Category: Trip Planning

Posted on 2/16/2026

5 Tips For Planning a Micro Wedding on Hilton Head Island

A micro wedding on Hilton Head Island is about simplicity, beauty, and meaningful connection. Pairing your celebration with a stay in one of our vacation homes gives you the space, privacy, and comfort to truly savor every moment. Here are some tips to get you started on your micro wedding plans.

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Posted on 1/14/2026

Winter on Island Time: Why February Is One of the Best Months to Visit Hilton Head Island

If you're craving a beach escape without peak-season crowds, February on Hilton Head Island may just be your perfect match. This quieter month blends mild coastal weather, cultural celebrations, and a built-in long weekend—creating an ideal opportunity to relax, explore, and experience the island at a slower, more authentic pace.

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Posted on 1/7/2026

Louisville to Hilton Head Drive: Scenic Route & 5 Must-See Stops

Driving from Louisville to Hilton Head Island can be an adventure before or after your beach vacation. Make sure you check out these 5 must stops along the way!

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Posted on 12/22/2025

Why You Should Visit Hilton Head Island in January

For visitors looking to escape colder northern winters, avoid crowds, and enjoy the island at a slower pace, January is an ideal time to plan a Hilton Head getaway. Find out why winter is a great tie to come to Hilton Head Island...fo a weekend, a week or even a month!

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Posted on 10/19/2025

5 Great Stops on Your Drive from Charlotte, NC to Hilton Head Island

A road trip from Charlotte, North Carolina to Hilton Head Island, South Carolina is more than just a journey — it's part of the adventure! Discover some cool stops you can make along the way!

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Posted on 9/18/2025

Solo on Hilton Head? Here’s the 5-Day Itinerary You’ll Wish You’d Taken Sooner

Solo travel on Hilton Head Island is about balance — serenity and exploration, rest and renewal. Whether you prefer an oceanfront villa or a cozy condo near the bike paths, our vacation rentals offer the perfect home base for your solo island adventure.

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Posted on 8/7/2025

Top 5 Reasons Atlantans Love to Vacation on Hilton Head Island

For many year, Atlantans have traveled the short 4 hour drive to Hilton Head Island for a beach escape. Ever wonder why Hilton Head Island makes for a great vacation spot ? Here are the top 5 reasons.

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Posted on 7/15/2025

Top 5 Questions Visitors Ask About Hilton Head Island

Find the answers to the questions we get asked most when visitors are looking to plan a vacation to Hilton Head Island.

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Posted on 6/25/2025

Family Reunions on Hilton Head—Luxury, Fun & Ease

Host your next family reunion on Hilton Head Island with Island Time. Enjoy a luxury vacation home, personalized concierge services, and activities for all ages. From beach days to in-home dinners, every moment is effortless and unforgettable—creating lasting memories in one of the South's most beautiful coastal destinations.

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Posted on 4/22/2025

The Secret Season: Why Locals Love Hilton Head Island In August

If you've only experienced Hilton Head in June or July, August offers a whole new perspective—quieter beaches, better rates, and all the beauty the island is known for.

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