual building of a historic hotel is generally the most significant aspect. For a heritage hotel, often it’s the cultural value as well as how it influenced the community.
Do historic hotels in Wailea have modern facilities?
Hotels include modern conveniences and safety features you’ve come to expect, but every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the normal amenities found at a contemporary hotel will also be available in a historic hotel. When you choose a historic hotel in Wailea, don’t worry that you’ll find a place that’s uncomfortable or rundown.