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 $516

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

Bargain Flight
Bargain Flight
Bargain Flight
Bargain Flight
Bargain Flight
Alaska Airlines
Alaska Airlines
Alaska Airlines
United
Southwest Airlines
United
Southwest Airlines
Delta
American Airlines
Alaska Airlines
Delta

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 October, 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 11 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 $516, 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 $516 right now, why wait?

Kailua Flight Information
Destination airport
Kahului
Destination airport IATA code
OGG
Roundtrip price
$150

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! (2,645 reviews)
"It was a perfectly serviceable hotel room, but for $300+ dollars a night, it was unsatisfactory. The shower was powerful and good, but the bathroom was so teeny. Barely could fit in to take a shower. $20/night for parking was just plain greedy, since the hotel was already overpriced. The beds were ..."

Reviewed on Aug 9, 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! (1,560 reviews)
"The room was old, dank and musty."

Reviewed on Aug 9, 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! (368 reviews)
"Amazingly spacious room, helpful staff and gorgeous property in Kīhei. Would definitely love to come back again!"

Reviewed on Aug 9, 2026

Hilton Grand Vacations Club Maui Bay Villas
Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

4 out of 5
5031 Hana Hwy Hana HI
Book a stay at this spa resort in Hana. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (1,001 reviews)
"There was a delay in our room and we received an upgrade. The front desk was very helpful and pleasant. The bell staff were also so patient and kind. The property is magical and we wish we had stayed an extra night. Highly recommend a stay here instead of doing road to Hana in one day. The tennis ..."

Reviewed on Aug 1, 2026

Hana-Maui Resort, a Destination by Hyatt Residence
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! (1,289 reviews)
"Our stay was amazing. The staff was sweet and the hospitality was as well! Only the pool was closed but they made up for it by letting their customers go next door to the Marriott pool which is right next door..All was truly beautiful and highly recommended!!..Mahalo ❤️ 👌 😀"

Reviewed on Aug 8, 2026

Maui Beach Hotel
Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
Stay at this B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Haliʻimaile Farmer's Market and Hui Noʻeau Visual Arts Center ...
8.8/10 Excellent! (138 reviews)
"We loved the little studio cabin for our family of three for a few nights before we headed to Hana. Great jumping off spot for doing the sunrise at the mountain as well, was the closest I could find not in the park at a reasonable price. Bathroom is in a separate building that you have to walk to, ..."

Reviewed on Aug 7, 2026

Gods Peace Of Maui
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

4 out of 5
532 Keolani Place Kahului HI
Book a stay at this business-friendly hotel in Kahului. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
9.2/10 Wonderful! (1,001 reviews)
"Charged me for a water bottle in the room that I never drank. Do better, it’s only $6 but don’t be scamming people."

Reviewed on Aug 6, 2026

Courtyard Maui Kahului Airport
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
130 West Kaahumanu Avenue Kahului HI
Book a stay at this beach hotel in Kahului. Enjoy free breakfast, free WiFi, and a beach locale. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center ...
Hampton Inn & Suites Maui North Shore
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.