Search Deals onHilton Head Island Vacation Packages
Hilton Head Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Spark By Hilton Hilton Head Island
per person
Aug 17 - Aug 22
found 22 hours 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 Plaza and Coligny Beach are located nearby.

Ocean View at Island Club
Save 100% on your flight
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this 3-star beach condo in Hilton Head Island. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Palmetto Dunes Club and Coligny Beach are located nearby.

Palmera Inn and Suites
Save 100% on your flight
per person
Aug 17 - Aug 22
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this 3-star 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 Coligny Beach and Palmetto Dunes Club are located nearby.

Players Club Resort
Save 100% on your flight
per person
Aug 17 - Aug 22
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this 4-star aparthotel in Hilton Head Island. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Coligny Plaza and Coligny Beach are located nearby.

Hotel Tybee
Save 100% on your flight
per person
Aug 17 - Aug 22
found 22 hours ago
Roundtrip flight included
Boston (BOS) 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 North Beach are located nearby.

Southwind II at Shipyard
Save 100% on your flight
per person
Jul 26 - Aug 2
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Stay at this 3-star golf vacation home in Hilton Head Island. Enjoy free WiFi, free parking, and a private beach. Popular attractions Coligny Beach and Palmetto Dunes Club are located nearby.

Hilton Beachfront Resort & Spa Hilton Head Island
Save 100% on your flight
per person
Aug 17 - Aug 22
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this 4.5-star luxury resort in Hilton Head Island. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Palmetto Dunes Club and Coligny Beach are located nearby.

JW Marriott Savannah Plant Riverside District
Save 100% on your flight
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Stay at this 5-star 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.
Hilton Head Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Hilton Head Island Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Wed, Jul 30 - Tue, Aug 5
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$119 Roundtrip, found 3 days ago
$119
Roundtrip
found 3 days ago

Sat, Sep 13 - Sat, Sep 13
EWR
Newark Liberty Intl. Airport
SAV
Savannah - Hilton Head Intl.
$129 Roundtrip, found 5 hours ago
$129
Roundtrip
found 5 hours ago

Tue, Jul 1 - Tue, Jul 8
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$157 Roundtrip, found 3 hours ago
$157
Roundtrip
found 3 hours ago

Mon, Jul 28 - Fri, Aug 1
ORD
O'Hare Intl.
SAV
Savannah - Hilton Head Intl.
$160 Roundtrip, found 1 hour ago
$160
Roundtrip
found 1 hour ago
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Hilton Head Island
- Hotwire Picks
- Coligny Beach Vacations
- Palmetto Dunes Club Vacations
- Coligny Plaza Vacations
- Shelter Cove Harbour Vacations
- Sea Pines Forest Preserve Vacations
- Harbour Town Lighthouse Vacations
- Harbour Town Golf Links Vacations
- Palmetto Dunes Tennis & Pickleball Center Vacations
- Shipyard Golf Course Vacations
- Folly Field Beach Park Vacations
- Atlantic Dunes by Davis Love III Vacations
- The Golf Courses of Palmetto Dunes Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
Car Rentals in Hilton Head Island
- Car rentals in Savannah
- Car rentals in Tybee Island
- Car rentals in Beaufort
- Car rentals in Fripp Island
- Car rentals in Bluffton
- Car rentals in Daufuskie Island
- Car rentals in Coastal South Carolina
- Car rentals in Hardeeville
- Car rentals in Saint Helena Island
- Car rentals in Port Wentworth
- Car rentals in Harbor Island
- Car rentals in Garden City