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

For as low as $497, United Airlines can have you in Hilton Head Island from San Diego in 9h 14m. 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 $303, 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. You may be able to fly from San Diego to Hilton Head Island for 48% less than the average price by searching for this airline.

What is the cheapest day to fly from San Diego to Hilton Head Island?

Travelers seeking maximum savings on their San Diego to Hilton Head Island flight should consider departing on Thursday mornings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

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

Travelers have found that booking a Wednesday departure is the best way to save up to 54% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

What is the cheapest month to fly from San Diego to Hilton Head Island?

The best pricing can be found in the month of January. Prices to Hilton Head Island from San Diego average $592. You can even find prices in January for less than $592, as users have found deals to Hilton Head Island from as low as $303. The month of August appears to be one of the more expensive times to travel to Hilton Head Island from San Diego. Flying in the targeted month can save you up to 90%.

What is the cheapest time of day to fly from SAN to HHH?

A simple way to save on the total cost of your ticket is to fly from San Diego to Hilton Head Island at noon. If you’re flexible enough to do this you can expect to save up to 15% on your trip compared to booking a flight in the morning.

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.

$209+ Flights from San Diego to Hilton Head Island

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Cheap flight deals from San Diego to Hilton Head Island

Round-trip from	$369 (United Airlines)
One-way from	$209 (United Airlines)
Popular in	August
Cheapest in	January
Average price	$1,131

From San Diego to Hilton Head Island

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One-way flight from San Diego to Hilton Head Island

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Highest demand for flights based on searches. 19% potential increase in price ($141 potential increase over avg. RT price).

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Cheapest flight prices on average. 9% potential price decrease ($49 potential savings vs. average RT price).

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Average for round-trip flights in August 2025

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Find 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 August 21, 2025.

Thu 9/49:41 pmSAN - HHH

1 stop10h 44mUnited Airlines

Mon 9/812:06 pmHHH - SAN

1 stop10h 03mUnited Airlines

Deal found 8/20

$369

Tue 9/169:41 pmSAN - HHH

1 stop10h 44mUnited Airlines

Mon 9/2212:06 pmHHH - SAN

1 stop10h 03mUnited Airlines

Deal found 8/20

$463

Fri 11/1410:23 pmSAN - HHH

1 stop9h 14mAmerican Airlines

Mon 11/1712:16 pmHHH - SAN

1 stop10h 27mAmerican Airlines

Deal found 8/20

$497

Fri 11/1410:23 pmSAN - HHH

1 stop9h 14mAmerican Airlines

Sun 11/162:51 pmHHH - SAN

1 stop9h 20mAmerican Airlines

Deal found 8/20

$522

Wed 9/177:00 amSAN - HHH

1 stop6h 47mAmerican Airlines

Sun 9/212:36 pmHHH - SAN

1 stop7h 06mAmerican Airlines

Deal found 8/18

$942

Best flights from San Diego to Hilton Head Island
Discover carefully curated flight deals from San Diego to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2025.

Thu 9/49:41 pmSAN - HHH

1 stop10h 44mUnited Airlines

Mon 9/812:06 pmHHH - SAN

1 stop10h 03mUnited Airlines

Deal found 8/20

$369

Fri 11/1410:23 pmSAN - HHH

1 stop9h 14mAmerican Airlines

Mon 11/173:27 pmHHH - SAN

1 stop7h 16mAmerican Airlines

Deal found 8/20

$497

Tue 9/169:41 pmSAN - HHH

1 stop10h 44mUnited Airlines

Mon 9/2212:06 pmHHH - SAN

1 stop10h 03mUnited Airlines

Deal found 8/20

$463

Fri 11/1410:23 pmSAN - HHH

1 stop9h 14mAmerican Airlines

Sun 11/162:51 pmHHH - SAN

1 stop9h 20mAmerican Airlines

Deal found 8/20

$522

Last-minute flights from San Diego to Hilton Head Island
Discover last-minute flight deals from San Diego to Hilton Head Island. Data last updated August 21, 2025 and is based on user searches.

Thu 9/49:41 pmSAN - HHH

1 stop10h 44mUnited Airlines

Mon 9/812:06 pmHHH - SAN

1 stop10h 03mUnited Airlines

Deal found 8/20

$369

Tue 9/169:41 pmSAN - HHH

1 stop10h 44mUnited Airlines

Mon 9/2212:06 pmHHH - SAN

1 stop10h 03mUnited Airlines

Deal found 8/20

$463

Wed 9/177:00 amSAN - HHH

1 stop6h 47mAmerican Airlines

Sun 9/212:36 pmHHH - SAN

1 stop7h 06mAmerican Airlines

Deal found 8/18

$942

One-way flights from San Diego to Hilton Head Island
Search for one-way flight options from San Diego to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated August 21, 2025.

Wed 9/179:41 pmSAN - HHH

1 stop10h 44mUnited Airlines

Deal found 8/18

$209

Cheapflights Fare Finder

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

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Thu 9/4

9:41 pm-11:25 am

1 stop10h 44m

Hilton Head Island

Mon 9/8

12:06 pm-7:09 pm

1 stop10h 03m

$369

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Tue 9/16

9:41 pm-11:25 am

1 stop10h 44m

Hilton Head Island

Mon 9/22

12:06 pm-7:09 pm

1 stop10h 03m

$463

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Fri 11/14

10:23 pm-10:37 am

1 stop9h 14m

Hilton Head Island

Mon 11/17

3:27 pm-7:43 pm

1 stop7h 16m

$497

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Fri 11/14

10:23 pm-10:37 am

1 stop9h 14m

Hilton Head Island

Sun 11/16

2:51 pm-9:11 pm

1 stop9h 20m

$522

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Wed 9/17

9:41 pm-11:25 am

1 stop10h 44m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

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.

Cheapflights Insights

Everything you need to know about your flight from San Diego to Hilton Head Island

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

Currently, January is the cheapest month in which you can book a flight from San Diego to Hilton Head Island (average of $275). Flying from San Diego to Hilton Head Island in March is currently the most expensive (average of $479). 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 Hilton Head Island

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

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

American Airlines

7.2

Good

10,000 reviews

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

BNA - ORD

Related info for your journey

How long is the flight from San Diego to Hilton Head Island?
For as low as $497, United Airlines can have you in Hilton Head Island from San Diego in 9h 14m. 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 $303, 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. You may be able to fly from San Diego to Hilton Head Island for 48% less than the average price by searching for this airline.
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.
What is the cheapest month to book a flight from San Diego to Hilton Head Island?
Currently, January is the cheapest month in which you can book a flight from San Diego to Hilton Head Island (average of $275). Flying from San Diego to Hilton Head Island in March is currently the most expensive (average of $479). 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

Beaufort

Bluffton

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Top airline flying from San Diego to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$303	Average$550	FlexibilityNo cancel fee	On-time71%

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$209+ 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from San Diego to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from San Diego to Hilton Head Island

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from San Diego to Hilton Head Island

Cheapest flights from San Diego to Hilton Head IslandExplore 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 August 21, 2025.

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 August 21, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from San Diego to Hilton Head Island that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from San Diego to Hilton Head Island

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

Reviews of airlines servicing Hilton Head Island

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.

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?

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

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

How can I 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?

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

Traveling to a place near Hilton Head Island?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for San Diego to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from San Diego to Hilton Head Island

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Travel Smart

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 August 21, 2025.