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 $237

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

Bargain Flight
Mon, Sep 15 - Thu, Sep 25
SAN
San Diego Intl.
OGG
Kahului
$237 Roundtrip, found 10 hours ago
$237
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Mon, Sep 15 from San Diego Intl. to Kahului, returning Thu, Sep 25, priced at $237 found 10 hours ago
Hawaiian Airlines
Mon, Sep 8 - Wed, Sep 10
SAN
San Diego Intl.
OGG
Kahului
$243 Roundtrip, found 14 hours ago
$243
Roundtrip
found 14 hours ago
Select Hawaiian Airlines flight, departing Mon, Sep 8 from San Diego Intl. to Kahului, returning Wed, Sep 10, priced at $243 found 14 hours ago
Hawaiian Airlines
Mon, Sep 15 - Thu, Sep 25
SAN
San Diego Intl.
OGG
Kahului
$247 Roundtrip, found 10 hours ago
$247
Roundtrip
found 10 hours ago
Select Hawaiian Airlines flight, departing Mon, Sep 15 from San Diego Intl. to Kahului, returning Thu, Sep 25, priced at $247 found 10 hours ago
Alaska Airlines
Mon, Sep 15 - Thu, Sep 25
SAN
San Diego Intl.
OGG
Kahului
$248 Roundtrip, found 10 hours ago
$248
Roundtrip
found 10 hours ago
Select Alaska Airlines flight, departing Mon, Sep 15 from San Diego Intl. to Kahului, returning Thu, Sep 25, priced at $248 found 10 hours ago
United
Mon, Sep 15 - Thu, Sep 25
SAN
San Diego Intl.
OGG
Kahului
$251 Roundtrip, found 10 hours ago
$251
Roundtrip
found 10 hours ago
Select United flight, departing Mon, Sep 15 from San Diego Intl. to Kahului, returning Thu, Sep 25, priced at $251 found 10 hours ago
Delta
Tue, Nov 11 - Tue, Nov 11
SAN
San Diego Intl.
OGG
Kahului
$252 Roundtrip, found 12 hours ago
$252
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Nov 11 from San Diego Intl. to Kahului, returning Tue, Nov 11, priced at $252 found 12 hours ago
American Airlines
Tue, Nov 11 - Tue, Nov 11
CLD
McClellan-Palomar
OGG
Kahului
$252 Roundtrip, found 12 hours ago
$252
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Nov 11 from McClellan-Palomar to Kahului, returning Tue, Nov 11, priced at $252 found 12 hours ago
Alaska Airlines
Mon, Sep 15 - Thu, Sep 25
SAN
San Diego Intl.
OGG
Kahului
$252 Roundtrip, found 10 hours ago
$252
Roundtrip
found 10 hours ago
Select Alaska Airlines flight, departing Mon, Sep 15 from San Diego Intl. to Kahului, returning Thu, Sep 25, priced at $252 found 10 hours ago
United
Mon, Sep 15 - Thu, Sep 25
SAN
San Diego Intl.
OGG
Kahului
$262 Roundtrip, found 10 hours ago
$262
Roundtrip
found 10 hours ago
Select United flight, departing Mon, Sep 15 from San Diego Intl. to Kahului, returning Thu, Sep 25, priced at $262 found 10 hours ago
Hawaiian Airlines
Mon, Nov 10 - Thu, Dec 4
SFO
San Francisco Intl.
OGG
Kahului
$278 Roundtrip, found 5 days ago
$278
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Mon, Nov 10 from San Francisco Intl. to Kahului, returning Thu, Dec 4, priced at $278 found 5 days ago
Bargain Flight
Wed, Aug 20 - Mon, Aug 25
LAS
Harry Reid Intl.
OGG
Kahului
$414 Roundtrip, found 3 days ago
$414
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Wed, Aug 20 from Harry Reid Intl. to Kahului, returning Mon, Aug 25, priced at $414 found 3 days ago
Hawaiian Airlines
Wed, Sep 10 - Tue, Sep 23
ATL
Hartsfield-Jackson Atlanta Intl.
OGG
Kahului
$433 Roundtrip, found 5 days ago
$433
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Wed, Sep 10 from Hartsfield-Jackson Atlanta Intl. to Kahului, returning Tue, Sep 23, priced at $433 found 5 days ago
Hawaiian Airlines
Tue, Dec 9 - Tue, Dec 16
SFO
San Francisco Intl.
JHM
West Maui
$500 Roundtrip, found 11 hours ago
$500
Roundtrip
found 11 hours ago
Select Hawaiian Airlines flight, departing Tue, Dec 9 from San Francisco Intl. to West Maui, returning Tue, Dec 16, priced at $500 found 11 hours ago
Alaska Airlines
Wed, Oct 8 - Tue, Oct 14
SAN
San Diego Intl.
JHM
West Maui
$561 Roundtrip, found 5 days ago
$561
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Oct 8 from San Diego Intl. to West Maui, returning Tue, Oct 14, priced at $561 found 5 days ago
United
Mon, Sep 29 - Tue, Oct 14
LAS
Harry Reid Intl.
JHM
West Maui
$637 Roundtrip, found 3 days ago
$637
Roundtrip
found 3 days ago
Select United flight, departing Mon, Sep 29 from Harry Reid Intl. to West Maui, returning Tue, Oct 14, priced at $637 found 3 days ago
Alaska Airlines
Wed, Sep 24 - Tue, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
JHM
West Maui
$1,097 Roundtrip, found 9 hours ago
$1,097
Roundtrip
found 9 hours ago
Select Alaska Airlines flight, departing Wed, Sep 24 from Hartsfield-Jackson Atlanta Intl. to West Maui, returning Tue, Sep 30, priced at $1,097 found 9 hours ago

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 September, 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 14 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 $237, 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 $237 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 Hali imaile Farmer's Market and Hui Noʻeau Visual ...
9.2/10 Wonderful! (22 reviews)
"We stayed in the family cottage. Our accommodations were top notch! The hosts made sure that we had everything we needed including fresh eggs! We felt like we were O Hana (family)! Highly recommended with five stars!"

Reviewed on Jul 15, 2025

Get rates
Gods Peace Of Maui
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
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! (1,005 reviews)
"Beautiful location and wonderful staff"

Reviewed on Aug 12, 2025

Get rates
The Ritz-Carlton Maui, Kapalua
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, 2 outdoor pools, and 3 hot tubs. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (2,118 reviews)
Excellent service
"*Convenient location - Approx. 3 mins walk to beach but we preferred beaches in West Maui where the water is clear/blue/waves for surfing. However great for a morning/evening walk, can watch sunset, walkable to food trucks, restaurants, pharmacy etc. *Hotel is well maintained and clean *Concierge ..."

Reviewed on Aug 10, 2025

Get rates
Maui Coast Hotel
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! (1,396 reviews)
"Bed very comfortable.. staff super friendly"

Reviewed on Aug 10, 2025

Get rates
Royal Lahaina Resort & Bungalows
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! (920 reviews)
"Good place for families to stay."

Reviewed on Aug 11, 2025

Get rates
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
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! (1,269 reviews)
"Another excellent vacation in the books couldn’t be happier have stayed at the outrigger several times along with a few others in the Kaanapali area and always enjoy the outrigger it’s my go to place"

Reviewed on Aug 11, 2025

Get rates
OUTRIGGER Kaanapali Beach Resort
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! (1,003 reviews)
"Good food great area"

Reviewed on Aug 10, 2025

Get rates
Grand Wailea Maui, A Waldorf Astoria Resort
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (3,656 reviews)
"It was the best"

Reviewed on Aug 10, 2025

Get rates
Aston Kaanapali Shores
See all 12,543 properties in Upcountry 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.