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Find cheap flights from Massachusetts to Hilton Head Island from $116

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 5/18. 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
0 bags
Mon 6/3
Mon 6/10

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In the last 7 days travelers have searched 43,369,418 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

August

Cheapest flight

$116
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 2% 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.

See more FAQs

Prefer to fly non-stop from Massachusetts to Hilton Head Island?

Find which airlines fly direct from Massachusetts to Hilton Head, which days they fly and book direct flights.

Nonstop departures

Massachusetts to Hilton Head Island

Monday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Tuesday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Wednesday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Thursday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Friday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Saturday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Sunday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

See more direct flights

Nonstop returns

Hilton Head Island to Massachusetts

Monday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Tuesday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Wednesday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Thursday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Friday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Saturday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

Sunday

American Airlines, Delta, United Airlines

American Airlines, Delta, +1 more

See more direct flights
See more direct flights

Book cheap flights from Massachusetts to Hilton Head Island

Recent round-trip flight deals

5/21Tue
1 stopAmerican Airlines
4h 59mBOS-HHH
5/23Thu
1 stopAmerican Airlines
6h 54mHHH-BOS
$242
9/7Sat
1 stopAmerican Airlines
4h 29mBOS-HHH
9/12Thu
1 stopAmerican Airlines
6h 10mHHH-BOS
$244
5/21Tue
2 stopsAmerican Airlines
6h 27mBOS-HHH
5/23Thu
1 stopAmerican Airlines
6h 54mHHH-BOS
$252
7/13Sat
1 stopAmerican Airlines
4h 41mBOS-HHH
7/16Tue
2 stopsAmerican Airlines
9h 35mHHH-BOS
$253
9/5Thu
1 stopDelta
7h 43mBOS-HHH
9/9Mon
1 stopDelta
4h 58mHHH-BOS
$309
5/19Sun
1 stopUnited Airlines
6h 16mBOS-HHH
5/22Wed
1 stopUnited Airlines
5h 49mHHH-BOS
$315
9/5Thu
2 stopsDelta
8h 38mBOS-HHH
9/9Mon
1 stopDelta
4h 58mHHH-BOS
$319
9/5Thu
2 stopsDelta
8h 38mBOS-HHH
9/9Mon
2 stopsDelta
9h 13mHHH-BOS
$358
5/16Thu
1 stopUnited Airlines
6h 16mBOS-HHH
5/20Mon
1 stopUnited Airlines
5h 49mHHH-BOS
$505
6/1Sat
2 stopsUnited Airlines
29h 51mBOS-HHH
6/8Sat
1 stopUnited Airlines
6h 40mHHH-BOS
$517

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/18Sat
nonstopAmerican Airlines
2h 43mBOS-HHH
$116
5/13Mon
1 stopAmerican Airlines
5h 29mBOS-HHH
$124
5/11Sat
1 stopAmerican Airlines
7h 28mBOS-HHH
$125
9/3Tue
2 stopsAmerican Airlines
7h 39mBOS-HHH
$130
7/12Fri
1 stopUnited Airlines
4h 43mBOS-HHH
$137
7/13Sat
nonstopAmerican Airlines
2h 45mBOS-HHH
$140
7/12Fri
1 stopAmerican Airlines
4h 04mBOS-HHH
$148
7/13Sat
1 stopAmerican Airlines
4h 41mBOS-HHH
$149
5/12Sun
2 stopsAmerican Airlines
10h 06mBOS-HHH
$154
5/19Sun
1 stopUnited Airlines
7h 16mBOS-HHH
$160

Search by stops

Search by airline

Search by price

Flights to Hilton Head Island

Destination:

Hilton Head Island (HHH)United States

Return flight deals:

Hilton Head Island - Massachusetts

Cabin classes:

$1,854
$313