Don’t wait on these Southwest Hawaii deals. Many may be gone today. See post for details.
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When will Southwest flights from Oakland to Kauai be available traveling November 23 and returning November 30. Please let me know. Thank you.
Hi Kathey.
That release is expected on May 23 but is subject to change.
Aloha.
When you say that release is expected on May 23, does that mean when Southwest will announce the flights, or when the flights will begin? My family is trying to go from SLC to Hawaii, planning on island hopping from HNL to LIH. Just wondering when the soonest I can hope to plan.
Thanks!
Hi MaryLyn.
May 23 is the next schedule extension. That is when already announced flights will be available for travel through the holidays. We should have more information about additional routes very soon.
Aloha.
I’m looking for flights to Kauai from mainland (I’m in Salt Lake
City) I’m sure I’ll have to have 1 stop, for the end of July
returning the first week of August. When do you expect
those flights to be listed?
Thanks so much!
Hi Holly.
We don’t have any expectation of those connections happening right now. Otherwise $580-$700 RT on multiple airlines. Not likely to improve by waiting.
Aloha.
Does southwest plan to add flights from Houston to Oahu anytime in the future? MAHALO
Hi Terry.
Unfortunately we do not think so.
Aloha.
About 26 lfamily and 30-years of long time friends are traveling from OAK, SFO, SAN to HNL on August 3-11. Only two families have gotten their flights. Any idea when we can buy our flights for under $400/pp Round Trip?
We are traveling from Buffalo, NY around May 6, 2019 to Maui and returning May 16 from Kauai. Our return date is firm. Any tips on booking flights as far as layovers, leg room, airline restrictions?
Thank you!
Hi Theresa.
Looks like $620 (2-stops) to low $700’s (1-stop) is as good as it will get. Delta seems to have the best connections, and the 2-stop is the fastest at just under 15 hours each way. Not an easy trip, unless you would prefer to stop over somewhere in between. That may not save money, just wear and tear.
Aloha.
Take a look at flying out of Toronto instead of Buffalo. You can normally save a few hundred dollars per person.
When will there be direct flights from Las Vegas to Honolulu and also direct to Maui?
Hi! Trying to fly from San Diego to Honolulu in September. Will direct flights be added on southwest? Right now September fares don’t seem great so I’m holding off on buying. Any advice? Thanks! Love your website!
Hi Anna.
Thank you. We do think those flights will be added before then. Suggest holding off for a couple of months.
Aloha.
Hi, thank you for all the wonderful emails and advice! I am similarly trying to fly from San Diego to Honolulu for my honeymoon Oct 7 -14. However, the prices are high and it seems the only deals even being advertised are from Oakland or San Jose. Do you think that San Diego will ever get the $99 deals or even just deals period, or is it a different market so they can charge higher? Appreciate any insight 🙂
Hi Brian.
Yes we do expect to see more eye-popping fares on release of San Diego flights, so stay tuned for that in not distant future. If your dates aren’t initially on sale, don’t despair, they are likely to be added thereafter.
Aloha.
Looking to fly from Tampa to Maui late this June returning July 7 or 8 suggestions?
Sharon, my husband and I live in Tampa and we are going to Hawaii in May. I was able to book a 6:30am flight from Orlando to San Fran(SFO). We have about 30 hours until our flight leaves Oakland (OAK) to Maui (OGG). We then fly from Kona (KOA) to Oakland. Then Oakland to Orlando. It was the cheapest option I found… I used points but I believe it was about $450 – $500 round trip for each of us.
Love reading all of your updates and advice so thank you for that.
We are looking at flying out of MSP to LIH January 2020. How far in advance do you suggest we purchase tickets for the best price with the most direct flight?
Maholo!
Hi Darla.
Rule of thumb is start looking about 90 days ahead. Having said that, best price is going to be about $500, which might include excessive connection times. Right now there’s a fare on Delta of $610 RT with a fast connection at LAX. Suggest that’s a good buy if you’re ready to purchase.
Aloha.
Thank you!
Hey! I have 5 friends hoping to go to Oahu May 23rd-29th, but open to anything after May 18th through June. We would fly from Omaha, NE. Advice?
TAYLOR K – try looking at flights from Omaha to PHX and then from PHX to Oahu (a stop in Oakland). Play with the dates. You may hit on something. I see round trips from Phoenix now but some are sold out. Hope you make it!! If you see something that works, jump!!