Search Deals on
Hilton Head Island Vacation Packages

Build your package with 2 more options

Hilton Head Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

5 out of 5
Price was $771, price is now $543 per person
$543
per person
Jun 26 - Jun 29
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 breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions River Street and Forsyth Park 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 $1,114, price is now $696 per person
$696
per person
Jun 26 - Jun 29
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 Forsyth Park are located nearby.
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Save 100% on your flight
Price was $1,062, price is now $694 per person
$694
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this luxury hotel in Savannah. Enjoy free breakfast, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Street and Forsyth Park are located nearby.
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Save 100% on your flight
Price was $1,107, price is now $744 per person
$744
per person
Jun 26 - Jun 29
found 5 hours 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 Palmetto Dunes Club and Islanders Beach Park are located nearby.
River Street Inn

River Street Inn

4 out of 5
Save 100% on your flight
Price was $968, price is now $659 per person
$659
per person
Jun 26 - Jun 29
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 Forsyth Park are located nearby.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
Save 100% on your flight
Price was $1,057, price is now $733 per person
$733
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Stay at this hotel in Hilton Head Island. Enjoy free breakfast, an outdoor pool, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Palmetto Dunes Club and Coligny Beach are located nearby.
Hotel Tybee

Hotel Tybee

2.5 out of 5
Price was $1,044, price is now $737 per person
$737
per person
Jun 25 - Jun 29
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.
Gallery Stays - Spartina

Gallery Stays - Spartina

4 out of 5
Save 100% on your flight
Price was $3,799, price is now $2,733 per person
$2,733
per person
May 15 - May 17
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this apartment in Savannah. Enjoy in-room jetted tubs, an in-room coffeemaker, and air conditioning. Popular attractions River Street and Forsyth Park are located nearby.

Hilton Head Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $968, price is now $659 per person
$659
per person
Jun 26 - Jun 29
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 $1,114, price is now $696 per person
$696
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,062, price is now $694 per person
$694
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Mid Island
Save 100% on your flight
Price was $1,107, price is now $744 per person
$744
per person
Jun 26 - Jun 29
found 5 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.
River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,189, price is now $773 per person
$773
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,450, price is now $933 per person
$933
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
South End
Save 100% on your flight
Price was $1,751, price is now $1,179 per person
$1,179
per person
Jun 12 - Jun 19
found 5 hours ago
Roundtrip non-stop 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 $1,570, price is now $1,110 per person
$1,110
per person
May 14 - May 19
found 10 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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, Jul 29 - Wed, Aug 12
CMH
John Glenn Columbus Intl.
SAV
Savannah - Hilton Head Intl.
$142 Roundtrip, found 5 hours ago
$142
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Wed, Jul 29 from John Glenn Columbus Intl. to Savannah - Hilton Head Intl., returning Wed, Aug 12, priced at $142 found 5 hours ago
JetBlue Airways
Wed, May 6 - Thu, Jun 4
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$170 Roundtrip, found 3 hours ago
$170
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Wed, May 6 from John F. Kennedy Intl. to Savannah - Hilton Head Intl., returning Thu, Jun 4, priced at $170 found 3 hours ago
United
Tue, May 12 - Sat, May 16
EWR
Newark Liberty Intl. Airport
SAV
Savannah - Hilton Head Intl.
$170 Roundtrip, found 6 hours ago
$170
Roundtrip
found 6 hours ago
Select United flight, departing Tue, May 12 from Newark Liberty Intl. Airport to Savannah - Hilton Head Intl., returning Sat, May 16, priced at $170 found 6 hours ago
Delta
Mon, May 4 - Tue, May 19
LGA
LaGuardia
HHH
Hilton Head Island
$185 Roundtrip, found 6 days ago
$185
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, May 4 from LaGuardia to Hilton Head Island, returning Tue, May 19, priced at $185 found 6 days ago