Featured Hilton Head Rentals

Quick Walk to Beach, Upscale Interior
4 Wimbledon Court, 103 Devonshire
Port Royal
Nightly: $220, Weekly: $1050
Hilton Head Vacation Rental
First floor villa is nestled in an English Courtyard setting with green foliage year round; situated on a quiet lagoon, with a golf course view off the back porch. Private entrance with parking spaces right in front of villa. A few minutes walk to the beach, pool, tennis, golf, and fitness center at the Westin Hotel (for a small fee). Biking and walking trails right outside your front door. Your home away from home. This villa also has high-speed internet access, along with wireless internet, surround sound, DVD/CD player and is pet friendly. Newly renovated bathrooms with luxurious stone and marble fixtures; two showers and one bathtub. A large TV in the Living Room, along with a TV in each bedroom. Comfortable furniture with a sofa that can fold out into a bed.The beachfront is gorgeous; largest beach I have ever seen and very flat - great for walking, running, and biking!
South Forest Beach
Ocean Breeze
Nightly: $191, Weekly: $1340
Hilton Head Vacation Rental
Gorgeous, large, three bedroom, three bath, townhouse villa within two blocks of ocean. This Non-Smoking, townhouse condominium has been completely refurnished with carpet & ceramic tile throughout. New furnishings,living room and dining room furniture. Large entertainment center in living room with 40" flat plasma screen HD-TV, stereo and DVD player. New appliances, including garbage disposal and full-size washer/dryer.On the first floor, is a master bedroom and bath with queen-size bed. Upstairs, are two additional bedrooms with private large bathrooms. One bedroom contains a queen-size bed. The other bedroom has two twin beds which can be made into a King at your request. New queen-size sleeper sofa in the living room. All bed linens are luxurious and very comfortable. All beds are equipped with upgraded pillow-top mattresses. There are TV's in all bedrooms. The Twin Bedroom also has a DVD player.WI-FI High speed internet is available at no additional charge.
Palmetto Dunes
Queens Grant
Nightly: $175, Weekly: $900
Hilton Head Vacation Rental
Discriminating renters you don't have to settle for a cramped space for your vacation, you can now select our elegant newly renovated and redecorated villa at Palmetto Dunes on beautiful Hilton Head Island. It is the perfect vacation retreat weather you love to golf, play tennis, or just lie on the beach.TO SEE OUR OTHER VILLA, CONTACT US FOR INFORMATION!!!!
Cozy Cottage in Sea Pines
14 Evergreen Lane Hilton Head Island SC 29928
Sea Pines
Private Home
Nightly: $150, Weekly: $1250
Hilton Head Vacation Rental
Cozy cottage on a quiet wooded lot in Sea Pines Plantation. Walk to many restaurants, shops,movie theater, coffee houses. Near the (free) Trolley Stop to take you to Harbor Town,Beach Club and South Beach etc. Fully stocked,bikes,beach chairs,linens,games,puzzles,DVD's etc. Your home at the beach!!!
North Forest Beach
Private Home
Nightly: $400, Weekly: $2800
Hilton Head Vacation Rental
Welcome to paradise, there's nothing like getting away to a peaceful retreat. Only a stones throw to the beach! Located in the upper section of North Forest beach this home offers the quiet, serene setting for relaxation, spend the day floating in the private pool, or the evening with friends on the full size screened porch. Just minutes away endulge yourself- walk, or ride a bike, a short distance to the islands oldest and best known areas- Coligny. Enjoy a fabulous meal, while listening to some of the islands premiere entertainers, browse through the islands most unique shops, and take a sunset stroll on the beach just steps away!
South Forest Beach
Private Home
Nightly: $340, Weekly: $2370
Hilton Head Vacation Rental
Spacious cottage located only 300 steps from the beach! And, you don't have to cross a busy street to get there!_Relax and enjoy your vacation in our single level home. Large families or families vacationing together will appreciate the open floorplan and kitchen with two refrigerators! Vacationers with special needs are delighted to find handicapped equipped bathroom and tile floors. Located just one mile from Coligny Square, our home is convenient to shopping,restaurants and family entertainment.
Luxurious Ocean Front Condo
10 N Forest Beach Drive, 2402
North Forest Beach
The Seacrest
Nightly: $500, Weekly: $2000
Hilton Head Vacation Rental
This OCEANFRONT 3 bedroom, 3 bath villa located on the fourth floor is a wonderful villa with outstanding views of the pool, snack bar and Ocean. Eighteen inch tile was added to the living area and hallway. The living room has a large screen HDTV. All bedrooms have their own TV. Two bedrooms are master suites with King beds and the other bedroom has a queen and double bed. The living room has a queen sleep sofa Sleeps 10. Balconies view the landscaped grounds or the Atlantic Ocean or both. Elevators make easy access from the ground level parking under the buildings.Completed in 1999, The Seacrest resort is the premier oceanfront community on Hilton Head Island. The luxurious villas are all professionally furnished and decorated including Corian counters, nine foot ceilings, crown moldings, and hardwood floors.

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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Pet Friendly
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Wheelchair Accessible
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