Last Minute Summer Travel
Summer isn't over before it starts. Hilton Head Island is ready for you in June, July, and August — and some of…
Read MoreFind Your Perfect Hilton Head Vacation Rental
Browse our full collection of Hilton Head Island vacation rentals and find the perfect fit for your trip, or see where they’re all located on our property map.
Plan Like a Local
More Than a Booking Site
HH Island Rentals is a family-owned, locally operated company — real photos, real availability, and a real person to call if you need us.
Want the local’s-eye view before you book? Our Island Insights blog covers the best beaches, restaurants, and things to do on Hilton Head, straight from the team that lives here.
Questions? — We’re Here to Help.
With 45+ properties to choose from, it’s easy to feel a little overwhelmed. Whether you need help picking the right property or just have a quick question, our local team is here to help. We’re happy to walk you through availability, answer questions about a specific home, or help you compare options side by side — just reach out before you book and we’ll make sure you land in the right property for your trip to Hilton Head Island.
Not sure which neighborhood to search first? Popular areas include Sea Pines, Palmetto Dunes, Shipyard, Port Royal, and Folly Field — each just a short walk or bike ride from the beach, with easy access to Coligny Plaza’s shops and restaurants.
Hilton Head Island Insights
From Island Insights
Local tips, guides, and trip inspiration from your Hilton Head hosts.
Your Ultimate Guide to Hilton Head Island’s 2026 Events
Planning a Hilton Head vacation in 2026? You’re in for an incredible year of food, music, and family fun! From world-class golf…
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Top 5 Day Trips From Hilton Head Island
Hilton Head Island is home to many great attractions such as golf, shopping and, of course, the beach but what do you…
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