San Diego and Oakland - Maui $297 Roundtrip, Nonstop, Winter Travel

Are you in need a holiday from the holidays? Set your mind at ease and relax in Maui for $297 roundtrip departing San Diego or Oakland this winter.

Nonstop flights at this price are available on either Alaska or Hawaiian for departures starting in early January through the middle of March. Oakland has daily departures, while San Diegans can fly out on Monday through Thursdays.

Tickets at this price are pretty wide open, so you shouldn't have much trouble finding an itinerary that works best for you to kick off your 2019 travels.

As an example, I found seats on Alaska departing SAN on Thursday, January 10 and returning from OGG on Monday, January 14, 2019.

If you've got another island in mind, we're seeing lots of great deals to other Hawaiian airports too. So make sure to have a look at our Honolulu (HNL), Lihue (LIH), and Kona (KOA) flight deal pages to see what else is on sale.

Need a room in Maui? Here's what's available for the mentioned weekend dates on Hotelwatchdog.