Upcountry Maui, HI

Travel Guide

A barren volcanic landscape with rugged terrain and distant mountains.
A person walking on a wooden bridge surrounded by bamboo trees.
A barren landscape with a clear sky, a distant mountain range, and a few people walking on a path.
A vast volcanic landscape with distinct ridges and valleys.
A narrow wooden path through a dense forest with tall trees and lush green foliage.
Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
$185 nightly
The price is $220 total per night from Oct 8 to Oct 9
$220 total
Oct 8 - Oct 9
Total with taxes and fees
Stay at this B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Haliʻimaile Farmer's Market and Hui Noʻeau Visual Arts Center ...
8.6/10 Excellent! (159 reviews)
"Tammi and Mika were super sweet and helpful. The property was comfortable and they supplied some amenities to help with our stay. Beautiful property and the view, WOW! I will be looking them up again when I return. :)"

Reviewed on Oct 6, 2026

Gods Peace Of Maui
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
$264 nightly
The price is $314 total per night from Oct 10 to Oct 11
$314 total
Oct 10 - Oct 11
Total with taxes and fees
Book a stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in ...
8.8/10 Excellent! (4,359 reviews)
"We thought this was a traditional hotel. But it’s not it is a timeshare type unit. It does not come with daily made service., or any service at all it’s more like just staying in an apartment. Our air conditioner quit working a couple of times so we had to call maintenance to have it fixed. The decor ..."

Reviewed on Oct 7, 2026

Aston Kaanapali Shores
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$813 nightly
The price is $965 total per night from Oct 25 to Oct 26
$965 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,007 reviews)
"From the moment I stepped into the property, I was immediately captivated by the beauty and elegance of this resort. Even the best photos I’ve taken can’t quite capture the true essence of this relaxing place! The place is exceptionally clean; the housekeeper cleaned my room even twice a day without ..."

Reviewed on Oct 6, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
See all 13,442 properties in Upcountry Maui
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.
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
Book a stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in ...
8.8/10 Excellent! (4,359 reviews)
"We thought this was a traditional hotel. But it’s not it is a timeshare type unit. It does not come with daily made service., or any service at all it’s more like just staying in an apartment. Our air conditioner quit working a couple of times so we had to call maintenance to have it fixed. The decor ..."

Reviewed on Oct 7, 2026

Aston Kaanapali Shores
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
110 Ka'anapali Shores Place Kaanapali HI
Book a stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (1,840 reviews)
"Amazing view and staff are super friendly and accommodating. Seems like every room has the ocean front view. Property is clean, however our room got lots of roaches…we reported to the front desk and they immediately placed the baits but it did not solve the problem right away. Other than that everything ..."

Reviewed on Oct 6, 2026

Aston Mahana at Kaanapali
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
45 Kai Ala Dr Lahaina HI
Book a stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (2,644 reviews)
"Not up to par for the price. Room was not clean to hotel standards and property was extremely dated. Will not return. I expect more when I travel"

Reviewed on Oct 5, 2026

Aston Maui Kaanapali Villas
See all properties in Upcountry Maui
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.

Stay near popular Upcountry Maui attractions

Haleakala Crater

9.6/10 (547 reviews)
One of the best places in the U.S. to watch the sunrise is this impressive centerpiece of Haleakalā National Park, marking the birthplace of the island of Maui.
See properties

Cities near Upcountry Maui

A coastal landscape with a prominent rocky cliff and lush greenery.

Hana

A coastal city with a cruise ship docked, mountains in the background, and a clear sky with clouds.

Kahului

Two sea turtles on a sandy beach with the ocean in the background.

Haiku

A beach at sunset with waves gently lapping the shore and a boat on the sand.

Kihei

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