$153 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 11/3. 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 Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oakland to Kailua

Mon, Aug 18 - Wed, Aug 27
Alaska Airlines Logo
7:15 am - 3:01 pmOAK-HNL
10h 46m1 stop
Alaska Airlines Logo
11:45 am - 7:56 pmHNL-OAK
5h 11mnonstop
$322Alaska Airlines
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Tue, Sep 9 - Wed, Sep 17
Alaska Airlines Logo
7:22 am - 9:50 amOAK-HNL
5h 28mnonstop
Alaska Airlines Logo
11:45 am - 7:56 pmHNL-OAK
5h 11mnonstop
$328Alaska Airlines
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Mon, Aug 18 - Wed, Aug 27
Hawaiian Airlines Logo
7:15 am - 2:14 pmOAK-HNL
9h 59m1 stop
Hawaiian Airlines Logo
11:45 am - 7:56 pmHNL-OAK
5h 11mnonstop
$329Hawaiian Airlines
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Mon, Sep 29 - Tue, Sep 30
Alaska Airlines Logo
7:07 pm - 10:30 amOAK-HNL
18h 23m1 stop
Alaska Airlines Logo
11:45 am - 7:56 pmHNL-OAK
5h 11mnonstop
$332Alaska Airlines
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Wed, Dec 3 - Wed, Dec 10
Alaska Airlines Logo
10:45 am - 6:36 pmOAK-HNL
9h 51m1 stop
Alaska Airlines Logo
12:15 pm - 7:30 pmHNL-OAK
5h 15mnonstop
$333Alaska Airlines
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Mon, Oct 20 - Mon, Oct 27
Alaska Airlines Logo
7:30 am - 9:59 amOAK-HNL
5h 29mnonstop
Alaska Airlines Logo
9:25 pm - 7:21 pmHNL-OAK
18h 56m1 stop
$334Alaska Airlines
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Mon, Sep 8 - Fri, Sep 12
Southwest Logo
1:25 pm - 7:50 pmOAK-HNL
9h 25m1 stop
Southwest Logo
8:15 am - 10:35 pmHNL-OAK
11h 20m2 stops
$348Southwest
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Wed, Sep 3 - Tue, Sep 9
Southwest Logo
8:45 am - 9:00 pmOAK-HNL
15h 15m1 stop
Southwest Logo
8:15 am - 9:05 pmHNL-OAK
9h 50m2 stops
$352Southwest
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Wed, Sep 3 - Tue, Sep 9
Delta Logo
6:00 am - 7:05 pmOAK-HNL
16h 05m2 stops
Delta Logo
10:42 pm - 4:16 pmHNL-OAK
14h 34m2 stops
$358Delta
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Mon, Aug 18 - Wed, Aug 27
Hawaiian Airlines Logo
7:15 am - 2:14 pmOAK-HNL
9h 59m1 stop
Hawaiian Airlines Logo
8:27 am - 9:23 pmHNL-OAK
9h 56m1 stop
$359Hawaiian Airlines
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Good to know

Low seasonFebruary
High seasonApril
Cheapest flight$153
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 7% increase in price.
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

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 28m.

  • 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 Monday and avoid Sundays 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 Wednesdays.

  • 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 Hawaiian Airlines for $153. Alaska Airlines offered a round-trip connection from $322 and Hawaiian Airlines from $329.

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.

Reviews of the 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 10000 reviews
8.1Boarding
7.1Food
8.5Crew
7.8Comfort
7.1Entertainment
Airline reviews

Wonderful respectful staff for a short flight late at night...lots of considerations all met!

10.0 ExcellentAnonymous, Jun 2025ITO - HNL
Read more Alaska Airlines reviews

Wonderful respectful staff for a short flight late at night...lots of considerations all met!

Flight was delayed which led to missed connection, but rebooked on a more direct flight at the last minute and arrived in Juneau on time with all our luggage. Little stressful and our family seating got split, but it all worked out in the end.

The setting on the loudspeaker was painful and the crew member who did the talking spoke very quickly and repetitively, with extra little jokes that were distracting and mostly unfunny. I doubt that the main messages penetrated the noise.

Only issue was the 2 hr delay after an 8 hr layover. Very long day.

Very bad, terrible food and late by 2 hours. Then no to open aircraft doors

The Alaska app and website were not fully operational. I had to spend about 15 minutes at the counter doing things that should have been completed online. The agent was very nice and helpful, however.

Flying on Hawaiian Airlines was good. But, getting a boarding pass was a hassle. I booked what I thought was an Alaska Airlines flight that was actually a Hawaiian Airlines flight. I couldn't check in online. I had to wait for the Hawaiian Airlines counter to open so I could get my boarding pass which was a requirement for me to get in The Club or the Centurion Lounge. (I had no check in luggage so I didn't expect to have to physically check in.) The Alaska Airlines staff blamed the FAA for the problem.

Terrible check in experience, and they ended up losing our bag.

they didn't fix a plane and we were delayed travelling an extra 12 hours.

This flight was how a flight should be. The flight from Hawaii to Seattle was terrible

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

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.

Nothing. Fare didn’t allow seat allocations. So we were stuck in the middle . Not good for 77 to 80 year olds. I was stick on plane. Taken off the plane before take off and ground staff told me to google where a hospital was to get a clearance to travel again. Left on own at airport ti fend for our selves. Also was charged for baggage, also I was not aware. I think booking through a third party, such as yourselves, doesn’t allow any for considerations when allocating seats.

Check in process was a mess. Long lines, equipment malfuctioning. One line for baggage tags then a second line for bag checkin.

It was very pleasant. The staff and crew are very polite.

Hawaiian Airlines staff is always professional & quick & easy check in & boarding process

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.

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

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

Boarded plane and then delayed 1.5 hours while on the plane

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

Really good 😊 the woman at the gate entrance was a little rude checking in our carry-on but i dont think she worked for the airline, she worked for the airport at sacramento, other than that amazing.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

get E+, a must for 5 hours flight if you are tall

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