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Playa del Carmen

$528+ Cheap flights from Hilton Head Island (HHH) to Playa del Carmen, Mexico

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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — CUN
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Playa del Carmen

Best flights from Hilton Head Island to Playa del Carmen
Discover carefully curated flight deals from Hilton Head Island to Playa del Carmen that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.

This American Airlines deal was found by Cheapflights users on 12/21. 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.
Wed 2/43:29 pmHHH - CUN
2 stops20h 43mAmerican Airlines
Wed 2/114:35 pmCUN - HHH
2 stops18h 21mAmerican Airlines
Deal found 12/21$528
This American Airlines deal was found by Cheapflights users on 12/19. 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.
Tue 3/105:19 pmHHH - CUN
2 stops17h 08mAmerican Airlines
Sun 3/153:25 pmCUN - HHH
2 stops18h 08mAmerican Airlines
Deal found 12/19$533

Find flight deals from Hilton Head Island to Playa del Carmen

Keep the following information in mind while searching for Hilton Head Island to Playa del Carmen flight deals. Data was last updated December 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$528
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Cancun flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-Cancun flights.
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From Hilton Head Island to Playa del Carmen
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Playa del Carmen 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 December 23, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Playa del Carmen that are best for you.

Fly from

Hilton Head Island

Fly to

Playa del Carmen

Route

Depart

Return

Price

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Wed 2/4

3:29 pm-12:12 pm

2 stops20h 43m

Cancun

Wed 2/11

4:35 pm-10:56 am

2 stops18h 21m

$528

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Tue 3/10

5:19 pm-9:27 am

2 stops17h 08m

Cancun

Sun 3/15

3:25 pm-10:33 am

2 stops18h 08m

$533

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Best time to book a flight from Hilton Head Island to Playa del Carmen

Have a flexible travel schedule? Discover the best time to fly to Playa del Carmen 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 Playa del Carmen

What is the cheapest month to book a flight from Hilton Head Island to Playa del Carmen?

Currently, October is the cheapest month in which you can book a flight from Hilton Head Island to Playa del Carmen (average of $183). Flying from Hilton Head Island to Playa del Carmen in August is currently the most expensive (average of $398). 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 Hilton Head Island to Playa del Carmen. 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 Playa del Carmen?

    If you book a flight to Playa del Carmen from Hilton Head Island, you will be flying from Hilton Head, which is the city’s only airport. Hilton Head Island (HHH) is located 3.3 mi from the center of Hilton Head Island. There are 0 flights from Hilton Head to Playa del Carmen per day from 0 different airlines.

  • How long is the flight from Hilton Head Island to Playa del Carmen?

    A quick flight from Hilton Head Island to Playa del Carmen can take about 20h 43m. American Airlines provides one of the quickest options available for as low as $528. Airlines will cover a distance of 861 mi.

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

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

  • How can I find direct flights from Hilton Head Island to Playa del Carmen?

    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 Playa del Carmen.

  • Can I find deals for business class flights from Hilton Head Island to Playa del Carmen?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Playa del Carmen 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 Playa del Carmen?

    Currently, October is the cheapest month in which you can book a flight from Hilton Head Island to Playa del Carmen (average of $183). Flying from Hilton Head Island to Playa del Carmen in August is currently the most expensive (average of $398). 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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