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Check availability on Upcountry Maui Historic Hotels

Top Upcountry Maui Historic Hotels

Adorable 1930's Gingerbread House....Permitted!

9.8 out of 10, Exceptional, (12)
"My wife and I enjoyed our stay. House is perfect for a couple and we enjoyed the animals making their rounds throughout the property each day. Eve was an outstanding hostess and made sure we had everything we needed and enjoyed our stay. If we get to Maui again, we will definitely stay in the Gingerbread House again."
The price is £452
includes taxes & fees
7 Sept - 8 Sept
Adorable 1930's Gingerbread House....Permitted!

Embark on a journey through Maui with Aloha Glamp

9.6 out of 10, Exceptional, (36)
"He had everything for our camping, great experience "
The price is £231
includes taxes & fees
28 Aug - 29 Aug
Embark on a journey through Maui with Aloha Glamp

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

10.0 out of 10, Exceptional, (67)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
The price is £2,301
includes taxes & fees
10 Sept - 11 Sept
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!

9.6 out of 10, Exceptional, (59)
"Great place walks on the black sand beach right out your door. Great food truck park a short distance away. It met all our needs"
The price is £328
includes taxes & fees
26 Aug - 27 Aug
Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

9.8 out of 10, Exceptional, (282)
"Convenient great location for the price"
The price is £295
includes taxes & fees
24 Aug - 25 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209

9.4 out of 10, Exceptional, (32)
"we really enjoyed watching the whales off of the lanai! great location. nice updated condo. we had a great stay!"
The price is £576
includes taxes & fees
27 Aug - 28 Aug
OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209

Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!

9.6 out of 10, Exceptional, (73)
"Our second trip ! We enjoy every time ! "
The price is £320
includes taxes & fees
24 Aug - 25 Aug
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!

Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!

8.8 out of 10, Excellent, (35)
"Clean, comfortable room with a wonderful view in Hana!"
The price is £307
includes taxes & fees
24 Aug - 25 Aug
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!

Maui STRs Are Legal – Fall Flash Sale $159/Night at Annie’s Surf Shack

10.0 out of 10, Exceptional, (33)
"My wife and I really enjoyed our 6 night stay, especially the view from the balcony watching the whales outside, the sunset, and the view of Molokai and Lanai. We hope to return soon!"
The price is £393
includes taxes & fees
5 Sept - 6 Sept
Maui STRs Are Legal – Fall Flash Sale $159/Night at Annie’s Surf Shack

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

9.6 out of 10, Exceptional, (188)
"We had an amazing stay in Hana at the cottage. It’s clean and well equipped. Beautiful view from the kitchen and bedroom. Has a nice private outdoor space. "
The price is £394
includes taxes & fees
1 Sept - 2 Sept
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
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 Upcountry Maui Hotel Reviews