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Hilton Head Island

$124+ Cheap flights from Maryland to Hilton Head Island (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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — HHH
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Maryland to Hilton Head Island

Keep the following information in mind while searching for Maryland to Hilton Head Island flight deals. Data was last updated June 12, 2025.

Round-trip from

$247
(Delta)

One-way from

$124
(American Airlines)

Popular in

October

Cheapest in

February

Average price

$404
From Maryland to Hilton Head Island
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One-way flight from Maryland to Hilton Head Island
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Highest demand for flights based on searches. 10% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Maryland to Hilton Head Island

Cheapest flights from Maryland to Hilton Head Island
Explore the most affordable flight options available from Maryland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/510:28 amBWI - HHH
1 stop4h 50mDelta
Tue 8/1912:11 pmHHH - BWI
1 stop5h 09mDelta
Deal found 6/11$247
This American Airlines deal was found by Cheapflights users on 6/10. 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 9/26:00 amBWI - HHH
1 stop5h 59mAmerican Airlines
Sat 9/65:19 pmHHH - BWI
1 stop5h 49mAmerican Airlines
Deal found 6/10$283
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2612:13 pmIAD - HHH
2 stops27h 09mDelta
Thu 9/412:11 pmHHH - IAD
2 stops23h 51mDelta
Deal found 6/9$320
This American Airlines deal was found by Cheapflights users on 6/12. 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 8/58:20 amDCA - HHH
Nonstop2h 11mAmerican Airlines
Tue 8/1911:19 amHHH - DCA
Nonstop1h 46mAmerican Airlines
Deal found 6/12$359
This Delta deal was found by Cheapflights users on 6/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/56:00 amDCA - HHH
1 stop5h 23mDelta
Tue 8/1212:11 pmHHH - DCA
1 stop4h 58mDelta
Deal found 6/12$365
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 8/59:03 amIAD - HHH
1 stop5h 12mAmerican Airlines
Tue 8/1912:29 pmHHH - IAD
1 stop6h 23mAmerican Airlines
Deal found 6/11$379
This American Airlines deal was found by Cheapflights users on 6/10. 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 6/3010:25 amPHL - HHH
Nonstop2h 02mAmerican Airlines
Fri 7/412:57 pmHHH - PHL
Nonstop1h 58mAmerican Airlines
Deal found 6/10$389
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/177:00 amDCA - HHH
1 stop4h 20mUnited Airlines
Tue 6/2412:03 pmHHH - DCA
1 stop7h 37mUnited Airlines
Deal found 6/10$461
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/66:00 amPHL - HHH
2 stops9h 18mDelta
Tue 8/1212:11 pmHHH - PHL
1 stop5h 09mDelta
Deal found 6/11$504
This United Airlines deal was found by Cheapflights users on 6/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/510:38 pmIAD - HHH
2 stops12h 39mUnited Airlines
Tue 8/1212:02 pmHHH - IAD
2 stops23h 13mUnited Airlines
Deal found 6/12$527
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1410:10 amPHL - HHH
2 stops25h 07mUnited Airlines
Sat 7/195:00 pmHHH - PHL
1 stop7h 30mUnited Airlines
Deal found 6/11$632

Cheapflights Fare Finder

Customize your flight search to find flights from Maryland 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 June 12, 2025.
Use the filters below to find and compare flights from Maryland to Hilton Head Island that are best for you.

Fly from

Maryland

Fly to

Hilton Head Island

Route

Depart

Return

Price

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

Tue 8/5

10:28 am-3:18 pm

1 stop4h 50m

Hilton Head Island

Tue 8/19

12:11 pm-5:20 pm

1 stop5h 09m

$247

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

Tue 9/2

6:00 am-11:59 am

1 stop5h 59m

Hilton Head Island

Sat 9/6

5:19 pm-11:08 pm

1 stop5h 49m

$283

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Tue 8/26

12:13 pm-3:22 pm

2 stops27h 09m

Hilton Head Island

Thu 9/4

12:11 pm-12:02 pm

2 stops23h 51m

$320

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Tue 8/5

8:20 am-10:31 am

Nonstop2h 11m

Hilton Head Island

Tue 8/19

11:19 am-1:05 pm

Nonstop1h 46m

$359

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Tue 8/5

6:00 am-11:23 am

1 stop5h 23m

Hilton Head Island

Tue 8/12

12:11 pm-5:09 pm

1 stop4h 58m

$365

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Tue 8/5

9:03 am-2:15 pm

1 stop5h 12m

Hilton Head Island

Tue 8/19

12:29 pm-6:52 pm

1 stop6h 23m

$379

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Mon 6/30

10:25 am-12:27 pm

Nonstop2h 02m

Hilton Head Island

Fri 7/4

12:57 pm-2:55 pm

Nonstop1h 58m

$389

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Wed 8/6

6:00 am-3:18 pm

2 stops9h 18m

Hilton Head Island

Tue 8/12

12:11 pm-5:20 pm

1 stop5h 09m

$504

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Tue 6/24

7:00 am-11:20 am

1 stop4h 20m

Hilton Head Island

Fri 9/5

12:06 pm-4:21 pm

1 stop4h 15m

$510

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Tue 8/5

10:38 pm-11:17 am

2 stops12h 39m

Hilton Head Island

Tue 8/12

12:02 pm-11:15 am

2 stops23h 13m

$527

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 22 results
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Best time to book a flight from Maryland to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Maryland 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 Maryland to Hilton Head Island

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

Currently, January is the cheapest month in which you can book a flight from Maryland to Hilton Head Island (average of $275). Flying from Maryland to Hilton Head Island in March is currently the most expensive (average of $479). 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.

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

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 June 12, 2025.
To help decide which airline to fly from Maryland to Hilton Head Island, see what other customers have to say about Delta, United Airlines and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,946 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,946 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,946 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Maryland 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.

  • What airport do you fly into for flights to Hilton Head Island from Maryland?

    For a flight from Maryland to Hilton Head Island, you will be flying into Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city.

  • What are the cheapest airlines to fly from Maryland to Hilton Head Island one-way?

    $124 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $235 and $274, respectively.

  • What are the most popular routes from Maryland to Hilton Head Island?

    When deciding which route to take from Maryland to Hilton Head Island consider Baltimore/Washington - Hilton Head Island, Philadelphia - Hilton Head Island or Washington, D.C. Reagan-National - Hilton Head Island as they are the most popular.

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

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

  • How can I find direct flights from Maryland 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 Maryland to Hilton Head Island.

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

    Yes. Cheapflights offers flight deals from Maryland 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 Maryland to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Maryland to Hilton Head Island (average of $275). Flying from Maryland to Hilton Head Island in March is currently the most expensive (average of $479). 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 Maryland?

Book flights to Maryland if you plan to visit one of these locations
Beaufort
Bluffton

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Alternative routes for Maryland to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Maryland to Hilton Head Island

Discover the top airline that operate flights from Maryland 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$193Average$363FlexibilityNo cancel feeOn-time71%

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