Search Deals onHilton Head Island Vacation Packages
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
Price was $790, price is now $586 per person
$586
per person
Jun 7 - Jun 12
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 Palmetto Dunes Club are located nearby.

Palmera Inn and Suites
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.

5 Units w/ Free Parking Walkable Historic District The Juliette by Avantstay
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 1 day 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
Price was $1,654, price is now $1,138 per person
$1,138
per person
May 27 - May 31
just found
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.

Sonesta Resort Hilton Head Island
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.

JW Marriott Savannah Plant Riverside District
Price was $1,265, price is now $872 per person
$872
per person
Jun 4 - Jun 9
just found
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

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

Seawatch at Island Club
Price was $1,501, price is now $1,086 per person
$1,086
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.
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, May 6 - Thu, Jun 4
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$170 Roundtrip, found 4 hours ago
$170
Roundtrip
found 4 hours ago

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

Mon, May 4 - Tue, May 19
LGA
LaGuardia
HHH
Hilton Head Island
$185 Roundtrip, found 4 days ago
$185
Roundtrip
found 4 days ago

Sat, Apr 25 - Wed, Apr 29
LGA
LaGuardia
SAV
Savannah - Hilton Head Intl.
$190 Roundtrip, just found
$190
Roundtrip
just found
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 Golf Links Vacations
- Harbour Town Lighthouse Vacations
- Palmetto Dunes Tennis & Pickleball Center Vacations
- Singleton Beach Vacations
- Shipyard Golf Course Vacations
- Atlantic Dunes by Davis Love III Vacations
- Port Royal Golf Club 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


