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Hilton Head Island

$369+ Cheap flights from Virginia Beach, VA to Hilton Head Island (HHH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HHH
Sep 3 — Sep 101
Thu 9/3
Thu 9/10
1 adult, Economy
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Cheap flight deals from Virginia Beach to Hilton Head Island

Cheapest flights from Virginia Beach to Hilton Head Island
Explore the most affordable flight options available from Virginia Beach to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.

This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:02 am
ORF
-
HHH
1 stop8h 01m
United Airlines
Sat 9/52:48 pm
HHH
-
ORF
1 stop6h 53m
United Airlines
Deal found 7/30$369
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:00 am
ORF
-
HHH
1 stop8h 03m
United Airlines
Tue 9/12:58 pm
HHH
-
ORF
1 stop6h 50m
United Airlines
Deal found 7/30$434
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 8/157:27 am
ORF
-
HHH
2 stops9h 14m
American Airlines
Wed 8/193:27 pm
HHH
-
ORF
1 stop5h 27m
American Airlines
Deal found 7/30$506
This United Airlines deal was found by Cheapflights users on 8/3. 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 8/296:00 am
ORF
-
HHH
1 stop7h 05m
United Airlines
Wed 9/21:50 pm
HHH
-
ORF
2 stops19h 44m
United Airlines
Deal found 8/3$523
This American Airlines deal was found by Cheapflights users on 8/2. 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 8/296:00 am
ORF
-
HHH
1 stop4h 27m
American Airlines
Sat 9/511:40 am
HHH
-
ORF
2 stops9h 30m
American Airlines
Deal found 8/2$532
This American Airlines deal was found by Cheapflights users on 7/31. 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 8/16:23 am
ORF
-
HHH
1 stop5h 21m
American Airlines
Mon 8/32:48 pm
HHH
-
ORF
1 stop4h 52m
American Airlines
Deal found 7/31$536

Find flight deals from Virginia Beach to Hilton Head Island

Keep the following information in mind while searching for Virginia Beach to Hilton Head Island flight deals. Data was last updated August 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$369
(United Airlines)
Provider with most accurate pricing for Norfolk-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Hilton Head Island flights.
Search Deals
From Virginia Beach to Hilton Head Island
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia Beach 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 4, 2026.
Use the filters below to find and compare flights from Virginia Beach to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkHilton Head Island

ORF - HHH

ORFHHH

Norfolk

Sat 8/29

6:00 am-1:05 pm

1 stop7h 05m

Hilton Head Island

Sat 9/5

2:48 pm-9:41 pm

1 stop6h 53m

$369

NorfolkHilton Head Island

ORF - HHH

ORFHHH

Norfolk

Sat 8/29

6:00 am-1:05 pm

1 stop7h 05m

Hilton Head Island

Wed 9/2

2:58 pm-9:48 pm

1 stop6h 50m

$369
Quickest round-trip

NorfolkHilton Head Island

ORF - HHH

ORFHHH

Norfolk

Sat 8/15

6:00 am-10:27 am

1 stop4h 27m

Hilton Head Island

Wed 8/19

11:40 am-3:18 pm

1 stop3h 38m

$530

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/2

Sorted by cheapest first

Best time to book a flight from Virginia Beach to Hilton Head Island

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

No data available for this route at this time. Please check back soon.

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 4, 2026.
Get a feel of what it's like to fly with American Airlines from Virginia Beach to Hilton Head Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,850 reviews

Entertainment

6.8

Comfort

7.2

Food

6.4

Overall

7.1

Boarding

7.5

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Linda,Jul 2026

ROA - CLT

Very helpful and friendly people who pushed me where I needed to go
American Airlines
7.1
Good
11,850 reviews
American Airlines
7.1
Good
11,850 reviews

Entertainment

6.8

Comfort

7.2

Food

6.4

Overall

7.1

Boarding

7.5

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Linda,Jul 2026

ROA - CLT

Very helpful and friendly people who pushed me where I needed to go

Related info for your journey

Find useful and relevant information for your journey from Virginia Beach 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 Virginia Beach?

    Hilton Head Island (HHH) is the airport you will fly into if you book a flight from Virginia Beach to Hilton Head Island. You should not have trouble finding flights to Hilton Head from Virginia Beach; the airport handles an average of 0 inbound flights from Virginia Beach per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Hilton Head Island airport from Virginia Beach. It is only a 3.3 mi journey from Hilton Head (HHH) to Hilton Head Island’s city center.

  • How long is the flight from Virginia Beach to Hilton Head Island?

    United Airlines can get you from Virginia Beach to Hilton Head Island in just under 7h 05m. Your travel time can differ by up to . Virginia Beach and Hilton Head Island are separated by a distance of 412 mi.

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

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

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

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

    Yes. Cheapflights offers flight deals from Virginia Beach 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.

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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Alternative routes for Virginia Beach 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 Virginia Beach to Hilton Head Island

Discover the top airline that operate flights from Virginia Beach 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 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$233Average$568FlexibilityNo cancel feeOn-time71%

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