$126+ Cheap flights from Maine to Hilton Head Island (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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — HHH
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Maine to Hilton Head Island 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
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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 Maine to Hilton Head Island
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Cheapest flights from Maine to Hilton Head IslandExplore the most affordable flight options available from Maine to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Maine to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/2410:00 am
BOS
- HHH
1 stop6h 44m
American Airlines
Tue 3/33:31 pm
HHH
- BOS
1 stop6h 44m
American Airlines
Deal found 2/1![American Airlines logo]()
$251
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Wed 7/86:00 am
BOS
- HHH
1 stop6h 52m
United Airlines
Tue 7/143:00 pm
HHH
- BOS
1 stop6h 40m
United Airlines
Deal found 2/1![United Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/2412:15 pm
BOS
- HHH
1 stop4h 29m
American Airlines
Thu 2/266:20 pm
HHH
- BOS
1 stop4h 20m
American Airlines
Deal found 2/1![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Sun 3/15:47 am
BOS
- HHH
1 stop4h 46m
American Airlines
Fri 3/64:11 pm
HHH
- BOS
1 stop6h 11m
American Airlines
Deal found 2/2![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/210:56 am
BOS
- HHH
1 stop6h 48m
American Airlines
Mon 3/96:15 pm
HHH
- BOS
2 stops5h 44m
American Airlines
Deal found 2/2![American Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/247:15 am
BOS
- HHH
1 stop4h 38m
American Airlines
Mon 3/304:11 pm
HHH
- BOS
1 stop6h 11m
American Airlines
Deal found 2/2![American Airlines logo]()
$288
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/287:10 am
PWM
- HHH
1 stop7h 14m
American Airlines
Tue 5/52:54 pm
HHH
- PWM
1 stop7h 19m
American Airlines
Deal found 2/1![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/257:00 am
PWM
- HHH
1 stop4h 53m
American Airlines
Mon 3/26:20 pm
HHH
- PWM
1 stop4h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 1/31. 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 8/126:00 am
PWM
- HHH
1 stop4h 48m
American Airlines
Sun 8/166:15 pm
HHH
- PWM
1 stop4h 46m
American Airlines
Deal found 1/31![American Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 2/1. 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 4/286:00 am
PWM
- HHH
2 stops9h 20m
Delta
Tue 5/512:08 pm
HHH
- PWM
2 stops11h 16m
Delta
Deal found 2/1![Delta logo]()
$410
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/2610:55 am
PWM
- HHH
1 stop4h 46m
American Airlines
Mon 3/26:20 pm
HHH
- PWM
1 stop4h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$430
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/125:07 pm
PWM
- HHH
1 stop22h 34m
American Airlines
Wed 3/186:15 pm
HHH
- PWM
1 stop4h 35m
American Airlines
Deal found 2/2![American Airlines logo]()
$481
Best flights from Maine to Hilton Head IslandDiscover carefully curated flight deals from Maine to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Maine to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/248:00 am
BOS
- HHH
1 stop7h 41m
American Airlines
Tue 3/33:31 pm
HHH
- BOS
2 stops6h 53m
American Airlines
Deal found 2/1![American Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 2/1. 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 4/286:00 am
PWM
- HHH
2 stops9h 20m
Delta
Tue 5/512:08 pm
HHH
- PWM
2 stops11h 16m
Delta
Deal found 2/1![Delta logo]()
$410
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/210:00 am
BOS
- HHH
1 stop5h 41m
American Airlines
Mon 3/94:11 pm
HHH
- BOS
1 stop6h 11m
American Airlines
Deal found 2/2![American Airlines logo]()
$277
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Tue 4/284:23 pm
PWM
- HHH
3 stops23h 07m
United Airlines
Tue 5/53:08 pm
HHH
- PWM
2 stops8h 51m
United Airlines
Deal found 2/1![United Airlines logo]()
$601
This American Airlines deal was found by Cheapflights users on 2/1. 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 3/2410:00 am
BOS
- HHH
1 stop6h 44m
American Airlines
Mon 3/304:11 pm
HHH
- BOS
1 stop6h 11m
American Airlines
Deal found 2/1![American Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Sun 3/18:05 am
BOS
- HHH
1 stop7h 36m
American Airlines
Sat 3/74:31 pm
HHH
- BOS
1 stop5h 51m
American Airlines
Deal found 2/1![American Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 2/1. 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 3/246:00 am
BOS
- HHH
2 stops10h 44m
American Airlines
Tue 3/313:31 pm
HHH
- BOS
2 stops7h 42m
American Airlines
Deal found 2/1![American Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/48:00 am
BOS
- HHH
1 stop7h 41m
American Airlines
Wed 3/112:58 pm
HHH
- BOS
2 stops7h 24m
American Airlines
Deal found 2/2![American Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 2/1. 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 3/258:00 am
BOS
- HHH
2 stops9h 44m
American Airlines
Thu 3/264:11 pm
HHH
- BOS
1 stop6h 11m
American Airlines
Deal found 2/1![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/287:10 am
PWM
- HHH
1 stop7h 14m
American Airlines
Tue 5/52:54 pm
HHH
- PWM
1 stop7h 19m
American Airlines
Deal found 2/1![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/257:00 am
PWM
- HHH
1 stop4h 53m
American Airlines
Mon 3/26:20 pm
HHH
- PWM
1 stop4h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Fri 3/69:00 am
BOS
- HHH
1 stop6h 41m
American Airlines
Tue 3/103:31 pm
HHH
- BOS
1 stop6h 44m
American Airlines
Deal found 2/1![American Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/119:45 am
BOS
- HHH
1 stop5h 14m
American Airlines
Mon 2/164:11 pm
HHH
- BOS
1 stop6h 11m
American Airlines
Deal found 2/2![American Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/158:04 am
BOS
- HHH
1 stop7h 10m
American Airlines
Mon 4/206:39 pm
HHH
- BOS
1 stop4h 28m
American Airlines
Deal found 2/2![American Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 2/1. 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 5/211:56 am
PWM
- HHH
1 stop4h 38m
American Airlines
Sat 5/95:04 pm
HHH
- PWM
2 stops16h 50m
American Airlines
Deal found 2/1![American Airlines logo]()
$487
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/125:40 pm
PWM
- HHH
2 stops16h 53m
American Airlines
Wed 3/1811:03 am
HHH
- PWM
2 stops12h 31m
American Airlines
Deal found 2/2![American Airlines logo]()
$575
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/116:00 am
PWM
- HHH
1 stop7h 40m
American Airlines
Sun 4/195:04 pm
HHH
- PWM
1 stop5h 42m
American Airlines
Deal found 2/1![American Airlines logo]()
$578
Last-minute flights from Maine to Hilton Head IslandDiscover last-minute flight deals from Maine to Hilton Head Island. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Hilton Head Island. Data last updated February 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/2410:00 am
BOS
- HHH
1 stop6h 44m
American Airlines
Tue 3/33:31 pm
HHH
- BOS
1 stop6h 44m
American Airlines
Deal found 2/1![American Airlines logo]()
$251
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/2412:15 pm
BOS
- HHH
1 stop4h 29m
American Airlines
Thu 2/266:20 pm
HHH
- BOS
1 stop4h 20m
American Airlines
Deal found 2/1![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/257:00 am
PWM
- HHH
1 stop4h 53m
American Airlines
Mon 3/26:20 pm
HHH
- PWM
1 stop4h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/257:00 am
PWM
- HHH
1 stop4h 53m
American Airlines
Sun 3/16:20 pm
HHH
- PWM
1 stop4h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$552
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/2610:55 am
PWM
- HHH
1 stop4h 46m
American Airlines
Mon 3/26:20 pm
HHH
- PWM
1 stop4h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$430
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/267:10 am
PWM
- HHH
1 stop7h 12m
American Airlines
Sun 3/16:20 pm
HHH
- PWM
1 stop4h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$640
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Sun 3/15:47 am
BOS
- HHH
1 stop4h 46m
American Airlines
Fri 3/64:11 pm
HHH
- BOS
1 stop6h 11m
American Airlines
Deal found 2/2![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Sun 3/18:05 am
BOS
- HHH
1 stop7h 36m
American Airlines
Sat 3/74:31 pm
HHH
- BOS
1 stop5h 51m
American Airlines
Deal found 2/1![American Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/210:56 am
BOS
- HHH
1 stop6h 48m
American Airlines
Mon 3/96:15 pm
HHH
- BOS
2 stops5h 44m
American Airlines
Deal found 2/2![American Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/125:07 pm
PWM
- HHH
1 stop22h 34m
American Airlines
Wed 3/186:15 pm
HHH
- PWM
1 stop4h 35m
American Airlines
Deal found 2/2![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 1/31. 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 3/198:00 am
BOS
- HHH
1 stop7h 41m
American Airlines
Mon 3/234:11 pm
HHH
- BOS
1 stop6h 11m
American Airlines
Deal found 1/31![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/247:15 am
BOS
- HHH
1 stop4h 38m
American Airlines
Mon 3/304:11 pm
HHH
- BOS
1 stop6h 11m
American Airlines
Deal found 2/2![American Airlines logo]()
$288
One-way flights from Maine to Hilton Head IslandSearch for one-way flight options from Maine to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Maine to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/2811:27 am
BOS
- HHH
1 stop4h 34m
American Airlines
Deal found 2/1![American Airlines logo]()
$126
This Delta deal was found by Cheapflights users on 2/2. 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 4/286:00 am
BOS
- HHH
1 stop5h 28m
Delta
Deal found 2/2![Delta logo]()
$149
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Tue 3/315:45 am
BOS
- HHH
2 stops8h 21m
United Airlines
Deal found 2/1![United Airlines logo]()
$154
This United Airlines deal was found by Cheapflights users on 1/31. 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 4/3010:00 am
BOS
- HHH
1 stop5h 41m
United Airlines
Deal found 1/31![United Airlines logo]()
$159
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/37:15 am
BOS
- HHH
1 stop7h 46m
American Airlines
Deal found 2/3![American Airlines logo]()
$161
This Delta deal was found by Cheapflights users on 2/2. 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 4/298:20 am
BOS
- HHH
1 stop7h 00m
Delta
Deal found 2/2![Delta logo]()
$180
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/268:00 am
BOS
- HHH
1 stop7h 41m
American Airlines
Deal found 2/1![American Airlines logo]()
$184
This American Airlines deal was found by Cheapflights users on 2/1. 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 3/27:00 am
BOS
- HHH
2 stops7h 22m
American Airlines
Deal found 2/1![American Airlines logo]()
$189
This Delta deal was found by Cheapflights users on 2/2. 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 5/25:00 pm
BOS
- HHH
1 stop18h 28m
Delta
Deal found 2/2![Delta logo]()
$192
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/711:10 am
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American Airlines
Deal found 2/2![American Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Fri 4/1711:56 am
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1 stop4h 38m
American Airlines
Deal found 2/2![American Airlines logo]()
$491
Find flight deals from Maine to Hilton Head Island
Keep the following information in mind while searching for Maine to Hilton Head Island flight deals. Data was last updated February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (American Airlines) |
One-way from | $126 (American Airlines) |
Popular in | November |
Cheapest in | September |
Average price | $466 |
Cheapflights Fare Finder
Customize your flight search to find flights from Maine 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 February 3, 2026.
Use the filters below to find and compare flights from Maine to Hilton Head Island that are best for you.
Fly from
Maine
Fly to
Hilton Head Island
Route
Depart
Return
Price
BostonHilton Head Island
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Boston Logan Intl
Tue 2/24
8:00 am-3:41 pm
1 stop7h 41m
Hilton Head Island
Tue 3/3
3:31 pm-10:24 pm
2 stops6h 53m
$256
BostonHilton Head Island
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BOSHHH
Boston Logan Intl
Mon 3/2
10:00 am-3:41 pm
1 stop5h 41m
Hilton Head Island
Mon 3/9
4:11 pm-10:22 pm
1 stop6h 11m
$277
BostonHilton Head Island
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BOSHHH
Boston Logan Intl
Tue 3/24
10:00 am-4:44 pm
1 stop6h 44m
Hilton Head Island
Mon 3/30
4:11 pm-10:22 pm
1 stop6h 11m
$287
BostonHilton Head Island
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BOSHHH
Boston Logan Intl
Sun 3/1
8:05 am-3:41 pm
1 stop7h 36m
Hilton Head Island
Sat 3/7
4:31 pm-10:22 pm
1 stop5h 51m
$308
BostonHilton Head Island
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Boston Logan Intl
Tue 3/24
6:00 am-4:44 pm
2 stops10h 44m
Hilton Head Island
Tue 3/31
3:31 pm-11:13 pm
2 stops7h 42m
$318
BostonHilton Head Island
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BOSHHH
Boston Logan Intl
Wed 3/4
8:00 am-3:41 pm
1 stop7h 41m
Hilton Head Island
Wed 3/11
2:58 pm-10:22 pm
2 stops7h 24m
$324
BostonHilton Head Island
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BOSHHH
Boston Logan Intl
Wed 3/25
8:00 am-5:44 pm
2 stops9h 44m
Hilton Head Island
Thu 3/26
4:11 pm-10:22 pm
1 stop6h 11m
$333
PortlandHilton Head Island
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Portland
Tue 4/28
7:10 am-2:24 pm
1 stop7h 14m
Hilton Head Island
Tue 5/5
2:54 pm-10:13 pm
1 stop7h 19m
$336
PortlandHilton Head Island
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Portland
Wed 2/25
7:00 am-11:53 am
1 stop4h 53m
Hilton Head Island
Mon 3/2
6:20 pm-10:50 pm
1 stop4h 30m
$337
BostonHilton Head Island
BOS - HHH
BOSHHH
Boston Logan Intl
Fri 3/6
9:00 am-3:41 pm
1 stop6h 41m
Hilton Head Island
Tue 3/10
3:31 pm-10:15 pm
1 stop6h 44m
$338
Showing 1-10 of 29 results
Best time to book a flight from Maine to Hilton Head Island
Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Maine with our price prediction graph.
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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 Maine to Hilton Head Island
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What is the cheapest month to book a flight from Maine to Hilton Head Island?
Currently, April is the cheapest month in which you can book a flight from Maine to Hilton Head Island (average of $85). Flying from Maine to Hilton Head Island in October is currently the most expensive (average of $142). 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.
How much does it cost to fly round-trip from Maine to Hilton Head Island?
Related info for your journey
Find useful and relevant information for your journey from Maine 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
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Maine to Hilton Head Island
See prices for flight routes from nearby airports that may be better suited for you.
Top airline flying from Maine to Hilton Head Island
Discover the top airline that operate flights from Maine 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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$258 | Average$430 | FlexibilityNo cancel fee | On-time71% |