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Find cheap flights from San Jose to Kailua from $139

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 7/23. 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.
1 adult
0 bags
Sun 6/2
Sun 6/9

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Good to know

Low season

January

High season

July

Cheapest flight

$139
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 35% 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

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 24m.

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

    11 direct flights run between San Jose and Kailua on a daily basis. On average, there are about 77 departures each week.

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

    Consider leaving on a Wednesday and avoid Thursdays if you are looking for the best rates. For your return to San Jose, you’ll find the best rates on Wednesdays 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 Alaska Airlines for $139. Alaska Airlines offered a round-trip connection from $271 and Hawaiian Airlines from $282.

See more FAQs

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 38 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 May, June and July. The cheapest month to fly is January.
See more tips

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 9128 reviews
7.3Entertainment
8.6Crew
8.2Boarding
7.9Comfort
7.3Food
Airline reviews

Comfortable seat, plenty of leg room which is so rare, overhead bin comfortably accommodated my carry-on bag. Deli box was tasty, service was good, bathrooms were clean. Uneventful flight, which I appreciate. Departed on time and landed early.

10.0 ExcellentBryan, May 2024SAN - OGG
Read more about Alaska Airlines reviews

Comfortable seat, plenty of leg room which is so rare, overhead bin comfortably accommodated my carry-on bag. Deli box was tasty, service was good, bathrooms were clean. Uneventful flight, which I appreciate. Departed on time and landed early.

The maintenance delay was seemingly handled very poorly... Little to no information was provided to the passengers sitting on board for an extended period of time. On a brighter note, at least the cabin crew (flight attendants) did the best they could. They seemingly were provided very little information with regards to the delay. Unless absolutely beyond my control, I can’t imagine buying a ticket on Alaska airlines again, based on this and a previous experience my wife recently had, along with complaints overheard from other passengers.

Honestly, there was not much they could do. Due to wind, the flight was delayed for several hours because we had to be diverted to San Jose where we needed to refuel before departing to Hawaii. Wish they had offered some snacks during the delays/diversion because we had to wait such a long time to finally get our food served during the flight after leaving California.

Better organizing of entry and exit onto the plane regarding all of the baggage people haul on. There should be a better system so those with no baggage can get in and out more quickly. The baggage haul-on situation is absurd.

Good - San Jose security is a breeze. Exact opposite of San Diego. Flight on time. Bad - FA's were not that cheery or polite. I thought we may blow out a tire as the pilot slammed down a hard landing in perfect conditions. He came in pretty hot like he had a date waiting.

the departure got delayed due to SJC situation, but it was a quite good waiting thanks to Alaska airline teams.

I’m a first time mom and traveled with my 18mo old boy and it was not a great experience with the flight attendants. They were not friendly or helpful at all. It’s hard enough traveling with a toddler and have people be rude and unkind does not help.

Window seat and a packed plane. A very uncomfortable flight.

My flights went about as good as they could be. I’ll always take Alaska when possible.

The pilot and crew did everything they possibly could on an airline flight to make everyone comfortable and fed and informed and both flights to and from were flawless and safe and I couldn't imagine flying on another airline when I visit the Hawaiian islands

There was a loud squeaky sound the whole time we were flying.

I didn’t not like that I could not select my seat and ended up with the worse seat.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

The seats are too hard for long flights but otherwise- the process was smooth, the staff attentive, and there was to keep you occupied during the journey if needed.

Plane was late because of a mechanical malfunction and the food listed as available was not. Flight attendants seem over worked and under paid. They just done seem happy. And that can be seen in their faces.

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Flight was on time and in fact arrived early. Seating was as comfortable as you can get in coach. Adequate leg room. Good entertainment system and offerings. Food was good. Flight staff was very good and accommodating.

Great, on time departure, friendly and accommodating crew, great leg room, Smith flight

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Like most domestic flights in the US, you are basically on your own with this airline when it comes to food, so be sure to purchase meals and drinks ahead of time or expect to arrive starving and dehydrated (like I was).

This flight was delayed approximately 4 hours due to bad weather in HNL.

Flight delayed then cancelled then gate changed two times then baggage lost.

The plane is extremely loud and there’s no place to charge devices.

Not great to be very honest. Our flight was delayed after we sat at the airport until 15 minutes after we were supposed to leave . We were then notified the plane was being worked on “and the parts were out in the ground and still not finished .” Even though the work started the evening before and they knew it wasn’t fixed. . Then we were told it would be a 1:15 pm boarding time so we waited then at 1:45pm we were told it would be an 11:15pm boarding . It was changed to and 3:55am boarding the next morning . We lost out on a day in Hawaii and a night of our VRBO rental.

Safety record impeccable and important since flying many hours and thousands of miles over ocean.

Love the food service and attentiveness of the crew. Could have wi-if on flight

Seats on second leg from Hawaii to Tokyo would not recline. 9 hrs is long in total upright position.

Apparently the computer systems were down, so I wasn’t able to check in 24 hours in advance, despite multiple times on the app, the website, and by calling. Then I arrived at the airport and wasn’t assigned a seat right away. I had to wait until I was at the gate and waited about another hour for an agent. She was nice to give me a “free upgrade.“.

The crew worked to help us find standby seats and we were able to arrive at our destination early which was great. Only drawback is airport at Kona which is in need of update - waiting at gate passengers exposed to jet fumes, there’s only one restaurant with minimal choices, etc

Increased effort to keep family members (purchasing multiple tickets in the same transaction) sitting together. Additionally, when faced with choosing seats at the automated check-in kiosk, only exit row seats charging an additional $9 were available, but if you decline to choose seats, it picks seats that are NOT exit row. How does that work, Hawaiian?

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Awful. I got stuck next to a person carrying a dog and behind someone with a dog. People need to board these dogs downstairs. The cabin is crowded enough with your pets

Packed in like sardines, very uncomfortable. Sitting the aisle my shoulder was rammed into numerous times by rushing flight attendants. Also flight was very cold.

the head jack on my seat didn't work and the power outlet didn't work for my seat

Left 2 hours later for delayed I had to take care a kid with special need since people don’t want to move to accommodate the rest of the family. . It wasn’t bad but that made me upset that people can be that selfish.

The experience was great and much better than the flight going out. of course I was in first class but the service was excellent

Comfort of seats, ease of boarding. Food selection could be better

Food options were limited which is absolutely embarrassing for a Flight of this size The staff did not come around as much and I am not accustomed to such poor service from American Airlines Drinks I believe were limited to soda and water

Crew were attentive and friendly. Flight was smooth and early! I enjoyed the less crowded plane. Thank you!

We are gluten free, there were not any available complimentary gluten free options.

No meal on a cross country flight? SFO-MiA is pretty much the definition of a coast to coast flight. No meal provided. Sky high wi-fi rates too. Stop nickel and diming your customers.

The staff was unprofessional and didn’t communicate very well. The boarding process was very disheveled, potentially due to a power outage the previous day but there was no contingency plan to properly get passengers boarded the following day. Once boarded the aircraft stayed on the tarmac for over 45 minutes due to high winds. The communication was sporadic but an announcement was finally made an additional 30 minutes later that the flight was cancelled but we couldn’t get off the plane. Prior to deplaning one of the gate agents came on the plane and made an announcement for everyone to pickup their checked bags and take a card to rebook a new reservation because they didn’t have adequate staff. Flights were missed, passengers went to different airports and there was little to no assistance from AA.

Apart from the delay due to unforeseen circumstances. The leg from sjc to dfw was fine. It was the leg from dfw to orf that we encountered issues mainly due to the flight attendant crew not being friendly. We had two small children and we needed some assistance to warm up milk so the baby would sleep. The crew just didn’t get it and made things very difficult. One made a remark that the baby’s dirty diaper smell was a “gift” to the plane in a rude way. Normally I’d brush that off as a funny comment if the rest of the trip the attendants were helpful or understanding of the difficulty we faced. But that wasn’t the case. We were met with rudeness on the second leg. Whereas on the first leg the crew were so nice and helpful.

Flight From PHX to CVG was on time, very professional staff

Being back games on the in-flight entertainment. Also your flight attendants need a break, raise, or overall attitude adjustment.

Book cheap flights from San Jose to Kailua

Recent round-trip flight deals

9/4Wed
nonstopAlaska Airlines
5h 32mSJC-HNL
9/4Wed
nonstopAlaska Airlines
5h 09mHNL-SJC
$271
9/2Mon
nonstopAlaska Airlines
5h 32mSJC-HNL
10/2Wed
nonstopAlaska Airlines
5h 11mHNL-SJC
$273
8/20Tue
nonstopAlaska Airlines
5h 32mSJC-HNL
8/28Wed
nonstopAlaska Airlines
5h 09mHNL-SJC
$277
9/2Mon
nonstop
5h 32mSJC-HNL
10/2Wed
1 stop
8h 25mHNL-SJC
$280
9/16Mon
nonstopHawaiian Airlines
5h 30mSJC-HNL
9/25Wed
1 stopHawaiian Airlines
8h 25mHNL-SJC
$282
9/9Mon
1 stopHawaiian Airlines
8h 00mSJC-HNL
9/19Thu
1 stopHawaiian Airlines
7h 15mHNL-SJC
$287
9/4Wed
1 stopDelta
10h 38mSJC-HNL
9/4Wed
1 stopDelta
10h 00mHNL-SJC
$290
9/1Sun
1 stopDelta
10h 19mSJC-HNL
9/6Fri
1 stopDelta
11h 04mHNL-SJC
$296
9/23Mon
1 stopHawaiian Airlines
9h 45mSJC-HNL
9/26Thu
nonstopHawaiian Airlines
5h 10mHNL-SJC
$301
8/14Wed
nonstopHawaiian Airlines
5h 30mSJC-HNL
8/20Tue
1 stopHawaiian Airlines
8h 15mHNL-SJC
$302

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7/23Tue
nonstopAlaska Airlines
5h 32mSJC-HNL
$139
7/24Wed
1 stopDelta
11h 31mSJC-HNL
$148
8/17Sat
nonstopAlaska Airlines
5h 32mSJC-HNL
$169
5/13Mon
1 stopHawaiian Airlines
7h 14mSJC-HNL
$184
5/30Thu
nonstopHawaiian Airlines
5h 30mSJC-HNL
$199
5/8Wed
nonstopAmerican Airlines
5h 36mSJC-HNL
$229
6/4Tue
1 stopAmerican Airlines
10h 51mSJC-HNL
$241
5/15Wed
2 stops
17h 05mSJC-HNL
$267
5/14Tue
2 stops
18h 45mSJC-HNL
$294
6/11Tue
3 stopsUnited Airlines
24h 39mSJC-HNL
$604

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Last minute flights from San Jose to Kailua

Last minute flight, train and bus deals

5/8Wed
nonstopAlaska Airlines
5h 36mSJC-HNL
5/14Tue
nonstopAlaska Airlines
5h 09mHNL-SJC
$357
5/8Wed
multi-stopDelta
9h 06mSJC-HNL
5/15Wed
multi-stopDelta
9h 51mHNL-SJC
$376
5/8Wed
nonstopAlaska Airlines
5h 36mSJC-HNL
5/12Sun
nonstopAlaska Airlines
5h 09mHNL-SJC
$387
5/8Wed
multi-stopDelta
9h 06mSJC-HNL
5/12Sun
multi-stopDelta
9h 51mHNL-SJC
$406
5/8Wed
multi-stopHawaiian Airlines
7h 14mSJC-HNL
5/15Wed
nonstopHawaiian Airlines
5h 20mHNL-SJC
$422
5/8Wed
multi-stopHawaiian Airlines
10h 21mSJC-HNL
5/13Mon
nonstopHawaiian Airlines
5h 20mHNL-SJC
$457
5/8Wed
nonstopAmerican Airlines
5h 36mSJC-HNL
5/12Sun
multi-stopAmerican Airlines
9h 14mHNL-SJC
$466
5/5Sun
multi-stopAmerican Airlines
11h 27mSJC-HNL
5/10Fri
multi-stopAmerican Airlines
9h 14mHNL-SJC
$496
5/8Wed
multi-stopUnited Airlines
29h 45mSJC-HNL
5/13Mon
multi-stopUnited Airlines
42h 52mHNL-SJC
$1,343
5/7Tue
multi-stopUnited Airlines
16h 24mSJC-HNL
5/14Tue
multi-stopUnited Airlines
42h 52mHNL-SJC
$1,359

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