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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.
Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

2.5 out of 5
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this business-friendly hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular attractions Coligny Beach and Lowcountry Celebration Park are located nearby.
11 Singleton Beach by Avantstay Oceanfront Retreat w/ Private Pool + Boardwalk Near Hilton Head Hotspots

11 Singleton Beach by Avantstay Oceanfront Retreat w/ Private Pool + Boardwalk Near Hilton Head Hotspots

3 out of 5
Save 100% on your flight
per person
Oct 16 - Oct 20
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Stay at this 3-star beach cottage in Hilton Head Island. Enjoy free parking, a beach locale, and balconies. Popular attractions Coligny Beach and Singleton Beach are located nearby.
Kimpton Brice Hotel by IHG

Kimpton Brice Hotel by IHG

4 out of 5
Save 100% on your flight
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this 4-star 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
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Stay at this 3-star beach condo in Hilton Head Island. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Coligny Beach and Islanders Beach Park are located nearby.
Spark By Hilton Hilton Head Island

Spark By Hilton Hilton Head Island

3 out of 5
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this 3-star business-friendly hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Coligny Beach and The Sandbox are located nearby.
Ocean Palms Villas at Port Royal Resort

Ocean Palms Villas at Port Royal Resort

3.5 out of 5
per person
Sep 21 - Sep 27
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this 3.5-star spa aparthotel in Hilton Head Island. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Coligny Beach and Folly Field Beach Park are located nearby.
Cobalt Coast by Avantstay 7bdr, Steps From Beach

Cobalt Coast by Avantstay 7bdr, Steps From Beach

3 out of 5
Save 100% on your flight
per person
Oct 23 - Oct 26
found 20 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Savannah (SAV)
Stay at this 3-star cottage in Hilton Head Island. Enjoy free parking, a beach locale, and balconies. Popular attractions Coligny Beach and Folly Field Beach Park are located nearby.
Royal Dunes Resort

Royal Dunes Resort

3.5 out of 5
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Stay at this 3.5-star 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 Coligny Beach and Islanders Beach Park are located nearby.

Hilton Head Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
ANDAZ SAVANNAH, BY HYATT

ANDAZ SAVANNAH, BY HYATT

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip 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
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip 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
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
per person
Oct 6 - Oct 10
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.
Holiday Inn Savannah Historic District by IHG

Holiday Inn Savannah Historic District by IHG

3 out of 5
Historic District - North
Save 100% on your flight
per person
Oct 1 - Oct 7
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Staybridge Suites Savannah Historic District by IHG

Staybridge Suites Savannah Historic District by IHG

3 out of 5
Historic Downtown Savannah
Save 100% on your flight
per person
Oct 1 - Oct 7
found 5 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
per person
Sep 21 - Sep 27
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Planters Inn on Reynolds Square

Planters Inn on Reynolds Square

3.5 out of 5
Historic Downtown Savannah
Save 100% on your flight
per person
Oct 1 - Oct 7
found 5 hours 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.

Spirit Airlines
Sat, Sep 13 - Sat, Sep 13
EWR
Newark Liberty Intl. Airport
SAV
Savannah - Hilton Head Intl.
$60 Roundtrip, found 20 hours ago
$60
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Sat, Sep 13 from Newark Liberty Intl. Airport to Savannah - Hilton Head Intl., returning Sat, Sep 13, priced at $60 found 20 hours ago
Frontier Airlines
Fri, Sep 12 - Mon, Sep 15
PHL
Philadelphia Intl.
SAV
Savannah - Hilton Head Intl.
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Sep 12 from Philadelphia Intl. to Savannah - Hilton Head Intl., returning Mon, Sep 15, priced at $137 found 6 days ago
Delta
Tue, Sep 2 - Tue, Sep 9
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 2 from John F. Kennedy Intl. to Savannah - Hilton Head Intl., returning Tue, Sep 9, priced at $137 found 1 day ago
JetBlue Airways
Tue, Nov 4 - Wed, Nov 12
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Nov 4 from Logan Intl. to Savannah - Hilton Head Intl., returning Wed, Nov 12, priced at $137 found 2 days ago