How long is the flight from Caribbean to Hilton Head Island?

Airlines like American Airlines fly from Caribbean to Hilton Head Island in about 19h 39m. The time it takes to get you to your destination can typically vary by up to . The distance from Caribbean to Hilton Head Island is about 1016 mi.

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 are the most popular routes from Caribbean to Hilton Head Island?

Most travelers choose St. John's V.C. Bird Intl - Hilton Head Island, Kingston Norman Manley - Hilton Head Island or Providenciales - Hilton Head Island when deciding on the best route from Caribbean to Hilton Head Island.

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean to Hilton Head Island as you normally would.

What airport do you fly into for flights to Hilton Head Island from Caribbean?

For a flight from Caribbean to Hilton Head Island, you will be flying into Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city.

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

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

How can I find direct flights from Caribbean 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 Caribbean to Hilton Head Island.

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

Yes. Cheapflights offers flight deals from Caribbean 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.

$580+ Flights from Caribbean to Hilton Head Island

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Find flight deals from Caribbean to Hilton Head Island

Cheapest flights from Caribbean to Hilton Head Island
Explore the most affordable flight options available from Caribbean to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2025.

Mon 12/13:20 pmKIN - HHH

2 stops19h 39mAmerican Airlines

Mon 12/811:30 amHHH - KIN

2 stops11h 04mAmerican Airlines

Deal found 10/17

$580

Best flights from Caribbean to Hilton Head Island
Discover carefully curated flight deals from Caribbean to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2025.

Mon 12/13:20 pmKIN - HHH

2 stops19h 39mAmerican Airlines

Mon 12/811:30 amHHH - KIN

2 stops11h 04mAmerican Airlines

Deal found 10/17

$580

Fri 3/275:55 pmPLS - HHH

1 stop16h 29mAmerican Airlines

Tue 3/316:25 pmHHH - PLS

1 stop20h 15mAmerican Airlines

Deal found 10/16

$691

Tue 3/315:20 amKIN - HHH

2 stops28h 04mAmerican Airlines

Thu 4/24:19 pmHHH - KIN

2 stops19h 36mAmerican Airlines

Deal found 10/16

$776

Fri 3/274:15 pmANU - HHH

2 stops25h 19mAmerican Airlines

Tue 3/314:10 pmHHH - ANU

2 stops21h 10mAmerican Airlines

Deal found 10/16

$796

Cheap flight deals from Caribbean to Hilton Head Island

Round-trip from	$580 (American Airlines)

From Caribbean to Hilton Head Island

Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

KingstonHilton Head Island

KIN - HHH

KINHHH

Kingston Norman Manley

Mon 12/1

3:20 pm-10:59 am

2 stops19h 39m

Hilton Head Island

Mon 12/8

11:30 am-10:34 pm

2 stops11h 04m

$580

ProvidencialesHilton Head Island

PLS - HHH

PLSHHH

Providenciales

Fri 3/27

5:55 pm-10:24 am

1 stop16h 29m

Hilton Head Island

Tue 3/31

6:25 pm-2:40 pm

1 stop20h 15m

$691

KingstonHilton Head Island

KIN - HHH

KINHHH

Kingston Norman Manley

Tue 3/31

5:20 am-10:24 am

2 stops28h 04m

Hilton Head Island

Thu 4/2

4:19 pm-10:55 am

2 stops19h 36m

$776

St. John'sHilton Head Island

ANU - HHH

ANUHHH

St. John's V.C. Bird Intl

Fri 3/27

4:15 pm-5:34 pm

2 stops25h 19m

Hilton Head Island

Tue 3/31

4:10 pm-1:20 pm

2 stops21h 10m

$796

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/17

Best time to book a flight from Caribbean to Hilton Head Island

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

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

Currently, October is the cheapest month in which you can book a flight from Caribbean to Hilton Head Island (average of $126). Flying from Caribbean to Hilton Head Island in November is currently the most expensive (average of $263). 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

What airport do you fly into for flights to Hilton Head Island from Caribbean?
For a flight from Caribbean to Hilton Head Island, you will be flying into Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city.
How long is the flight from Caribbean to Hilton Head Island?
Airlines like American Airlines fly from Caribbean to Hilton Head Island in about 19h 39m. The time it takes to get you to your destination can typically vary by up to . The distance from Caribbean to Hilton Head Island is about 1016 mi.
What are the most popular routes from Caribbean to Hilton Head Island?
Most travelers choose St. John's V.C. Bird Intl - Hilton Head Island, Kingston Norman Manley - Hilton Head Island or Providenciales - Hilton Head Island when deciding on the best route from Caribbean to Hilton Head Island.
Can I find deals for flights from Caribbean to Hilton Head Island that include hotel bookings?
Yes. In addition to deals on Caribbean to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Caribbean 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 Caribbean to Hilton Head Island.
Can I find deals for business class flights from Caribbean to Hilton Head Island?
Yes. Cheapflights offers flight deals from Caribbean 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 Caribbean to Hilton Head Island?
Currently, October is the cheapest month in which you can book a flight from Caribbean to Hilton Head Island (average of $126). Flying from Caribbean to Hilton Head Island in November is currently the most expensive (average of $263). 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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$580+ Cheap flights from Caribbean to Hilton Head Island (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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Caribbean to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Caribbean to Hilton Head Island

Cheapest flights from Caribbean to Hilton Head IslandExplore the most affordable flight options available from Caribbean to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2025.

Explore the most affordable flight options available from Caribbean to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2025.

Cheap flight deals from Caribbean to Hilton Head Island

Keep the following information in mind while searching for Caribbean to Hilton Head Island flight deals. Data was last updated October 19, 2025.

Round-trip from

Cheapflights Fare Finder

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

Best time to book a flight from Caribbean to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Caribbean with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Hilton Head Island

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

Related info for your journey

Find useful and relevant information for your journey from Caribbean 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.

What airport do you fly into for flights to Hilton Head Island from Caribbean?

How long is the flight from Caribbean to Hilton Head Island?

What are the most popular routes from Caribbean to Hilton Head Island?

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

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

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

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

Traveling to a place near Hilton Head Island?

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Alternative routes for Caribbean to Hilton Head Island

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Cheapest flights from Caribbean to Hilton Head Island
Explore the most affordable flight options available from Caribbean to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2025.