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Cheap flights from Boston to Hilton Head Island from $126

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 5/23. 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.
Delta Logo
6:00 am - 11:31 am
BOS
-
HHH
5h 31m
1 stop
Delta Logo
4:15 pm - 10:28 pm
HHH
-
BOS
6h 13m
1 stop
$237Delta
Tue, Jun 16 - Tue, Jun 23
Delta Logo
6:06 am - 3:32 pm
BOS
-
HHH
9h 26m
2 stops
Delta Logo
4:15 pm - 10:28 pm
HHH
-
BOS
6h 13m
1 stop
$242Delta
Tue, Jun 16 - Tue, Jun 23
American Airlines Logo
12:10 pm - 3:09 pm
BOS
-
HHH
2h 59mnonstop
American Airlines Logo
3:39 pm - 6:17 pm
HHH
-
BOS
2h 38mnonstop
$251American Airlines
Sat, Jun 6 - Sat, Jun 13
Delta Logo
7:00 am - 3:33 pm
BOS
-
HHH
8h 33m
2 stops
Delta Logo
4:15 pm - 10:28 pm
HHH
-
BOS
6h 13m
1 stop
$259Delta
Thu, Jun 4 - Thu, Jun 11
American Airlines Logo
12:10 pm - 3:09 pm
BOS
-
HHH
2h 59mnonstop
American Airlines Logo
11:40 am - 3:55 pm
HHH
-
BOS
4h 15m
1 stop
$261American Airlines
Sat, Jun 13 - Tue, Jun 16
American Airlines Logo
8:47 am - 11:46 am
BOS
-
HHH
2h 59mnonstop
American Airlines Logo
3:39 pm - 6:17 pm
HHH
-
BOS
2h 38mnonstop
$270American Airlines
Sat, May 30 - Sat, Jun 6
Delta Logo
6:00 am - 11:23 am
BOS
-
HHH
5h 23m
1 stop
Delta Logo
4:00 pm - 9:31 pm
HHH
-
BOS
5h 31m
1 stop
$271Delta
Thu, Sep 10 - Mon, Sep 14
Delta Logo
7:00 am - 3:32 pm
BOS
-
HHH
8h 32m
2 stops
Delta Logo
4:15 pm - 11:27 pm
HHH
-
BOS
7h 12m
1 stop
$276Delta
Mon, Jun 15 - Thu, Jun 18
American Airlines Logo
12:10 pm - 3:09 pm
BOS
-
HHH
2h 59mnonstop
American Airlines Logo
5:21 pm - 12:40 am
HHH
-
BOS
7h 19m
1 stop
$280American Airlines
Sat, Jun 13 - Tue, Jun 16
American Airlines Logo
11:41 am - 2:26 pm
BOS
-
HHH
2h 45mnonstop
American Airlines Logo
2:48 pm - 8:10 pm
HHH
-
BOS
5h 22m
1 stop
$281American Airlines
Sat, Jul 4 - Wed, Jul 8

Delta flights from Boston to Hilton Head Island

Our best Delta deals on Boston to Hilton Head Island flight tickets
Delta
Jun 16
BOS6:00 amBoston Logan Intl
5h 31m
1 stop
HHH11:31 amHilton Head Island
Jun 23
HHH4:15 pmHilton Head Island
6h 13m
1 stop
BOS10:28 pmBoston Logan Intl
$237
Delta
Jun 16
BOS6:06 amBoston Logan Intl
9h 26m
2 stops
HHH3:32 pmHilton Head Island
Jun 23
HHH4:15 pmHilton Head Island
6h 13m
1 stop
BOS10:28 pmBoston Logan Intl
$242
Delta
Jun 4
BOS7:00 amBoston Logan Intl
8h 33m
2 stops
HHH3:33 pmHilton Head Island
Jun 11
HHH4:15 pmHilton Head Island
6h 13m
1 stop
BOS10:28 pmBoston Logan Intl
$259

American Airlines flights from Boston to Hilton Head Island

Our best American Airlines deals on Boston to Hilton Head Island flight tickets
American Airlines
Jun 6
BOS12:10 pmBoston Logan Intl
2h 59m
HHH3:09 pmHilton Head Island
Jun 13
HHH3:39 pmHilton Head Island
2h 38m
BOS6:17 pmBoston Logan Intl
$251
American Airlines
Jun 13
BOS12:10 pmBoston Logan Intl
2h 59m
HHH3:09 pmHilton Head Island
Jun 16
HHH11:40 amHilton Head Island
4h 15m
1 stop
BOS3:55 pmBoston Logan Intl
$261
American Airlines
May 30
BOS8:47 amBoston Logan Intl
2h 59m
HHH11:46 amHilton Head Island
Jun 6
HHH3:39 pmHilton Head Island
2h 38m
BOS6:17 pmBoston Logan Intl
$270

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 May 10, 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

Cheapest round-trip

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 6/16

6:00 am-11:31 am

1 stop5h 31m

Hilton Head Island

Tue 6/23

4:15 pm-10:28 pm

1 stop6h 13m

$237

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 6/16

6:06 am-3:32 pm

2 stops9h 26m

Hilton Head Island

Tue 6/23

4:15 pm-10:28 pm

1 stop6h 13m

$242
Quickest round-trip

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 6/6

12:10 pm-3:09 pm

Nonstop2h 59m

Hilton Head Island

Sat 6/13

3:39 pm-6:17 pm

Nonstop2h 38m

$251

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Thu 6/4

7:00 am-3:33 pm

2 stops8h 33m

Hilton Head Island

Thu 6/11

4:15 pm-10:28 pm

1 stop6h 13m

$259

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 6/13

12:10 pm-3:09 pm

Nonstop2h 59m

Hilton Head Island

Tue 6/16

11:40 am-3:55 pm

1 stop4h 15m

$261

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 5/30

8:47 am-11:46 am

Nonstop2h 59m

Hilton Head Island

Sat 6/6

3:39 pm-6:17 pm

Nonstop2h 38m

$270

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Thu 9/10

6:00 am-11:23 am

1 stop5h 23m

Hilton Head Island

Mon 9/14

4:00 pm-9:31 pm

1 stop5h 31m

$271

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 6/15

7:00 am-3:32 pm

2 stops8h 32m

Hilton Head Island

Thu 6/18

4:15 pm-11:27 pm

1 stop7h 12m

$276

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 6/13

12:10 pm-3:09 pm

Nonstop2h 59m

Hilton Head Island

Tue 6/16

5:21 pm-12:40 am

1 stop7h 19m

$280

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 7/4

11:41 am-2:26 pm

Nonstop2h 45m

Hilton Head Island

Wed 7/8

2:48 pm-8:10 pm

1 stop5h 22m

$281

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 typical price of a round-trip flight between Boston and Hilton Head Island?

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 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 $371 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 $199 on momondo.

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

No. A direct flight is the cheapest option for a flight between Boston to Hilton Head Island.

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

As of May 2026, prices for Boston to Hilton Head Island flights are approximately 27% more expensive 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

$194

Fastest flight time

2h 45m

Direct flights

Sun

Airports in Hilton Head Island

1 airport
The best flight deal from Boston to Hilton Head Island found on momondo in the last 72 hours is $194
The fastest flight from Boston to Hilton Head Island takes 2h 45m
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

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 2h 45m.

  • 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
7.1
2,976 reviews
Search JetBlue flights
DeltaPriceFrom $167Free CancellationRating
7.9
8,454 reviews
Search Delta flights
United AirlinesPriceFrom $183Free CancellationRating
7.4
9,694 reviews
Search United Airlines flights
American AirlinesPriceFrom $250Free CancellationRating
7.1
11,668 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

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