Big Island

East Coast Hawaii Deals Summer/Fall From $300 Each Way

The intensity of the 2016 airfare sales is not waning on flights to Hawaii. Today, legacy airlines are flexing their muscles in relation to the islands with good prices on routes that need some summer and fall sunshine. These offers could end at any time (like today).

Airline: Alaska AirlinesAmerican AirlinesDelta AirlinesUnited Airlines. Also check Hawaiian Airlines and Virgin America.

Travel dates: Vary by route. Mid-August through October 2016. Includes some weekends.

Fares and Availability: These are the lowest round trip fares in these markets and are not available all or even most dates. Use flexible date search to view fare and availability by month. Or to check across multiple airlines try Priceline.

All of the fares below require 1-stop.



  • NYC $601 (American)
  • Boston $604 (American, Delta, United)
  • Baltimore/Washington $646 (American, United)


  • New York $601 (American, Alaska)
  • Boston $601 (American, Delta, United)
  • Baltimore/Washington $651 (American, United)


  • Boston $660 (Delta, United)

47 thoughts on “East Coast Hawaii Deals Summer/Fall From $300 Each Way”

  1. My husband and I are going to Kona for our 10 year anniversary. We have a condo already reserved from 12/23/16-12/30/16. We will be flying out of Detroit and right now flights are $1,000 pp roundtrip, except United. Should we keep watching or should we buy now. We were thinking of flying out on Thursday 12/22 and getting a room for one night. Would Thursday be cheaper to fly than on Friday?

  2. My wife and will be traveling to Honolulu 8/13 – 8/20 for a 7 day cruise to visit all 4 islands in celebration of my birthday. As of right now the cheapest round trip airfare from NC I’ve found for us both is $2,000. Are you aware of any less expensive places for us to fly out of for this trip or any potential upcoming discounts? We’re willing to drive to another city/state if it’s not too far to get the lowest possible airfare.

    1. Hi Rashad.

      Saturdays are virtually always at a premium price for starters. And you’re a week too early for lower prices. It is doubtful that much will improve or that there’s anything you can do to reduce the price unfortunately. We looked at 10 nearby airports. Does NCL offer airfare? Might be worth checking.


  3. So excited to have a Condo in Maui 8/7-8/14 then off to HNL 8/14-8/17 then back to LAX. Dying for rates to go down in LA but they are quivering around 850.00 with the inter-island flight included from Hawaiian Airlines How long should I wait??? I check for your emails everyday! What a wealth of information you give us! Thanks

    1. Hi Lucille,

      We’re unsure how LA will unfold for this summer. Your dates, however, are less in demand than say July, so that part isn’t likely to be a problem. It seems better to wait with a target price of about $725 round trip including inter-island (although inter-island being highly variable with time of day and day of week). Prices go down for sure on 8/14 and drop much further the following week. We shall see what happens regarding peak summer.


  4. Aloha,

    We are planning a trip from Boston to Hawaii the week of Thanksgiving. The R/T price is currently around $1200. Is it best to book now, considering Thanksgiving is a high travel time, or should I wait for fall fair specials?



    1. Hi Debbie,

      Fall price reductions or sales won’t include Thanksgiving. Having said that, there are fares around those dates, depending on any flexibility on what day of the week you fly. Otherwise it looks like $1100 to $1200.


  5. Aloha,

    Was wondering your opinion on a fare from DC to Maui in October. I found something around $650.00 for trip, with perfect departure and return. Darling husband thinks we should hold off for something lower price. I think we should book now. What would you suggest? Wait or book now? Any suggestions would be greatly appreciated.


    1. Hi Tammie,

      That’s a really good price, especially with perfect timing as you indicated. It really can’t go much lower, no matter how long you wait. Bird in hand theory applies here.


  6. Hi, I’d like to travel June 7 til the 13 for my bday. What is the smartest way to fly? I live in NC. My bf is complaining about the time of the flight. Please help.

  7. Aloha,

    Traveling to the Big Island (Hilo) and dates are flexible. Flying out of the Washington,DC area. Any chance of good airfare deals between April – June or August – September for 1 Adult.

    Open to suggestions.

    Regards, Dee

    1. Hi Dee,

      Hilo is always expensive. Off season spring currently prices at near $900. Fall is about $200 more but will drop if you wait for some months.

      Kona is in the mid $600’s for May and $700’s for fall.


  8. Aloha,
    We’re traveling May 24th from Atlanta to Oahu and then on to Maui and the Big Island, returning June 8th. Travel dates at the first of May are about $200 cheaper on Alaska($894) and $50-$100 cheaper on American and United ($1062 and $1043), compared to our travel dates. Do you think the prices will keep coming down over the next several weeks to be similar to early May? We’re traveling with 7 people. Thank you!

    1. Hi Richard,

      Yes, there’s a high likelihood that they will come down for travel in later May.


  9. Aloha,
    We would like to travel from EWR, JFK, or PHL from about August 10-27, visiting Oahu, Kauai, and Maui while we’re there. Would you advise that we book our car rentals, east coast RT flight and all inter-island flights at the same time, or is it cheaper to book inter-island and car rentals separately from our RT trip?
    So far, the best deal I could find for all together (car rentals plus all flights) was about $1,500 per person. I found just the flights (no car, but RT and inter-island) for about $1200 per person.
    Thanks so much for your help!

    1. Hi Alexandra,

      First thing is that prices may come down for NYC to HNL/OGG by $200 or more by waiting. EWR and JFK are very competitive. Not sure if there will be any real savings in booking as a package, but would be best to price both ways. To get lower prices it will require patience. The airlines haven’t even released much of the spring inventory, let alone late summer. Not sure when that will happen but it will be a few month perhaps.


      1. Aloha and Thank you so much for the info!
        So you would advise waiting a little longer before booking the flight? When do you think is the best time for us to try to get a better rate? Since this will be our first trip to Hawaii, I wasn’t sure if waiting was prudent, but we can definitely be patient! Also I forgot to ask if you recommend booking the lodging ahead of the flights? It seems like lodging (especially vacation rentals) get booked up long in advance, but I was not sure about whether we could book lodging without knowing our flight dates. We will be doing a vacation rental on Oahu, hotel in Kauai using points, then our friend’s timeshare at a hotel in Maui. The week in Maui is already set as 8/20-8/27, but the rest isn’t. Thanks again for your incredibly valuable info! I know this will be the dream honeymoon we never got the chance to take, but man, does it require some careful planning!

        1. Hi Alexandra,

          No better reply than we gave last time on when to expect to buy. A few months at least if you want to try to achieve savings. No one knows – probably the airlines don’t even know yet if and when prices will change. It is all about supply and demand. Decisions by them probably start to be finalized at 90 days out, but again, it is fluid, and market driven.


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