What are the cheapest airlines flying from Boston to Hilton Head Island round-trip?

Currently priced at $254, United Airlines will fly you from Boston to Hilton Head Island and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Delta - these airlines can fly you to your destination from $259 and $275, respectively. These flights start at 44% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Boston to Hilton Head Island one-way?

The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $144. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Boston to Hilton Head Island for a low price.

What is the cheapest day to fly from Boston to Hilton Head Island?

Travelers seeking maximum savings on their Boston to Hilton Head Island flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

What are the cheapest flights from Boston to Hilton Head Island?

On average you can expect to pay $285 for a flight from Boston to Hilton Head Island. The cheapest flight overall is $267 while the most popular route, (Boston Logan Intl - Hilton Head Island) is currently priced at $251.

What are the most popular airlines that fly from Boston to Hilton Head Island?

Consider American Airlines, JetBlue or Delta when booking your flight. These represent the most popular airlines when flying from Boston to Hilton Head Island.

What is the cheapest day to fly round-trip from Boston to Hilton Head Island?

Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 46% on the overall cost on flights from Boston to Hilton Head Island.

How far in advance should I book a flight from Boston to Hilton Head Island?

To save on the cost of your flight from Boston to Hilton Head Island, book at least 36 days before your planned departure. Booking around this time can save you about 62% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $299 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $433.

What is the cheapest month to fly from Boston to Hilton Head Island?

Flights from Boston to Hilton Head Island lean towards being more expensive in December. Prices are generally better when you fly from Boston to Hilton Head Island in January, with the cheapest ticket starting at $207.

Can I find deals for flights from Boston to Hilton Head Island that include hotel bookings?

Yes. In addition to deals on Boston to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Boston to Hilton Head Island?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Hilton Head Island.

Can I find deals for business class flights from Boston to Hilton Head Island?

Yes. Cheapflights offers flight deals from Boston to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$144+ Flights from Boston to Hilton Head Island

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

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Cheapflights Tip: The best prices from Boston Logan Intl to Hilton Head Island are usually found in January or March, booked 35 days in advance, depart on a Tuesday or Friday and return on a Tuesday

Cheap flight deals from Boston to Hilton Head Island

Round-trip from	$254 (United Airlines)
One-way from	$144 (Delta)
Popular in	December
Cheapest in	January
Average price	$430
Good round-trip deal	$267 or less

From Boston Logan Intl to Hilton Head Island

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One-way flight from Boston Logan Intl to Hilton Head Island

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Highest demand for flights based on searches. 5% potential increase in price ($27 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Price to beat on a round-trip flight from Boston Logan Intl to Hilton Head Island.

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Find flight deals from Boston to Hilton Head Island

Cheapest flights from Boston to Hilton Head Island
Explore the most affordable flight options available from Boston to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Wed 10/2210:35 amBOS - HHH

1 stop6h 20mAmerican Airlines

Sat 10/253:02 pmHHH - BOS

1 stop6h 12mAmerican Airlines

Deal found 7/3

$251

Wed 7/166:00 amBOS - HHH

1 stop5h 23mDelta

Thu 7/243:58 pmHHH - BOS

1 stop6h 10mDelta

Deal found 7/2

$254

Wed 7/166:05 amBOS - HHH

1 stop5h 12mUnited Airlines

Wed 7/2312:02 pmHHH - BOS

1 stop5h 42mUnited Airlines

Deal found 7/2

$343

Best flights from Boston to Hilton Head Island
Discover carefully curated flight deals from Boston to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Wed 7/166:05 amBOS - HHH

1 stop5h 12mUnited Airlines

Wed 7/2312:02 pmHHH - BOS

1 stop4h 27mUnited Airlines

Deal found 7/2

$254

Sun 8/36:05 amBOS - HHH

1 stop4h 40mAmerican Airlines

Sat 8/93:41 pmHHH - BOS

Nonstop2h 35mAmerican Airlines

Deal found 7/1

$259

Mon 7/146:30 amBOS - HHH

1 stop4h 53mDelta

Thu 7/243:58 pmHHH - BOS

1 stop5h 34mDelta

Deal found 7/2

$275

Last-minute flights from Boston to Hilton Head Island
Discover last-minute flight deals from Boston to Hilton Head Island. Data last updated July 3, 2025 and is based on user searches.

Sat 7/125:15 amBOS - HHH

2 stops10h 03mDelta

Sun 7/1312:05 pmHHH - BOS

2 stops10h 03mDelta

Deal found 7/2

$1,269

Sun 7/136:05 amBOS - HHH

1 stop5h 12mUnited Airlines

Wed 7/2312:02 pmHHH - BOS

1 stop4h 27mUnited Airlines

Deal found 7/2

$345

Sun 7/135:36 amBOS - HHH

1 stop7h 39mAmerican Airlines

Sat 7/263:33 pmHHH - BOS

Nonstop2h 33mAmerican Airlines

Deal found 7/2

$354

Wed 7/166:00 amBOS - HHH

1 stop5h 23mDelta

Thu 7/243:58 pmHHH - BOS

1 stop6h 10mDelta

Deal found 7/2

$254

Wed 7/166:05 amBOS - HHH

1 stop5h 12mUnited Airlines

Wed 7/2312:02 pmHHH - BOS

1 stop5h 42mUnited Airlines

Deal found 7/2

$343

Sun 8/36:05 amBOS - HHH

1 stop4h 40mAmerican Airlines

Sat 8/93:41 pmHHH - BOS

Nonstop2h 35mAmerican Airlines

Deal found 7/1

$259

One-way flights from Boston to Hilton Head Island
Search for one-way flight options from Boston to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Thu 7/178:05 amBOS - HHH

1 stop7h 13mDelta

Deal found 7/2

$144

Tue 7/159:34 amBOS - HHH

2 stops7h 23mAmerican Airlines

Deal found 7/1

$149

Fri 7/116:05 amBOS - HHH

1 stop5h 12mUnited Airlines

Deal found 7/3

$164

Cheapflights Fare Finder

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

Wed 7/16

6:00 am-11:23 am

1 stop5h 23m

Hilton Head Island

Thu 7/24

3:58 pm-10:08 pm

1 stop6h 10m

$254

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sun 8/3

6:05 am-10:45 am

1 stop4h 40m

Hilton Head Island

Sat 8/9

3:41 pm-6:16 pm

Nonstop2h 35m

$259

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 7/16

6:05 am-11:17 am

1 stop5h 12m

Hilton Head Island

Wed 7/23

12:02 pm-5:44 pm

1 stop5h 42m

$343

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Thu 7/17

8:05 am-3:18 pm

1 stop7h 13m

$144

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Tue 7/15

9:34 am-4:57 pm

2 stops7h 23m

$149

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Fri 7/11

6:05 am-11:17 am

1 stop5h 12m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Best time to book a flight from Boston to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Boston with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Boston to Hilton Head Island

How far ahead should I book a flight from Boston to Hilton Head Island?

The best time to book flights from Boston to Hilton Head Island is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Boston to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Boston to Hilton Head Island (average of $275). Flying from Boston to Hilton Head Island in March is currently the most expensive (average of $479). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to HHH?

Unlike in the morning, when flights are generally more expensive, you can save up to 65% on flights from Boston to Hilton Head Island by exploring options for tickets in the afternoon.

How much does it cost to fly round-trip from Boston to Hilton Head Island?

Reviews of airlines servicing Hilton Head Island

Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Boston to Hilton Head Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,982 reviews

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

United Airlines

7.4

Good

8,861 reviews

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

What are the cheapest airlines flying from Boston to Hilton Head Island round-trip?
Currently priced at $254, United Airlines will fly you from Boston to Hilton Head Island and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Delta - these airlines can fly you to your destination from $259 and $275, respectively. These flights start at 44% lower than the current average price 3 months from now.
What are the cheapest airlines to fly from Boston to Hilton Head Island one-way?
The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $144. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Boston to Hilton Head Island for a low price.
What are the cheapest flights from Boston to Hilton Head Island?
On average you can expect to pay $285 for a flight from Boston to Hilton Head Island. The cheapest flight overall is $267 while the most popular route, (Boston Logan Intl - Hilton Head Island) is currently priced at $251.
Can I find deals for flights from Boston to Hilton Head Island that include hotel bookings?
Yes. In addition to deals on Boston to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Boston to Hilton Head Island?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Hilton Head Island.
Can I find deals for business class flights from Boston to Hilton Head Island?
Yes. Cheapflights offers flight deals from Boston to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Boston to Hilton Head Island?
Currently, January is the cheapest month in which you can book a flight from Boston to Hilton Head Island (average of $275). Flying from Boston to Hilton Head Island in March is currently the most expensive (average of $479). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Beaufort

Bluffton

Browse thousands of different options on Cheapflights for your next trip

Top 4 airlines flying from Boston to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest$133	Average$236	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$152	Average$427	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$267	Average$450	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$302	Average$670	FlexibilityNo cancel fee	On-time69%

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$144+ Cheap flights from Boston to Hilton Head Island (BOS - HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Boston to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Boston Logan Intl to Hilton Head Island are usually found in January or March, booked 35 days in advance, depart on a Tuesday or Friday and return on a Tuesday

Cheap flight deals from Boston to Hilton Head Island

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Find flight deals from Boston to Hilton Head Island

Cheapest flights from Boston to Hilton Head IslandExplore the most affordable flight options available from Boston to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Explore the most affordable flight options available from Boston to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Boston to Hilton Head Island that are best for you.

Best time to book a flight from Boston to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Boston with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Boston to Hilton Head Island

How far ahead should I book a flight from Boston to Hilton Head Island?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Hilton Head Island. Price data was last updated on June 27, 2025.

What is the cheapest month to book a flight from Boston to Hilton Head Island?

What is the cheapest time of day to fly from BOS to HHH?

Find hourly flight availability from Boston to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

How much does it cost to fly round-trip from Boston to Hilton Head Island?

Reviews of airlines servicing Hilton Head Island

Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Boston to Hilton Head Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Boston to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What are the cheapest airlines flying from Boston to Hilton Head Island round-trip?

What are the cheapest airlines to fly from Boston to Hilton Head Island one-way?

What are the cheapest flights from Boston to Hilton Head Island?

Can I find deals for flights from Boston to Hilton Head Island that include hotel bookings?

How can I find direct flights from Boston to Hilton Head Island?

Can I find deals for business class flights from Boston to Hilton Head Island?

What is the cheapest month to book a flight from Boston to Hilton Head Island?

Traveling to a place near Boston?

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Alternative routes for Boston to Hilton Head Island

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Top 4 airlines flying from Boston to Hilton Head Island

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Cheapest flights from Boston to Hilton Head Island
Explore the most affordable flight options available from Boston to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.