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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 12/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
American Airlines Logo
8:10 am - 3:44 pmBOS-HHH
7h 34m1 stop
American Airlines Logo
3:39 pm - 8:06 pmHHH-BOS
4h 27m1 stop
$207American Airlines
Find Deal
Sat, Feb 14 - Tue, Feb 17
American Airlines Logo
8:10 am - 3:44 pmBOS-HHH
7h 34m1 stop
American Airlines Logo
3:39 pm - 11:59 pmHHH-BOS
8h 20m2 stops
$212American Airlines
Find Deal
Sat, Feb 14 - Tue, Feb 17
American Airlines Logo
6:39 am - 12:20 pmBOS-HHH
5h 41m1 stop
American Airlines Logo
4:15 pm - 10:19 pmHHH-BOS
6h 04m1 stop
$222American Airlines
Find Deal
Mon, Feb 9 - Sun, Feb 15
American Airlines Logo
7:00 am - 2:59 pmBOS-HHH
7h 59m2 stops
American Airlines Logo
11:03 am - 6:06 pmHHH-BOS
7h 03m1 stop
$227American Airlines
Find Deal
Mon, Feb 9 - Sun, Feb 15
American Airlines Logo
10:46 am - 6:09 pmBOS-HHH
7h 23m1 stop
American Airlines Logo
7:07 pm - 12:16 amHHH-BOS
5h 09m1 stop
$228American Airlines
Find Deal
Thu, Nov 20 - Mon, Nov 24
American Airlines Logo
6:00 am - 2:19 pmBOS-HHH
8h 19m2 stops
American Airlines Logo
7:07 pm - 12:16 amHHH-BOS
5h 09m1 stop
$233American Airlines
Find Deal
Thu, Nov 20 - Mon, Nov 24
American Airlines Logo
9:30 am - 2:16 pmBOS-HHH
4h 46m1 stop
American Airlines Logo
3:29 pm - 8:33 pmHHH-BOS
5h 04m1 stop
$267American Airlines
Find Deal
Sun, Jan 4 - Sat, Jan 10
American Airlines Logo
5:25 am - 11:49 amBOS-HHH
6h 24m1 stop
American Airlines Logo
2:51 pm - 8:54 pmHHH-BOS
6h 03m1 stop
$272American Airlines
Find Deal
Sun, Nov 23 - Wed, Nov 26
United Airlines Logo
6:00 am - 3:12 pmBOS-HHH
9h 12m2 stops
United Airlines Logo
4:00 pm - 11:17 pmHHH-BOS
7h 17m1 stop
$380United Airlines
Find Deal
Mon, Apr 13 - Mon, May 11
United Airlines Logo
6:00 am - 3:12 pmBOS-HHH
9h 12m2 stops
United Airlines Logo
3:00 pm - 11:54 pmHHH-BOS
8h 54m2 stops
$437United Airlines
Find Deal
Thu, Apr 9 - Mon, Apr 13

American Airlines flights from Maine to Hilton Head Island

Our best American Airlines deals on Maine to Hilton Head Island flight tickets
American Airlines
Feb 14
BOS8:10 amBoston Logan Intl
7h 34m
1 stop
HHH3:44 pmHilton Head Island
Feb 17
HHH3:39 pmHilton Head Island
4h 27m
1 stop
BOS8:06 pmBoston Logan Intl
$207
Find similar
American Airlines
Feb 14
BOS8:10 amBoston Logan Intl
7h 34m
1 stop
HHH3:44 pmHilton Head Island
Feb 17
HHH3:39 pmHilton Head Island
8h 20m
2 stops
BOS11:59 pmBoston Logan Intl
$212
Find similar
American Airlines
Feb 9
BOS6:39 amBoston Logan Intl
5h 41m
1 stop
HHH12:20 pmHilton Head Island
Feb 15
HHH4:15 pmHilton Head Island
6h 04m
1 stop
BOS10:19 pmBoston Logan Intl
$222
Find similar

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
BOS6:00 amBoston Logan Intl
9h 12m
2 stops
HHH3:12 pmHilton Head Island
May 11
HHH4:00 pmHilton Head Island
7h 17m
1 stop
BOS11:17 pmBoston Logan Intl
$380
Find similar
United Airlines
Apr 9
BOS6:00 amBoston Logan Intl
9h 12m
2 stops
HHH3:12 pmHilton Head Island
Apr 13
HHH3:00 pmHilton Head Island
8h 54m
2 stops
BOS11:54 pmBoston Logan Intl
$437
Find similar

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 November 6, 2025.
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

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 2/14

8:10 am-3:44 pm

1 stop7h 34m

Hilton Head Island

Tue 2/17

3:39 pm-8:06 pm

1 stop4h 27m

$207

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 2/14

8:10 am-3:44 pm

1 stop7h 34m

Hilton Head Island

Tue 2/17

3:39 pm-11:59 pm

2 stops8h 20m

$212

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 2/9

6:39 am-12:20 pm

1 stop5h 41m

Hilton Head Island

Sun 2/15

4:15 pm-10:19 pm

1 stop6h 04m

$222

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 2/9

7:00 am-2:59 pm

2 stops7h 59m

Hilton Head Island

Sun 2/15

11:03 am-6:06 pm

1 stop7h 03m

$227

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Thu 11/20

10:46 am-6:09 pm

1 stop7h 23m

Hilton Head Island

Mon 11/24

7:07 pm-12:16 am

1 stop5h 09m

$228

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Thu 11/20

6:00 am-2:19 pm

2 stops8h 19m

Hilton Head Island

Mon 11/24

7:07 pm-12:16 am

1 stop5h 09m

$233

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sun 1/4

9:30 am-2:16 pm

1 stop4h 46m

Hilton Head Island

Sat 1/10

3:29 pm-8:33 pm

1 stop5h 04m

$267

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sun 11/23

5:25 am-11:49 am

1 stop6h 24m

Hilton Head Island

Wed 11/26

2:51 pm-8:54 pm

1 stop6h 03m

$272

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 4/13

6:00 am-3:12 pm

2 stops9h 12m

Hilton Head Island

Mon 5/11

4:00 pm-11:17 pm

1 stop7h 17m

$380

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Thu 4/9

6:00 am-3:12 pm

2 stops9h 12m

Hilton Head Island

Mon 4/13

3:00 pm-11:54 pm

2 stops8h 54m

$437

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 day to depart on your flight to Hilton Head Island?

The cheapest day to depart from Maine to Hilton Head Island is on a Wednesday. Travelers who choose to depart for Hilton Head Island on a Wednesday will often find tickets for as low as $419. On the other hand, Friday is the most expensive day to depart from Maine because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $685.

What is the cheapest time of day to depart on your flight to Hilton Head Island?

Flying to Hilton Head Island from Maine at noon is the least expensive time of day to depart. momondo users have found prices as low as $461 when looking at flights departing at noon. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $580 on average. Flights to Hilton Head Island from Maine in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

Direct flights

None
There are no direct flights from Maine to Hilton Head Island. There are no popular flight routes from Maine to Hilton Head Island.
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
7.2
11,040 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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