Search Cheap Flights to
Kailua

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Kailua Flights as Low as $138

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

Alaska Airlines
Alaska Airlines
Alaska Airlines
Southern Airways Express
Alaska Airlines
Bargain Flight
American Airlines
United
Delta
Bargain Flight
Delta
Bargain Flight
Alaska Airlines
Alaska Airlines
American Airlines
United

Cheap Flights to Kailua

Fall in love at first flight with your vacation to Kailua 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 Kailua on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Kailua

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Kailua 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 Kailua?

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 Kailua are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Kailua?

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 Kailua.

What airport is best to fly into Kailua?

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

How much are flights to Kailua?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Kailua on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $138, 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 Kailua?

The trick to saving a stack of cash on your flight to Kailua? 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 $138 right now, why wait?

Kailua Flight Information
Destination airport
Kahului
Destination airport IATA code
OGG
Roundtrip price
$138

Last Minute Hotel Deals in Kailua

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 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.6/10 Exceptional! (2,617 reviews)
"Great staff and amenities, across from beach , great restaurants on site"

Reviewed on Jun 7, 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! (1,442 reviews)
"Roaches in the room"

Reviewed on Jun 7, 2026

Maui Seaside Hotel
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4 out of 5
575 S Kihei Road Kihei HI
Book a stay at this beach hotel in Kihei. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (325 reviews)
"From the moment we checked in until the time we left, the staff were nothing short of phenomenal. Their kindness, hospitality, and attention to detail made our stay truly memorable."

Reviewed on Jun 7, 2026

Hilton Grand Vacations Club Maui Bay Villas
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
515 S. Kihei Road Kihei HI
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (882 reviews)
"Perfect and central to all the places we wanted to visit."

Reviewed on Jun 6, 2026

Maui Beach Vacation Club
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 ...
7.4/10 Good! (1,263 reviews)
"."

Reviewed on Jun 6, 2026

Maui Beach Hotel
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 ...
8.8/10 Excellent! (113 reviews)
"Everything is exactly as described. Completely quiet and very peaceful"

Reviewed on May 31, 2026

Gods Peace Of Maui
Yonegan Central Maui Getaways

Yonegan Central Maui Getaways

2 out of 5
197 North Market Street Wailuku HI
Stay at this hotel in Wailuku. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Iao Theater and Bailey House Museum are ...
8.2/10 Very Good! (103 reviews)
"The staff was quick with communication about the check-in process and late check-out requests. I just hope they clean outside the rooms so it feels welcoming."

Reviewed on Jun 3, 2026

Yonegan Central Maui Getaways
Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

3 out of 5
551 S Kihei Rd Kihei HI
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (971 reviews)
"Overall good stay! Had some bug problems which is not unexpected on an island. Staff was very responsive."

Reviewed on Jun 6, 2026

Kohea Kai Hotel 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.