Search Cottages in Upcountry Maui

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Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

Cottages in Upcountry Maui

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

Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

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.
The price is SAR 1,182
SAR 2,321 total
includes taxes & fees
3 Dec - 4 Dec
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Exterior
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Hana
10.0 out of 10, Exceptional, (90)
"Very unique property near Hana. Great experience!"
United States
Keith R.
The price is SAR 1,163
SAR 2,035 total
includes taxes & fees
2 Dec - 3 Dec
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Outdoor dining
Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm

Kaʻeleku
9.4 out of 10, Exceptional, (280)
"This was a great location, comfortable cute little cottage."
United States
Briana B.
The price is SAR 1,107
SAR 2,071 total
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

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

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.
The price is SAR 1,313
SAR 2,398 total
includes taxes & fees
6 Dec - 7 Dec
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Exterior
Cozy Beach Bungalow +Bikes & Pickleball Gear

Cozy Beach Bungalow +Bikes & Pickleball Gear

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 SAR 1,094
SAR 3,353 total
includes taxes & fees
2 Dec - 3 Dec
Cozy 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

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Amazing hotel, with great staff that makes us feel like home. Great restaurants options and shopping around."
Brenda 2-night trip
Posted 17 hours ago
OUTRIGGER Kaanapali Beach Resort

Frequently asked questions

How much do cottages in Upcountry Maui cost?
You'll pay between SAR 2,035 and SAR 3,353 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.
Why book your cottage in Upcountry Maui with Expedia?
Booking a cottage in Upcountry Maui is as simple as deciding on your travel dates and choosing an ideal place for a vacation in nature. From chic retreats to affordable stays and cottages that include perks like a pool, Expedia has something for all tastes and styles. As for the best offers around? We've got you covered!
How can I find cheap cottages in Upcountry Maui?
A wonderful way to track down cheap cottages in Upcountry Maui is with Expedia's user-friendly filter tool. Refine your search results by star rating, amenities and budget to access unbeatable rates in a couple of clicks.