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Hilton Head Island

$454+ Cheap flights from San Diego to Hilton Head Island (SAN - 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HHH
May 18 — May 251
Mon 5/18
Mon 5/25
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 April 18, 2026.

This United Airlines deal was found by Cheapflights users on 4/15. 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.
Thu 4/307:40 pm
SAN
-
HHH
2 stops15h 31m
United Airlines
Mon 5/43:08 pm
HHH
-
SAN
1 stop10h 31m
United Airlines
Deal found 4/15$454
This American Airlines deal was found by Cheapflights users on 4/13. 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 5/66:40 am
SAN
-
HHH
1 stop6h 54m
American Airlines
Sat 5/92:54 pm
HHH
-
SAN
1 stop8h 56m
American Airlines
Deal found 4/13$490
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/26:40 am
SAN
-
HHH
1 stop8h 40m
American Airlines
Wed 5/62:58 pm
HHH
-
SAN
1 stop8h 52m
American Airlines
Deal found 4/17$501
This American Airlines deal was found by Cheapflights users on 4/13. 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 4/289:45 pm
SAN
-
HHH
1 stop9h 47m
American Airlines
Sat 5/25:04 pm
HHH
-
SAN
2 stops9h 52m
American Airlines
Deal found 4/13$506
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Fri 10/1611:00 pm
SAN
-
HHH
1 stop8h 13m
American Airlines
Mon 10/193:58 pm
HHH
-
SAN
1 stop7h 10m
American Airlines
Deal found 4/14$519
This American Airlines deal was found by Cheapflights users on 4/14. 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 4/296:40 am
SAN
-
HHH
1 stop8h 29m
American Airlines
Sat 5/22:54 pm
HHH
-
SAN
1 stop8h 56m
American Airlines
Deal found 4/14$546
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Fri 5/16:40 am
SAN
-
HHH
1 stop8h 29m
American Airlines
Tue 5/511:17 am
HHH
-
SAN
1 stop9h 48m
American Airlines
Deal found 4/16$551
This United Airlines deal was found by Cheapflights users on 4/14. 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.
Sat 5/912:40 pm
SAN
-
HHH
2 stops24h 01m
United Airlines
Tue 5/123:08 pm
HHH
-
SAN
1 stop10h 31m
United Airlines
Deal found 4/14$567

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 April 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$454
(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
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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 April 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
Quickest round-trip

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Tue 4/28

9:45 pm-10:32 am

1 stop9h 47m

Hilton Head Island

Sat 5/2

5:04 pm-11:56 pm

2 stops9h 52m

$506

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Sat 5/9

12:40 pm-3:41 pm

2 stops24h 01m

Hilton Head Island

Tue 5/12

3:08 pm-10:39 pm

1 stop10h 31m

$567

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Fri 6/5

10:15 pm-3:33 pm

2 stops14h 18m

Hilton Head Island

Mon 6/8

12:11 pm-4:56 pm

1 stop7h 45m

$569

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Wed 5/6

9:45 pm-3:41 pm

2 stops14h 56m

Hilton Head Island

Sat 5/9

3:08 pm-11:59 pm

2 stops11h 51m

$571

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Tue 4/28

7:40 pm-3:30 pm

3 stops16h 50m

Hilton Head Island

Sat 5/2

3:08 pm-11:59 pm

2 stops11h 51m

$643

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Fri 7/24

7:15 pm-11:05 am

2 stops12h 50m

Hilton Head Island

Sun 7/26

2:48 pm-9:45 pm

1 stop9h 57m

$670

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Thu 5/28

10:15 pm-3:33 pm

2 stops14h 18m

Hilton Head Island

Mon 6/1

12:18 pm-4:30 pm

1 stop7h 12m

$714

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Thu 5/28

10:28 pm-11:10 am

1 stop9h 42m

Hilton Head Island

Mon 6/1

2:43 pm-9:48 pm

1 stop10h 05m

$741

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Sat 9/19

10:20 pm-12:52 pm

1 stop11h 32m

Hilton Head Island

Wed 9/23

1:45 pm-10:49 pm

1 stop12h 04m

$784

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/13

Sorted by cheapest first

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 April.
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 April 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
11,607 reviews

Comfort

7.2

Entertainment

6.9

Crew

7.9

Boarding

7.5

Overall

7.1

Food

6.4

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.
American Airlines
7.1
Good
11,607 reviews
American Airlines
7.1
Good
11,607 reviews

Comfort

7.2

Entertainment

6.9

Crew

7.9

Boarding

7.5

Overall

7.1

Food

6.4

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

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 $506, American Airlines can have you in Hilton Head Island from San Diego in 9h 47m. 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 $367, 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
Beaufort

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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 April 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$367Average$716FlexibilityNo cancel feeOn-time71%

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