Hilton Head Luxury Vacation Rentals

Welcome to Destination Vacation !

Locally-owned, Destination Vacation offers an exclusive collection of luxury vacation rentals on Hilton Head Island. Specializing in Oceanfront and Oceanside homes and villas in Sea Pines, Palmetto Dunes, and Forest Beach, we pride ourselves on local knowledge, attention to the highest level of customer service, and upscale rentals for family vacations.

Renowned as one of the world's most family-friendly vacation destinations, Hilton Head offers unlimited opportunities for great vacations and holiday memories. Please enjoy browsing our website and learning more about our vacation rentals, Destination Vacation and Hilton Head Island. If you have any questions or need help finding the perfect Hilton Head Vacation Rental, please call our office to speak with one of our team members who will be happy to assist you!

Featured Properties

37 Lands End Road
4 Bedrooms
24 Royal Tern
7 Bedrooms
36 Ruddy Turnstone
6 Bedrooms

What Our Guests Are Saying

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

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.

9 Royal Tern

Experience a Fresh New Look at 9 Royal Tern

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8 Lands End Court

Soak Up the Views from Our Newly Expanded Sun Deck!

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