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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.
Players Club Resort

Players Club Resort

4 out of 5
Price was $572, price is now $415 per person
$415
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this golf aparthotel in Hilton Head Island. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Coligny Beach and Palmetto Dunes Club are located nearby.
River Street Inn

River Street Inn

4 out of 5
Save 100% on your flight
Price was $650, price is now $456 per person
$456
per person
Jun 6 - Jun 8
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
Price was $619, price is now $459 per person
$459
per person
Jun 6 - Jun 8
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.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
Price was $1,174, price is now $870 per person
$870
per person
Jun 18 - Jun 22
found 14 hours 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.
Kimpton Brice Hotel by IHG

Kimpton Brice Hotel by IHG

4 out of 5
Price was $1,055, price is now $782 per person
$782
per person
May 14 - May 19
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this business-friendly hotel in Savannah. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool 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
Price was $1,172, price is now $873 per person
$873
per person
Apr 27 - May 1
just found
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.
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
Price was $1,424, price is now $1,064 per person
$1,064
per person
Jun 18 - Jun 22
found 14 hours ago
Roundtrip non-stop 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.
DoubleTree by Hilton Hotel Savannah Historic District

DoubleTree by Hilton Hotel Savannah Historic District

4 out of 5
Price was $780, price is now $587 per person
$587
per person
May 18 - May 22
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this business-friendly hotel in Savannah. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms 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.
River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Price was $1,007, price is now $755 per person
$755
per person
Jun 12 - Jun 15
found 20 hours 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
Price was $1,174, price is now $870 per person
$870
per person
Jun 18 - Jun 22
found 14 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
Price was $1,172, price is now $873 per person
$873
per person
Apr 27 - May 1
just found
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
Price was $1,424, price is now $1,064 per person
$1,064
per person
Jun 18 - Jun 22
found 14 hours ago
Roundtrip non-stop 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.
Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Mid Island
Save 100% on your flight
Price was $1,244, price is now $846 per person
$846
per person
Apr 29 - May 4
found 19 hours 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 $1,857, price is now $1,291 per person
$1,291
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Savannah (SAV)
River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Price was $1,612, price is now $1,153 per person
$1,153
per person
May 5 - May 12
found 1 day ago
Roundtrip 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 $1,267, price is now $907 per person
$907
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Savannah (SAV)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Tue, Jun 2 - Tue, Jun 9
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$180 Roundtrip, found 5 hours ago
$180
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Jun 2 from Logan Intl. to Savannah - Hilton Head Intl., returning Tue, Jun 9, priced at $180 found 5 hours ago
Delta
Mon, May 4 - Tue, May 19
LGA
LaGuardia
HHH
Hilton Head Island
$185 Roundtrip, found 14 hours ago
$185
Roundtrip
found 14 hours ago
Select Delta flight, departing Mon, May 4 from LaGuardia to Hilton Head Island, returning Tue, May 19, priced at $185 found 14 hours ago
United
Tue, May 12 - Sat, May 16
EWR
Newark Liberty Intl. Airport
SAV
Savannah - Hilton Head Intl.
$185 Roundtrip, found 14 hours ago
$185
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 $185 found 14 hours ago
JetBlue Airways
Tue, May 26 - Tue, Jun 16
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$195 Roundtrip, found 9 hours ago
$195
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Tue, May 26 from John F. Kennedy Intl. to Savannah - Hilton Head Intl., returning Tue, Jun 16, priced at $195 found 9 hours ago