Hundred Pines Vacations from $650
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The Latest Hundred Pines Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Ryder Hotel
Charleston Historic District
Save 100% on your flight
Price was $1,462, price is now $980 per person
$980
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
8.8/10 Excellent! (1,081 reviews)
Everything was great. The pool was very crowded and we were never able to use it. We loved having the on-site coffee shop and we did use beach towels to go to the beach from their free rental area by the Front Desk.
Reviewed on Jul 23, 2026
The Charleston Place
Charleston Historic District
Save 100% on your flight
Price was $1,328, price is now $949 per person
$949
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
9.6/10 Exceptional! (1,020 reviews)
Location is the best in Charleston!
It seemed as though Fitness center is in transition. I would expect a more polished look once finished.
Reviewed on Jul 24, 2026
Where to stay in Hundred Pines
Find the best Hundred Pines areas and neighborhoods for the activities you enjoy most. Learn more about Hundred Pines
Downtown Beaufort
If you're spending some time in Downtown Beaufort, Henry C. Chambers Waterfront Park and Bay Street are top sights worth seeing.
Hundred Pines Hotel Deals
Sonesta Resort Hilton Head Island
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $318 total per night from Aug 25 to Aug 26
$318 total
Aug 25 - Aug 26
Total with taxes and fees
Hilton Beachfront Resort & Spa Hilton Head Island
1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $275 total per night from Aug 16 to Aug 17
$275 total
Aug 16 - Aug 17
Total with taxes and fees
The Westin Hilton Head Island Resort & Spa
2 Grasslawn Ave Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$287 nightly
The price is $316 total per night from Aug 9 to Aug 10
$316 total
Aug 9 - Aug 10
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
"Staff is great!!!! Room is clean and pool/bar perfect!!!!"
Reviewed on Jul 24, 2026
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.
Stay near popular Hundred Pines attractions
Things to do
Hilton Head: Family Paddleboarding Adventure
$45
per adult
Hilton Head: Guided Kayak Sunrise or Sunset Tour
$40
per adult
Hilton Head Island: America’s Cup Afternoon Sail
$55
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.