Search Deals onHilton Head Island Vacation Packages
Hilton Head Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Magnolia Inn & Suites Savannah Airport
Price was $728, price is now $562 per person
$562
per person
Nov 27 - Dec 3
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this hotel in Pooler. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanger Outlets and Mighty Eighth Air Force Museum are located nearby.
Seawatch at Island Club
Price was $1,600, price is now $1,112 per person
$1,112
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this beach condo in Hilton Head Island. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Islanders Beach Park and Folly Field Beach Park are located nearby.
The unit was not the unit I thought we chose. The unit was old, in disrepair and smelled weird. The furniture was uncomfortable and the coffee maker did not work. I definitely would not bookmtheee again.
Reviewed on Oct 13, 2026
JW Marriott Savannah Plant Riverside District
Save 100% on your flight
Price was $1,560, price is now $1,150 per person
$1,150
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this luxury hotel in Savannah. Enjoy free WiFi, a full-service spa, and 12 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Street and City Market are located nearby.
Sabal House
Price was $1,062, price is now $789 per person
$789
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this hotel in Savannah. Enjoy free WiFi, free bicycles on site, and valet parking (surcharge). Popular attractions River Street and City Market are located nearby.
Boardwalk & Blue by Avantstay Sleeps 22 Infinity Pool + Elevator + Pool Table Steps to Sand
Save 100% on your flight
Price was $4,219, price is now $3,148 per person
$3,148
per person
Jan 3 - Jan 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this cottage in Hilton Head Island. Enjoy free parking, a beach locale, and a pool table. Popular attractions Coligny Beach and Driessen Beach Park are located nearby.
River Street Inn
Price was $1,162, price is now $869 per person
$869
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this luxury hotel in Savannah. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions River Street and City Market are located nearby.
The hotel is wonderful! Clean rooms, friendly staff, nice restaurants! Our stay was very comfortable! Would definitely book again!
Reviewed on Oct 19, 2026
The Ann Savannah, Apartments By Marriott Bonvoy
Price was $937, price is now $702 per person
$702
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this aparthotel in Savannah. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions River Street and City Market are located nearby.
Godley Manor
Price was $1,034, price is now $798 per person
$798
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this guesthouse in Savannah. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Street and Forsyth Park are located nearby.
We really enjoyed our stay. Parking is a plus.
Reviewed on Oct 18, 2026
Hilton Head Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Hilton Head Island Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Jan 13 - Sat, Jan 16
BDL
Bradley Intl.
SAV
Savannah - Hilton Head Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Sun, Nov 15 - Thu, Nov 19
CMH
John Glenn Columbus Intl.
SAV
Savannah - Hilton Head Intl.
$122 Roundtrip, found 3 hours ago
$122
Roundtrip
found 3 hours ago
Wed, Dec 2 - Sat, Dec 12
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$199 Roundtrip, found 14 hours ago
$199
Roundtrip
found 14 hours ago
Wed, Dec 2 - Sat, Dec 5
LGA
LaGuardia
SAV
Savannah - Hilton Head Intl.
$219 Roundtrip, found 2 hours ago
$219
Roundtrip
found 2 hours ago
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