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Hilton Head Island

$809+ Cheap flights from Oakland, CA to Hilton Head Island (OAK - 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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — HHH
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Find flight deals from Oakland to Hilton Head Island

One-way flights from Oakland to Hilton Head Island
Search for one-way flight options from Oakland to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated November 6, 2025.

This Delta deal was found by Cheapflights users on 11/6. 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 4/115:05 pmOAK - HHH
2 stops43h 13mDelta
Deal found 11/6$809

Cheap flight deals from Oakland to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) 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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Popular in

May

Cheapest in

March

Average price

$593
Provider with most accurate pricing for Oakland-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Oakland-Hilton Head Island flights.
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($143 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland 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 November 6, 2025.
Use the filters below to find and compare flights from Oakland to Hilton Head Island that are best for you.

Fly from

Oakland

Fly to

Hilton Head Island

Route

Depart

Return

Price

OaklandHilton Head Island

OAK - HHH

OAKHHH

Oakland

Sat 4/11

5:05 pm-3:18 pm

2 stops43h 13m

$809

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Compare providers for flights from Oakland 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 Oakland to Hilton Head Island in November.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Oakland, California-Hilton Head Island flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Oakland, California-Hilton Head Island flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Oakland, California-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Oakland, California-Hilton Head Island flights, Cheapflights users trust eDreams the most. eDreams 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 Oakland, 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 Oakland to Hilton Head Island

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

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

Currently, May is the cheapest month in which you can book a flight from Oakland, California to Hilton Head Island (average of $148). Flying from Oakland, 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 Oakland 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.

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland 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 Oakland, California to Hilton Head Island?

    Currently, May is the cheapest month in which you can book a flight from Oakland, California to Hilton Head Island (average of $148). Flying from Oakland, 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
Bluffton

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