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Cheap flights from Boston to Hilton Head Island from $114

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 8/24. 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

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.
Delta Logo
8:00 am - 3:29 pm
BOS
-
HHH
7h 29m
1 stop
Delta Logo
4:18 pm - 11:30 pm
HHH
-
BOS
7h 12m
1 stop
$277Delta
Wed, Jul 29 - Wed, Aug 5
Delta Logo
5:30 am - 3:29 pm
BOS
-
HHH
9h 59m
2 stops
Delta Logo
4:18 pm - 9:47 pm
HHH
-
BOS
5h 29m
1 stop
$282Delta
Wed, Jul 29 - Wed, Aug 5
Delta Logo
7:55 am - 3:32 pm
BOS
-
HHH
7h 37m
1 stop
Delta Logo
4:18 pm - 9:39 pm
HHH
-
BOS
5h 21m
1 stop
$283Delta
Mon, Aug 24 - Mon, Aug 31
Delta Logo
5:30 am - 3:29 pm
BOS
-
HHH
9h 59m
2 stops
Delta Logo
12:15 pm - 9:47 pm
HHH
-
BOS
9h 32m
2 stops
$287Delta
Wed, Jul 29 - Wed, Aug 5
Delta Logo
7:55 am - 3:32 pm
BOS
-
HHH
7h 37m
1 stop
Delta Logo
12:15 pm - 8:45 pm
HHH
-
BOS
8h 30m
2 stops
$288Delta
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
10:09 am - 1:00 pm
BOS
-
HHH
2h 51mnonstop
American Airlines Logo
1:30 pm - 4:11 pm
HHH
-
BOS
2h 41mnonstop
$289American Airlines
Sat, Aug 29 - Sat, Sep 5
Delta Logo
5:30 am - 3:32 pm
BOS
-
HHH
10h 02m
2 stops
Delta Logo
12:15 pm - 9:39 pm
HHH
-
BOS
9h 24m
2 stops
$293Delta
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
10:09 am - 1:00 pm
BOS
-
HHH
2h 51mnonstop
American Airlines Logo
2:54 pm - 8:57 pm
HHH
-
BOS
6h 03m
1 stop
$299American Airlines
Sat, Aug 29 - Sat, Sep 5
United Airlines Logo
7:05 am - 2:03 pm
BOS
-
HHH
6h 58m
1 stop
United Airlines Logo
2:48 pm - 11:34 pm
HHH
-
BOS
8h 46m
1 stop
$309United Airlines
Thu, Aug 20 - Tue, Aug 25
Delta Logo
7:55 am - 3:32 pm
BOS
-
HHH
7h 37m
1 stop
Delta Logo
12:15 pm - 7:35 pm
HHH
-
BOS
7h 20m
1 stop
$313Delta
Mon, Aug 31 - Sat, Sep 5

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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 20
BOS7:05 amBoston Logan Intl
6h 58m
1 stop
HHH2:03 pmHilton Head Island
Aug 25
HHH2:48 pmHilton Head Island
8h 46m
1 stop
BOS11:34 pmBoston Logan Intl
$309
United Airlines
Aug 10
BOS8:00 amBoston Logan Intl
4h 58m
1 stop
HHH12:58 pmHilton Head Island
Aug 14
HHH2:58 pmHilton Head Island
8h 36m
1 stop
BOS11:34 pmBoston Logan Intl
$349
United Airlines
Jul 14
BOS5:45 amBoston Logan Intl
8h 36m
2 stops
HHH2:21 pmHilton Head Island
Jul 21
HHH3:05 pmHilton Head Island
8h 54m
2 stops
BOS11:59 pmBoston Logan Intl
$356

Delta flights from Boston to Hilton Head Island

Our best Delta deals on Boston to Hilton Head Island flight tickets
Delta
Jul 29
BOS8:00 amBoston Logan Intl
7h 29m
1 stop
HHH3:29 pmHilton Head Island
Aug 5
HHH4:18 pmHilton Head Island
7h 12m
1 stop
BOS11:30 pmBoston Logan Intl
$277
Delta
Jul 29
BOS5:30 amBoston Logan Intl
9h 59m
2 stops
HHH3:29 pmHilton Head Island
Aug 5
HHH4:18 pmHilton Head Island
5h 29m
1 stop
BOS9:47 pmBoston Logan Intl
$282
Delta
Aug 24
BOS7:55 amBoston Logan Intl
7h 37m
1 stop
HHH3:32 pmHilton Head Island
Aug 31
HHH4:18 pmHilton Head Island
5h 21m
1 stop
BOS9:39 pmBoston Logan Intl
$283

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 June 28, 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

Wed 7/29

8:00 am-3:29 pm

1 stop7h 29m

Hilton Head Island

Wed 8/5

4:18 pm-11:30 pm

1 stop7h 12m

$277

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 7/29

5:30 am-3:29 pm

2 stops9h 59m

Hilton Head Island

Wed 8/5

4:18 pm-9:47 pm

1 stop5h 29m

$282

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 8/24

7:55 am-3:32 pm

1 stop7h 37m

Hilton Head Island

Mon 8/31

4:18 pm-9:39 pm

1 stop5h 21m

$283

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 7/29

5:30 am-3:29 pm

2 stops9h 59m

Hilton Head Island

Wed 8/5

12:15 pm-9:47 pm

2 stops9h 32m

$287

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 8/24

7:55 am-3:32 pm

1 stop7h 37m

Hilton Head Island

Mon 8/31

12:15 pm-8:45 pm

2 stops8h 30m

$288
Quickest round-trip

BostonHilton Head Island

BOS - HHH

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

$289

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 8/24

5:30 am-3:32 pm

2 stops10h 02m

Hilton Head Island

Mon 8/31

12:15 pm-9:39 pm

2 stops9h 24m

$293

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 8/29

10:09 am-1:00 pm

Nonstop2h 51m

Hilton Head Island

Sat 9/5

2:54 pm-8:57 pm

1 stop6h 03m

$299

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Thu 8/20

7:05 am-2:03 pm

1 stop6h 58m

Hilton Head Island

Tue 8/25

2:48 pm-11:34 pm

1 stop8h 46m

$309

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 8/31

7:55 am-3:32 pm

1 stop7h 37m

Hilton Head Island

Sat 9/5

12:15 pm-7:35 pm

1 stop7h 20m

$313

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 $310.

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 $380 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 $348 on momondo.

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

There is only 1 cabin class 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 June 2026, prices for Boston to Hilton Head Island flights are approximately 49% 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

$299

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 $299
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

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 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
DeltaPriceFrom $148Free CancellationRating
7.8
8,455 reviews
Search Delta flights
United AirlinesPriceFrom $183Free CancellationRating
7.4
9,900 reviews
Search United Airlines flights
JetBluePriceFrom $212Free CancellationRating
7.1
3,014 reviews
Search JetBlue flights
American AirlinesPriceFrom $250Free CancellationRating
7.1
11,779 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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