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Kailua

$119+ Cheap flights from Oakland, CA (OAK) 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — HNL
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheapflights Tip: The best prices from Oakland to Kailua are usually found in January or September, booked 86 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Oakland to Kailua

Cheapest flights from Oakland to Kailua
Explore the most affordable flight options available from Oakland to Kailua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Alaska Airlines deal was found by Cheapflights users on 12/17. 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 12/299:38 amOAK - HNL
1 stop9h 04mMultiple Airlines
Wed 1/149:50 pmHNL - OAK
1 stop9h 56mMultiple Airlines
Deal found 12/17$368
This Alaska Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/306:10 amOAK - HNL
1 stop12h 17mAlaska Airlines
Wed 1/149:50 pmHNL - OAK
1 stop9h 56mAlaska Airlines
Deal found 12/17$372
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/313:01 pmOAK - HNL
1 stop9h 06mMultiple Airlines
Wed 1/142:55 pmHNL - OAK
Nonstop5h 15mMultiple Airlines
Deal found 12/17$376
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/307:38 amOAK - HNL
Nonstop5h 47mMultiple Airlines
Wed 1/149:50 pmHNL - OAK
1 stop9h 56mMultiple Airlines
Deal found 12/17$377
This Hawaiian Airlines deal was found by Cheapflights users on 12/17. 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.
Mon 12/299:38 amOAK - HNL
1 stop8h 39mAlaska Airlines
Wed 1/142:55 pmHNL - OAK
Nonstop5h 15mAlaska Airlines
Deal found 12/17$378
This Hawaiian Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/307:38 amOAK - HNL
Nonstop5h 47mAlaska Airlines
Wed 1/142:55 pmHNL - OAK
Nonstop5h 15mAlaska Airlines
Deal found 12/17$423
This Delta deal was found by Cheapflights users on 12/17. 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 12/315:53 amOAK - HNL
2 stops18h 07mDelta
Wed 1/149:35 pmHNL - OAK
2 stops16h 39mDelta
Deal found 12/17$436
This Southwest deal was found by Cheapflights users on 12/17. 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.
Tue 12/3012:40 pmOAK - HNL
1 stop9h 10mSouthwest
Wed 1/149:00 pmHNL - OAK
2 stops14h 10mSouthwest
Deal found 12/17$443
This Southwest deal was found by Cheapflights users on 12/17. 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.
Tue 12/3012:50 pmOAK - HNL
1 stop8h 55mSouthwest
Thu 1/85:50 amHNL - OAK
1 stop9h 10mSouthwest
Deal found 12/17$453
This Alaska Airlines deal was found by Cheapflights users on 12/17. 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.
Sun 12/289:38 amOAK - HNL
1 stop14h 00mMultiple Airlines
Wed 1/149:50 pmHNL - OAK
1 stop9h 56mMultiple Airlines
Deal found 12/17$454
This Travelocity deal was found by Cheapflights users on 12/17. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:00 amOAK - HNL
1 stop8h 40mAlaska Airlines
Thu 12/2512:29 pmHNL - OAK
Nonstop5h 14mAlaska Airlines
Deal found 12/17$473

Find flight deals from Oakland to Kailua

Keep the following information in mind while searching for Oakland to Kailua flight deals. Data was last updated December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$281
(Vliegwinkel)

One-way from

$119
(Hawaiian Airlines)

Popular in

June

Cheapest in

January

Average price

$578
Provider with most accurate pricing for San Francisco-Honolulu flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Francisco-Honolulu flights.
Search Deals
From Oakland to Kailua
Search Deals
One-way flight from Oakland to Kailua
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 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 Oakland 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 18, 2025.
Use the filters below to find and compare flights from Oakland to Kailua that are best for you.

Fly from

Oakland

Fly to

Kailua

Route

Depart

Return

Price

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Mon 1/12

7:00 am-1:32 pm

1 stop8h 32m

Honolulu

Fri 1/16

11:59 pm-4:28 pm

1 stop14h 29m

$284

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Sat 2/21

8:41 am-12:22 pm

Nonstop5h 41m

Honolulu

Wed 2/25

12:19 pm-10:07 pm

1 stop7h 48m

$293

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Thu 1/22

10:30 am-9:54 pm

1 stop13h 24m

Honolulu

Sun 1/25

9:40 pm-7:33 pm

1 stop19h 53m

$293

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Fri 2/6

8:00 am-11:41 am

Nonstop5h 41m

Honolulu

Fri 2/6

9:46 pm-10:28 am

1 stop10h 42m

$303

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Tue 1/20

6:25 am-1:05 pm

1 stop8h 40m

Honolulu

Tue 1/27

9:30 pm-10:05 am

2 stops10h 35m

$307

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Sat 1/31

7:00 am-2:53 pm

1 stop9h 53m

Honolulu

Sun 2/8

8:03 am-7:33 pm

1 stop9h 30m

$308

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Mon 1/19

7:00 am-7:30 am

1 stop26h 30m

Honolulu

Tue 2/3

9:50 pm-9:46 am

1 stop9h 56m

$309

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Sat 2/21

5:55 am-9:28 pm

2 stops17h 33m

Honolulu

Tue 2/24

10:55 pm-11:55 am

1 stop11h 00m

$312

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Sat 2/21

10:04 am-9:40 pm

1 stop13h 36m

Honolulu

Sat 2/28

6:15 am-10:07 pm

1 stop13h 52m

$313

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Fri 2/20

5:55 am-9:54 pm

2 stops17h 59m

Honolulu

Wed 2/25

9:35 pm-4:12 pm

2 stops16h 37m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 24 results
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Best time to book a flight from Oakland to Kailua

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

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

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

Booking 86 days in advance of your planned departure date is, on average, the best time to get cheap flights from Oakland, California to Kailua. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, March is the cheapest month in which you can book a flight from Oakland, California to Kailua (average of $184). Flying from Oakland, 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 OAK to K4I?

Find hourly flight availability from Oakland 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 18, 2025.

When flying from Oakland, California to Kailua, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 64% versus a flight at noon.

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 18, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Hawaiian Airlines from Oakland 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
11,477 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

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
11,477 reviews
Alaska Airlines
8.0
Very good
11,477 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

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
7.9
Good
4,250 reviews
Alaska Airlines
8.0
Very good
11,477 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

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
2,819 reviews
Alaska Airlines
8.0
Very good
11,477 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

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
9,091 reviews
Alaska Airlines
8.0
Very good
11,477 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

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 Oakland 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 Oakland to Kailua?

    Located just 7.0 mi from the city center, Oakland is the airport most travelers will use when flying to Kailua from Oakland. Booking flights from Oakland (OAK) to Kailua should be relatively easy as there is 1 daily outbound flight to Kailua from 4 different airlines.

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

    The Oakland to Kailua flight path was viewed by 21 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    Departing from Oakland, California to Kailua will take you 5h 41m. Oakland, California and Kailua are separated by a distance of 2405 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Alaska Airlines. According to our data, you can fly for as low as $119. Users have also found prices from $124 and $159 on Hawaiian Airlines and Southwest, respectively.

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

    No one likes to see their flight delayed. When booking a flight from Oakland, California to Kailua consider choosing Southwest (90%), Alaska Airlines (75%) or Korean Air (73%) as they are the most reliable in getting you off to your destination on time.

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

    The cheapest flight price from Oakland, California to Kailua is $159. On average you can expect to pay $406. The most popular route, (Oakland - Honolulu), can usually be booked for $216.

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

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

  • How can I find direct flights from Oakland to Kailua?

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

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

    Yes. Cheapflights offers flight deals from Oakland 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 Oakland, California to Kailua?

    Currently, March is the cheapest month in which you can book a flight from Oakland, California to Kailua (average of $184). Flying from Oakland, 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 Oakland to Kailua

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Oakland to Kailua

Discover the top 4 airlines that operate flights from Oakland 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$180Average$585FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$277Average$475FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$277Average$471FlexibilityNo cancel feeOn-time85%
SouthwestCheapest$326Average$559FlexibilityNo cancel feeOn-time63%

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