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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.
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Price was $762, price is now $570 per person
$570
per person
May 3 - May 6
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 $1,375, price is now $947 per person
$947
per person
Jun 25 - Jun 29
found 1 day 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.
Hotel Tybee

Hotel Tybee

2.5 out of 5
Save 100% on your flight
Price was $1,000, price is now $714 per person
$714
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop 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.
Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Price was $1,214, price is now $883 per person
$883
per person
May 2 - May 7
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 a beach locale. Popular attractions Palmetto Dunes Club and Islanders Beach Park are located nearby.
Godley Manor

Godley Manor

3 out of 5
Save 100% on your flight
Price was $805, price is now $595 per person
$595
per person
May 3 - May 6
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.
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 $3,845, price is now $2,846 per person
$2,846
per person
Jun 4 - Jun 7
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.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
Price was $1,081, price is now $807 per person
$807
per person
Jun 25 - Jun 29
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, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Palmetto Dunes Club and Coligny Beach 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
Price was $1,423, price is now $1,089 per person
$1,089
per person
Jun 2 - Jun 6
found 19 hours ago
Roundtrip 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.

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
Save 100% on your flight
Price was $803, price is now $555 per person
$555
per person
May 24 - May 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 $1,375, price is now $947 per person
$947
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Mid Island
Price was $1,038, price is now $760 per person
$760
per person
May 2 - May 6
found 10 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 $805, price is now $595 per person
$595
per person
May 3 - May 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.
Kimpton Brice Hotel by IHG

Kimpton Brice Hotel by IHG

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $883, price is now $653 per person
$653
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Price was $1,676, price is now $1,188 per person
$1,188
per person
May 13 - May 19
found 1 day ago
Roundtrip non-stop 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 $1,732, price is now $1,243 per person
$1,243
per person
Jun 18 - Jun 23
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Mid Island
Price was $1,214, price is now $883 per person
$883
per person
May 2 - May 7
found 1 day 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.

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
Tue, Jun 2 - Tue, Jun 9
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 2 from Logan Intl. to Savannah - Hilton Head Intl., returning Tue, Jun 9, priced at $180 found 1 day ago
Delta
Mon, May 25 - Tue, Jun 16
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$180 Roundtrip, found 3 hours ago
$180
Roundtrip
found 3 hours ago
Select Delta flight, departing Mon, May 25 from John F. Kennedy Intl. to Savannah - Hilton Head Intl., returning Tue, Jun 16, priced at $180 found 3 hours ago
Delta
Mon, May 4 - Tue, May 19
LGA
LaGuardia
HHH
Hilton Head Island
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, May 4 from LaGuardia to Hilton Head Island, returning Tue, May 19, priced at $185 found 1 day ago