Southwest Airlines Hawaii Flights Now On Sale (Starting At $49 One-Way)

Filed Under: Great Deals, Southwest
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This is so overdue. For years Southwest Airlines has been talking about launching flights to Hawaii, though we’ve seen significant delays as they’ve gone through the necessary certification process.

Well, it is finally happening now.

Southwest Airlines flights to Hawaii now on sale

Southwest Airlines has just put flights to Hawaii on sale, and they launch in just a couple of weeks. Here’s what you should expect in terms of the schedule:

  • Nonstop Oakland to Honolulu flights start March 17, 2019
  • Nonstop Oakland to Maui flights start April 7, 2019
  • Nonstop San Jose to Honolulu flights start May 5, 2019
  • Nonstop San Jose to Maui flights start May 26, 2019
  • Inter-island flights from Honolulu to both Kona and Maui start May 12, 2019

As of now Southwest has no plans to fly to Lihue, and while they’re eventually considering nonstop flights from Sacramento and San Diego to Hawaii, start dates for that service haven’t yet been published.

Fares are insanely low

The introductory fares that Southwest has are downright nuts. Fares start at just $49 or under 2,000 Rapid Rewards points one-way, so you’ll want to book ASAP. That’s insane, and basically a gift, especially when you consider Southwest offers passengers two free checked bags, and also that they’re about as “full service” as you’ll find in economy on a US airline.

Inter-island fares are even lower, and start at just $29 or under 1,400 Rapid Rewards points one-way.

The deal gets even better if you have the Southwest Companion Pass, since you can take a companion with you for just the taxes and fees, regardless of whether you’re paying cash or redeeming points.

Bottom line

This sure is one way to make a splash into the Hawaii market. Though I guess this kind of pricing is sort of necessary if they’re launching flights in just a couple of weeks, since a vast majority of people plan Hawaii getaways further in advance than that.

While the flights between the mainland and Hawaii are exciting, I’m also happy to see them add inter-island service. There’s a lack of competition on inter-island flights in Hawaii, so having Southwest enter the market should improve that situation, with lower fares and more options.

Happy booking! Who is planning a getaway to Hawaii on Southwest Airlines?

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  1. Looking at the flight numbers, the Sunday flight looks to be positioning of some kind. Looks like normal service starts on Monday

  2. They don’t seem to have loaded fares from the east coast (connecting in OAK or SJC). Kind of weird.

  3. Thank you so much, Lucky! We got round trip from PDX for 35k for 5 people during Spring Break! This is CRAZY!

  4. It’s still not possible to access the Southwet website internationally, and they STILL have not fixed it……

  5. $49 fares are sold out until end of schedule to all Hawaii destinations as of 9:45am PST this morning. These did not last long.

  6. @William congrats! That is amazing!!! Any of you who took advantage of this great deal… Kudos!

    When I looked this morning there was not a single day for a deal available! Most of them were starting at $199 to $288 or higher. For $199 each way, it was not worth jumping on Southwest to go to Hawaii since I am going in June.

  7. I believe part of the problem with finding flights from the Midwest and east coast is that SWA computers don’t allow for overnight connections. It’s tough to get to San Jose or Oakland before the last flight of the day makes it out. Plan the trip as 4 one way trips instead and you can make it work.

  8. Booked, coming from the middle of the country so had to use multicity to force an overnight connection, but can’t pass up the opportunity to use the companion pass to Hawaii!

  9. It’s ridiculous how Southwest blocks international access to its website. Does someone knows why?? I think it’s a unique case in the world of airlines.

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