Featured Hilton Head Rentals

Walk to Harbour Town
85 Lighthouse Road #2383
Sea Pines
Lighthouse Tennis Villas
Nightly: $127, Weekly: $635
Hilton Head Vacation Rental
Adorable 1 bedroom unit on first floor. Attractively furnished this villa can accommodate up to 4 people comfortably. Amenities include king size bed in master, queen sleeper sofa, cable TV's, a fully stocked kitchen, and a washer/dryer. The complex has an on-site pool and tennis courts and is a short walk to Harbour Town, Sea Pines Center and other great area attractions. Enjoy the tranquil lagoon view from the covered deck out back.
Deluxe Condo-Free Greens Fees Daily
14 Wimbledon Court, Ocean Palms
Port Royal
Ocean Palms
Nightly: $160, Weekly: $1380
Hilton Head Vacation Rental
Beautiful 2-bedroom Condo overlooking lagoon and hole #8 of Barony Golf Course. Walk to the beach or pool. Rental includes full-use of Westin facilities, pools, health club, and shuttle service. Rental includes free greens fees daily for a foursome at 3 onsite courses or Shipyard. one of 2 pools is 100 yards from the front door, includes restroom facilities and baby pool. Short walk to the Public Beach with facilities, or a short walk to the Westin. Condo recently updated TV's in each bedroom and hi-speed wireless internet.
North Forest Beach
Private Home
Nightly: $232, Weekly: $1800
Hilton Head Vacation Rental
From its gracious low country exterior to its pristine pool and landscaped site, our home is a luxurious vacation retreat for friends and family to share and enjoy. Located in beautiful North Forest Beach, a private residential community, this third house from the ocean is only 100 steps to the beautiful and uncrowded beach. The beaches of this neighborhood are among the most private on the island. A ten-minute walk along the beach or bike path will take you to Coligny Circle with its shops, fine and casual dining and markets.
Walk to the Beach
24 DeAllyon Ave. #4 Beach Arbor
South Forest Beach
Beach Arbor
Nightly: $148, Weekly: $740
Hilton Head Vacation Rental
Vacation together, but enjoy your privacy in our two-floor condo. Both bedrooms on the second floor have attached bathrooms. A quiet pool area is available for swimming and relaxing. Two balconies face a tropical courtyard. Walking distance to beach, shops, restaurants, markets and entertainment at Coligny Circle. We love spending our vacation at this condo and know you will also.
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.
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.

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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