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Cheap flights from Hilton Head Island to Costa Rica from $643

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Costa Rica departing on 10/3. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Hilton Head Island to Costa Rica

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:15 pm - 1:57 pmHHH  Hilton Head Island-SJO San José Juan Santamaria Intl
22h 42m2 stops Charlotte Douglas Dallas/Fort Worth
American Airlines Logo
3:01 pm - 10:25 amSJO  San José Juan Santamaria Intl-HHH Hilton Head Island
17h 24m2 stops Miami Washington, D.C. Reagan-National
$643American Airlines
Sat, Oct 3 - Sat, Oct 10
American Airlines Logo
5:54 pm - 10:39 pmHHH  Hilton Head Island-SJO San José Juan Santamaria Intl
29h 45m2 stops Charlotte Douglas Dallas/Fort Worth
American Airlines Logo
2:01 pm - 1:47 pmSJO  San José Juan Santamaria Intl-HHH Hilton Head Island
22h 46m2 stops Miami Charlotte Douglas
$733American Airlines
Mon, Nov 23 - Tue, Dec 1
American Airlines Logo
5:54 pm - 2:51 pmHHH  Hilton Head Island-SJO San José Juan Santamaria Intl
21h 57m2 stops Charlotte Douglas Miami
American Airlines Logo
1:21 pm - 11:51 amSJO  San José Juan Santamaria Intl-HHH Hilton Head Island
21h 30m2 stops Miami Charlotte Douglas
$763American Airlines
Wed, Nov 25 - Wed, Dec 2
United Airlines Logo
3:00 pm - 11:38 amHHH  Hilton Head Island-SJO San José Juan Santamaria Intl
22h 38m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
12:44 pm - 12:35 pmSJO  San José Juan Santamaria Intl-HHH Hilton Head Island
21h 51m1 stop Newark
$771United Airlines
Sat, Oct 3 - Sat, Oct 10
American Airlines Logo
5:54 pm - 12:58 pmHHH  Hilton Head Island-SJO San José Juan Santamaria Intl
20h 04m2 stops Charlotte Douglas Miami
American Airlines Logo
12:30 am - 5:07 pmSJO  San José Juan Santamaria Intl-HHH Hilton Head Island
15h 37m2 stops Dallas/Fort Worth Charlotte Douglas
$822American Airlines
Mon, Nov 23 - Wed, Nov 25
American Airlines Logo
5:54 pm - 12:58 pmHHH  Hilton Head Island-SJO San José Juan Santamaria Intl
20h 04m2 stops Charlotte Douglas Miami
American Airlines Logo
12:30 am - 10:36 amSJO  San José Juan Santamaria Intl-HHH Hilton Head Island
33h 06m2 stops Dallas/Fort Worth Charlotte Douglas
$842American Airlines
Mon, Nov 23 - Thu, Nov 26
American Airlines Logo
5:54 pm - 12:58 pmHHH  Hilton Head Island-SJO San José Juan Santamaria Intl
44h 04m2 stops Charlotte Douglas Miami
American Airlines Logo
2:40 pm - 11:51 amSJO  San José Juan Santamaria Intl-HHH Hilton Head Island
20h 11m2 stops Dallas/Fort Worth Charlotte Douglas
$843American Airlines
Fri, Nov 27 - Wed, Dec 2
American Airlines Logo
5:54 pm - 8:53 pmHHH  Hilton Head Island-SJO San José Juan Santamaria Intl
27h 59m2 stops Charlotte Douglas Miami
American Airlines Logo
3:54 pm - 1:47 pmSJO  San José Juan Santamaria Intl-HHH Hilton Head Island
20h 53m2 stops Miami Charlotte Douglas
$847American Airlines
Wed, Nov 25 - Tue, Dec 1
American Airlines Logo
2:51 pm - 1:43 pmHHH  Hilton Head Island-SJO San José Juan Santamaria Intl
47h 52m2 stops Charlotte Douglas Dallas/Fort Worth
American Airlines Logo
3:38 pm - 11:51 amSJO  San José Juan Santamaria Intl-HHH Hilton Head Island
19h 13m2 stops Miami Charlotte Douglas
$855American Airlines
Sun, Nov 22 - Wed, Dec 2
American Airlines Logo
5:54 pm - 1:43 pmHHH  Hilton Head Island-SJO San José Juan Santamaria Intl
20h 49m2 stops Charlotte Douglas Dallas/Fort Worth
American Airlines Logo
2:07 pm - 5:07 pmSJO  San José Juan Santamaria Intl-HHH Hilton Head Island
26h 00m1 stop Charlotte Douglas
$861American Airlines
Mon, Nov 23 - Mon, Nov 30

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American Airlines flights from Hilton Head Island to Costa Rica

Our best American Airlines deals on Hilton Head Island to Costa Rica flight tickets
American Airlines
Oct 3
HHH5:15 pmHilton Head Island
22h 42m
2 stops
SJO1:57 pmSan José Juan Santamaria Intl
Oct 10
SJO3:01 pmSan José Juan Santamaria Intl
17h 24m
2 stops
HHH10:25 amHilton Head Island
$643
American Airlines
Nov 23
HHH5:54 pmHilton Head Island
29h 45m
2 stops
SJO10:39 pmSan José Juan Santamaria Intl
Dec 1
SJO2:01 pmSan José Juan Santamaria Intl
22h 46m
2 stops
HHH1:47 pmHilton Head Island
$733
American Airlines
Nov 25
HHH5:54 pmHilton Head Island
21h 57m
2 stops
SJO2:51 pmSan José Juan Santamaria Intl
Dec 2
SJO1:21 pmSan José Juan Santamaria Intl
21h 30m
2 stops
HHH11:51 amHilton Head Island
$763

momondo Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Costa Rica 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 August 6, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Hilton Head IslandSan José

HHH Hilton Head Island - SJO San José Juan Santamaria Intl

HHHSJO

Hilton Head Island

Sat 10/3

5:15 pm-1:57 pm

2 stops22h 42m

San José Juan Santamaria Intl

Sat 10/10

3:01 pm-10:25 am

2 stops17h 24m

$643

Hilton Head IslandSan José

HHH Hilton Head Island - SJO San José Juan Santamaria Intl

HHHSJO

Hilton Head Island

Mon 11/23

5:54 pm-10:39 pm

2 stops29h 45m

San José Juan Santamaria Intl

Tue 12/1

2:01 pm-1:47 pm

2 stops22h 46m

$733

Hilton Head IslandSan José

HHH Hilton Head Island - SJO San José Juan Santamaria Intl

HHHSJO

Hilton Head Island

Wed 11/25

5:54 pm-2:51 pm

2 stops21h 57m

San José Juan Santamaria Intl

Wed 12/2

1:21 pm-11:51 am

2 stops21h 30m

$763

Hilton Head IslandSan José

HHH Hilton Head Island - SJO San José Juan Santamaria Intl

HHHSJO

Hilton Head Island

Sat 10/3

3:00 pm-11:38 am

2 stops22h 38m

San José Juan Santamaria Intl

Sat 10/10

12:44 pm-12:35 pm

1 stop21h 51m

$771
Quickest round-trip

Hilton Head IslandSan José

HHH Hilton Head Island - SJO San José Juan Santamaria Intl

HHHSJO

Hilton Head Island

Mon 11/23

5:54 pm-12:58 pm

2 stops20h 04m

San José Juan Santamaria Intl

Wed 11/25

12:30 am-5:07 pm

2 stops15h 37m

$822

Hilton Head IslandSan José

HHH Hilton Head Island - SJO San José Juan Santamaria Intl

HHHSJO

Hilton Head Island

Mon 11/23

5:54 pm-12:58 pm

2 stops20h 04m

San José Juan Santamaria Intl

Thu 11/26

12:30 am-10:36 am

2 stops33h 06m

$842

Hilton Head IslandSan José

HHH Hilton Head Island - SJO San José Juan Santamaria Intl

HHHSJO

Hilton Head Island

Fri 11/27

5:54 pm-12:58 pm

2 stops44h 04m

San José Juan Santamaria Intl

Wed 12/2

2:40 pm-11:51 am

2 stops20h 11m

$843

Hilton Head IslandSan José

HHH Hilton Head Island - SJO San José Juan Santamaria Intl

HHHSJO

Hilton Head Island

Wed 11/25

5:54 pm-8:53 pm

2 stops27h 59m

San José Juan Santamaria Intl

Tue 12/1

3:54 pm-1:47 pm

2 stops20h 53m

$847

Hilton Head IslandSan José

HHH Hilton Head Island - SJO San José Juan Santamaria Intl

HHHSJO

Hilton Head Island

Sun 11/22

2:51 pm-1:43 pm

2 stops47h 52m

San José Juan Santamaria Intl

Wed 12/2

3:38 pm-11:51 am

2 stops19h 13m

$855

Hilton Head IslandSan José

HHH Hilton Head Island - SJO San José Juan Santamaria Intl

HHHSJO

Hilton Head Island

Mon 11/23

5:54 pm-1:43 pm

2 stops20h 49m

San José Juan Santamaria Intl

Mon 11/30

2:07 pm-5:07 pm

1 stop26h 00m

$861

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Costa Rica from

How to get the cheapest flight ticket from Hilton Head Island to Costa Rica

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 airlines fly to Costa Rica?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Costa Rica from Hilton Head Island according to our data. American Airlines is the first choice among our users, with 69% of people opting to fly with this airline when traveling to Costa Rica. Keep in mind that there are 3 different airlines that fly to Costa Rica on a routine basis, so you have a few additional options to choose from.

Cheap Hilton Head Island to Costa Rica flight deals and tips

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

Fastest flight time

22h 42m

Direct flights

None
The fastest flight from Hilton Head Island to Costa Rica takes 22h 42m
There are no direct flights from Hilton Head Island to Costa Rica. There are no popular flight routes from Hilton Head Island to Costa Rica.
Search flight deals

Frequently asked questions about flying from Hilton Head Island to Costa Rica

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hilton Head Island Airport to Costa Rica.

  • What documentation or ID do you need to fly to Costa Rica?

    The travel and health documents required for your trip to Costa Rica 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 Costa Rica. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

It is quick and easy to find Hilton Head Island to Costa Rica flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Costa Rica that suits you.

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

All flight searches from Hilton Head Island to Costa Rica on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Costa Rica from Hilton Head Island.

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

If you are not ready to book a flight from Hilton Head Island to Costa Rica now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Costa Rica and let you know when they change.

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