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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.
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

5 out of 5
Price was $779, price is now $553 per person
$553
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.
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 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 Palmetto Dunes Club and Islanders Beach Park are located nearby.
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Save 100% on your flight
Price was $1,082, price is now $733 per person
$733
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.
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Save 100% on your flight
Price was $1,246, price is now $872 per person
$872
per person
May 14 - May 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, 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.
5 Units w/ Free Parking Walkable Historic District The Juliette by Avantstay

5 Units w/ Free Parking Walkable Historic District The Juliette by Avantstay

3 out of 5
Save 100% on your flight
Price was $4,961, price is now $3,567 per person
$3,567
per person
Jun 8 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this cottage in Savannah. Enjoy free parking, in-room washers/dryers, and air conditioning. Popular attractions River Street and Forsyth Park are located nearby.
Treetops 4904 by Avantstay Hilton Head Condo + Balcony + Shared Pool + Tennis Court + Near Beach and Dining

Treetops 4904 by Avantstay Hilton Head Condo + Balcony + Shared Pool + Tennis Court + Near Beach and Dining

4 out of 5
Save 100% on your flight
Price was $2,376, price is now $1,723 per person
$1,723
per person
Jun 12 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Stay at this apartment in Hilton Head Island. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Coligny Beach and Palmetto Dunes Club are located nearby.
Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Price was $1,415, price is now $1,032 per person
$1,032
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
Book a stay at this beach condo in Hilton Head Island. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Palmetto Dunes Club and Islanders Beach Park are located nearby.
The Bohemian Hotel Savannah Riverfront, Autograph Collection

The Bohemian Hotel Savannah Riverfront, Autograph Collection

4 out of 5
Save 100% on your flight
Price was $1,212, price is now $884 per person
$884
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this boutique hotel in Savannah. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. 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.
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

5 out of 5
Hitch Village - Fred Wessels Homes
Price was $779, price is now $553 per person
$553
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 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 $1,082, price is now $733 per person
$733
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 $1,246, price is now $872 per person
$872
per person
May 14 - May 17
found 1 day 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 $1,479, price is now $985 per person
$985
per person
Jun 19 - Jun 25
found 1 day ago
Roundtrip non-stop 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 $1,901, price is now $1,207 per person
$1,207
per person
Jun 19 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 1 day 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 1 day 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
Sun, May 10 - Thu, Jun 4
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$170 Roundtrip, found 21 hours ago
$170
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Sun, May 10 from John F. Kennedy Intl. to Savannah - Hilton Head Intl., returning Thu, Jun 4, priced at $170 found 21 hours ago
United
Tue, May 12 - Sat, May 16
EWR
Newark Liberty Intl. Airport
SAV
Savannah - Hilton Head Intl.
$174 Roundtrip, found 8 hours ago
$174
Roundtrip
found 8 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 $174 found 8 hours ago
United
Tue, May 5 - Wed, May 13
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$186 Roundtrip, found 6 hours ago
$186
Roundtrip
found 6 hours ago
Select United flight, departing Tue, May 5 from Logan Intl. to Savannah - Hilton Head Intl., returning Wed, May 13, priced at $186 found 6 hours ago