Upcountry Maui Vacation Homes

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
    $213 nightly
    The price is $253 total per night from Sep 2 to Sep 3
    $253 total
    Sep 2 - Sep 3
    Total with taxes and fees
    8.6/10 Excellent! (141 reviews)
    Hyatt Regency Maui Resort & Spa

    Hyatt Regency Maui Resort & Spa

    200 Nohea Kai Dr Lahaina HI
    $512 nightly
    The price is $608 total per night from Aug 23 to Aug 24
    $608 total
    Aug 23 - Aug 24
    Total with taxes and fees
    9.4/10 Exceptional! (1,058 reviews)
    Aston Kaanapali Shores

    Aston Kaanapali Shores

    3445 Lower Honoapiilani Hwy Lahaina HI
    $241 nightly
    The price is $286 total per night from Aug 22 to Aug 23
    $286 total
    Aug 22 - Aug 23
    Total with taxes and fees

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
184 Vacation Homes
Lowest Price
$253
Highest Price
$2,657
Popular accommodation
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 , Yonegan Maui Getaways - Haiku , Kaiholo Hale, Fisher's Hana Bay Hale, Across from Hana Bay, Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!, Kapalua Golf Villas Resort by KBM, 87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC., IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE', Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

More to Explore