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Hilton Head Island

$239+ Cheap flights from Detroit to Hilton Head Island (DTT - 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — HHH
Mar 25 — Apr 11
Wed 3/25
Wed 4/1
1 adult, Economy
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Cheap 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 February 23, 2026.

This American Airlines deal was found by Cheapflights users on 2/20. 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 4/186:00 am
DTW
-
HHH
1 stop4h 32m
American Airlines
Fri 4/246:39 pm
HHH
-
DTW
1 stop3h 49m
American Airlines
Deal found 2/20$269
This American Airlines deal was found by Cheapflights users on 2/21. 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 3/246:20 am
DTW
-
HHH
2 stops10h 24m
American Airlines
Tue 3/315:19 pm
HHH
-
DTW
1 stop4h 34m
American Airlines
Deal found 2/21$274
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/116:00 am
DTW
-
HHH
1 stop7h 40m
American Airlines
Sat 4/186:50 pm
HHH
-
DTW
1 stop5h 35m
American Airlines
Deal found 2/20$276
This American Airlines deal was found by Cheapflights users on 2/22. 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 3/710:40 am
DTW
-
HHH
1 stop5h 21m
American Airlines
Tue 3/103:31 pm
HHH
-
DTW
1 stop6h 22m
American Airlines
Deal found 2/22$279
This American Airlines deal was found by Cheapflights users on 2/23. 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 5/96:00 am
DTW
-
HHH
1 stop4h 32m
American Airlines
Tue 5/1211:17 am
HHH
-
DTW
2 stops10h 59m
American Airlines
Deal found 2/23$281
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Thu 3/1911:55 am
DTW
-
HHH
1 stop5h 49m
American Airlines
Thu 3/266:15 pm
HHH
-
DTW
1 stop4h 48m
American Airlines
Deal found 2/20$299
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 3/1911:55 am
DTW
-
HHH
1 stop5h 49m
American Airlines
Tue 3/243:31 pm
HHH
-
DTW
2 stops7h 39m
American Airlines
Deal found 2/19$305
This American Airlines deal was found by Cheapflights users on 2/23. 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 3/26:07 am
DTW
-
HHH
1 stop4h 26m
American Airlines
Mon 3/94:11 pm
HHH
-
DTW
1 stop6h 05m
American Airlines
Deal found 2/23$309
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 4/96:00 am
DTW
-
HHH
2 stops6h 37m
American Airlines
Mon 4/132:58 pm
HHH
-
DTW
2 stops9h 47m
American Airlines
Deal found 2/19$310

Find flight deals from Detroit to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTT) 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 February 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(American Airlines)

One-way from

$239
(United Airlines)

Popular in

April

Cheapest in

January

Average price

$390
Provider with most accurate pricing for Detroit (DTT)-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Detroit (DTT)-Hilton Head Island flights.
Search Deals
From Detroit (DTT) to Hilton Head Island
Search Deals
One-way flight from Detroit (DTT) to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 23, 2026.
Use the filters below to find and compare flights from Detroit 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

Wed 4/1

10:01 am-3:41 pm

1 stop5h 40m

Hilton Head Island

Tue 4/7

4:08 pm-10:16 pm

1 stop6h 08m

$269

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Sat 4/25

10:35 am-3:20 pm

1 stop4h 45m

Hilton Head Island

Wed 4/29

4:00 pm-10:40 pm

1 stop6h 40m

$269

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Sat 4/11

10:11 am-4:34 pm

1 stop6h 23m

Hilton Head Island

Sat 4/18

6:50 pm-12:25 am

1 stop5h 35m

$269

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Sat 4/18

6:00 am-1:40 pm

1 stop7h 40m

Hilton Head Island

Fri 4/24

6:39 pm-10:28 pm

1 stop3h 49m

$269

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Sat 4/18

7:18 am-2:16 pm

1 stop6h 58m

Hilton Head Island

Thu 4/23

4:11 pm-11:59 pm

2 stops7h 48m

$274

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Thu 4/9

6:00 am-2:26 pm

2 stops8h 26m

Hilton Head Island

Mon 4/13

6:39 pm-12:25 am

1 stop5h 46m

$274

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Thu 3/19

11:55 am-5:44 pm

1 stop5h 49m

Hilton Head Island

Tue 3/24

3:31 pm-9:53 pm

1 stop6h 22m

$299

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Thu 4/23

11:57 am-6:09 pm

1 stop6h 12m

Hilton Head Island

Mon 4/27

6:39 pm-12:25 am

1 stop5h 46m

$299

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Fri 4/24

6:00 am-2:26 pm

2 stops8h 26m

Hilton Head Island

Mon 4/27

6:39 pm-12:25 am

1 stop5h 46m

$305

DetroitHilton Head Island

DTW - HHH

DTWHHH

Detroit Metropolitan Wayne County

Sat 5/23

6:55 am-11:10 am

1 stop4h 15m

Hilton Head Island

Thu 5/28

10:57 am-4:57 pm

1 stop6h 00m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 17 results
1
2

Compare providers for flights from Detroit to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Detroit to Hilton Head Island in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Detroit-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Detroit-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Detroit-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Detroit-Hilton Head Island flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Detroit-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 to Hilton Head Island

What is the cheapest month to book a flight from Detroit to Hilton Head Island?

Currently, October is the cheapest month in which you can book a flight from Detroit to Hilton Head Island (average of $62). Flying from Detroit to Hilton Head Island in April is currently the most expensive (average of $202). 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 February 23, 2026.
Read through reviews of airlines operating flights from Detroit to Hilton Head Island, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,339 reviews

Comfort

7.2

Entertainment

6.9

Food

6.4

Boarding

7.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,339 reviews
American Airlines
7.2
Good
11,339 reviews

Comfort

7.2

Entertainment

6.9

Food

6.4

Boarding

7.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 to Hilton Head Island?

    A quick flight from Detroit to Hilton Head Island can take about 4h 45m. American Airlines provides one of the quickest options available for as low as $269. The distance from Detroit to Hilton Head Island is about 706 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Our cheapest airline available from Detroit to Hilton Head Island is American Airlines. Our recent data shows that you can find tickets from as low as $248 on this airline. This flight start at 33% lower than the current average price 3 months from now.

  • 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 to Hilton Head Island?

    Currently, October is the cheapest month in which you can book a flight from Detroit to Hilton Head Island (average of $62). Flying from Detroit to Hilton Head Island in April is currently the most expensive (average of $202). 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

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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 February 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$348FlexibilityNo cancel feeOn-time71%

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