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Cheap flights from Boston to Hilton Head Island from $179

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 5/20. 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.
United Airlines Logo
7:00 am - 2:16 pm
BOS
-
HHH
7h 16m
1 stop
United Airlines Logo
3:05 pm - 9:59 pm
HHH
-
BOS
6h 54m
1 stop
$329United Airlines
Thu, Apr 16 - Tue, Apr 21
United Airlines Logo
10:05 am - 3:30 pm
BOS
-
HHH
5h 25m
1 stop
United Airlines Logo
4:11 pm - 9:54 pm
HHH
-
BOS
5h 43m
1 stop
$334United Airlines
Tue, Apr 7 - Tue, Apr 14
United Airlines Logo
5:45 am - 3:30 pm
BOS
-
HHH
9h 45m
2 stops
United Airlines Logo
4:11 pm - 9:54 pm
HHH
-
BOS
5h 43m
1 stop
$339United Airlines
Tue, Apr 7 - Tue, Apr 14
United Airlines Logo
5:45 am - 2:16 pm
BOS
-
HHH
8h 31m
2 stops
United Airlines Logo
4:11 pm - 11:59 pm
HHH
-
BOS
7h 48m
2 stops
$344United Airlines
Tue, Apr 7 - Tue, Apr 14
United Airlines Logo
10:00 am - 3:41 pm
BOS
-
HHH
5h 41m
1 stop
United Airlines Logo
3:08 pm - 11:59 pm
HHH
-
BOS
8h 51m
2 stops
$348United Airlines
Sat, May 9 - Wed, May 13
United Airlines Logo
8:30 am - 3:41 pm
BOS
-
HHH
7h 11m
1 stop
United Airlines Logo
4:39 pm - 11:59 pm
HHH
-
BOS
7h 20m
2 stops
$349United Airlines
Fri, May 8 - Tue, May 12
Delta Logo
5:10 pm - 3:20 pm
BOS
-
HHH
22h 10m
2 stops
Delta Logo
4:00 pm - 7:25 am
HHH
-
BOS
15h 25m
1 stop
$356Delta
Mon, Apr 20 - Thu, Apr 23
Delta Logo
6:00 am - 11:23 am
BOS
-
HHH
5h 23m
1 stop
Delta Logo
4:00 pm - 10:27 pm
HHH
-
BOS
6h 27m
1 stop
$357Delta
Thu, Sep 10 - Mon, Sep 14
Delta Logo
6:00 am - 3:20 pm
BOS
-
HHH
9h 20m
2 stops
Delta Logo
4:00 pm - 9:31 pm
HHH
-
BOS
5h 31m
1 stop
$362Delta
Thu, Sep 10 - Mon, Sep 14
Delta Logo
9:30 am - 3:20 pm
BOS
-
HHH
5h 50m
1 stop
Delta Logo
4:00 pm - 8:21 am
HHH
-
BOS
16h 21m
1 stop
$364Delta
Tue, Apr 28 - Thu, Apr 30

American Airlines flights from Boston to Hilton Head Island

Our best American Airlines deals on Boston to Hilton Head Island flight tickets
American Airlines
May 16
BOS8:00 amBoston Logan Intl
7h 40m
1 stop
HHH3:40 pmHilton Head Island
May 23
HHH12:16 pmHilton Head Island
2h 38m
BOS2:54 pmBoston Logan Intl
$429
American Airlines
Apr 22
BOS7:47 amBoston Logan Intl
6h 39m
1 stop
HHH2:26 pmHilton Head Island
Apr 22
HHH6:39 pmHilton Head Island
4h 28m
1 stop
BOS11:07 pmBoston Logan Intl
$437
American Airlines
May 6
BOS7:47 amBoston Logan Intl
4h 50m
1 stop
HHH12:37 pmHilton Head Island
May 11
HHH3:44 pmHilton Head Island
6h 50m
1 stop
BOS10:34 pmBoston Logan Intl
$438

United Airlines flights from Boston to Hilton Head Island

Our best United Airlines deals on Boston to Hilton Head Island flight tickets
United Airlines
Apr 16
BOS7:00 amBoston Logan Intl
7h 16m
1 stop
HHH2:16 pmHilton Head Island
Apr 21
HHH3:05 pmHilton Head Island
6h 54m
1 stop
BOS9:59 pmBoston Logan Intl
$329
United Airlines
Apr 7
BOS10:05 amBoston Logan Intl
5h 25m
1 stop
HHH3:30 pmHilton Head Island
Apr 14
HHH4:11 pmHilton Head Island
5h 43m
1 stop
BOS9:54 pmBoston Logan Intl
$334
United Airlines
Apr 7
BOS5:45 amBoston Logan Intl
9h 45m
2 stops
HHH3:30 pmHilton Head Island
Apr 14
HHH4:11 pmHilton Head Island
5h 43m
1 stop
BOS9:54 pmBoston Logan Intl
$339

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 March 24, 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

Thu 4/16

7:00 am-2:16 pm

1 stop7h 16m

Hilton Head Island

Tue 4/21

3:05 pm-9:59 pm

1 stop6h 54m

$329
Quickest round-trip

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 4/7

10:05 am-3:30 pm

1 stop5h 25m

Hilton Head Island

Tue 4/14

4:11 pm-9:54 pm

1 stop5h 43m

$334

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 4/7

5:45 am-3:30 pm

2 stops9h 45m

Hilton Head Island

Tue 4/14

4:11 pm-9:54 pm

1 stop5h 43m

$339

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 4/7

5:45 am-2:16 pm

2 stops8h 31m

Hilton Head Island

Tue 4/14

4:11 pm-11:59 pm

2 stops7h 48m

$344

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 5/9

10:00 am-3:41 pm

1 stop5h 41m

Hilton Head Island

Wed 5/13

3:08 pm-11:59 pm

2 stops8h 51m

$348

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Fri 5/8

8:30 am-3:41 pm

1 stop7h 11m

Hilton Head Island

Tue 5/12

4:39 pm-11:59 pm

2 stops7h 20m

$349

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 4/20

5:10 pm-3:20 pm

2 stops22h 10m

Hilton Head Island

Thu 4/23

4:00 pm-7:25 am

1 stop15h 25m

$356

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-10:27 pm

1 stop6h 27m

$357

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Thu 9/10

6:00 am-3:20 pm

2 stops9h 20m

Hilton Head Island

Mon 9/14

4:00 pm-9:31 pm

1 stop5h 31m

$362

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 4/28

9:30 am-3:20 pm

1 stop5h 50m

Hilton Head Island

Thu 4/30

4:00 pm-8:21 am

1 stop16h 21m

$364

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 22% 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 March 2026, prices for Boston to Hilton Head Island flights are approximately 4% 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

$383

Fastest flight time

2h 51m

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 $383
The fastest flight from Boston to Hilton Head Island takes 2h 51m
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 2h 51m.

  • 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
2,904 reviews
Search JetBlue flights
DeltaPriceFrom $167Free CancellationRating
7.9
8,321 reviews
Search Delta flights
United AirlinesPriceFrom $183Free CancellationRating
7.4
9,469 reviews
Search United Airlines flights
American AirlinesPriceFrom $258Free CancellationRating
7.1
11,491 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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