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Upcountry Maui

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Upcountry Maui Flights as Low as $278

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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 August, 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 15 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 $278, 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 $278 right now, why wait?

Upcountry Maui Flight Information
Destination airport
West Maui
Destination airport IATA code
JHM
Roundtrip price
$761

Last Minute Hotel Deals in Upcountry Maui

Gods Peace Of Maui
Gods Peace Of Maui
2 out of 5
1290 Haliimaile Rd, Makawao, HI
The price is $218 per night from May 5 to May 6
$218
includes taxes & fees
May 5 - May 6
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 ...
9/10 Wonderful! (2 reviews)
"We stayed in the room with the queen sized bed. Room was nice and clean- restroom and shower as well. Area is close to places to eat, near Baldwin beach (Baby beach)."

Reviewed on Apr 23, 2025

Gods Peace Of Maui
Maui Coast Hotel
Maui Coast Hotel
3.5 out of 5
2259 S Kihei Rd, Kihei, HI
The price is $333 per night from May 4 to May 5
$333
includes taxes & fees
May 4 - May 5
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! (1,815 reviews)
"The staff was really friendly and helpful. I highly recommend."

Reviewed on May 1, 2025

Maui Coast Hotel
The Westin Maui Resort & Spa, Ka'anapali
The Westin Maui Resort & Spa, Ka'anapali
4 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
The price is $711 per night from May 4 to May 5
$711
includes taxes & fees
May 4 - May 5
Stay at this 4-star beach 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! (772 reviews)
"Relaxing and fun resort great location on the beach."

Reviewed on Apr 29, 2025

The Westin Maui Resort & Spa, Ka'anapali
OUTRIGGER Kaanapali Beach Resort
OUTRIGGER Kaanapali Beach Resort
3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
The price is $382 per night from May 27 to May 28
$382
includes taxes & fees
May 27 - May 28
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! (1,024 reviews)
Like brand new
"Brand new room. I saw they continue renovating rooms in other buildings."

Reviewed on Apr 30, 2025

OUTRIGGER Kaanapali Beach Resort
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is $832 per night from May 21 to May 22
$832
includes taxes & fees
May 21 - May 22
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! (999 reviews)
"One of the best resorts in Hawaii"

Reviewed on Apr 26, 2025

Four Seasons Resort Maui at Wailea
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
The price is $374 per night from May 9 to May 10
$374
includes taxes & fees
May 9 - May 10
Book a stay at this family-friendly hotel in Kaanapali. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (1,005 reviews)
"It was a good hotel for a decent price."

Reviewed on Apr 30, 2025

Hilton Vacation Club Ka'anapali Beach Maui
Royal Lahaina Resort & Bungalows
Royal Lahaina Resort & Bungalows
4 out of 5
2780 Kekaa Dr, Lahaina, HI
The price is $358 per night from May 7 to May 8
$358
includes taxes & fees
May 7 - May 8
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! (1,299 reviews)
"Peaceful place, good staff and relaxing environment."

Reviewed on May 1, 2025

Royal Lahaina Resort & Bungalows
The Ritz-Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua
5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is $998 per night from May 26 to May 27
$998
includes taxes & fees
May 26 - May 27
Stay at this 5-star luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,003 reviews)
"Beautiful resort! Guest service was outstanding throughout the property and everything was clean and well-maintained. Margie at the front desk went out of her way to ensure we had an excellent stay and even helped us book our next trip. The only thing missing is a full service dining option for dinner. ..."

Reviewed on Apr 30, 2025

The Ritz-Carlton Maui, Kapalua
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.