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

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Cheap Flights from CAK to HHH starting at $273 One Way, $379 Round Trip

Prices starting at $379 for return flights and $273 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.

Mon, Sep 14 - Wed, Sep 30
CAK
Akron
HHH
Hilton Head Island
$379 Roundtrip, found 4 days ago
$379
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Sep 14 from Akron to Hilton Head Island, returning Wed, Sep 30, priced at $379 found 4 days ago
Mon, Sep 14 - Wed, Sep 30
CAK
Akron
HHH
Hilton Head Island
$469 Roundtrip, found 4 days ago
$469
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Sep 14 from Akron to Hilton Head Island, returning Wed, Sep 30, priced at $469 found 4 days ago
Thu, Jul 16 - Sun, Jul 26
CAK
Akron
HHH
Hilton Head Island
$473 Roundtrip, just found
$473
Roundtrip
just found
Select American Airlines flight, departing Thu, Jul 16 from Akron to Hilton Head Island, returning Sun, Jul 26, priced at $473 just found
Sat, Jul 4 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$487 Roundtrip, found 19 hours ago
$487
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 $487 found 19 hours ago
Sat, Jul 4 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$510 Roundtrip, found 19 hours ago
$510
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 $510 found 19 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
$139 nightly
The price is $152 total per night from Jul 12 to Jul 13
$152 total
Jul 12 - Jul 13
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)
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Reviewed on Jun 24, 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
$287 nightly
The price is $316 total per night from Jul 5 to Jul 6
$316 total
Jul 5 - Jul 6
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 ...
8.6/10 Excellent! (1,001 reviews)
"Great location, great beach, quiet, good grounds. More food options would be ideal, but places nearby. My family loved it"

Reviewed on Jun 18, 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! (346 reviews)
"Pretty comfy beds with TV in all rooms. Kitchen well equipped for short stay. Overall great value for money with large multiple pools that kid’s thoroughly enjoyed."

Reviewed on Jun 23, 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
$402 nightly
The price is $442 total per night from Jul 5 to Jul 6
$442 total
Jul 5 - Jul 6
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! (1,373 reviews)
"Traveled her last year and had an amazing time. This time not so much. They changed the menu at the sea creast, not"

Reviewed on Jun 23, 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
$316 nightly
The price is $347 total per night from Jul 6 to Jul 7
$347 total
Jul 6 - Jul 7
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 ...
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
$289 nightly
The price is $318 total per night from Jul 1 to Jul 2
$318 total
Jul 1 - Jul 2
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! (1,300 reviews)
"The location is unmatched. Steps from the ocean and a nice beach area. That was definitely the highlight. Pool was also nice. Restaurant staff were kind and curious. The resort overall was just ok. Our room was fine, but definitely was in need of some maintenance. Fridge didn’t work and phone only ..."

Reviewed on Jun 24, 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
$89 nightly
The price is $98 total per night from Jun 28 to Jun 29
$98 total
Jun 28 - Jun 29
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 (1,001 reviews)
"We were here for business. The property was in a great central location. We would stay here again."

Reviewed on Jun 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
$206 nightly
The price is $224 total per night from Jun 28 to Jun 29
$224 total
Jun 28 - Jun 29
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! (1,386 reviews)
"Not a bad place to stay. Our studio had a kitchen. Pretty clean. Breakfast was below average. Located in a convenient area."

Reviewed on Jun 24, 2026

Palmera Inn and Suites
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
$104 nightly
The price is $114 total per night from Jun 28 to Jun 29
$114 total
Jun 28 - Jun 29
Total with taxes and fees
Stay at this hotel in Hilton Head Island. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (74 reviews)
"Adequate room. Pool was nice; but water was freezing cold."

Reviewed on Jun 21, 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
$497 nightly
The price is $541 total per night from Jul 6 to Jul 7
$541 total
Jul 6 - Jul 7
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...
"Overall, this is a great hotel for a family vacation. The atmosphere is comfortable and relaxing, making it a wonderful place to stay with family. We enjoyed our time here and would recommend it to anyone looking for a pleasant family getaway."

Reviewed on Jun 18, 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
$402 nightly
The price is $442 total per night from Jul 5 to Jul 6
$442 total
Jul 5 - Jul 6
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! (1,373 reviews)

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

Travelers say...
"Traveled her last year and had an amazing time. This time not so much. They changed the menu at the sea creast, not"

Reviewed on Jun 23, 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! (1,000 reviews)

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

Travelers say...
"Location great. Room: freezer in refrigerator didn’t work properly. Never completely froze anything. Laundromat options are horrendous. Card system is a rip off. Some machines didn’t work or took coins and kept them and didn’t work. Didn’t care for the Christian themed music played by the DJ at the ..."

Reviewed on Jun 19, 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.