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Hilton Head Vacation Rentals & Beach Rentals - 924 Rentals Available

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924 Vacation rentals

(24)

1 / 26

Hilton Head Villa

  • 1
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The condo is in a very nice resort in Hilton Head Island. Also, within that resort it is prime location. There are lots of condos with quite a walk to the beach/pool. This one was ocean view/pool view and just a short walk to both. It was also...”
- Review left on 06/21/2016

$60

Very Good (24 reviews)

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from $60 / night

(11)

1 / 25

Hilton Head Apartment

  • 1
  • 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$109

Excellent (11 reviews)

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from $109 / night

1 / 24

Hilton Head Villa

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$69

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from $69 / night

(19)

1 / 18

Hilton Head Apartment

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
“Great family rental. Tennis courts, pool close by, bike trails and private beach access. Plenty of room in the condo for the family...”
- Review left on 07/17/2016

$70

Very Good (19 reviews)

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from $70 / night

(2)

1 / 9

Hilton Head House

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Our recent stay at Southwind met our expectations and more. The property had everything a large family needed to make our stay pleasurable. My husband is in a wheelchair and found the island on a whole wheelchair friendly. If only one suggestion...”
- Review left on 07/26/2011

$264

Excellent (2 reviews)

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from $264 / night

(8)

1 / 22

Hilton Head House

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Our family of 9 enjoyed a week at this beautiful home as we came together for a family vacation. We have adult children and one grandchild so the rooms were spacious and more than adequate for our needs. The interior is tastefully decorated and the...”
- Review left on 06/17/2016

$500

Excellent (8 reviews)

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from $500 / night

(2)

1 / 24

Hilton Head House

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house is a great layout for a large family vacation. We had 10 adults and a baby and it was perfectly accommodating. The owners were attentive to any concerns or issues we had upon arrival and were prompt with response - for example, we had one...”
- Review left on 06/03/2015

$550

Very Good (2 reviews)

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from $550 / night

(3)

1 / 13

Hilton Head Apartment

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
“We had an awesome vacation . The owners are very helpful. We loved there and we definitely will return...”
- Review left on 08/23/2016

$135

Very Good (3 reviews)

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from $135 / night

1 / 45

Hilton Head House

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$400

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from $400 / night

(8)

1 / 14

Hilton Head Condo

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Very pleasant and clean unit, furnished with everything we needed for our 2 night stay. Enjoyed being able to walk to the beach and the Coligny Plaza for shopping and eating. Owner was very easy to reach when needed. Would highly recommend renting...”
- Review left on 11/01/2016

$100

Excellent (8 reviews)

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from $100 / night

1 / 22

Hilton Head House

  • 5
  • 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$600

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from $600 / night

1 / 12

Hilton Head House

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $568 / night

1 / 27

Hilton Head Villa

  • 3
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $550 / night

1 / 33

Hilton Head Villa

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Air conditioning

from $145 / night

(1)

1 / 24

Hilton Head House

  • 5
  • 21
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$500

Excellent (1 reviews)

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from $500 / night

(6)

1 / 9

Hilton Head Villa

  • 2
  • 7
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“We just spent 2 weeks in paradise. The town house was beautifully kept and had everything that you needed. The location was ideal. Our dog had a great time romping in the ocean. The only down side was that we were evacuated a couple of days early...”
- Review left on 10/11/2016

$96

Very Good (6 reviews)

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from $96 / night

(3)

1 / 6

Hilton Head Condo

  • 2
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Spent one week in condo in March. For the price, it is an exceptional value. The description is accurate, owner easy to deal with. Tennis courts, pools and location on the lagoon make it an ideal location. Plenty of enjoyable walks and bike rides...”
- Review left on 03/28/2013

$150

Very Good (3 reviews)

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from $150 / night

(2)

1 / 24

Hilton Head Villa

  • 3
  • 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“What a great place! We were two couples, each with one high school age student. Megan's place was really lovely. The pictures are spot on. It wasn't too big or too small-just right. Lots of space for us all to spread out. We LOVED the deck...”
- Review left on 04/21/2017

$225

Excellent (2 reviews)

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from $225 / night

(9)

1 / 17

Hilton Head Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We're so happy we chose this villa, and loved absolutely EVERYTHING about it! It's tastefully decorated,comfortable,peaceful and hands down the most relaxing and romantic retreat we've taken in years. We enjoyed breathtaking sunsets each evening...”
- Review left on 01/10/2017

$115

Excellent (9 reviews)

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from $115 / night

(2)

1 / 14

Hilton Head Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“My family and I took a trip to Hilton Head for the first time, and we would love to return. I highly recommend this unit as it was super roomy, clean, and had everything you can think of. Indoor/outdoor pools, across the street from the ocean......”
- Review left on 09/23/2015

$100

Very Good (2 reviews)

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from $100 / night

(2)

1 / 18

Hilton Head Villa

  • 2
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
“Our Family needed a reasonably priced place to stay for my grandsons graduation from boot camp at Parris Island. The villa worked out fine. It was not a fancy place but overall very nice. The agent was very easy to work with, very helpful and...”
- Review left on 09/22/2016

$100

Very Good (2 reviews)

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from $100 / night

1 / 15

Hilton Head House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$250

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from $250 / night

(6)

1 / 20

Hilton Head Condo

  • 1
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“This is the second year we have stayed at Joan's Condo, and had a wonderful vacation both times. The condo has everything you need, and the resort is awesome! The other thing is that this place is totally affordable, which you can't say about a lot...”
- Review left on 04/09/2015

$89

Excellent (6 reviews)

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from $89 / night

(1)

1 / 18

Hilton Head Villa

  • 2
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$170

Excellent (1 reviews)

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from $170 / night

1 / 23

Hilton Head Villa

  • 2
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$208

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from $208 / night

(1)

1 / 16

Hilton Head House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“House was awesome, large and comfortable. We had seven guests and could have easily accommodated 3 more. The pool was great, and the community was wonderful. The house is a little over half a mile from the beach which, in this neighborhood, was...”
- Review left on 06/26/2016

$195

Excellent (1 reviews)

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from $195 / night

(3)

1 / 28

Hilton Head House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Our trip was wonderful! We had 6 adults, 2 young children, and a dog. Toba and Andy make packing super easy because they provided a high chair, pack n play, toys, and beach towels, chairs, etc. The beach is a short walk and the house is located...”
- Review left on 06/09/2016

$214

Excellent (3 reviews)

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from $214 / night

(2)

1 / 24

Hilton Head Villa

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
“Elevated first floor, 2 bedroom, 2 bath condo was very clean and well maintained. Even though the resort is an older property efforts were evident that upgrades were in process. There are a lot of flowers and shrubbery on the property grounds. The...”
- Review left on 05/25/2017

$135

Very Good (2 reviews)

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from $135 / night

1 / 43

Hilton Head House

  • 5
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$450

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from $450 / night

1 / 22

Hilton Head House

  • 5
  • 12
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $571 / night

(1)

1 / 24

Hilton Head House

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was perfect. One beach block. Heated pool. Sleeps 20. Hot tub. Very clean and well kept. Great family vacation. My daughter graduated from college and we had a family reunion to celebrate. The house was large enough for all to...”
- Review left on 05/18/2016

$400

Excellent (1 reviews)

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from $400 / night

1 / 24

Hilton Head House

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$650

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from $650 / night

1 / 28

Hilton Head House

  • 8
  • 20
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1655

Inquire

from $1655 / night

(1)

1 / 24

Hilton Head House

  • 4
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$768

Excellent (1 reviews)

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from $768 / night

(9)

1 / 36

Hilton Head House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This was the first time we rented a luxury property, and it was for the occasion of our wedding. Being new, we were unfamiliar with the pricing range as well as the general services that might be available. We found Ted to be very reachable and...”
- Review left on 03/06/2017

$550

Excellent (9 reviews)

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from $550 / night

1 / 12

Hilton Head House

  • 2
  • 4
  • 5 nights min
  • Ask about children
  • Air conditioning

from $229 / night

1 / 24

Hilton Head Villa

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $280 / night

(2)

1 / 22

Hilton Head House

  • 4
  • 12
  • 7 nights min
  • Ask about children

$500

Excellent (2 reviews)

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from $500 / night

1 / 24

Hilton Head House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $125 / night

1 / 32

Hilton Head House

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $500 / night

About Hilton Head

If you’re ready to kick back and relax, Hilton Head is the perfect destination for you. The pace is slower on this South Carolina island, but that doesn’t mean you’ll ever be bored. Don’t miss Hilton Head’s beautiful beaches, world-class golf, and family friendly activities.
 

A Short History of Hilton Head

One of the oldest settlements in the United States, Hilton Head Island first got its name in 1633 when Captain William Hilton named the island for himself. As home to geographically significant Fort Walker, the Hilton Head area rose to fame during the Civil War. Initially a Confederate station, the military fort was seized by thousands of Union troops in 1861 and played an important role in blockading Southern port cities.

Nearly 100 years later, Hilton Head began to develop its reputation as a Southern resort, thanks to the construction of Sea Pines Resort in 1956. Numerous resorts followed over the next several decades, attracting millions of vacationers to this beautiful barrier island.
 

What Hilton Head Does Best

Though it’s now a popular vacation destination, Hilton Head still excels at welcoming visitors to slow down and smell the roses. When you visit, take it slow and divide your time among the beaches, golf courses, and Broadway-quality performances. Take your pick of one of Hilton Head’s numerous vintage or contemporary vacation homes, and settle in for a relaxing weekend or a leisurely week.
 

Endless Beaches

Once you feel the ocean spray and soak in the sun, you’ll never want to leave Hilton Head’s gorgeous white sand beaches. Though the island’s beach is public, private developments often block access. Coligny Beach Park and Alder Lane Beach provide some of the best publicly accessible beach areas, where visitors can catch some rays and go for a swim. Both are also wheelchair-accessible.
 

World-Class Golf

With more than 20 world-class golf courses, amateur and experienced golfers alike will find the perfect green in Hilton Head. Play 18 holes among palmettos and sand dunes at Palmetto Dunes, take on one of three 9-hole courses lined with majestic oak trees at Shipyard Golf Club, or explore one of the dozens of other golf courses in the area.
 

Family Friendly Activities

Hilton Head is the ideal place for a family vacation, where you can keep everyone busy with activities that range from sports to spas. Play a round of mini golf, wow the little ones with a pirate cruise, and be a kid at the Sandbox children’s museum. You can even book a zipline adventure to get an aerial view of Hilton Head or test your skills at the New Island Playground obstacle course. Don’t forget to relax with a spa day at one of the island’s many full-service spas and catch a musical or cultural performance at the Arts Center of Coastal Carolina.

With its gorgeous natural surroundings, endless activities, and friendly locals, you may never want to leave Hilton Head. Don’t miss another round of golf, day at the spa, or cocktail on the beach. Book your stay in Hilton Head today.
 

Hilton Head Travel Tips

Hilton Head Island, SC, is a beautiful island destination that offers unlimited amounts of entertainment. Ideal for families that love the outdoors, this is one island that won't disappoint. With blue skies, clear waters, and sparkling beaches, Hilton Head promises to be a vacation to remember for all members of the family. When vacationing on the island, you'll want to maintain that relaxing feeling when you settle down for the night: The best way to do this is to skip hotels in the area in favor of vacation rentals. Hilton Head is the perfect place to rent, and you can find the right Hilton Head vacation rentals at VacationHomeRentals.com. It's your online source for Hilton Head rentals that are listed by owner, and you can trust that you'll be satisfied with a well-maintained, affordable rental.

When visiting Hilton Head, vacation home rentals can help turn a good family trip into a fantastic one. There are other tips, however, that can further help parents get the most out of their vacation. To save time, research the area before leaving and plan out what activities are suitable for the family to participate in. Pack appropriately for these activities and for the current weather conditions. When it comes to choosing a Hilton Head vacation rental, look for one that has all of the amenities that are needed to make your family's stay a comfortable one. In addition, if a pet is a part of your vacation plans, confirm which of the Hilton Head house rentals allow animals on the property.

Attractions

There are plenty of attractions for nature-loving vacationers staying in vacation rentals. Hilton Head, SC, is often considered one of the world's most family-friendly locations, so finding activities and sights that the whole family can enjoy is no problem. Beaches are one of the main draws to the area for that very reason. People staying at one of the Hilton Head beach rentals will enjoy 12 miles of public beaches including Coligny Beach, Driessen Beach Park, Folly Field Beach, Fish Haul Creek Park, and Islanders Beach, to name a few. Tourists staying in any of the Hilton Head condo rentals will find Harbour Town hard to miss. This marina village is filled with both on- and off-water attractions and activities. The red and white Harbour Town Lighthouse is another attraction for the whole family that is also one of the most recognized and popular destinations for tourists.

Animals are also a common attraction. Head away from the Hilton Head rentals and see dolphins up close by taking a dolphin cruise. Stay on solid ground and take the children to spend several hours visiting the animals at the 600-acre Lawton Stables. Although Hilton Head vacation rentals are comfortable, there's no reason not to get out and have a good time, even on cold or wet days: The island also offers indoor activities that families can enjoy, such as The Coastal Discovery Museum.

Events

Vacation rentals in Hilton Head are a great place to stay during any of the area's events. No matter what time of year families plan to visit and stay in Hilton Head Island rentals, there is an event taking place. Visit during the area's annual Winter Carnival, which takes place in January and February, or take part in the Hilton Head Island Gullah Celebration in February and learn about the culture of the Gullah people. Every Tuesday evening in June is HarbourFest, which features music, fireworks, and arts and crafts. If your family's vacation plans are for the end of the year, reserve one of the Hilton Head Island vacation rentals for December and enjoy the annual Dove Street Festival of Lights.
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