$188+ Cheap flights from Boston to Hilton Head Island (BOS - HHH)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — HHH
Jul 18 — Jul 251
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Hilton Head Island with Cheapflights
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Best
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Cheapest flights from Boston to Hilton Head IslandExplore the most affordable flight options available from Boston to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2026.
Explore the most affordable flight options available from Boston to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2026.
This American Airlines deal was found by Cheapflights users on 6/15. 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 8/2910:09 am
BOS
- HHH
Nonstop2h 51m
American Airlines
Sat 9/51:30 pm
HHH
- BOS
Nonstop2h 41m
American Airlines
Deal found 6/15![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Tue 7/217:00 am
BOS
- HHH
1 stop7h 16m
American Airlines
Sat 7/252:45 pm
HHH
- BOS
Nonstop2h 36m
American Airlines
Deal found 6/15![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 6/14. 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 7/411:41 am
BOS
- HHH
Nonstop2h 45m
American Airlines
Wed 7/1511:47 am
HHH
- BOS
1 stop6h 17m
American Airlines
Deal found 6/14![American Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 6/16. 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.
Mon 9/77:00 am
BOS
- HHH
1 stop4h 34m
Delta
Mon 9/144:10 pm
HHH
- BOS
1 stop6h 13m
Delta
Deal found 6/16![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 6/14. 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.
Sat 7/47:00 am
BOS
- HHH
1 stop4h 36m
Delta
Wed 7/154:14 pm
HHH
- BOS
1 stop7h 17m
Delta
Deal found 6/14![Delta logo]()
$310
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Wed 7/2910:13 am
BOS
- HHH
1 stop6h 12m
American Airlines
Wed 8/55:16 pm
HHH
- BOS
1 stop4h 57m
American Airlines
Deal found 6/18![American Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 6/16. 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.
Sun 9/66:05 am
BOS
- HHH
2 stops9h 27m
Delta
Fri 9/184:10 pm
HHH
- BOS
1 stop7h 07m
Delta
Deal found 6/16![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 6/18. 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.
Wed 7/299:05 am
BOS
- HHH
1 stop6h 24m
Delta
Wed 8/512:15 pm
HHH
- BOS
2 stops9h 32m
Delta
Deal found 6/18![Delta logo]()
$316
This Delta deal was found by Cheapflights users on 6/16. 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.
Sun 9/66:05 am
BOS
- HHH
2 stops9h 27m
Delta
Wed 9/1612:15 pm
HHH
- BOS
2 stops9h 16m
Delta
Deal found 6/16![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 6/16. 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.
Thu 9/107:00 am
BOS
- HHH
1 stop4h 31m
Delta
Fri 9/184:10 pm
HHH
- BOS
1 stop5h 21m
Delta
Deal found 6/16![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 6/16. 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.
Thu 9/107:00 am
BOS
- HHH
1 stop4h 31m
Delta
Wed 9/1612:15 pm
HHH
- BOS
2 stops9h 16m
Delta
Deal found 6/16![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 6/15. 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.
Tue 7/217:00 am
BOS
- HHH
2 stops8h 29m
Delta
Wed 7/2912:11 pm
HHH
- BOS
2 stops10h 22m
Delta
Deal found 6/15![Delta logo]()
$335
Best flights from Boston to Hilton Head IslandDiscover carefully curated flight deals from Boston to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 18, 2026.
Discover carefully curated flight deals from Boston to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 18, 2026.
This Delta deal was found by Cheapflights users on 6/17. 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.
Thu 7/236:00 am
BOS
- HHH
1 stop5h 24m
Delta
Mon 7/274:14 pm
HHH
- BOS
1 stop5h 25m
Delta
Deal found 6/17![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Thu 8/65:45 am
BOS
- HHH
2 stops8h 36m
United Airlines
Tue 8/112:48 pm
HHH
- BOS
1 stop8h 46m
United Airlines
Deal found 6/15![United Airlines logo]()
$342
This Delta deal was found by Cheapflights users on 6/15. 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.
Wed 7/228:00 am
BOS
- HHH
1 stop7h 29m
Delta
Tue 7/2812:11 pm
HHH
- BOS
1 stop5h 49m
Delta
Deal found 6/15![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 6/15. 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.
Mon 9/76:00 am
BOS
- HHH
1 stop5h 34m
Delta
Thu 9/1712:15 pm
HHH
- BOS
2 stops9h 16m
Delta
Deal found 6/15![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 6/14. 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.
Wed 8/126:00 am
BOS
- HHH
2 stops9h 32m
Delta
Wed 8/1912:15 pm
HHH
- BOS
2 stops9h 32m
Delta
Deal found 6/14![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 6/13. 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.
Mon 8/247:00 am
BOS
- HHH
2 stops8h 32m
Delta
Mon 8/3112:15 pm
HHH
- BOS
2 stops7h 26m
Delta
Deal found 6/13![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 6/18. 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.
Wed 7/295:30 am
BOS
- HHH
2 stops9h 59m
Delta
Wed 8/512:15 pm
HHH
- BOS
2 stops9h 32m
Delta
Deal found 6/18![Delta logo]()
$355
This Delta deal was found by Cheapflights users on 6/17. 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.
Fri 8/76:05 am
BOS
- HHH
2 stops9h 27m
Delta
Mon 8/104:18 pm
HHH
- BOS
1 stop6h 15m
Delta
Deal found 6/17![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 6/15. 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.
Sat 8/295:30 am
BOS
- HHH
2 stops10h 02m
Delta
Sat 9/512:15 pm
HHH
- BOS
1 stop7h 27m
Delta
Deal found 6/15![Delta logo]()
$398
Last-minute flights from Boston to Hilton Head IslandDiscover last-minute flight deals from Boston to Hilton Head Island. Data last updated June 18, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Hilton Head Island. Data last updated June 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/16. 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 7/26:05 am
BOS
- HHH
1 stop5h 05m
American Airlines
Tue 7/72:48 pm
HHH
- BOS
1 stop5h 22m
American Airlines
Deal found 6/16![American Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 6/14. 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 7/411:41 am
BOS
- HHH
Nonstop2h 45m
American Airlines
Wed 7/1511:47 am
HHH
- BOS
1 stop6h 17m
American Airlines
Deal found 6/14![American Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 6/14. 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.
Sat 7/47:00 am
BOS
- HHH
1 stop4h 36m
Delta
Wed 7/154:14 pm
HHH
- BOS
1 stop7h 17m
Delta
Deal found 6/14![Delta logo]()
$310
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/1111:30 am
BOS
- HHH
Nonstop2h 45m
American Airlines
Wed 7/1511:47 am
HHH
- BOS
1 stop6h 17m
American Airlines
Deal found 6/15![American Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Tue 7/217:00 am
BOS
- HHH
1 stop7h 16m
American Airlines
Sat 7/252:45 pm
HHH
- BOS
Nonstop2h 36m
American Airlines
Deal found 6/15![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 6/16. 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.
Tue 7/216:00 am
BOS
- HHH
1 stop5h 24m
Delta
Wed 8/512:15 pm
HHH
- BOS
2 stops10h 21m
Delta
Deal found 6/16![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 6/15. 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.
Tue 7/216:00 am
BOS
- HHH
2 stops9h 29m
Delta
Mon 7/274:14 pm
HHH
- BOS
1 stop6h 19m
Delta
Deal found 6/15![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 6/15. 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.
Tue 7/217:00 am
BOS
- HHH
2 stops8h 29m
Delta
Wed 7/2912:11 pm
HHH
- BOS
2 stops10h 22m
Delta
Deal found 6/15![Delta logo]()
$335
This American Airlines deal was found by Cheapflights users on 6/17. 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.
Wed 7/296:00 am
BOS
- HHH
1 stop4h 37m
American Airlines
Wed 8/53:27 pm
HHH
- BOS
1 stop6h 46m
American Airlines
Deal found 6/17![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 6/18. 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.
Wed 7/299:05 am
BOS
- HHH
1 stop6h 24m
Delta
Wed 8/512:15 pm
HHH
- BOS
2 stops9h 32m
Delta
Deal found 6/18![Delta logo]()
$316
One-way flights from Boston to Hilton Head IslandSearch for one-way flight options from Boston to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated June 18, 2026.
Search for one-way flight options from Boston to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated June 18, 2026.
This Delta deal was found by Cheapflights users on 6/14. 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.
Tue 9/89:20 pm
BOS
- HHH
2 stops18h 07m
Delta
Deal found 6/14![Delta logo]()
$188
This Delta deal was found by Cheapflights users on 6/16. 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.
Tue 9/159:45 pm
BOS
- HHH
2 stops13h 46m
Delta
Deal found 6/16![Delta logo]()
$199
This Delta deal was found by Cheapflights users on 6/16. 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.
Mon 9/1410:00 pm
BOS
- HHH
2 stops17h 27m
Delta
Deal found 6/16![Delta logo]()
$205
This Delta deal was found by Cheapflights users on 6/13. 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.
Tue 7/79:20 pm
BOS
- HHH
2 stops18h 09m
Delta
Deal found 6/13![Delta logo]()
$208
This Delta deal was found by Cheapflights users on 6/15. 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.
Thu 9/108:00 am
BOS
- HHH
1 stop27h 31m
Delta
Deal found 6/15![Delta logo]()
$209
This Delta deal was found by Cheapflights users on 6/18. 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.
Mon 8/179:20 pm
BOS
- HHH
2 stops18h 12m
Delta
Deal found 6/18![Delta logo]()
$212
This Delta deal was found by Cheapflights users on 6/15. 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.
Mon 7/1310:00 pm
BOS
- HHH
1 stop13h 24m
Delta
Deal found 6/15![Delta logo]()
$214
This Delta deal was found by Cheapflights users on 6/17. 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.
Sat 7/116:00 pm
BOS
- HHH
1 stop17h 24m
Delta
Deal found 6/17![Delta logo]()
$219
This American Airlines deal was found by Cheapflights users on 6/16. 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 8/318:45 pm
BOS
- HHH
1 stop13h 42m
American Airlines
Deal found 6/16![American Airlines logo]()
$232
Find flight deals from Boston to Hilton Head Island
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) 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 June 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (American Airlines) |
One-way from | $188 (Delta) |
Popular in | April |
Cheapest in | December |
Average price | $314 |
Good round-trip deal | $299 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston 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 June 18, 2026.
Use the filters below to find and compare flights from Boston to Hilton Head Island that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Thu 7/23
6:00 am-11:24 am
1 stop5h 24m
Hilton Head Island
Mon 7/27
4:14 pm-9:39 pm
1 stop5h 25m
$309
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Wed 7/22
8:00 am-3:29 pm
1 stop7h 29m
Hilton Head Island
Tue 7/28
12:11 pm-6:00 pm
1 stop5h 49m
$309
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Mon 9/7
6:00 am-11:34 am
1 stop5h 34m
Hilton Head Island
Thu 9/17
12:15 pm-9:31 pm
2 stops9h 16m
$314
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Wed 8/12
6:00 am-3:32 pm
2 stops9h 32m
Hilton Head Island
Wed 8/19
12:15 pm-9:47 pm
2 stops9h 32m
$319
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Mon 8/24
7:00 am-3:32 pm
2 stops8h 32m
Hilton Head Island
Mon 8/31
12:15 pm-7:41 pm
2 stops7h 26m
$319
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Thu 8/6
5:45 am-2:21 pm
2 stops8h 36m
Hilton Head Island
Tue 8/11
2:48 pm-11:34 pm
1 stop8h 46m
$342
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Wed 7/29
5:30 am-3:29 pm
2 stops9h 59m
Hilton Head Island
Wed 8/5
12:15 pm-9:47 pm
2 stops9h 32m
$355
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Fri 8/7
6:05 am-3:32 pm
2 stops9h 27m
Hilton Head Island
Mon 8/10
4:18 pm-10:33 pm
1 stop6h 15m
$359
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Sat 8/29
5:30 am-3:32 pm
2 stops10h 02m
Hilton Head Island
Sat 9/5
12:15 pm-7:42 pm
1 stop7h 27m
$398
Cheapest one-way
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Sun 9/13
9:00 pm-11:31 am
1 stop14h 31m
$209
Showing 1-10 of 19 resultsSorted by cheapest first
Compare providers for flights from Boston 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 Boston to Hilton Head Island in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Boston-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 Boston-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Hilton Head Island flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Boston-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 Boston-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 Boston to Hilton Head Island
Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Boston with our price prediction graph.
BOS-HHH
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 Boston to Hilton Head Island
How far ahead should I book a flight from Boston to Hilton Head Island?
The best time to book flights from Boston to Hilton Head Island is 65 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Boston to Hilton Head Island?
Currently, December is the cheapest month in which you can book a flight from Boston to Hilton Head Island (average of $292). Flying from Boston to Hilton Head Island in April is currently the most expensive (average of $574). 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.
What is the cheapest time of day to fly from BOS to HHH?
Find hourly flight availability from Boston to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 18, 2026.
When flying from Boston to Hilton Head Island, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
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 June 18, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from Boston 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.
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Boston 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.
Traveling to a place near Hilton Head Island?
Book flights to Hilton Head Island if you plan to visit one of these locationsBeaufort
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Other flights to Hilton Head Island
Explore flights to Hilton Head Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 18, 2026.
Boston and Hilton Head Island flights
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Top 3 airlines flying from Boston to Hilton Head Island
Discover the top 3 airlines that operate flights from Boston 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 June 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$357 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$183 | Average$405 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$250 | Average$392 | FlexibilityNo cancel fee | On-time71% |