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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Upcountry Maui cottages

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

Cottage in Hana Town Center

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
9.6 out of 10, Exceptional, (192)
"Super lovely place, I wish we were staying longer! Has everything you need. "
United States
Nicole
The price is NZ$1,003
includes taxes & fees
15 Jan - 16 Jan 2026
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Exterior
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Cottage in Hana

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
10.0 out of 10, Exceptional, (90)
"Very unique property near Hana. Great experience!"
United States
Keith R.
The price is NZ$967
includes taxes & fees
19 Jan - 20 Jan 2026
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Exterior
Cozy cottage nestled on our 5 acre Organic fruit farm

Cottage in Kaʻeleku

Cozy cottage nestled on our 5 acre Organic fruit farm
10.0 out of 10, Exceptional, (9)
"We loved our stay! The cottage was super cute and the hosts went above and beyond by welcoming us! My favorite place we stayed and a perfect overnight for Hāna."
United States
Allison W.
The price is NZ$876
includes taxes & fees
13 Jan - 14 Jan 2026
Cozy cottage nestled on our 5 acre Organic fruit farm
Outdoor dining
Secluded cottage on Tropical flower farm

Cottage in Kaʻeleku

Secluded cottage on Tropical flower farm
9.4 out of 10, Exceptional, (281)
"This was a great location, comfortable cute little cottage."
United States
Briana B.
The price is NZ$957
includes taxes & fees
7 Jan - 8 Jan 2026
Secluded cottage on Tropical flower farm
Outdoor dining
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

Cottage in Central Kihei

Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
10.0 out of 10, Exceptional, (73)
"Fantastic property that was a perfect escape and great location for exploring Maui. Would definitely stay again. "
United States
Matt B.
The price is NZ$945
includes taxes & fees
30 Dec - 31 Dec
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Exterior
Maui Bungalow - 6 min walk to Kaanapali beach

Cottage in Lahaina

Maui Bungalow - 6 min walk to Kaanapali beach
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 NZ$1,693
includes taxes & fees
21 Jan - 22 Jan 2026
Maui Bungalow - 6 min walk to Kaanapali beach
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

Maui Beach Hotel

Maui Beach Hotel

10/10 Excellent
"Staff v friendly "
Sangeetha 1-night trip
Posted 11 hours ago
Maui Beach Hotel

Find out more about Upcountry Maui

Upcountry Maui Cottages information

Number of reviews
619
Accommodation
27 Cottages
Lowest Price
NZ$876
Highest Price
NZ$1,800

Frequently asked questions

How much do cottages in Upcountry Maui cost?
You'll pay between NZ$876 and NZ$1,800 per night for cottages in Upcountry Maui. No matter your budget, a terrific stay is only a click or two away on Expedia. These prices were 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 27 cottages on offer. Click on your travel dates, enter your destination and start planning your perfect trip today.

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