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Kailua

$144+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — HNL
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Oakland to Kailua are usually found in January or September, booked 63 days in advance, depart on a Wednesday or Monday and return on a Wednesday

Cheap flight deals from Oakland to Kailua

Keep the following information in mind while searching for Oakland to Kailua flight deals. Data was last updated July 31, 2025.

Round-trip from

$347
(Hawaiian Airlines)

One-way from

$144
(Alaska Airlines)

Popular in

June

Cheapest in

January

Average price

$596
From Oakland to Kailua
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One-way flight from Oakland to Kailua
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Highest demand for flights based on searches. 15% potential increase in price ($84 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 31, 2025.

This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 11/12:49 pmOAK - HNL
1 stop10h 16mAlaska Airlines
Mon 11/1011:55 pmHNL - OAK
1 stop12h 00mAlaska Airlines
Deal found 7/30$347
This Hawaiian Airlines deal was found by Cheapflights users on 7/29. 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 10/209:45 amOAK - HNL
1 stop9h 58mHawaiian Airlines
Tue 10/2811:10 amHNL - OAK
Nonstop5h 19mHawaiian Airlines
Deal found 7/29$348
This Southwest deal was found by Cheapflights users on 7/29. 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.
Sat 9/61:55 pmOAK - HNL
Nonstop5h 30mSouthwest
Wed 9/108:15 amHNL - OAK
2 stops9h 50mSouthwest
Deal found 7/29$358
This Delta deal was found by Cheapflights users on 7/30. 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.
Tue 11/45:55 amOAK - HNL
2 stops14h 13mDelta
Fri 11/1411:10 amHNL - OAK
1 stop10h 43mDelta
Deal found 7/30$390

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 July 31, 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

Fri 10/3

2:33 pm-11:46 pm

1 stop12h 13m

Honolulu

Thu 10/9

10:45 am-12:03 am

1 stop10h 18m

$347

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Mon 10/20

9:45 am-4:43 pm

1 stop9h 58m

Honolulu

Tue 10/28

11:10 am-7:29 pm

Nonstop5h 19m

$348

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Sat 9/6

1:55 pm-4:25 pm

Nonstop5h 30m

Honolulu

Wed 9/10

8:15 am-9:05 pm

2 stops9h 50m

$358

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Tue 9/9

6:00 am-7:05 pm

2 stops16h 05m

Honolulu

Mon 9/15

10:33 pm-4:24 pm

2 stops14h 51m

$376

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Sun 10/26

8:45 am-11:18 am

Nonstop5h 33m

$144

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Mon 9/29

9:52 am-4:52 pm

1 stop10h 00m

$149

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Thu 9/4

6:20 am-4:05 pm

2 stops12h 45m

$164

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Tue 10/28

5:55 am-5:08 pm

2 stops14h 13m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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 July 25, 2025.

Booking 63 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, November is the cheapest month in which you can book a flight from Oakland, California to Kailua (average of $469). Flying from Oakland, California 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 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 July 31, 2025.

When flying from Oakland, California to Kailua, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Oakland, California to Kailua

Explore weekly flight availability from Oakland 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 July 31, 2025.

The most flights from OAK to K4I are scheduled on a Wednesday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 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 July 31, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta 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
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

Food

7.1

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

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

Food

7.1

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

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

Food

7.1

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
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

Food

7.1

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
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

Food

7.1

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 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 are 3 daily outbound flights 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 22 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • 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 $144. Users have also found prices from $155 and $159 on Hawaiian Airlines and Delta, 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 (87%), Alaska Airlines (84%) or Hawaiian Airlines (84%) 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 $164. On average you can expect to pay $390. The most popular route, (Oakland - Honolulu), can usually be booked for $288.

  • 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, November is the cheapest month in which you can book a flight from Oakland, California to Kailua (average of $469). Flying from Oakland, California 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

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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$180Average$574FlexibilityNo cancel feeOn-time69%
Hawaiian AirlinesCheapest$257Average$432FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$263Average$473FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$286Average$539FlexibilityNo cancel feeOn-time63%

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