$139 Find Cheap Flights from Oakland to Kailua

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Kailua departing on 8/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flight Deals from Oakland to Kailua (OAK-HNL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Kailua that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Oakland to Kailua

KAYAK's recommended round-trip deals from the most popular airlines that fly from Oakland to Kailua.
Discover the best prices for you by selecting your travel dates on KAYAK.
Hawaiian Airlines Logo
9:45 am - 12:15 pmOAK-HNL
5h 30mnonstop
Hawaiian Airlines Logo
11:43 am - 7:54 pmHNL-OAK
5h 11mnonstop
$304Hawaiian Airlines
Find Deal
Wed, Sep 3 - Thu, Sep 11
Alaska Airlines Logo
8:00 am - 1:30 pmOAK-HNL
8h 30m1 stop
Alaska Airlines Logo
11:43 am - 7:54 pmHNL-OAK
5h 11mnonstop
$314Alaska Airlines
Find Deal
Wed, Sep 3 - Thu, Sep 11
Southwest Logo
1:25 pm - 7:50 pmOAK-HNL
9h 25m1 stop
Southwest Logo
8:00 am - 6:10 pmHNL-OAK
7h 10m1 stop
$320Southwest
Find Deal
Tue, Sep 2 - Wed, Sep 10
Southwest Logo
1:15 pm - 9:00 pmOAK-HNL
10h 45m1 stop
Southwest Logo
6:20 am - 6:10 pmHNL-OAK
8h 50m1 stop
$324Southwest
Find Deal
Wed, Sep 3 - Wed, Sep 10
Alaska Airlines Logo
9:45 am - 12:15 pmOAK-HNL
5h 30mnonstop
Alaska Airlines Logo
11:43 am - 7:54 pmHNL-OAK
5h 11mnonstop
$328Alaska Airlines
Find Deal
Fri, Sep 5 - Mon, Sep 8
Alaska Airlines Logo
7:12 am - 2:14 pmOAK-HNL
10h 02m1 stop
Alaska Airlines Logo
11:43 am - 7:54 pmHNL-OAK
5h 11mnonstop
$329Alaska Airlines
Find Deal
Tue, Sep 2 - Wed, Sep 10
Alaska Airlines Logo
9:45 am - 12:15 pmOAK-HNL
5h 30mnonstop
Alaska Airlines Logo
11:43 am - 7:54 pmHNL-OAK
5h 11mnonstop
$330Alaska Airlines
Find Deal
Wed, Sep 10 - Tue, Sep 23
Hawaiian Airlines Logo
8:50 am - 11:20 amOAK-HNL
5h 30mnonstop
Hawaiian Airlines Logo
10:40 am - 11:59 pmHNL-OAK
10h 19m1 stop
$336Hawaiian Airlines
Find Deal
Tue, Aug 19 - Tue, Sep 9
Delta Logo
6:00 am - 3:52 pmOAK-HNL
12h 52m2 stops
Delta Logo
10:30 pm - 4:15 pmHNL-OAK
14h 45m2 stops
$478Delta
Find Deal
Sun, May 11 - Wed, May 14
Delta Logo
6:00 am - 7:03 pmOAK-HNL
16h 03m2 stops
Delta Logo
8:05 am - 11:49 pmHNL-OAK
12h 44m2 stops
$529Delta
Find Deal
Mon, May 12 - Wed, May 21
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Good to know

Low seasonFebruary
High seasonMay
Cheapest flight$139
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Oakland to Honolulu

When to book flights from Oakland to Kailua

Are your dates flexible? Find out the best times to travel from Oakland to Kailua based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Flights from Oakland to Kailua: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Oakland to Kailua 
Verified travelerFlew with Hawaiian AirlinesOAK-HNLJan 2025
Free airbuds so people can watch a movie
FSFlew with Hawaiian AirlinesOAK-HNLOct 2024
Bring your own headset, else you need to pay for some, if you need them.

FAQs for booking flights from Oakland to Kailua

  • Which airports will I be using when flying from Oakland to Kailua?

    When flying out of Oakland you’ll be using Oakland. Kailua does not have its own airport so you’ll be flying into nearby Honolulu airport, which is 13.0 mi away.

  • How long does a flight from Oakland to Kailua take?

    Direct flights cover the 2,405 miles separating Oakland and Kailua in about 5h 30m.

  • How many flights are there between Oakland and Kailua?

    4 direct flights run between Oakland and Kailua on a daily basis. On average, there are about 28 departures each week.

  • What’s the cheapest day of the week to fly between Oakland and Kailua?

    Consider leaving on a Wednesday and avoid Mondays if you are looking for the best rates. For your return to Oakland, you’ll find the best rates on Thursdays and the most expensive ones on Mondays.

  • How does KAYAK find such low prices on flights from Oakland to Kailua?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oakland to Kailua.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oakland to Kailua?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kailua from Oakland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oakland to Kailua?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Kailua with an airline and back to Oakland with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oakland to Kailua?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Kailua from Oakland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Oakland to Kailua?

    In the last 72 hours, the cheapest one-way ticket between Oakland and Kailua found on KAYAK was with Alaska Airlines for $139. Hawaiian Airlines offered a round-trip connection from $304 and Alaska Airlines from $314.

Top tips for finding cheap flights from Oakland to Kailua

  • There is no airport in Kailua. Instead, you’ll be flying into Honolulu Airport when flying between Oakland and Kailua.
  • The cheapest flight from Oakland to Kailua was found 63 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be May, June and July. The cheapest month to fly is September.

Top 4 airlines serving Oakland to Kailua

Need help choosing which airline to fly with from Oakland to Kailua? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 9968 reviews
7.1Entertainment
7.9Comfort
8.2Boarding
8.5Crew
7.1Food
Airline reviews

My youngest didn't have a assigned seat until we biard6the plane.

2.0 MediocreStephanie, Apr 2025SAN - SLC
Read more Alaska Airlines reviews

My youngest didn't have a assigned seat until we biard6the plane.

I got the last seat on the plane, in the back in the corner against the window, and I paid a competitive price for my ticket several weeks before the flight.

Long delay before boarding. By the time I was informed of the delay I was already at the gate.

There was no seating at the gate, no where to charge your devices, super crowded. Boarding in group F meant all luggage space was taken when it was time for me to board. The boarding crew was short with everyone and seemed irritated. The luggage space was insufficient, the seat was too small for me (6'4") and very uncomfortable trip. I was in a middle seat between a person snoring the whole trip and a person with very strong body odor. The flight crew was terse and unfriendly, seemed irritated and impatient. Yelled a lot at people with earbuds in, understandable. Finally, we arrived 10 minutes early, only to sit on the tarmac for 20 minutes and wait for a gate. Worst flight experience I've had in years.

One of the worst check-in experiences ever. Apparently, we were overweight and had to completely repack. They tried to charge us an extra $35 per bag on top of the standard checked baggage fee we had already paid in advance. Surprisingly, we managed to fit everything into our carry-ons and stayed under their precious 50-pound limit. (By the way, 23 kg is actually 50.7 lbs, so we couldn’t even go slightly over 50 according to the very unfriendly agent.)

Tight legroom. The breakfast was provided, which was a plus, and okay the taste.

Check your emails that you sent me. 9 emails were sent telling me that my flight is Delayed. Each one with a different time 7:10, 7:55, 9:31, 9:09, 9:29, 9:44, 10:00, 9:49, and 10:10. That was how my experience went.

Awful. We got the last seats and they don't recline. We've been on this horrible journey since 6am and won't get to our destination almost a full day later. Oh and no food, either. Never again.

Self check in is not indicated well if you approach Terminal 1 from Terminal 2 Parking

While the flight itself was pleasant, the process of checking in was difficult. The line was long and our connection time was but two hours. When we finally got to the Hawaiian agent and told him that we were traveling on Alaskan Airlines, he told us we would need to go to a different terminal. I told him that another Hawaiian Airlines agent had directed us to him. I’m looking at our tickets, he noticed that the Alaskan Airlines flight was to be managed by a second party. He ended admonish us for not telling us so Rather than considering that we might’ve been right in the first place.

It was a perfect flight in all aspects! Both legs!

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Much better than the.last. flight on SW on Thanksgiving day

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a not a great airport.

We moved from the international terminal to a new location. I think there are still some bugs to work out . We didn’t receive check in notification and had to scramble to find it but i think it will work out

Not so good. The takeoff was aborted after reaching 100 knots due to a problem with the front tires. I do commend the pilot for a quick decision and preventing a potential disaster. We returned to the gate to put fresh tires on the front. Our flight was delayed for over 3 hours. The rest of the flight was okay. We were reimbursed by Hawaiian Airlines for only $50. Not too generous

Arrived at the gate with no seats assigned. Was told by gate agent the flight was full and we would not be on it. I asked the gate agent how could I be sold tickets when the flight was full. She replied, “Thats just how they do it.” I was able to get seats once I arrived at the gate. The flight itself was great. I’ll never purchase tickets without seat assignments from kayak or anyone again. Shame on kayak or Hawaiian airlines or all of you.

A cold sandwich would be much better than the warm gummy croissant.

Liked the crew. Seats were uncomfortable during the last few hours of the 11 hour flight. Better selection of movies .

They cancelled our flight and one after and then crammed everyone on a late flight. Refused to give us a meal voucher because the delay was less than 3 hours. In the end the delay was 4 hours. No reason was ever given for the cancelled flights. Fly Southwest!

The temperature on the plane was too cold and the food was not very good. Everything else was good.

There was mention of a complimentary magazine but none were in the seat pockets. The flight is short so understandable not having food or a snack.

Hawaiian airlines canceled my flight the night before my a due to weather. This is fine, I know this happens. In the email alerting me to the cancellation they said they would reach out to reschedule. I got this email at dinner time the night before the trip. I didn’t hear back so I called and was on hold for hours, I tried their texting questions option and never heard back. I tried to chat with a representative online, the website says you can chat and have questions answered but there is no link to a chat option anywhere on the site. After hours trying to get someone to communicate with me about the details of the cancellation and my rescheduling options I have up, got the flight refunded and booked a much more expensive last minute flight. Nonexistent customer service, I’ll never fly Hawaiian again.

Friendly & on Time .Need to make sure the Hana Hou magazine is in front of each seat

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

The gate was too far away for the connecting flight

Compared with other carriers business class for an overnight was not worth the extra expense.

Easy to board. Flight was super crowded though so I didn't sleep well on that cross country red-eye flight. The aisles seem ot have gotten narrower and the seat smaller whn luggage and people are getting bigger so it would be AWESOME to have more space and breathing room in general ;)

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

Wish movie and music choices changed more often. Mostly same from a month or two ago when I last flew.

It was good. Just that the seats could not be reclined. The people behind were not ready to let the chairs be reclined

Had a hard time finding my assigned seat. No attendants to assist.

Everything you need to know for your flight from Oakland to Kailua

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