$139 Find Cheap Flights from San Jose 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 San Jose to Kailua departing on 5/29. 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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Flights Deals

Cheap Flight Deals from San Jose to Kailua (SJC-HNL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Jose 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 San Jose to Kailua

Thu, Sep 4 - Mon, Sep 15
Delta Logo
11:33 am - 7:12 pmSJC-HNL
10h 39m1 stop
Delta Logo
8:55 pm - 12:53 pmHNL-SJC
12h 58m1 stop
$297Delta
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Tue, Sep 9 - Mon, Sep 15
Delta Logo
11:33 am - 7:20 pmSJC-HNL
10h 47m1 stop
Delta Logo
8:55 pm - 10:53 amHNL-SJC
10h 58m1 stop
$323Delta
Find Deal
Fri, Sep 5 - Tue, Sep 9
Delta Logo
9:05 am - 4:12 pmSJC-HNL
10h 07m1 stop
Delta Logo
8:55 pm - 12:53 pmHNL-SJC
12h 58m1 stop
$330Delta
Find Deal
Tue, Oct 7 - Tue, Oct 14
Alaska Airlines Logo
1:30 pm - 9:05 pmSJC-HNL
10h 35m1 stop
Alaska Airlines Logo
10:22 pm - 9:57 amHNL-SJC
8h 35m1 stop
$337Alaska Airlines
Find Deal
Tue, Aug 19 - Wed, Aug 27
Alaska Airlines Logo
7:00 am - 2:14 pmSJC-HNL
10h 14m1 stop
Alaska Airlines Logo
9:00 am - 9:35 pmHNL-SJC
9h 35m1 stop
$340Alaska Airlines
Find Deal
Sun, Sep 7 - Wed, Sep 17
Alaska Airlines Logo
10:20 am - 3:42 pmSJC-HNL
8h 22m1 stop
Alaska Airlines Logo
9:00 am - 9:35 pmHNL-SJC
9h 35m1 stop
$345Alaska Airlines
Find Deal
Sat, Sep 6 - Wed, Sep 17
Southwest Logo
11:50 am - 9:00 pmSJC-HNL
12h 10m1 stop
Southwest Logo
8:15 am - 4:20 pmHNL-SJC
5h 05mnonstop
$358Southwest
Find Deal
Fri, Sep 5 - Tue, Sep 9
Hawaiian Airlines Logo
7:00 am - 9:25 amSJC-HNL
5h 25mnonstop
Hawaiian Airlines Logo
8:00 am - 8:29 pmHNL-SJC
9h 29m1 stop
$374Hawaiian Airlines
Find Deal
Wed, Sep 24 - Sat, Sep 27
Hawaiian Airlines Logo
12:52 pm - 7:57 pmSJC-HNL
10h 05m1 stop
Hawaiian Airlines Logo
9:49 am - 10:36 pmHNL-SJC
9h 47m1 stop
$388Hawaiian Airlines
Find Deal
Wed, Sep 24 - Sat, Sep 27
Southwest Logo
7:00 am - 4:25 pmSJC-HNL
12h 25m2 stops
Southwest Logo
8:10 am - 8:25 pmHNL-SJC
9h 15m1 stop
$412Southwest
Find Deal
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Good to know

Low seasonJanuary
High seasonDecember
Cheapest flight$139
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from San Jose to Honolulu

When to book flights from San Jose to Kailua

Are your dates flexible? Find out the best times to travel from San Jose 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 San Jose to Kailua: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from San Jose to Kailua 
William DrewFlew with SouthwestSJC-HNLDec 2024
If you're flying from San Jose, arrive at the airport early. You never know how long the line at TSA will be. If you have time, the airport has well-designed facilities and reasonable priced restaurants. The Southwest ground staff is professional and will help you through the check-in and cattle call boarding process
phoFlew with Alaska AirlinesSJC-HNLMay 2024
Singapore airlines are pretty good with everything.. SJC is good small airport

FAQs for booking flights from San Jose to Kailua

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

    When flying out of San Jose you’ll be using San Jose. 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 San Jose to Kailua take?

    Direct flights cover the 2,413 miles separating San Jose and Kailua in about 5h 25m.

  • How many flights are there between San Jose and Kailua?

    6 direct flights run between San Jose and Kailua on a daily basis. On average, there are about 42 departures each week.

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

    Consider leaving on a Thursday and avoid Fridays if you are looking for the best rates. For your return to San Jose, you’ll find the best rates on Tuesdays and the most expensive ones on Fridays.

  • How does KAYAK find such low prices on flights from San Jose 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 San Jose to Kailua.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kailua from San Jose 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 San Jose 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 San Jose with another airline.

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

    In the last 72 hours, the cheapest one-way ticket between San Jose and Kailua found on KAYAK was with Delta for $139. Delta offered a round-trip connection from $297 and Alaska Airlines from $337.

Top tips for finding cheap flights from San Jose to Kailua

  • There is no airport in Kailua. Instead, you’ll be flying into Honolulu Airport when flying between San Jose and Kailua.
  • The cheapest flight from San Jose to Kailua was found 57 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be June, July and August. The cheapest month to fly is January.

Top 5 airlines serving San Jose to Kailua

Need help choosing which airline to fly with from San Jose 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 9991 reviews
7.9Comfort
7.1Entertainment
8.1Boarding
8.5Crew
7.1Food
Airline reviews

These questions are hard to answer. It was not until I checked in that I learned my flight was going to Seattle for a connection and not Portland. I did not get notified, or asked, about this change by Alaska or Kayak. Thankfully I made this flight; but missed the connecting flight and it took me much longer to get home. A service representative for Alaska says this happens frequently with third party companies, like Kayak. Please please figure that out.

4.0 OkayAnonymous, May 2025SJC - PDX
Read more Alaska Airlines reviews

These questions are hard to answer. It was not until I checked in that I learned my flight was going to Seattle for a connection and not Portland. I did not get notified, or asked, about this change by Alaska or Kayak. Thankfully I made this flight; but missed the connecting flight and it took me much longer to get home. A service representative for Alaska says this happens frequently with third party companies, like Kayak. Please please figure that out.

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

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.

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.

Only problem my credit card had over three pending credit card charges for luggages. I hope these charges do not post. I have already contacted my credit card companies.

Plane left an hour late due to flight staffing problems. Only a 45 min flight, but it took 3 hours as a result, which left a lot of people disgruntled. No excuses. No recompense.

Paid for first class, but the flight attendant for first class did the minimum required. She really ever came to pick up the trash, and never asked if we needed anything. Every person had to ring for the flight attendants if they wanted any extra drinks. When I went back to use the restroom, she was just sitting on her phone.

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.

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

Delta flight was on time, seats were comfortable, and crew was nice.

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

It was terrible, if they ran flights on time it would make a big difference.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

I actually received a notification from kayak on email but not one by text from Delta when my departure gait changed and I almost missed my flight

New boarding doesn't make sense. Filling front first is slow.

Delta flight was great from the check in all the way to arrival. However, I had a very bad experience. I requested a wheelchair and the wheelchair employee that went to pick me up from the plane in Boston to bring me to the baggage claims told me I have to pay him. I was under the impression that it was a free service and I usually give tips but the person forced me to pay and since I said no because I was upset with his demand when my daughter walked in to pick me up he demanded payment from my daughter who paid him thinking maybe now it is a charged service.

Horrible. Grateful to be alive but spent 13 hours at airport only to return back to my familys house and flight changed to next day. They tried to fix a part on plane, had no back up plane and after 10 hours , reattempted the flight and it STILL wasn't fixed. We got a meal voucher and rescheduled flight but there should be some other compensation for the 15 hours spent in 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 San Jose to Kailua

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