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Hilton Head Island Vacation Packages

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Hilton Head Island
South Carolina
United States of America
North America
Hotwire.com

Hilton Head Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Palmera Inn and Suites

3 out of 5

Save 100% on your flight

Price was $1,038, price is now $671 per person

$671

per person

Jun 7 - Jun 12

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.

Seawatch at Island Club

3 out of 5

Save 100% on your flight

Price was $1,698, price is now $1,136 per person

$1,136

per person

Jun 26 - Jul 1

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) 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.

5 Units w/ Free Parking Walkable Historic District The Juliette by Avantstay

3 out of 5

Save 100% on your flight

Price was $6,693, price is now $4,508 per person

$4,508

per person

May 15 - May 19

found 17 hours ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

Stay at this cottage in Savannah. Enjoy free parking, in-room washers/dryers, and air conditioning. Popular attractions River Street and Forsyth Park are located nearby.

Sonesta Resort Hilton Head Island

4 out of 5

Save 100% on your flight

Price was $1,354, price is now $932 per person

$932

per person

Jun 7 - Jun 12

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.

2 Units w/ Free Parking Walkable Historic District The Juliette by Avantstay

3 out of 5

Save 100% on your flight

Price was $2,580, price is now $1,781 per person

$1,781

per person

May 15 - May 19

found 17 hours ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

Stay at this cottage in Savannah. Enjoy free parking, in-room washers/dryers, and air conditioning. Popular attractions River Street and Forsyth Park are located nearby.

Ocean View at Island Club

3 out of 5

Price was $1,303, price is now $900 per person

$900

per person

May 29 - Jun 1

found 2 hours ago

Roundtrip non-stop flight included

Nashville (BNA) 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.

The Bohemian Hotel Savannah Riverfront, Autograph Collection

4 out of 5

Price was $1,160, price is now $827 per person

$827

per person

Jun 16 - Jun 19

found 9 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Savannah (SAV)

Book a stay at this boutique hotel in Savannah. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions River Street and Forsyth Park are located nearby.

Gallery Stays - Spartina

4 out of 5

Save 100% on your flight

Price was $2,740, price is now $1,970 per person

$1,970

per person

Jun 16 - Jun 19

found 9 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) 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.