HHH - BOS

$284 Find Cheap Flights from Hilton Head Island to Boston - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$328
Typical prices: $291-$560
American Airlines
Sun 10/14Sun 10/21
HHH - BOS • 1 stop
Cheapest one-way
$284
Typical prices: $159-$293
American Airlines
Wed 12/12
HHH - BOS • 1 stop
When to travel
December
Cheapest • 42% price drop
May
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Charlotte Douglas (CLT)
Cheapest • Avg $409 (round-trip)
Newark (EWR)
Shortest trip • 5h 10m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Hilton Head Island to Boston (HHH-BOS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hilton Head Island to Boston

Wed, Oct 14 - Wed, Oct 21
American Airlines Logo
10:55 am - 4:54 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 59m1 stop Washington, D.C. Reagan-National
American Airlines Logo
10:15 am - 5:38 pmBOS  Boston Logan Intl-HHH Hilton Head Island
7h 23m1 stop Charlotte Douglas
$328American Airlines
Wed, Oct 14 - Wed, Oct 21
American Airlines Logo
10:55 am - 4:54 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 59m1 stop Washington, D.C. Reagan-National
American Airlines Logo
6:00 am - 10:25 amBOS  Boston Logan Intl-HHH Hilton Head Island
4h 25m1 stop Washington, D.C. Reagan-National
$333American Airlines
Wed, Oct 14 - Sun, Oct 18
American Airlines Logo
6:08 pm - 10:51 pmHHH  Hilton Head Island-BOS Boston Logan Intl
4h 43m1 stop Charlotte Douglas
American Airlines Logo
6:00 am - 10:25 amBOS  Boston Logan Intl-HHH Hilton Head Island
4h 25m1 stop Washington, D.C. Reagan-National
$333American Airlines
Tue, Oct 20 - Mon, Oct 26
American Airlines Logo
10:55 am - 4:54 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 59m1 stop Washington, D.C. Reagan-National
American Airlines Logo
8:02 am - 2:26 pmBOS  Boston Logan Intl-HHH Hilton Head Island
6h 24m1 stop Charlotte Douglas
$333American Airlines
Wed, Oct 7 - Wed, Oct 14
American Airlines Logo
10:55 am - 4:54 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 59m1 stop Washington, D.C. Reagan-National
American Airlines Logo
6:00 am - 10:25 amBOS  Boston Logan Intl-HHH Hilton Head Island
4h 25m1 stop Washington, D.C. Reagan-National
$333American Airlines
Tue, Oct 6 - Tue, Oct 13
American Airlines Logo
10:55 am - 4:54 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 59m1 stop Washington, D.C. Reagan-National
American Airlines Logo
6:00 am - 10:25 amBOS  Boston Logan Intl-HHH Hilton Head Island
4h 25m1 stop Washington, D.C. Reagan-National
$333American Airlines
Tue, Oct 27 - Tue, Nov 3
Delta Logo
4:13 pm - 11:20 pmHHH  Hilton Head Island-BOS Boston Logan Intl
7h 07m1 stop New York LaGuardia
Delta Logo
9:05 am - 3:30 pmBOS  Boston Logan Intl-HHH Hilton Head Island
6h 25m1 stop Atlanta Hartsfield-Jackson
$339Delta
Thu, Nov 5 - Sun, Nov 8
Delta Logo
4:13 pm - 10:24 pmHHH  Hilton Head Island-BOS Boston Logan Intl
6h 11m1 stop New York LaGuardia
Delta Logo
7:00 am - 11:43 amBOS  Boston Logan Intl-HHH Hilton Head Island
4h 43m1 stop New York LaGuardia
$339Delta
Thu, Nov 5 - Sun, Nov 8
American Airlines Logo
5:54 pm - 11:07 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 13m1 stop Charlotte Douglas
American Airlines Logo
10:12 am - 5:10 pmBOS  Boston Logan Intl-HHH Hilton Head Island
6h 58m1 stop Charlotte Douglas
$339American Airlines
Wed, Oct 14 - Wed, Oct 21
American Airlines Logo
10:55 am - 4:54 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 59m1 stop Washington, D.C. Reagan-National
American Airlines Logo
9:50 am - 5:38 pmBOS  Boston Logan Intl-HHH Hilton Head Island
7h 48m2 stops New York LaGuardia Charlotte Douglas
$340American Airlines
Booking Insights

Price, demand and travel trends for Hilton Head Island to Boston flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Hilton Head Island to Boston with more confidence.

How much is a round-trip flight from Hilton Head Island to Boston?

Round-trip flights from Hilton Head Island to Boston start at $328. Prices are typical for this route right now, with typical round-trip fares ranging from $291 to $560. The lowest price found in the past 5 days was $328 on American Airlines.

Find deals

Key details for Hilton Head Island to Boston flights

Low season

February

Cheapest flight

$284
Most popular time to fly with an average 21% increase in price.
Flight from Hilton Head Island to Boston

When to book flights from Hilton Head Island to Boston

Are your dates flexible? Find out the best times to travel from Hilton Head Island to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Hilton Head Island to Boston flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Hilton Head Island to Boston?

    Flights from Hilton Head Island to Boston usually depart from Hilton Head Island (HHH) and arrive at Boston Logan Intl (BOS).

  • What cabin classes can I book on flights from Hilton Head Island to Boston?

    Only Economy Class is available on flights from Hilton Head Island to Boston.

  • How much can I save by taking a layover when flying from Hilton Head Island to Boston?

    On this route, nonstop and layover fares are close on average, with nonstop at $423 round-trip and layover options via Charlotte Douglas (CLT) at $409.

  • Which airports do connecting flights from Hilton Head Island to Boston pass through?

    One-stop flights from Hilton Head Island to Boston most commonly connect through:

    • Charlotte Douglas (CLT) - 81% of one-stop connections
    • Newark (EWR) - 13% of one-stop connections
    • Washington, D.C. Reagan-National (DCA) - 6% of one-stop connections

    Charlotte Douglas (CLT) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Hilton Head Island to Boston?

    Yes. Being flexible with your travel dates can save you up to 34% on the Hilton Head Island to Boston route. Wednesday is the cheapest departure day at $388 round-trip on average, while Tuesday is the most expensive at $585, a difference of $197. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Boston?

    Some of the most popular sights in Boston are Fenway Park, TD Garden and Boston Common. These are among the most viewed places in Boston on KAYAK.

  • How long is a flight from Hilton Head Island to Boston?

    There are currently no nonstop flights available from Hilton Head Island to Boston. Flights with 1 layover take between 5h 01m and 5h 11m in total, depending on the connection.

  • Do I need a passport to fly from Hilton Head Island to Boston?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Hilton Head Island to Boston changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $328 to $1,015. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Hilton Head Island to Boston looking right now?

    One-way fares from Hilton Head Island to Boston are currently higher than usual. Average one-way flight prices are about $284, which is 33% above the typical average for this route.

  • How much time can I save by choosing a different layover airport from Hilton Head Island to Boston?

    Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 5h 01m, compared with 5h 10m via Newark (EWR) and 5h 11m via Washington, D.C. Reagan-National (DCA).

  • What car rental options are available at Boston Logan Intl Airport (BOS)?

    Boston Logan Intl Airport (BOS) hosts 5 major car rental companies, with daily rates starting from around $23 for economy cars. Top options include:
    • Dollar
    • Hertz
    • Budget
    • Thrifty
    • Sixt

  • How much should I expect to pay for a Hilton Head Island to Boston flight?

    Round-trip flights from Hilton Head Island to Boston range from $291 to $560, with an average of $428 over the past 12 months. Anything below $291 counts as a good deal.

Your guide to booking Hilton Head Island to Boston flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Tuesday. On this route, Wednesday flights average $388 - about $197 less than Tuesday (34% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Hilton Head Island to Boston trip for December. Fares historically average $250 round-trip in that month - typically $338 less than the most expensive month, which is April (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Charlotte Douglas Airport (CLT) can be cheaper than flying direct. The cheapest layover option averages $409 round-trip on this route - about $14 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Boston Logan Intl Airport.
    - Hilton Garden Inn Boston Logan Airport
    - Hilton Boston Logan Airport
    - Embassy Suites by Hilton Boston at Logan Airport

More options for your flight from Hilton Head Island to Boston

Complete your trip to Boston with a hotel stay or car rental

Car rentals in Boston
Hotels in Boston
Vacations in Boston