Hilton Head Island vacation packages
See other vacation package offers From Anywhere - To
From cmp-location-selector-label-description-origin
To cmp-location-selector-label-description-destination
Close
5-7 nights
Choose your night stays Any number of nights
Close
Clear
cmp-carousel-container-explain 6 night(s)
Players Club Resort
3/29/2025 March 29, 2025
- 4/04/2025 April 4, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $949 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 18 hours ago
6 night(s)
Westin Hilton Head Island Resort & Spa
3/29/2025 March 29, 2025
- 4/04/2025 April 4, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $1,052 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 18 hours ago
6 night(s)
Sonesta Resort Hilton Head
3/29/2025 March 29, 2025
- 4/04/2025 April 4, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $1,133 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 18 hours ago
6 night(s)
Omni Hilton Head Oceanfront Resort
3/29/2025 March 29, 2025
- 4/04/2025 April 4, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $1,423 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 18 hours ago
6 night(s)
Hilton Grand Vacations Club Ocean Oak Resort
3/29/2025 March 29, 2025
- 4/04/2025 April 4, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $2,222 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 18 hours ago
5 night(s)
Montage Palmetto Bluff
3/26/2025 March 26, 2025
- 3/31/2025 March 31, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $3,723 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 16 hours ago
5 night(s)
Players Club Resort
3/26/2025 March 26, 2025
- 3/31/2025 March 31, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $995 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 16 hours ago
5 night(s)
Westin Hilton Head Island Resort & Spa
3/26/2025 March 26, 2025
- 3/31/2025 March 31, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $1,211 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 16 hours ago
5 night(s)
Sonesta Resort Hilton Head
3/26/2025 March 26, 2025
- 3/31/2025 March 31, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $1,252 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 16 hours ago
5 night(s)
Omni Hilton Head Oceanfront Resort
3/26/2025 March 26, 2025
- 3/31/2025 March 31, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $1,556 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 16 hours ago
6 night(s)
Montage Palmetto Bluff
3/29/2025 March 29, 2025
- 4/04/2025 April 4, 2025
Chicago (ORD) To Hilton Head Island (HHH)
Flight + Hotel
from $7,210 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 18 hours ago
cmp-carousel-slide 1 cmp-carousel-of 3
*Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays. Prices displayed have been collected within the last 24 hrs and may no longer be available at time of booking. Modifying this information may result in a different price. To find the most updated price, please visit aavacations.com.
