Vacation Homes in Upcountry Maui

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

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.

Top trending hotels in Upcountry Maui

Vacation Rentals in Upcountry Maui

What kind of vacation do you want in Upcountry Maui? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Upcountry Maui that will speak to you.

Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Upcountry Maui, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.

Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.

Upcountry Maui Vacation Homes essential information

Accommodation
178 Vacation Homes
Lowest Price
CA $301
Highest Price
CA $1,243
Popular accommodation
Yonegan Maui Getaways - Haiku , Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 , Fisher's Hana Bay Hale, Across from Hana Bay, The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Mountain to Ocean Views Pole House @ Maui Adventure Villa, Kaiholo Hale, Maui Beach House, Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC, Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In, 100-4 Island living at its best!!, Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View, Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view

Explore More Ways to Travel with Travelocity