90+ Villas for Rent and Private Getaways in Upcountry Maui |
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Explore Upcountry Maui Vacation Rentals

About Upcountry Maui Vacation Rentals

Explore more than 90 vacation rentals available in Upcountry Maui. These accommodations, including vacation homes and HawaiiVillas properties, boast excellent amenities and exceptional value, blending comfort and luxury. Enjoy spaciousness and convenience at a HawaiiVillas property in Upcountry Maui.

Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in Upcountry Maui, you can effortlessly compare various options with a simple click. Whether you seek properties with swimming pools, hot tubs, pet-friendly policies, or expansive master suites with large screen TVs, you'll find vacation rentals by owner (RBOs) and other popular Airbnb-style accommodations near Upcountry Maui. The average room size in accommodations near Upcountry Maui is 680.11 ft². Prices average $532 per night.

HawaiiVillas streamlines and secures your search for vacation rentals in Upcountry Maui, often offering savings of 30-40% compared to hotel prices. Start your search today and book with confidence.

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Top Rental Accommodation Types in Upcountry Maui

Type Count
Vacation Homes 40
Cottages 16
Holiday Apartments 8
Villas 5

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

★ Pro Tip: HawaiiVillas simplifies comparison of top listings across various online vacation rental platforms like Booking.com and others. Use the Advanced Filter feature to switch effortlessly between HawaiiVillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, property types, cancellation policies, prices, and more. These tools streamline the search for your ideal accommodation for your next vacation in Upcountry Maui.

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

Top Attractions Around Upcountry Maui, HI

HawaiiVillas offers a wide selection of top attractions nearby Upcountry Maui . Research things to do on your vacation before you visit Upcountry Maui.


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

Other Places to Stay in Upcountry Maui, HI


Maui 17,370 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 268 Properties
Pukalani 96 Properties
Haiku 89 Properties
Haiku 73 Properties
Makawao 31 Properties
Haliimaile 25 Properties

Frequently Asked Questions About Upcountry Maui?

What are the top vacation rentals in Upcountry Maui?

Currently, HawaiiVillas lists over 90 properties in the Upcountry Maui area for 2025, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties in Upcountry Maui.

How many vacation rentals have private pools in Upcountry Maui?

Discover 4 vacation rentals featuring private pools near Upcountry Maui. Highly-rated HawaiiVillas properties with swimming pool access include:

Which vacation homes in Upcountry Maui are best for families?

If you're searching for a family-friendly vacation residence in Upcountry Maui, explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting Upcountry Maui:

How many Hawaii.Villas vacation rentals are available in Upcountry Maui?

At present, HawaiiVillas showcases more than 90 properties available in the Upcountry Maui area for 2025, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Upcountry Maui.

Nearby Neighborhood (2) 
Neighborhood Property Count
Wailea Vacation Rentals in Hawaii 1778
Haiku Vacation Rentals in Hawaii 73

People Also Ask

There are 90 Upcountry Maui, HI Vacation Rentals

Recently Booked Vacation Rentals in Upcountry Maui