10% Off Your Stay
For a limited time, enjoy 10% off your Hilton Head getaway for stays between 02/25/2026 through 05/03/2026. Whether you are craving beach days, bike rides, golf, or simply time to unwind, this is the perfect time to lock in your spring escape.
This offer ends 03/15/2026, so don't miss your chance to book your spring getaway today.
Promo Code: SPRING10OFF
We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.
Valid for new stays only. Can only be combined with our Special Free Pool Heat.
130 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
As soon as you step through the front door of 4202 Windsor Court North, expansive views of the Atlantic Ocean greet you, framed by natural dunes and swaying palms. The living area is warm and inviting, furnished with Tommy Bahama Bali Hai rattan bamboo pieces
4202 Windsor Court North
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
A stunning retreat in the heart of Palmetto Dunes, designed for relaxation and entertaining. Step into the bright and inviting living room, where floor-to-ceiling windows flood the space with natural light and offer serene views of the golf course. Comfortab
6 High Water
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Indulge in the tranquil charm of a beach vacation at 25 Singleton Beach, a grand and luxurious 7-bedroom retreat designed for unforgettable seaside getaways. This stunning brand-new home boasts large glass doors and windows that flood the interior with natura
25 Singleton Beach
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
2 bedroom, 3 bathroom Moorings villa close to the beach (650 feet from beach access; less than a two-minute walk) and the pool (located right outside the villa) in the sought-after Palmetto Dunes Oceanfront Resort on Hilton Head Island This Palmetto Dunes vil
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Located in Palmetto Dunes and only a few minutes walk to the beach, this four bedroom home has all you need for the perfect stay on the island. 3 Cartgate offers four bedrooms and four and a half bathrooms, large spacious rooms, an open kitchen and private po
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
435 Captain\'s Walk overlooks the pool out to the ocean! Lots of recent updates!
435 Captain\'s Walk is a second-floor, 3-bedroom, 3-bathroom end unit that overlooks the pool and out to the ocean. A beautiful, updated villa with great views—you couldn\'t ask
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunningly decorated 2-bedroom villa is just steps away from Harbourtown. The open-concept living space offers breathtaking views of the Calibogue Sound. Walking in on the first level, you are met with a spacious living room with comfy couches. Open to t
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Our three-bedroom, three bath, ~2,000 square foot Guest Villa has recently undergone a stunning top-to-bottom renovation, creating the perfect coastal getaway in the highly desirable Queens Grant neighborhood within Palmetto Dunes Oceanfront Resort.
This spa
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This beautifully furnished and decorated home overlooks the Palmetto Dunes 11-mile lagoon and is just a 10-minute walk to the beach. With 4 bedrooms and 4.5 bathrooms, a gourmet kitchen, a private pool, and the beautiful Robert Trent Jones golf course, this i
39 Port Tack
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Fabulous two-story second row home The balconies and decks overlook the incredible pool. Take the secret path through the canopy and reach the beach in a 1-minute walk. This 6-bedroom, 5.5-bath home with 2 living rooms sleeps 15 and promises unforgettable fam
1 Man O War
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Now Complete, Stunning Outdoor Upgrades!
The beautiful new saltwater heated plunge pool and spacious back deck are now finished and ready for its first guests to enjoy. Updated professional photos of the new outdoor space have now been uploaded so you can soo
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
9 Armada is a gorgeous second row home directly on the beach path in Palmetto Dunes Resort. This spacious 6,800 square foot home is perfect for entertaining, dining, reading, or relaxing!
The kitchen features granite counters, two sinks, two dishwashers, a w
9 Armada
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