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$309+ Cheap flights from Hilton Head Island (HHH) to Costa Rica

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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — SJO
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Costa Rica

Keep the following information in mind while searching for Hilton Head Island to Costa Rica flight deals. Data was last updated July 3, 2025.

Round-trip from

$494
(American Airlines)

One-way from

$309
(American Airlines)
From Hilton Head Island to Costa Rica
Search Deals
One-way flight from Hilton Head Island to Costa Rica
Search Deals

Find flight deals from Hilton Head Island to Costa Rica

Cheapest flights from Hilton Head Island to Costa Rica
Explore the most affordable flight options available from Hilton Head Island to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/1. 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.
Mon 11/242:27 pmHHH - SJO
2 stops24h 33mAmerican Airlines
Tue 12/24:55 pmSJO - HHH
2 stops23h 35mAmerican Airlines
Deal found 7/1$494
This Delta deal was found by Cheapflights users on 7/1. 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 9/274:05 pmHHH - LIR
2 stops21h 55mDelta
Wed 10/11:25 pmLIR - HHH
2 stops19h 59mDelta
Deal found 7/1$573
This American Airlines deal was found by Cheapflights users on 6/30. 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 9/275:19 pmHHH - LIR
2 stops21h 42mAmerican Airlines
Wed 10/112:49 pmLIR - HHH
2 stops20h 41mAmerican Airlines
Deal found 6/30$627
This Delta deal was found by Cheapflights users on 7/2. 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 9/274:05 pmHHH - SJO
2 stops22h 03mDelta
Wed 10/11:35 pmSJO - HHH
1 stop23h 47mDelta
Deal found 7/2$735
This United deal was found by Cheapflights users on 7/1. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/212:02 pmHHH - SJO
2 stops24h 09mMultiple Airlines
Wed 7/93:05 pmSJO - HHH
2 stops18h 12mMultiple Airlines
Deal found 7/1$761

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Costa Rica that are best for you.

Fly from

Hilton Head Island

Fly to

Costa Rica

Route

Depart

Return

Price

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Mon 11/24

2:27 pm-2:00 pm

2 stops24h 33m

San José Juan Santamaria Intl

Tue 12/2

4:55 pm-5:30 pm

2 stops23h 35m

$494

Hilton Head IslandLiberia

HHH - LIR

HHHLIR

Hilton Head Island

Sat 9/27

4:05 pm-12:00 pm

2 stops21h 55m

Liberia

Wed 10/1

1:25 pm-11:24 am

2 stops19h 59m

$573

Hilton Head IslandLiberia

HHH - LIR

HHHLIR

Hilton Head Island

Sat 9/27

5:19 pm-1:01 pm

2 stops21h 42m

Liberia

Wed 10/1

12:49 pm-11:30 am

2 stops20h 41m

$627

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Sat 9/27

4:05 pm-12:08 pm

2 stops22h 03m

San José Juan Santamaria Intl

Wed 10/1

1:35 pm-3:22 pm

1 stop23h 47m

$735

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Fri 9/19

5:20 pm-11:12 am

2 stops19h 52m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Best time to book a flight from Hilton Head Island to Costa Rica

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

What is the cheapest month to book a flight from Hilton Head Island to Costa Rica?

Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to Costa Rica (average of $398). Flying from Hilton Head Island to Costa Rica in March is currently the most expensive (average of $555). 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 Costa Rica

Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated July 3, 2025.
See what other customers who have flown with Delta and American Airlines from Hilton Head Island to Costa Rica have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hilton Head Island to Costa Rica?

    Located just 3.3 mi from the city center, Hilton Head Island (HHH) is the airport most travelers will use when flying to Costa Rica from Hilton Head Island.

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

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

  • How can I find direct flights from Hilton Head Island to Costa Rica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Costa Rica.

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

    Yes. Cheapflights offers flight deals from Hilton Head Island to Costa Rica 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 Hilton Head Island to Costa Rica?

    Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to Costa Rica (average of $398). Flying from Hilton Head Island to Costa Rica in March is currently the most expensive (average of $555). 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

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Alternative routes for Hilton Head Island to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
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