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Hilton Head Island Vacation Packages

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Hilton Head Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Tybee

Hotel Tybee

2.5 out of 5
Price was $637, price is now $493 per person
$493
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this beach hotel in Tybee Island. Enjoy 2 outdoor pools, a beach locale, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tybee Island Beach and South Beach are located nearby.

JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Save 100% on your flight
Price was $1,332, price is now $1,006 per person
$1,006
per person
Dec 10 - Dec 14
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.

Godley Manor

Godley Manor

3 out of 5
Price was $1,129, price is now $877 per person
$877
per person
Dec 10 - Dec 14
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.

River Street Inn

River Street Inn

4 out of 5
Price was $877, price is now $684 per person
$684
per person
Jan 15 - Jan 17
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.
This hotel had some hidden fees for emenities that we were not aware of and very unhappy with. On arrival, the older woman who checked us in was rude and unwelcoming. The on-site restaurants are of poor quality, the building is run down and in a sketchy neighborhood. No parking, we had to park across a very busy city street and haul everything in. Very unhappy with this experience, especially for emenities of things we don’t want, alcohol, having to eat in their restaurants, Candy. Really bad experience. Very noisy with traffic and trucks Positives: young woman who checked us out, very sweet. The women who clean the hotel very sweet. Close to historic squares

Reviewed on Nov 6, 2026

Foley House Inn

Foley House Inn

3.5 out of 5
Price was $751, price is now $601 per person
$601
per person
Jan 20 - Jan 23
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this B&B in Savannah. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions River Street and City Market are located nearby.
Everything was perfect. Location, staff, breakfast and the room . Highly recommend this bed and breakfast .

Reviewed on Nov 3, 2026

South Beach Serenity by Avantstay Private Pool + Beach Access

South Beach Serenity by Avantstay Private Pool + Beach Access

3 out of 5
Save 100% on your flight
Price was $3,542, price is now $2,835 per person
$2,835
per person
Dec 10 - Dec 14
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 balconies. Popular attractions Coligny Beach and Coligny Plaza are located nearby.

Sabal House

Sabal House

4 out of 5
Price was $756, price is now $609 per person
$609
per person
Jan 15 - Jan 17
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 Galloway House Inn

The Galloway House Inn

4 out of 5
Price was $614, price is now $494 per person
$494
per person
Jan 8 - Jan 10
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this hotel in Savannah. Enjoy free parking, a garden, and a picnic area. Popular attractions River Street and Forsyth Park are located nearby.
Nice place in a quiet location

Reviewed on Oct 15, 2026

Hilton Head Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Tybee

Hotel Tybee

2.5 out of 5
South Beach
Price was $637, price is now $493 per person
$493
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,332, price is now $1,006 per person
$1,006
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Godley Manor

Godley Manor

3 out of 5
Historic Downtown Savannah
Price was $1,129, price is now $877 per person
$877
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Foley House Inn

Foley House Inn

3.5 out of 5
Historic Downtown Savannah
Price was $751, price is now $601 per person
$601
per person
Jan 20 - Jan 23
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)

Hilton Head Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Motel 6 Pooler, GA - Savannah Airport

Motel 6 Pooler, GA - Savannah Airport

2 out of 5
Price was $674, price is now $518 per person
$518
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Foley House Inn

Foley House Inn

3.5 out of 5
Historic Downtown Savannah
Price was $989, price is now $705 per person
$705
per person
Dec 19 - Dec 24
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Price was $1,372, price is now $997 per person
$997
per person
Dec 19 - Dec 24
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

5 out of 5
Hitch Village - Fred Wessels Homes
Price was $1,002, price is now $733 per person
$733
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Wed, Jan 13 - Sat, Jan 16
BDL
Bradley Intl.
SAV
Savannah - Hilton Head Intl.
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Jan 13 from Bradley Intl. to Savannah - Hilton Head Intl., returning Sat, Jan 16, priced at $122 found 2 days ago
Breeze Airways
Sun, Nov 15 - Thu, Nov 19
CMH
John Glenn Columbus Intl.
SAV
Savannah - Hilton Head Intl.
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Nov 15 from John Glenn Columbus Intl. to Savannah - Hilton Head Intl., returning Thu, Nov 19, priced at $180 found 1 day ago
JetBlue Airways
Sat, Nov 7 - Sat, Nov 14
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$199 Roundtrip, found 10 hours ago
$199
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Sat, Nov 7 from John F. Kennedy Intl. to Savannah - Hilton Head Intl., returning Sat, Nov 14, priced at $199 found 10 hours ago
Bargain Flight
Tue, Feb 2 - Sat, Feb 6
DTW
Detroit Metropolitan Wayne County
SAV
Savannah - Hilton Head Intl.
$248 Roundtrip, found 2 hours ago
$248
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Tue, Feb 2 from Detroit Metropolitan Wayne County to Savannah - Hilton Head Intl., returning Sat, Feb 6, priced at $248 found 2 hours ago