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Cheap flights from Oakland, California to Hilton Head Island from $453

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oakland, California to Hilton Head Island departing on 6/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Find the cheapest flights from Oakland, California to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:30 pm - 3:29 pm
OAK
-
HHH
23h 59m
2 stops
Delta Logo
12:11 pm - 11:50 pm
HHH
-
OAK
38h 39m
2 stops
$1,249Delta
Thu, Jul 16 - Sun, Jul 19

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Customize your flight search to find flights from Oakland, California 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, momondo users made 832,500 searches. Data last updated May 6, 2026.
Use the filters below to find and compare flights from Oakland, California to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OaklandHilton Head Island

OAK - HHH

OAKHHH

Oakland

Thu 7/16

12:30 pm-3:29 pm

2 stops23h 59m

Hilton Head Island

Sun 7/19

12:11 pm-11:50 pm

2 stops38h 39m

$1,249
Cheapest one-way
Quickest one-way

OaklandHilton Head Island

OAK - HHH

OAKHHH

Oakland

Thu 6/11

12:33 pm-3:32 pm

2 stops23h 59m

$453

OaklandHilton Head Island

OAK - HHH

OAKHHH

Oakland

Wed 6/17

12:33 pm-3:32 pm

2 stops23h 59m

$663

OaklandHilton Head Island

OAK - HHH

OAKHHH

Oakland

Sun 6/14

6:00 am-3:32 pm

2 stops30h 32m

$708

OaklandHilton Head Island

OAK - HHH

OAKHHH

Oakland

Mon 6/15

6:00 am-3:32 pm

2 stops30h 32m

$718

OaklandHilton Head Island

OAK - HHH

OAKHHH

Oakland

Tue 6/16

6:00 am-3:32 pm

2 stops30h 32m

$732

OaklandHilton Head Island

OAK - HHH

OAKHHH

Oakland

Sat 6/13

6:00 am-3:32 pm

2 stops30h 32m

$802

OaklandHilton Head Island

OAK - HHH

OAKHHH

Oakland

Fri 6/12

5:03 pm-3:32 pm

2 stops43h 29m

$851

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Oakland, California to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Oakland to Hilton Head Island?

Delta is the most popular carrier operating from Oakland to Hilton Head Island

What airlines fly to Hilton Head Island?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Hilton Head Island from Oakland, California according to our data. American Airlines is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Hilton Head Island. Keep in mind that there are 6 different airlines that fly to Hilton Head Island on a routine basis, so you have a few additional options to choose from.

When to book flights from Oakland, California to Hilton Head Island

Are you open to changing your travel dates? Check out the ideal times to fly from Oakland, California to Hilton Head Island according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Oakland, California to Hilton Head Island (OAK to HHH) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oakland, California to Hilton Head Island

Fastest flight time

24h 02m

Direct flights

None
The fastest flight from Oakland, California to Hilton Head Island takes 24h 02m
There are no direct flights from Oakland, California to Hilton Head Island. There are no popular flight routes from Oakland, California to Hilton Head Island.
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Frequently asked questions about flying from Oakland, California to Hilton Head Island

  • How far is Oakland to Hilton Head Island by plane?

    Hilton Head Island is 2359.9 mi away from Oakland. 24h 02m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Oakland Airport to Hilton Head Island Airport?

    Prices for flights from Oakland Airport to Hilton Head Island Airport were last updated today.

  • How old do you have to be to fly from Oakland Airport to Hilton Head Island Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oakland Airport to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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
Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Oakland to Hilton Head Island?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Oakland to Hilton Head Island. momondo saves you time and could save you money on your trip.

Can I find flights from Oakland to Hilton Head Island with flexible booking policies on momondo?

momondo does allow users to show only those flights to Hilton Head Island from Oakland which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Oakland to Hilton Head Island?

Once all potential Oakland to Hilton Head Island flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Oakland to Hilton Head Island right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Oakland to Hilton Head Island flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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