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 16 to Oct 17
$220 total
Oct 16 - Oct 17
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
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
$256 nightly
The price is $304 total per night from Oct 28 to Oct 29
$304 total
Oct 28 - Oct 29
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 ...
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 28 to Oct 29
$965 total
Oct 28 - Oct 29
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! (1,006 reviews)
"Having stayed at the Grand Wailea three times now, it's disappointing to see how much the overall experience has changed. The rooms remain comfortable, and the staff continue to be exceptionally friendly and helpful. Unfortunately, the quality of the amenities, services, and overall experience has ..."

Reviewed on Oct 13, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
See all 13,458 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 ...
9/10 Wonderful! (1,851 reviews)
"Good"

Reviewed on Oct 14, 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! (2,647 reviews)
"Our stay was amazing! The property is well cared for and is a great location with easy access to the beach as well as shopping/dining options. The staff were great, everyone was welcoming and accommodating. I will definitely recommend staying here to friends and family."

Reviewed on Oct 14, 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.
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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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