- Southwest fares are bookable on Southwest.com
- 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 Sapphire Preferred 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 Sapphire Preferred
- $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:
- Chase Freedom Card
- No annual fee, 15K points signup bonus, earn 5 points per dollar in rotating categories.
- Chase Freedom Unlimited Card
- No annual fee, 15K points signup bonus, earn 1.5 points per dollar everywhere.
- Chase Ink Business Unlimited Card
- No annual fee, 50K points signup bonus, earn 1.5 points per dollar everywhere.
- Chase Ink Business Cash Card
- No annual fee, 50K points signup bonus, earn up to 5 points per dollar.
You can also earn Southwest points on Southwest branded cards:
- Chase Southwest Business Premier card
- Chase Southwest Performance Business card
- Chase Southwest Consumer Priority card
- Chase Southwest Consumer Premier card
- Chase Southwest Consumer Plus card
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.
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 😀
DansMeals: Hawaii For The Kosher Traveler:
- Part 1: General Info And The Island Of Oahu
- Part 2: The Big Island of Hawaii
- Part 3: Maui
- Part 4: Kauai
Trip reports and posts on Hawaii:
- Trip Notes: The Final United 747 Flight And 2 Days In Maui (2018)
- Trip Notes: Maui No Ka ‘Oi (2014)
- Trip Notes Kauai: Heaven On Earth (2014)
- The Hawaiian Islands. (2011)
- Traveling To Hawaii…With A 5 Month Old (2011)
- View From The Room (2011)
- Pearl Harbor…70 Years (2011)
- Shaloha! (2011)
- Hawaii Trip Notes: Kauai (2009)
- Hawaii Trip Notes: Oahu (2009)
DDF forum threads:
- Hawaii Master Thread: General Questions And Which Island To Visit?
- Big Island Of Hawaii Master Thread
- Kauai Master Thread
- Lanai, Molokai, and Niihau, Hawaii Master Thread
- Maui Master Thread
- Oahu Master Thread
- Links to trip reports from other DDF members.
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There's something about #Maui grown #pineapple that's not found back on the mainland. They're more flavorful, sweet, and addictive. I travel back home with a box of them every time! And @mauipineapplestore in Lahaina, the only ingredient they use for everything they make is pineapple!
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