Upcountry Maui Vacation Rentals
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Vacation Rentals in Upcountry Maui

Hawaiian Dream Temple
Hawaiian Dream Temple

Aston Kaanapali Shores
Aston Kaanapali Shores
8.6 out of 10, Excellent, (3479)
The price is P14,291
P18,544 total
includes taxes & fees
Mar 14 - Mar 15

OUTRIGGER Honua Kai Resort & Spa
OUTRIGGER Honua Kai Resort & Spa
8.8 out of 10, Excellent, (2719)
The price is P18,928
P52,605 total
includes taxes & fees
Apr 4 - Apr 5

Aston Maui Kaanapali Villas
Aston Maui Kaanapali Villas
8.6 out of 10, Excellent, (2359)
The price is P14,006
P21,578 total
includes taxes & fees
Apr 3 - Apr 4

Kaanapali Alii
Kaanapali Alii
9.6 out of 10, Exceptional, (867)

Napili Shores Maui by OUTRIGGER
Napili Shores Maui by OUTRIGGER
8.8 out of 10, Excellent, (1573)
The price is P22,072
P26,036 total
includes taxes & fees
Mar 23 - Mar 24

Kahana Beach Vacation Club
Kahana Beach Vacation Club
8.4 out of 10, Very Good, (645)

Kahana Falls Maui by VRI Americas
Kahana Falls Maui by VRI Americas
8.0 out of 10, Very Good, (855)
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
Other types of properties in Upcountry Maui you may be interested in

Maui Coast Hotel
Maui Coast Hotel
9.4 out of 10, Exceptional, (1649)
The price is P13,840
P18,955 total
includes taxes & fees
Mar 30 - Mar 31

OUTRIGGER Kaanapali Beach Resort
OUTRIGGER Kaanapali Beach Resort
9.2 out of 10, Wonderful, (1026)
The price is P17,652
P23,857 total
includes taxes & fees
Apr 10 - Apr 11

Hilton Vacation Club Ka'anapali Beach Maui
Hilton Vacation Club Ka'anapali Beach Maui
8.8 out of 10, Excellent, (1004)
The price is P16,958
P22,027 total
includes taxes & fees
Mar 21 - Mar 22
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.
Find out more about Upcountry Maui
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!
Recent reviews of Upcountry Maui properties
Recent reviews of Upcountry Maui properties

Maui Seaside Hotel
5/5 Excellent
Excellent customer service.
"The front desk staff, Iolani, provided excellent customer service. He was friendly and helpful. "
A verified traveler stayed at Maui Seaside Hotel
Posted 2 days ago