Today, May 19, Southwest Hawaii deals are back, with truly great mainland fares from $139 on 44 routes from across the country. Below you’ll find the prices together with the starting dates for each route, listed alphabetically. Prices include all taxes and fees. Not to mention two free checked bags. Previously, Southwest did not offer single itinerary flights from most of the U.S. However, they said that would increase to cover the country eventually, and we can see that it is now being rolled out.
Fares are valid starting in early August, depending on the route. They then go until November 5, which is as far out as you can currently book Southwest Hawaii flights. On June 10, 2021, SWA plans to open its schedule for the holidays including travel dates through January 5, 2022.
The best of these Hawaii deals will not last long at all, in fact, we are already seeing availability decline. So, don’t wait even one hour to book directly at Southwest Airlines. Also be sure to check sale pricing from Hawaiian Airlines, since they compete directly on 19 Hawaii routes now. Also, Alaska Airlines competes on Hawaii routes from both the Pacific Northwest and California among other places.
Today’s fare sale is proof that Southwest remains game-changing for Hawaii travel. The competition was barely getting started before COVID and now it has resumed and should be ongoing for the foreseeable future. So don’t despair if you miss this round of deals, as there will be more to come.
Also read Finding Deals Amid Competitive Battle | Hawaiian vs. Southwest.
One-way prices below are the lowest fares that appear in any month between August and November. Use a monthly “low fare calendar” to find the best prices for each route. If you don’t find these fares available, or the dates have changed, what you are looking for may be gone. Fares are widely available at the time of publishing, but not for all or even most days, and not over holiday periods or most weekends.
Southwest Hawaii Deals to/from Chicago
Honolulu from $243 starting 8/9
Maui from $243 starting 8/9
Kauai from $228 starting 8/24
Big Island from $228 starting 8/17
Southwest Hawaii Deals to/from Dallas
Honolulu from $218 starting 8/9
Maui from $218 starting 8/9
Kauai from $198 starting 9/7
Big Island from $198 starting 9/7
Southwest Hawaii Deals to/from Las Vegas
Honolulu from $159 starting 8/9
Maui from $159 starting 8/9
Kauai from $174 starting 8/9
Big Island from $174 starting 8/9
Southwest Hawaii Deals to/from Long Beach
Honolulu from $139 starting 8/9
Maui from $139 starting 8/23
Kauai from $174 starting 8/9
Big Island from $174 starting 8/9
Southwest Hawaii Deals to/from Los Angeles
Honolulu from $139 starting 8/9
Maui from $139 starting 8/9
Kauai from $139 starting 8/9
Big Island from $139 starting 8/9
Southwest Hawaii Deals to/from Oakland
Honolulu from $159 starting 8/9
Maui from $139 starting 8/9
Kauai from $139 starting 8/9
Big Island from $139 starting 8/9
Southwest Hawaii Deals to/from Phoenix
Honolulu from $189 starting 8/9
Maui from $189 starting 8/9
Kauai from $174 starting 8/9
Big Island from $174 starting 8/9
Southwest Hawaii Deals to/from Portland
Honolulu from $168 starting 8/10
Maui from $168 starting 8/17
Kauai from $148 starting 8/17
Big Island from $148 starting 8/11
Southwest Hawaii Deals to/from Sacramento
Honolulu from $178 starting 8/9
Maui from $169 starting 8/17
Kauai from $174 starting 8/30
Big Island from $174 starting 8/30
Southwest Hawaii Deals to/from San Diego
Honolulu from $149 starting 8/9
Maui from $149 starting 8/9
Kauai from $139 starting 8/10
Big Island from $139 starting 8/9
Southwest Hawaii Deals to/from San Jose
Honolulu from $159 starting 8/9
Maui from $159 starting 8/9
Kauai from $139 starting 8/16
Big Island from $139 starting 8/11
Notes on Southwest Hawaii Deals:
– Two free checked bags.
– No seat assignments. Options for $25-$50 will improve seat selection choices when boarding.
– No meals for sale, only free drinks, and snacks. The first service consists of a snack bag that includes crackers, pretzels, cheese spread, Tic-Tacs, and fruit snacks. The second service is Pepperidge Farm cookies.
– No charger ports. Bring a charged battery.
– In-flight entertainment is only available on your personal device. Fee-based satellite WiFi is $8 per flight, which is a great deal.
Updated 5/19/21.
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Cheryl F says
Dear Beat of Hawaii, Thank you for all info you send our way! Any word on Southwest helping it’s customers with Covid testing for flights and entry to the islands? Thank you 😊 Cheryl
Beat of Hawaii says
HGi Cheryl.
Thank you. This page has the information on the Pre-Clear and on their testing partners. Hopefully, that helps.
https://www.southwest.com/coronavirus/hawaii/
Aloha.
G says
I hope the gov can lift the mask mandate so you dont have to wear masks outside or inside i hope before August 1
Thank you
Dn says
No way does Hawaiian even come close to SW. $320 RT to Kona is August. Over $700 on Hawaiian. And that’s if you can get through.
Melanie says
I am trying to fly from Mpls/Stp to Maui and am wondering if I have to purchase two separate flights to connect in CA? When I search MSP-MAUI there are no flights available but I am able to search MPLS-OAK and then OAK-MAUI. Please help!
Beat of Hawaii says
Hi Melanie.
Yes that’s correct – 2 tickets.
Aloha.
Michelle J says
MAHALO!!! I just booked my son to fly from Honolulu to Oakland, CA to visit his father and sister over the Christmas holidays for $82 each way!!! So happy to be able to send him there with a huge savings.
ALOHA 🤙🏼
Beat of Hawaii says
Hi Michelle.
Glad that worked out and thanks for letting us know.
Aloha.
Kevin D. says
Planning on a trip from FL to Lihue. Timing wise what’s the ideal time to fly and best cheapest route to get there? Do I have to still book separate tickets as well?
Katherine A. says
Thank you Rob and Jeff for your always timely, detailed information! I have a question about travel to Molokai from the west coast. I will have been tested for Covid before leaving the mainland. With Ohana by Hawaiian ceasing business, Mokulele is the only airline serving Molokai. I will need to go outside the main terminal at HNL to get to Mokulele. Is that a problem from Covid quarantine standpoint?
Mahalo,
Katherine
Beat of Hawaii says
Hi Katherine.
Thank you. Good point. We’re not sure the answer, so we’d suggest you contact Mokulele. If that doesn’t work out, just let us know.
Aloha.
Ricky P says
Oak-Maui RT
Maui-Kona RT
Got amazing price for late March to early April
Can’t wait to look for some property out here after Covid put my moves on pause, hopefully covid part II isn’t too bad but I have a feeling it will be justness like the start of this year.