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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.
River Street Inn

River Street Inn

4 out of 5
Price was $599, price is now $443 per person
$443
per person
Aug 24 - Aug 28
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.
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Save 100% on your flight
Price was $868, price is now $565 per person
$565
per person
Aug 24 - Aug 28
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.
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Save 100% on your flight
Price was $1,403, price is now $978 per person
$978
per person
Jul 22 - Jul 26
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Shelter Cove Harbour and Palmetto Dunes Club are located nearby.
Royal Dunes Resort

Royal Dunes Resort

3.5 out of 5
Save 100% on your flight
Price was $901, price is now $630 per person
$630
per person
Aug 3 - Aug 7
found 10 hours ago
Roundtrip 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 Singleton Beach and Shelter Cove Harbour are located nearby.
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Save 100% on your flight
Price was $994, price is now $700 per person
$700
per person
Aug 24 - Aug 28
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.
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

5 out of 5
Price was $675, price is now $484 per person
$484
per person
Aug 24 - Aug 28
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 Savannah River are located nearby.
Godley Manor

Godley Manor

3 out of 5
Price was $783, price is now $572 per person
$572
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Price was $871, price is now $644 per person
$644
per person
Aug 24 - Aug 27
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Shelter Cove Harbour and Palmetto Dunes Club are located nearby.

Hilton Head Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
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 $868, price is now $565 per person
$565
per person
Aug 24 - Aug 28
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 $1,403, price is now $978 per person
$978
per person
Jul 22 - Jul 26
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Savannah (SAV)
Royal Dunes Resort

Royal Dunes Resort

3.5 out of 5
Mid Island
Save 100% on your flight
Price was $901, price is now $630 per person
$630
per person
Aug 3 - Aug 7
found 10 hours 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 $994, price is now $700 per person
$700
per person
Aug 24 - Aug 28
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.
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

5 out of 5
Hitch Village - Fred Wessels Homes
Save 100% on your flight
Price was $910, price is now $609 per person
$609
per person
Aug 23 - Aug 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 $1,274, price is now $824 per person
$824
per person
Aug 23 - Aug 29
found 20 hours 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 $1,485, price is now $1,009 per person
$1,009
per person
Jul 24 - Jul 29
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Godley Manor

Godley Manor

3 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,191, price is now $814 per person
$814
per person
Aug 23 - Aug 29
found 22 hours ago
Roundtrip 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, Jul 29 - Wed, Aug 12
CMH
John Glenn Columbus Intl.
SAV
Savannah - Hilton Head Intl.
$150 Roundtrip, just found
$150
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Jul 29 from John Glenn Columbus Intl. to Savannah - Hilton Head Intl., returning Wed, Aug 12, priced at $150 just found
Breeze Airways
Wed, Sep 9 - Sat, Sep 12
BDL
Bradley Intl.
SAV
Savannah - Hilton Head Intl.
$168 Roundtrip, found 7 hours ago
$168
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Wed, Sep 9 from Bradley Intl. to Savannah - Hilton Head Intl., returning Sat, Sep 12, priced at $168 found 7 hours ago
Delta
Sat, Jul 18 - Fri, Jul 24
LGA
LaGuardia
HHH
Hilton Head Island
$212 Roundtrip, found 5 days ago
$212
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Jul 18 from LaGuardia to Hilton Head Island, returning Fri, Jul 24, priced at $212 found 5 days ago
JetBlue Airways
Fri, Jul 17 - Wed, Aug 5
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$217 Roundtrip, just found
$217
Roundtrip
just found
Select JetBlue Airways flight, departing Fri, Jul 17 from Logan Intl. to Savannah - Hilton Head Intl., returning Wed, Aug 5, priced at $217 just found