Hilton Head Island

$265+ Cheap flights from Dulles Intl (IAD) 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — HHH
Aug 23 — Aug 301
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Cheap flight deals from Dulles Intl to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Dulles Intl (IAD) 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 August 18, 2025.

Round-trip from

$379
(American Airlines)

One-way from

$265
(United Airlines)

Popular in

December

Cheapest in

November

Average price

$650
From Washington, D.C. Dulles Intl to Hilton Head Island
One-way flight from Washington, D.C. Dulles Intl to Hilton Head Island
High demand for flights, 0% potential price rise
Cheapest flight prices on average. 5% potential price decrease ($35 potential savings vs. average RT price).
Average for round-trip flights in August 2025

Find flight deals from Dulles Intl to Hilton Head Island

Cheapest flights from Dulles Intl to Hilton Head Island
Explore the most affordable flight options available from Dulles Intl to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This American Airlines deal was found by Cheapflights users on 8/16. 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 11/221:58 pmIAD - HHH
1 stop4h 11mAmerican Airlines
Wed 11/262:51 pmHHH - IAD
1 stop4h 30mAmerican Airlines
Deal found 8/16$379
This Delta deal was found by Cheapflights users on 8/17. 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 9/275:25 pmIAD - HHH
1 stop22h 00mDelta
Wed 10/112:14 pmHHH - IAD
1 stop4h 13mDelta
Deal found 8/17$382
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Fri 9/2611:18 amIAD - HHH
1 stop5h 29mAmerican Airlines
Tue 9/303:26 pmHHH - IAD
1 stop3h 25mAmerican Airlines
Deal found 8/17$399
This American Airlines deal was found by Cheapflights users on 8/17. 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 12/42:04 pmIAD - HHH
1 stop3h 26mAmerican Airlines
Sun 12/76:21 pmHHH - IAD
1 stop5h 34mAmerican Airlines
Deal found 8/17$419
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/1011:18 amIAD - HHH
1 stop3h 38mAmerican Airlines
Tue 9/1612:56 pmHHH - IAD
1 stop5h 55mAmerican Airlines
Deal found 8/17$450
This Delta deal was found by Cheapflights users on 8/16. 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 9/96:00 amIAD - HHH
2 stops9h 22mDelta
Tue 9/1612:14 pmHHH - IAD
1 stop4h 13mDelta
Deal found 8/16$460
This American Airlines deal was found by Cheapflights users on 8/16. 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 8/231:18 pmIAD - HHH
1 stop4h 27mAmerican Airlines
Tue 8/263:35 pmHHH - IAD
1 stop3h 17mAmerican Airlines
Deal found 8/16$461
This American Airlines deal was found by Cheapflights users on 8/15. 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 11/251:58 pmIAD - HHH
1 stop4h 11mAmerican Airlines
Fri 11/286:26 pmHHH - IAD
1 stop5h 31mAmerican Airlines
Deal found 8/15$474
This American Airlines deal was found by Cheapflights users on 8/16. 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 9/27:44 amIAD - HHH
1 stop4h 15mAmerican Airlines
Mon 9/812:56 pmHHH - IAD
1 stop5h 55mAmerican Airlines
Deal found 8/16$485
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/27:44 amIAD - HHH
1 stop4h 15mAmerican Airlines
Sat 9/612:56 pmHHH - IAD
1 stop5h 51mAmerican Airlines
Deal found 8/17$487

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dulles Intl 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 August 18, 2025.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Hilton Head Island that are best for you.

Fly from

Dulles Intl

Fly to

Hilton Head Island

Route

Depart

Return

Price

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Sat 11/22

1:58 pm-6:09 pm

1 stop4h 11m

Hilton Head Island

Wed 11/26

2:51 pm-7:21 pm

1 stop4h 30m

$379

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Sat 9/27

5:25 pm-3:25 pm

1 stop22h 00m

Hilton Head Island

Wed 10/1

12:14 pm-6:39 pm

1 stop6h 25m

$382

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Fri 10/31

10:25 am-3:02 pm

1 stop4h 37m

Hilton Head Island

Mon 11/3

12:16 pm-4:49 pm

1 stop4h 33m

$399

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Fri 9/26

11:18 am-4:47 pm

1 stop5h 29m

Hilton Head Island

Tue 9/30

12:56 pm-6:51 pm

1 stop5h 55m

$399

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Tue 9/23

5:16 pm-11:25 am

2 stops18h 09m

$265

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Mon 9/15

10:18 pm-11:25 am

2 stops13h 07m

$272

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Sun 9/21

6:20 am-11:25 am

1 stop5h 05m

$294

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Fri 9/19

6:20 am-11:25 am

1 stop5h 05m

$294

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Tue 9/23

10:07 am-3:25 pm

1 stop5h 18m

$440

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Sun 8/24

10:20 pm-11:21 am

2 stops13h 01m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 13 results
1
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Best time to book a flight from Dulles Intl to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Dulles Intl 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 Washington, D.C. Dulles Intl Airport to Hilton Head Island

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Hilton Head Island (average of $275). Flying from Washington, D.C. Dulles Intl 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 August 18, 2025.
Read reviews from past customers who have flown American Airlines from Washington, D.C. Dulles Intl Airport to Hilton Head Island. 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.

Entertainment

6.9

Food

6.5

Boarding

7.5

Overall

7.2

Crew

8.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Entertainment

6.9

Food

6.5

Boarding

7.5

Overall

7.2

Crew

8.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

Find useful and relevant information for your journey from Dulles Intl 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 Washington, D.C. Dulles Intl?

    Hilton Head Island (HHH), located 3.3 mi from the city center, is the airport you fly into when you book flights from Washington, D.C. Dulles Intl to Hilton Head Island. 1 airline have flights to Hilton Head from Washington, D.C. Dulles Intl on a regular basis. Booking flights from Washington, D.C. Dulles Intl to Hilton Head Island should not be difficult; the airport handles an average of 0 inbound flights from Washington, D.C. Dulles Intl per day.

  • How long is the flight from Washington, D.C. Dulles Intl Airport to Hilton Head Island?

    Airlines like American Airlines and Delta fly from Washington, D.C. Dulles Intl Airport to Hilton Head Island in about 4h 11m. The time it takes to get you to your destination can typically vary by up to 17h 49m. Airlines will cover a distance of 499 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Washington, D.C. Dulles Intl Airport to Hilton Head Island round-trip?

    American Airlines, at $337, was found to be the cheapest airline from Washington, D.C. Dulles Intl Airport to Hilton Head Island.. You may be able to fly from Washington, D.C. Dulles Intl Airport to Hilton Head Island for 44% less than the average price by searching for this airline.

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

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

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

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

    Yes. Cheapflights offers flight deals from Dulles Intl 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 Washington, D.C. Dulles Intl Airport to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Hilton Head Island (average of $275). Flying from Washington, D.C. Dulles Intl 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 Dulles Intl to Hilton Head Island

Discover the top airline that operate flights from Dulles Intl 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$337Average$637FlexibilityNo cancel feeOn-time71%

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