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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 $764, price is now $571 per person
$571
per person
May 16 - May 19
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.
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Save 100% on your flight
Price was $1,375, price is now $881 per person
$881
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.
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
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 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.
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Save 100% on your flight
Price was $1,386, price is now $1,026 per person
$1,026
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 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 $1,367, price is now $1,014 per person
$1,014
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip 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.
Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Price was $1,035, price is now $770 per person
$770
per person
May 4 - May 8
found 24 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 a beach locale. Popular attractions Palmetto Dunes Club and Islanders Beach Park are located nearby.
Shipyard Resort by Spinnaker Resorts

Shipyard Resort by Spinnaker Resorts

2.5 out of 5
Save 100% on your flight
Price was $1,032, price is now $782 per person
$782
per person
Jun 7 - Jun 12
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this golf condo in Hilton Head Island. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Coligny Beach and Palmetto Dunes Club are located nearby.
Steps to Beach, Infinity Pool + Hot Tub, Game Room Coastal Marsh by Avantstay

Steps to Beach, Infinity Pool + Hot Tub, Game Room Coastal Marsh by Avantstay

3 out of 5
Save 100% on your flight
Price was $3,832, price is now $2,944 per person
$2,944
per person
May 5 - May 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
Stay at this cottage in Hilton Head Island. Enjoy free parking, a pool table, 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.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
South End
Price was $827, price is now $618 per person
$618
per person
May 25 - May 29
found 14 hours 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 $881 per person
$881
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
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 $1,386, price is now $1,026 per person
$1,026
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 $1,035, price is now $770 per person
$770
per person
May 4 - May 8
found 24 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.
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 $1,491, price is now $1,071 per person
$1,071
per person
May 13 - May 18
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 $1,732, price is now $1,243 per person
$1,243
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip 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 $1,897, price is now $1,367 per person
$1,367
per person
May 13 - May 18
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
Save 100% on your flight
Price was $5,390, price is now $3,917 per person
$3,917
per person
May 13 - May 18
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.

Delta
Sun, May 3 - Sat, May 9
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, May 3 from John F. Kennedy Intl. to Savannah - Hilton Head Intl., returning Sat, May 9, priced at $167 found 1 day ago
United
Tue, May 12 - Sat, May 16
EWR
Newark Liberty Intl. Airport
SAV
Savannah - Hilton Head Intl.
$170 Roundtrip, found 14 hours ago
$170
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 $170 found 14 hours ago
Delta
Tue, Jun 2 - Tue, Jun 9
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$180 Roundtrip, found 3 days ago
$180
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jun 2 from Logan Intl. to Savannah - Hilton Head Intl., returning Tue, Jun 9, priced at $180 found 3 days ago
Delta
Mon, May 4 - Tue, May 19
LGA
LaGuardia
HHH
Hilton Head Island
$185 Roundtrip, found 2 days ago
$185
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, May 4 from LaGuardia to Hilton Head Island, returning Tue, May 19, priced at $185 found 2 days ago