HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kailua

$144+ Cheap flights from San Jose (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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — HNL
ago. 9 — ago. 161
sáb. 8/9
sáb. 8/16
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Jose to Kailua with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from San Jose to Kailua are usually found in January or February, booked 76 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

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 agosto 4, 2025.

Round-trip from

$343
(Alaska Airlines)

One-way from

$144
(Southwest)

Popular in

June

Cheapest in

January

Average price

$482
From San Jose to Kailua
Search Deals
One-way flight from San Jose to Kailua
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($118 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

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 agosto 4, 2025.

This Alaska Airlines deal was found by Cheapflights users on 8/4. 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.
mar. 9/307:00 amSJC - HNL
Nonstop5h 20mAlaska Airlines
mié. 10/17:35 amHNL - SJC
1 stop10h 45mAlaska Airlines
Deal found 8/4$343
This Kissandfly.com deal was found by Cheapflights users on 8/2. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/252:50 pmSJC - HNL
1 stop9h 05mHawaiian Airlines
mié. 9/310:28 amHNL - SJC
1 stop8h 07mHawaiian Airlines
Deal found 8/2$345
This Delta deal was found by Cheapflights users on 8/2. 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.
mar. 10/283:30 pmSJC - HNL
1 stop7h 56mDelta
mié. 10/297:00 amHNL - SJC
1 stop9h 21mDelta
Deal found 8/2$352
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/32:30 pmSJC - HNL
1 stop9h 30mSouthwest
mié. 9/108:15 amHNL - SJC
Nonstop5h 05mSouthwest
Deal found 8/4$363

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 agosto 4, 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

mar. 9/30

7:00 am-9:20 am

Nonstop5h 20m

Honolulu

mié. 10/1

7:35 am-9:20 pm

1 stop10h 45m

$343

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

lun. 8/25

2:50 pm-8:55 pm

1 stop9h 05m

Honolulu

mié. 9/3

10:28 am-9:35 pm

1 stop8h 07m

$345

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

mar. 10/28

3:30 pm-8:26 pm

1 stop7h 56m

Honolulu

mié. 10/29

7:00 am-7:21 pm

1 stop9h 21m

$352

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

mié. 9/3

2:30 pm-9:00 pm

1 stop9h 30m

Honolulu

mié. 9/10

8:15 am-4:20 pm

Nonstop5h 05m

$363

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

mar. 10/28

10:15 am-12:50 pm

Nonstop5h 35m

$144

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

lun. 8/25

2:50 pm-8:55 pm

1 stop9h 05m

$168

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

mar. 9/16

7:00 am-9:20 am

Nonstop5h 20m

$170

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

mar. 9/16

11:15 am-4:38 pm

1 stop8h 23m

$179

San JoseHonolulu

SJC - HNL

SJCHNL

San Jose

mar. 9/16

6:00 am-9:32 pm

2 stops18h 32m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/4

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 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 August 1, 2025.

The price you pay for your flight from San Jose to Kailua may vary depending on when you book. For the best chance of a lower fare, look to book 76 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 to Kailua?

Currently, November is the cheapest month in which you can book a flight from San Jose to Kailua (average of $469). Flying from San Jose to Kailua in June is currently the most expensive (average of $687). 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 agosto 4, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Jose to Kailua as you normally would.

What is the cheapest day to fly from San Jose 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 August 3, 2025.

Travelers seeking maximum savings on their San Jose to Kailua flight should consider departing on Monday 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 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 agosto 4, 2025.

The most flights from SJC to K4I are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, 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 agosto 4, 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
10,000 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,987 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,620 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 to Kailua flight route?

    Within the past month, 37 users have taken a look at flights from San Jose to Kailua.

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

    Consider Southwest (87%), Alaska Airlines (80%) or Qantas Airways (80%) when booking your flight. These represent the most reliable airlines when flying from San Jose to Kailua.

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

    Looking for the cheapest flight from San Jose to Kailua? While on average our users pay $392, our data indicates the cheapest price to be $168. The most popular route (San Jose - Honolulu), is priced around $312.

  • 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 to Kailua?

    Currently, November is the cheapest month in which you can book a flight from San Jose to Kailua (average of $469). Flying from San Jose to Kailua in June is currently the most expensive (average of $687). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Jose to Kailua

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to Honolulu flights
San Francisco to Honolulu flights
Los Angeles to Kahului flights
Ontario to Honolulu flights
San Francisco to Kahului flights
Los Angeles to Lihue flights
San Diego to Honolulu flights
San Francisco to Kailua-Kona flights
Los Angeles to Kailua-Kona flights
San Jose to Honolulu flights
Las Vegas to Honolulu flights
San Francisco to Lihue flights
Oakland to Honolulu flights
Sacramento to Honolulu flights
Sacramento to Kahului flights
San Diego to Kahului flights
San Jose to Kahului flights
San Diego to Lihue flights
Ontario to Kahului flights
Long Beach to Honolulu flights
Oakland to Kahului flights
Las Vegas to Kahului flights
San Diego to Kailua-Kona flights
Oakland to Lihue flights
Sacramento to Lihue flights
Long Beach to Kahului flights
Santa Ana to Honolulu flights
Burbank to Honolulu flights
Fresno to Honolulu flights
Las Vegas to Kailua-Kona flights
Sacramento to Kailua-Kona flights
San Jose to Lihue flights
San Jose to Kailua-Kona flights
Ontario to Lihue flights
Santa Ana to Hilo flights
Ontario to Kailua-Kona flights
Oakland to Kailua-Kona flights
Santa Ana to Kahului flights
Los Angeles to Hilo flights
San Francisco to Hilo flights
Long Beach to Lihue flights
Ontario to Hilo flights
Reno to Honolulu flights
Las Vegas to Lihue flights
Fresno to Lihue flights
Santa Ana to Lihue flights
Reno to Lihue flights
Burbank to Kahului flights
Reno to Kailua-Kona flights
Reno to Kahului flights

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 agosto 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$154Average$340FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$227Average$408FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$229Average$423FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$297Average$568FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$303Average$579FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.