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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Featured Cottages in Upcountry Maui

Terrace/patio
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

Cottage in Makawao

10.0 out of 10, Exceptional, (89)
"The property is very beautiful, the cabin is clean and cozy, and the property owner is very kind. "
United States
Amy J.
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Exterior
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Cottage in Hana

10.0 out of 10, Exceptional, (90)
"Very unique property near Hana. Great experience!"
United States
Keith R.
The price is AU$838
includes taxes & fees
2 Dec - 3 Dec
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Outdoor dining
Secluded cottage on Tropical flower farm

Cottage in Kaʻeleku

9.4 out of 10, Exceptional, (279)
"This was a great location, comfortable cute little cottage."
United States
Briana B.
The price is AU$853
includes taxes & fees
9 Dec - 10 Dec
Secluded cottage on Tropical flower farm
Outdoor dining
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

Cottage in Central Kihei

10.0 out of 10, Exceptional, (73)
"We came here for a week and it was amazing. Great location and the outdoor space is perfect. Great spot for two people, highly recommend!"
United States
Sean C.
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Exterior
Beach Bungalow + Bikes & Pickleball Gear

Cottage in Lahaina

9.2 out of 10, Wonderful, (10)
"The property is very clean and we loved having the lanai available with the bbq. Definitely comes in handy with a big family who doesnt want to go out every night. We'd absolutely stay here again."
United States
Kristin M.
The price is AU$1,381
includes taxes & fees
30 Nov - 1 Dec
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

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent
"We loved our stay "
antonia 6-night trip
Posted 2 days ago
Hilton Grand Vacations Club Maui Bay Villas

Find out more about Upcountry Maui

Upcountry Maui Cottages information

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Frequently asked questions

How much do cottages in Upcountry Maui cost?
Expect to pay between and 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 cottages to choose from. Enter your destination and dates and lock in your dream getaway today.

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