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$279 Cheap Flights from Detroit (DTW) to Hilton Head Island (HHH)

View $279 flight on Sat, Sep 19, 2026Opens in a new window

Popular airlines from Detroit Metropolitan Wayne County Airport (DTW) to Hilton Head Island Airport (HHH)

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Cheap Flights from Detroit to Hilton Head Island (DTW-HHH)

Prices were available within the past 7 days and start at $279 for one-way flights and $319 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, Oct 17 - Sat, Oct 24
DTW
Detroit
HHH
Hilton Head Island
$319 Roundtrip, found 9 hours ago
$319
Roundtrip
found 9 hours ago
Select United flight, departing Sat, Oct 17 from Detroit to Hilton Head Island, returning Sat, Oct 24, priced at $319 found 9 hours ago
United
Tue, Sep 29 - Tue, Oct 6
DTW
Detroit
HHH
Hilton Head Island
$324 Roundtrip, found 15 hours ago
$324
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Sep 29 from Detroit to Hilton Head Island, returning Tue, Oct 6, priced at $324 found 15 hours ago
United
Wed, Sep 2 - Sun, Sep 6
DTW
Detroit
HHH
Hilton Head Island
$334 Roundtrip, found 15 hours ago
$334
Roundtrip
found 15 hours ago
Select United flight, departing Wed, Sep 2 from Detroit to Hilton Head Island, returning Sun, Sep 6, priced at $334 found 15 hours ago
United
Thu, Aug 27 - Mon, Aug 31
DTW
Detroit
HHH
Hilton Head Island
$349 Roundtrip, found 22 hours ago
$349
Roundtrip
found 22 hours ago
Select United flight, departing Thu, Aug 27 from Detroit to Hilton Head Island, returning Mon, Aug 31, priced at $349 found 22 hours ago
American Airlines
Sat, Sep 26 - Sat, Oct 3
DTW
Detroit
HHH
Hilton Head Island
$353 Roundtrip, found 3 hours ago
$353
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Sep 26 from Detroit to Hilton Head Island, returning Sat, Oct 3, priced at $353 found 3 hours ago
Delta
Tue, Sep 29 - Tue, Oct 6
DTW
Detroit
HHH
Hilton Head Island
$353 Roundtrip, found 15 hours ago
$353
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Sep 29 from Detroit to Hilton Head Island, returning Tue, Oct 6, priced at $353 found 15 hours ago
American Airlines
Sat, Oct 17 - Sat, Oct 24
DTW
Detroit
HHH
Hilton Head Island
$357 Roundtrip, found 9 hours ago
$357
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sat, Oct 17 from Detroit to Hilton Head Island, returning Sat, Oct 24, priced at $357 found 9 hours ago
American Airlines
Thu, Jan 21 - Sun, Jan 24
DTW
Detroit
HHH
Hilton Head Island
$361 Roundtrip, found 7 hours ago
$361
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Jan 21 from Detroit to Hilton Head Island, returning Sun, Jan 24, priced at $361 found 7 hours ago
Delta
Tue, Sep 29 - Tue, Oct 6
DTW
Detroit
HHH
Hilton Head Island
$375 Roundtrip, found 15 hours ago
$375
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Sep 29 from Detroit to Hilton Head Island, returning Tue, Oct 6, priced at $375 found 15 hours ago
United
Fri, Sep 11 - Wed, Sep 16
DTW
Detroit
HHH
Hilton Head Island
$377 Roundtrip, found 1 day ago
$377
Roundtrip
found 1 day ago
Select United flight, departing Fri, Sep 11 from Detroit to Hilton Head Island, returning Wed, Sep 16, priced at $377 found 1 day ago

Alternative airports near Hilton Head Island

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

Select flight to Savannah - Hilton Head Intl. SAV. Cheapest option available. Average driving time to city center is 59 minutes. Flights from $509
SAV
Savannah - Hilton Head Intl.
Cheapest
Average driving time to city center59 min
Flights from $509

Find the cheapest month to fly from Detroit (DTW) to Hilton Head Island (HHH)

June is typically the cheapest month to fly

From $248 - $619 per traveler.

What you need to know for your flight from Detroit Metropolitan Wayne County to Hilton Head Island

Detroit (DTW) to Hilton Head Island (HHH) at a glance

Travel from Detroit Metropolitan Wayne County Airport (DTW) to Hilton Head Island Airport (HHH) with a range of airline options on this short domestic route. Explore various itineraries and choose from full-service carriers to find the best fit for your budget and schedule. As you plan your trip, take the time to discover Hilton Head Island's renowned sights and charming neighborhoods while looking for cheap flights from Detroit to ensure a seamless travel experience.

  • Fastest flight duration: around 3h 15m in-flight, plus roughly 1h 15m layover with one stop
  • Route distance: roughly 700 miles (1,130 km)
  • Flights per week: around 8 departures on average
  • Typical fares (one-way): economy tickets often range from $125–$390, depending on seasonality and how far ahead you book

Flights from Detroit Metropolitan Wayne County Airport (DTW) to Hilton Head Island Airport (HHH)

Based on the latest traveler bookings, here are the top airlines flying from Detroit to Hilton Head Island, often favored for their one-stop services. Common layover points include Charlotte-Douglas International Airport (CLT) with a layover of around 1 hour, Ronald Reagan Washington National Airport (DCA) at approximately 1 hour and 15 minutes, and Hartsfield-Jackson Atlanta International Airport (ATL) with a layover of about 2 hours and 15 minutes. These options allow you to balance price, total travel time, and cabin class to find your ideal itinerary.

  • American Airlines: This full-service airline provides one-stop travel, dominating around 90% of departures on this route. One-way ticket prices generally range from $125 to $395. In-flight duration is 3 hours and 15 minutes, with the overall travel time, including layover, being about 4 hours and 30 minutes.
  • Delta: As a full-service provider, Delta offers one-stop service and represents roughly 6% of departures along this route. One-way fares typically fall between $130 and $400. Expect 3 hours and 15 minutes of flight time, with a total journey duration nearing 4 hours and 30 minutes, including the layover.
  • United: United Airlines is another full-service carrier offering one-stop options, accounting for about 4% of departures. Fares for one-way tickets usually range from $190 to $405. The flight lasts approximately 3 hours and 15 minutes, and the complete travel time, including layover, is around 4 hours and 30 minutes.

Travelers flying from Detroit to Hilton Head Island can opt for an upgrade, as American Airlines provides first-class service on this route.

Alternative routes from Detroit (DTW) to Hilton Head Island (HHH)

  • Detroit to Savannah (DTW-SAV): Savannah - Hilton Head International Airport (SAV) is located roughly 31 miles from Hilton Head Island Airport (HHH). One-way economy prices for this journey generally fall between $110 and $410, influenced by the season and advance booking. Travelers can choose from both non-stop and one-stop flights on this route. Major airlines servicing this path include Delta and American Airlines, with options for business and first class service available as well.
  • Detroit to Charleston (DTW-CHS): Charleston International Airport (CHS) is approximately 60 miles from Hilton Head Island Airport (HHH). Economy fares for a one-way ticket on this route typically range from $95 to $450, varying based on the time of year and when tickets are booked. This route features both non-stop and one-stop flight options. Delta and American Airlines are the primary carriers for this route, with first class service also offered.

How to find the best prices for flights from Detroit (DTW) to Hilton Head Island (HHH)

Getting some of the best deals on flights from Detroit 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 is also when most travelers make their reservations. Departures in the morning (5 am-12 pm) often offer lower prices and are popular among flyers. Additionally, flying on Sunday tends to be cheaper, even though 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 Detroit Metropolitan Wayne County Airport

Hilton Head Island welcomes travelers from Detroit 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 from the airport.

Frequently asked questions

How much does a flight from Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH) cost?
You can find cheap one-way flights from $279 and cheap return flights from $319 Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH) with Expedia. One-way flights typically cost between $206 and $778, and return flights often range between $342 and $1116. 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 Detroit, MI (DTW-Detroit Metropolitan Wayne County) 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 Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH)?
October is the cheapest month to fly from Detroit (DTW) to Hilton Head Island (HHH), with average return fares around $258. This price is about 29% lower than the average throughout the year, as demand tends to drop after the summer travel season. Other budget-friendly months to consider are January and November.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH)?
Enter DTW to HHH and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH)?
American Airlines is one of the cheapest airlines offering connecting flights from Detroit, MI (DTW) to Hilton Head Island, SC (HHH), with round-trip tickets starting from around $258 with a layover in LaGuardia (LGA). This option allows you to enjoy a brief stop before reaching your destination. 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 Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH)?
To find a cheap flight from Detroit, MI (DTW-Detroit Metropolitan Wayne County) 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 time to fly from Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH)?
Flying from Detroit, MI (DTW) to Hilton Head Island, SC (HHH) is best in October and January. Return flights average around $258, making these months budget-friendly. October features beautiful fall colors, while January is a great time to escape the cold and enjoy a warm getaway.*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from DTW 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 Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH)?
The most popular departure times for flights from Detroit, MI (DTW) to Hilton Head Island, SC (HHH) are in the early morning, from 6am to 9am. About 58% of passengers prefer this time window. Many major carriers, including American Airlines and United Airlines, offer flights during this window. This timing is popular because it allows travelers to make the most of their day upon arrival.
How long does it take to fly from Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH)?
A flight from DTW to HHH with a layover takes around 6 hours 20 minutes, with the route covering approximately 706 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 Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH)?
You can fly first class between DTW and HHH. First class cabins are available on:

  • American Airlines
  • Delta Air Lines
  • United Airlines

How do I earn miles on a Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH) flight with Expedia?
It's easy to earn miles on a Detroit, MI (DTW-Detroit Metropolitan Wayne County) 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 Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH) at the last minute?
Typically, booking a last minute flight from Detroit, MI (DTW-Detroit Metropolitan Wayne County) 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 Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH) flight and hotel package?
Securing a Detroit, MI (DTW-Detroit Metropolitan Wayne County) 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 Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Hilton Head Island, SC (HHH)?
If you booked your Detroit, MI (DTW-Detroit Metropolitan Wayne County) 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
Detroit Metropolitan Wayne County
Destination airport
Hilton Head Island
Airlines serving
American Airlines, Delta, United
Roundtrip price
$318
Distance
705 mi

Book with confidence

Detroit to Hilton Head Island Flights

The cheapest times to fly from Detroit to Hilton Head Island

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Detroit to Hilton Head Island are during the month of October. You can find some of the cheapest flights from Detroit to Hilton Head Island with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Detroit to Hilton Head Island

Sunday is one of the best days to book for cheap flights from Detroit to Hilton Head Island: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Detroit to Hilton Head Island

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Detroit to Hilton Head Island in 2026. You can also book with separate airlines for your outbound and return journeys, from $279 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Detroit to Hilton Head Island flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Detroit to Hilton Head Island airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Detroit to Hilton Head Island Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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