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 $635, price is now $447 per person
$447
per person
Dec 5 - Dec 12
found 15 hours ago
Roundtrip non-stop 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.

Olde Harbour Inn
Price was $1,487, price is now $986 per person
$986
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this historic hotel in Savannah. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Street and City Market are located nearby.
This hotel was great. The location was perfect being right on River street, the rooms were so big and had everything you would need. You do hear a lot of outside noise since it’s right on River street so ear plugs do help, fortunately the hotel provides some for you as well. We would love to stay here again
Reviewed on Nov 1, 2026

Royal Dunes Resort
Price was $917, price is now $672 per person
$672
per person
Dec 16 - Dec 21
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this family-friendly condo in Hilton Head Island. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Coligny Plaza and Islanders Beach Park are located nearby.
Very spacious. Clean and in a good location.
Reviewed on Oct 12, 2026

JW Marriott Savannah Plant Riverside District
Price was $1,083, price is now $796 per person
$796
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop 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.
The atmosphere is like no other place we’ve traveled. Very unique property with a very cool vibe. We’ve stayed in each property at the plant riverside and have never been disappointed. Staff is always friendly and helpful. Rooms are extremely clean and well maintained.
Reviewed on Nov 1, 2026

Godley Manor
Price was $1,080, price is now $797 per person
$797
per person
Jan 14 - Jan 18
found 22 hours 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.
Perfectly situated in a central location in Savannah, but also quiet. Allows for a very laid back stay. This is a beautiful house, with a very welcoming atmosphere and the room was excellent and very very comfortable. The breakfast was copious for and had a good variety of offerings for someone who tends to eat moderately in the morning. Will be returning, hopefully for a little longer next time!
Reviewed on Nov 2, 2026

Sabal House
Price was $1,023, price is now $765 per person
$765
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this hotel in Savannah. Enjoy free WiFi, breakfast (surcharge), and free bicycles on site. Popular attractions River Street and City Market are located nearby.

The Juliette by AvantStay
Price was $1,244, price is now $930 per person
$930
per person
Dec 5 - Dec 12
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Stay at this apartment in Savannah. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions River Street and Forsyth Park are located nearby.

The Ann Savannah, Apartments By Marriott Bonvoy
Price was $698, price is now $527 per person
$527
per person
Jan 14 - Jan 18
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.
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 5 days ago
$122
Roundtrip
found 5 days ago

Sun, Nov 15 - Thu, Nov 19
CMH
John Glenn Columbus Intl.
SAV
Savannah - Hilton Head Intl.
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago

Wed, Dec 2 - Sat, Dec 12
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$199 Roundtrip, found 7 hours ago
$199
Roundtrip
found 7 hours ago

Wed, Dec 2 - Sat, Dec 5
LGA
LaGuardia
SAV
Savannah - Hilton Head Intl.
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
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