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Featured Cottages in Upcountry Maui

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 AU$919
includes taxes & fees
7 Sept - 8 Sept
Adorable 1930's Gingerbread House....Permitted!

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (265)
"The cottage was great. Check-in was stress-free and Ms. Rebecca was always responsive. "
The price is AU$861
includes taxes & fees
1 Sept - 2 Sept
Secluded cottage on Tropical flower farm

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 AU$801
includes taxes & fees
4 Sept - 5 Sept
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

10.0 out of 10, Exceptional, (71)
"This charming cottage is a marvel of great design, surrounded by a beautiful garden. We enjoyed walking through the friendly neighborhood on our way to town. The owners are skilled, organized inn keepers. All contributed to a wonderful week on Maui."
The price is AU$822
includes taxes & fees
15 Sept - 16 Sept
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

3BR Loft Beach Bungalow + Bikes & Pickleball Gear

9.2 out of 10, Wonderful, (10)
"We often had the pool to ourselves, occasionally sharing it with at most one other family. The location is convenient and it was easy to get to many different beaches. One thing to be aware of: the loft ceiling is quite low and the space there is tight. The extra twin rollout bed is at the floor level. "
The price is AU$1,347
includes taxes & fees
7 Sept - 8 Sept
3BR Loft Beach Bungalow + Bikes & Pickleball Gear
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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Top Upcountry Maui Hotel Reviews

Find out more about Upcountry Maui

Find out more about Upcountry Maui

Upcountry Maui Cottages information

Number of reviews
Accommodation
16 Cottages
Lowest Price
AU$801
Highest Price
AU$1,347

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Explore a world of travel with Expedia

Frequently asked questions

How much do cottages in Upcountry Maui cost?
Expect to pay between AU$801 and AU$1,347 per night for cottages in Upcountry Maui. No matter your budget, an epic stay is a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Upcountry Maui?
Upcountry Maui has 16 cottages to choose from. Enter your destination and dates and lock in your dream getaway today.