Posted on 9/15/2021


If Hilton Head Island has been on your mind all year long, then it's time to turn over a new leaf and book a vacation to Hilton Head Island in the second half of the year! So let go of the dog days of summer and join us for an unforgettable fall and winter on Hilton Head.

1. Feast with all the Fall Festivities

Fall time calls for reaping the benefits of beautiful and pleasant weather on Hilton Head. With many events taking place this time of the year, you can enjoy both a warm stay on the island and numerous entertainment opportunities to make your vacation a smashing success!

"Related: 2021 Fabulous Fall Happenings On Hilton Head Island"

2. Bring the Apple of Your Eye

There is something particularly idyllic about Hilton Head in the fall. It may be the bright yellow sunrises, the cheerful orange sunsets, or the crisper but still embracing fall air that makes this island a lovely backdrop for your romantic getaway. So bring your significant other for a romantic escape to Hilton Head this fall!

Related: "Villas at Harbour Town - Perfect for a Couple’s Retreat"

3. Rake in the Savings!

Fall and winter rental availability have been low, but we occasionally have last-minute fall deals dropping on our site. Check our specials page with limited-time offers on select homes and villas!

Related: "Vacation Company: Vacation Rental Specials"

4. Bring Your Crisp Shots

Ace your vacation with a golf getaway during the fall! With an abundance of award-winning golf courses available on the island and the perfect temperature for hitting the green, you can swing for a refreshing and invigorating time playing golf on Hilton Head!

Related: "4 Must-Play Golf Courses on Hilton Head Island"

5. Spend the Holidays on Hilton Head

Harvest all the good times with family and friends by planning a holiday family reunion on Hilton Head. Lower rates, larger homes, and fewer crowds will make anyone in your group want to leap into fall and book a large family home for the holidays.

Related: “How To Host An Unforgettable 2020 Holiday Season Or New Year's Celebration On Hilton Head Island.

6. In the Cooler Months, Don’t Hibernate, Migrate!

Winterize the beginning of your 2022 with a Lowcountry getaway! Although the sun and heat have taken a step back on Hilton Head, milder temperatures make the beginning of 2022 the perfect time for snowbirds to fly (or drive) down to Hilton Head.

Related: "Snowbird / Winter Monthly Rentals on Hilton Head"

Whether you are looking to trade the fall foliage for golden sunsets, ace your golf game with an albatross, or winter-proof your next holiday celebration by going to a warmer place, we have the perfect vacation home for you on Hilton Head!

From beach-chic villas and gorgeous private homes to sweeping oceanfront and golf views, the Vacation Company brings you only the best Hilton Head Island has to offer. Take a look at our vacation properties to make your plans now, or call one of our reservation specialists at 1-843-686-6100.

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