Cheap Flights from Boston Logan International to Hilton Head

Compare Boston Logan International to Hilton Head flight deals

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Flight deals from Boston Logan International to Hilton Head

Looking for a cheap last-minute deal or the best return flight from Boston Logan International to Hilton Head? Find the lowest prices on one-way and return tickets right here.

Hilton Head Island.$530 per passenger.Departing Wed, 6 May, returning Tue, 12 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Boston Logan International on Wed, 6 May, arriving in Hilton Head.Inbound indirect flight with Delta, departs from Hilton Head on Tue, 12 May, arriving in Boston Logan International.Price includes taxes and charges.From $530, select.

Hilton Head Island.$609 per passenger.Departing Fri, 12 Jun, returning Mon, 15 Jun.Return flight with United.Outbound indirect flight with United, departs from Boston Logan International on Fri, 12 Jun, arriving in Hilton Head.Inbound indirect flight with United, departs from Hilton Head on Mon, 15 Jun, arriving in Boston Logan International.Price includes taxes and charges.From $609, select.

Hilton Head Island.$867 per passenger.Departing Sun, 26 Apr, returning Tue, 28 Apr.Return flight with United.Outbound indirect flight with United, departs from Boston Logan International on Sun, 26 Apr, arriving in Hilton Head.Inbound indirect flight with United, departs from Hilton Head on Tue, 28 Apr, arriving in Boston Logan International.Price includes taxes and charges.From $867, select.

Hilton Head Island.$964 per passenger.Departing Thu, 2 Jul, returning Tue, 7 Jul.Return flight with Delta.Outbound indirect flight with Delta, departs from Boston Logan International on Thu, 2 Jul, arriving in Hilton Head.Inbound indirect flight with Delta, departs from Hilton Head on Tue, 7 Jul, arriving in Boston Logan International.Price includes taxes and charges.From $964, select.

Hilton Head Island.$1,136 per passenger.Departing Sat, 15 Aug, returning Sat, 22 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Boston Logan International on Sat, 15 Aug, arriving in Hilton Head.Inbound indirect flight with Delta, departs from Hilton Head on Sat, 22 Aug, arriving in Boston Logan International.Price includes taxes and charges.From $1,136, select.

Hilton Head Island.$1,291 per passenger.Departing Sat, 25 Apr, returning Sat, 2 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Boston Logan International on Sat, 25 Apr, arriving in Hilton Head.Inbound indirect flight with Delta, departs from Hilton Head on Sat, 2 May, arriving in Boston Logan International.Price includes taxes and charges.From $1,291, select.

Hilton Head Island.$3,417 per passenger.Departing Sat, 28 Mar, returning Fri, 3 Apr.Return flight with United.Outbound indirect flight with United, departs from Boston Logan International on Sat, 28 Mar, arriving in Hilton Head.Inbound indirect flight with United, departs from Hilton Head on Fri, 3 Apr, arriving in Boston Logan International.Price includes taxes and charges.From $3,417, select.

Find the cheapest month to fly from Boston Logan International to Hilton Head

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Boston Logan International to Hilton Head flights are currently cheapest in May.

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Direct flights from Boston Logan International to Hilton Head

Boston Logan International to Hilton Head: Alternative routes

Compare routes from Boston Logan International to Hilton Head Island below. You may find an airport to fly into that's cheaper, faster, or easier than Hilton Head.

Hilton Head

7km from central Hilton Head Island

Closest

from $530

Search flights

Savannah / Hilton Head

43km from central Hilton Head Island

Cheapest

from $312

Search flights

Boston to Hilton Head Island: Flight information

The things to know before you go.

Cheapest flight found	$530
Cheapest month to fly	May
Average flight time	2 hrs, 46 mins
Most popular airline	Republic Airways
Average flights per week	2

Finding cheap flights from Boston Logan International to Hilton Head: Frequently asked questions

How much are return flights from Boston Logan International to Hilton Head?

The best price we found for a return flight from Boston Logan International to Hilton Head is $530. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Boston Logan International to Hilton Head?

2 hours and 46 minutes is the average flight time from Boston Logan International to Hilton Head.

Which airlines fly direct from Boston Logan International to Hilton Head?

Republic Airways and American Airlines fly direct from Boston Logan International to Hilton Head.

How many flights are there a week from Boston Logan International to Hilton Head?

As of February 2026, there are 2 flights per week flying from Boston Logan International to Hilton Head.

When is the cheapest time to fly from Boston Logan International to Hilton Head?

The cheapest month to fly from Boston Logan International to Hilton Head is usually May.

Which upcoming date is cheapest to fly from Boston Logan International Airport to Hilton Head Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Boston Logan International Airport to Hilton Head Airport on Wednesday, 6 May 2026.

Can I get a direct flight from Boston Logan International Airport to Hilton Head Airport?

Yes – the average flight time is 2 hours and 46 minutes.

How can I find the best flight deal to Hilton Head?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Hilton Head but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Hilton Head Island?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Hilton Head Island is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Boston Logan International Airport to Hilton Head with?

Currently, Delta offers the cheapest flight tickets to Hilton Head.

Flying from Logan International Airport (BOS) to Hilton Head Airport (HHH): what you need to know

The average duration of a direct flight from Logan International Airport to Hilton Head Airport is 2 hours 45 minutes.
Leave enough time to catch your BOS to HHH flight. As a general rule, arrive at least two hours before international departures and an hour ahead for domestic flights.
You'll likely experience longer lines during popular months like August. Arriving up to four hours in advance for international flights and two hours for domestic departures will help ensure a smooth travel experience.
American Airlines is your ticket to exploring Hilton Head (and maybe even some other exciting corners of United States!). Browse the direct flights from Logan International Airport to Hilton Head Airport offered by this carrier.
The majority of passengers choose to travel with American Airlines on this route.
Think about adding a stopover when booking your ticket from Logan International Airport to Hilton Head Airport. Just deselect 'Direct flights only' to break up your journey, or visit a new city along the way. Check out these options between BOS and HHH:
- LaGuardia Airport
- Charlotte Douglas International Airport
- Newark Liberty International Airport

How to find the cheapest flights from Logan International Airport (BOS) to Hilton Head Airport (HHH)

The cheapest price we've found for a one-way Logan International Airport to Hilton Head Airport flight is $414. A round-trip plane ticket right now is $530. Depending on the availability and when you book, these fares may change.
Get cheap tickets from BOS to HHH by booking at least six months ahead. According to our research, that's the sweet spot for bagging a bargain.
Plan your trip for May. That's the cheapest month for flights from Logan International Airport to Hilton Head Airport. If you have flexibility with your dates, use the 'Whole month' tool to find the cheapest price across each month.
There's no need to check every day to find out if fares have gone down when you set up a Price Alert. We'll let you know the moment a special offer becomes available on cheap flights from BOS to HHH.
Tailor your trip using filters. Pick your ideal arrival and departure times, total journey duration and airlines. You can also sort the results by 'Best,' 'Fastest' or 'Cheapest' flights from Logan International Airport to Hilton Head Airport.

Handy information about Logan International Airport (BOS)

BOS's address is One Harborside Drive.
73.94% of flights leaving from Logan International Airport land at their destination on schedule.
Central Boston to Logan International Airport is approximately 5 kilometres. Depending on traffic, it'll take about 10 minutes to get there if you're driving, catching a cab or ride-sharing.
Planning to catch public transport? Expect a trip time of around 25 minutes.
Get your journey off to a stress-free start by staying near BOS. Whether you've booked an early flight from Logan International Airport to Hilton Head Airport or just don't like being rushed, these stays are the answer:

Arriving at Hilton Head Airport (HHH)

The last thing you want is a lengthy journey to your hotel if you're landing late on a Logan International Airport to Hilton Head Airport flight. Reserve one of these accommodation options near HHH instead:
Fast-track your adventure by picking up a Hilton Head Airport rental car. Grab a set of wheels from Enterprise, Budget or Avis and experience the lesser-explored corners of Hilton Head and beyond.
To secure the best deal, reserve your ride from Hilton Head Airport at least a couple of weeks ahead. Prices typically go up as your departure date approaches.

Getting from Hilton Head Airport (HHH) to central Hilton Head

The street address for HHH is 120 Beach City Road.
Hilton Head Airport is approximately 6 kilometres from central Hilton Head. The drive time takes around 10 minutes.

When to fly to Hilton Head Airport (HHH)

The quietest month for a flight from Logan International Airport to Hilton Head Airport is January, while July is the most popular. Pick the best time to go to Hilton Head based on whether you prefer a more relaxed vibe or a faster pace.
Lock in your flight from Logan International Airport to Hilton Head Airport for July if you'd like to explore Hilton Head during its warmest month. Expect temperatures of between 24ºC and 32ºC.
If you'd rather travel in cooler conditions, search for a cheap ticket from BOS to HHH in January. Average temperatures are between 4ºC and 18ºC then.

Explore more of United States

Hilton Head has plenty going for it, but there are so many other parts of United States waiting to be explored. Around 225 kilometres south-west of Hilton Head, a trip to Jacksonville will keep you on the go. Check out popular attractions like Jacksonville Zoo and Gardens, The Cummer Museum of Art & Gardens and Friendship Fountain.
Around 338 kilometres north of Hilton Head, Charlotte is another essential stop in United States. Experience major highlights starting with NASCAR Hall of Fame, Freedom Park and Carolinas Aviation Museum.