DTW - HHH

$247 Find Cheap Flights from Detroit to Hilton Head Island - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Detroit to Hilton Head Island departing on 10/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$309
Typical prices: $283-$375
United Airlines
Wed 9/2Tue 9/8
DTW - HHH • 1 stop
Cheapest one-way
$247
Delta
Sat 10/17
DTW - HHH • 1 stop
Top airlines
United Airlines
Cheapest • from $309 (round-trip)
American Airlines
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Detroit and Hilton Head Island. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Washington, D.C. (DCA)
Cheapest • Avg $381 (round-trip)
Charlotte (CLT)
Shortest trip • 4h 43m (one-way)
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 100% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Hilton Head Island!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Detroit to Hilton Head Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Wed, Sep 2 - Tue, Sep 8
United Airlines Logo
6:35 am - 1:05 pm
DTW
-
HHH
6h 30m
1 stop
United Airlines Logo
2:48 pm - 10:25 pm
HHH
-
DTW
7h 37m
1 stop
$309United Airlines
Thu, Aug 20 - Mon, Aug 24
United Airlines Logo
6:00 am - 2:03 pm
DTW
-
HHH
8h 03m
2 stops
United Airlines Logo
2:58 pm - 8:29 pm
HHH
-
DTW
5h 31m
1 stop
$314United Airlines
Sat, Sep 19 - Wed, Sep 23
United Airlines Logo
6:00 am - 2:03 pm
DTW
-
HHH
8h 03m
2 stops
United Airlines Logo
2:48 pm - 11:59 pm
HHH
-
DTW
9h 11m
2 stops
$319United Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
6:40 am - 12:15 pm
DTW
-
HHH
5h 35m
1 stop
American Airlines Logo
5:15 pm - 9:38 pm
HHH
-
DTW
4h 23m
1 stop
$337American Airlines
Wed, Sep 2 - Tue, Sep 8
Delta Logo
8:25 am - 3:32 pm
DTW
-
HHH
7h 07m
1 stop
Delta Logo
12:15 pm - 10:13 pm
HHH
-
DTW
9h 58m
2 stops
$342Delta
Wed, Sep 2 - Tue, Sep 8
Delta Logo
7:00 am - 3:32 pm
DTW
-
HHH
8h 32m
2 stops
Delta Logo
12:15 pm - 10:13 pm
HHH
-
DTW
9h 58m
2 stops
$347Delta
Tue, Oct 20 - Fri, Oct 30
Delta Logo
10:35 am - 3:26 pm
DTW
-
HHH
4h 51m
1 stop
Delta Logo
4:00 pm - 10:12 pm
HHH
-
DTW
6h 12m
1 stop
$368Delta
Tue, Sep 29 - Sat, Oct 10
American Airlines Logo
11:01 am - 4:45 pm
DTW
-
HHH
5h 44m
1 stop
American Airlines Logo
11:36 am - 4:19 pm
HHH
-
DTW
4h 43m
1 stop
$369American Airlines
Fri, Jul 24 - Sun, Jul 26
American Airlines Logo
6:00 am - 12:20 pm
DTW
-
HHH
6h 20m
1 stop
American Airlines Logo
12:50 pm - 7:18 pm
HHH
-
DTW
6h 28m
1 stop
$371American Airlines
Fri, Sep 11 - Tue, Sep 15
Delta Logo
9:50 pm - 11:31 am
DTW
-
HHH
13h 41m
1 stop
Delta Logo
4:10 pm - 10:13 pm
HHH
-
DTW
6h 03m
1 stop
$373Delta
Booking Insights

KAYAK's insights & trends for Detroit to Hilton Head Island flights

Get data-powered insights and trends into flights from Detroit to Hilton Head Island to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island departing in September.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Detroit Metropolitan Wayne County Airport to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Detroit Metropolitan Wayne County Airport to Hilton Head Island is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are November and July, where the average cost of round-trip tickets is $557 and $536 respectively.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$247
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Detroit to Hilton Head Island

When to book flights from Detroit to Hilton Head Island

Are your dates flexible? Find out the best times to travel from Detroit 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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Detroit to Hilton Head Island flights

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

    In the last 5 days, the lowest price for a flight from Detroit Metropolitan Wayne County Airport to Hilton Head Island was $247 for a one-way ticket and $309 for a round-trip.

  • Do I need a passport to fly between Detroit and Hilton Head Island?

    No

  • Which airports will I be using when flying from Detroit to Hilton Head Island?

    Detroit and Hilton Head Island are both served by 1 main airport. You will leave Detroit from Detroit Metropolitan Wayne County and will be arriving at Hilton Head Island.

  • Which aircraft models fly most regularly from Detroit to Hilton Head Island?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Detroit to Hilton Head Island?

    oneworld is the only airline alliance operating flights between Detroit and Hilton Head Island.

  • How does KAYAK find such low prices on flights from Detroit to Hilton Head Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Detroit to Hilton Head Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Detroit to Hilton Head Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hilton Head Island from Detroit is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Detroit to Hilton Head Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hilton Head Island with an airline and back to Detroit with another airline. Booking your flights between Detroit and HHH can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Detroit to Hilton Head Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hilton Head Island from Detroit up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Detroit to Hilton Head Island

 
See real verified KAYAK customer reviews for airlines flying from Detroit to Hilton Head Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Detroit to Hilton Head Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11812 reviews
7.5Boarding
7.2Comfort
6.8Entertainment
6.4Food
7.9Crew
Airline reviews

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

4.0 OkayCaleb, Jun 2026
ORD - GSP
Read more American Airlines reviews

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

It was a good trip. Flight Attendants were friendly and responsive.

Poor seat in rear of aircraft Food at Admiral’s Club Terminal D at DFW inedible

The trip was very smooth and they provided great customer service

It was on time, which is always a good thing. There wasn’t any food hence my okay rating.

It was a crazy day with a lot of delays and gate changes. Not a huge fan of the Charlotte hub at all.

We have been delayed and postponed 2days and nights…and still do not have our flight until tomorrow..

American Airlines is awful!! Will never fly with them again. Connection flight left early leaving 22 people in Charlotte with no way to get to Key West for 24 hours. Would not provide hotel or any other accommodations. Bags were delayed two days.

Everything you need to know for your flight from Detroit to Hilton Head Island

Information on your arrival and departure airports

Detroit (DTW)
Hilton Head Island (HHH)