Featured Vacation Rentals



4231926
North Forest Beach
Coligny Villas
Nightly: $219, Weekly: $1250
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.
2906366
Summer is in Full Bloom
31 Wood Duck Court
Sea Pines
Private Home
Nightly: $150, Weekly: $1250
Hilton Head Vacation Rental
Our house is the perfect vacation for a family/extended or family/couples who may want to spend a week/month vacation together because it is lovingly maintained, newly refurnished, three bedroom ranch located on a quiet Court. The Court is located adjacent to a golf course. Rooms are spacious with an open and airy feel due to the glass ceiling in the atrium and cathedral ceilings elsewhere in our home. There is a large gathering area composed of the great room/dining area/sleek, well-equipped kitchen/ and atrium. It is fun to cook and still be able to visit with others. There is a separate den/third bedroom as well as a quiet, sunny nook to read and relax. Our house affords you peace and tranquility of our home as well as the home's efficiency of space. You will have free gate entry and beach passes to Sea Pines Beach Club with free parking right in front of the beach. You will also have easy access to biking trails, horseback riding, community pools, tennis courts, golf courses and shopping.
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.
1073054
Seconds from the Sand!
3 Night Hawk Street
North Forest Beach
Private Home
Nightly: $350, Weekly: $2500
Hilton Head Vacation Rental
Spanning the beachfront from Shipyard to Sea Pines, Forest Beach is one of the original beach communities on the Hilton Head Island. North Forest Beach is the residential area of Hilton Head Island's most beautiful beaches. It includes more than 100 shops and restaurants within walking distance. Located in the heart of Forest Beach, Coligny Plaza is the island's original shopping center. Fifty specialty shops and restaurants surround the beautiful duck pond where visitors have been gathering for 35 years.
4231038
Sea Pines
Stoney Creek
Nightly: $175, Weekly: $1199
Hilton Head Vacation Rental
Delightful and spacious, this two-bedroom Stoney Creek villa offers a lovely poolside orientation and is located only a heartbeat from the world-class amenities of Harbour Town. The fully appointed kitchen houses solid surface countertops and every major appliance including a flat cooktop. There’s even a nearby laundry room with full-sized washer and dryer. There’s a maritime theme throughout, and the dining room is no exception, seating six at its unique glass and dolphin-stone table. With a pool view, the living room is two steps down from the dining area, offering cozy seating including a sleeper sofa, TV, DVD, VCR and sliding glass door access to the back deck. With white wicker furnishings and tropical hues on the king-sized bed, the master bedroom is delightful. The room also boasts a private balcony, TV, DVD, his and hers closets and a private bathroom. Also with a palate inspired by the islands is the second bedroom, housing twin beds, bead board furnishings, TV and its own balcony.
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 two bicycles that are supplied with your rental to enjoy the miles of bike paths throughout the island.

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

Memorial Day Weekend an ideal time to visit Hilton Head Island, with near perfect weather, and l.. 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

Each April, thousands of people make their way to Hilton Head Island, SC (http://www.enjoyhltonh.. 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