Note: Some of the offers mentioned below may have changed or are no longer be available. You can view current offers here.

Hey Travel Junkies,

Big news today, Southwest flights to Hawaii are now on sale and they are insanely cheap!

Service starts later this month for a couple of routes and I am seeing a handful of flights for as little as 1,900 points each way.

Here is the info from Southwest’s website:

  • Oakland to Oahu (HNL) – Starting 3/17
  • Oakland to Maui (OGG) – Starting 4/7
  • Oakland to Kona (KOA) – Starting 5/12
  • And many more dates from other California Airports (LAX, SJC, SNA, SAN, BUR, LGB, ONT) starting this spring.

I am seeing flights for as little as 1,900 points one-way from California airports.


Remember that you can use Companion Pass with any of these routes, dropping the price to as little as 950 points per person round trip! Award flights on Southwest are also 100% refundable so book anything that you think you might eventually want.

Also keep in mind that Chase Ultimate Rewards transfer 1:1 to Southwest, so now might be a good time to cash in some points earned from Chase Sapphire Preferred Card, Chase Sapphire Reserve, or Chase Ink Business Preferred Credit Card.

Southwest Rapid Rewards® Plus Credit Card

40,000 bonus points after $1,000 spend in the first 3 months

Learn more

Note that many smaller airports (like my hometown of Columbus, OH) are not showing availability, so you might have to book a positioning flight.

Now get out there and book these before I do myself!


Happy Travels,


Chase Sapphire Preferred Card

New to the world of points and miles? The Chase Sapphire Preferred is the best card to start with. With a bonus of 80,000 points after $4,000 spend in the first 3 months and 2x points on dining and travel, this card truly cannot be beat! 

Learn more



10xTravel is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Editors Note: Opinions expressed here are author’s alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post.

About the Author

Bryce Conway is the Founder of and Author of Takeoff: How to Travel the World for Next to Nothing and How to Fix Your Credit: Do it Once. Do it Right. Get on with Your Life. Bryce’s work has been featured in multiple national media outlets including Good Morning America, Money Magazine, and ABC Nightline News. Bryce created 10xTravel in 2014 and has been hanging out in the points and miles community since 2011....

Learn More About Bryce

2 Responses to “Southwest Hawaii Flights Now on Sale (They’re Insanely Cheap)!”

Ken Lee

Hello Good People:
I just booked two from Columbus to Honolulu then to Seattle WA in September for 24,458 points each. Bryce is right about insanely cheap, but wrong as his hometown shows connections to Hawaii in September 2019! For some unknown reason SW shows no return flights from HNL to CMH, so we will stop in Seattle to visit family. Much to my delight American Airlines is partner with Alaska Air, who now flies direct nonstop back to Columbus. I have lots of Advantage miles so aloha, aloha all on points!

Responses are not provided or commissioned by the bank advertiser. Responses have not been reviewed, approved or otherwise endorsed by the bank advertiser. It is not the bank advertiser's responsibility to ensure all posts and/or questions are answered.

Leave a Reply

Your email address will not be published.