Featured Hilton Head Rentals

Hilton Head Vacation Rentals
123 Greenway Drive
1789 Golfers Way
Palmetto Hall
Private Home
Nightly: $89.00, Weekly: $500.00
Hilton Head Vacation Rental
Testing the system
Hilton Head Vacation Rentals
Sea Pines
Lighthouse Tennis Villas
Nightly: $125.00, Weekly: $1100
Hilton Head Vacation Rental
Hilton Head Vacation Rentals
Stoney Creek at Horbour Town
1 Stoney Creek Road
Sea Pines
Stoney Creek
Nightly: $250, Weekly: $1150
Hilton Head Vacation Rental
Perfect location for family of 2-4-6. Right in Harbour Town, Sea Pines Plantation. Three bedrooms, three full baths. Free Wireless Cable Modem. Patio in front and rear. Two private decks off bedrooms. Large kitchen, large dining room and living room. wet bar. Four bikes. Pool directly behind the condo for easy access. Wetlands view from kitchen. No smoking inside, no pets allowed by Condo management.
Hilton Head Vacation Rentals
40 Folly Field Road, Villa C-18
Folly Field & Bradley Beach
HH Beach & Tennis
Nightly: $115, Weekly: $750
Hilton Head Vacation Rental
Newly purchased, recently remodeled two bedroom Villa (Building C) in the Hilton Head Beach and Tennis Resort. Our villa is located on a beautiful lagoon with views of local wildlife from the private balcony (wildlife includes our resident alligator, wading birds and turtles). It has 2 bedrooms (1 queen and 2 twins) and 2 full baths with a queen sleeper sofa in the living room. The fully stocked kitchen includes a stove/cook-top, microwave and dishwasher. *** We provide a beach cart, beach chairs, cooler and beach toys for your use. *** FREE Wi-Fi. New FLAT PANEL TV's in living area and master bedroom. *** FREE Tennis/Lighted Courts The outdoor pool, one of the largest on the island, overlooks the ocean. The lush resort has 3 private access points to the beach! The resort offers: *** Gated property with security 24/7. *** Catch and release fishing lagoon, a playground, fitness center and bike rentals. There is a restaurant on site.
Hilton Head Vacation Rentals
South Forest Beach
Courtside Villas
Nightly: $110, Weekly: $775
Hilton Head Vacation Rental
Welcome to our beautiful & large (almost 1200 sq) villa on Hilton Head Island, located in a prime un-commercialized South Forest Beach. The villa is within 1 1/2 blocks to the beach, and just a few minutes' walk or bike ride to the shops at Coligny Plaza. Besides the beach, biking and so many other activities within minutes, we are also located right next to the Van Der Meer Tennis Complex which offers all our renters free tennis (with advance reservations). Please check our all our details and calendar at /310994
Hilton Head Vacation Rentals
North Forest Beach
Breakers Villas
Nightly: $149, Weekly: $895
Hilton Head Vacation Rental
1 bedroom ocean front villa. Newly remodeled throughout. Located directly across from popular Coligny plaza. Beautiful ocean and pool views from our 1st floor balcony. Easy walk to many rest. and activities. Family owned for 15 years. If you love the beach you will love our bright and sunny villa..

Hilton Head Places
Vacation Rentals
By Owner

A warm welcome to Hilton Head Places 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.

Latest News

July 11, 2014 - The Hilton Head Places website is currently undergoing some upgrades to better serve you. If you experience issues requiring help, please contact us for assistance.







What's Behind the Gates?

Gated Family Hilton Head Rental AreasHilton 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.

Hilton Head Rental Areas

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.

Learn the rental seasons on Hilton Head

See Our Events Blog

Hilton Head Family Vacation Rentals Activities in Sea Pines ResortSome 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.

Read our blog for Hilton Head events, rental tips and vacation rentals

Renting is Easy

Hilton Head Palmetto Dunes Rental SeasonsWhere do I book a Hilton Head vacation rental property? The answer is simple! Be Our Guest for FREE, and start using this nifty rental program right away to make rental inquires, and to use the helpful features on the site. You'll also be the first to get insider scoop, special vacation rentals, Hilton Head Island deals and vacation packages. Once you locate a rental property, click inquire/book, and the property owner will be contacted.

Book a vacation rental through us

Why Rent In Hilton Head?

Why Rent on Hilton HeadHilton 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.

Why Rent in Hilton Head Island, SC

Lowcountry Boil, Y'all

Hilton Head Rentals DictionaryVisitors to Hilton Head Island, South Carolina travel from all points abroad to stay in our beautiful vacation rentals properties.On your next visit to the area, listen out for some of our common local phrases and definitions to help you along the way during your vacation rental stay. Feel free to ask any local the meaning of "Lowcountry Boil", "Uppity", "Bless Your Heart", "Geechee","Marsh tacky", and even our famous "y'all"!

Hilton Head Rentals Dictionary

Search For Rentals
Pet Friendly
Pool Access
Full Kitchen
Wheelchair Accessible
Adequate for Elderly/Infirm