Stocking Stuffer
Ready to get back to Hilton Head before the year is out? Unwrap 25% off select remaining 2026 stays and enjoy a beach getaway before the holiday season arrives. It's the perfect excuse for one more trip to the island.
Offer valid on new direct reservations only. Sale dates July 24-31, 2026. Select properties and locations are excluded. Offers cannot be combined with other discounts and are not valid on existing reservations. Blackout dates apply. Promotion applies to eligible remaining 2026 stays with a 4-night minimum and 21 night max stay.
110 properties available
Pet Friendly Tennismaster Villa Perfect For a Getaway2 Bedrooms | 2 Bathrooms | 1 Half Bathroom | Sleeps 6Discover the perfect blend of coastal elegance, resort-style amenities, and low-country charm. Located in the highly sought-after Shipyard Plantation on Hilton Head Island, this newly upgraded, two-story Tennismaster Villa offers everything you
Upgraded Lagoon Villa by South Beach in Sea Pines3 Bedrooms | 2 Bathrooms | Sleeps 8 | Pet FriendlyWelcome to 1587 Lagoon Villa—an upgraded 3-bedroom, single-level retreat in the heart of Sea Pines, just a short stroll to the beach, Salty Dog Marina, and pickleball courts. Recently remodeled from top to bottom with high-end finishes, this vil
Magnificent Luxury Retreat on North Forest Beach7 Bedrooms | 6.5 Bathrooms | Sleeps 14 | Beach GetawayEscape to the North Forest Beach area of Hilton Head Island and experience the ultimate beach vacation in this magnificent 7 bedroom, 6.5 bath home just 50 yards from the Atlantic Ocean. This custom-built retreat boasts 4500 square feet of lux
Cozy Cutter Court Villa in Sea Pines2 Bedrooms | 2 Bathrooms | Sleeps 5 | Serene RetreatWelcome to 911 Cutter Court, a second-floor villa that puts you right in the heart of Harbour Town. Overlooking the Harbour Town Golf Links Clubhouse, this two-bedroom, two-bathroom retreat offers a front-row seat to one of Hilton Head’s most iconic settin
Pet Friendly Turnberry Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 8 | Ideal for GolfersWelcome to 227 Turnberry, a charming vacation condo in Hilton Head Island that promises a delightful stay. With its inviting atmosphere and desirable features, this condo offers everything you need for a memorable vacation.Step inside the condo, and
3-Bedroom St. Andrews Commons Villa in Palmetto Dunes3 Bedroom | 2 Bathrooms | Sleeps 6 | Pet Friendly Located in Palmetto Dunes, 1779 St. Andrews Commons offers a Hilton Head Island stay with access to golf (paid additionally), beaches, and the resort’s bike path network. This three-bedroom villa provides a comfortable option for f
Golf Course Retreat in the Heart of Sea Pines3 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Golf Course View | One-Level HomeWelcome to 78 Governors Road, a beautifully renovated, single-level home located on the Sea Pines Country Club golf course with views overlooking the 17th tee. Set in one of Sea Pines’ most desirable areas, this home offe
Beachside Condo Near Folly Field Beach3 Bedrooms | 2.5 Bathrooms | Sleeps 8 | Near Beach Access | Hilton Head Island CondoWelcome to 51 Stones Throw, a comfortable three-bedroom condo located in the Folly Field area of Hilton Head Island. Positioned near one of the island’s most popular beach access areas, this condo offers a relaxed coastal
942 Inverness Villas 3-Bedroom Inverness Villa in Palmetto Dunes Located in Inverness at Palmetto Dunes, 942 Inverness Villas offers a Hilton Head Island stay with access to beaches, golf, and the resort’s bike path and lagoon system. This three-bedroom villa provides added space for families and small groups looking to stay within
Luxurious Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6Indulge in the ultimate tropical getaway at this professionally decorated vacation home in Hilton Head Island. Located on the elevated first floor, this condo offers a luxurious and inviting atmosphere.As you step inside, you'll be captivated by the light and spacious
Moon River at Daufuskie – 8, 9 & 10 Daufuskie Bluff Lane 3 Coastal Cottages | 9 Bedrooms Total | Riverfront Retreat with Private Dock Located on Daufuskie Island, Moon River is a private three-home compound designed for group stays, family gatherings, and special occasions. The property includes three individual cottages—e
Oceanfront First Floor Villa at Sea Cloisters3 Bedrooms | 2 Bathrooms | Sleeps 8 | OceanfrontWelcome to 113 Sea Cloisters—an oceanfront villa where comfort, convenience, and coastal beauty come together seamlessly.Perched on an elevated first floor (second level from ground), this beautifully updated three-bedroom, two-bathroom retreat offers
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