$464+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HHH
Oct 13 — Oct 201
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Hilton Head Island with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San Diego to Hilton Head Island
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Best
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One-way
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 September 13, 2026.
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 September 13, 2026.
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/257:41 pm -
2 stops15h 29m
Tue 9/291:16 pm -
1 stop12h 03m
Deal found 9/9![United Airlines logo]()
$464
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/2210:27 pm -
1 stop9h 38m
Tue 10/272:13 pm -
1 stop10h 24m
Deal found 9/11![American Airlines logo]()
$492
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:15 am -
1 stop6h 15m
Sat 11/712:23 pm -
2 stops9h 51m
Deal found 9/13![Delta logo]()
$497
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/2610:27 pm -
1 stop9h 51m
Wed 9/3012:50 pm -
1 stop8h 32m
Deal found 9/10![American Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 9/11. 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 9/2310:25 pm -
1 stop11h 10m
Sat 10/102:51 pm -
2 stops12h 40m
Deal found 9/11![United Airlines logo]()
$523
This American Airlines deal was found by Cheapflights users on 9/13. 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 11/410:20 pm -
1 stop9h 14m
Sun 11/82:51 pm -
1 stop9h 35m
Deal found 9/13![American Airlines logo]()
$542
This American Airlines deal was found by Cheapflights users on 9/12. 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 12/47:00 am -
1 stop7h 10m
Sun 12/62:51 pm -
1 stop7h 13m
Deal found 9/12![American Airlines logo]()
$551
This American Airlines deal was found by Cheapflights users on 9/11. 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 9/237:00 am -
1 stop6h 45m
Sat 10/101:50 pm -
1 stop8h 38m
Deal found 9/11![American Airlines logo]()
$553
Best flights from San Diego to Hilton Head IslandDiscover 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 September 13, 2026.
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 September 13, 2026.
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/257:41 pm -
2 stops15h 29m
Tue 9/291:16 pm -
1 stop12h 03m
Deal found 9/9![United Airlines logo]()
$464
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:15 am -
1 stop6h 15m
Sat 11/712:23 pm -
2 stops9h 51m
Deal found 9/13![Delta logo]()
$497
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/2610:27 pm -
1 stop9h 51m
Wed 9/3012:50 pm -
1 stop8h 32m
Deal found 9/10![American Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 9/10. 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 9/2610:20 pm -
1 stop11h 15m
Wed 9/301:20 pm -
2 stops12h 07m
Deal found 9/10![United Airlines logo]()
$464
This American Airlines deal was found by Cheapflights users on 9/12. 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 12/47:00 am -
1 stop7h 10m
Sun 12/62:51 pm -
1 stop7h 13m
Deal found 9/12![American Airlines logo]()
$551
Last-minute flights from San Diego to Hilton Head IslandDiscover last-minute flight deals from San Diego to Hilton Head Island. Data last updated September 13, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Hilton Head Island. Data last updated September 13, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/11. 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 9/2310:25 pm -
1 stop11h 10m
Sat 10/102:51 pm -
2 stops12h 40m
Deal found 9/11![United Airlines logo]()
$523
This American Airlines deal was found by Cheapflights users on 9/11. 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 9/237:00 am -
1 stop6h 45m
Sat 10/101:50 pm -
1 stop8h 38m
Deal found 9/11![American Airlines logo]()
$553
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/257:41 pm -
2 stops15h 29m
Tue 9/291:16 pm -
1 stop12h 03m
Deal found 9/9![United Airlines logo]()
$464
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/2610:27 pm -
1 stop9h 51m
Wed 9/3012:50 pm -
1 stop8h 32m
Deal found 9/10![American Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/2610:20 pm -
1 stop11h 15m
Wed 9/301:20 pm -
2 stops12h 07m
Deal found 9/9![United Airlines logo]()
$574
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/2210:27 pm -
1 stop9h 38m
Tue 10/272:13 pm -
1 stop10h 24m
Deal found 9/11![American Airlines logo]()
$492
One-way flights from San Diego to Hilton Head IslandSearch for one-way flight options from San Diego to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated September 13, 2026.
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 September 13, 2026.
This United Airlines deal was found by Cheapflights users on 9/12. 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 9/2510:20 pm -
1 stop11h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![United Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 9/12. 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 9/2410:20 pm -
1 stop11h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![United Airlines logo]()
$589
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 September 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $464 (United Airlines) |
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 7,457,451 searches. Data last updated September 13, 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
Cheapest round-trip
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Fri 9/25
7:41 pm-2:10 pm
2 stops15h 29m
Hilton Head Island
Tue 9/29
1:16 pm-10:19 pm
1 stop12h 03m
$464
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Sat 9/26
10:20 pm-12:35 pm
1 stop11h 15m
Hilton Head Island
Wed 9/30
1:20 pm-10:27 pm
2 stops12h 07m
$464
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Fri 9/25
5:00 pm-12:35 pm
2 stops16h 35m
Hilton Head Island
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$476
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Tue 11/3
6:15 am-3:30 pm
1 stop6h 15m
Hilton Head Island
Sat 11/7
12:23 pm-7:14 pm
2 stops9h 51m
$497
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Sat 9/26
10:27 pm-11:18 am
1 stop9h 51m
Hilton Head Island
Wed 9/30
12:50 pm-6:22 pm
1 stop8h 32m
$511
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Fri 12/4
7:00 am-5:10 pm
1 stop7h 10m
Hilton Head Island
Sun 12/6
2:51 pm-7:04 pm
1 stop7h 13m
$551
Quickest round-trip
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Thu 9/24
10:20 pm-12:35 pm
1 stop11h 15m
Hilton Head Island
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$589
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
SAN-HHH
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 September 13, 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.
Overall
7.1
Boarding
7.4
Crew
7.9
Food
6.4
Comfort
7.2
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreJeremy,Sep 2025
SAN - PHL
Overall
7.1
Boarding
7.4
Crew
7.9
Food
6.4
Comfort
7.2
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreJeremy,Sep 2025
SAN - PHL
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.
Traveling to a place near Hilton Head Island?
Book flights to Hilton Head Island if you plan to visit one of these locationsBeaufort
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Other flights to Hilton Head Island
Explore flights to Hilton Head Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 13, 2026.
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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 7,457,451 searches. Data last updated September 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$508 | Average$673 | FlexibilityNo cancel fee | On-time71% |