Hilton Head Luxury Vacation Rentals

Locally owned and operated, Destination Vacation offers an exclusive collection of luxury Hilton Head vacation rentals, including oceanfront homes, oceanside villas, and upscale accommodations in Sea Pines, Palmetto Dunes, and Forest Beach. We pride ourselves on local knowledge, personal service, and exceptional luxury vacation rentals for family vacations, golf getaways, and coastal retreats.

From spacious oceanfront estates with private pools to luxury villas steps from the beach, our Hilton Head vacation rentals provide the comfort, convenience, and amenities needed for an unforgettable island escape.

Renowned as one of the world's most family-friendly vacation destinations, Hilton Head Island offers unlimited opportunities for creating lifelong memories. Whether you're planning a relaxing beach vacation, golf retreat, or family getaway, you'll find the perfect accommodations among our carefully curated collection of vacation rentals. Browse our available properties and discover why so many travelers return to Hilton Head year after year. If you need assistance finding the perfect Hilton Head vacation rental, our local team is always happy to help.

Featured Properties

25 Duck Hawk
6 Bedrooms
1001 Turtle Lane Club
4 Bedrooms
24 Royal Tern
7 Bedrooms

What Our Guests Are Saying

We would like to take a moment to thank you for your continued excellence in service. We have been using Destination Vacation for over five years and you have consistently provided outstanding service and attention to detail. Your professionalism, reliability, and willingness to go the extra mile have made planning our vacations a pleasure. It is reassuring to know that we can count on you to make our travel experiences smooth, enjoyable, and stress-free. Thank you again for everything you do!

Chuck F. - Lansdale, PA

Service was outstanding and provided us with total agreement to continue using Destination Vacation for our Hilton Head / Sea Pines family vacations. It is a pleasure to do business with a Top-Flight Organization where everyone appears to be empowered to make a decision.

Anthony L. - Smyrna, GA

We loved working with Destination Vacation to reserve our Hilton Head home! We've been going to Hilton Head Island for almost 20 years and this was by far the best company we have ever worked with. Thank you! We had a great time!

Susan W. - Amherst, OH

We have been coming to HHI every year for 25 years. During that time, we have used many rental services, mostly three of the bigger ones and they all do a good job. We discovered Destination Vacation three or so years ago and have been very happy. It seems that Destination Vacation is in a sweet spot with a big enough inventory to meet varying needs yet not so big that we are just another renter.

Jim H. - Louisville, KY

I have lost count of how many times we have used Destination Vacation and they have NEVER disappointed. All accommodations have exceeded expectations and their service is always the very best. We would never come to Hilton Head without using Destination Vacation!

Elbert R. - Lilburn, GA

I cannot emphasize enough the excellent service which Destination Vacation provides. Booking with this company is easy and efficient: any questions or concerns during our stay have been immediately answered or addressed. We had a problem on arrival late on a Saturday evening (a small bird flew into the house!), and without hesitation and despite the late hour, two staff members came out to help resolve the problem. The house we rented was just beautiful with every amenity one could possibly want and then some, and it seems all their properties are equally unique. We have already booked for next year, and cannot wait to return to Hilton Head Island.

Muriel B. - Ontario, Canada

Recent Blog Posts

Warm sunrise on Hilton Head in South Carolina.

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Hilton Head Island, South Carolina, USA, Harbor Town

A Guide to Boating, Kayaking, and Water Sports on Hilton Head

This guide highlights the best ways to experience Hilton Head’s waterways, from boating and dolphin cruises to kayaking, paddleboarding, and thrilling water sports. It also covers top marinas, rental options, and helpful tips to make the most of your time on the water. Whether you’re planning a relaxing getaway or an adventure-filled trip, you’ll find everything you need to enjoy Hilton Head’s coastal attractions.