Cheap flights from CAK to HHH (Akron-Canton to Hilton Head Island)

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Cheap Flights from CAK to HHH starting at $254 One Way, $347 Round Trip

Prices starting at $347 for return flights and $254 for one-way flights to Hilton Head Island were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$347 Roundtrip, found 14 hours ago
$347
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $347 found 14 hours ago
Thu, Jul 23 - Fri, Jul 31
CAK
Akron
HHH
Hilton Head Island
$391 Roundtrip, found 4 days ago
$391
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Jul 23 from Akron to Hilton Head Island, returning Fri, Jul 31, priced at $391 found 4 days ago
Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$411 Roundtrip, found 14 hours ago
$411
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $411 found 14 hours ago
Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$431 Roundtrip, found 14 hours ago
$431
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $431 found 14 hours ago
Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$437 Roundtrip, found 14 hours ago
$437
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $437 found 14 hours ago

Hotel Ideas near Hilton Head Island

Airport Hotels near Hilton Head Island

Hampton Inn Hilton Head

Hampton Inn Hilton Head

2.5 out of 5
1 Dillon Road Hilton Head Island SC
$130 nightly
The price is $143 total per night from May 10 to May 11
$143 total
May 10 - May 11
Total with taxes and fees
Book a stay at this golf hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,001 reviews)
La propiedad necesita un mínimo de remodelación

Reviewed on Apr 29, 2026

Hampton Inn Hilton Head
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave Hilton Head Island SC
$340 nightly
The price is $374 total per night from May 3 to May 4
$374 total
May 3 - May 4
Total with taxes and fees
Book a stay at this beach hotel in Hilton Head Island. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (1,000 reviews)
We’ve stayed here many times in the past, but this was the first time since Covid. It’s still a beautiful hotel and they said by next summer, they will have even more amenities. The staff is always wonderful. This year, I noticed paint peeling, faded furniture, stains on carpet, etc. Seems like they’re ...

Reviewed on Apr 27, 2026

The Westin Hilton Head Island Resort & Spa
Island Links Resort by Palmera

Island Links Resort by Palmera

3 out of 5
1 Coggins Point Road Hilton Head Island SC
Book a stay at this golf aparthotel in Hilton Head Island. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (337 reviews)
Really enjoyed!!!!

Reviewed on Apr 26, 2026

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Island Links Resort by Palmera
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Hilton Head Island

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
$372 nightly
The price is $409 total per night from May 3 to May 4
$409 total
May 3 - May 4
Total with taxes and fees
Book a stay at this beach hotel in Hilton Head Island. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,305 reviews)
Beautiful resort with wonderful amenities.

Reviewed on Apr 30, 2026

Sonesta Resort Hilton Head Island
Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

4.5 out of 5
1 Hotel Circle Hilton Head Island SC
$288 nightly
The price is $317 total per night from May 26 to May 27
$317 total
May 26 - May 27
Total with taxes and fees
Book a stay at this luxury resort in Hilton Head Island. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (1,479 reviews)
Horrible experience . Would not recommend .

Reviewed on Apr 30, 2026

Hilton Beachfront Resort & Spa Hilton Head Island
Beach House Resort Hilton Head

Beach House Resort Hilton Head

4 out of 5
1 South Forest Beach Drive Hilton Head Island SC
$270 nightly
The price is $297 total per night from May 10 to May 11
$297 total
May 10 - May 11
Total with taxes and fees
Book a stay at this beach hotel in Hilton Head Island. Enjoy free WiFi, a beach locale, and 2 bars/lounges. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,190 reviews)
Lots of fun. Love the tiki bar!

Reviewed on Apr 29, 2026

Beach House Resort Hilton Head
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hilton Head Island Hotels With Airport Transportation

Hilton Head Health - Weight Loss Resort and Health Spa

Hilton Head Health - Weight Loss Resort and Health Spa

4 out of 5
14 Valencia Road Hilton Head Island SC
Book a stay at this beach hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Coligny Plaza and Coligny Beach ...
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Hilton Head Health - Weight Loss Resort and Health Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Hilton Head Island Hotels

Red Roof Inn Hilton Head Island

Red Roof Inn Hilton Head Island

2 out of 5
5 Regency Pkwy Hilton Head Island SC
$94 nightly
The price is $103 total per night from May 4 to May 5
$103 total
May 4 - May 5
Total with taxes and fees
Stay at this hotel in Hilton Head Island. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.4/10 (1,000 reviews)
When we checked in they put us in a bounce queen bed trim when we had booked king size. The first room looked poorly maintained, heaters looked burnt out, tv was missing hdmi cable. When we went to front desk they did move us to a king size bed room. But tv remote was connected to cable box. This ...

Reviewed on Apr 27, 2026

Red Roof Inn Hilton Head Island
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
12 Park Ln Hilton Head Island SC
$160 nightly
The price is $174 total per night from May 3 to May 4
$174 total
May 3 - May 4
Total with taxes and fees
Stay at this hotel in Hilton Head Island. Enjoy free breakfast, an outdoor pool, and a fitness center. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,293 reviews)
Should make it clear that the bedroom is up steep stairs , didn’t really bother us this time but if we had stayed there last year right after my open heart surgery it would have been difficult . But over all a very nice place to stay and we enjoyed it .

Reviewed on Apr 29, 2026

Palmera Inn and Suites
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
$92 nightly
The price is $101 total per night from May 6 to May 7
$101 total
May 6 - May 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Hilton Head Island. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and ...
7.8/10 Good! (39 reviews)
Overall the hotel was nice, clean and spacious. Our toilet did not flush and the hotel did not seemed staffed to accommodate any guests requests. They dropped a plunger off at our door and walked away. It was a good thing we were only there for one night.

Reviewed on Apr 29, 2026

Hotel Carolina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Hilton Head Island

Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
23 Ocean Lane Hilton Head Island SC
$432 nightly
The price is $469 total per night from May 20 to May 21
$469 total
May 20 - May 21
Total with taxes and fees
Book a stay at this beach resort in Hilton Head Island. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,003 reviews)

Families like: Outdoor pools, kids club, kitchenette, playground

Travelers say...
The property at the Omni resort in Hilton head is beautiful and well maintained. We had a little hiccup upon check in with our room. But the hotel staff quickly intervened and found us a comparable alternative. I’d say the best part of our stay was the staff. Everyone was lovely, accommodating, and ...

Reviewed on Apr 30, 2026

Omni Hilton Head Oceanfront Resort
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
$372 nightly
The price is $409 total per night from May 3 to May 4
$409 total
May 3 - May 4
Total with taxes and fees
Book a stay at this beach hotel in Hilton Head Island. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,305 reviews)

Families like: Outdoor pools, kids club, on the beach, bicycle rentals

Travelers say...
Beautiful resort with wonderful amenities.

Reviewed on Apr 30, 2026

Sonesta Resort Hilton Head Island
Hilton Head Island Beach & Tennis Resort

Hilton Head Island Beach & Tennis Resort

3.5 out of 5
40 Folly Field Rd Hilton Head Island SC
Book a stay at this beach hotel in Hilton Head Island. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Popular attractions Coligny Beach and Shelter Cove ...
7.8/10 Good! (1,001 reviews)

Families like: Outdoor pools, kitchen, playground, on the beach

Travelers say...
This was our first time staying at HHBT and we were very satisfied. The staff at check was very friendly and the process was quick. Our unit was very conveniently located just steps from the pool and beach. While the bedroom was a bit cozy, the rest of the unit fully met our needs and made for a ...

Reviewed on Apr 30, 2026

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Hilton Head Island Beach & Tennis Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

CAK to HHH Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Frequently asked questions

Are there non-stop flights from CAK to Hilton Head Airport?
Unfortunately, you won't find any direct flights between these destinations. But American Airlines, United Airlines and Delta Air Lines can fly you from Akron-Canton Airport to HHH with just one stopover.
What is the shortest flight from Akron-Canton Airport (CAK) to HHH?
From Akron, the exciting sights and sounds of Hilton Head Island are around 3 hours and 2 minutes away. Make sure you choose your favorite seat, or maybe even one with more legroom, and jet to your destination in comfort.
How many hours flight from Akron-Canton Airport to Hilton Head Airport?
Make yourself nice and comfortable, because the average plane trip from CAK to HHH is 3 hours and 3 minutes. Watch a few movies, put your nose in a book ... There's plenty of time to sit back and relax.
What airlines have the most flights from Akron-Canton Airport (CAK) to Hilton Head Airport?
Right now, you can't fly nonstop between Akron and Hilton Head Island. However, you will be able to book a flight with at least one stop. Look on the bright side — use the break to get the blood flowing again or grab a nice coffee!

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.