Don't miss out! Join the thousands of people who subscribe to our once-daily email or our free miles and points Facebook group with all the best travel news. Points With a Crew has partnered with CardRatings for our coverage of credit card products. Points With a Crew and CardRatings may receive a commission from card issuers.
Summer fares to Hawaii are uncommon, so these fares are a surprise. Numerous airlines have flights to Hawaii for under $400 from several California cities, as well as Phoenix. These fares extend into early fall, and while departures are only mid-week, late Thursday to Monday round trips are available for a long weekend getaway. Fares included:
- San Jose to Honolulu and Maui from $295 (American)
- Oakland to Maui from $295 (AA) and Honolulu from $303 (Delta)
- Burbank to Maui from $351 and Honolulu from $355 (United)
- San Diego to Honolulu and Maui from $355 (Delta)
- Phoenix to Honolulu and Maui from $355 (United)
American’s fares are the best deal here: AA is offering main cabin economy, which includes seat selection though not checked bags. Delta’s and United’s fares are basic economy which doesn’t include seat choice, and United doesn’t include a carry-on. Buying up for Delta is $90 round trip, $60 for United. With the advent of basic economy main cabin fares it’s incredible to get a $300 main cabin fare so act quickly.
Sample Route
- Departure: San Jose
- Stops: Los Angeles
- Arrival: Maui
How to Book
- Follow link for sample dates or search your favorite OTA / Google Flights for departure and destination
Travel Dates
- Late August to October, 2019
- 4-day stay required
Where to Stay
- Residence Inn Maui Wailea
- Holiday Inn Express Honolulu Waikiki
- DoubleTree by Hilton Waikiki Beach
- Hyatt Place Waikiki
- Holiday Inn Express Kailua-Kona
Things to Do
- Ka’anapali Beach in Maui
- Maui’s Road to Hana
- Diamond Head State Monument in Honolulu
- Kauai Poipu Beach Park
Good luck and happy flying!
Points With a Crew has partnered with CardRatings for our coverage of credit card products. Points With a Crew and CardRatings may receive a commission from card issuers. Other links on this page may also pay me a commission - as always, thanks for your support if you use them
Dan Miller travels with his wife and 6 (SIX!) children. He loves to help families travel for free / cheap, especially larger families. If you are looking for help, drop him an email at 
This is not peak summer but actually low season fares which generally dip into the $250-400 range. So nothing special here except for timing (usually sales starts mid- summer).
Also there is some value to paying extra for aUnited nonstop rather than time expense and potential misconnect on 1-stop
The most special is probably the main cabin fare at <$300. With basic now the rule, it's extremely hard to find seat selection to Hawaii at that price at any time, much less in the summer (peak or not).