Find Historic Hotels in Wailea, HI

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Top Wailea Historic Hotels

1206 The Palms-Wailea. Owner Direct. Car available. The reviews say it all!

Wailea
10.0 out of 10, Exceptional, (58)
"Great accommodation and perfect location on Maui."
United States
Gary S.
The price is AED 1,405
AED 3,578 total
includes taxes & fees
21 Nov - 22 Nov
1206 The Palms-Wailea. Owner Direct. Car available. The reviews say it all!

100KContemporaryHawaiian Reno in Wailea-Beach/Golf

Wailea
10.0 out of 10, Exceptional, (38)
"We loved our stay at this modern, spacious and well-decorated condo in Wailea. The condo facilities and pool were beautiful, the complex was quiet and very conveniently located near beaches, shopping and great restaurants. The host was very communicative and responsive and we loved our stay. It's an amazing find!"
United States
Sarah W.
The price is AED 896
AED 2,120 total
includes taxes & fees
23 Nov - 24 Nov
100KContemporaryHawaiian Reno in Wailea-Beach/Golf

Vacation in Paradise at our charming condo by the best of everything Maui offers

Wailea
9.8 out of 10, Exceptional, (102)
"Everything was great and very accommodating."
United States
monica k.
The price is AED 1,175
AED 3,148 total
includes taxes & fees
30 Nov - 1 Dec
Vacation in Paradise at our charming condo by the best of everything Maui offers

Sale!! Gorgeous 3BR 2BA Villa in Wailea, With Ocean and Sunset Views

Wailea
9.8 out of 10, Exceptional, (59)
"Amazing views, amenities and location. Can’t wait to visit again!"
United States
Megan S.
The price is AED 1,598
AED 3,708 total
includes taxes & fees
3 Dec - 4 Dec
Sale!! Gorgeous 3BR 2BA Villa in Wailea, With Ocean and Sunset Views

Embark on a journey through Maui with Aloha Glamp

Haiku-Pauwela
9.6 out of 10, Exceptional, (38)
"Everything we needed for our short stay on Maui. The jeep was clean and efficient, the tent was comfortable and easy to use. Will definitely rent again!"
United States
Desirae B.
The price is AED 437
AED 1,072 total
includes taxes & fees
1 Dec - 2 Dec
Embark on a journey through Maui with Aloha Glamp

Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

Makawao
10.0 out of 10, Exceptional, (88)
"Enjoyed the property. More rustic than I am used to. "
United States
Thomas S.
The price is AED 1,157
AED 2,272 total
includes taxes & fees
3 Dec - 4 Dec
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Paia
10.0 out of 10, Exceptional, (176)
"Was pleasant and quiet."
United States
Donovan W.
The price is AED 1,043
AED 3,059 total
includes taxes & fees
28 Nov - 29 Nov
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Makawao
10.0 out of 10, Exceptional, (70)
"There is absolutely nothing we could think of that was missing from our week at Banyon Tree! The property is beautiful, lovingly maintained, and made this our best trip to Hawaii ever!! Actually, our best-ever family vacation! Plenty of room for swimming, playing Capture the Flag, enjoying family dinners, playing card and table games, and just hanging out. We enjoyed seeing the turtles at Ho’okepa Beach, playing in the river at Íao State Park, and shopping local markets. Comfortable island...
United States
Sheridan B.
The price is AED 5,273
AED 10,268 total
includes taxes & fees
18 Nov - 19 Nov
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI

Central Kihei
9.2 out of 10, Wonderful, (20)
"Nice place would stay there again. Close to beach"
United States
Colleen D.
The price is AED 635
AED 2,383 total
includes taxes & fees
19 Nov - 20 Nov
200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI

100% Walk Score to Eat & Play Across from Kamaolé Beach. 2bd 2bd AC Kihei Condo

4.0 star property
South Kihei
9.6 out of 10, Exceptional, (18)
"Great place to stay! Our family of a 1 year old and 6 adults stayed at this Condo in Kihei for 5 days. The condo was clean and supplied with everything we needed- from beach gear to baby accommodations (high chair and pack n play). The beach is within walking distance. The parking stalls were compact size and a little tight for the suv we had but other than that everything met our expectations. Communication with Rebecca (the owner) was great, she responded as soon as she could. Overall it was...
United States
Nicole G.
The price is AED 841
AED 2,093 total
includes taxes & fees
17 Nov - 18 Nov
100% Walk Score to Eat & Play Across from Kamaolé Beach. 2bd 2bd AC Kihei Condo
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

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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 1181 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 Wailea Beach, Shops at Wailea, and Ulua Beach. A couple of additional sights to add to your agenda are Keawakapu Beach South 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.