$198+ 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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HHH
Oct 18 — Oct 251
Round-trip
1 adult, Economy
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Find cheap flights from Virginia Beach to Hilton Head Island with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Virginia Beach to Hilton Head Island
Cheapest
Best
Last-minute
One-way
Cheapest flights from Virginia Beach to Hilton Head IslandExplore 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 September 18, 2026.
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 September 18, 2026.
This Delta deal was found by Cheapflights users on 9/17. 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.
Fri 10/210:52 am -
1 stop4h 35m
Tue 10/64:13 pm -
1 stop6h 00m
Deal found 9/17![Delta logo]()
$434
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am -
1 stop6h 35m
Sat 10/102:51 pm -
1 stop6h 49m
Deal found 9/16![United Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/75:00 am -
1 stop6h 05m
Sat 10/106:13 pm -
1 stop5h 44m
Deal found 9/14![American Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 9/14. 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 10/76:00 am -
1 stop5h 43m
Sat 10/1012:23 pm -
2 stops11h 09m
Deal found 9/14![Delta logo]()
$526
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/2910:24 am -
1 stop6h 21m
Sat 10/312:50 pm -
1 stop3h 41m
Deal found 9/14![American Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/26:00 am -
2 stops10h 45m
Tue 10/612:29 pm -
2 stops7h 28m
Deal found 9/17![American Airlines logo]()
$594
Best flights from Virginia Beach to Hilton Head IslandDiscover carefully curated flight deals from Virginia Beach to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
Discover carefully curated flight deals from Virginia Beach to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
This Delta deal was found by Cheapflights users on 9/17. 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.
Fri 10/210:52 am -
1 stop4h 35m
Tue 10/64:13 pm -
1 stop6h 00m
Deal found 9/17![Delta logo]()
$434
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am -
1 stop6h 35m
Sat 10/102:51 pm -
1 stop6h 49m
Deal found 9/16![United Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/2910:24 am -
1 stop6h 21m
Sat 10/312:50 pm -
1 stop3h 41m
Deal found 9/14![American Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 10/78:00 am -
2 stops9h 38m
Sat 10/102:56 pm -
2 stops6h 58m
Deal found 9/16![American Airlines logo]()
$587
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/296:00 am -
1 stop6h 35m
Sat 10/31:16 pm -
2 stops10h 32m
Deal found 9/14![United Airlines logo]()
$623
This Delta deal was found by Cheapflights users on 9/14. 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 10/76:00 am -
2 stops9h 30m
Sat 10/1012:23 pm -
2 stops11h 09m
Deal found 9/14![Delta logo]()
$649
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/26:00 am -
2 stops10h 45m
Tue 10/612:29 pm -
2 stops7h 28m
Deal found 9/17![American Airlines logo]()
$594
Last-minute flights from Virginia Beach to Hilton Head IslandDiscover last-minute flight deals from Virginia Beach to Hilton Head Island. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia Beach to Hilton Head Island. Data last updated September 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/2910:24 am -
1 stop6h 21m
Sat 10/312:50 pm -
1 stop3h 41m
Deal found 9/14![American Airlines logo]()
$541
This Delta deal was found by Cheapflights users on 9/17. 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.
Fri 10/210:52 am -
1 stop4h 35m
Tue 10/64:13 pm -
1 stop6h 00m
Deal found 9/17![Delta logo]()
$434
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/26:00 am -
2 stops10h 45m
Tue 10/612:29 pm -
2 stops7h 28m
Deal found 9/17![American Airlines logo]()
$594
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am -
1 stop6h 35m
Sat 10/102:51 pm -
1 stop6h 49m
Deal found 9/16![United Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/75:00 am -
1 stop6h 05m
Sat 10/106:13 pm -
1 stop5h 44m
Deal found 9/14![American Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 9/14. 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 10/76:00 am -
1 stop5h 43m
Sat 10/1012:23 pm -
2 stops11h 09m
Deal found 9/14![Delta logo]()
$526
One-way flights from Virginia Beach to Hilton Head IslandSearch for one-way flight options from Virginia Beach to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
Search for one-way flight options from Virginia Beach to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1211:00 am -
1 stop4h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$198
This Delta deal was found by Cheapflights users on 9/16. 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.
Sun 10/186:00 am -
1 stop5h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$229
This United Airlines deal was found by Cheapflights users on 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:20 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 9/17. 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 10/176:00 am -
2 stops9h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Delta logo]()
$375
This American Airlines deal was found by Cheapflights users on 9/17. 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 9/298:10 am -
1 stop5h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![American Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Sun 10/188:00 am -
2 stops9h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![American Airlines logo]()
$405
This United Airlines deal was found by Cheapflights users on 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:00 am -
1 stop6h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 9/17. 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.
Mon 9/286:00 am -
2 stops9h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Delta logo]()
$418
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:01 pm -
2 stops19h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![United Airlines logo]()
$513
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 September 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $434 (Delta) |
One-way from | $198 (Delta) |
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 7,457,451 searches. Data last updated September 18, 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
Cheapest round-trip
Quickest round-trip
NorfolkHilton Head Island
ORF Norfolk - HHH Hilton Head Island
ORFHHH
Norfolk
Mon 10/12
11:00 am-3:30 pm
1 stop4h 30m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$198
NorfolkHilton Head Island
ORF Norfolk - HHH Hilton Head Island
ORFHHH
Norfolk
Sun 10/18
6:00 am-11:43 am
1 stop5h 43m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$229
NorfolkHilton Head Island
ORF Norfolk - HHH Hilton Head Island
ORFHHH
Norfolk
Sat 10/17
6:00 am-3:30 pm
2 stops9h 30m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$375
NorfolkHilton Head Island
ORF Norfolk - HHH Hilton Head Island
ORFHHH
Norfolk
Mon 9/28
6:00 am-12:35 pm
1 stop6h 35m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$413
NorfolkHilton Head Island
ORF Norfolk - HHH Hilton Head Island
ORFHHH
Norfolk
Mon 9/28
6:00 am-3:27 pm
2 stops9h 27m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$418
NorfolkHilton Head Island
ORF Norfolk - HHH Hilton Head Island
ORFHHH
Norfolk
Fri 10/2
10:52 am-3:27 pm
1 stop4h 35m
Hilton Head Island
Tue 10/6
4:13 pm-10:13 pm
1 stop6h 00m
$434
NorfolkHilton Head Island
ORF Norfolk - HHH Hilton Head Island
ORFHHH
Norfolk
Wed 10/7
6:00 am-12:35 pm
1 stop6h 35m
Hilton Head Island
Sat 10/10
2:51 pm-9:40 pm
1 stop6h 49m
$474
NorfolkHilton Head Island
ORF Norfolk - HHH Hilton Head Island
ORFHHH
Norfolk
Tue 9/29
10:24 am-4:45 pm
1 stop6h 21m
Hilton Head Island
Sat 10/3
12:50 pm-4:31 pm
1 stop3h 41m
$541
NorfolkHilton Head Island
ORF Norfolk - HHH Hilton Head Island
ORFHHH
Norfolk
Sat 10/3
5:01 pm-12:35 pm
2 stops19h 34m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$554
NorfolkHilton Head Island
ORF Norfolk - HHH Hilton Head Island
ORFHHH
Norfolk
Wed 10/7
8:00 am-5:38 pm
2 stops9h 38m
Hilton Head Island
Sat 10/10
2:56 pm-9:54 pm
2 stops6h 58m
$587
Showing 1-10 of 13 resultsSorted 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.
ORF-HHH
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
V1B-HHH
ORF-HHH
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 September 18, 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.
Comfort
7.2
Food
6.4
Entertainment
6.8
Overall
7.1
Boarding
7.4
Crew
7.9
Reviews
1 / 20
10.0
ExcellentLinda,Jul 2026
ROA - CLT
Comfort
7.2
Food
6.4
Entertainment
6.8
Overall
7.1
Boarding
7.4
Crew
7.9
Reviews
1 / 20
10.0
ExcellentLinda,Jul 2026
ROA - CLT
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.
Traveling to a place near Hilton Head Island?
Book flights to Hilton Head Island if you plan to visit one of these locationsBeaufort
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Complete your trip
Complete your trip to Hilton Head Island by adding a car rental and/or hotel reservation to your travel itinerary.
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Other flights to Hilton Head Island
Explore flights to Hilton Head Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 18, 2026.
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Browse other Virginia Beach and Hilton Head Island flight options. Last updated on September 18, 2026.
Popular flight searches
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Virginia Beach to Hilton Head Island flights
Consider these flights traveling from Virginia Beach to Hilton Head Island.
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 7,457,451 searches. Data last updated September 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$233 | Average$475 | FlexibilityNo cancel fee | On-time71% |