Hilton Head Island

$178+ Cheap flights from Detroit Metropolitan Wayne County Airport to Hilton Head Island (DTW - HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — HHH
Oct 11 — Oct 181
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Cheapflights Tip: The best prices from Detroit Metropolitan Wayne County to Hilton Head Island are usually found in July or September, booked 89 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

Cheap flight deals from Detroit to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTW) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$239
(American Airlines)

One-way from

$178
(American Airlines)

Popular in

March

Cheapest in

July

Average price

$308
From Detroit Metropolitan Wayne County to Hilton Head Island
One-way flight from Detroit Metropolitan Wayne County to Hilton Head Island
Highest demand for flights based on searches. 10% potential increase in price ($45 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in September 2025

Find flight deals from Detroit to Hilton Head Island

Cheapest flights from Detroit to Hilton Head Island
Explore the most affordable flight options available from Detroit to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:43 amDTW - HHH
1 stop5h 46mAmerican Airlines
Sat 11/1511:46 amHHH - DTW
1 stop6h 58mAmerican Airlines
Deal found 9/10$239
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/131:20 pmDTW - HHH
1 stop4h 07mAmerican Airlines
Tue 10/215:21 pmHHH - DTW
1 stop4h 07mAmerican Airlines
Deal found 9/10$291
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/67:10 amDTW - HHH
1 stop4h 22mAmerican Airlines
Sat 10/113:02 pmHHH - DTW
2 stops8h 23mAmerican Airlines
Deal found 9/11$346
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/166:00 amDTW - HHH
1 stop6h 17mAmerican Airlines
Sat 9/201:57 pmHHH - DTW
1 stop4h 50mAmerican Airlines
Deal found 9/9$349
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/158:39 amDTW - HHH
1 stop6h 18mAmerican Airlines
Thu 12/186:13 pmHHH - DTW
1 stop4h 21mAmerican Airlines
Deal found 9/10$357
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/46:45 amDTW - HHH
2 stops8h 11mAmerican Airlines
Wed 10/83:32 pmHHH - DTW
2 stops7h 53mAmerican Airlines
Deal found 9/9$359

Cheapflights Fare Finder

 
Customize your flight search to find flights from Detroit to Hilton Head Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Detroit Metropolitan Wayne County Airport to Hilton Head Island that are best for you.

Fly from

Detroit

Fly to

Hilton Head Island

Route

Depart

Return

Price

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Tue 11/11

6:43 am-12:29 pm

1 stop5h 46m

Hilton Head Island

Sat 11/15

11:46 am-6:44 pm

1 stop6h 58m

$239

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Mon 10/13

1:20 pm-5:27 pm

1 stop4h 07m

Hilton Head Island

Tue 10/21

5:21 pm-9:28 pm

1 stop4h 07m

$291

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Fri 10/17

1:37 pm-5:27 pm

1 stop3h 50m

Hilton Head Island

Tue 10/21

12:45 pm-5:42 pm

1 stop4h 57m

$291

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Mon 10/6

7:10 am-11:32 am

1 stop4h 22m

Hilton Head Island

Sat 10/11

3:02 pm-11:25 pm

2 stops8h 23m

$346

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Sat 10/4

12:42 pm-6:54 pm

1 stop6h 12m

Hilton Head Island

Wed 10/8

3:32 pm-9:28 pm

1 stop5h 56m

$349

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Tue 9/16

5:52 am-2:56 pm

2 stops9h 04m

Hilton Head Island

Sat 9/20

1:57 pm-6:47 pm

1 stop4h 50m

$354

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Thu 11/13

7:10 am-2:19 pm

1 stop7h 09m

$178

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Fri 10/10

1:37 pm-5:27 pm

1 stop3h 50m

$239

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Mon 10/20

9:30 am-3:30 pm

1 stop6h 00m

$330

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Wed 11/26

6:00 am-11:02 am

1 stop5h 02m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 11 results
1
2

Best time to book a flight from Detroit to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Detroit with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island

How far ahead should I book a flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island?

Use this chart to determine the optimal time to book a round-trip flight from Detroit to Hilton Head Island. Price data was last updated on August 29, 2025.

The best time to book flights from Detroit Metropolitan Wayne County Airport to Hilton Head Island is 89 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island (average of $275). Flying from Detroit Metropolitan Wayne County Airport to Hilton Head Island in March is currently the most expensive (average of $480). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated September 11, 2025.
Peruse reviews from past customers who have flown with American Airlines from Detroit Metropolitan Wayne County Airport to Hilton Head Island to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Detroit to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island?

    A quick flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island can take about 5h 46m. American Airlines provides one of the quickest options available for as low as $239. The distance between Detroit Metropolitan Wayne County Airport and Hilton Head Island is about 706 mi.

  • What is the cheapest airline to fly from Detroit Metropolitan Wayne County Airport to Hilton Head Island round-trip?

    According to our current data, American Airlines ($265), offers the cheapest pricing from Detroit Metropolitan Wayne County Airport to Hilton Head Island. American Airlines is currently priced 33% below the average price you’ll pay for this route.

  • Can I find deals for flights from Detroit to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Detroit to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Detroit to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Detroit to Hilton Head Island.

  • Can I find deals for business class flights from Detroit to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Detroit to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island (average of $275). Flying from Detroit Metropolitan Wayne County Airport to Hilton Head Island in March is currently the most expensive (average of $480). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton

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Top airline flying from Detroit to Hilton Head Island

Discover the top airline that operate flights from Detroit to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$265Average$376FlexibilityNo cancel feeOn-time71%

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