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Kailua

$139+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — HNL
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheapflights Tip: 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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$322
(Southwest)

One-way from

$139
(Southwest)

Popular in

June

Cheapest in

September

Average price

$427
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 ($62 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).
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Average for round-trip flights in March 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 March 31, 2025.

This Southwest deal was found by Cheapflights users on 3/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/292:55 pmOAK - HNL
1 stop9h 05mSouthwest
Tue 5/138:15 amHNL - OAK
2 stops10h 15mSouthwest
Deal found 3/30$322
This Alaska Airlines deal was found by Cheapflights users on 3/30. 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.
Sun 9/147:00 amOAK - HNL
1 stop10h 30mAlaska Airlines
Wed 9/1711:43 amHNL - OAK
Nonstop5h 11mAlaska Airlines
Deal found 3/30$340
This Hawaiian Airlines deal was found by Cheapflights users on 3/30. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/77:00 amOAK - HNL
1 stop9h 38mHawaiian Airlines
Wed 5/148:55 amHNL - OAK
1 stop9h 15mHawaiian Airlines
Deal found 3/30$341
This Vliegwinkel deal was found by Cheapflights users on 3/30. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/257:00 amOAK - HNL
1 stop9h 46mMultiple Airlines
Sun 5/118:55 amHNL - OAK
1 stop9h 15mMultiple Airlines
Deal found 3/30$380
This Delta deal was found by Cheapflights users on 3/30. 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.
Mon 4/146:00 amOAK - HNL
1 stop11h 01mDelta
Mon 4/1410:10 pmHNL - OAK
2 stops15h 13mDelta
Deal found 3/30$515

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 March 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

Tue 4/29

2:55 pm-9:00 pm

1 stop9h 05m

Honolulu

Tue 5/13

8:15 am-9:30 pm

2 stops10h 15m

$322

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Sun 9/14

7:00 am-2:30 pm

1 stop10h 30m

Honolulu

Wed 9/17

11:43 am-7:54 pm

Nonstop5h 11m

$340

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Wed 5/7

7:00 am-1:38 pm

1 stop9h 38m

Honolulu

Wed 5/14

8:55 am-9:10 pm

1 stop9h 15m

$341

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Fri 4/25

7:00 am-1:46 pm

1 stop9h 46m

Honolulu

Sun 5/11

8:55 am-9:10 pm

1 stop9h 15m

$380

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Mon 4/14

6:00 am-2:01 pm

1 stop11h 01m

Honolulu

Mon 4/14

10:10 pm-4:23 pm

2 stops15h 13m

$515

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Mon 5/5

1:30 pm-9:00 pm

1 stop10h 30m

$139

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Sun 8/31

9:45 am-12:15 pm

Nonstop5h 30m

$165

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Wed 4/30

7:00 am-1:48 pm

1 stop9h 48m

$171

OaklandHonolulu

OAK - HNL

OAKHNL

Oakland

Mon 5/19

6:00 am-7:03 pm

2 stops16h 03m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

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 March 28, 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 March 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.

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 March 30, 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 March 31, 2025.

The most flights from OAK to K4I are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, 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 March 31, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest 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.
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,276 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Hawaiian Airlines
7.9
Good
2,342 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 5 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 26 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 Southwest. According to our data, you can fly for as low as $139. Users have also found prices from $171 and $194 on Hawaiian Airlines and Alaska Airlines, 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 (95%), Alaska Airlines (85%) or Hawaiian Airlines (85%) 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 $129. On average you can expect to pay $1,094. The most popular route, (Oakland - Honolulu), can usually be booked for $293.

  • 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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$198Average$561FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$239Average$430FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$258Average$422FlexibilityNo cancel feeOn-time85%
SouthwestCheapest$277Average$524FlexibilityNo cancel feeOn-time63%
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