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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
Save 100% on your flight
Price was $807, price is now $556 per person
$556
per person
Jun 6 - Jun 9
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.
Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Save 100% on your flight
Price was $1,522, price is now $948 per person
$948
per person
May 28 - Jun 2
found 10 hours 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.
Royal Dunes Resort

Royal Dunes Resort

3.5 out of 5
Save 100% on your flight
Price was $1,307, price is now $885 per person
$885
per person
May 20 - May 26
found 3 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 Palmetto Dunes Club and Islanders Beach Park are located nearby.
Gallery Stays - Spartina

Gallery Stays - Spartina

4 out of 5
Price was $4,717, price is now $3,259 per person
$3,259
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this apartment in Savannah. Enjoy in-room jetted tubs, an in-room coffeemaker, and air conditioning. Popular attractions River Street and Forsyth Park are located nearby.
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Price was $1,229, price is now $862 per person
$862
per person
Jun 26 - 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 Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Price was $1,226, price is now $864 per person
$864
per person
Jun 18 - Jun 21
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.
Hotel Tybee

Hotel Tybee

2.5 out of 5
Price was $961, price is now $683 per person
$683
per person
May 28 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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.
Sweetbay by Avantstay 1 Min Walk to Beach + Pool

Sweetbay by Avantstay 1 Min Walk to Beach + Pool

3 out of 5
Save 100% on your flight
Price was $4,026, price is now $2,929 per person
$2,929
per person
May 11 - May 15
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this family-friendly cottage in Hilton Head Island. Enjoy free parking, a beach locale, and balconies. Popular attractions Palmetto Dunes Club and Coligny Beach 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
Save 100% on your flight
Price was $807, price is now $556 per person
$556
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Gallery Stays - Spartina

Gallery Stays - Spartina

4 out of 5
Historic Downtown Savannah
Price was $4,717, price is now $3,259 per person
$3,259
per person
Jun 18 - Jun 21
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
Price was $1,229, price is now $862 per person
$862
per person
Jun 26 - Jun 29
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
Price was $1,226, price is now $864 per person
$864
per person
Jun 18 - Jun 21
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.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
South End
Save 100% on your flight
Price was $1,206, price is now $725 per person
$725
per person
May 20 - May 26
found 3 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Savannah (SAV)
Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Mid Island
Save 100% on your flight
Price was $1,522, price is now $948 per person
$948
per person
May 28 - Jun 2
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
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
South End
Save 100% on your flight
Price was $1,408, price is now $887 per person
$887
per person
May 20 - May 26
found 3 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,719, price is now $1,127 per person
$1,127
per person
May 20 - May 26
found 3 hours 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.

Breeze Airways
Wed, Jul 29 - Wed, Aug 12
CMH
John Glenn Columbus Intl.
SAV
Savannah - Hilton Head Intl.
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day 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 1 day ago
JetBlue Airways
Wed, May 6 - Thu, Jun 4
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$170 Roundtrip, found 5 hours ago
$170
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Wed, May 6 from John F. Kennedy Intl. to Savannah - Hilton Head Intl., returning Thu, Jun 4, priced at $170 found 5 hours ago
Delta
Fri, May 8 - Wed, May 13
LGA
LaGuardia
SAV
Savannah - Hilton Head Intl.
$170 Roundtrip, just found
$170
Roundtrip
just found
Select Delta flight, departing Fri, May 8 from LaGuardia to Savannah - Hilton Head Intl., returning Wed, May 13, priced at $170 just found
United
Tue, May 12 - Sat, May 16
EWR
Newark Liberty Intl. Airport
SAV
Savannah - Hilton Head Intl.
$170 Roundtrip, just found
$170
Roundtrip
just found
Select United flight, departing Tue, May 12 from Newark Liberty Intl. Airport to Savannah - Hilton Head Intl., returning Sat, May 16, priced at $170 just found