82+ Luxury Vacation Rentals & Cabins in Upcountry Maui |
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Upcountry Maui Cabin Rentals

About Upcountry Maui Vacation Rentals

There are more than 82 incredible getaway rentals that are available in Upcountry Maui. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Upcountry Maui.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Upcountry Maui, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Upcountry Maui. Places to stay near Upcountry Maui are 685.98 ft² on average, with prices averaging CA $715 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Upcountry Maui. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Upcountry Maui

Type Count
Vacation Homes 37
Cottages 15
B&B 10
Holiday Apartments 9
Villas 4
Cabin Rentals 3
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Upcountry Maui

★ Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Upcountry Maui with Cabinns.ca.

Weather in Upcountry Maui, HI

View the weather forecast for Upcountry Maui before booking your Upcountry Maui Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Upcountry Maui Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Upcountry Maui. Discover Top Attractions For Your Next Outdoor Adventure.


Haleakala National Park
Haleakala Crater
Hana Forest Reserve
Kahikinui Forest Reserve
Bamboo Forest
Maui Spa Retreat
Ho'omana Spa Maui
Maui's Winery
Lani Kai Snorkeling
Hosmer Grove
Makaluapuna Point
Kalahaku Overlook
Maui Agricultural Research Center
Hanawi Natural Forest Reserve
Haleakala Bike Company
Hali imaile Farmer's Market
Enlighten Up Massage
Makawao Park
Puuulaula
Maunalei Arboretum

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Maui 13,829 Properties
Waiakoa 8,283 Properties
Aliʻi Kula Lavender 7,678 Properties
Kula 7,115 Properties
Sun Yat-sen Park 5,483 Properties
Kaiser Permanente 5,304 Properties
East Maui 234 Properties
Makawao 125 Properties
Pukalani 96 Properties
Haiku 84 Properties
Haiku 73 Properties
Haliimaile 25 Properties

Frequently Asked Questions About Upcountry Maui?

What are the top cabins, lake houses & summer homes in Upcountry Maui?

We provide an array of great vacation destinations in Upcountry Maui. If you are looking to stay in or around the Upcountry Maui area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Upcountry Maui:

How many cabin rentals and resorts have private pools in Upcountry Maui?

We have 2 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Upcountry Maui. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Upcountry Maui is best for families?

Searching for a family-friendly cabin in Upcountry Maui? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Upcountry Maui?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 82 in the Upcountry Maui area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Upcountry Maui.

Nearby Neighborhood (2) 
Neighborhood Property Count
Wailea Rental Cabins and Private Getaways in Hawaii 1298
Haiku Rental Cabins and Private Getaways in Hawaii 73

People Also Ask

There are 1 hotels in Upcountry Maui 1 resorts, and 53 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Upcountry Maui