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Kailua

$170+ Cheap flights from San Diego (SAN) 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — 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 Diego to Kailua are usually found in January or February, booked 55 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap flight deals from San Diego to Kailua

Keep the following information in mind while searching for San Diego to Kailua flight deals. Data was last updated November 3, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$308
(Kiwi.com)

One-way from

$170
(Alaska Airlines)

Popular in

June

Cheapest in

January

Average price

$443
Provider with most accurate pricing for San Diego-Honolulu flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Honolulu flights.
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From San Diego to Kailua
Search Deals
One-way flight from San Diego to Kailua
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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Find flight deals from San Diego to Kailua

Cheapest flights from San Diego to Kailua
Explore the most affordable flight options available from San Diego to Kailua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Kissandfly.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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/275:10 pmSAN - HNL
Nonstop6h 15mHawaiian Airlines
Thu 12/410:45 amHNL - SAN
1 stop9h 45mHawaiian Airlines
Deal found 11/2$309
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/81:05 pmSAN - HNL
1 stop11h 25mUnited Airlines
Thu 12/112:25 pmHNL - SAN
1 stop7h 50mUnited Airlines
Deal found 11/2$317
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:45 pmSAN - HNL
Nonstop6h 21mAlaska Airlines
Mon 12/87:45 pmHNL - SAN
2 stops15h 02mAlaska Airlines
Deal found 11/2$319
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/211:02 amSAN - HNL
2 stops11h 37mUnited Airlines
Mon 12/810:50 pmHNL - SAN
1 stop9h 31mUnited Airlines
Deal found 11/2$322
This KAYAK deal was found by Cheapflights users on 11/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/281:45 pmSAN - HNL
Nonstop6h 16mAlaska Airlines
Wed 12/37:45 pmHNL - SAN
1 stop9h 36mAlaska Airlines
Deal found 11/1$329
This KAYAK deal was found by Cheapflights users on 11/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:00 pmSAN - HNL
Nonstop6h 21mAlaska Airlines
Mon 12/811:30 pmHNL - SAN
Nonstop5h 30mAlaska Airlines
Deal found 11/1$338

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego 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 Diego to Kailua that are best for you.

Fly from

San Diego

Fly to

Kailua

Route

Depart

Return

Price

San DiegoHonolulu

SAN - HNL

SANHNL

San Diego

Wed 1/14

5:00 pm-9:21 pm

Nonstop6h 21m

Honolulu

Tue 1/20

11:16 pm-6:56 am

Nonstop5h 40m

$310

San DiegoHonolulu

SAN - HNL

SANHNL

San Diego

Tue 1/20

2:29 pm-6:53 pm

Nonstop6h 24m

Honolulu

Fri 1/30

9:40 pm-7:23 am

1 stop7h 43m

$315

San DiegoHonolulu

SAN - HNL

SANHNL

San Diego

Wed 1/28

5:07 pm-9:28 pm

Nonstop6h 21m

Honolulu

Mon 2/2

9:40 pm-6:07 pm

1 stop18h 27m

$315

San DiegoHonolulu

SAN - HNL

SANHNL

San Diego

Wed 1/28

2:29 pm-6:53 pm

Nonstop6h 24m

Honolulu

Tue 2/3

8:39 am-6:07 pm

1 stop7h 28m

$315

San DiegoHonolulu

SAN - HNL

SANHNL

San Diego

Thu 1/29

8:45 am-1:05 pm

Nonstop6h 20m

Honolulu

Tue 2/3

8:05 am-3:40 pm

Nonstop5h 35m

$320

San DiegoHonolulu

SAN - HNL

SANHNL

San Diego

Thu 1/15

2:29 pm-6:53 pm

Nonstop6h 24m

Honolulu

Wed 1/21

12:58 pm-8:23 pm

Nonstop5h 25m

$320

San DiegoHonolulu

SAN - HNL

SANHNL

San Diego

Sun 1/25

11:45 am-8:29 pm

1 stop10h 44m

Honolulu

Wed 1/28

9:40 pm-7:23 am

1 stop7h 43m

$320

San DiegoHonolulu

SAN - HNL

SANHNL

San Diego

Thu 1/15

6:15 am-1:19 pm

1 stop9h 04m

Honolulu

Tue 1/20

10:50 pm-12:49 pm

2 stops11h 59m

$322

San DiegoHonolulu

SAN - HNL

SANHNL

San Diego

Wed 1/28

9:55 am-5:42 pm

1 stop9h 47m

Honolulu

Mon 2/2

8:00 am-11:42 pm

2 stops13h 42m

$322

San DiegoHonolulu

SAN - HNL

SANHNL

San Diego

Thu 1/22

8:30 am-3:31 pm

1 stop9h 01m

Honolulu

Wed 1/28

8:17 am-3:40 pm

Nonstop5h 23m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 21 results
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Best time to book a flight from San Diego to Kailua

Have a flexible travel schedule? Discover the best time to fly to Kailua from San Diego 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 Diego to Kailua

How far ahead should I book a flight from San Diego to Kailua?

Use this chart to determine the optimal time to book a round-trip flight from San Diego to Kailua. Price data was last updated on October 31, 2025.

To ensure you get the cheapest price possible for a flight from San Diego to Kailua, you should look to book at least 55 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from San Diego to Kailua?

Currently, March is the cheapest month in which you can book a flight from San Diego to Kailua (average of $196). Flying from San Diego to Kailua in July is currently the most expensive (average of $369). 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 SAN to K4I?

Find hourly flight availability from San Diego 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 optimal to fly from San Diego to Kailua in the afternoon. By choosing this option you can save up to 3% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from San Diego to Kailua?

Use this chart to determine the cheapest time to fly round-trip from San Diego to Kailua. Price data was last updated on November 2, 2025.

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

Weekly flight availability from San Diego to Kailua

Explore weekly flight availability from San Diego 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 SAN to K4I are scheduled on a Monday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta from San Diego to Kailua. Users can see the overall rating for each airline as well as how each is rated 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 Diego 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 Diego to Kailua?

    San Diego (SAN) is the airport you will fly out of if you book a flight from San Diego to Kailua. You should not have trouble finding flights to Kailua from San Diego; the airport handles an average of 6 outbound flights to Kailua per day. You should also have plenty of airline options to choose from since 6 airlines have flights from the San Diego airport to Kailua. It is only a 2.6 mi journey to San Diego (SAN) from San Diego’s city center.

  • How popular is this San Diego to Kailua flight route?

    Within the past month, 80 users have taken a look at flights from San Diego to Kailua.

  • How long is the flight from San Diego to Kailua?

    For as low as $320, Alaska Airlines can have you in Kailua from San Diego in 6h 20m. There are 2608 mi between San Diego and Kailua. Most flights are nonstop.

  • What are the cheapest airlines to fly from San Diego to Kailua one-way?

    One-way options have recently been found by users for as low as $172 on United Airlines. Other airlines that offer cheap prices include Delta from $175 and Alaska Airlines from $175 one-way.

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

    No one likes to see their flight delayed. When booking a flight from San Diego to Kailua consider choosing Southwest (81%), Alaska Airlines (67%) or Hawaiian Airlines (64%) as they are the most reliable in getting you off to your destination on time.

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

    On average you can expect to pay $379 for a flight from San Diego to Kailua. The cheapest flight overall is $150 while the most popular route, (San Diego - Honolulu) is currently priced at $294.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Diego 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 Diego to Kailua?

    Currently, March is the cheapest month in which you can book a flight from San Diego to Kailua (average of $196). Flying from San Diego to Kailua in July is currently the most expensive (average of $369). 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.

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Top 6 airlines flying from San Diego to Kailua

Discover the top 6 airlines that operate flights from San Diego 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$198Average$484FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$411FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$282Average$321FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$297Average$491FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$298Average$491FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$314Average$507FlexibilityNo cancel feeOn-time63%

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