A barren volcanic landscape with rugged terrain and distant mountains.

Upcountry Maui Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Upcountry Maui vacation rentals

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (192 reviews)
"Amazing location, great garden/ pool view. Comfortable and clean room, close to beach and snorkeling. Would definitely stay there again."
United States
Patrick James
The price is P14,943
P17,739 total
includes taxes & fees
Jul 28 - Jul 29
Napili Village Hotel

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (424 reviews)
"The location is simply outstanding with easy access to public transit, shopping food, and it’s literally on the beach. The views from our balcony were fabulous."
United States
Mackenzie
The price is P18,727
P44,635 total
includes taxes & fees
Jun 28 - Jun 29
The Whaler Resort Kaanapali Beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,825 reviews)
"Beautiful property, beach access was terrific."
United States
Alison
The price is P15,646
P18,574 total
includes taxes & fees
Jul 2 - Jul 3
Napili Shores Maui by OUTRIGGER

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,151 reviews)
"Great Stay!!"
United States
Christopher
The price is P14,665
P19,229 total
includes taxes & fees
Jul 5 - Jul 6
Aston Kaanapali Shores
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Upcountry Maui Hotel Reviews

Find out more about Upcountry Maui

Search for holiday rentals in Upcountry Maui on Expedia! You can easily find your home rentals, villas, holiday apartments in Upcountry Maui using one of the methods below:

  • View our selection of featured holiday rentals in Upcountry Maui
  • Use the map to find apartments and other holiday homes in the Upcountry Maui neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Upcountry Maui while they last

Look no further and take a look at our great range of rental properties in Upcountry Maui!