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$264 Cheap Flights from Boston (BOS) to Hilton Head Island (HHH)

Popular airlines from Logan International Airport (BOS) to Hilton Head Island Airport (HHH)

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

Prices were available within the past 7 days and start at $264 for one-way flights and $299 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
American Airlines
Delta
United
United
United
American Airlines
American Airlines
United
United

Alternative airports near Hilton Head Island

Prices were available within the past 7 days. Prices and availability are subject to change.

What you need to know for your flight from Logan Intl. to Hilton Head Island

Boston (BOS) to Hilton Head Island (HHH) at a glance

Explore a range of airlines offering flights from Boston (BOS) to Hilton Head Island (HHH) on this convenient domestic route. Evaluate various options from full-service carriers to find the best itinerary that aligns with your budget, travel schedule, and plans to enjoy the well-known attractions and neighborhoods of Hilton Head Island. Discover essential information for your flight from Boston Logan International Airport to Hilton Head Island Airport.

  • Fastest flight duration: around 2h 45m non-stop
  • Route distance: roughly 900 miles (1,450 km)
  • Flights per week: around 9 departures on average
  • Typical fares (one-way): economy tickets often range from $115–$365, depending on seasonality and how far ahead you book

Flights from Logan International Airport (BOS) to Hilton Head Island Airport (HHH)

According to recent traveler bookings, these are the top airlines flying from Boston to Hilton Head Island, favored for both non-stop and one-stop flights. Popular layover options include Charlotte-Douglas International Airport (CLT) with an approximately 1-hour 15-minute layover, Ronald Reagan Washington National Airport (DCA) also around 1 hour 15 minutes, and Newark Liberty International Airport (EWR) with a layover of about 1 hour 30 minutes. This selection allows you to balance price, total travel time, and cabin class to create the best travel itinerary.

  • American Airlines: This major carrier provides both non-stop and one-stop flights, covering around 84% of departures on this route. One-way tickets typically fall between $115 and $410, with an in-flight duration of approximately 3 hours and 45 minutes, leading to a total travel time of about 5 hours and 15 minutes.
  • United: United offers one-stop service and makes up roughly 10% of the flights on this route, with one-way fares generally ranging from $130 to $350. Passengers can expect about 3 hours and 45 minutes in the air, with a complete journey time of around 5 hours and 15 minutes, including layover time.
  • Delta: Delta, another full-service airline, provides one-stop flights and accounts for about 6% of departures on this route. Fares for one-way tickets usually range from $115 to $315, with an in-flight experience lasting around 3 hours and 45 minutes, resulting in a total travel time of approximately 5 hours and 15 minutes, including the layover.

Travelers flying from Boston to Hilton Head Island can enhance their experience by upgrading to first class with American Airlines, which provides premium service on this route.

Best time to fly from Boston (BOS) to Hilton Head Island (HHH)

The most popular months for travelers flying from Boston to Hilton Head Island are March, April, and July, when peak temperatures in Hilton Head Island reach up to 82°F in July. If you prefer quieter travel, consider January, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 52.3°F. For better deals, August usually offers the lowest average one-way fare around $160. Flight availability peaks in April and May, with approximately 11 flights per week, making it easier to find convenient departure times.

  • Cheapest time to fly: August usually offers good deals with average one-way fare around $160, roughly 23% cheaper than the yearly average.
  • Another budget-friendly time to fly: July typically offers an average one-way fare of around $175.
  • Most flight options: April and May have the highest number of flights from Boston to Hilton Head Island, with approximately 11 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January52.3°F (11.3°C)Low7$183
February55.6°F (13.1°C)Average8$197
March60.1°F (15.6°C)High9$240
April66.6°F (19.2°C)High11$263
May73.4°F (23.0°C)Average11$212
June79.7°F (26.5°C)Average10$191
July82.0°F (27.8°C)High9$175
August81.7°F (27.6°C)Average8$160
September78.3°F (25.7°C)Average9$191
October70.5°F (21.4°C)Average10$223
November61.3°F (16.3°C)Low7$235
December56.7°F (13.7°C)Low8$235

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative routes from Boston (BOS) to Hilton Head Island (HHH)

  • Boston to Savannah (BOS-SAV): Savannah - Hilton Head International Airport (SAV) is approximately 31 miles from Hilton Head Island Airport (HHH). On this route, one-way economy fares generally fall between $70 and $340, influenced by the season and how far in advance you book. Travelers can choose between non-stop and one-stop flights. Leading airlines operating on this route include JetBlue Airways (a budget-friendly option) and Delta, with first-class service also provided.
  • Boston to Charleston (BOS-CHS): Charleston International Airport (CHS) is located roughly 60 miles from Hilton Head Island Airport (HHH). One-way economy ticket prices for this route usually range from $65 to $335, varying based on the time of year and booking timing. Passengers can select from both non-stop and one-stop flight options. Major airlines for this route include Delta and JetBlue Airways (the low-cost carrier), with first-class service available as well.

How to find the best prices for flights from Boston (BOS) to Hilton Head Island (HHH)

Getting some of the best deals on flights from Boston to Hilton Head Island is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually found when booking 2-8 weeks in advance, which aligns with when most travelers make their reservations. Afternoon departures (12pm-6pm) often offer lower prices, although morning flights (5am-12pm) are the most popular. Additionally, flying on Tuesday tends to be cheaper, while Saturday remains the busiest travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Hilton Head Island hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Hilton Head Island Airport from Logan International Airport

Hilton Head Island welcomes travelers from Boston with a range of transport options based on price, convenience, and proximity. Here's how to reach Hilton Head Island efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Hilton Head Island, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from Hilton Head Island Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Hilton Head Island Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Hilton Head Island Airport, St Phillips Island Seaport, a seaport, is located about 6.4 miles away.

Frequently asked questions

How much does a flight from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH) cost?
You can find cheap one-way flights from $264 and cheap return flights from $299 Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH) with Expedia. One-way flights typically cost between $128 and $401, and return flights often range between $302 and $1135. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
January is the cheapest month to fly from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH), with average return fares around $263. This price is about 29% lower than the average throughout the year, as travel demand tends to dip after the holiday season. Other economical months to fly include February and August.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
Enter BOS to HHH and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
American Airlines is one of the cheapest airlines offering connecting flights from Boston (BOS) to Hilton Head Island (HHH), with round-trip tickets starting from around $664. This flight includes a layover in LaGuardia (LGA). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
To find a cheap flight from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
The best airline to fly with from Boston, MA (BOS) to Hilton Head Island, SC (HHH) will differ from traveler to traveler. If you like to fly early, American Airlines offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. American Airlines also offers the most daily flights from BOS to HHH, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
When flying from Boston, MA (BOS) to Hilton Head Island, SC (HHH), January and February are your best bets. With average return flight prices around $263, these months are quite economical. Although they are not the most popular months, they offer a peaceful getaway to the beautiful beaches of Hilton Head Island.*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from BOS to HHH. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
The most popular departure times for flights from Boston, MA (BOS) to Hilton Head Island, SC (HHH) are in the early morning, from 6am to 9am. About 46% of passengers prefer this time window. Many major carriers, including American Airlines, United Airlines and Delta Air Lines, offer flights during this window. This timing works well because it lets you arrive at your destination early and enjoy a full day of activities.
How long does it take to fly from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
A flight from BOS to HHH with a layover takes around 6 hours 50 minutes, with the route covering approximately 878 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
First class is available on flights from BOS to HHH. First class cabins are available on:

  • American Airlines
  • Delta Air Lines
  • United Airlines

How do I earn miles on a Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH) flight with Expedia?
It's easy to earn miles on a Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH) at the last minute?
Typically, booking a last minute flight from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH) flight and hotel package?
Securing a Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH) Hilton Head Island Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH)?
If you booked your Boston, MA (BOS-Logan Intl.) to Hilton Head Island, SC (HHH) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Logan Intl.
Destination airport
Hilton Head Island
Airlines serving
American Airlines, Delta, United
Roundtrip price
$299
Distance
878 mi
Average flight time
2 hours 51 mins

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*Flight schedules are subject to change.

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