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28 Oct 2021
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Have you been dreaming of days spent relaxing on the beach? Have you imagined yourself kayaking through the winding marsh seagrass? Does the sound of exploring historical sites make you tick? If so, then it's time to plan a vacation to Hilton Head! We have everything you need to spend an unforgettable three days on Hilton Head Island. This blog is your itinerary for a trip you won't forget. Be sure to download our Insider's Guide! The guide is your go-to source for all island activities and attractions! What are you waiting for? Let's dive in!   

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How to Spend 3 Days on Hilton Head Island 

Day 1

Breakfast (or Brunch) of Champions 

Start your day off on the right foot with a delicious breakfast or brunch! Some of our favorite restaurants for brunch and breakfast include: 

Beach Bums 

Relax on the beautiful beaches of Hilton Head Island! Take in the smell of the salty air. Feel the sun on your back. Dip your toes in the water. The beach is what draws visitors to the island. The rest is what makes them want to stay even longer! 

Day 2 

Eat Local: Farmers Markets

Grab some fresh, local produce from a farmers market! You’ll also find a wide variety of sweet treats, delicious eats, and Lowcountry ingredients! 

It’s Time for an Adventure 

Whether you’re interested in trying out a new watersport or hoping to stretch your legs on a long hike, you’re in luck. Hilton Head Island is home to an exciting array of outdoor adventures! 

Day 3

Tours: Explore the Island 

Tours are one of the most efficient and fun ways to get to know the island! 

Order delivery for Dinner 

If you’re not feeling up to dining out, order in instead! Try one of these amazing delivery options for your lazy night back at the vacation rental.

Planning to Stay Longer? Get Your Free Copy of Our 7-Day Itinerary

Our free 7-day itinerary covers everything you need to know about planning the ultimate getaway to Hilton Head Island. Inside, you will find the best local suggestions for things to do, such as: 

  • Where to get groceries and how to have them delivered
  • The best places to get food delivery 
  • Where to see the best sunsets
  • How to plan the perfect beach day
  • Where to find the best local eats
  • The best golf courses 
  • Our favorite water sports and activities
  • Rainy day alternatives
  • & more

Get Your 7-Day Itinerary

Stay in a Private, Luxury Vacation Rental 


Visiting Hilton Head Island is all about making the most of your stay! Our three-day itinerary is your personal guide to enjoying all the top activities and restaurants in the area. Now that your trip is planned be sure to browse our accommodations! Our luxury vacation house and villa rentals in the Sea Pines ResortForest Beach neighborhood and Sea Crest Resort offer unmatched relaxation and unique features. What are you waiting for? Book your escape today!  

Browse our selection and choose the perfect rental for you!

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