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 month to fly from Oakland, California to Hilton Head Island?

Flights from Oakland, California to Hilton Head Island lean towards being more expensive in November. Prices are generally better when you fly from Oakland, California to Hilton Head Island in January, with the cheapest ticket starting at $275.

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

When flying from Oakland, California to Hilton Head Island, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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.

$826+ Flights from Oakland, CA to Hilton Head Island

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Cheap flight deals from Oakland to Hilton Head Island

Round-trip from	$826 (Delta)
Popular in	November
Cheapest in	January
Average price	$481

From Oakland to Hilton Head Island

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Highest demand for flights based on searches. 19% potential increase in price ($131 potential increase over avg. RT price).

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Cheapest flight prices on average. 5% potential price decrease ($32 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Oakland to Hilton Head Island

Cheapest flights from Oakland to Hilton Head Island
Explore the most affordable flight options available from Oakland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

mié. 8/1312:35 pmOAK - HHH

2 stops23h 47mDelta

jue. 8/2112:11 pmHHH - OAK

2 stops14h 39mDelta

Deal found 7/29

$826

Best flights from Oakland to Hilton Head Island
Discover carefully curated flight deals from Oakland to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated julio 30, 2025.

mié. 8/1312:35 pmOAK - HHH

2 stops23h 47mDelta

jue. 8/2112:11 pmHHH - OAK

2 stops14h 39mDelta

Deal found 7/29

$826

Last-minute flights from Oakland to Hilton Head Island
Discover last-minute flight deals from Oakland to Hilton Head Island. Data last updated julio 30, 2025 and is based on user searches.

mié. 8/1312:35 pmOAK - HHH

2 stops23h 47mDelta

jue. 8/2112:11 pmHHH - OAK

2 stops14h 39mDelta

Deal found 7/29

$826

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

OaklandHilton Head Island

OAK - HHH

OAKHHH

Oakland

mié. 8/13

12:35 pm-3:22 pm

2 stops23h 47m

Hilton Head Island

jue. 8/21

12:11 pm-11:50 pm

2 stops14h 39m

$826

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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, January is the cheapest month in which you can book a flight from Oakland, California to Hilton Head Island (average of $275). Flying from Oakland, California to Hilton Head Island in March is currently the most expensive (average of $480). 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

Get a feel of what it's like to fly with Delta from Oakland to Hilton Head Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,980 reviews

Reviews

1 / 20

10.0

Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

Delta

8.0

Very good

7,980 reviews

Delta

8.0

Very good

7,980 reviews

Reviews

1 / 20

10.0

Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

Related info for your journey

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, January is the cheapest month in which you can book a flight from Oakland, California to Hilton Head Island (average of $275). Flying from Oakland, California to Hilton Head Island in March is currently the most expensive (average of $480). 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.

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$826+ Cheap flights from Oakland, CA to Hilton Head Island (OAK - 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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Oakland 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 Oakland to Hilton Head Island

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from Oakland to Hilton Head Island

Cheapest flights from Oakland to Hilton Head IslandExplore the most affordable flight options available from Oakland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

Explore the most affordable flight options available from Oakland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

Cheapflights Fare Finder

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

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.

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?

Reviews of airlines servicing Hilton Head Island

Get a feel of what it's like to fly with Delta from Oakland to Hilton Head Island by reading reviews from past customers. Users have also rated airlines 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 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?

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

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

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

Traveling to a place near Hilton Head Island?

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Cheapest flights from Oakland to Hilton Head Island
Explore the most affordable flight options available from Oakland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.