Holiday Homes in Upcountry Maui
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Featured Holiday Homes in Upcountry Maui and around

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
10.0 out of 10, Exceptional, (70)
The price is €2,641
includes taxes & fees
17 Nov - 18 Nov

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
The price is €1,119
includes taxes & fees
23 Nov - 24 Nov

Haiku Hale - 3 Bedroom Maui Getaway!
Haiku Hale - 3 Bedroom Maui Getaway!
10.0 out of 10, Exceptional, (4)
The price is €871
includes taxes & fees
7 Nov - 8 Nov

Yonegan Maui Getaways - Haiku
Yonegan Maui Getaways - Haiku
9.0 out of 10, Wonderful, (8)
The price is €212
includes taxes & fees
9 Nov - 10 Nov

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
9.6 out of 10, Exceptional, (404)
The price is €317
includes taxes & fees
5 Dec - 6 Dec

Fisher's Hana Bay Hale, Across from Hana Bay
Fisher's Hana Bay Hale, Across from Hana Bay
9.6 out of 10, Exceptional, (407)
The price is €356
includes taxes & fees
12 Nov - 13 Nov

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
9.2 out of 10, Wonderful, (145)
The price is €398
includes taxes & fees
11 Nov - 12 Nov

Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
9.8 out of 10, Exceptional, (145)
The price is €584
includes taxes & fees
9 Nov - 10 Nov
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

OUTRIGGER Kaanapali Beach Resort
10/10 Excellent
Find out more about Upcountry Maui
Upcountry Maui Holiday Homes information
Number of reviews | |
|---|---|
Accommodation | Holiday Homes |
Lowest Price | |
Highest Price |
Explore a world of travel with Expedia
Popular Destinations
More accommodation types in Upcountry Maui
- Condo Rentals in Upcountry Maui
- Apartments in Upcountry Maui
- Villas in Upcountry Maui
- Resorts in Upcountry Maui
- Aparthotels in Upcountry Maui
- Cottages in Upcountry Maui
- B&B in Upcountry Maui
- Condo Resorts in Upcountry Maui
- Guest Houses in Upcountry Maui
- Hostels in Upcountry Maui
- Farmstay in Upcountry Maui
- Hotels
All Accommodation Types
Expedia's Latest Trends
Flights
Packages
Holiday Rentals
















































































