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 $160 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 4,609 vacation rentals around Upcountry Maui. From 463 house rentals to 111 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: 8,695 vacation rentals
  • Kihei: 4,488 vacation rentals
  • Wailea: 4,338 vacation rentals
  • Historic Lahaina Front Street: 503 vacation rentals
  • Maui: 9,179 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: 8,695 rentals
  • Kihei: 4,488 rentals
  • Wailea: 4,338 rentals
  • Hana: 67 rentals
  • Paia: 580 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): 9,118 vacation rentals
  • Kapalua, HI (JHM-West Maui): 5,395 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: 8,251 rentals
  • Whalers Village: 5,953 rentals
  • Maui Ocean Center: 9,113 rentals
  • Black Rock: 5,661 rentals
  • Kaanapali Golf Courses: 6,092 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
8,251 vacation rentals
Whalers Village
5,953 vacation rentals
Maui Ocean Center
9,113 vacation rentals
Black Rock
5,661 vacation rentals
Kaanapali Golf Courses
6,092 vacation rentals
Ulua Beach
4,654 vacation rentals
Maalaea Harbor
9,105 vacation rentals
Honolua Bay
5,062 vacation rentals
Kapalua Golf Club Plantation Course
5,386 vacation rentals
Makena Golf Course
4,437 vacation rentals
Kanaha Beach Park
9,118 vacation rentals
The Dunes at Maui Lani
9,118 vacation rentals
Outlets of Maui
8,173 vacation rentals
Kapalua Golf Resort Bay Course
4,986 vacation rentals
Wailea Gold Golf Course
4,510 vacation rentals
Maui Nui Botanical Gardens
9,118 vacation rentals
Red Sand Beach
66 vacation rentals
Wailea Blue Golf Course
4,529 vacation rentals
Twin Falls
3,639 vacation rentals
Ulua Beach Park
4,648 vacation rentals