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Hilton Head Island

$119+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — HHH
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$242
(American Airlines)

One-way from

$119
(American Airlines)

Popular in

January

Cheapest in

September

Average price

$323
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. 9% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/17. 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 11/86:00 amBOS - HHH
2 stops8h 19mAmerican Airlines
Sat 11/1512:38 pmHHH - BOS
1 stop6h 22mAmerican Airlines
Deal found 9/17$242
This Delta deal was found by Cheapflights users on 9/17. 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 10/2210:12 amBOS - HHH
1 stop5h 18mDelta
Fri 10/244:10 pmHHH - BOS
1 stop4h 13mDelta
Deal found 9/17$254
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/26:00 amBOS - HHH
1 stop4h 34mAmerican Airlines
Mon 10/63:02 pmHHH - BOS
2 stops7h 17mAmerican Airlines
Deal found 9/16$262
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/196:00 amBOS - HHH
1 stop4h 46mAmerican Airlines
Mon 10/275:57 pmHHH - BOS
1 stop5h 03mAmerican Airlines
Deal found 9/16$267
This Delta deal was found by Cheapflights users on 9/16. 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.
Tue 9/236:00 amBOS - HHH
1 stop5h 30mDelta
Tue 9/304:05 pmHHH - BOS
1 stop6h 15mDelta
Deal found 9/16$273
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 10/2110:35 amBOS - HHH
1 stop6h 16mAmerican Airlines
Sat 10/253:02 pmHHH - BOS
1 stop4h 42mAmerican Airlines
Deal found 9/16$274
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 12/169:20 amBOS - HHH
2 stops9h 18mAmerican Airlines
Thu 12/182:46 pmHHH - BOS
2 stops8h 08mAmerican Airlines
Deal found 9/16$284
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Wed 11/56:30 amBOS - HHH
1 stop5h 59mAmerican Airlines
Sat 11/812:38 pmHHH - BOS
1 stop6h 22mAmerican Airlines
Deal found 9/17$288
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 12/317:17 amPWM - HHH
1 stop6h 59mAmerican Airlines
Thu 1/16:13 pmHHH - PWM
1 stop4h 35mAmerican Airlines
Deal found 9/16$319
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Sat 9/276:00 amPWM - HHH
1 stop5h 40mUnited Airlines
Tue 9/3011:57 amHHH - PWM
1 stop6h 26mUnited Airlines
Deal found 9/17$349
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/167:02 amPWM - HHH
1 stop7h 17mAmerican Airlines
Sat 11/2212:38 pmHHH - PWM
1 stop4h 00mAmerican Airlines
Deal found 9/16$352
This American Airlines deal was found by Cheapflights users on 9/17. 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 9/2712:27 pmPWM - HHH
1 stop6h 27mAmerican Airlines
Tue 9/3012:56 pmHHH - PWM
2 stops10h 49mAmerican Airlines
Deal found 9/17$354

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 September 17, 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

Wed 10/22

10:12 am-3:30 pm

1 stop5h 18m

Hilton Head Island

Fri 10/24

4:10 pm-8:23 pm

1 stop4h 13m

$254

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 10/21

10:35 am-4:51 pm

1 stop6h 16m

Hilton Head Island

Sat 10/25

3:02 pm-7:44 pm

1 stop4h 42m

$274

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 10/20

6:00 am-11:32 am

1 stop5h 32m

Hilton Head Island

Sat 10/25

3:02 pm-7:44 pm

1 stop4h 42m

$299

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 10/14

6:00 am-11:16 am

1 stop5h 16m

Hilton Head Island

Tue 10/21

11:57 am-5:54 pm

1 stop5h 57m

$307

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 10/18

6:00 am-11:40 am

1 stop5h 40m

Hilton Head Island

Tue 10/21

11:57 am-4:22 pm

1 stop4h 25m

$309

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 2/9

7:50 am-2:18 pm

1 stop6h 28m

Hilton Head Island

Sun 2/15

6:15 pm-10:27 pm

1 stop4h 12m

$324

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Fri 11/7

1:23 pm-6:44 pm

1 stop5h 21m

Hilton Head Island

Tue 11/11

3:27 pm-10:29 pm

2 stops7h 02m

$343

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 11/22

6:00 am-12:06 pm

1 stop6h 06m

Hilton Head Island

Sat 12/6

11:47 am-10:16 pm

2 stops10h 29m

$343

PortlandHilton Head Island

PWM - HHH

PWMHHH

Portland

Sat 9/27

6:00 am-11:40 am

1 stop5h 40m

Hilton Head Island

Tue 9/30

11:57 am-6:23 pm

1 stop6h 26m

$349

PortlandHilton Head Island

PWM - HHH

PWMHHH

Portland

Sat 9/27

12:27 pm-6:54 pm

1 stop6h 27m

Hilton Head Island

Tue 9/30

12:56 pm-11:45 pm

2 stops10h 49m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 27 results
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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.

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.

  • How long is the flight from Maine to Hilton Head Island?

    A quick flight from Maine to Hilton Head Island can take about 5h 18m. Delta provides one of the quickest options available for as low as $254. There are 878 mi between Maine and Hilton Head Island. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $119 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $131 and $149, 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 Hilton Head Island?

Book flights to Hilton Head Island 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$435FlexibilityNo cancel feeOn-time71%

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