Via The Flight Deal, you can fly round-trip in coach from New York (JFK), Philadelphia, and Washington, DC, to Kona, Hawaii from ~$549. And round-trip in coach from Boston and Washington, DC, to Honolulu from ~$539.
I found a flight from New York (JFK) to Kona, departing December 7, 2016, and returning December 14, 2016, for ~$549. And a flight leaving Boston October 3, 2016, and returning from Honolulu October 16, 2016, for ~$539.
These fares are valid for travel from September 2016 through early December 2106. On airlines like Delta, Alaska Airlines, and United Airlines.
Here are the details. And how to search for deals from your city!
How to Book It
Link: ITA Matrix
Link: Google Flights
Link: The Flight Deal – Honolulu From Boston & Washington, DC
Link: The Flight Deal – Kona From New York (JFK) & Philadelphia or Washington, DC
You can check The Flight Deal for how to book. Or see my posts for how to use Google Flights and ITA Matrix to find sale dates.
Then book directly on Delta, United Airlines, or Alaska Airlines’ website, or through a site like Orbitz.
If you book a ticket with an online travel agency like Orbitz, Expedia, or Priceline you may be eligible for a refund within a short time of booking your ticket. Check out my post on cancellation policies for airlines and online travel agencies for more details!
Delta Tips
Folks with AMEX Delta SkyMiles cards can get 1 free checked bag for yourself and up to 8 traveling companions on the same reservation.
Note: You can cancel a Delta booking by midnight the day after you bought your ticket and get a full refund.
United Airlines Tips
Don’t forget to use your Chase United Explorer card to pay for your tickets if you want your first bag checked for free.
The free bag applies to the cardholder and 1 traveling companion, but you have to travel together on the same reservation.
Note: You can cancel a United Airlines booking 24 hours after you book to get a full refund.
Folks with the Southwest Companion Pass could fly to these cities very cheaply. That’s because with the Companion Pass, your companion flies with you for almost free on both paid and award tickets.
Hotel Information
If you book a sale flight, remember there are lots of ways to get cheap or free hotel rooms with points from credit card bonuses and spending.
To find hotels that can be booked with points, I use Hotel Hustle (which even shows you if rooms are actually available!) or AwardMapper.
Remember, you can transfer flexible points like Chase Ultimate Rewards or American Express Membership Rewards to different hotel programs.
Note: If you prefer to book paid stays, check out discount sites like Orbitz, Expedia, or TravelPony for deals. But remember you won’t get stay credits or points (and might not have your elite status recognized!).
Airbnb is another terrific way to save money on accommodations, especially for longer stays. Here are some tips on how to negotiate a better Airbnb price, and how to find a safe and comfortable Airbnb.
Use a Credit Card That Earns Bonus Miles & Points
These cards earn bonus miles or points for paid airfare:
| Card Name | What It Earns |
|---|---|
The Business Gold Rewards Card from American Express OPEN | - Earn 3X American Express Membership Rewards points on airfare purchased directly from airlines when you choose this as your 3X category (otherwise earn 2X points) - Here's my review of the card - Terms apply |
American Express® Gold Cards | - Earn 3X American Express Membership Rewards points for airfare purchased directly from airlines - $100 Airline fee credit. Up to $100 a year for incidental fees with your selected airline - Terms apply |
SimplyCash® Plus Business Credit Card from American Express | - 3% cash back on airfare purchased directly from airlines on the first $50,000 when you choose this as your 3% cash back category - Here's my review of the card - Terms apply |
The Platinum Card® from American Express | - Earn 5X American Express Membership Rewards points for flights booked directly with airlines or with American Express Travel - $200 Airline Fee Credit. Up to $200 a year in baggage fees and more at 1 airline - Here's my review of the card - Terms apply |
| Barclaycard Arrival Plus World Elite Mastercard | - Earn 2 miles per $1 on all purchases - Use miles for travel statement credits (minimum 10,000 miles for $100) - Here's my review of the card |
Chase Sapphire Reserve | - Earn 3 miles per $1 on travel and dining - $300 statement credit for travel purchases per calendar year (including hotels, airfare, etc.) - Here's my review of the card |
Chase Sapphire Preferred® Card | - Earn 2X Chase Ultimate Rewards points on travel, including airfare - Here's my review of the card |
| Citi Prestige® Card | - Earn 3X ThankYou points for airfare & hotels - $250 statement credit for airfare & baggage fees each calendar year |
Ink Business Preferred℠ Credit Card | - Earn 3X Chase Ultimate Rewards points on the first $150,000 spent on travel, including airfare each year - Here's my review of the card |
| Or pay with an airline credit card for specific perks! |
And if you book a hotel, don’t forget to use one of these cards:
| Card Name | What It Earns |
|---|---|
| SimplyCash® Plus Business Credit Card from American Express | - 3% cash back on hotel rooms purchased directly from hotels on the first $50,000 when you choose this as your 3% cash back category - Here's my review of the card - Terms apply |
| Barclaycard Arrival Plus World Elite Mastercard | - Earn 2 miles per $1 on all purchases - Use miles for travel statement credits (minimum 10,000 miles for $100) - Here's my review of the card |
| Chase Sapphire Reserve | - Earn 3 miles per $1 on travel and dining - $300 statement credit for travel purchases per calendar year (including hotels, airfare, etc.) - Here's my review of the card |
| Chase Sapphire Preferred® Card | - Earn 2X Chase Ultimate Rewards points on travel, including hotels - Here's my review of the card |
| Citi Prestige® Card | - Earn 3X ThankYou points for airfare & hotels - Extend your trip with a complimentary 4th night stay at any hotel of your choice |
| Ink Business Preferred℠ Credit Card | - Earn 3X Chase Ultimate Rewards points on the first $150,000 spent on travel, including airfare & hotels each year - Here's my review of the card |
| Or pay with a hotel credit card for specific perks! |
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