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Hotels with Air Conditioning in Upcountry Maui, Hawaii

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Check availability on Upcountry Maui Hotels with Air Conditioning

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Upcountry Maui hotels with air conditioning

Outdoor pool
Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
3.5 star property
Makawao
8.6 out of 10, Excellent, (209)
"The staff were kind and helpful. The rooms were comfortable and the property is gorgeous and well maintained. "
United States
Sarah Catherine
The price is P27,541
P37,543 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Lumeria Maui Educational Retreat Center
In-room safe, desk, iron/ironing board, free cribs/infant beds
Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront
2.5 star property
South Kihei
8.8 out of 10, Excellent, (1014)
"Great location, quiet, breakfast included, had chairs for the beach, and private beach!"
United States
Christine
The price is P10,966
P13,018 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Days Inn by Wyndham Maui Oceanfront
View from room
Maui Coast Hotel

Maui Coast Hotel

Maui Coast Hotel
3.5 star property
South Kihei
9.6 out of 10, Exceptional, (2341)
"Always a great stay for business!!"
United States
Stephen
The price is P14,375
P19,766 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Maui Coast Hotel
Lobby
Maui Seaside Hotel

Maui Seaside Hotel

Maui Seaside Hotel
3.0 star property
Kahului
9.0 out of 10, Wonderful, (1194)
"Great accommodations. Beautiful location and nice staff "
United States
Kyle
The price is P13,427
P17,324 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Maui Seaside Hotel
Outdoor pool, pool umbrellas, sun loungers
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport
4.0 star property
Kahului
9.0 out of 10, Wonderful, (1002)
"Clean room,helpful and pleasant staff, good food in the Bistro, quiet, comfortable room."
United States
Deborah
The price is P21,413
P25,420 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Courtyard Maui Kahului Airport
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.
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Top Upcountry Maui Hotel Reviews

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"Room setup was great, pools and beach were excellent. Everyone had a great time"
Ryan 7-night trip
Posted 12 hours ago
Fairmont Kea Lani Maui

Frequently asked questions

How much do hotels with air conditioning in Upcountry Maui cost?
Prepare to pay between P9,850 and P37,543 per night for hotels with air conditioning in Upcountry Maui. Whatever your budget and travel plans, an awesome stay is only a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your hotel with air conditioning in Upcountry Maui with Expedia?
Booking a hotel with air conditioning in Upcountry Maui is as easy as entering your travel dates and choosing one of our comfortable options. Looking for something luxurious or affordable, or a stay that also features a pool and a hot tub? Use Expedia's filters to narrow your search results even further and find your dream pad with AC and more.
How can I find cheap hotels with air conditioning in Upcountry Maui?
Expedia can help you easily locate cheap hotels with air conditioning in Upcountry Maui. Simply click "air conditioned" under the amenities filter (on the left of the webpage) to view all stays with this feature. Then, choose your hotel star rating (lower-rated stays are usually more affordable) and your budget per night to find the best places with AC at the most affordable price.