Featured Vacation Rentals



4191668
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).
2725540
"Breathtaking oceanviews found here"
23 S. Forest Beach Drive, Bldg.1 Unit #139
South Forest Beach
Seaside Villas
Nightly: $123, Weekly: $619
Hilton Head Vacation Rental
Location-Location-Location. Fantastic oceanview unit is just steps from the beach and a quick walk or bike ride to beautiful Coligny Beach Park/Plaza for beachfront shopping, dining & live entertainment. Cute & cozy beach villa has been completely remodeled and updated with everything you need to enjoy your time on Hilton Head Island. Located on the first floor of an elevated building with convenient parking below. We have two pools on the property, BBQ picnic area & a large sundeck for oceanviews without the sand. We have an elevator near our front door making luggage, shopping & carrying beach items easy. We supply a renter's closet to loan you borrowing chairs, umbrellas, toys and a beach cart so no need to rent these items! We have a laundry room down the hall and vending machines on the ground level. We have 2 T.V.'s with Cable, DVD & VHS players and a supply of movies you can borrow for FREE. We have FREE Wireless Internet hook-up and a phone with local call access. SPECIAL MONTHLY WINTER RATES.
3049649
North Forest Beach
Private Home
Nightly: $200, Weekly: $1395
Hilton Head Vacation Rental
This 3b/2ba Private Home with a touch of elegance without the feel of a rental, pamper yourself in a new tropical vacation rental just steps from the Atlantic Ocean. If your vacation means quiet moments with the family or a romantic getaway but with access to all the sun 'n' fun, this is the home for you. Very private property with a nicely shaded backyard on a quiet cul-de-sac. At the end of the street is the beach and one of the famous bike paths crossing it that can take you all over the island. We also provide free secured wifi.
4441393
Test Location
123 Main Street
Broad Creek
Private Home
Nightly: $1000, Weekly: $10000
Hilton Head Vacation Rental
This is a system test listing. Please do not try to book this property.
2723278
The beach is steps from your door.
15 South Forest Beach Drive, #3E
South Forest Beach
Beachwood Place
Nightly: $175, Weekly: $975
Hilton Head Vacation Rental
Two BR, two bath, on-the-beach villa with private pool. Private parking with restricted access allows privacy, with convenient access to shopping and entertainment. Newly renovated (2009), elevator, Wi-Fi, cable, fully equipped kitchen, all linens provided, steps from Coligny Plaza and Holiday Inn. Just add groceries for an unforgettable vacation. Plus, enjoy the bicycles that are supplied with your rental to enjoy the miles of bike paths throughout the island.
4231926
North Forest Beach
Coligny Villas
Nightly: $219, Weekly: $1450
Hilton Head Vacation Rental
EAT, PLAY, SHOP at this chic Townhome that has all the modern conveniences of home. Newly remodeled and beautifully decorated, this 3BR, 2.5 bath tri-level villa is within walking distance to the beach and over 60 shops and restaurants. The 1500 sq. ft. unit sleeps up to 9 and features an open living area, dining and kitchen on the first floor with a walk-out patio with Weber grill and dining area that leads to the pool in enclosed courtyard. The modern kitchen has granite counters and new stainless appliances and full sized washer/dryer. Large family dining area seats eight. LR has a Queen sleeper-sofa and a new 50 inch 3-D HD TV with PS 3 gaming system, BlueRay player and streaming movies. Second floor has a stylish King BR with 46 inch HDTV and balcony overlooking the pool; a spacious Twin BR with extra roll-away bed and 40 inch HDTV; and deluxe bath with dbl vanity, tub and shower. Third floor has a stylish Queen Suite with 46 inch HDTV, balcony overlooking the pool and private bath with tub and shower.

Hilton Head Places
Vacation Rentals
By Owner

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.


Latest News

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?

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 SeasonsBe 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.

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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. 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"!


Hilton Head Rentals Dictionary

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Planning a Hilton Head Island Visit