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Kailua

$136+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — HNL
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheapflights Tip: The best prices from San Jose to Kailua are usually found in January or February, booked 83 days in advance, depart on a Wednesday or Tuesday and return on a Friday

Find 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 November 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Fri 12/58:34 amSJC - HNL
1 stop9h 31mAlaska Airlines
Thu 12/119:33 pmHNL - SJC
1 stop10h 41mAlaska Airlines
Deal found 11/2$332
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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 12/38:34 amSJC - HNL
1 stop8h 05mAlaska Airlines
Wed 12/109:33 pmHNL - SJC
1 stop10h 41mAlaska Airlines
Deal found 11/2$333
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Mon 12/86:18 amSJC - HNL
1 stop10h 03mAlaska Airlines
Sun 12/149:33 pmHNL - SJC
1 stop10h 41mAlaska Airlines
Deal found 11/2$336
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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 12/67:00 amSJC - HNL
Nonstop5h 48mAlaska Airlines
Wed 12/107:00 amHNL - SJC
1 stop11h 00mAlaska Airlines
Deal found 11/2$338
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 12/47:00 amSJC - HNL
1 stop10h 01mAlaska Airlines
Sun 12/1411:30 pmHNL - SJC
1 stop8h 21mAlaska Airlines
Deal found 11/2$343
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/108:34 amSJC - HNL
1 stop8h 05mAlaska Airlines
Sun 12/1411:30 pmHNL - SJC
1 stop8h 21mAlaska Airlines
Deal found 11/2$344
This Delta deal was found by Cheapflights users on 11/2. 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.
Mon 12/13:37 pmSJC - HNL
1 stop8h 12mDelta
Sat 12/1311:23 pmHNL - SJC
1 stop9h 33mDelta
Deal found 11/2$347
This Delta deal was found by Cheapflights users on 11/3. 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.
Mon 12/12:05 pmSJC - HNL
1 stop9h 44mDelta
Thu 12/411:23 pmHNL - SJC
1 stop9h 33mDelta
Deal found 11/3$350
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/38:34 amSJC - HNL
1 stop8h 05mAlaska Airlines
Sun 12/72:55 pmHNL - SJC
1 stop7h 04mAlaska Airlines
Deal found 11/3$355
This Delta deal was found by Cheapflights users on 11/2. 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.
Mon 12/158:30 pmSJC - HNL
1 stop17h 42mDelta
Thu 12/257:00 amHNL - SJC
1 stop7h 59mDelta
Deal found 11/2$357
This Alaska Airlines deal was found by Cheapflights users on 11/3. 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 11/267:00 amSJC - HNL
1 stop9h 54mAlaska Airlines
Thu 12/412:25 pmHNL - SJC
1 stop9h 34mAlaska Airlines
Deal found 11/3$358

Cheap 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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$332
(Kiwi.com)

One-way from

$136
(lastminute.com)

Popular in

June

Cheapest in

January

Average price

$458
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. 15% potential increase in price ($86 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 November 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 November 3, 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

Mon 1/12

7:15 am-11:04 am

Nonstop5h 49m

Honolulu

Fri 1/16

5:36 am-6:51 pm

1 stop11h 15m

$333

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Mon 1/5

12:15 pm-9:31 pm

1 stop11h 16m

Honolulu

Mon 1/12

8:00 am-8:04 pm

1 stop10h 04m

$337

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Sun 2/1

5:45 pm-12:48 pm

1 stop21h 03m

Honolulu

Sun 2/8

12:38 pm-7:48 pm

Nonstop5h 10m

$339

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Thu 12/4

7:00 am-3:01 pm

1 stop10h 01m

Honolulu

Mon 12/8

10:45 am-10:59 pm

2 stops10h 14m

$357

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Fri 2/6

12:46 pm-9:28 pm

1 stop10h 42m

Honolulu

Sun 2/8

9:40 pm-6:51 pm

1 stop19h 11m

$363

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Thu 11/27

1:21 pm-10:04 pm

1 stop10h 43m

Honolulu

Thu 12/4

2:55 pm-11:59 pm

1 stop7h 04m

$363

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Thu 11/27

1:21 pm-10:04 pm

1 stop10h 43m

Honolulu

Wed 12/3

7:00 am-8:00 pm

1 stop11h 00m

$367

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Sun 1/25

11:00 am-7:56 pm

1 stop10h 56m

Honolulu

Sun 2/1

12:12 pm-10:44 pm

1 stop8h 32m

$373

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Thu 1/8

11:00 am-7:56 pm

1 stop10h 56m

Honolulu

Mon 1/12

12:38 pm-7:48 pm

Nonstop5h 10m

$373

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

Tue 1/13

7:00 am-10:46 am

Nonstop5h 46m

$149

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 21 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 October 31, 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 83 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 $185). Flying from San Jose, California to Kailua in July is currently the most expensive (average of $293). 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 November 3, 2025.

It’s typically best to fly out from San Jose, California to Kailua in the evening. Doing so could potentially save you 51% on the flight price compared to flying at noon, 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 November 2, 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 November 3, 2025.

The most flights from SJC to K4I are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 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 November 3, 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
11,235 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,235 reviews
Alaska Airlines
8.0
Very good
11,235 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
11,235 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
8,001 reviews
Alaska Airlines
8.0
Very good
11,235 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Hawaiian Airlines
7.8
Good
2,799 reviews
Alaska Airlines
8.0
Very good
11,235 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,997 reviews
Alaska Airlines
8.0
Very good
11,235 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 26 times in the past calendar month.

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

    Airlines like Alaska Airlines fly from San Jose, California to Kailua in about 5h 49m. The time it takes to get you to your destination is usually consistent. The distance from San Jose, California to Kailua is about 2413 mi. All flights are typically nonstop.

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

    Consider Southwest (91%), Qantas Airways (86%) or Korean Air (86%) 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 $417, our data indicates the cheapest price to be $164. The most popular route (San Jose - Honolulu), is priced around $280.

  • 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 $185). Flying from San Jose, California to Kailua in July is currently the most expensive (average of $293). 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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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$171Average$343FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$237Average$474FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$255Average$464FlexibilityNo cancel feeOn-time85%
SouthwestCheapest$321Average$578FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$344Average$639FlexibilityNo cancel feeOn-time69%

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