Discover a selection of 5,000 vacation rentals in Upcountry Maui, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $155 per night, and houses and villas are popular options for a stay in Upcountry Maui. Either way, you'll find a rental for everyone's needs.
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How many vacation rentals are available around Upcountry Maui, US?

Our 2020 property listings offer a large selection of 4,602 vacation rentals around Upcountry Maui. From 465 house rentals to 110 villa rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Upcountry Maui?

There are many lovely places to stay for a holiday trip or just for a weekend in Upcountry Maui. From Vrbo travelers, the top most popular destinations to visit are:

  • Lahaina: 8,714 vacation rentals
  • Kihei: 4,531 vacation rentals
  • Wailea: 4,355 vacation rentals
  • Historic Lahaina Front Street: 496 vacation rentals
  • Maui: 9,198 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Upcountry Maui! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Upcountry Maui?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Upcountry Maui:

  • Lahaina: 8,714 rentals
  • Kihei: 4,531 rentals
  • Wailea: 4,355 rentals
  • Hana: 67 rentals
  • Paia: 608 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Upcountry Maui?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Upcountry Maui are:

  • Kahului, HI (OGG): 9,141 vacation rentals
  • Kapalua, HI (JHM-West Maui): 5,422 vacation rentals
  • Hana, HI (HNM): 85 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Upcountry Maui?

Vrbo offers a large selection of rentals near lovely places in Upcountry Maui. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Lahaina Harbor: 8,276 rentals
  • Whalers Village: 5,963 rentals
  • Maui Ocean Center: 9,129 rentals
  • Black Rock: 5,666 rentals
  • Kaanapali Golf Courses: 6,107 rentals

But there are many other points of interest around Upcountry Maui listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Upcountry Maui

Lahaina Harbor
8,276 vacation rentals
Whalers Village
5,963 vacation rentals
Maui Ocean Center
9,129 vacation rentals
Black Rock
5,666 vacation rentals
Kaanapali Golf Courses
6,107 vacation rentals
Maalaea Harbor
9,129 vacation rentals
Honolua Bay
5,065 vacation rentals
Kapalua Golf Club Plantation Course
5,388 vacation rentals
Makena Golf Course
4,484 vacation rentals
The Dunes at Maui Lani
9,132 vacation rentals
Outlets of Maui
8,198 vacation rentals
Kapalua Golf Resort Bay Course
4,988 vacation rentals
Wailea Gold Golf Course
4,553 vacation rentals
Maui Nui Botanical Gardens
9,132 vacation rentals
Wailea Blue Golf Course
4,570 vacation rentals
Twin Falls
3,677 vacation rentals
Ulua Beach Park
4,687 vacation rentals
Kapalua Resort
5,028 vacation rentals
Iao Valley State Park
9,119 vacation rentals
Maui Garden Of Eden - Botanical Gardens & Arboretum
271 vacation rentals