Search Cheap Flights to
Upcountry Maui

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Upcountry Maui Flights as Low as $127

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Alaska Airlines
Hawaiian Airlines
Hawaiian Airlines
Alaska Airlines
Alaska Airlines
Alaska Airlines
Alaska Airlines
Alaska Airlines
Hawaiian Airlines
Alaska Airlines
Alaska Airlines
Southern Airways Express
Delta
American Airlines
United
United

Cheap Flights to Upcountry Maui

Fall in love at first flight with your vacation to Upcountry Maui by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Upcountry Maui on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Upcountry Maui, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Upcountry Maui

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Upcountry Maui with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the OGG airport.

What is the cheapest month to fly to Upcountry Maui?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Upcountry Maui are in March, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Upcountry Maui?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Upcountry Maui.

What airport is best to fly into Upcountry Maui?

When you’re planning your trip to Upcountry Maui, convenience is the name of the game. Luckily, Upcountry Maui Hana Airport is nearby so you can deplane and get going on checking off everything on your Upcountry Maui must-do list.

How much are flights to Upcountry Maui?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Upcountry Maui on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $127, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Upcountry Maui?

The trick to saving a stack of cash on your flight to Upcountry Maui? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $127 right now, why wait?

Upcountry Maui Flight Information
Destination airport
Kahului
Destination airport IATA code
OGG
Roundtrip price
$236

Last Minute Hotel Deals in Upcountry Maui

Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
Book a stay at this spa B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Haliʻimaile Farmer's Market and Hui Noʻeau Visual ...
8.6/10 Excellent! (65 reviews)
Room was very clean. Shared spaces were well kept. A little loud after quiet hours but who isn’t?

Reviewed on Jan 10, 2026

Gods Peace Of Maui
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Book a stay at this luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,010 reviews)
Room was amazing but did not have their famous hotel scent.

Reviewed on Jan 30, 2026

The Westin Maui Resort & Spa, Ka'anapali
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Book a stay at this beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,660 reviews)
Room was clean. Staff could be friendlier given location and cost of hotel.

Reviewed on Feb 1, 2026

Royal Lahaina Resort & Bungalows
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
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! (1,004 reviews)
The room was always clean. Susie at the front desk was so helpful and kind. I’ll be coming back

Reviewed on Feb 2, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Stay at this hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 3 hot tubs. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.4/10 Exceptional! (2,448 reviews)
All staff had consistent fantastic customer service. Everything spotless, rooms, pools, rental beach chairs etc

Reviewed on Jan 31, 2026

Maui Coast Hotel
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Book a stay at this beach hotel in Kahului. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (1,250 reviews)
There was a bit of misunderstanding during my check in but it was resolved ny Expedia. Overall, my stay was good. The staff were helpful. The location is ideal. The beach is private and has a lot of spaces for you to swim. It’s not a snorkeling spot though. Go for the new rooms when reserving if ...

Reviewed on Feb 1, 2026

Maui Seaside Hotel
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
Book a stay at this beach hotel in Kahului. Enjoy a beach locale, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and ...
7.2/10 Good! (1,166 reviews)
Desk staff were awesome!

Reviewed on Feb 1, 2026

Maui Beach Hotel
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,594 reviews)
Perfect stay in Maui at Kaanapali beach. Very friendly people work in the hotel and you really be in your home out from your home. Nice resort to spend your holidays with a relaxing time. Overall excellent. Wish to return shortly!!!

Reviewed on Jan 27, 2026

OUTRIGGER Kaanapali Beach Resort
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.