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Hilton Head Island

$126+ 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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — HHH
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
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 July 2, 2025.

Round-trip from

$254
(United Airlines)

One-way from

$126
(United Airlines)
From Maine to Hilton Head Island
Search Deals
One-way flight from Maine to Hilton Head Island
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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 July 2, 2025.

This American Airlines deal was found by Cheapflights users on 7/1. 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 11/156:40 amBOS - HHH
1 stop7h 38mAmerican Airlines
Wed 11/192:27 pmHHH - BOS
1 stop3h 56mAmerican Airlines
Deal found 7/1$251
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Wed 7/166:05 amBOS - HHH
1 stop5h 12mUnited Airlines
Wed 7/2312:02 pmHHH - BOS
1 stop4h 27mUnited Airlines
Deal found 7/2$254
This Delta deal was found by Cheapflights users on 7/2. 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.
Mon 7/146:30 amBOS - HHH
1 stop4h 53mDelta
Thu 7/243:58 pmHHH - BOS
1 stop5h 34mDelta
Deal found 7/2$275
This American Airlines deal was found by Cheapflights users on 7/2. 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 7/175:55 amPWM - HHH
1 stop6h 51mAmerican Airlines
Mon 7/2111:01 amHHH - PWM
1 stop5h 42mAmerican Airlines
Deal found 7/2$277
This Delta deal was found by Cheapflights users on 7/2. 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.
Thu 9/256:00 amPWM - HHH
1 stop5h 24mDelta
Sun 9/284:05 pmHHH - PWM
1 stop6h 58mDelta
Deal found 7/2$364
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Wed 7/166:01 amPWM - HHH
1 stop5h 16mUnited Airlines
Sun 7/2012:02 pmHHH - PWM
1 stop6h 24mUnited Airlines
Deal found 7/1$1,836

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 July 2, 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 7/16

6:05 am-11:17 am

1 stop5h 12m

Hilton Head Island

Wed 7/23

12:02 pm-4:29 pm

1 stop4h 27m

$254

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sun 8/3

6:05 am-10:45 am

1 stop4h 40m

Hilton Head Island

Sat 8/9

3:41 pm-6:16 pm

Nonstop2h 35m

$259

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 7/14

6:30 am-11:23 am

1 stop4h 53m

Hilton Head Island

Thu 7/24

3:58 pm-9:32 pm

1 stop5h 34m

$275

PortlandHilton Head Island

PWM - HHH

PWMHHH

Portland

Thu 7/17

5:55 am-12:46 pm

1 stop6h 51m

Hilton Head Island

Mon 7/21

11:01 am-4:43 pm

1 stop5h 42m

$277

PortlandHilton Head Island

PWM - HHH

PWMHHH

Portland

Thu 9/25

6:00 am-11:24 am

1 stop5h 24m

Hilton Head Island

Sun 9/28

4:05 pm-11:03 pm

1 stop6h 58m

$364

PortlandHilton Head Island

PWM - HHH

PWMHHH

Portland

Wed 7/16

6:01 am-11:17 am

1 stop5h 16m

Hilton Head Island

Sun 7/20

12:02 pm-6:26 pm

1 stop6h 24m

$1,836

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 8/13

6:05 am-11:17 am

1 stop5h 12m

$126

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 8/13

6:00 am-3:22 pm

2 stops9h 22m

$131

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 7/15

9:34 am-4:57 pm

2 stops7h 23m

$149

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

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.

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 July 2, 2025.
Read through reviews of airlines operating flights from Maine to Hilton Head Island, such as Delta, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,983 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,983 reviews
Delta
8.0
Very good
7,983 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,861 reviews
Delta
8.0
Very good
7,983 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,983 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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?

    $126 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and American 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 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$432FlexibilityNo cancel feeOn-time71%

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