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Hilton Head Island

$214+ Cheap flights from San Diego to Hilton Head Island (SAN - 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HHH
Jul 18 — Jul 251
Sat 7/18
Sat 7/25
1 adult, Economy
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Cheap flight deals from San Diego to Hilton Head Island

Cheapest flights from San Diego to Hilton Head Island
Explore the most affordable flight options available from San Diego to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2026.

This Delta deal was found by Cheapflights users on 6/14. 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.
Mon 8/1710:17 pm
SAN
-
HHH
2 stops14h 15m
Delta
Mon 8/2412:15 pm
HHH
-
SAN
1 stop7h 49m
Delta
Deal found 6/14$374
This Delta deal was found by Cheapflights users on 6/14. 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.
Mon 8/1710:17 pm
SAN
-
HHH
2 stops14h 15m
Delta
Tue 8/2512:15 pm
HHH
-
SAN
2 stops10h 04m
Delta
Deal found 6/14$379
This American Airlines deal was found by Cheapflights users on 6/14. 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 12/26:15 am
SAN
-
HHH
1 stop9h 06m
American Airlines
Tue 12/82:17 pm
HHH
-
SAN
1 stop7h 33m
American Airlines
Deal found 6/14$403
This United Airlines deal was found by Cheapflights users on 6/18. 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 8/147:41 pm
SAN
-
HHH
2 stops15h 22m
United Airlines
Mon 8/172:48 pm
HHH
-
SAN
1 stop10h 22m
United Airlines
Deal found 6/18$431
This Delta deal was found by Cheapflights users on 6/14. 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.
Mon 8/1710:17 pm
SAN
-
HHH
2 stops14h 15m
Delta
Wed 8/1912:15 pm
HHH
-
SAN
2 stops10h 04m
Delta
Deal found 6/14$437
This American Airlines deal was found by Cheapflights users on 6/16. 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 7/1810:28 pm
SAN
-
HHH
1 stop9h 49m
American Airlines
Fri 7/242:48 pm
HHH
-
SAN
1 stop9h 57m
American Airlines
Deal found 6/16$462
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Mon 8/1710:20 pm
SAN
-
HHH
1 stop11h 39m
United Airlines
Mon 8/242:48 pm
HHH
-
SAN
1 stop10h 22m
United Airlines
Deal found 6/14$479
This Delta deal was found by Cheapflights users on 6/14. 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.
Mon 8/1710:17 pm
SAN
-
HHH
2 stops14h 15m
Delta
Thu 8/2012:15 pm
HHH
-
SAN
2 stops10h 04m
Delta
Deal found 6/14$483
This United Airlines deal was found by Cheapflights users on 6/14. 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 8/189:45 pm
SAN
-
HHH
2 stops12h 14m
United Airlines
Mon 8/242:48 pm
HHH
-
SAN
1 stop10h 22m
United Airlines
Deal found 6/14$484
This American Airlines deal was found by Cheapflights users on 6/17. 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.
Sat 8/1510:20 pm
SAN
-
HHH
1 stop9h 49m
American Airlines
Sat 8/2212:50 pm
HHH
-
SAN
1 stop9h 21m
American Airlines
Deal found 6/17$494

Find flight deals from San Diego to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) 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 June 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$369
(United Airlines)

One-way from

$214
(United Airlines)
Provider with most accurate pricing for San Diego-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Hilton Head Island flights.
Search Deals
From San Diego to Hilton Head Island
Search Deals
One-way flight from San Diego to Hilton Head Island
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego 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 18, 2026.
Use the filters below to find and compare flights from San Diego to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Fri 8/14

10:20 pm-12:59 pm

1 stop11h 39m

Hilton Head Island

Mon 8/17

2:48 pm-10:10 pm

1 stop10h 22m

$498
Quickest round-trip

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Sat 7/18

10:28 pm-11:17 am

1 stop9h 49m

Hilton Head Island

Fri 7/24

2:48 pm-6:50 pm

1 stop7h 02m

$511

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Fri 8/14

7:41 pm-2:03 pm

2 stops15h 22m

Hilton Head Island

Mon 8/24

2:48 pm-10:10 pm

1 stop10h 22m

$524

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Sat 7/4

10:28 pm-11:17 am

1 stop9h 49m

Hilton Head Island

Fri 7/10

2:48 pm-10:37 pm

2 stops10h 49m

$549

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Wed 8/19

2:00 pm-3:32 pm

1 stop22h 32m

Hilton Head Island

Tue 8/25

12:15 pm-7:19 pm

2 stops10h 04m

$553

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Thu 7/16

10:28 pm-11:17 am

1 stop9h 49m

Hilton Head Island

Thu 7/23

2:48 pm-6:50 pm

1 stop7h 02m

$559

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Tue 8/18

10:40 pm-12:59 pm

2 stops11h 19m

Hilton Head Island

Fri 8/21

2:48 pm-9:05 am

2 stops21h 17m

$572

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Sat 7/4

9:59 pm-12:52 pm

2 stops11h 53m

Hilton Head Island

Fri 7/10

3:05 pm-11:54 pm

2 stops11h 49m

$601

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Sun 8/2

10:28 pm-11:17 am

1 stop9h 49m

Hilton Head Island

Sun 8/9

2:48 pm-9:11 pm

1 stop9h 23m

$640
Cheapest one-way

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Tue 7/28

10:30 pm-12:52 pm

1 stop11h 22m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Compare providers for flights from San Diego to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Diego to Hilton Head Island in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Diego-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Diego-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Diego-Hilton Head Island flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Diego-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from San Diego to Hilton Head Island

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

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 18, 2026.
See what other customers who have flown with American Airlines from San Diego to Hilton Head Island have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,688 reviews

Boarding

7.5

Food

6.4

Overall

7.1

Comfort

7.2

Entertainment

6.8

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!
American Airlines
7.1
Good
11,688 reviews
American Airlines
7.1
Good
11,688 reviews

Boarding

7.5

Food

6.4

Overall

7.1

Comfort

7.2

Entertainment

6.8

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

Related info for your journey

Find useful and relevant information for your journey from San Diego 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.

  • How long is the flight from San Diego to Hilton Head Island?

    For as low as $511, United Airlines can have you in Hilton Head Island from San Diego in 9h 49m. Airlines will cover a distance of 2116 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from San Diego to Hilton Head Island round-trip?

    Currently priced at $368, American Airlines will fly you from San Diego to Hilton Head Island and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip.

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

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

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

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

    Yes. Cheapflights offers flight deals from San Diego 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
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Top airline flying from San Diego to Hilton Head Island

Discover the top airline that operate flights from San Diego 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 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$368Average$718FlexibilityNo cancel feeOn-time71%

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