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Hilton Head Island

$182+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — HHH
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Maryland to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Maryland (USMD) 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 January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$231
(Delta)

One-way from

$182
(Delta)

Popular in

October

Cheapest in

February

Average price

$433
Provider with most accurate pricing for Washington, D.C. (WAS)-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Hilton Head Island flights.
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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. 5% potential increase in price ($26 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 January 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 January 30, 2025.

This Delta deal was found by Cheapflights users on 1/29. 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.
Sat 4/2610:15 amPHL - HHH
1 stop6h 26mDelta
Tue 4/291:15 pmHHH - PHL
1 stop5h 07mDelta
Deal found 1/29$231
This United Airlines deal was found by Cheapflights users on 1/29. 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.
Sun 3/308:25 amIAD - HHH
1 stop7h 12mUnited Airlines
Thu 5/14:10 pmHHH - IAD
1 stop4h 57mUnited Airlines
Deal found 1/29$249
This American Airlines deal was found by Cheapflights users on 1/30. 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 9/255:07 amBWI - HHH
1 stop5h 05mAmerican Airlines
Wed 10/16:22 pmHHH - BWI
1 stop5h 52mAmerican Airlines
Deal found 1/30$281
This American Airlines deal was found by Cheapflights users on 1/28. 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 10/48:20 amDCA - HHH
Nonstop2h 21mAmerican Airlines
Sat 10/1111:31 amHHH - DCA
Nonstop1h 43mAmerican Airlines
Deal found 1/28$339
This Delta deal was found by Cheapflights users on 1/29. 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 5/2812:15 pmBWI - HHH
1 stop4h 26mDelta
Fri 5/301:15 pmHHH - BWI
1 stop3h 50mDelta
Deal found 1/29$343
This American Airlines deal was found by Cheapflights users on 1/29. 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 3/296:27 amIAD - HHH
1 stop3h 57mAmerican Airlines
Tue 4/15:59 pmHHH - IAD
1 stop5h 59mAmerican Airlines
Deal found 1/29$359
This Delta deal was found by Cheapflights users on 1/29. 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.
Mon 5/128:30 pmDCA - HHH
1 stop15h 30mDelta
Tue 5/205:30 pmHHH - DCA
1 stop5h 27mDelta
Deal found 1/29$368
This Delta deal was found by Cheapflights users on 1/29. 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 6/1012:35 pmIAD - HHH
1 stop4h 07mDelta
Wed 8/131:15 pmHHH - IAD
1 stop5h 33mDelta
Deal found 1/29$369
This American Airlines deal was found by Cheapflights users on 1/29. 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.
Wed 2/128:32 amPHL - HHH
1 stop5h 46mAmerican Airlines
Sat 2/156:04 pmHHH - PHL
1 stop4h 00mAmerican Airlines
Deal found 1/29$409
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Thu 5/227:00 amDCA - HHH
1 stop4h 20mUnited Airlines
Wed 5/2812:03 pmHHH - DCA
1 stop7h 37mUnited Airlines
Deal found 1/28$549
This United Airlines deal was found by Cheapflights users on 1/29. 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.
Sat 5/3112:25 pmPHL - HHH
3 stops22h 55mUnited Airlines
Sat 6/71:11 pmHHH - PHL
1 stop8h 21mUnited Airlines
Deal found 1/29$763
This United Airlines deal was found by Cheapflights users on 1/29. 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.
Sun 3/305:07 pmBWI - HHH
2 stops22h 30mUnited Airlines
Thu 5/14:10 pmHHH - BWI
3 stops22h 06mUnited Airlines
Deal found 1/29$1,227

Find flights from Maryland to Hilton Head Island within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Sat 4/26

10:15 am-4:41 pm

1 stop6h 26m

Hilton Head Island

Tue 4/29

1:15 pm-6:22 pm

1 stop5h 07m

$231

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Sun 3/30

8:25 am-3:37 pm

1 stop7h 12m

Hilton Head Island

Thu 5/1

4:10 pm-9:07 pm

1 stop4h 57m

$249

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

Wed 5/28

12:15 pm-4:41 pm

1 stop4h 26m

Hilton Head Island

Fri 5/30

1:15 pm-5:05 pm

1 stop3h 50m

$343

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Sat 3/29

8:52 am-11:04 am

Nonstop2h 12m

Hilton Head Island

Tue 4/1

5:59 pm-11:45 pm

1 stop5h 46m

$349

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Sat 3/29

6:27 am-10:24 am

1 stop3h 57m

Hilton Head Island

Tue 4/1

5:59 pm-11:58 pm

1 stop5h 59m

$359

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Mon 5/12

8:30 pm-12:00 pm

1 stop15h 30m

Hilton Head Island

Tue 5/20

5:30 pm-10:57 pm

1 stop5h 27m

$368

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

Sun 3/30

6:15 am-10:24 am

1 stop4h 09m

Hilton Head Island

Thu 5/1

6:06 pm-12:25 am

1 stop6h 19m

$377

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Wed 2/12

8:32 am-2:18 pm

1 stop5h 46m

Hilton Head Island

Sat 2/15

6:04 pm-11:59 pm

1 stop5h 55m

$409

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Thu 5/22

7:00 am-11:20 am

1 stop4h 20m

Hilton Head Island

Wed 5/28

12:03 pm-7:40 pm

1 stop7h 37m

$549

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Sun 4/13

8:21 pm-4:41 pm

2 stops20h 20m

Hilton Head Island

Wed 4/16

1:15 pm-9:11 am

1 stop19h 56m

$718

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 21 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.

Travel insights for flights from Maryland to Hilton Head Island

Get recent, data-driven insights about flights from Maryland to Hilton Head Island including ideal travel times, pricing trends, and more.

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 $516). 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 January 30, 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
8,454 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,454 reviews
Delta
8.0
Very good
8,454 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,913 reviews
Delta
8.0
Very good
8,454 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,454 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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?

    $182 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $210 and $255, 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 Washington, D.C. Reagan-National - Hilton Head Island, Washington, D.C. Dulles Intl - Hilton Head Island or Philadelphia - 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 $516). 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$210Average$409FlexibilityNo cancel feeOn-time71%
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