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Kailua

$114+ Cheap flights from San Jose, CA (SJC) to Kailua, HI

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — HNL
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheapflights Tip: The best prices from San Jose to Kailua are usually found in January or March, booked 47 days in advance, depart on a Wednesday or Tuesday and return on a Friday

Cheap flight deals from San Jose to Kailua

Cheapest flights from San Jose to Kailua
Explore the most affordable flight options available from San Jose to Kailua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 21, 2025.

This Delta deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:22 pmSJC - HNL
1 stop8h 22mDelta
Wed 1/149:35 pmHNL - SJC
1 stop8h 57mDelta
Deal found 12/19$372
This Hawaiian Airlines deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amSJC - HNL
Nonstop5h 48mAlaska Airlines
Wed 1/1410:35 amHNL - SJC
1 stop8h 42mAlaska Airlines
Deal found 12/19$418
This Kiwi.com deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amSJC - HNL
Nonstop5h 48mMultiple Airlines
Wed 1/78:17 amHNL - SJC
1 stop8h 28mMultiple Airlines
Deal found 12/19$477
This Alaska Airlines deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:30 pmSJC - HNL
1 stop18h 50mMultiple Airlines
Wed 1/2812:38 pmHNL - SJC
Nonstop5h 10mMultiple Airlines
Deal found 12/20$503
This Alaska Airlines deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:35 amSJC - HNL
1 stop9h 10mMultiple Airlines
Mon 12/293:25 pmHNL - SJC
1 stop6h 47mMultiple Airlines
Deal found 12/19$528
This Alaska Airlines deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:00 amSJC - HNL
Nonstop5h 48mMultiple Airlines
Mon 12/293:25 pmHNL - SJC
1 stop6h 47mMultiple Airlines
Deal found 12/19$537
This Kiwi.com deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:00 amSJC - HNL
Nonstop5h 48mMultiple Airlines
Tue 12/3011:59 pmHNL - SJC
1 stop11h 53mMultiple Airlines
Deal found 12/20$541
This Alaska Airlines deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:35 amSJC - HNL
1 stop9h 10mMultiple Airlines
Wed 12/311:10 pmHNL - SJC
1 stop9h 02mMultiple Airlines
Deal found 12/20$553
This Alaska Airlines deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:35 amSJC - HNL
1 stop9h 10mMultiple Airlines
Mon 12/296:30 amHNL - SJC
1 stop15h 42mMultiple Airlines
Deal found 12/20$554

Find flight deals from San Jose to Kailua

Keep the following information in mind while searching for San Jose to Kailua flight deals. Data was last updated December 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$285
(Kiwi.com)

One-way from

$114
(Trip.com)

Popular in

June

Cheapest in

January

Average price

$568
Provider with most accurate pricing for San Jose-Honolulu flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Honolulu flights.
Search Deals
From San Jose to Kailua
Search Deals
One-way flight from San Jose to Kailua
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($83 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose to Kailua that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 21, 2025.
Use the filters below to find and compare flights from San Jose to Kailua that are best for you.

Fly from

San Jose

Fly to

Kailua

Route

Depart

Return

Price

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Wed 2/25

7:00 am-10:50 am

Nonstop5h 50m

Honolulu

Mon 3/2

8:38 am-10:46 pm

1 stop12h 08m

$293

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Mon 1/26

1:50 pm-9:28 pm

1 stop9h 38m

Honolulu

Thu 1/29

10:30 pm-2:52 pm

2 stops14h 22m

$293

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Sat 1/10

7:00 am-10:46 am

Nonstop5h 46m

Honolulu

Thu 1/22

11:05 am-9:17 pm

1 stop8h 12m

$293

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Thu 1/22

12:46 pm-9:21 pm

1 stop10h 35m

Honolulu

Tue 1/27

8:03 am-9:17 pm

1 stop11h 14m

$293

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Tue 1/20

9:15 am-5:58 pm

1 stop10h 43m

Honolulu

Thu 1/29

10:30 pm-4:20 pm

2 stops15h 50m

$293

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Mon 1/19

7:45 am-9:28 pm

2 stops15h 43m

Honolulu

Wed 1/21

8:00 am-7:12 pm

1 stop9h 12m

$293

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Sun 2/1

7:00 am-10:46 am

Nonstop5h 46m

Honolulu

Sat 2/7

12:38 pm-7:48 pm

Nonstop5h 10m

$298

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Wed 3/4

2:36 pm-10:06 pm

1 stop9h 30m

Honolulu

Wed 3/11

2:02 pm-10:15 pm

Nonstop5h 13m

$298

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Thu 2/26

7:00 am-10:50 am

Nonstop5h 50m

Honolulu

Tue 3/3

8:00 am-8:00 pm

1 stop10h 00m

$298

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Sun 1/18

7:00 am-10:46 am

Nonstop5h 46m

Honolulu

Fri 1/23

12:38 pm-7:48 pm

Nonstop5h 10m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 22 results
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Best time to book a flight from San Jose to Kailua

Have a flexible travel schedule? Discover the best time to fly to Kailua from San Jose with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Jose to Kailua

How far ahead should I book a flight from San Jose, California to Kailua?

Use this chart to determine the optimal time to book a round-trip flight from San Jose to Kailua. Price data was last updated on December 12, 2025.

The price you pay for your flight from San Jose, California to Kailua may vary depending on when you book. For the best chance of a lower fare, look to book 47 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from San Jose, California to Kailua?

Currently, March is the cheapest month in which you can book a flight from San Jose, California to Kailua (average of $184). Flying from San Jose, California to Kailua in July is currently the most expensive (average of $296). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SJC to K4I?

Find hourly flight availability from San Jose to Kailua. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 21, 2025.

It’s typically best to fly out from San Jose, California to Kailua in the evening. Doing so could potentially save you 47% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from San Jose, California to Kailua?

Use this chart to determine the cheapest time to fly round-trip from San Jose to Kailua. Price data was last updated on December 20, 2025.

Travelers seeking maximum savings on their San Jose, California to Kailua flight should consider departing on Wednesday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from San Jose, California to Kailua

Explore weekly flight availability from San Jose to Kailua. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 21, 2025.

The most flights from SJC to K4I are scheduled on a Monday (6 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 on average).

Reviews of airlines servicing Kailua

Get insights into the airlines that provide service to Kailua. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kailua. Reviews last updated December 21, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta from San Jose to Kailua have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,494 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,494 reviews
Alaska Airlines
8.0
Very good
11,494 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Southwest
8.0
Very good
4,256 reviews
Alaska Airlines
8.0
Very good
11,494 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,017 reviews
Alaska Airlines
8.0
Very good
11,494 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Hawaiian Airlines
7.8
Good
2,821 reviews
Alaska Airlines
8.0
Very good
11,494 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,099 reviews
Alaska Airlines
8.0
Very good
11,494 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Kailua. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San Jose to Kailua?

    For a flight from San Jose to Kailua, you will be flying from San Jose. San Jose (SJC) is just 2.9 mi from the center of the city. San Jose is the only San Jose airport and it handles 5 outbound flights to Kailua per day. 5 airlines have flights to Kailua from San Jose on a regular basis.

  • How popular is this San Jose, California to Kailua flight route?

    Flights from San Jose to Kailua have been viewed 25 times in the past calendar month.

  • How long is the flight from San Jose, California to Kailua?

    Airlines like Delta and Alaska Airlines fly from San Jose, California to Kailua in about 5h 46m. The time it takes to get you to your destination can typically vary by up to 3h 52m. The distance from San Jose, California to Kailua is about 2413 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from San Jose, California to Kailua one-way?

    To fly one-way, consider booking your trip with Hawaiian Airlines, which is currently one of the cheapest options available, starting at $119. Delta flights start at $138 while deals on Alaska Airlines start at $139 one-way.

  • What are the most reliable airlines from San Jose, California to Kailua?

    Consider Southwest (99%), Qantas Airways (85%) or Korean Air (85%) when booking your flight. These represent the most reliable airlines when flying from San Jose, California to Kailua.

  • What are the cheapest flights from San Jose, California to Kailua?

    Looking for the cheapest flight from San Jose, California to Kailua? While on average our users pay $377, our data indicates the cheapest price to be $129. The most popular route (San Jose - Honolulu), is priced around $231.

  • Can I find deals for flights from San Jose to Kailua that include hotel bookings?

    Yes. In addition to deals on San Jose to Kailua flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Kailua?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Kailua.

  • Can I find deals for business class flights from San Jose to Kailua?

    Yes. Cheapflights offers flight deals from San Jose to Kailua by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Jose, California to Kailua?

    Currently, March is the cheapest month in which you can book a flight from San Jose, California to Kailua (average of $184). Flying from San Jose, California to Kailua in July is currently the most expensive (average of $296). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for San Jose to Kailua

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from San Jose to Kailua

Discover the top 5 airlines that operate flights from San Jose to Kailua. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$171Average$347FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$266Average$472FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$278Average$480FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$306Average$572FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$344Average$591FlexibilityNo cancel feeOn-time69%

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