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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 $749, price is now $537 per person
$537
per person
Jun 26 - Jun 29
found 20 hours ago
Roundtrip non-stop 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 $1,246, 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.
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Save 100% on your flight
Price was $1,044, price is now $733 per person
$733
per person
Jun 26 - Jun 29
found 20 hours ago
Roundtrip non-stop 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
Price was $1,031, price is now $731 per person
$731
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, 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.
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
Save 100% on your flight
Price was $1,333, price is now $951 per person
$951
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this beach hotel in Hilton Head Island. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Palmetto Dunes Club and Coligny Beach are located nearby.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
Save 100% on your flight
Price was $1,136, price is now $810 per person
$810
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip 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.
Hilton Ivory by Avantstay Luxe Home + Pool/patio

Hilton Ivory by Avantstay Luxe Home + Pool/patio

3 out of 5
Price was $3,957, price is now $2,823 per person
$2,823
per person
Jun 8 - Jun 12
found 5 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Savannah (SAV)
Stay at this cottage in Hilton Head Island. Enjoy balconies, in-room washers/dryers, and air conditioning. Popular attractions Coligny Beach and Palmetto Dunes Club are located nearby.
The Alida, Savannah, a Tribute Portfolio Hotel

The Alida, Savannah, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,402, price is now $1,002 per person
$1,002
per person
Jun 19 - Jun 25
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, 2 restaurants, and 2 bars/lounges. 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.
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 $1,120, price is now $706 per person
$706
per person
Jun 26 - Jun 29
found 20 hours ago
Roundtrip non-stop 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 $1,044, price is now $733 per person
$733
per person
Jun 26 - Jun 29
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Price was $1,031, price is now $731 per person
$731
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
South End
Save 100% on your flight
Price was $1,333, price is now $951 per person
$951
per person
Jul 2 - Jul 6
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)
The Alida, Savannah, a Tribute Portfolio Hotel

The Alida, Savannah, a Tribute Portfolio Hotel

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,402, price is now $1,002 per person
$1,002
per person
Jun 19 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
The Bohemian Hotel Savannah Riverfront, Autograph Collection

The Bohemian Hotel Savannah Riverfront, Autograph Collection

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,828, price is now $1,317 per person
$1,317
per person
Jun 19 - Jun 25
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, Jul 29 - Wed, Aug 12
CMH
John Glenn Columbus Intl.
SAV
Savannah - Hilton Head Intl.
$142 Roundtrip, found 11 hours ago
$142
Roundtrip
found 11 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 11 hours ago
JetBlue Airways
Sun, May 10 - Thu, Jun 4
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day 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 1 day ago
United
Tue, May 12 - Sat, May 16
EWR
Newark Liberty Intl. Airport
SAV
Savannah - Hilton Head Intl.
$174 Roundtrip, found 14 hours ago
$174
Roundtrip
found 14 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 14 hours ago
United
Tue, May 5 - Wed, May 13
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$186 Roundtrip, found 3 hours ago
$186
Roundtrip
found 3 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 3 hours ago