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

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Cheap Flights from CAK to HHH starting at $298 One Way, $379 Round Trip

Prices starting at $379 for return flights and $298 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.

Wed, Aug 19 - Sun, Aug 23
CAK
Akron
HHH
Hilton Head Island
$379 Roundtrip, found 3 days ago
$379
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 19 from Akron to Hilton Head Island, returning Sun, Aug 23, priced at $379 found 3 days ago
Wed, Aug 19 - Sun, Aug 23
CAK
Akron
HHH
Hilton Head Island
$427 Roundtrip, found 3 days ago
$427
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 19 from Akron to Hilton Head Island, returning Sun, Aug 23, priced at $427 found 3 days ago
Sat, Sep 12 - Sun, Sep 13
CAK
Akron
HHH
Hilton Head Island
$461 Roundtrip, found 2 days ago
$461
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Sep 12 from Akron to Hilton Head Island, returning Sun, Sep 13, priced at $461 found 2 days ago
Fri, Jun 5 - Tue, Jun 9
CAK
Akron
HHH
Hilton Head Island
$483 Roundtrip, found 6 days ago
$483
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jun 5 from Akron to Hilton Head Island, returning Tue, Jun 9, priced at $483 found 6 days ago
Sat, Jul 4 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$486 Roundtrip, found 19 hours ago
$486
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Jul 4 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $486 found 19 hours ago

Hotel Ideas near Hilton Head Island

Airport Hotels near Hilton Head Island

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
$372 nightly
The price is $409 total per night from Jun 21 to Jun 22
$409 total
Jun 21 - Jun 22
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! (1,007 reviews)
"Very nice location the amenities were great. We kept having air-conditioning problems but other than that we would go back in a minute."

Reviewed on May 26, 2026

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

Hampton Inn Hilton Head

2.5 out of 5
1 Dillon Road Hilton Head Island SC
$139 nightly
The price is $152 total per night from Jun 2 to Jun 3
$152 total
Jun 2 - Jun 3
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! (1,000 reviews)
"Very small rooms."

Reviewed on May 23, 2026

Hampton Inn Hilton Head
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! (339 reviews)
"Perfect for families with young kids. They don’t provide cribs or pack and plays but the pool and splash pad was great for young kids."

Reviewed on May 24, 2026

Get rates
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

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
$323 nightly
The price is $355 total per night from Jun 2 to Jun 3
$355 total
Jun 2 - Jun 3
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! (1,513 reviews)
"The location was great! Close to beach, restaurants and stores. The smell of strong mildew by the South Tower elevators was atrocious."

Reviewed on May 26, 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
$315 nightly
The price is $346 total per night from May 28 to May 29
$346 total
May 28 - May 29
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! (1,247 reviews)
"This was my 2nd visit to the beach house, we had no hot water both trips due to boiler room issues, also the television would not work, and all ice machines were out of order."

Reviewed on May 26, 2026

Beach House Resort Hilton Head
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
$442 nightly
The price is $486 total per night from Jun 8 to Jun 9
$486 total
Jun 8 - Jun 9
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! (1,347 reviews)
"Room was clean, a little in the small side. Great amenities, friendly staff, great for families or couples."

Reviewed on May 27, 2026

Sonesta Resort Hilton Head Island
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 Beach and Palmetto Dunes ...
Get rates
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 31 to Jun 1
$103 total
May 31 - Jun 1
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 (1,004 reviews)
"They don’t clean the rooms in a daily basis"

Reviewed on May 25, 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 Jun 4 to Jun 5
$174 total
Jun 4 - Jun 5
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! (1,347 reviews)
"It was a nice spot to stay. We thought it was closer to the beach Great staff"

Reviewed on May 27, 2026

Palmera Inn and Suites
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
$114 nightly
The price is $125 total per night from Jun 3 to Jun 4
$125 total
Jun 3 - Jun 4
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! (61 reviews)
"Room was very clean and location was great. Would stay here again."

Reviewed on May 25, 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
$477 nightly
The price is $520 total per night from Jun 1 to Jun 2
$520 total
Jun 1 - Jun 2
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! (1,000 reviews)

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

Travelers say...
"This resort is incredibly nice The staff are very friendly and very helpful and the amenities are really nice Very short walk to the beach nice Pools The only thing that was lacking was choices of food. Seems like except for one restaurant, they all have the same menu or so very close that there’s ..."

Reviewed on May 26, 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
$442 nightly
The price is $486 total per night from Jun 8 to Jun 9
$486 total
Jun 8 - Jun 9
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! (1,347 reviews)

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

Travelers say...
"Room was clean, a little in the small side. Great amenities, friendly staff, great for families or couples."

Reviewed on May 27, 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 Shelter Cove Harbour and Palmetto ...
7.8/10 Good! (1,001 reviews)

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

Travelers say...
"Everything was great just wifi wasn't good."

Reviewed on May 5, 2026

Get rates
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.