Featured Hilton Head Rentals

Near 5th Hole of Harbour Town
37 Battery - Sea Pines
Sea Pines
Private Home
Nightly: $450, Weekly: $2550
Hilton Head Vacation Rental
Just off the 5th hole of the famed Harbour Town Golf Course, this gorgeous and spacious 4 bedroom, 3 bathroom home has large open spaces, a fully equipped kitchen and an inviting back yard with a large pool, hot tub and plenty of outdoor seating. A very private setting with a brook running right behind the house. The large great room is open to the kitchen and the dining room and overlooks the pool and patio area. The master bedroom and one guest room have king size beds while the third bedroom has a queen bed and a twin trundle bed. Each bedroom has its own private bath for wonderful privacy. There are now brand new sliding doors from the living room to the pool area. The home is a short bike ride to the beach or guests can drive and park at the beautiful Sea Pines Beach Club where you can enjoy casual dining, arts and crafts, water sports and a gorgeous beach. Or stay at the house and enjoy the refreshing pool and spa.
4th Row Beach House
4 Quail Street - North Forest Beach
North Forest Beach
Private Home
Nightly: $570, Weekly: $2995
Hilton Head Vacation Rental
A quintessential beach house where modern comforts meet the classic styling of a traditional beach home. If you are looking for a house that has the look and feel of the beach house from your childhood memories, look no further. 5 bedrooms and 4 bathrooms, with complete renovations on home. The swimming pool and is partially shaded by a beautiful live oak, making it the perfect place to relax and watch the activities in the pool. Enjoy the sounds and breezes from the ocean while relaxing on the screened front porch. It's a great place for a cool drink, a family game, and outdoor dining. The home is located just blocks from shopping,restaurants, and the entertainment of Coligny. Easy access to the many miles of island bike trails is just 100 feet from the front door. The beach access is a mere 30 yards from your front door. And the beach? The most beautiful on Hilton Head Island.
Just a Stones Throw from the Beach
41 Stones Throw - Folly Field
Folly Field & Bradley Beach
Stone's Throw Villas
Nightly: $135, Weekly: $850
Hilton Head Vacation Rental
The beautiful beach oriented villa has just undergone some beautiful updates and is very clean and comfortable. Just a 5-6 minute walk to the most beautiful beach on the east coast, this villa's beach access has all the facilities you need to spend the whole day basking in the sun. This home is also just a short walk to Adventure Cove with tons of games and mini-golf for the whole family. This villa is located mid island so that nothing on Hilton Head Island is more than just a few minutes drive away. Stones Throw villas has a community pool just about 40 feet from this home's front door with lots of lounge chairs for a lazy day at the pool. Your fee comes with a full time property manager to meet your needs while you are visiting. There are TV's in each bedroom and a large flat screen TV in the living room. There are beach chairs and an umbrella for guest use and an outdoor shower on the front patio for washing off when you get back from the beach. There are front and back patios with a gas grill.
Pet Friendly Beach Bungalow
2 Night Heron Lane
Sea Pines
Night Heron Villas
Nightly: $142, Weekly: $850
Hilton Head Vacation Rental
3 Night Heron in Sea Pines is a free standing home shaded by towering Long Needle and Loblolly Pines. All landscaping is natural with fan-like Saw Palmettos, Cabbage Palms, and native grasses. Ancient Live Oaks draped with a profusion of Spanish moss serve to add both grandeur and privacy to your surroundings. The home has lots of windows making a bright interior but also make the forest canopy and wildlife a key element of the decor. One bedroom and convertible queen sofa (sleeps 4) One Full Bath, Washer/Dryer, and Hi-Definition Cable TV with High Speed Wi-Fi Internet. One large wrap around porch to enjoy the beautiful surrounding landscape. This is a meticulously cared for home that has just undergone several major improvements. It's a place where you can relax, put your feet and up, and enjoy. Your vacation will also come at a reasonable cost.
Minutes From The Beach - Renovated Beauty
28 Firethorn Lane - South Forest Beach
South Forest Beach
Private Home
Nightly: $255, Weekly: $1590
Hilton Head Vacation Rental
Spacious and Sunny - Bright and Airy. Snuggled in a quiet residential section of South Forest Beach, this home is less than a 5 minute walk to the beautiful and uncrowded beach. It boasts a perfect setting for 1 or 2 families, business retreats, and golf/tennis outings. Conveniently located a mile away from Coligny Plaza, Hilton Head's downtown, the house is close to all the Island action whether it be catching rays on the beach, shopping at local stores, golfing on world class courses or eating at fine island dining restaurants.
Sea Pines - Harbour Town
225 South Sea PinesDrive
Sea Pines
South Beach Villas
Nightly: $285, Weekly: $1050
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. The pool is literally a few steps from the back door. With white wicker furnishings and tropical hues on the king-sized bed, the master bedroom is delightful, also featuring a pool view. The room also boasts a private balcony, TV, DVD, his and hers closets and a bathroom with glass door tub/shower combo and wall-mounted magnification mirror.

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.



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.

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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.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

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