BOS - HHH

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

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$321
Typical prices: $317-$540
American Airlines
Sat 11/3Sun 11/11
BOS - HHH • 1 stop
Cheapest one-way
$284
Typical prices: $164-$349
American Airlines
Tue 12/25
BOS - HHH • 1 stop
When to book
in advance
Our data shows that travelers who book at least 10 weeks in advance save around 30% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 22% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $325 (round-trip)
Shortest trip • 4h 59m (one-way)
Insights
Insights
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Flight Deals

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

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

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

Tue, Nov 3 - Wed, Nov 11
American Airlines Logo
7:15 am - 11:53 amBOS  Boston Logan Intl-HHH Hilton Head Island
4h 38m1 stop Charlotte Douglas
American Airlines Logo
12:25 pm - 7:10 pmHHH  Hilton Head Island-BOS Boston Logan Intl
6h 45m1 stop Charlotte Douglas
$321American Airlines
Sat, Jan 23 - Sat, Jan 30
American Airlines Logo
9:11 am - 4:36 pmBOS  Boston Logan Intl-HHH Hilton Head Island
7h 25m1 stop Charlotte Douglas
American Airlines Logo
1:20 pm - 8:10 pmHHH  Hilton Head Island-BOS Boston Logan Intl
6h 50m1 stop Charlotte Douglas
$321American Airlines
Thu, Nov 12 - Tue, Nov 17
American Airlines Logo
10:12 am - 5:10 pmBOS  Boston Logan Intl-HHH Hilton Head Island
6h 58m1 stop Charlotte Douglas
American Airlines Logo
4:17 pm - 9:50 pmHHH  Hilton Head Island-BOS Boston Logan Intl
5h 33m1 stop Charlotte Douglas
$330American Airlines
Sun, Oct 18 - Sat, Oct 24
United Airlines Logo
6:00 am - 12:35 pmBOS  Boston Logan Intl-HHH Hilton Head Island
6h 35m1 stop Newark
United Airlines Logo
2:51 pm - 9:59 pmHHH  Hilton Head Island-BOS Boston Logan Intl
7h 08m1 stop Chicago O'Hare Intl
$339United Airlines
Sun, Nov 22 - Sun, Jan 10
American Airlines Logo
5:40 am - 10:36 amBOS  Boston Logan Intl-HHH Hilton Head Island
4h 56m1 stop Charlotte Douglas
American Airlines Logo
12:37 pm - 7:06 pmHHH  Hilton Head Island-BOS Boston Logan Intl
6h 29m1 stop Charlotte Douglas
$339American Airlines
Sun, Oct 18 - Sat, Oct 24
United Airlines Logo
6:00 am - 12:35 pmBOS  Boston Logan Intl-HHH Hilton Head Island
6h 35m1 stop Newark
United Airlines Logo
2:51 pm - 11:59 pmHHH  Hilton Head Island-BOS Boston Logan Intl
9h 08m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
$344United Airlines
Wed, Oct 7 - Wed, Oct 14
Delta Logo
6:00 am - 3:30 pmBOS  Boston Logan Intl-HHH Hilton Head Island
9h 30m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson
Delta Logo
4:13 pm - 10:24 pmHHH  Hilton Head Island-BOS Boston Logan Intl
6h 11m1 stop New York LaGuardia
$359Delta
Wed, Oct 7 - Thu, Oct 15
Delta Logo
6:00 am - 3:30 pmBOS  Boston Logan Intl-HHH Hilton Head Island
9h 30m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson
Delta Logo
4:13 pm - 10:24 pmHHH  Hilton Head Island-BOS Boston Logan Intl
6h 11m1 stop New York LaGuardia
$359Delta
Thu, Oct 15 - Wed, Oct 21
Delta Logo
9:05 am - 3:30 pmBOS  Boston Logan Intl-HHH Hilton Head Island
6h 25m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:13 pm - 10:24 pmHHH  Hilton Head Island-BOS Boston Logan Intl
6h 11m1 stop New York LaGuardia
$419Delta
Tue, Oct 20 - Sat, Oct 24
United Airlines Logo
6:00 am - 12:35 pmBOS  Boston Logan Intl-HHH Hilton Head Island
6h 35m1 stop Newark
United Airlines Logo
2:51 pm - 9:59 pmHHH  Hilton Head Island-BOS Boston Logan Intl
7h 08m1 stop Chicago O'Hare Intl
$439United Airlines
Booking Insights

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

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

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

Round-trip flights from Boston to Hilton Head Island typically range from $317 to $540. The lowest price found in the past 5 days was $321, on American Airlines.

What's the cheapest day of the week to fly from Boston to Hilton Head Island?

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Boston to Hilton Head Island. It’s 11% cheaper than the average day, while Thursday is the most expensive, with prices 31% higher.

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

•November is the cheapest month to fly from Boston to Hilton Head Island at $310 round-trip.
•April ($582) and October ($527) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 87% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

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

Flights from Boston to Hilton Head Island are cheapest 10 weeks before departure. Booking in this window typically costs about 30% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Boston to Hilton Head Island flights

Low season

December

Cheapest flight

$284
Beat the crowds with an average 61% drop in travelers.
The most popular month to fly with an average 152% increase in travelers.
One-way flight from Boston to Hilton Head Island

When to book flights from Boston to Hilton Head Island

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

Your Boston to Hilton Head Island flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

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

    Two cabin classes are available on flights from Boston to Hilton Head Island:

    • Economy Class
    • First Class

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

    There are currently no nonstop flights available from Boston to Hilton Head Island. Flights with 1 layover take between 4h 57m and 8h 34m in total, depending on the connection.

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

    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.

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

    Round-trip flights from Boston to Hilton Head Island range from $317 to $540, with an average of $397 over the past 12 months. Anything below $317 counts as a good deal.

  • How expensive are last-minute Boston to Hilton Head Island flights?

    Last-minute fares on this route (booked within two weeks of departure) run 11% above the $397 route average. Book 10 weeks before departure for the lowest fares.

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

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $325 round-trip via New York LaGuardia (LGA), compared to $383 for nonstop.

  • What is the standard checked-bag allowance on flights from Boston to Hilton Head Island?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $50–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Boston to Hilton Head Island?

    The Embraer 175 family is used most often on this route, operated mainly by American Airlines and Delta. Other aircraft seen on the route include Airbus A220-300 variants.

  • Have flight prices from Boston to Hilton Head Island 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 $321 to $1,939. That means the highest observed fare was about 6x higher than the lowest one.

  • Which airlines offer Wi-Fi on Boston to Hilton Head Island flights?

    American Airlines is the only airline on the Boston to Hilton Head Island route offering in-flight Wi-Fi. Pricing depends on fare class.

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

    One-way fares from Boston to Hilton Head Island are currently higher than usual. Average one-way flight prices are about $284, which is 11% above the typical average for this route.

  • What car rental options are available at Hilton Head Island Airport (HHH)?

    Hilton Head Island Airport (HHH) hosts 5 major car rental companies, with daily rates starting from around $29 for economy cars. Top options include:

    • Budget
    • Thrifty
    • Alamo
    • Avis
    • Enterprise Rent-A-Car

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

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

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

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

    • Charlotte Douglas (CLT) - 67% of one-stop connections
    • Washington, D.C. Reagan-National (DCA) - 18% of one-stop connections
    • Newark (EWR) - 8% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 3% of one-stop connections

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

    Yes. Flexible dates can save you up to 32% on flights from Boston to Hilton Head Island. Monday is the cheapest departure day at $355 round-trip on average, while Thursday is the most expensive at $521, a difference of $166.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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

    Flying via New York LaGuardia (LGA) gives the shortest average 1-stop total travel time at 4h 57m, compared with 4h 59m via Charlotte Douglas (CLT) and 5h 11m via Newark (EWR).

  • Which airlines offer extra legroom and free seat selection on Boston to Hilton Head Island flights?

    Among airlines operating Boston to Hilton Head Island flights:

    • American Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Boston to Hilton Head Island flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in First Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

  • Are there lounges at Boston Logan International Airport?

    There are lounges in the airport that you can access regardless of the class of service you are flying. Air France Lounge is in Terminal E at the airside around gate 4. Admirals Club by American Airlines is located in terminal B, at the airside near gate B4. If you are in Terminal B, visit the United club situated at the airside on Level 3 near gate 24. The lounge in Terminal C and The Club in Terminal E are other lounge options.

  • Are there pet relief areas at the airport?

    Boston Airport has a pet relief area if you travel with your furry friend. Use the pet relief area in Terminal E across from gate E7. Hilton Head International Airport has two outdoor relief areas at the baggage claim area's south and north ends.

  • Can I get assistance at Boston Logan International Airport?

    If you have any concerns or questions, you need not stress. Visit the Boston Logan Airport information booth. The public service booths are located near the baggage claim area at the arrivals of every Terminal.

  • How can I get downtown from Hilton Head Airport?

    The means of transport you choose will determine how much you are likely to spend. If you are late for your appointment, use a taxi as a transfer mode. However, if you are on a budget, use a bus as a public means of transport.

Your guide to booking Boston to Hilton Head Island flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Thursday. On this route, Monday flights average $355, about $166 less than Thursday fares (32% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 10 weeks before you fly. On this route, that window historically saves about 30% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Boston to Hilton Head Island trip for November. Fares historically average $310 round-trip in that month - typically $272 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 New York LaGuardia Airport (LGA) can be cheaper than flying direct. The cheapest layover option averages $325 round-trip on this route - about $58 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 Hilton Head Island Airport.

    • Hampton Inn Hilton Head
    • Simple Rewards Inn
    • Marriott's Barony Beach Club
  • Spend your night at Boston Logan International Airport (BOS) if you have an early flight. At the airport, you can book your room at Hilton Boston Logan Airport, connected by a sky bridge to Terminals A and E. There are nearby hotels with free airport shuttle service. Hyatt Regency Boston Harbor, Courtyard by Marriott Boston Logan Airport, Comfort Inn & Suites, and Embassy Suites by Hilton Boston at Logan Airport are some of the recommended hotels.
  • Boston International Airport has shower facilities for travelers who would love to freshen up before their flight. Admirals Club by American Airlines has a shower facility. The lounge is located in Terminal B at the airside near gate B4. United Club in Terminal B, at the airside near gate 24, is another option.
  • Two major airports serve the Boston region. Rhode Island T.F. Green International Airport (PVD) is 48 miles away, while Boston Logan International Airport is 1 mile away from the city center. PVD airport always has short security lines and cheaper flights than BOS, with long security lines and insane traffic. However, Boston-Logan has better amenities and several flight options.
  • If you lose your property at Hilton Head Airport (HHH), you need not worry. If you lose your items at the Terminal, visit the baggage claim area. For items lost at the security checkpoint, visit the security department. If you forget your items on board, contact your airline. Alternatively, you can call the Lost and Found department directly or complete the online form indicating the type of item lost, the date, and the place you last traced the item.
  • Boston Logan has eight designated baby care facilities for mothers traveling with their toddlers. If you are in Terminal A, use the rooms at the landside and the airside. Alternatively, use the Mamava Suites in Terminals B, C, and E. These suites offer changing tables, chairs, a power outlet, and sinks.

More options for your flight from Boston to Hilton Head Island

Complete your trip to Hilton Head Island with a hotel stay or car rental