March10 , 2026

    Paradise deal alert: Fly to Maui from Boston and New York City from $370 round-trip – The Points Guy

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    Right now you can fly to breathtaking Maui from the East Coast for less than $400 roundtrip on Oneworld carriers Alaska Airlines and American Airlines. The time frame for this sale is January and February of next year. Weather on the island is a bit colder than normal and there’s always the chance of rain, but it is peak whale-watching season. Aside from that, you can take an unforgettable drive on the Road to Hana, with its black lava sand beaches and gorgeous waterfalls. Is it any wonder why Maui made TPG’s list of top places to travel in 2025?

    The best availability we saw in this deal was for flights out of Boston and New York City, but there are a couple of great prices on flights out of Atlanta, too.

    These sale prices are for economy fares and all routes have layovers. With both Alaska and American, you do get a free carry-on bag. Checking a bag will cost you between $35 and $40 each way.

    Tourists aboard whale-watching boat observe whale breaching in waters of Pacific Ocean off Maui coast. JFERRER/GETTY IMAGES

    Deal basics

    Airlines: Alaska Airlines and American Airlines
    Routes: From Atlanta, Boston and New York City to Maui
    How to book: Browse Google Flights, then book directly with the airline
    Travel dates: January and February 2025
    Book by: As soon as possible

    This deal was originally sent out by the deal alert company Going. Sign up for Going to get up to 90% off select flights via its Premium membership, which users can try for free for 14 days and then $69 per year. You can also upgrade to the Elite tier for $199 per year for access to all the Premium deals, plus premium economy, business-class and first-class alerts.

    You can also sign up for a free trial through this link.

    Sample flights

    This mid-January flight on American Airlines out of Boston Logan International Airport (BOS) to Kahului Airport (OGG) in Maui costs just $378 roundtrip.

    GOOGLE FLIGHTS

    The same Boston-to-Maui route is available in February for $383 round-trip. That’s still a great value.

    GOOGLE FLIGHTS

    Related: Why now is a great time to visit Maui

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    We found flights on Alaska Airlines from John F. Kennedy International Airport (JFK) in New York City to Kahului Airport in January and February for $370 round-trip. Please note that the lowest-priced itineraries include nine-hour layovers in San Francisco each way.

    GOOGLE FLIGHTS
    GOOGLE FLIGHTS

    If LaGuardia Airport (LGA) is a more convenient New York airport to fly out of, American has flights to Maui in February for $378 round-trip.

    GOOGLE FLIGHTS

    There isn’t a ton of availability out of Atlanta for this sale, but we found a few options in February. You can fly Alaska from Hartsfield-Jackson Atlanta International Airport (ATL) to Maui for just $382 round-trip.

    GOOGLE FLIGHTS

    According to Google Flights data, this is almost half off the price you would normally pay for this route.

    GOOGLE FLIGHTS

    Related: The 18 best hotels in Maui

    Maximize your purchase

    When you book this deal or any flights, be sure to use a credit card that earns bonus points on airfare purchases, such as:

    Bottom line

    If you head to Maui, remember that a lot of popular activities like luaus or whale-watching excursions get booked up quickly. So once you secure your flights, you’ll want to book your activities on the island right away.

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