Featured Hilton Head Rentals

Hilton Head Vacation Rentals
Sea Pines
Wildwood Spa Villas
Nightly: $209, Weekly: $1045
Hilton Head Vacation Rental
A tropical motif is featured in this designer furnished, 2 bedroom, and 2-bath end unit townhouse in the Wildwood Spa section of Sea Pines Plantation. From the entry foyer, five steps up will bring you to the cathedral ceiling greatroom. At the rear of the room is the sunlit kitchen with a skylight window and an open dining/serving counter to the formal dining area, which has a table with seating for six. The front of the greatroom contains the livingroom area, which features a plush seating group, an entertainment center with TV/VCR/DVD, and two walls of windows each of which have a slider door. One slider has steps down to the yard and a nature view, the second leads to a screened-in deck, which has an outdoor dining table for six, lounge chairs, and both gas and charcoal grills.
Hilton Head Vacation Rentals
Sea Pines
Fairway Lane Villas
Nightly: $269, Weekly: $1345
Hilton Head Vacation Rental
Drift away in this 3 bedroom, 3 bathroom townhouse in the popular Sea Pines Plantation. The spacious backyard is framed by flourishing live oak trees draped in moss. The lush lagoon and golf course view make this Fairway Lane unit a relaxing retreat. Two-story ceilings give the living space of this newly painted villa a very light and open feel. The dining area has seating for 6 and spills into the full kitchen and living area. The family room area is accented by tropical floral prints and a TV/VCR/DVD and sleeper sofa. The beach themed master bedroom with king size bed is found on the first floor and has a private bathroom with walk-in shower. Upstairs are two more bedrooms, each with a private bath/shower. The first has 2 twin beds with palm leaf spotted comforters. The second has a plush Queen size bed.
Hilton Head Vacation Rentals
Sea Pines
Private Home
Nightly: $215, Weekly: $1075
Hilton Head Vacation Rental
Do you enjoy the sights and sounds of Harbour Town? If so there is no need to look any further. Welcome to this wonderful three bedroom 3.5 bathroom second floor gem. Located just steps from Harbour Town this unit provides guests the access to everything Harbour town has to offer without ever needing to get into a car. As you walk in to this delightful property, there is a bedroom on your left with two twin beds and a bathroom. Continuing down the hall you will find comfort in the family room with a plush sofa and ample seating for your entire family. On the right side is the dining area which will accommodatet 6 people. The recently renovated kitchen is adjacent to the dining area. The kitchen is fully furnished with everything that a cook should need.
Hilton Head Vacation Rentals
Port Royal
Nightly: $194, Weekly: $972
Hilton Head Vacation Rental
Relaxation is just around the corner from this 1st floor, 2 bedroom, 2 bath villa in the Devonshire complex located in Port Royal Village. As you walk into the inviting foyer you will see a full service kitchen on your left and a spacious living room and dining room straight ahead of you, complete with sofa, recliner and flat screen television. Enjoy your morning coffee or evening beverage on the oversized patio where you can gaze at the lagoon and watch golfers try their best. The guest bedroom is located to the left, where you will love the 2 large queen sized beds, a tv, private bathroom, and private access to the porch area.
Hilton Head Vacation Rentals
Port Royal
Nightly: $249, Weekly: $1245
Hilton Head Vacation Rental
This townhouse located in Port Royal Village is sure to be a great vacation spot. A 3 bedroom 3 bathroom plus loft area is like having 4 bedrooms. The newly remodeled kitchen has plenty of counter space and cabinets for your cooking needs. As you enter the large foyer you are welcomed by a Tuscany d├ęcor, the kitchen is off to the right, and large family room welcomes you. There is a sleeper sofa and plenty of sitting room for the family to enjoy the large flat panel TV. This room is also open to the large dining room table that seats 6. Off the family room you will find a rather large master suite with a king size bed, walk in closet and private bathroom. Off the main foyer you will find the guest bedroom which has a queen bed, private bathroom and TV.
Hilton Head Vacation Rentals
Palmetto Dunes
Villamare Villas
Nightly: $339, Weekly: $1695
Hilton Head Vacation Rental
Be among the first to enjoy this totally renovated, 3rd floor, 2 bedroom and 2-bath, Palmetto Dunes Resort villa in the prestigious Villamare complex. Fresh, bright, new furnishings, new appliances, new carpeting, new tile, and distinctive crown moldings will all contribute to an unforgetable Hilton Head Island vacation; however, the main ingredient has been there all along - the view. Each room and balcony looks out to professionally landscaped grounds, a lagoon with a water fountain, the complex pool, and the ocean beyond. The entry foyer features two inner doors that may be used, if desired, to create separate locked sleeping areas. To the right, door "A" opens to a spacious greatroom containing a gourmet kitchen area that includes an alcove with a stack washer/dryer, a formal dining area with seating for four, and a comfortable livingroom with a sofa, loveseat, chair, and TV/VCR/DVD. In addition, the room has a large picture window and a slider door to an outside balcony.

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.

Latest News

July 11, 2014 - The Hilton Head Places website is currently undergoing some upgrades to better serve you. If you experience issues requiring help, please contact us for assistance.







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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