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Hilton Head Island

$381+ Cheap flights from Hobby (HOU) 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — HHH
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Hobby to Hilton Head Island

Cheapest flights from Hobby to Hilton Head Island
Explore the most affordable flight options available from Hobby to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This American Airlines deal was found by Cheapflights users on 1/25. 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 2/216:00 am
HOU
-
HHH
2 stops9h 01m
American Airlines
Tue 2/2412:23 pm
HHH
-
HOU
2 stops8h 27m
American Airlines
Deal found 1/25$381
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Thu 4/26:00 am
HOU
-
HHH
2 stops7h 22m
American Airlines
Mon 4/62:58 pm
HHH
-
HOU
2 stops10h 00m
American Airlines
Deal found 1/24$703
This American Airlines deal was found by Cheapflights users on 1/25. 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 2/96:00 am
HOU
-
HHH
2 stops7h 59m
American Airlines
Fri 2/132:58 pm
HHH
-
HOU
2 stops10h 00m
American Airlines
Deal found 1/25$844
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Thu 4/166:01 am
HOU
-
HHH
2 stops7h 25m
American Airlines
Sun 4/192:58 pm
HHH
-
HOU
2 stops9h 49m
American Airlines
Deal found 1/24$861

Find flight deals from Hobby to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Hobby (HOU) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$381
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$402
Provider with most accurate pricing for Houston Hobby-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Houston Hobby-Hilton Head Island flights.
Search Deals
From Houston Hobby to Hilton Head Island
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hobby to Hilton Head Island 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 January 26, 2026.
Use the filters below to find and compare flights from Houston Hobby Airport to Hilton Head Island that are best for you.

Fly from

Hobby

Fly to

Hilton Head Island

Route

Depart

Return

Price

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Thu 4/2

6:00 am-2:22 pm

2 stops7h 22m

Hilton Head Island

Mon 4/6

2:58 pm-11:58 pm

2 stops10h 00m

$703

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Mon 2/9

6:00 am-2:59 pm

2 stops7h 59m

Hilton Head Island

Fri 2/13

2:58 pm-11:58 pm

2 stops10h 00m

$844

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Thu 4/16

6:01 am-2:26 pm

2 stops7h 25m

Hilton Head Island

Sun 4/19

2:58 pm-11:47 pm

2 stops9h 49m

$861

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Thu 4/16

6:01 am-3:14 pm

2 stops8h 13m

$485

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Compare providers for flights from Hobby to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Hobby to Hilton Head Island in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Houston Hobby Airport-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Houston Hobby Airport-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Houston Hobby Airport-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Houston Hobby Airport-Hilton Head Island flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Houston Hobby Airport-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

What is the cheapest month to book a flight from Houston Hobby Airport to Hilton Head Island?

Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Hilton Head Island (average of $159). Flying from Houston Hobby Airport to Hilton Head Island in November is currently the most expensive (average of $267). 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 Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. 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 Hilton Head Island. Reviews last updated January 26, 2026.
Get a feel of what it's like to fly with American Airlines from Houston Hobby Airport to Hilton Head Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,189 reviews

Entertainment

6.9

Comfort

7.2

Food

6.4

Boarding

7.5

Overall

7.2

Crew

8.0

Reviews

1 / 20
6.0
Good

sheila,Mar 2025

DFW - MSP

We were delayed for 3 hours with no real reason or offer for compensation
American Airlines
7.2
Good
11,189 reviews
American Airlines
7.2
Good
11,189 reviews

Entertainment

6.9

Comfort

7.2

Food

6.4

Boarding

7.5

Overall

7.2

Crew

8.0

Reviews

1 / 20
6.0
Good

sheila,Mar 2025

DFW - MSP

We were delayed for 3 hours with no real reason or offer for compensation

Related info for your journey

Find useful and relevant information for your journey from Hobby 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 Houston Hobby?

    For a flight from Houston Hobby 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. Hilton Head is the only Hilton Head Island airport and it handles 0 inbound flights from Houston Hobby per day. 1 airline has flights to Hilton Head Island from Houston Hobby on a regular basis.

  • How long is the flight from Houston Hobby Airport to Hilton Head Island?

    There are many flights that can get you from Houston Hobby Airport to Hilton Head Island in 7h 22m. Fly via American Airlines to get the fastest option. The distance from Houston Hobby Airport to Hilton Head Island is about 881 mi.

  • What is the cheapest airline to fly from Houston Hobby Airport to Hilton Head Island round-trip?

    American Airlines, at $248, was found to be the cheapest airline from Houston Hobby Airport to Hilton Head Island.. American Airlines is 36% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

    Yes. Cheapflights offers flight deals from Hobby 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 Houston Hobby Airport to Hilton Head Island?

    Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Hilton Head Island (average of $159). Flying from Houston Hobby Airport to Hilton Head Island in November is currently the most expensive (average of $267). 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

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort

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Top airline flying from Hobby to Hilton Head Island

Discover the top airline that operate flights from Hobby to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$436FlexibilityNo cancel feeOn-time71%

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