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, $355 Round Trip

Prices starting at $355 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
$355 Roundtrip, found 12 hours ago
$355
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $355 found 12 hours ago
Thu, Jun 18 - Mon, Jun 22
CAK
Akron
HHH
Hilton Head Island
$420 Roundtrip, found 6 days ago
$420
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Jun 18 from Akron to Hilton Head Island, returning Mon, Jun 22, priced at $420 found 6 days ago
Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$437 Roundtrip, found 12 hours ago
$437
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $437 found 12 hours ago
Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$447 Roundtrip, found 12 hours ago
$447
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $447 found 12 hours ago
Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$451 Roundtrip, found 12 hours ago
$451
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $451 found 12 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 17 to May 18
$143 total
May 17 - May 18
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! (1,006 reviews)
Good place for overnight stay

Reviewed on May 3, 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 10 to May 11
$374 total
May 10 - May 11
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! (1,015 reviews)
What used to feel like a relaxing, family-friendly destination now feels more like a crowded convention center. From the moment we arrived, it felt like guests were more of a nuisance than welcomed visitors. The atmosphere was chaotic, staff seemed overwhelmed, and there was very little of the warm, ...

Reviewed on May 7, 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

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

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
$339 nightly
The price is $373 total per night from May 18 to May 19
$373 total
May 18 - May 19
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! (1,323 reviews)
I absolutely love this place. I am a returning vacationer, having stayed here two different visits. The staff is great and helpful. The room and other spaces are clean, spacious, and peaceful. I cannot wait to come back!

Reviewed on May 7, 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
$280 nightly
The price is $308 total per night from May 26 to May 27
$308 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! (1,491 reviews)
Overall good experience. Phone in the room did not work. I only charged one drink to my room however about $100 worth of mysterious "F&B" charges showed up on my final bill. Restaurant food was good and staff was prompt/friendly/professional. I would stay there again.

Reviewed on May 7, 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
$283 nightly
The price is $312 total per night from May 18 to May 19
$312 total
May 18 - May 19
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! (1,210 reviews)
It was Amazing. Love staying at the beach in house.

Reviewed on May 7, 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 Beach and Coligny Plaza ...
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
$85 nightly
The price is $93 total per night from May 11 to May 12
$93 total
May 11 - May 12
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 (1,003 reviews)
Great stay for low price!

Reviewed on May 3, 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
$151 nightly
The price is $164 total per night from May 10 to May 11
$164 total
May 10 - May 11
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! (1,312 reviews)
Cute, convenient & roomy!

Reviewed on May 7, 2026

Palmera Inn and Suites
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
$85 nightly
The price is $94 total per night from May 10 to May 11
$94 total
May 10 - May 11
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! (43 reviews)
There are shops nearby The parking lot is OK.

Reviewed on May 6, 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
$402 nightly
The price is $436 total per night from May 10 to May 11
$436 total
May 10 - May 11
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! (1,009 reviews)

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

Travelers say...
Very beautiful and relaxing stay

Reviewed on May 7, 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
$339 nightly
The price is $373 total per night from May 18 to May 19
$373 total
May 18 - May 19
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! (1,323 reviews)

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

Travelers say...
I absolutely love this place. I am a returning vacationer, having stayed here two different visits. The staff is great and helpful. The room and other spaces are clean, spacious, and peaceful. I cannot wait to come back!

Reviewed on May 7, 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! (1,002 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.