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 $243

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

Bargain Flight
Hawaiian Airlines
American Airlines
United
Delta
Bargain Flight
Bargain Flight
Delta
Hawaiian Airlines
American Airlines
Alaska Airlines
Hawaiian Airlines
Alaska Airlines
Delta
Hawaiian Airlines
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 November, 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 13 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 $243, 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 $243 right now, why wait?

Upcountry Maui Flight Information
Destination airport
Kahului
Destination airport IATA code
OGG
Roundtrip price
$92

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 Hali imaile Farmer's Market and Hui Noʻeau Visual ...
9.2/10 Wonderful! (19 reviews)
"Tammi and Mika were incredibly friendly and attentive. They made us feel like royalty The room was do clean, bed was very comfortable. We love the garden and the sunrise view. Fantastic amenities at a reasonable price. We’ll definitely be back. LB"

Reviewed on Jun 22, 2025

Gods Peace Of Maui
Maui Coast Hotel
Maui Coast Hotel
3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (1,977 reviews)
"Very nice staff. Best part. However it was an inconvenience how there was no trash can or water filling station on your floor. You had to go to the lobby each time to do so. Also the pools could’ve been bigger. Other than that very friendly and hardworking housekeepers!"

Reviewed on Jun 21, 2025

Maui Coast Hotel
The Westin Maui Resort & Spa, Ka'anapali
The Westin Maui Resort & Spa, Ka'anapali
4.5 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Stay at this 4.5-star 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! (833 reviews)
"Great stay! Would go back in a heartbeat"

Reviewed on Jun 20, 2025

The Westin Maui Resort & Spa, Ka'anapali
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (1,000 reviews)
"Amazing stay and service. Four Seasons always exceeded our expectations. Beautiful resort with nice beaches and pools. Family loved it."

Reviewed on Jun 18, 2025

Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
Stay at this 5-star 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! (1,001 reviews)
"We had the best time! The property is absolutely gorgeous and the weather was perfect."

Reviewed on Jun 17, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
OUTRIGGER Kaanapali Beach Resort
OUTRIGGER Kaanapali Beach Resort
3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
Stay at this 3.5-star 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! (1,144 reviews)
"We stayed June 13-20. The Father’s Day weekend was busy! On Monday everything was calm which was nice. We did a dolphin watch on Trelani boat tours and saw lots of them. Whaler's Village was so close. 2 minute walk! Leilani's was fabulous food and also Maui Brewing Co. was excellent"

Reviewed on Jun 21, 2025

OUTRIGGER Kaanapali Beach Resort
Royal Lahaina Resort & Bungalows
Royal Lahaina Resort & Bungalows
4 out of 5
2780 Kekaa Dr, Lahaina, HI
Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our ...
8.2/10 Very Good! (1,334 reviews)
Nice hotel
"Overall it’s nothing fancy but it’s right on the beach and they have a small pool and a few fire pits to watch the sunset is stunning. There’s a luau next door and the restaurant has good food and the views are spectacular. The rooms are tiny, the decor is authentic Hawaiian. They also have bungalows ..."

Reviewed on Jun 19, 2025

Royal Lahaina Resort & Bungalows
Hilton Vacation Club Ka'anapali Beach Maui
Hilton Vacation Club Ka'anapali Beach Maui
4 out of 5
104 Ka'anapali Shores Place, Kaanapali, HI
Stay at this 4-star beach hotel in Kaanapali. Enjoy a beach locale, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,002 reviews)
"Really convenient location. Loved the food trucks!"

Reviewed on Jun 20, 2025

Hilton Vacation Club Ka'anapali Beach 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.