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Flights from San Jose to Kailua from $129

Explore flight options from San Jose to Kailua with competitive pricing starting from $361.
San Jose

SJC

→

Kailua

HNL

10/14/2025 – 10/21/2025

Cheap flight deals from San Jose to Kailua

Average price start from:
i

$277

Round-trip flights from San Jose to Kailua starting at $277. Book now for the best deals!

One-way from:
i

$129

One-way flights from San Jose to Kailua starting at $129. Great for flexible travel!

Cheapest day:
i

Thursday

Thursday is the cheapest day to fly from San Jose to Kailua. Save more by booking on this day!

Cheapest In:
i

$138

May 2025

May 2025 is the cheapest month to fly from San Jose to Kailua with prices starting at $138.

Find flight deals from San Jose to Kailua

Cheapest flights from San Jose to Kailua

ONEWAY FLIGHTS

LAST MINUTE

CHEAP FLIGHTS

BEST FLIGHTS

Explore the cheapest oneway flights from San Jose to Kailua spotted daily.

SJC

San Jose

SJC - San Jose • 2025-10-14 • 09:00

Unknown

60 min

HNL

Unknown City

$129

Non-stop • 60 min

SJC

San Jose

SJC - San Jose • 2025-10-14 • 09:00

Unknown

60 min

HNL

Unknown City

$134

Non-stop • 60 min

SJC

San Jose

SJC - San Jose • 2025-10-14 • 09:00

Unknown

60 min

HNL

Unknown City

$138

Non-stop • 60 min

SJC

San Jose

SJC - San Jose • 2025-10-14 • 09:00

Unknown

60 min

HNL

Unknown City

$139

Non-stop • 60 min

SJC

San Jose

SJC - San Jose • 2025-10-14 • 09:00

Unknown

60 min

HNL

Unknown City

$195

Non-stop • 60 min

Price Trends & Analysis

Weekly Price Trends

If your flying dates are flexible, consider flying to Kailua on a Thursday.

Monthly Price Trends

Lowest fares from San Jose to Kailua typically available in January.

Weather & Climate Information

Temperature

Kailua experiences a tropical climate with typical temperatures ranging from 70°F to 85°F (21°C to 29°C) year-round, with slightly cooler and wetter weather from November to March. The best times for comfortable travel are from April to October, when humidity is lower and rainfall is minimal, providing ideal conditions for outdoor activities.

Rainfall

The best time to visit Kailua is from April to June, when the weather is pleasantly warm and less humid, offering ideal conditions for beach activities. Additionally, you'll enjoy fewer tourists and the chance to experience local events like the Kailua Art Walk in May, enhancing your cultural experience.

Airlines at HNL

Traveling from San Jose to Kailua has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Delta Air Lines, Hawaiian Airlines, Alaska Airlines, American Airlines provide regular flights, ensuring travelers have flexible options to suit their schedules. Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from San Jose to Kailua include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Kailua, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.

Places to Visit in Kailua

Nestled on the windward coast of Oahu, Kailua enchants with its pristine beaches, turquoise waters, and lush, rolling mountains, offering a serene escape from the hustle and bustle of city life. Rich in history, this charming town boasts the iconic Mokulua Islands just offshore and vibrant local markets that celebrate Hawaiian culture through art, music, and cuisine. Visitors can indulge in thrilling water sports, explore picturesque hiking trails, and savor the tantalizing flavors of local eateries, all while basking in the warm aloha spirit that permeates every corner of this tropical paradise.

About Kailua

Embark on an exciting adventure from San Jose to Kailua and discover a world of possibilities. This dynamic city offers a perfect mix of traditional charm and contemporary attractions. Time your visit during off-peak periods for maximum savings and comfort.

Airlines Flying from San Jose to Kailua

Traveling from San Jose to Kailua has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Delta Air Lines, Hawaiian Airlines, Alaska Airlines, American Airlines provide regular flights, ensuring travelers have flexible options to suit their schedules. Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from San Jose to Kailua include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Kailua, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.

Hotels in Kailua

Explore excellent hotel options near HNL Airport for your Kailua visit. These hotels near Kailua airport combine convenience with comfort, making them perfect for both short layovers and extended stays. Check for special offers and airport shuttle services.
Hotel

Hotel

Category: Standard

Comfortable accommodations with modern amenities.

Location: Near airport

Hotel ID:

About Kailua

Embark on an exciting adventure from San Jose to Kailua and discover a world of possibilities. This dynamic city offers a perfect mix of traditional charm and contemporary attractions. Time your visit during off-peak periods for maximum savings and comfort.

Places to Visit in Kailua

Nestled on the windward coast of Oahu, Kailua enchants with its pristine beaches, turquoise waters, and lush, rolling mountains, offering a serene escape from the hustle and bustle of city life. Rich in history, this charming town boasts the iconic Mokulua Islands just offshore and vibrant local markets that celebrate Hawaiian culture through art, music, and cuisine. Visitors can indulge in thrilling water sports, explore picturesque hiking trails, and savor the tantalizing flavors of local eateries, all while basking in the warm aloha spirit that permeates every corner of this tropical paradise.

Hotels in Kailua

Explore excellent hotel options near HNL Airport for your Kailua visit. These hotels near Kailua airport combine convenience with comfort, making them perfect for both short layovers and extended stays. Check for special offers and airport shuttle services.
Hotel

Hotel

Category: Standard

Comfortable accommodations with modern amenities.

Location: Near airport

Hotel ID:

Airlines Flying from San Jose to Kailua

Traveling from San Jose to Kailua has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Delta Air Lines, Hawaiian Airlines, Alaska Airlines, American Airlines provide regular flights, ensuring travelers have flexible options to suit their schedules. Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from San Jose to Kailua include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Kailua, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.

Frequently Asked Questions

What is the cheapest flight from San Jose to Kailua?

The cheapest fare is $129. For the best deals, consider booking during January and flying on Thursday.

How long is the flight from San Jose to Kailua?

Average flight time is around 10-15 hours, depending on layovers and the chosen route. Most flights include one stopover for optimal pricing.

Which airlines fly from San Jose to Kailua?

Multiple airlines operate this route including Delta Air Lines, Hawaiian Airlines, Alaska Airlines. Check current schedules and availability for the best options.

What is the best time to book flights?

Booking 2–3 months in advance usually gives the best prices. Consider flying during January for additional savings.

Are there hotels near HNL Airport?

Yes, several hotels are conveniently located near HNL Airport, including options with shuttle services for easy airport access.

What should I know about Kailua?

Kailua offers a perfect blend of culture, history, and modern attractions. The best time to visit is during pleasant weather months for optimal experiences.

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