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Cheap flights from Boston to Hilton Head Island from $283

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Boston to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:20 am - 3:53 pmBOS  Boston Logan Intl-HHH Hilton Head Island
7h 33m1 stop Charlotte Douglas
American Airlines Logo
4:25 pm - 9:34 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 09m1 stop Charlotte Douglas
$351American Airlines
Tue, Feb 2 - Wed, Feb 10
American Airlines Logo
9:11 am - 3:53 pmBOS  Boston Logan Intl-HHH Hilton Head Island
6h 42m1 stop Charlotte Douglas
American Airlines Logo
3:02 pm - 7:15 pmHHH  Hilton Head Island-BOS Boston Logan Intl
4h 13m1 stop Charlotte Douglas
$360American Airlines
Tue, Dec 15 - Tue, Dec 22
American Airlines Logo
6:10 am - 12:50 pmBOS  Boston Logan Intl-HHH Hilton Head Island
6h 40m1 stop Charlotte Douglas
American Airlines Logo
3:05 pm - 9:00 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 55m1 stop Charlotte Douglas
$360American Airlines
Sat, Feb 6 - Sat, Feb 13
American Airlines Logo
9:11 am - 4:33 pmBOS  Boston Logan Intl-HHH Hilton Head Island
7h 22m1 stop Charlotte Douglas
American Airlines Logo
5:54 pm - 11:02 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 08m1 stop Charlotte Douglas
$360American Airlines
Sat, Dec 12 - Sun, Dec 13
Delta Logo
5:30 am - 3:20 pmBOS  Boston Logan Intl-HHH Hilton Head Island
9h 50m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
4:00 pm - 11:23 pmHHH  Hilton Head Island-BOS Boston Logan Intl
7h 23m1 stop New York LaGuardia
$399Delta
Sat, Apr 24 - Wed, Apr 28
United Airlines Logo
7:10 am - 2:16 pmBOS  Boston Logan Intl-HHH Hilton Head Island
7h 06m1 stop Chicago O'Hare Intl
United Airlines Logo
3:05 pm - 11:54 pmHHH  Hilton Head Island-BOS Boston Logan Intl
8h 49m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
$414United Airlines
Fri, May 7 - Mon, May 10
United Airlines Logo
6:00 am - 2:16 pmBOS  Boston Logan Intl-HHH Hilton Head Island
8h 16m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
3:05 pm - 11:54 pmHHH  Hilton Head Island-BOS Boston Logan Intl
8h 49m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
$440United Airlines
Fri, May 7 - Mon, May 10
Delta Logo
5:30 am - 3:20 pmBOS  Boston Logan Intl-HHH Hilton Head Island
9h 50m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
12:00 pm - 5:48 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 48m1 stop Atlanta Hartsfield-Jackson
$464Delta
Sat, Apr 24 - Fri, Apr 30
Delta Logo
5:30 am - 3:20 pmBOS  Boston Logan Intl-HHH Hilton Head Island
9h 50m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
4:00 pm - 10:21 pmHHH  Hilton Head Island-BOS Boston Logan Intl
6h 21m1 stop New York LaGuardia
$464Delta
Sat, Apr 24 - Fri, Apr 30
United Airlines Logo
6:00 am - 2:16 pmBOS  Boston Logan Intl-HHH Hilton Head Island
8h 16m1 stop Chicago O'Hare Intl
United Airlines Logo
3:05 pm - 5:28 pmHHH  Hilton Head Island-BOS Boston Logan Intl
26h 23m1 stop Chicago O'Hare Intl
$671United Airlines
Sun, Apr 25 - Fri, Apr 30

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American Airlines flights from Boston to Hilton Head Island

Our best American Airlines deals on Boston to Hilton Head Island flight tickets
American Airlines
Feb 2
BOS8:20 amBoston Logan Intl
7h 33m
1 stop
HHH3:53 pmHilton Head Island
Feb 10
HHH4:25 pmHilton Head Island
5h 09m
1 stop
BOS9:34 pmBoston Logan Intl
$351
American Airlines
Dec 12
BOS9:11 amBoston Logan Intl
7h 22m
1 stop
HHH4:33 pmHilton Head Island
Dec 13
HHH5:54 pmHilton Head Island
5h 08m
1 stop
BOS11:02 pmBoston Logan Intl
$360
American Airlines
Dec 2
BOS7:11 amBoston Logan Intl
4h 52m
1 stop
HHH12:03 pmHilton Head Island
Dec 6
HHH5:54 pmHilton Head Island
5h 08m
1 stop
BOS11:02 pmBoston Logan Intl
$369

Delta flights from Boston to Hilton Head Island

Our best Delta deals on Boston to Hilton Head Island flight tickets
Delta
Apr 24
BOS5:30 amBoston Logan Intl
9h 50m
2 stops
HHH3:20 pmHilton Head Island
Apr 30
HHH12:00 pmHilton Head Island
5h 48m
1 stop
BOS5:48 pmBoston Logan Intl
$464
Delta
Apr 24
BOS5:30 amBoston Logan Intl
9h 50m
2 stops
HHH3:20 pmHilton Head Island
Apr 30
HHH4:00 pmHilton Head Island
6h 21m
1 stop
BOS10:21 pmBoston Logan Intl
$474

momondo Fare Finder

 
Use the filters below to find and compare flights from Boston to Hilton Head Island that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Tue 2/2

8:20 am-3:53 pm

1 stop7h 33m

Hilton Head Island

Wed 2/10

4:25 pm-9:34 pm

1 stop5h 09m

$351
Quickest round-trip

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Tue 12/15

9:11 am-3:53 pm

1 stop6h 42m

Hilton Head Island

Tue 12/22

3:02 pm-7:15 pm

1 stop4h 13m

$360

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sat 2/6

6:10 am-12:50 pm

1 stop6h 40m

Hilton Head Island

Sat 2/13

3:05 pm-9:00 pm

1 stop5h 55m

$360

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sat 12/12

9:11 am-4:33 pm

1 stop7h 22m

Hilton Head Island

Sun 12/13

5:54 pm-11:02 pm

1 stop5h 08m

$360

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sat 4/24

5:30 am-3:20 pm

2 stops9h 50m

Hilton Head Island

Wed 4/28

4:00 pm-11:23 pm

1 stop7h 23m

$399

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Fri 5/7

7:10 am-2:16 pm

1 stop7h 06m

Hilton Head Island

Mon 5/10

3:05 pm-11:54 pm

2 stops8h 49m

$414

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Fri 5/7

6:00 am-2:16 pm

2 stops8h 16m

Hilton Head Island

Mon 5/10

3:05 pm-11:54 pm

2 stops8h 49m

$440

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sat 4/24

5:30 am-3:20 pm

2 stops9h 50m

Hilton Head Island

Fri 4/30

12:00 pm-5:48 pm

1 stop5h 48m

$464

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sat 4/24

5:30 am-3:20 pm

2 stops9h 50m

Hilton Head Island

Fri 4/30

4:00 pm-10:21 pm

1 stop6h 21m

$464

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sun 4/25

6:00 am-2:16 pm

1 stop8h 16m

Hilton Head Island

Fri 4/30

3:05 pm-5:28 pm

1 stop26h 23m

$671

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Boston 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 typical price of a round-trip flight between Boston and Hilton Head Island?

Prices are currently low for flights on this route.

Typical prices usually range from $428 to $598.
The lowest price recently found on this route was $351.

What is the cheapest month to fly to Hilton Head Island?

If you don’t want to visit Hilton Head Island in June, then you should wait until December to fly from Boston, when ticket prices are also cheap, with an average price of $338.

What is the cheapest Boston Logan Intl to Hilton Head Island flight route?

Fly from Boston Logan Intl to Hilton Head Island for the best Boston Logan Intl - Hilton Head Island flight prices

How far in advance should I book a flight from Boston to Hilton Head Island?

You are more likely to see cheaper flights to Hilton Head Island from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Hilton Head Island for around $423 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Hilton Head Island from Boston for as low as $391 on momondo.

What cabin class options are available on Boston to Hilton Head Island flights?

There are 2 cabin classes available to choose from on Boston to Hilton Head Island flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Boston to Hilton Head Island flights?

You could potentially save up to 18% on your flight if you consider stops on a Boston to Hilton Head Island flight.

How have Boston to Hilton Head Island flight prices changed over time?

As of November 2026, prices for Boston to Hilton Head Island flights are approximately 20% cheaper when compared to flights at the same time last year.

When to book flights from Boston to Hilton Head Island

Are you open to changing your travel dates? Check out the ideal times to fly from Boston to Hilton Head Island according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Boston to Hilton Head Island (BOS to HHH) flight deals and tips

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

Best Price Found

$283

Fastest flight time

4h 34m

Direct flights

None
The best one-way flight to Hilton Head Island from Boston in the past 72 hours is $283. The best round-trip flight deal from Boston to Hilton Head Island found on momondo in the last 72 hours is $351.
The fastest flight from Boston to Hilton Head Island takes 4h 34m
There are no direct flights from Boston to Hilton Head Island. There are no popular flight routes from Boston to Hilton Head Island.
Search flight deals

Frequently asked questions about flying from Boston to Hilton Head Island

  • How far is Boston Logan Intl to Hilton Head Island by plane?

    A flight from Boston Logan Intl to Hilton Head Island will travel around 878.6 mi. In terms of flight time, this usually takes a little over 4h 34m.

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

    Prices for flights from Boston Logan Intl Airport to Hilton Head Island Airport are refreshed on a daily basis.

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

  • How old do you have to be to fly from Boston Logan Intl Airport to Hilton Head Island Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Boston Logan Intl Airport to Hilton Head Island Airport.

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

    The required travel and health documents for your Hilton Head Island Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Hilton Head Island Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Boston to Hilton Head Island?

  • What is the most popular airline from Boston to Hilton Head Island?

Best airlines flying from Boston to Hilton Head Island

Compare and see reviews for airlines that fly from Boston to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $148Free CancellationRating
7.8
8,712 reviews
Search Delta flights
United AirlinesPriceFrom $183Free CancellationRating
7.3
10,485 reviews
Search United Airlines flights
JetBluePriceFrom $212Free CancellationRating
7.1
3,073 reviews
Search JetBlue flights
American AirlinesPriceFrom $264Free CancellationRating
7.0
12,230 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 Boston to Hilton Head Island?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Boston to Hilton Head Island for you.

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

Yes. All flights to Hilton Head Island from Boston on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo provides multiple filters to help you find the best flight to Hilton Head Island from Boston. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Boston to Hilton Head Island flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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