HHH

$126 Find Cheap Flights from Massachusetts to Hilton Head Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Hilton Head Island departing on 10/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Flight Deals

Cheap Flights from Massachusetts to Hilton Head Island

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Massachusetts to Hilton Head Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Massachusetts to Hilton Head Island

Thu, Oct 30 - Thu, Nov 6
American Airlines Logo
6:00 am - 10:46 amBOS-HHH
4h 46m1 stop
American Airlines Logo
11:28 am - 5:24 pmHHH-BOS
5h 56m1 stop
$248American Airlines
Find Deal
Wed, Nov 12 - Sat, Nov 15
American Airlines Logo
5:06 am - 10:58 amBDL-HHH
5h 52m1 stop
American Airlines Logo
6:48 pm - 11:29 pmHHH-BDL
4h 41m1 stop
$249American Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
American Airlines Logo
6:00 am - 10:58 amBOS-HHH
4h 58m1 stop
American Airlines Logo
3:27 pm - 10:47 pmHHH-BOS
7h 20m2 stops
$254American Airlines
Find Deal
Wed, Nov 12 - Sat, Nov 15
American Airlines Logo
6:00 am - 12:29 pmBDL-HHH
6h 29m2 stops
American Airlines Logo
6:48 pm - 11:29 pmHHH-BDL
4h 41m1 stop
$254American Airlines
Find Deal
Mon, Sep 29 - Fri, Oct 3
United Airlines Logo
6:00 am - 11:16 amBOS-HHH
5h 16m1 stop
United Airlines Logo
11:57 am - 5:54 pmHHH-BOS
5h 57m1 stop
$307United Airlines
Find Deal
Mon, Oct 20 - Wed, Oct 22
Delta Logo
6:00 am - 11:37 amBOS-HHH
5h 37m1 stop
Delta Logo
4:10 pm - 9:27 pmHHH-BOS
5h 17m1 stop
$325Delta
Find Deal
Mon, Oct 20 - Wed, Oct 22
United Airlines Logo
6:00 am - 11:16 amBOS-HHH
5h 16m1 stop
United Airlines Logo
11:57 am - 6:56 pmHHH-BOS
6h 59m2 stops
$382United Airlines
Find Deal
Thu, Oct 16 - Mon, Oct 20
United Airlines Logo
6:00 am - 11:16 amBOS-HHH
5h 16m1 stop
United Airlines Logo
11:57 am - 5:54 pmHHH-BOS
5h 57m1 stop
$400United Airlines
Find Deal
Wed, Oct 15 - Tue, Oct 21
Delta Logo
7:05 am - 3:30 pmBDL-HHH
8h 25m1 stop
Delta Logo
4:10 pm - 11:37 amHHH-BDL
19h 27m2 stops
$502Delta
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Wed, Oct 8 - Sat, Oct 11
Delta Logo
5:30 am - 3:30 pmBDL-HHH
10h 00m2 stops
Delta Logo
12:17 pm - 11:14 pmHHH-BDL
10h 57m2 stops
$504Delta
Find Deal

Everything you should know

Cheapest round-trip
$248
Overall average: $350
American Airlines
Thu 10/30Thu 11/6
BOS - HHH • 1 stop
Cheapest one-way
$126
Typical prices: $286-399
United Airlines
Tue 10/14
BOS - HHH • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Hilton Head Island!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$126
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Boston to Hilton Head Island

FAQs for booking flights from Massachusetts to Hilton Head Island

  • How does KAYAK find such low prices on flights from Massachusetts to Hilton Head Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Hilton Head Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Hilton Head Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hilton Head Island from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts to Hilton Head Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hilton Head Island with an airline and back to Massachusetts with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Hilton Head Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hilton Head Island from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Hilton Head Island

Information on the airport you'll fly into in Hilton Head Island

Hilton Head Island (HHH)

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