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 3 to Oct 4
$220 total
Oct 3 - Oct 4
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 ...
Gods Peace Of Maui
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 ...
Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
$243 nightly
The price is $289 total per night from Oct 5 to Oct 6
$289 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Maui Coast Hotel
See all 13,728 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 ...
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 ...
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! (2,641 reviews)
"I stayed here for my honeymoon last year and the experience was good, that’s why I decided to stay again. There was a power outage and the conditions were less than ideal: there was no electricity or air conditioner, no access to hot water or charging cell phones, no access to food due to the restaurant ..."

Reviewed on Oct 2, 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

Explore a world of travel with Expedia