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Cheap flights from Boston to Hilton Head Island from $263

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 9/9. 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 Boston to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:09 am - 1:00 pmBOS  Boston Logan Intl-HHH Hilton Head Island
2h 51mnonstop
American Airlines Logo
2:15 pm - 6:40 pmHHH  Hilton Head Island-BOS Boston Logan Intl
4h 25m1 stop Charlotte Douglas
$309American Airlines
Sat, Sep 5 - Thu, Sep 10
American Airlines Logo
11:35 am - 4:38 pmBOS  Boston Logan Intl-HHH Hilton Head Island
5h 03m1 stop Charlotte Douglas
American Airlines Logo
1:30 pm - 4:11 pmHHH  Hilton Head Island-BOS Boston Logan Intl
2h 41mnonstop
$309American Airlines
Wed, Sep 2 - Sat, Sep 5
American Airlines Logo
10:09 am - 1:00 pmBOS  Boston Logan Intl-HHH Hilton Head Island
2h 51mnonstop
American Airlines Logo
1:30 pm - 4:11 pmHHH  Hilton Head Island-BOS Boston Logan Intl
2h 41mnonstop
$314American Airlines
Sat, Aug 29 - Sat, Sep 5
United Airlines Logo
7:38 am - 12:35 pmBOS  Boston Logan Intl-HHH Hilton Head Island
4h 57m1 stop Newark
United Airlines Logo
2:51 pm - 11:24 pmHHH  Hilton Head Island-BOS Boston Logan Intl
8h 33m1 stop Chicago O'Hare Intl
$319United Airlines
Wed, Oct 7 - Sat, Oct 10
United Airlines Logo
7:30 am - 1:05 pmBOS  Boston Logan Intl-HHH Hilton Head Island
5h 35m1 stop Newark
United Airlines Logo
2:48 pm - 11:30 pmHHH  Hilton Head Island-BOS Boston Logan Intl
8h 42m1 stop Chicago O'Hare Intl
$319United Airlines
Mon, Sep 7 - Mon, Sep 14
Delta Logo
7:00 am - 11:43 amBOS  Boston Logan Intl-HHH Hilton Head Island
4h 43m1 stop New York LaGuardia
Delta Logo
12:23 pm - 6:02 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 39m1 stop Atlanta Hartsfield-Jackson
$319Delta
Sat, Oct 24 - Tue, Oct 27
Delta Logo
7:55 am - 3:32 pmBOS  Boston Logan Intl-HHH Hilton Head Island
7h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:17 pm - 10:26 pmHHH  Hilton Head Island-BOS Boston Logan Intl
6h 09m1 stop New York LaGuardia
$319Delta
Sun, Sep 6 - Fri, Sep 11
American Airlines Logo
6:39 am - 12:20 pmBOS  Boston Logan Intl-HHH Hilton Head Island
5h 41m1 stop Charlotte Douglas
American Airlines Logo
3:29 pm - 10:22 pmHHH  Hilton Head Island-BOS Boston Logan Intl
6h 53m1 stop Charlotte Douglas
$319American Airlines
Wed, Feb 3 - Mon, Feb 8
United Airlines Logo
7:30 am - 1:05 pmBOS  Boston Logan Intl-HHH Hilton Head Island
5h 35m1 stop Newark
United Airlines Logo
2:48 pm - 11:34 pmHHH  Hilton Head Island-BOS Boston Logan Intl
8h 46m1 stop Chicago O'Hare Intl
$319United Airlines
Wed, Sep 2 - Sat, Sep 5
Delta Logo
7:00 am - 11:34 amBOS  Boston Logan Intl-HHH Hilton Head Island
4h 34m1 stop New York LaGuardia
Delta Logo
4:17 pm - 11:17 pmHHH  Hilton Head Island-BOS Boston Logan Intl
7h 00m1 stop New York LaGuardia
$319Delta
Sun, Sep 6 - Wed, Sep 9

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United Airlines flights from Boston to Hilton Head Island

Our best United Airlines deals on Boston to Hilton Head Island flight tickets
United Airlines
Aug 29
BOS6:00 amBoston Logan Intl
7h 05m
1 stop
HHH1:05 pmHilton Head Island
Sep 5
HHH2:48 pmHilton Head Island
8h 46m
1 stop
BOS11:34 pmBoston Logan Intl
$334
United Airlines
Sep 14
BOS7:46 amBoston Logan Intl
6h 17m
1 stop
HHH2:03 pmHilton Head Island
Sep 21
HHH2:48 pmHilton Head Island
8h 42m
1 stop
BOS11:30 pmBoston Logan Intl
$348
United Airlines
Sep 7
BOS5:45 amBoston Logan Intl
8h 18m
2 stops
HHH2:03 pmHilton Head Island
Sep 14
HHH2:48 pmHilton Head Island
9h 11m
2 stops
BOS11:59 pmBoston Logan Intl
$352

Delta flights from Boston to Hilton Head Island

Our best Delta deals on Boston to Hilton Head Island flight tickets
Delta
Sep 7
BOS7:00 amBoston Logan Intl
4h 34m
1 stop
HHH11:34 amHilton Head Island
Sep 12
HHH12:17 pmHilton Head Island
5h 43m
1 stop
BOS6:00 pmBoston Logan Intl
$319
Delta
Sep 10
BOS6:05 amBoston Logan Intl
9h 22m
2 stops
HHH3:27 pmHilton Head Island
Sep 14
HHH4:17 pmHilton Head Island
6h 09m
1 stop
BOS10:26 pmBoston Logan Intl
$324
Delta
Sep 9
BOS5:40 amBoston Logan Intl
9h 47m
2 stops
HHH3:27 pmHilton Head Island
Sep 16
HHH12:17 pmHilton Head Island
10h 09m
2 stops
BOS10:26 pmBoston Logan Intl
$329

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 August 15, 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 Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sat 9/5

10:09 am-1:00 pm

Nonstop2h 51m

Hilton Head Island

Thu 9/10

2:15 pm-6:40 pm

1 stop4h 25m

$309

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Wed 9/2

11:35 am-4:38 pm

1 stop5h 03m

Hilton Head Island

Sat 9/5

1:30 pm-4:11 pm

Nonstop2h 41m

$309
Quickest round-trip

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sat 8/29

10:09 am-1:00 pm

Nonstop2h 51m

Hilton Head Island

Sat 9/5

1:30 pm-4:11 pm

Nonstop2h 41m

$314

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Wed 10/7

7:38 am-12:35 pm

1 stop4h 57m

Hilton Head Island

Sat 10/10

2:51 pm-11:24 pm

1 stop8h 33m

$319

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Mon 9/7

7:30 am-1:05 pm

1 stop5h 35m

Hilton Head Island

Mon 9/14

2:48 pm-11:30 pm

1 stop8h 42m

$319

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sat 10/24

7:00 am-11:43 am

1 stop4h 43m

Hilton Head Island

Tue 10/27

12:23 pm-6:02 pm

1 stop5h 39m

$319

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sun 9/6

7:55 am-3:32 pm

1 stop7h 37m

Hilton Head Island

Fri 9/11

4:17 pm-10:26 pm

1 stop6h 09m

$319

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Wed 2/3

6:39 am-12:20 pm

1 stop5h 41m

Hilton Head Island

Mon 2/8

3:29 pm-10:22 pm

1 stop6h 53m

$319

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Wed 9/2

7:30 am-1:05 pm

1 stop5h 35m

Hilton Head Island

Sat 9/5

2:48 pm-11:34 pm

1 stop8h 46m

$319

BostonHilton Head Island

BOS Boston Logan Intl - HHH Hilton Head Island

BOSHHH

Boston Logan Intl

Sun 9/6

7:00 am-11:34 am

1 stop4h 34m

Hilton Head Island

Wed 9/9

4:17 pm-11:17 pm

1 stop7h 00m

$319

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 $338 to $521.
The lowest price recently found on this route was $309.

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 June to fly from Boston, when ticket prices are also cheap, with an average price of $314.

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 $398 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 $359 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?

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 August 2026, prices for Boston to Hilton Head Island flights are approximately 18% 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 46m

Direct flights

Sun

Airports in Hilton Head Island

1 airport
The fastest flight from Boston to Hilton Head Island takes 4h 46m
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 4h 46m.

  • 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
8,509 reviews
Search Delta flights
United AirlinesPriceFrom $183Free CancellationRating
7.4
10,113 reviews
Search United Airlines flights
JetBluePriceFrom $212Free CancellationRating
7.1
3,037 reviews
Search JetBlue flights
American AirlinesPriceFrom $251Free CancellationRating
7.1
11,939 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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