Search Deals onHilton Head Island Vacation Packages
Hilton Head Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Royal Dunes Resort
Price was $901, price is now $669 per person
$669
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this 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 Islanders Beach Park and Barony Course at Port Royal Golf Club are located nearby.
everything was nice and clean. I would recommend this property to anyone.
Reviewed on Sep 21, 2026
River Street Inn
Save 100% on your flight
Price was $1,397, price is now $952 per person
$952
per person
Dec 10 - Dec 15
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 City Market are located nearby.
Perry Lane Hotel, A Luxury Collection Hotel, Savannah
Save 100% on your flight
Price was $1,180, price is now $838 per person
$838
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this luxury hotel in Savannah. Enjoy 3 bars/lounges, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions River Street and City Market are located nearby.
Ocean View at Island Club
Price was $1,244, price is now $922 per person
$922
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip 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 Islanders Beach Park and Barony Course at Port Royal Golf Club are located nearby.
The Ann Savannah, Apartments By Marriott Bonvoy
Price was $940, price is now $708 per person
$708
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this aparthotel in Savannah. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions River Street and City Market are located nearby.
A full kitchen and laundry makes the stay easy. Staff was responsive to all inquiries quickly and efficiently.
Reviewed on Sep 25, 2026
JW Marriott Savannah Plant Riverside District
Price was $981, price is now $753 per person
$753
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip 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 City Market are located nearby.
Municipal Grand
Price was $1,204, price is now $929 per person
$929
per person
Nov 13 - Nov 16
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 bars/lounges, and breakfast (surcharge). Popular attractions River Street and City Market are located nearby.
Gym is limited. Room and bed were great.
Reviewed on Sep 25, 2026
The Alida, Savannah, a Tribute Portfolio Hotel
Price was $949, price is now $735 per person
$735
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Book a stay at this luxury hotel in Savannah. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions River Street and City Market are located nearby.
The suite was amazing. Clean with a great view. Fresh linens and towels every day. Every day complimentary cocktail and cookies. Breakfast at The Rhett was really good. Definitely will book again.
Reviewed on Sep 24, 2026
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, Sep 30 - Wed, Oct 7
BDL
Bradley Intl.
SAV
Savannah - Hilton Head Intl.
$171 Roundtrip, found 2 days ago
$171
Roundtrip
found 2 days ago
Tue, Nov 3 - Sat, Nov 7
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$199 Roundtrip, just found
$199
Roundtrip
just found
Sat, Oct 31 - Tue, Nov 10
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$202 Roundtrip, found 7 hours ago
$202
Roundtrip
found 7 hours ago
Tue, Nov 3 - Sat, Nov 14
LGA
LaGuardia
SAV
Savannah - Hilton Head Intl.
$219 Roundtrip, found 6 hours ago
$219
Roundtrip
found 6 hours 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
- Harbour Town Lighthouse Vacations
- Sea Pines Forest Preserve Vacations
- Shelter Cove Harbour Vacations
- Harbour Town Golf Links Vacations
- Singleton Beach Vacations
- Palmetto Dunes Tennis & Pickleball Center Vacations
- Folly Field Beach Park Vacations
- Shipyard Golf Course 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
