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Kailua

$126+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — HNL
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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The best prices from Oakland to Kailua are usually found in September or January, booked 64 days in advance, depart on a Monday or Tuesday and return on a Thursday

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 febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$288
(Southwest)

One-way from

$126
(iWofly)

Popular in

June

Cheapest in

September

Average price

$430
Provider with most accurate pricing for San Francisco-Honolulu flight deals.
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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. 12% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in February 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 febrero 20, 2025.

This Kissandfly.com deal was found by Cheapflights users on 2/19. 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.
mié. 5/218:25 amOAK - HNL
Nonstop5h 30mHawaiian Airlines
sáb. 5/3112:05 pmHNL - OAK
Nonstop5h 20mHawaiian Airlines
Deal found 2/19$286
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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.
mié. 4/308:25 amOAK - HNL
Nonstop5h 30mAlaska Airlines
lun. 5/512:15 pmHNL - OAK
Nonstop5h 15mAlaska Airlines
Deal found 2/19$288
This Delta deal was found by Cheapflights users on 2/19. 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. 3/116:00 amOAK - HNL
2 stops16h 22mDelta
mié. 3/197:00 amHNL - OAK
2 stops13h 59mDelta
Deal found 2/19$308
This Southwest deal was found by Cheapflights users on 2/19. 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.
sáb. 4/263:10 pmOAK - HNL
1 stop8h 50mSouthwest
mar. 4/296:20 amHNL - OAK
1 stop9h 00mSouthwest
Deal found 2/19$313
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/56:55 pmOAK - HNL
2 stops30h 51mMultiple Airlines
mié. 4/3012:15 pmHNL - OAK
Nonstop5h 10mMultiple Airlines
Deal found 2/19$461

Find flights from Oakland to Kailua within your budget

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 febrero 20, 2025.

Fly from

Oakland

Fly to

Kailua

Route

Depart

Return

Price

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

mié. 5/21

8:25 am-10:55 am

Nonstop5h 30m

Honolulu

sáb. 5/31

12:05 pm-8:25 pm

Nonstop5h 20m

$286

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

mié. 4/30

8:25 am-10:55 am

Nonstop5h 30m

Honolulu

lun. 5/5

12:15 pm-8:30 pm

Nonstop5h 15m

$288

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

mié. 4/30

5:20 am-4:05 pm

2 stops13h 45m

Honolulu

mié. 5/7

6:20 am-6:20 pm

1 stop9h 00m

$298

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

mar. 3/11

6:00 am-7:22 pm

2 stops16h 22m

Honolulu

mié. 3/19

7:00 am-11:59 pm

2 stops13h 59m

$308

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

sáb. 4/5

6:55 pm-10:46 pm

2 stops30h 51m

Honolulu

mié. 4/30

12:15 pm-8:25 pm

Nonstop5h 10m

$461

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

mar. 4/29

8:25 am-10:55 am

Nonstop5h 30m

$126

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

mar. 4/29

7:00 am-1:48 pm

1 stop9h 48m

$136

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

mar. 4/8

2:55 pm-9:00 pm

1 stop9h 05m

$139

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

mié. 2/26

6:00 am-5:46 pm

2 stops13h 46m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

Travel insights for flights from Oakland to Kailua

Get recent, data-driven insights about flights from Oakland to Kailua including ideal travel times, pricing trends, and more.

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 February 14, 2025.

Booking 64 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 febrero 20, 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.

What is the cheapest day to fly from Oakland, California to Kailua?

Use this chart to determine the cheapest time to fly round-trip from Oakland to Kailua. Price data was last updated on February 16, 2025.

Travelers seeking maximum savings on their Oakland, California to Kailua flight should consider departing on Friday afternoons 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 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 febrero 20, 2025.

The most flights from OAK to K4I are scheduled on a Tuesday (7 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (5 on average).

Rainfall in Kailua by month

Plan your trip to Kailua by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kailua ranges from 0.3 - 3.2 inches per month. December is typically the wettest month, when rainfall can reach 3.2 in. June is typically the driest time to visit Kailua when rainfall is around 0.3 in.

Temperature in Kailua by month

Plan your trip to Kailua by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kailua, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

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 febrero 20, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Oakland to Kailua. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

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 6 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 25 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 Hawaiian Airlines. According to our data, you can fly for as low as $126. Users have also found prices from $136 and $139 on Alaska 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 Sun Country Air (100%), Southwest (86%) or Alaska Airlines (75%) 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 $119. On average you can expect to pay $830. The most popular route, (Oakland - Honolulu), can usually be booked for $258.

  • 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.

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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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$178Average$493FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$218Average$395FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$257Average$422FlexibilityNo cancel feeOn-time85%
SouthwestCheapest$276Average$505FlexibilityNo cancel feeOn-time63%
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