$126 Find Cheap Flights from Hilton Head Island to Maine

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hilton Head Island to Maine departing on 9/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Maine

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hilton Head Island to Maine, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hilton Head Island to Maine, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Hilton Head Island to Maine

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland1 stop$259
Boston
Boston1 stop$274
Portland
Portland1 stop$259
Boston
Boston1 stop$274

Book Cheap Hilton Head Island to Maine Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hilton Head Island to Maine that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hilton Head Island to Maine

Wed, Oct 15 - Sat, Oct 18
Delta Logo
4:10 pm - 11:09 pmHHH-PWM
6h 59m1 stop
Delta Logo
6:30 am - 11:37 amPWM-HHH
5h 07m1 stop
$259Delta
Find Deal
Tue, Oct 14 - Wed, Oct 22
Delta Logo
12:17 pm - 12:05 amHHH-PWM
11h 48m2 stops
Delta Logo
6:01 am - 11:27 amPWM-HHH
5h 26m1 stop
$264Delta
Find Deal
Tue, Oct 14 - Wed, Oct 22
Delta Logo
12:17 pm - 12:05 amHHH-PWM
11h 48m2 stops
Delta Logo
6:01 am - 3:30 pmPWM-HHH
9h 29m2 stops
$269Delta
Find Deal
Tue, Oct 14 - Sat, Oct 18
American Airlines Logo
11:16 am - 4:41 pmHHH-PWM
5h 25m1 stop
American Airlines Logo
5:46 am - 10:46 amPWM-HHH
5h 00m1 stop
$271American Airlines
Find Deal
Mon, Nov 3 - Wed, Nov 5
American Airlines Logo
11:29 am - 5:29 pmHHH-BOS
6h 00m1 stop
American Airlines Logo
8:30 am - 2:57 pmBOS-HHH
6h 27m1 stop
$274American Airlines
Find Deal
Mon, Nov 3 - Wed, Nov 5
American Airlines Logo
6:50 pm - 12:16 amHHH-BOS
5h 26m1 stop
American Airlines Logo
8:00 am - 2:57 pmBOS-HHH
6h 57m2 stops
$279American Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 18
American Airlines Logo
3:32 pm - 10:07 pmHHH-PWM
6h 35m1 stop
American Airlines Logo
5:42 am - 10:46 amPWM-HHH
5h 04m1 stop
$339American Airlines
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Fri, Aug 15 - Wed, Aug 20
United Airlines Logo
12:02 pm - 4:29 pmHHH-BOS
4h 27m1 stop
United Airlines Logo
6:00 am - 11:21 amBOS-HHH
5h 21m1 stop
$369United Airlines
Find Deal
Wed, Oct 22 - Sat, Oct 25
United Airlines Logo
11:57 am - 4:22 pmHHH-BOS
4h 25m1 stop
United Airlines Logo
6:00 am - 11:40 amBOS-HHH
5h 40m1 stop
$383United Airlines
Find Deal
Mon, Aug 18 - Fri, Aug 22
United Airlines Logo
12:02 pm - 4:29 pmHHH-BOS
4h 27m1 stop
United Airlines Logo
6:00 am - 11:21 amBOS-HHH
5h 21m1 stop
$460United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Hilton Head Island to Maine flights

Get data-powered insights and trends into flights from Hilton Head Island to Maine to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Hilton Head Island to Maine?

The average price of all round-trip flights from Hilton Head Island to Maine clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Maine on a Tuesday and more expensive on a Thursday. On your return trip to Hilton Head Island, you should consider flying back on a Wednesday, and avoid Fridays for better deals.


Good to know

Low seasonJanuary
Cheapest flight$126
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Hilton Head Island to Boston

FAQs - booking Maine flights

  • How does KAYAK find such low prices on flights from Hilton Head Island to Maine?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hilton Head Island to Maine.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hilton Head Island to Maine?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hilton Head Island to Maine is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hilton Head Island to Maine?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Hilton Head Island to Maine with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hilton Head Island to Maine?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Hilton Head Island to Maine up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Maine?

    The cheapest time of day to fly to Maine is generally in the evening, when round-trip flights cost $292 on average. Morning departures are around 14% more expensive than evening flights, on average. The most expensive time of day to fly to Maine is generally in the morning, which is peak travel time and where the average cost of a ticket is $334.

Reviews of the top airline flying from Hilton Head Island to Maine

 
See real verified KAYAK customer reviews for airlines flying from Hilton Head Island to Maine. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hilton Head Island to Maine? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 10000 reviews
7.5Boarding
8.0Crew
7.2Comfort
6.9Entertainment
6.5Food
Airline reviews

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

6.0 Goodpaul, Aug 2025SEA - ORD
Read more American Airlines reviews

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

We had to turn around and head back to Manchester. Problem with a plane engine.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

Everything you need to know for your flight from Hilton Head Island to Maine

Information on your arrival and departure airports

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