Featured Hilton Head Rentals

Palmetto Dunes
Barrington Park
Nightly: $220, Weekly: $1100
Hilton Head Vacation Rental
Two minute walk to the beach or only one minute walk to the pool. Two bedroom, 2.5 bath villa with 1 king, 2 twins and a sleeper sofa. Large oceanfront pool and hot tub on site.
Sea Pines
Stoney Creek
Nightly: $140, Weekly: $850
Hilton Head Vacation Rental
This delightful 2 bedroom, 2.5 bathroom townhouse is in the heart of Harbour Town in Sea Pines! The first level features a kitchen that looks out over the dining area and into the spacious living room with beautiful brand new furnishings and HD TV. Convenient half-bath off entry. Spacious living room features access to the patio with spectacular marsh views. Upstairs you will find 2 beautifully furnished bedrooms and 2 full baths. Largest swimming pool in Sea Pines on site just 50 feet from home. Enjoy a 3-4 minute walk to Harbour Town for unique shopping, restaurants and fun activities. FREE Tennis at the Sea Pines Racquet Club, just across the street. FREE wireless high-speed internet access. Shuttle bus to beach is just across the street also. 3TVs, 2 DVD players. Sleeps 6.
Palmetto Dunes
Hickory Cove Villas
Nightly: $170, Weekly: $1200
Hilton Head Vacation Rental
Our fully furnished condo is less than a five minute walk to the beach, all paved access. Back deck overlooks the #18 tee-box of the Robert Trent Jones Golf Course. We are a short walk to the Palmetto Dunes Tennis Center, kayak and bike rental, general store, Alexander's Restaurant, and the Robert Trent Jones clubhouse.
Great Villa at Equally Great Price
113 Shipyard Drive, Unit 175
The Greens
Nightly: $125, Weekly: $875
Hilton Head Vacation Rental
Our villa is within easy walking distance of the beach and but a stones' throw from the swimming pool. There are two bedrooms and two baths on the upper floor. There is a king size bed in the master (with TV) and two twins in the guest room. We also have a roll-a-way twin bed in case there is an additional guest. A washer/dryer is available if needed; hopefully our iron and ironing board will continue to see little nstairs you'll find a bright and cheerful living / dining area (with WiFi-DSL, TV, VCR and DVD) plus a fully equipped kitchen,adjoining breakfast nook and half bath. The far end of the living area is all glass from which to watch the golfers pass by on the 7th fairway. There is also a small deck equipped with tables and chairs from which to enjoy a book or a "wine and cheese" party in the evening. You'll find various beach chairs and an assortment of "beach items" in the storage shed. There is also a bike for your enjoyment.
Folly Field & Bradley Beach
Island Club
Nightly: $150, Weekly: $1050
Hilton Head Vacation Rental
Welcome to our home away from home. My wife and I have been vacationing in Hilton Head Island for the last 13 years with our 3 children. We found the Island Club to be very "family friendly". Located on the Atlantic Ocean there's plenty of activities to fill a vacation or if you prefer, a great place to relax and unwind! We invite you to tour our wonderful vacation rental villa. We believe you will find it very inviting!
Sea Pines
Ocean Course
Nightly: $350, Weekly: $1500
Hilton Head Vacation Rental
Charming South Carolina style beach house in Sea Pines Plantation on Hilton Head ***NEW LOWER RATES*** Sweeping golf course and lagoon views from every nificent landscaping with spanish moss draped trees, palmettos and t a short 8 minute walk to a pristine, private Sea Pines from there a few minutes walk to the Sea Pines Beach Club with restaurant/bar, music, bathrooms, outdoor showers, beach equipment rentals and shopping.*** ACCESS TO TWO SEA PINES SWIMMING POOLS***(Harbor Town and Plantation Club I will provide a pass for 5 guests. additions may be purchased for $10 ea)****I also provide one car gate pass for one week... AND we have HIGH SPEED INTERNET ACCESS**
Unbelieveable Ocean Oriented Home
29 South Beach Lane, Hilton Head Luxury Rental
Sea Pines
Private Home
Nightly: $600, Weekly: $3950
Hilton Head Vacation Rental
Located 4th row from the ocean, this spacious 4 bedroom, 4.5 bath, extraordinary home with private heatable pool is the perfect vacation retreat. The entryway opens to a dramatic, vaulted great room offering views out to the pool and the deck area. The elevated kitchen & dinette, equipped with custom cabinetry and granite counters is perfect for entertaining. This professionally decorated and thoughtfully appointed home features two master suites, each with their own sitting area and jetted baths. There is a lovely den with a sleeper sofa and large armoire with TV/DVD. This home is in a great location near South Beach Village with its shops, dining, and entertainment!

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

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

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

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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