Upcountry Maui Vacation Homes

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Vacation Homes in Upcountry Maui

Don't see what you're looking for?
See all available properties in Upcountry Maui
View all properties
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.

Hotel Options in Upcountry Maui

    Gods Peace Of Maui

    Gods Peace Of Maui

    1290 Haliimaile Rd Makawao HI
    $191 nightly
    The price is $227 total per night from Feb 20 to Feb 21
    $227 total
    Feb 20 - Feb 21
    Total with taxes and fees
    8.6/10 Excellent! (68 reviews)
    The Westin Maui Resort & Spa, Ka'anapali

    The Westin Maui Resort & Spa, Ka'anapali

    2365 Kaanapali Pkwy Lahaina HI
    $517 nightly
    The price is $613 total per night from Mar 1 to Mar 2
    $613 total
    Mar 1 - Mar 2
    Total with taxes and fees
    9/10 Wonderful! (1,021 reviews)
    Royal Lahaina Resort & Bungalows

    Royal Lahaina Resort & Bungalows

    2780 Kekaa Dr Lahaina HI
    $328 nightly
    The price is $390 total per night from Mar 1 to Mar 2
    $390 total
    Mar 1 - Mar 2
    Total with taxes and fees
    8.4/10 Very Good! (1,666 reviews)

Upcountry Maui Vacation Homes

Book vacation homes in Upcountry Maui
Next time you take a group getaway top Upcountry Maui, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Upcountry Maui vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Upcountry Maui vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Upcountry Maui; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Upcountry Maui rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Upcountry Maui is sure to be a winner.

Upcountry Maui Vacation Homes essential information

Accommodation
186 Vacation Homes
Lowest Price
$227
Highest Price
$1,035
Popular accommodation
Yonegan Maui Getaways - Haiku , Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 , The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Fisher's Hana Bay Hale, Across from Hana Bay, IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE', DISCOUNTED OCTOBER Special - Oceanfront Private Home, Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!, Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

More to Explore