Enjoy ALL 3 nights of accommodations for 2 adults and 2 children starting at only $99 total for midweek arrivals or only $149 total for weekend arrivals. Each package includes a Visa gift card and access to exclusive discounts on local attractions and activities.
3 nights at the newly renovated Sailwinds Hotel on Hilton Head Island.
$200 Visa gift card for midweek arrivals, or $100 Visa gift card for weekend arrivals.
~ PLUS ~ Access to exclusive discounts on local attractions and activities.
PACKAGE VALUED AT $699

Hilton Head Island is synonymous with sun, sand, and unforgettable memories. Home to miles of pristine beaches, championship golf courses, and lush maritime forests, Hilton Head is where relaxation and family fun come alive. Beyond the beaches, the island offers luxury resorts, top-rated golf and tennis, and a vibrant dining scene. Explore the charming shops of Coligny Plaza and Harbour Town, or indulge in some deep-sea fishing and dolphin watching. On Hilton Head, every day is a chance to discover something extraordinary.
This Could Be You!
Imagine waking up on Hilton Head Island, where every day holds a new adventure. After breakfast, you’re off to explore miles of scenic bike trails, whether it’s along the beach, through Sea Pines Forest Preserve, or out to the iconic Harbour Town Lighthouse. Each ride, sunset, and ocean breeze brings smiles and a sense of wonder.
In the afternoon, unwind at a spa, or enjoy shopping and dining at Shelter Cove Towne Centre. As evening arrives, a spectacular dinner awaits, followed by a night of entertainment, whether it’s live music at Harbour Town or a stroll along the beach under the stars. Hilton Head’s magic isn’t just on the beaches; it’s everywhere you turn.
On Hilton Head, dreams come to life, and every moment is unforgettable. What memories will you create on this island getaway?
You will be staying at the newly renovated Sailwinds Hotel on Hilton Head Island. The property is positioned for easy access to the beach and island attractions. Located on the Breeze Trolley Route, and only 2 blocks off the beach, this family-friendly resort is an ideal spot for sun and sea vacationing.
Free Wi-Fi
Outdoor Hot Tub
Outdoor Pool and Children’s Pool
Coin operated washer/dryer (Building 100 – Laundry Room)
Fitness Center
Situated on The Breeze Trolley route (seasonally operational)
Only $99 for Midweek stays or Weekend stays for only $149 (not per night – TOTAL), subject to availability and eligibility. Final pricing and terms are shown during the booking process. There are no additional hidden fees. Plus, access to Discount attraction tickets that are only available to Spinnaker Resort guests!
Must be between the ages of 28 – 75 with at least $60,000 yearly income to qualify.
Must be between the ages of 28 – 75 with at least $60,000 yearly income to qualify.
The package includes 3 nights of hotel accommodations, a promotional Visa gift card, and access to eligible local attraction discounts. Full details are shown before you book.
Only $99 for Midweek stays or Weekend stays for only $149 (not per night – TOTAL), subject to availability and eligibility. Final pricing and terms are shown during the booking process.
There are no additional hidden fees. Discount attraction tickets are available for purchase during the booking.
Guests stay at the newly renovated Sailwinds Hotel on Hilton Head Island. The property is positioned for easy access to the beach and island attractions. Located on the Breeze Trolley Route, and only 2 blocks off the beach, this family-friendly resort is an ideal spot for sun and sea vacationing.
Book your vacation up to 12 months in advance and lock in these incredibly low rates.
A limited number of trips remain!
4-days/3-nights accommodations for 2 Adults & 2 Children
A $100 Visa Gift Card
Access to Exclusive Discounts on Local Attractions & Activities
Not sure what dates you want to travel? No Problem!
Take up to 12 months to choose your travel!













Sailwinds Hotel Amenities
Pools & Beach Access
Hilton Head Highlights & Attractions
The iconic Harbourtown Lighthouse, Live Oak trees draped in Spanish Moss, and wide sand beaches make it difficult to leave. From playful Bottlenose dolphins and Egrets to great restaurants, golf, tennis and watersports – you can’t help but feel worlds away from your everyday life.
Hilton Head is Home to: