Southwest: Fly Nonstop Between San Diego And Honolulu Or Maui For $128 Or 8,188 Points Each Way!

Kauai ©DansDeals
DDMS IconNever Miss Another Deal - Follow DansDeals on Facebook

Update: DEAD! Don’t miss it if this becomes alive again. Sign up for deal notification alerts here!

  • Southwest fares are bookable on
  • Limited seats are available on each date.
  • Always search one-way for 1 seat and then work the search up to the number of seats you need in order to book as many seats on sale as you can.
  • Use a card like Chase Sapphire Preferred® Card or Sapphire Reserve to earn 2 or 3 Chase points per dollar spent and get free travel/medical insurance, trip/luggage delay protection, and more!

Southwest in launching nonstop flights between San Diego-Honolulu on 4/20/20 and San Diego-Maui on 4/14/20 and has some great intro fares from $128 or 8,188 points each way!

Southwest also flies interisland flights from just $28 or 1,379 points each way!

All fares include 2 free checked bags and free changes!

San Diego to Maui $128-$138 dates:
April 20, 27, 28, 29
May 4, 5, 6, 11, 12, 13, 18, 19, 24, 25
June 1, 2, 3

Maui to San Diego $128-$138 dates:
April 14, 15, 16, 17, 22, 23, 29, 30
May 1, 5, 6, 7, 8, 12, 13, 14, 15, 19, 20, 21, 27, 28, 29
June 3, 4

San Diego to Honolulu $128-$138 dates:
April 27, 28, 29, 30
May 4, 5, 6, 11, 12, 13, 18, 19, 24, 25, 26, 27
June 1, 2, 3

Honolulu to San Diego $128-$138 dates:
April 21, 22, 23, 25, 28, 29, 30
May 1, 2, 5, 6, 7, 12, 13, 14, 19, 20, 21, 22, 23, 26, 27, 28, 29
June 2, 3, 4

These flights are also on sale with points and Chase points transfer instantly to Southwest at a 1:1 ratio.

Chase premium cards with transferable points include:

  • Chase Sapphire Reserve®
    • $450 annual fee, $300 in annual travel credit, 50K points signup bonus, earn 3 points per dollar on dining/travel, 50% bonus value on using points for paid travel redemptions, Global Entry/Pre-check, Priority Pass lounge access.
  • Chase Chase Sapphire Preferred® Card® Card
    • $95 annual fee waived for first year, 50K points signup bonus, earn 2 points per dollar on dining/travel, 25% bonus value on using points for paid travel redemptions.
  • Chase Ink Business Preferred
    • $95 annual fee, 80K points signup bonus, earn 3 points per dollar on select business spending and travel, 25% bonus value on using points for paid travel redemptions.

Chase no annual fee cards with transferable points if you, a spouse, or an additional user have one of the premium cards above include:

You can also earn Southwest points on Southwest branded cards:

Want to read more about Hawaii?

My love of Hawaii began 13 years ago when I posted and grabbed a deal paying just $87 for airfare and hotel.  Since then I’ve been lucky enough to spend several months between the stunning islands, which each offer a unique and wonderful experience.  You can’t go wrong with any of them, there are just 2 things is to be careful of.

Always a good day in Maui #MauiNoKaOi

A post shared by DansDeals (@dansdeals) on



1. Don’t get stuck in Honolulu. I’ve heard from too many people who spent an entire week and never left the city limits.  That’s just a shame, they may as well have gone to Miami Beach.  While I prefer The Big Island, Kauai, and Maui to Oahu, there is still plenty to see and experience on Oahu as long as you leave Honolulu behind.
2. Don’t try to “do” several islands in a week. If you just have 4-7 days of vacation then you should stick to one island. There will be plenty to do to keep you busy and it will allow for some time to relax. There’s no need to add the stress of interisland travel just for the sake of “doing” another island. With 9 days or more to play with, it does make sense to experience more than 1 island.

As for which island is best, read on and decide for yourself!  If you ask 5 people you’ll probably get 6 different answers 😀

View this post on Instagram

#Paradise #Kauai @grandhyattkauai

A post shared by DansDeals (@dansdeals) on

DansMeals: Hawaii For The Kosher Traveler:

Trip reports and posts on Hawaii:

DDF forum threads:




Join the 95.4K people who follow @DansDeals on Twitter and you’ll get a tweet when a deal is posted on! Click here to learn how to setup text message alerts (and choose which hours of the night not to bother you) and you’ll be the first to know about every deal!

Leave a Reply

5 Comments On "Southwest: Fly Nonstop Between San Diego And Honolulu Or Maui For $128 Or 8,188 Points Each Way!"

All opinions expressed below are user generated and the opinions aren’t provided, reviewed or endorsed by any advertiser or DansDeals.


Search NYC to include JFK, LaGuardia, and Newark for best results. -??


For what point? Southwest only flies out of LGA (not EWR or JFK)


@dan I wish you could add to all these airline deal posts for reference how much these tickets usually cost so we know how good the deal is…


@danfan, as always, prices vary based on time of day/date etc etc. If Dan says it’s a deal, then B’H, it’s a deal!!


Only negative is that you have to fly southwest