Cheap flights from LEX to HHH (Blue Grass to Hilton Head Island)

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Cheap Flights from LEX to HHH starting at $195 One Way, $356 Round Trip

Prices starting at $356 for return flights and $195 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.

Sat, Feb 14 - Sat, Feb 21
LEX
Lexington
HHH
Hilton Head Island
$356 Roundtrip, found 2 days ago
$356
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Feb 14 from Lexington to Hilton Head Island, returning Sat, Feb 21, priced at $356 found 2 days ago
Sat, Feb 14 - Sat, Feb 21
LEX
Lexington
HHH
Hilton Head Island
$372 Roundtrip, found 1 day ago
$372
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 14 from Lexington to Hilton Head Island, returning Sat, Feb 21, priced at $372 found 1 day ago
Tue, Apr 21 - Tue, May 5
LEX
Lexington
HHH
Hilton Head Island
$377 Roundtrip, found 4 days ago
$377
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Apr 21 from Lexington to Hilton Head Island, returning Tue, May 5, priced at $377 found 4 days ago
Sat, Feb 14 - Sat, Feb 21
LEX
Lexington
HHH
Hilton Head Island
$383 Roundtrip, found 2 days ago
$383
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Feb 14 from Lexington to Hilton Head Island, returning Sat, Feb 21, priced at $383 found 2 days ago
Tue, Apr 21 - Wed, May 6
LEX
Lexington
HHH
Hilton Head Island
$397 Roundtrip, found 4 days ago
$397
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Apr 21 from Lexington to Hilton Head Island, returning Wed, May 6, priced at $397 found 4 days 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
$90 nightly
The price is $99 total per night from Feb 2 to Feb 3
$99 total
Feb 2 - Feb 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! (1,001 reviews)
The room was spotless. The staff was very courteous and the breakfast was enjoyable. Will probably come back for another solo trip.

Reviewed on Jan 25, 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
$177 nightly
The price is $194 total per night from Feb 9 to Feb 10
$194 total
Feb 9 - Feb 10
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! (1,005 reviews)
Yes

Reviewed on Jan 22, 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. ...
9.2/10 Wonderful! (328 reviews)
Clean room and responsive customer services. I was not able to use my included 1 hr tennis court reservation because it wasn’t clearly mention that you have to pay equipment rental fee unless you bring your own. I was bit disappointed. It was overall good experience.

Reviewed on Jan 2, 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
$150 nightly
The price is $165 total per night from Feb 12 to Feb 13
$165 total
Feb 12 - Feb 13
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 ...
8.6/10 Excellent! (1,222 reviews)
Stayed Jan 2026. Very clean and loved the fire pits and heated pool/hottub. Dogs welcome on beach in off season.

Reviewed on Jan 26, 2026

Sonesta Resort Hilton Head Island
Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

2.5 out of 5
10 Tanglewood Drive Hilton Head Island SC
$79 nightly
The price is $87 total per night from Feb 1 to Feb 2
$87 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and ...
8.4/10 Very Good! (392 reviews)
Everything was good just wish the beds were a little softer and pillows were a little more firm. Other than that staff was excellent and very nice! Would recommend to others for stay.

Reviewed on Jan 25, 2026

Holiday Inn Express Hilton Head Island by IHG
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
23 Ocean Lane Hilton Head Island SC
$225 nightly
The price is $242 total per night from Feb 8 to Feb 9
$242 total
Feb 8 - Feb 9
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! (1,004 reviews)
Everything has been wonderful

Reviewed on Jan 24, 2026

Omni Hilton Head Oceanfront 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.

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 Theater ...
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
$75 nightly
The price is $83 total per night from Jan 29 to Jan 30
$83 total
Jan 29 - Jan 30
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 ...
6.2/10 (1,000 reviews)
Friendly staff. Accommodated my request to be far from the smoking area. Clean room. Quiet neighborhood. Comfortable bed. Thanks for a great stay and good value!

Reviewed on Nov 5, 2025

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
$102 nightly
The price is $112 total per night from Jan 27 to Jan 28
$112 total
Jan 27 - Jan 28
Total with taxes and fees
Stay at this hotel in Hilton Head Island. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,193 reviews)
the shower set up would create large puddles of water in a large part of the bathroom because there was not a barrier between shower and rest of the bathroom. it was weird.

Reviewed on Jan 21, 2026

Palmera Inn and Suites
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
$75 nightly
The price is $83 total per night from Feb 15 to Feb 16
$83 total
Feb 15 - Feb 16
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 ...
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
$225 nightly
The price is $242 total per night from Feb 8 to Feb 9
$242 total
Feb 8 - Feb 9
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! (1,004 reviews)

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

Travelers say...
Everything has been wonderful

Reviewed on Jan 24, 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
$150 nightly
The price is $165 total per night from Feb 12 to Feb 13
$165 total
Feb 12 - Feb 13
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 ...
8.6/10 Excellent! (1,222 reviews)

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

Travelers say...
Stayed Jan 2026. Very clean and loved the fire pits and heated pool/hottub. Dogs welcome on beach in off season.

Reviewed on Jan 26, 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 Folly Field ...
7.6/10 Good! (1,000 reviews)

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

Travelers say...
This was a great kid friendly place to stay for our quick weekend get away with the grandkids. Once we got our groceries, there was no need to leave again. The play ground and kiddie pool were the biggest hits after playing on the beach!

Reviewed on Oct 6, 2025

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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.

LEX 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 Blue Grass Airport to HHH?
Unfortunately, you won't find any direct flights between these destinations. But American Airlines, Delta Air Lines and United Airlines will take you from Blue Grass Airport to Hilton Head Airport with just one stopover.
What is the shortest flight from Blue Grass Airport to HHH?
If the weather is good and all goes as planned, you could be jetting into HHH from Blue Grass Airport (LEX) in as little as 2 hours and 35 minutes. With such a fast flight time, contemplate taking just carry-on luggage.
How many hours flight from Blue Grass Airport to Hilton Head Island Airport (HHH)?
It takes a leisurely 2 hours and 46 minutes on average to travel from LEX to HHH. Whip out your travel book and start circling all the places you want to visit. It won't be long before you'll be seeing them for yourself.
What airlines have the most flights from LEX to Hilton Head Airport?
You'll need to make one or more stopovers if you plan to travel from LEX to HHH. Unfortunately, you won't find any airlines that advertise direct flights on this route.

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.