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$239+ Cheap flights from Hilton Head Island to San Diego (HHH - SAN)

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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — SAN
Apr 18 — Apr 251
Sat 4/18
Sat 4/25
1 adult, Economy
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Cheap flight deals from Hilton Head Island to San Diego

Cheapest flights from Hilton Head Island to San Diego
Explore the most affordable flight options available from Hilton Head Island to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 19, 2026.

This American Airlines deal was found by Cheapflights users on 3/16. 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.
Thu 4/92:58 pm
HHH
-
SAN
1 stop8h 52m
American Airlines
Tue 4/146:40 am
SAN
-
HHH
1 stop7h 41m
American Airlines
Deal found 3/16$399
This American Airlines deal was found by Cheapflights users on 3/16. 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.
Thu 4/92:58 pm
HHH
-
SAN
1 stop8h 52m
American Airlines
Mon 4/137:20 pm
SAN
-
HHH
2 stops12h 27m
American Airlines
Deal found 3/16$439
This United Airlines deal was found by Cheapflights users on 3/16. 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.
Thu 4/93:05 pm
HHH
-
SAN
1 stop10h 54m
United Airlines
Tue 4/147:40 pm
SAN
-
HHH
2 stops15h 36m
United Airlines
Deal found 3/16$471
This American Airlines deal was found by Cheapflights users on 3/16. 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 3/313:31 pm
HHH
-
SAN
1 stop8h 20m
American Airlines
Sat 4/410:00 pm
SAN
-
HHH
1 stop9h 33m
American Airlines
Deal found 3/16$524
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Wed 5/63:08 pm
HHH
-
SAN
1 stop10h 31m
United Airlines
Sat 5/94:04 pm
SAN
-
HHH
2 stops20h 37m
United Airlines
Deal found 3/18$542
This United Airlines deal was found by Cheapflights users on 3/15. 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.
Fri 4/173:05 pm
HHH
-
SAN
1 stop10h 54m
United Airlines
Tue 4/2110:30 pm
SAN
-
HHH
2 stops14h 00m
United Airlines
Deal found 3/15$554
This American Airlines deal was found by Cheapflights users on 3/16. 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 6/262:03 pm
HHH
-
SAN
1 stop10h 26m
American Airlines
Tue 6/3010:28 pm
SAN
-
HHH
1 stop9h 42m
American Airlines
Deal found 3/16$608

Find flight deals from Hilton Head Island to San Diego

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to San Diego (SAN). 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 March 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$399
(American Airlines)

One-way from

$239
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-San Diego flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-San Diego flights.
Search Deals
From Hilton Head Island to San Diego
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One-way flight from Hilton Head Island to San Diego
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to San Diego 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 March 19, 2026.
Use the filters below to find and compare flights from Hilton Head Island to San Diego that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Hilton Head IslandSan Diego

HHH - SAN

HHHSAN

Hilton Head Island

Thu 4/9

3:05 pm-10:59 pm

1 stop10h 54m

San Diego

Tue 4/14

7:40 pm-2:16 pm

2 stops15h 36m

$471

Hilton Head IslandSan Diego

HHH - SAN

HHHSAN

Hilton Head Island

Wed 5/6

3:08 pm-10:39 pm

1 stop10h 31m

San Diego

Sat 5/9

4:04 pm-3:41 pm

2 stops20h 37m

$542
Quickest round-trip

Hilton Head IslandSan Diego

HHH - SAN

HHHSAN

Hilton Head Island

Fri 4/17

3:05 pm-11:59 pm

2 stops11h 54m

San Diego

Tue 4/21

10:30 pm-3:30 pm

2 stops14h 00m

$559

Hilton Head IslandSan Diego

HHH - SAN

HHHSAN

Hilton Head Island

Thu 4/16

3:05 pm-9:40 am

1 stop21h 35m

San Diego

Mon 4/20

7:14 pm-2:16 pm

2 stops16h 02m

$615
Cheapest one-way

Hilton Head IslandSan Diego

HHH - SAN

HHHSAN

Hilton Head Island

Tue 4/21

1:08 pm-8:09 pm

1 stop10h 01m

$239

Hilton Head IslandSan Diego

HHH - SAN

HHHSAN

Hilton Head Island

Fri 4/24

3:05 pm-10:59 pm

1 stop10h 54m

$254

Hilton Head IslandSan Diego

HHH - SAN

HHHSAN

Hilton Head Island

Tue 4/21

12:08 pm-10:36 pm

2 stops13h 28m

$254

Hilton Head IslandSan Diego

HHH - SAN

HHHSAN

Hilton Head Island

Mon 6/15

3:05 pm-11:54 pm

2 stops11h 49m

$259
Quickest one-way

Hilton Head IslandSan Diego

HHH - SAN

HHHSAN

Hilton Head Island

Fri 4/3

2:58 pm-9:07 pm

1 stop9h 09m

$314

Hilton Head IslandSan Diego

HHH - SAN

HHHSAN

Hilton Head Island

Fri 4/3

3:05 pm-11:59 pm

2 stops11h 54m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/15

Showing 1-10 of 14 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Hilton Head Island-San Diego flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hilton Head Island-San Diego flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hilton Head Island-San Diego flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hilton Head Island-San Diego 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 Hilton Head Island-San Diego 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 Hilton Head Island to San Diego

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

What is the cheapest month to book a flight from Hilton Head Island to San Diego?

Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to San Diego (average of $165). Flying from Hilton Head Island to San Diego in March is currently the most expensive (average of $315). 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 San Diego

Get insights into the airlines that provide service to San Diego. 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 San Diego. Reviews last updated March 19, 2026.
Read reviews from past customers who have flown American Airlines from Hilton Head Island to San Diego. 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.
American Airlines
7.1
Good
11,473 reviews

Boarding

7.5

Comfort

7.2

Crew

7.9

Entertainment

6.9

Overall

7.1

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,473 reviews
American Airlines
7.1
Good
11,473 reviews

Boarding

7.5

Comfort

7.2

Crew

7.9

Entertainment

6.9

Overall

7.1

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to San Diego. 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 Hilton Head Island to San Diego?

    United Airlines can get you from Hilton Head Island to San Diego in just under 11h 54m. Your travel time can differ by up to . Hilton Head Island and San Diego are separated by a distance of 2116 mi.

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

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

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

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to San Diego.

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

    Yes. Cheapflights offers flight deals from Hilton Head Island to San Diego 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 Hilton Head Island to San Diego?

    Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to San Diego (average of $165). Flying from Hilton Head Island to San Diego in March is currently the most expensive (average of $315). 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 San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Chula Vista
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove

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Top airline flying from Hilton Head Island to San Diego

Discover the top airline that operate flights from Hilton Head Island to San Diego. 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 March 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$311Average$498FlexibilityNo cancel feeOn-time71%

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