$308+ Cheap flights from Hilton Head Island (HHH) to Florida Keys
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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Hilton Head Island to Florida Keys with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Hilton Head Island to Florida Keys
Keep the following information in mind while searching for Hilton Head Island to Florida Keys flight deals. Data was last updated March 20, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $308 (American Airlines) |
Find flight deals from Hilton Head Island to Florida Keys
Cheapest flights from Hilton Head Island to Florida KeysExplore the most affordable flight options available from Hilton Head Island to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 20, 2025.
Explore the most affordable flight options available from Hilton Head Island to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 20, 2025.
This American Airlines deal was found by Cheapflights users on 3/19. 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.
This American Airlines deal was found by Cheapflights users on 3/19. 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.
This Delta deal was found by Cheapflights users on 3/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 3/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Hilton Head Island to Florida Keys 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 March 20, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Florida Keys that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
Hilton Head IslandMiami
HHH - MIA
HHHMIA
Hilton Head Island
Sat 5/17
6:20 pm-10:20 pm
1 stop4h 00m
Miami
Sun 5/25
6:00 am-10:55 am
1 stop4h 55m
Hilton Head IslandKey West
HHH - EYW
HHHEYW
Hilton Head Island
Sat 8/23
12:39 pm-6:27 pm
2 stops5h 48m
Key West
Tue 8/26
1:27 pm-5:39 pm
1 stop4h 12m
Hilton Head IslandMiami
HHH - MIA
HHHMIA
Hilton Head Island
Fri 4/25
1:15 pm-6:27 pm
1 stop5h 12m
Miami
Sun 4/27
10:25 am-4:41 pm
1 stop6h 16m
Hilton Head IslandMiami
HHH - MIA
HHHMIA
Hilton Head Island
Wed 4/2
4:18 pm-11:51 pm
1 stop7h 33m
Miami
Thu 4/3
7:23 am-3:37 pm
1 stop8h 14m
Best time to book a flight from Hilton Head Island to Florida Keys
Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Hilton Head Island with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Hilton Head Island to Florida Keys
What is the cheapest month to book a flight from Hilton Head Island to Florida Keys?
Currently, August is the cheapest month in which you can book a flight from Hilton Head Island to Florida Keys (average of $328). Flying from Hilton Head Island to Florida Keys in March is currently the most expensive (average of $497). 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.
Rainfall in Florida Keys by month
Plan your trip to Florida Keys by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Florida Keys ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Florida Keys when rainfall is around 1.6 in.
Temperature in Florida Keys by month
Plan your trip to Florida Keys by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Florida Keys, 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 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 68.0 F).
Reviews of airlines servicing Florida Keys
Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated March 20, 2025.
Crew
Food
Overall
Entertainment
Boarding
Comfort
Reviews
Lucy,Nov 2023
CAE - ATL
Crew
Food
Overall
Entertainment
Boarding
Comfort
Reviews
Lucy,Nov 2023
CAE - ATL
Crew
Food
Overall
Entertainment
Boarding
Comfort
Reviews
Lucy,Nov 2023
CAE - ATL
Crew
Food
Overall
Entertainment
Boarding
Comfort
Reviews
Lucy,Nov 2023
CAE - ATL