For late summer and fall travel, fly from Boston to either Kahului, Maui or Kona on the Big Island for $501 roundtrip on United and American Airlines.

Travel Availability

It's relatively easy to find this price for travel on Mondays, Tuesdays, Wednesdays, and Thursdays, from late August through early November. No minimum stay required.

Searching, I found seats departing Boston BOS on Monday, September 9, returning from Kona KOA on Thursday, September 19.


On American, this price includes a carry-on bag plus one small personal item.

On United, Basic Economy fares only include one small personal item. A full-size carry-on bag is not allowed.

Both carriers charge $30 each way for a checked piece of luggage.

Seat Assignments

On American, these are regular economy fares and include advanced seat assignments. United does not allow for seat selection at this price.

Alternate Fares

These are the cheapest flights for this time period, although American is the better choice since it doesn't book into the restrictive Basic Economy bucket, the inventory is much more limited than the dates United is offering seats.

Related: The 10 Best Underseat Carry-On Bags for Basic Economy

See our fare details for booking info to Maui.

See our fare details for booking info to Kona.

For a complete list of deals to Hawaii, have a look at all of our fares to Honolulu (HNL), Maui (OGG), Kauai (LIH), Kona (KOA), and Hilo (ITO).

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

Featured image by Fominayaphoto /
All products and services mentioned on Airfarewatchdog are independently selected by our team of expert travelers. If you buy something through our links, we may earn an affiliate commission.

More Stories You'll Love