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Hilton Head Island

$480+ Cheap flights from San Jose, CA to Hilton Head Island (SJC - 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — HHH
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from San Jose to Hilton Head Island

Cheapest flights from San Jose to Hilton Head Island
Explore the most affordable flight options available from San Jose to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Delta deal was found by Cheapflights users on 1/27. 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 4/278:05 pm
SJC
-
HHH
2 stops16h 15m
Delta
Wed 5/612:08 pm
HHH
-
SJC
2 stops9h 53m
Delta
Deal found 1/27$480
This Delta deal was found by Cheapflights users on 1/27. 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 5/26:32 pm
SJC
-
HHH
2 stops17h 48m
Delta
Wed 5/612:08 pm
HHH
-
SJC
2 stops9h 53m
Delta
Deal found 1/27$529
This Delta deal was found by Cheapflights users on 1/27. 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 4/274:10 pm
SJC
-
HHH
2 stops20h 10m
Delta
Tue 5/54:00 pm
HHH
-
SJC
2 stops23h 20m
Delta
Deal found 1/27$562
This Delta deal was found by Cheapflights users on 1/27. 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.
Tue 4/281:40 pm
SJC
-
HHH
1 stop22h 40m
Delta
Wed 5/612:08 pm
HHH
-
SJC
2 stops9h 53m
Delta
Deal found 1/27$573
This Delta deal was found by Cheapflights users on 1/27. 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 4/271:57 pm
SJC
-
HHH
2 stops22h 23m
Delta
Mon 5/412:08 pm
HHH
-
SJC
2 stops28h 09m
Delta
Deal found 1/27$620
This Delta deal was found by Cheapflights users on 1/27. 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 5/18:05 pm
SJC
-
HHH
2 stops16h 15m
Delta
Wed 5/612:08 pm
HHH
-
SJC
2 stops9h 53m
Delta
Deal found 1/27$635
This Delta deal was found by Cheapflights users on 1/27. 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.
Thu 4/308:05 pm
SJC
-
HHH
2 stops16h 15m
Delta
Wed 5/612:08 pm
HHH
-
SJC
2 stops9h 53m
Delta
Deal found 1/27$646
This Delta deal was found by Cheapflights users on 1/27. 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 5/24:10 pm
SJC
-
HHH
2 stops20h 10m
Delta
Mon 5/412:08 pm
HHH
-
SJC
2 stops23h 54m
Delta
Deal found 1/27$650
This Delta deal was found by Cheapflights users on 1/27. 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 4/2910:55 pm
SJC
-
HHH
1 stop13h 25m
Delta
Wed 5/612:08 pm
HHH
-
SJC
2 stops9h 53m
Delta
Deal found 1/27$652
This Delta deal was found by Cheapflights users on 1/27. 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.
Tue 4/284:10 pm
SJC
-
HHH
2 stops20h 10m
Delta
Tue 5/54:00 pm
HHH
-
SJC
2 stops23h 20m
Delta
Deal found 1/27$656

Find flight deals from San Jose to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$480
(Delta)
Provider with most accurate pricing for San Jose-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Hilton Head Island flights.
Search Deals
From San Jose to Hilton Head Island
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 January 29, 2026.
Use the filters below to find and compare flights from San Jose to Hilton Head Island that are best for you.

Fly from

San Jose

Fly to

Hilton Head Island

Route

Depart

Return

Price

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Mon 4/27

10:55 pm-3:20 pm

1 stop13h 25m

Hilton Head Island

Wed 5/6

12:08 pm-7:01 pm

2 stops9h 53m

$523

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Sat 5/2

1:40 pm-3:20 pm

1 stop22h 40m

Hilton Head Island

Wed 5/6

12:08 pm-7:01 pm

2 stops9h 53m

$523

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Mon 4/27

4:10 pm-3:20 pm

2 stops20h 10m

Hilton Head Island

Tue 5/5

4:00 pm-12:20 pm

2 stops23h 20m

$562

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Thu 4/30

1:40 pm-3:20 pm

1 stop22h 40m

Hilton Head Island

Wed 5/6

12:08 pm-7:01 pm

2 stops9h 53m

$573

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Mon 4/27

1:57 pm-3:20 pm

2 stops22h 23m

Hilton Head Island

Mon 5/4

12:08 pm-1:17 pm

2 stops28h 09m

$620

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Fri 5/1

8:05 pm-3:20 pm

2 stops16h 15m

Hilton Head Island

Wed 5/6

12:08 pm-7:01 pm

2 stops9h 53m

$635

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Sat 5/2

4:10 pm-3:20 pm

2 stops20h 10m

Hilton Head Island

Mon 5/4

12:08 pm-9:02 am

2 stops23h 54m

$650

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Sat 5/2

9:59 am-3:20 pm

2 stops26h 21m

Hilton Head Island

Tue 5/5

12:08 pm-9:02 am

2 stops23h 54m

$650

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Wed 4/29

10:55 pm-3:20 pm

1 stop13h 25m

Hilton Head Island

Wed 5/6

12:08 pm-7:01 pm

2 stops9h 53m

$652

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Tue 4/28

4:10 pm-3:20 pm

2 stops20h 10m

Hilton Head Island

Tue 5/5

4:00 pm-12:20 pm

2 stops23h 20m

$656

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

  • Most accurate provider: When it comes to deals on San Jose, California-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 Jose, California-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose, California-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Jose, California-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 Jose, California-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 Jose to Hilton Head Island

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

What is the cheapest month to book a flight from San Jose, California to Hilton Head Island?

Currently, May is the cheapest month in which you can book a flight from San Jose, California to Hilton Head Island (average of $148). Flying from San Jose, California to Hilton Head Island in March is currently the most expensive (average of $276). 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.

Related info for your journey

Find useful and relevant information for your journey from San Jose 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 Jose, California to Hilton Head Island?

    A quick flight from San Jose, California to Hilton Head Island can take about 13h 25m. Delta provides one of the quickest options available for as low as $523. San Jose, California and Hilton Head Island are separated by a distance of 2346 mi.

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

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

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

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

    Yes. Cheapflights offers flight deals from San Jose 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.

  • What is the cheapest month to book a flight from San Jose, California to Hilton Head Island?

    Currently, May is the cheapest month in which you can book a flight from San Jose, California to Hilton Head Island (average of $148). Flying from San Jose, California to Hilton Head Island in March is currently the most expensive (average of $276). 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 Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort

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