Search Deals onHundred Pines Vacation Packages
Hundred Pines Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Ocean View at Island Club
Mid Island
Save 100% on your flight
Price was $648, price is now $398 per person
$398
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Coligny Beach and Islanders Beach Park are located nearby.
Emeline
Charleston Historic District
Save 100% on your flight
Price was $1,433, price is now $827 per person
$827
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this 4-star luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Port of Charleston and Charleston City Market are located nearby.
The Francis Marion Hotel
Charleston Historic District
Save 100% on your flight
Price was $940, price is now $638 per person
$638
per person
Oct 12 - Oct 16
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this spa hotel in Charleston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Port of Charleston and Charleston City Market are located nearby.
The Ryder Hotel
Charleston Historic District
Save 100% on your flight
Price was $1,115, price is now $761 per person
$761
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this hotel in Charleston. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Port of Charleston and Charleston City Market are located nearby.
Andrew Pinckney Inn
Charleston Historic District
Save 100% on your flight
Price was $1,177, price is now $872 per person
$872
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this 4-star business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Port of Charleston and Charleston City Market are located nearby.
Royal Dunes Resort
Mid Island
Save 100% on your flight
Price was $786, price is now $583 per person
$583
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
The Beach Club at Charleston Harbor Resort and Marina
Save 100% on your flight
Price was $1,224, price is now $910 per person
$910
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this 4.5-star luxury hotel in Mount Pleasant. Enjoy free parking, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Port of Charleston and Patriots Point are located nearby.
Beachside Boardwalk & Views Pool + Hot Tub 202 on the Sound
North End
Save 100% on your flight
Price was $4,077, price is now $3,077 per person
$3,077
per person
Oct 10 - Oct 14
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Stay at this 3-star cottage in Hilton Head Island. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Fish Haul Beach Park and Mitchelville Freedom Park are located nearby.
3-4 Night Vacations in Hundred Pines
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Hundred Pines
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Hundred Pines
Sonesta Resort Hilton Head Island
130 Shipyard Drive, Hilton Head Island, SC
Stay at this 4-star 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 ...
Hilton Beachfront Resort & Spa Hilton Head Island
1 Hotel Circle, Hilton Head Island, SC
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 ...
Omni Hilton Head Oceanfront Resort
23 Ocean Lane, Hilton Head Island, SC
Stay at this 4-star beach resort in Hilton Head Island. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
Save an average of 15% on thousands of hotels when you're signed in
The Westin Hilton Head Island Resort & Spa
2 Grasslawn Ave, Hilton Head Island, SC
Book a stay at this beach hotel in Hilton Head Island. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful ...
Hotel Carolina, a Days Inn by Wyndham
9 Marina Side Drive, Hilton Head Island, SC
Book a stay at this business-friendly hotel in Hilton Head Island. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and ...
Palmera Inn and Suites
12 Park Ln, Hilton Head Island, SC
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 ...
Hilton Garden Inn Hilton Head
1575 Fording Island Rd, Hilton Head Island, SC
Stay at this 3-star hotel in Hilton Head Island. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Holiday Inn Express Bluffton at Hilton Head Area by IHG
35 Bluffton Rd, Bluffton, SC
Book a stay at this business-friendly hotel in Bluffton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Sep 16 - Wed, Sep 17
EWR
Newark Liberty Intl. Airport
SAV
Savannah - Hilton Head Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Sun, Aug 31 - Thu, Sep 4
EWR
Newark Liberty Intl. Airport
CHS
Charleston Intl.
$87 Roundtrip, found 18 hours ago
$87
Roundtrip
found 18 hours ago
Thu, Sep 4 - Thu, Sep 11
PHL
Philadelphia Intl.
CHS
Charleston Intl.
$94 Roundtrip, found 18 hours ago
$94
Roundtrip
found 18 hours ago
Sun, Sep 28 - Thu, Oct 2
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$117 Roundtrip, found 4 days ago
$117
Roundtrip
found 4 days ago
Discover Other Travel Deals
- Spanish Moss Trail Vacations
- Marine Corps Recruit Depot Parris Island Vacations
- Coligny Beach Vacations
- Palmetto Dunes Club Vacations
- Shelter Cove Harbour Vacations
- Bay Street Vacations
- Singleton Beach Vacations
- Marine Corps Air Station Beaufort Vacations
- Palmetto Dunes Tennis & Pickleball Center Vacations
- Tanger Outlets Hilton Head Vacations
- Shipyard Golf Course Vacations
- Henry C. Chambers Waterfront Park Vacations