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Cheap flights from Boston to Hilton Head Island from $159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Hilton Head Island departing on 4/8. 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
0 bags

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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
12:15 pm - 4:44 pm
BOS
-
HHH
4h 29m
1 stop
American Airlines Logo
12:23 pm - 5:57 pm
HHH
-
BOS
5h 34m
1 stop
$317American Airlines
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
8:00 am - 3:41 pm
BOS
-
HHH
7h 41m
1 stop
American Airlines Logo
5:51 pm - 10:14 pm
HHH
-
BOS
4h 23m
1 stop
$321American Airlines
Wed, Apr 1 - Tue, Apr 7
American Airlines Logo
8:35 am - 3:01 pm
BOS
-
HHH
6h 26m
1 stop
American Airlines Logo
3:31 pm - 10:48 pm
HHH
-
BOS
7h 17m
2 stops
$322American Airlines
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
6:00 am - 3:01 pm
BOS
-
HHH
9h 01m
2 stops
American Airlines Logo
3:31 pm - 10:48 pm
HHH
-
BOS
7h 17m
2 stops
$327American Airlines
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
8:00 am - 3:41 pm
BOS
-
HHH
7h 41m
1 stop
American Airlines Logo
2:54 pm - 11:52 pm
HHH
-
BOS
8h 58m
2 stops
$360American Airlines
Wed, Apr 1 - Tue, Apr 7
American Airlines Logo
7:00 am - 2:22 pm
BOS
-
HHH
7h 22m
2 stops
American Airlines Logo
2:58 pm - 11:52 pm
HHH
-
BOS
8h 54m
2 stops
$362American Airlines
Wed, Apr 1 - Wed, Apr 8
United Airlines Logo
6:00 am - 12:52 pm
BOS
-
HHH
6h 52m
1 stop
United Airlines Logo
3:00 pm - 11:16 pm
HHH
-
BOS
8h 16m
1 stop
$368United Airlines
Fri, Jun 19 - Tue, Jun 23
American Airlines Logo
9:00 am - 3:41 pm
BOS
-
HHH
6h 41m
1 stop
American Airlines Logo
3:31 pm - 8:21 pm
HHH
-
BOS
4h 50m
1 stop
$387American Airlines
Tue, Mar 10 - Tue, Mar 17
United Airlines Logo
6:00 am - 12:52 pm
BOS
-
HHH
6h 52m
1 stop
United Airlines Logo
3:00 pm - 11:16 pm
HHH
-
BOS
8h 16m
1 stop
$389United Airlines
Fri, May 29 - Fri, Jun 5
Delta Logo
8:00 am - 3:18 pm
BOS
-
HHH
7h 18m
1 stop
Delta Logo
12:00 pm - 1:03 am
HHH
-
BOS
13h 03m
1 stop
$391Delta
Tue, Jun 23 - Thu, Jul 9

Delta flights from Boston to Hilton Head Island

Our best Delta deals on Boston to Hilton Head Island flight tickets
Delta
Jun 23
BOS8:00 amBoston Logan Intl
7h 18m
1 stop
HHH3:18 pmHilton Head Island
Jul 9
HHH12:00 pmHilton Head Island
13h 03m
1 stop
BOS1:03 amBoston Logan Intl
$391
Delta
Jun 22
BOS8:15 pmBoston Logan Intl
19h 03m
1 stop
HHH3:18 pmHilton Head Island
Jul 9
HHH12:00 pmHilton Head Island
13h 03m
1 stop
BOS1:03 amBoston Logan Intl
$421
Delta
Apr 18
BOS8:00 pmBoston Logan Intl
15h 28m
1 stop
HHH11:28 amHilton Head Island
Apr 25
HHH4:00 pmHilton Head Island
16h 26m
1 stop
BOS8:26 amBoston Logan Intl
$463

American Airlines flights from Boston to Hilton Head Island

Our best American Airlines deals on Boston to Hilton Head Island flight tickets
American Airlines
Mar 10
BOS12:15 pmBoston Logan Intl
4h 29m
1 stop
HHH4:44 pmHilton Head Island
Mar 17
HHH12:23 pmHilton Head Island
5h 34m
1 stop
BOS5:57 pmBoston Logan Intl
$317
American Airlines
Apr 1
BOS8:00 amBoston Logan Intl
7h 41m
1 stop
HHH3:41 pmHilton Head Island
Apr 7
HHH5:51 pmHilton Head Island
4h 23m
1 stop
BOS10:14 pmBoston Logan Intl
$321
American Airlines
Mar 10
BOS8:35 amBoston Logan Intl
6h 26m
1 stop
HHH3:01 pmHilton Head Island
Mar 17
HHH3:31 pmHilton Head Island
7h 17m
2 stops
BOS10:48 pmBoston Logan Intl
$322

momondo Fare Finder

 
Customize your flight search to find flights from Boston 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 February 8, 2026.
Use the filters below to find and compare flights from Boston 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

Tue 3/10

12:15 pm-4:44 pm

1 stop4h 29m

Hilton Head Island

Tue 3/17

12:23 pm-5:57 pm

1 stop5h 34m

$317

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 4/1

8:00 am-3:41 pm

1 stop7h 41m

Hilton Head Island

Tue 4/7

5:51 pm-10:14 pm

1 stop4h 23m

$321

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 3/10

8:35 am-3:01 pm

1 stop6h 26m

Hilton Head Island

Tue 3/17

3:31 pm-10:48 pm

2 stops7h 17m

$322

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 3/10

6:00 am-3:01 pm

2 stops9h 01m

Hilton Head Island

Tue 3/17

3:31 pm-10:48 pm

2 stops7h 17m

$327

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 4/1

8:00 am-3:41 pm

1 stop7h 41m

Hilton Head Island

Tue 4/7

2:54 pm-11:52 pm

2 stops8h 58m

$360

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 4/1

7:00 am-2:22 pm

2 stops7h 22m

Hilton Head Island

Wed 4/8

2:58 pm-11:52 pm

2 stops8h 54m

$362

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Fri 6/19

6:00 am-12:52 pm

1 stop6h 52m

Hilton Head Island

Tue 6/23

3:00 pm-11:16 pm

1 stop8h 16m

$368

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 3/10

9:00 am-3:41 pm

1 stop6h 41m

Hilton Head Island

Tue 3/17

3:31 pm-8:21 pm

1 stop4h 50m

$387

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Fri 5/29

6:00 am-12:52 pm

1 stop6h 52m

Hilton Head Island

Fri 6/5

3:00 pm-11:16 pm

1 stop8h 16m

$389

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 6/23

8:00 am-3:18 pm

1 stop7h 18m

Hilton Head Island

Thu 7/9

12:00 pm-1:03 am

1 stop13h 03m

$391

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 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 cheapest month to fly to Hilton Head Island?

If you don’t want to visit Hilton Head Island in December, then you should wait until November to fly from Boston, when ticket prices are also cheap, with an average price of $302.

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 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 $359 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 $299 on momondo.

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

There is only 1 cabin class available to choose from on Boston Logan Intl 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 3% 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 February 2026, prices for Boston to Hilton Head Island flights are approximately 2% 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

Fastest flight time

4h 29m

Direct flights

Sun

Airports in Hilton Head Island

1 airport
The fastest flight from Boston to Hilton Head Island takes 4h 29m
Direct flights go from Boston to Hilton Head Island on Sunday. There are no airlines offering direct flights.
There is 1 airport in Hilton Head Island. From Boston there are direct flights to Hilton Head Island (HHH).
Search flight deals

  • 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 29m.

  • 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
JetBluePriceFrom $167Free CancellationRating
7.2
2,896 reviews
Search JetBlue flights
DeltaPriceFrom $167Free CancellationRating
7.9
8,172 reviews
Search Delta flights
United AirlinesPriceFrom $183Free CancellationRating
7.4
9,254 reviews
Search United Airlines flights
American AirlinesPriceFrom $258Free CancellationRating
7.2
11,249 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.

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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