Upcountry Maui Hotels with Air Conditioning, Hawaii: Upcountry Maui Hotel Guide

A barren volcanic landscape with rugged terrain and distant mountains.

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Our top choices for Upcountry Maui hotels with air conditioning

A spacious living room with a large glass coffee table, a sofa, and a fireplace.

A living room with a large window, a ceiling fan, a sofa, and a patterned rug.

A bathroom with a wooden vanity, a sink with a unique basin, and a large mirror.

A spacious room with a large bed, a sofa, a dining area, and a kitchen.

1. Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

Makawao

Ronald A C.

€314

includes taxes & fees

14 Oct - 15 Oct

A spacious living area with a dining table, chairs, sofas, and a large window providing natural light.

A house with a porch, surrounded by trees and a gravel path.

A spacious living room with two sofas, a coffee table, and a fireplace. Large windows offer a view of the outdoors.

A house with a large deck, a view of the ocean, and a mountainous landscape in the background.

2. Haleakala Sunrise Home, Kula, Maui, Hawaii

Kula

svetha d.

€390

includes taxes & fees

8 Oct - 9 Oct

A swimming pool with lounge chairs and a hedge.

A spacious room with a high ceiling, skylights, and a large window at the far end.

A spacious lobby with a large chandelier, wooden paneling, and a central rug.

A house with a green roof, surrounded by lush tropical plants and trees.

3. Lumeria Maui Educational Retreat Center

Makawao

Dean

€423

includes taxes & fees

31 Oct - 1 Nov

A residential street lined with palm trees and houses.

A bedroom with a bed, a ceiling fan, and a view of a garden through a sliding door.

A single-story house with a sloped roof, a stone wall, and a well-maintained lawn.

A modern kitchen with a stainless steel refrigerator, a wooden dining table with benches, a black sofa, and a flat-screen TV mounted on the wall.

4. Haiku Hale - 3 Bedroom Maui Getaway!

Haiku

Linda S.

€736

includes taxes & fees

7 Oct - 8 Oct

A bedroom with a wooden bed, white bedding, a beach-themed picture on the wall, and a ceiling fan.

A balcony with a view of a beach, outdoor furniture, and a clear sky.

A beach with a sunset, palm trees, and a rocky shoreline.

A living room with a sofa, ottoman, and chairs, a table with a lamp, and a view of the beach through a sliding glass door.

5. Days Inn by Wyndham Maui Oceanfront

South Kihei

Mary

€216

includes taxes & fees

5 Oct - 6 Oct

A balcony with a view of the ocean and palm trees.

A resort with a swimming pool, solar panels, and a view of the ocean.

A modern restaurant with a bar area, seating arrangements, and large windows providing views of the outdoors.

A modern hotel with a large entrance, palm trees, and a sign indicating it is the Maui Coast Hotel.

6. Maui Coast Hotel

South Kihei

Rachel

€240

includes taxes & fees

5 Oct - 6 Oct

A modern house with a covered porch, a dining area, and a barbecue grill.

A dining area with a long table, wicker hanging lamps, and a view of greenery outside.

A beachside resort with red lounge chairs, a grassy lawn, and a view of the ocean.

A pathway surrounded by lush tropical plants, leading to a building with a modern design.

7. Paia Inn

Paia

Jan

€290

includes taxes & fees

3 Oct - 4 Oct

A terrace with wicker furniture, potted plants, and a view of the ocean.

A kitchen with a large window, a dining area with chairs, and a view of palm trees.

A spacious living area with a wooden staircase, a dining table, and a sofa.

A hotel with a lush garden, palm trees, and a red-roofed building.

8. Kohea Kai Hotel Maui

North Kihei

Koreta

€186

includes taxes & fees

15 Oct - 16 Oct

View all properties

Top Upcountry Maui Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent

"Love the Pools , Rooms , Service and amenities"

Aston Kaanapali Shores

10/10 Excellent

"Great Hotel/Condo right on the beach. Was amazing. Staff incredible. Would definitely stay there again."

Maui Seaside Hotel

10/10 Excellent

"The staff could not have been better. Fe was particularly helpful and I don't think the staff could have been any better 10 stars for sure. I loved the updated room."

Royal Lahaina Resort & Bungalows

10/10 Excellent

"The resort was so beautiful and had all the amenities you could need for a great stay. The staff was so friendly and accommodating. Definitely will be back."

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent

"Great beach. Close to Mall and plenty of restaurants."

Wailea Beach Resort - Marriott, Maui

10/10 Excellent

"Convenient location nd good staff at the concierge for tour bookings"

Aston Maui Kaanapali Villas

10/10 Excellent

"Excellent villa with excellent decor. Fairly clean. Very nice staff provided excellent service. Very nice kitchen. I was impressed with the upscale finishes."

Four Seasons Resort Maui at Wailea

10/10 Excellent

"Incredible service and high end property. The rooms are updated with a nice balcony. 3 pools and direct beach access makes it easy."

Frequently asked questions

How much do hotels with air conditioning in Upcountry Maui cost?

Prepare to pay between €186 and €423 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Upcountry Maui Hotels with Air Conditioning

Our top choices for Upcountry Maui hotels with air conditioning

1. Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

2. Haleakala Sunrise Home, Kula, Maui, Hawaii