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Hilton Head Island

$114+ Cheap flights from Maine to Hilton Head Island (HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — HHH
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Maine to Hilton Head Island

Keep the following information in mind while searching for Maine to Hilton Head Island flight deals. Data was last updated April 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$241
(American Airlines)

One-way from

$114
(Delta)

Popular in

October

Cheapest in

November

Average price

$487
Provider with most accurate pricing for Portland-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Portland-Hilton Head Island flights.
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From Maine to Hilton Head Island
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One-way flight from Maine to Hilton Head Island
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Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Maine to Hilton Head Island

Cheapest flights from Maine to Hilton Head Island
Explore the most affordable flight options available from Maine to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3012:25 pmBOS - HHH
Nonstop2h 45mAmerican Airlines
Sat 9/611:13 amHHH - BOS
1 stop5h 37mAmerican Airlines
Deal found 4/29$241
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/289:10 amBOS - HHH
1 stop6h 10mDelta
Wed 6/412:05 pmHHH - BOS
2 stops11h 41mDelta
Deal found 4/29$244
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/257:35 amPWM - HHH
1 stop4h 45mAmerican Airlines
Wed 5/286:20 pmHHH - PWM
1 stop4h 46mAmerican Airlines
Deal found 4/27$249
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/198:05 amBOS - HHH
1 stop7h 24mUnited Airlines
Wed 5/214:10 pmHHH - BOS
1 stop6h 16mUnited Airlines
Deal found 4/29$269
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/135:30 amPWM - HHH
2 stops9h 59mUnited Airlines
Sat 5/175:00 pmHHH - PWM
1 stop18h 02mUnited Airlines
Deal found 4/28$588

Cheapflights Fare Finder

Customize your flight search to find flights from Maine to Hilton Head Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 30, 2025.
Use the filters below to find and compare flights from Maine to Hilton Head Island that are best for you.

Fly from

Maine

Fly to

Hilton Head Island

Route

Depart

Return

Price

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 8/30

12:25 pm-3:10 pm

Nonstop2h 45m

Hilton Head Island

Sat 9/6

11:13 am-4:50 pm

1 stop5h 37m

$241

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 5/28

9:10 am-3:20 pm

1 stop6h 10m

Hilton Head Island

Wed 6/4

12:05 pm-11:46 pm

2 stops11h 41m

$244

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 5/19

8:05 am-3:29 pm

1 stop7h 24m

Hilton Head Island

Wed 5/21

4:10 pm-10:26 pm

1 stop6h 16m

$269

PortlandHilton Head Island

PWM - HHH

PWMHHH

Portland

Thu 5/29

5:50 am-10:15 am

1 stop4h 25m

Hilton Head Island

Thu 6/5

4:42 pm-11:59 pm

1 stop7h 17m

$371

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 5/28

8:00 am-3:20 pm

1 stop7h 20m

$114

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 6/25

6:05 am-11:21 am

1 stop5h 16m

$126

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 8/2

12:19 pm-3:03 pm

Nonstop2h 44m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Best time to book a flight from Maine to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Maine with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Maine to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Maine to Hilton Head Island (average of $275). Flying from Maine to Hilton Head Island in March is currently the most expensive (average of $479). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated April 30, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and American Airlines from Maine to Hilton Head Island to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Maine to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hilton Head Island from Maine?

    Most people fly into Hilton Head Island (HHH) if they book a flight to Hilton Head Island from Maine. Hilton Head is conveniently located just 3.3 mi from Hilton Head Island’s city center.

  • What are the cheapest airlines to fly from Maine to Hilton Head Island one-way?

    $114 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $126 and $195, respectively.

  • Can I find deals for flights from Maine to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Maine to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maine to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maine to Hilton Head Island.

  • Can I find deals for business class flights from Maine to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Maine to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Maine to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Maine to Hilton Head Island (average of $275). Flying from Maine to Hilton Head Island in March is currently the most expensive (average of $479). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Maine?

Book flights to Maine if you plan to visit one of these locations
Beaufort
Bluffton

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Alternative routes for Maine to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Maine to Hilton Head Island

Discover the top airline that operate flights from Maine to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$323Average$467FlexibilityNo cancel feeOn-time71%

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