Featured Hilton Head Rentals


4587347
Sea Pines
Lighthouse Villas
Nightly: $228, Weekly: $1399
Hilton Head Vacation Rental
Recently renovated, VIP 3 bedroom, 2 bathroom villa located just steps to two world class golf courses and a 5 minute walk to the newly constructed Sea Pines Beach Club. This home is custom decorated and centrally located and features terrazo tile floors, Carolina Room, living/dining room, a first floor master bedroom suite with huge tiled shower for 2 and all the amenities you need for a fantastic vacation. Comfortable furnished and well equipped, this villa is a short ride to Harbor Town or South Beach Marina. The villa has lots of extra space, is very open and bright and tucked away for privacy on the golf course. It has an open kitchen that's a pleasure to cook in - fully stocked. Each bedroom has its own TV and with the second and third bedrooms on the second floor, the kids will have their own space
4587349
Great Unit - Recent Updates
9 Stones Throw - Folly Field
Folly Field & Bradley Beach
Stone's Throw Villas
Nightly: $117, Weekly: $725
Hilton Head Vacation Rental
Having undergone a complete update, this platinum level property has a brand new kitchen and gorgeous tile and wood floors. The living room has a brand new flat screen TV and plenty of comfortable seating including a convertible sofa for additional guests. The living room spills off onto a private back patio with outdoor seating. There is also a half bathroom on the first floor. Upstairs are two bedrooms, one with a queen bed and a comfy couch and one with two twin beds. Stones Throw villa units are uniquely located mid island just about a 5-6 minute walk to the gorgeous Folly Field Beach. At the beach there are full bathrooms and showers for your convenience. The Stones Throw pool is large and never crowded and is just steps out the front door of the unit. Plenty of seating around the pool. Pet possibility - please ask if your pet meets the requirements.
4587167
Perfect for two families
44 Stones Throw - Folly Field
Folly Field & Bradley Beach
Stone's Throw Villas
Nightly: $171, Weekly: $950
Hilton Head Vacation Rental
This three bedroom, 2 1/2 bath villa is cozy and quiet with all new furnishings, new kitchen and new gorgeous tile floor. The island's best beach is just a 4 minute walk along the bike path and includes restrooms and a shower area for rinsing off. This is an end unit which adds to the privacy of the villa and has three outdoor patios. It has a private patio in the front great for outdoor lunches and bike storage, the rear patio is shaded with comfortable seating, and a child's eating and play area patio right off the side sliding doors which let in a lot of light. The large shaded swimming pool is just a few steps from the front door and has restrooms and a small exercise area. Its within easy walking distance. This villa is perfect for two families or a family bringing along the grandparents for a fun family vacation. Bedroom 1 - 1 King, Bedroom 2 - 1 Queen, Bedroom 3 - 4 Twin/ Single,
4587169
Sea Pines
Private Home
Nightly: $1240, Weekly: $1580
Hilton Head Vacation Rental
Enjoy this newly renovated three bedroom, two bathroom home located in the heart of Sea Pines Resort and the Harbour Town Golf Course for your next visit to Hilton Head Island. The owner has updated most of the house and hired a professional decorator to take care of the details. The home opens to a large living space with dining area and large kitchen - stocked with everything you need! There is even a second living space with a game table and large screen TV. The master bedroom has a king size bed and a newly renovated master bathroom and a pull out sofa. The second bedroom has a queen size bed and the third a set of twin beds. Plenty of options for any size family or group. Flat screen TV's in all the bedrooms! On the deck you will find a gas grill and a table for 6 to enjoy the gorgeous Hilton Head Island weather.
4587170
Flamingo Beach House
8 Flamingo - North Forest Beach
North Forest Beach
Private Home
Nightly: $398, Weekly: $2290
Hilton Head Vacation Rental
Friendly Flamingo - Beach Home - Just steps to the sand - Gorgeous 3 bedroom, 2 bath home with *Private heated Pool & Spa located 6th row from the ocean. The Friendly Flamingo is lovely home that has been completely renovated and redecorated. From all new furniture, new kitchen with all new appliances, cabinets and granite counter tops to paint and completely renovated bathrooms. Everything is all brand new throughout. 42' Flat Screen TV in the living room with DVD player. The master bedroom is furnished with King bedding and private bath. The 2nd bedroom has Queen bedding with a bathroom that is shared with the 3rd bedroom. The 3rd bedroom is furnished with Queen and one set of bunk beds. You'll find that the kitchen is equipped with every possible cooking and serving instrument. Step out of the kitchen / living area into your own private oasis, including a 35 foot heated pool, spa, over 1,000 sq ft of deck, and plenty of chairs and tables for entertaining or just hanging out.
4587097
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.

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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Pet Friendly
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Full Kitchen
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