Featured Vacation Rentals
70 Shipyard Drive
1 Laughing Gull
200 Colannade Road
200 Colannade Road
200 Colannade Road
Hilton Head Places
A warm welcome to HiltonHeadPlaces.com is actually a warm welcome to Hilton Head Island, South Carolina, the most family-friendly vacation destination in the south.
Our exclusive vacation rentals by owner start from $59/night and $475/week. CLICK on vacation rentals to see photos, pricing and availability for any of our exclusive beach condo rentals, oceanfront rentals, villa vacation rentals, beach house rentals, luxury rentals, golf vacation rentals, all-inclusive vacations (call for details) and gated resort vacation rentals by owner.
Vacation rentals are the most competitive alternative to traditional hotel room stays and the ideal way to go if you’re traveling with a group or vacationing with family. Our site allows you to search and book vacation rentals by owner properties exclusively located in Hilton Head, SC, while providing special access to area attractions, local events, and fun HHI activities.
There's nothing quite like spending a summer holiday weekend on beautiful Hilton Head Island! The Ju.. Read more
Okay, it all sounds so great; twelve miles of beach, golf courses and tennis courts around every ben.. Read more
It’s that time again to celebrate one of our favorite women in the world – Mom! Why .. Read more
Hilton Head Island is known for its fresh local seafood and wonderful restaurants that serve it .. Read more
What's Behind the Gates?
Hilton Head Island (HHI) is a beautiful tourist destination off the Carolina Coast. Our barrier Island is divided into several large areas called plantations. Some are oceanfront and others situated on golf courses. Not to be confused with large estates in other parts of the South in the past, these plantations have restaurants, golf courses, and a variety of both residential and vacation rentals accommodations.
Summer at the Beach!
There is nothing quite like spending a summer day on beautiful Hilton Head Island! Summertime is always so much fun on the Island and there are so many “fun in the sun” activities to choose from during your vacation, you may have a hard time deciding exactly what to do each day! Summer in Hilton Head, from June through August bringing perfect sunny beaches and wonderfully pleasant weather.
See Our Events Blog
Some vacationers travel to Hilton Head yearly for family vacations and golfers from around the world to seek out the area's renowned golf courses. A colorful assortment of annual festivals and summer events also draw thousands of people to Hilton Head throughout the year. Our rentals team takes great care to post tips and events for your best Hilton Head Island vacation rentals experiences.
Renting is Easy
Be Our Guest for FREE, and start using these nifty perks right away. To make rental inquires, and to use the helpful features on the site, you'll need to create an instant FREE Guest Account. You receive access to the Concierge Service offered with every rental! You'll also be the first to get insider scoop, special vacation rentals, Hilton Head Island deals and vacation packages. Guests also receive email confirmation letters when you book any vacation rentals by owner property.
Why Rent In Hilton Head?
Hilton Head Island is a vacation destination built around ambiance, so when you travel here, pay careful attention to your selection of vacation rentals properties. Maybe your dream vacation is a charming beach oceanfront condo tucked away in a lush resort setting. Maybe you need a private home that offers privacy for a larger family yet also allows gatherings around the pool where special vacation moments can be shared.
Lowcountry Boil, Y'all
Visitors to Hilton Head Island, South Carolina travel from all points abroad to stay in our beautiful vacation rentals properties. Check out our section of some common local phrases and definitions to help you along the way during your vacation rental stay. Learn the meaning of "Lowcountry Boil", "Uppity", "Bless Your Heart", "Geechee","Marsh tacky", and even our famous "y'all"!