Search Cheap Flights to
Kailua

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

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 , 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  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 , 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  right now, why wait?

Kailua Flight Information
Destination airport
Kahului
Destination airport IATA code
OGG
Roundtrip price
$467

Last Minute Hotel Deals in Kailua

Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave, Kahului, HI
Stay at this 3-star 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! (1,181 reviews)
Room was a little out dated but it was well worth the convenience. Staff was really nice and helpful and Parking was a little frustrating

Reviewed on Oct 27, 2025

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 ...
7/10 Good! (1,101 reviews)
Our first night we stayed here. Close to the airport, staff was friendly and helpful. The rooms were clean. We ate breakfast onsite and enjoyed it. The hotel is older but quaint.

Reviewed on Oct 24, 2025

Maui Beach 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. ...
9/10 Wonderful! (209 reviews)
The rooms were very clean, spacious, modern and beautifully decorated. The two bedroom with pullout couch was a bough space for our family of 6. The amenities was what we loved the most. The property was really well done with a huge pool with different areas for adults, families and kids. The pool ...

Reviewed on Oct 30, 2025

Hilton Grand Vacations Club Maui Bay Villas
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
130 West Kaahumanu Avenue, Kahului, HI
Stay at this 3-star beach hotel in Kahului. Enjoy free breakfast, free WiFi, and a beach locale. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center ...
9/10 Wonderful! (124 reviews)
Property is new and maintained well. Clean rooms, lobby smells refreshing and staff are super accommodating. Good location near the airport with plenty of ride share available in case you don’t rent a car. Fun to see cruise ships coming in to the bay during breakfast on the lanai. We will be ...

Reviewed on Oct 24, 2025

Hampton Inn & Suites Maui North Shore
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 ...
8.2/10 Very Good! (807 reviews)
A excelent service in the office. Nice and clean room y all the hotel. I recommend this hotel.

Reviewed on Oct 22, 2025

Maui Beach Vacation Club
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! (28 reviews)
Yes, equipped for cooking. AC ok.

Reviewed on Oct 28, 2025

Yonegan Central Maui Getaways
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 ...
9/10 Wonderful! (40 reviews)
Extremely hospitable and helpful folks :) The bathrooms were sufficiently numerous that my wife and I could use 2 different showers whenever we wanted to

Reviewed on Oct 18, 2025

Gods Peace Of Maui
Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

3 out of 5
551 S Kihei Rd, Kihei, HI
Stay at this 3-star 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! (855 reviews)
Good stay. Clean rooms, hospitable staff.

Reviewed on Oct 18, 2025

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.