Stay & Save This Christmas and New Year’s!
Special Offer
Celebrate the holidays on Hilton Head Island and enjoy one night FREE when you stay 4–10 nights!
Spend the season surrounded by coastal charm, mild winter weather and festive island traditions. Stroll beneath the dazzling Harbour Town Lights, experience the glowing holiday displays at Shelter Cove Harbour & Marina, enjoy seasonal shopping and dining, and make unforgettable holiday memories by the beach.
Stay 4–10 nights and receive ONE NIGHT FREE!
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Valid for new reservations only
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Valid for reservations checking in December 18–30, 2026
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Cannot be combined with any other offer
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Offer expires October 31, 2026
Book your Hilton Head Island holiday getaway today and give yourself the gift of an extra night at the beach!
65 properties available
18 Sand Dollar, Hilton Head Island. Your search for the perfect vacation rental ends here! With 7 bedrooms, 7 bathrooms, and an open-concept floor plan, this property is sure to impress. The oversized chef’s kitchen is perfect for cooking up delicious meals for the whole group. Upstairs, enjoy family fun with the pool table, ping pong, and fo
9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring views! Ideal for multiple families, this stunning seven-bedroom, seven-and-a-half-bathroom home spans three stories with an elevator. Professionally decorated, it boasts breathtaking panoramic views from most rooms. Four oceanfront bedrooms feature private balc
*New Construction! Ready for 2027* Book now at our special "introductory rate"! The the first to stay in the stunning, one of a kind home just steps from the beach!*Discover your perfect getaway at 2 Shore Crest Lane, nestled in the mid-island Burkes Beach area of Hilton Head, just a short three-minute stroll to the stunning beaches. This
**FREE SPA HEAT ALL YEAR**49 Off Shore Drive, located in the Palmetto Dunes Oceanfront Community, offers a wonderful vacation experience with its spacious and beautifully decorated 4-bedroom, 4-bath layout. The highlight of this property is its private pool and hot tub, providing ample opportunity for relaxation and enjoyment. Additionally, the pri
Discover coastal luxury at 25 Bradley Circle, a brand-new vacation rental home ready for summer 2025! This stunning property features 6 spacious bedrooms and 7.5 bathrooms, offering ample room for large families or groups. With two elegant living areas, a rooftop deck perfect for sunset views, and a ground-floor pool complemented by a heated* spa,
Welcome to 15 Collier Beach Road. This three-level home offers ocean, marsh, and tidal creek views. The main level features a gourmet kitchen with a large island, a family room with an 82-inch smart TV, and a dining room, all with water views. The second level has three en suite bedrooms, including a master suite with a king bed, sitting area, pull
Welcome to 8 Sea Front Lane, a luxurious oceanfront retreat located in the stunning Burkes Beach area of Hilton Head Island. This magnificent 10-bedroom, 11-bathroom property is designed to accommodate up to 22 guests, making it the perfect destination for family reunions, group getaways, or special celebrations.The property features a private boar
4 Sandy Beach Trail, Hilton Head Island is a Burke's Beach luxurious third-row vacation home offers an unparalleled retreat for guests seeking relaxation and comfort. Boasting six bedrooms and six-and-a-half bathrooms, this pet-friendly abode provides ample space for families and friends to gather and unwind. Step inside to discover a meticulou
434 Captains Walk Hilton Head Island is an oceanfront 3-bedroom corner villa that has recently undergone a complete custom remodel, featuring brand new cabinets, quartz countertops, appliances, floors, doors, ceilings, paint, and bathrooms with new tile. Professionally decorated with all new furnishings, including mattresses and bedding, the villa
41 Bradley Beach is a great option for a beach vacation on Hilton Head Island. This 6-bedroom, 4.5-bathroom home is ideal for larger groups or families and has been recently renovated with new paint, living furniture, flooring and a new front porch. The home is just a short walk from the beach and includes a private backyard pool and offers plenty
10 Sea Front Lane is a new 8 bedroom 9 bathroom property ready for summer 2026! Each room is designed to offer a serene and sophisticated ambiance, perfect for relaxation and rejuvenation. The estate features breathtaking views of both the marsh and the ocean, providing a picturesque backdrop for your stay. The home is equipped with top-of-the
13 Moonshell Rd, Hilton Head is a perfect retreat for a coastal escape. With its five bedrooms and three bathrooms, it offers ample space for guests to relax and unwind. The spacious fenced backyard with a private pool and outdoor bar provides a wonderful setting for outdoor gatherings and leisurely days by the pool.Its convenient location, just a
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