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Cheap flights from Maine to Hilton Head Island from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maine to Hilton Head Island departing on 4/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Maine to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
10:05 am - 3:30 pm
BOS
-
HHH
5h 25m
1 stop
United Airlines Logo
4:11 pm - 9:54 pm
HHH
-
BOS
5h 43m
1 stop
$197United Airlines
Mon, Apr 13 - Wed, Apr 15
United Airlines Logo
6:00 am - 2:16 pm
BOS
-
HHH
8h 16m
1 stop
United Airlines Logo
4:11 pm - 11:59 pm
HHH
-
BOS
7h 48m
2 stops
$202United Airlines
Mon, Apr 13 - Wed, Apr 15
Delta Logo
6:00 am - 3:33 pm
BOS
-
HHH
9h 33m
2 stops
Delta Logo
12:18 pm - 10:51 pm
HHH
-
BOS
10h 33m
2 stops
$208Delta
Fri, May 8 - Tue, May 12
United Airlines Logo
8:30 am - 3:30 pm
BOS
-
HHH
7h 00m
1 stop
United Airlines Logo
4:11 pm - 9:54 pm
HHH
-
BOS
5h 43m
1 stop
$265United Airlines
Sun, Apr 12 - Fri, Apr 17
United Airlines Logo
10:00 am - 3:41 pm
BOS
-
HHH
5h 41m
1 stop
United Airlines Logo
3:08 pm - 11:59 pm
HHH
-
BOS
8h 51m
2 stops
$270United Airlines
Mon, May 11 - Wed, May 13
Delta Logo
7:00 pm - 11:28 am
BOS
-
HHH
16h 28m
1 stop
Delta Logo
4:00 pm - 1:24 pm
HHH
-
BOS
21h 24m
1 stop
$311Delta
Sun, Apr 26 - Tue, Apr 28
Delta Logo
9:10 am - 3:33 pm
BOS
-
HHH
6h 23m
1 stop
Delta Logo
12:18 pm - 10:51 pm
HHH
-
BOS
10h 33m
2 stops
$313Delta
Sat, May 9 - Wed, May 13
American Airlines Logo
7:15 am - 2:13 pm
PWM
-
HHH
6h 58m
1 stop
American Airlines Logo
5:21 pm - 10:47 pm
HHH
-
PWM
5h 26m
1 stop
$399American Airlines
Fri, Jun 19 - Tue, Jun 23
American Airlines Logo
7:15 am - 2:13 pm
PWM
-
HHH
6h 58m
1 stop
American Airlines Logo
5:21 pm - 10:47 pm
HHH
-
PWM
5h 26m
1 stop
$408American Airlines
Fri, Jun 19 - Tue, Jun 23
American Airlines Logo
11:56 am - 6:09 pm
PWM
-
HHH
6h 13m
1 stop
American Airlines Logo
2:54 pm - 10:13 pm
HHH
-
PWM
7h 19m
1 stop
$419American Airlines
Thu, May 7 - Tue, May 12

American Airlines flights from Maine to Hilton Head Island

Our best American Airlines deals on Maine to Hilton Head Island flight tickets
American Airlines
May 6
BOS6:00 amBoston Logan Intl
8h 26m
2 stops
HHH2:26 pmHilton Head Island
May 9
HHH4:10 pmHilton Head Island
7h 29m
1 stop
BOS11:39 pmBoston Logan Intl
$362
American Airlines
Jun 19
PWM7:15 amPortland
6h 58m
1 stop
HHH2:13 pmHilton Head Island
Jun 23
HHH5:21 pmHilton Head Island
5h 26m
1 stop
PWM10:47 pmPortland
$399
American Airlines
Jun 19
PWM7:15 amPortland
6h 58m
1 stop
HHH2:13 pmHilton Head Island
Jun 23
HHH5:21 pmHilton Head Island
5h 26m
1 stop
PWM10:47 pmPortland
$408

United Airlines flights from Maine to Hilton Head Island

Our best United Airlines deals on Maine to Hilton Head Island flight tickets
United Airlines
Apr 13
BOS10:05 amBoston Logan Intl
5h 25m
1 stop
HHH3:30 pmHilton Head Island
Apr 15
HHH4:11 pmHilton Head Island
5h 43m
1 stop
BOS9:54 pmBoston Logan Intl
$197
United Airlines
Apr 13
BOS6:00 amBoston Logan Intl
8h 16m
1 stop
HHH2:16 pmHilton Head Island
Apr 15
HHH4:11 pmHilton Head Island
7h 48m
2 stops
BOS11:59 pmBoston Logan Intl
$202
United Airlines
Apr 12
BOS8:30 amBoston Logan Intl
7h 00m
1 stop
HHH3:30 pmHilton Head Island
Apr 17
HHH4:11 pmHilton Head Island
5h 43m
1 stop
BOS9:54 pmBoston Logan Intl
$265

momondo 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, momondo users made 832,500 searches. Data last updated March 31, 2026.
Use the filters below to find and compare flights from Maine to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 4/13

10:05 am-3:30 pm

1 stop5h 25m

Hilton Head Island

Wed 4/15

4:11 pm-9:54 pm

1 stop5h 43m

$197

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 4/13

6:00 am-2:16 pm

1 stop8h 16m

Hilton Head Island

Wed 4/15

4:11 pm-11:59 pm

2 stops7h 48m

$202

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Fri 5/8

6:00 am-3:33 pm

2 stops9h 33m

Hilton Head Island

Tue 5/12

12:18 pm-10:51 pm

2 stops10h 33m

$208

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sun 4/12

8:30 am-3:30 pm

1 stop7h 00m

Hilton Head Island

Fri 4/17

4:11 pm-9:54 pm

1 stop5h 43m

$265

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 5/11

10:00 am-3:41 pm

1 stop5h 41m

Hilton Head Island

Wed 5/13

3:08 pm-11:59 pm

2 stops8h 51m

$270

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sun 4/26

7:00 pm-11:28 am

1 stop16h 28m

Hilton Head Island

Tue 4/28

4:00 pm-1:24 pm

1 stop21h 24m

$311

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 5/9

9:10 am-3:33 pm

1 stop6h 23m

Hilton Head Island

Wed 5/13

12:18 pm-10:51 pm

2 stops10h 33m

$313

PortlandHilton Head Island

PWM - HHH

PWMHHH

Portland

Fri 6/19

7:15 am-2:13 pm

1 stop6h 58m

Hilton Head Island

Tue 6/23

5:21 pm-10:47 pm

1 stop5h 26m

$399

PortlandHilton Head Island

PWM - HHH

PWMHHH

Portland

Fri 6/19

7:15 am-2:13 pm

1 stop6h 58m

Hilton Head Island

Tue 6/23

5:21 pm-10:47 pm

1 stop5h 26m

$408

PortlandHilton Head Island

PWM - HHH

PWMHHH

Portland

Thu 5/7

11:56 am-6:09 pm

1 stop6h 13m

Hilton Head Island

Tue 5/12

2:54 pm-10:13 pm

1 stop7h 19m

$419

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Maine to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Maine to Hilton Head Island?

Delta and American Airlines are the most popular carriers operating from Maine to Hilton Head Island

What airlines fly to Hilton Head Island?

American Airlines, Breeze Airways and Delta are the top three most popular airlines that fly to Hilton Head Island from Maine according to our data. American Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Hilton Head Island. Keep in mind that there are 5 different airlines that fly to Hilton Head Island on a routine basis, so you have a few additional options to choose from.

Cheap Maine to Hilton Head Island flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maine to Hilton Head Island

Fastest flight time

2h 51m

Direct flights

Sun

Airports in Hilton Head Island

1 airport
The fastest flight from Maine to Hilton Head Island takes 2h 51m
Direct flights go from Maine to Hilton Head Island on Sunday. There are no airlines offering direct flights.
There is 1 airport in Hilton Head Island. From Maine there are direct flights to Hilton Head Island (HHH).
Search flight deals

  • When did momondo last update prices for flights from Maine to Hilton Head Island Airport?

    Prices for flights from Maine to Hilton Head Island Airport refresh daily.

  • How many operators does momondo search for flights from Maine to Hilton Head Island Airport?

  • How old do you have to be to fly from Maine to Hilton Head Island Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Maine to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The necessary travel and health documents for your Hilton Head Island Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Maine to Hilton Head Island

Compare and see reviews for airlines that fly from Maine to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $258Free CancellationRating
7.1
11,543 reviews
Search American Airlines flights

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
Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Maine to Hilton Head Island?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Maine to Hilton Head Island. momondo saves you time and could save you money on your trip.

Can I find flights from Maine to Hilton Head Island with flexible booking policies on momondo?

Flights from Maine to Hilton Head Island with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Maine to Hilton Head Island?

Once all potential Maine to Hilton Head Island flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Maine to Hilton Head Island right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Hilton Head Island from Maine. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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