Top 10 Luxury Rentals In Hilton Head Island, South Carolina - Updated 2024

Manjiri
Manjiri 
Updated
| 6 min read

Famous for its beautiful golf courses and exotic Atlantic Ocean beaches, Hilton Head Island is a coastal paradise in South Carolina in the US. The island offers you a plethora of water adventure opportunities, such as scuba diving, kayaking, snorkeling, and many more. The themed gardens and heritage structures at the iconic Coastal Discovery Museum enrich your experience. At the southern end of the island, you can visit The Harbour Town Lighthouse and the museum inside. Wildlife enthusiasts will love visiting Pinckney Island National Wildlife Refuge lying between the mainland and the island. Staying in a lavish getaway will add a dose of luxury to your fun-filled sabbatical in the USA. To enjoy the best leisure holiday experience, book one of these top luxury rentals in Hilton Head Island, South Carolina.

We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 09, 2024.

1. Oceanfront haven with a large private pool (from USD 1342)

For memorable beach holidays, choose this 6-bedroom dwelling which can accommodate up to 22 guests. The media room on the top floor features a pool table for indoor recreation. The rental offers two living rooms to relax. Outdoors boasts a beautiful private pool, where you can go for a swim.

Golfing, kayaking, boating, and biking are some of the outdoor activities you can enjoy. The signature Southern Hospitality Pass entitles you to enjoy these activities. Relax on the poolside outdoor seating after an exciting day.

Stayed at this property?
125 reviews   Wifi Available
House 22 Guests 6 Bedrooms 7 Bathrooms

Accommodates: 22
Minimum Nights: 4
Refund Policy :

Top guest reviews
Amenities & Room:
it needs better bedding too
Cleanliness:
the house was clean spacious for our group of 8
the vacation rental was very clean
Host:
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
Location:
location is great
great property in great location
it’s a beautiful house and an awesome location
beautiful home and perfect location we hope to be able to come back soon
the beach location is fabulous highly recommend
Read more reviews
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2. Large, lavish abode with ocean views (from USD 523)

If you are a big group of 12 planning a week-long vacation, the 5-bedroom holiday home is the best option. The custom-built two-story dwelling boasts a fully equipped gourmet kitchen, living rooms, dining space, seven bathrooms, wide hallways, and a spacious deck. Beautiful décor and plush furnishing make it a magnificent retreat. The top floor deck is the best spot to relish your meals while watching dolphins play in the ocean. An elevator is available for handicapped guests to navigate smoothly.

The heated swimming pool with a waterfall spa beckons you to enjoy a refreshing dip. The outdoor TV features programs to entertain you, while you relax on the outdoor furniture savoring barbecue delicacies. The indoor fireplace is available to keep you warm during chilly nights.

Stayed at this property?
Hilton Head Island, South Carolina, United States
34 reviews   Wifi Available
ENTIRE HOME 8 Beds 12 Guests 5 Bedrooms 7 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
great for young adult children with a billiard room
Cleanliness:
the linens and towels and blankets were clean and plenty5
beautiful home stylish spotless and very well equipped
the house was pristine beautiful high end fixtures and design impeccably clean2
Host:
monica is a fabulous host
vacation company property managers were responsive and owner communicated well
monica was extremely helpful and a great host
monica is a super host for a reason
super host support all the way
Location:
the location and amentities are amazing
plenty of space for everyone and an ideal location
beautiful place with more than expected and just one house back from the beach
Read more reviews

3. Lookout (from USD 900)

For large groups of 23 vacationers, this 7-bedroom luxury home is an ideal getaway to make family gatherings or reunions memorable. It lies merely 0.2 miles (0.4 kilometers) away from the beach. The vacation home boasts multiple balconies, where you can enjoy refreshments while watching spectacular views of the golf course and lagoon. The fully stocked large kitchen will help you prepare family feasts. A ping pong table, shuffleboard, corn hole, and board games are available for your recreation.

The large outdoor pool with a spa is the best spot to swim and feel refreshed. You can also enjoy water adventures, such as kayaking and snorkeling, as the beach is close by. The rental provides you with beach towels, snorkeling gear, beach blankets, and other beach essentials. Play with your pup in the pleasant backyard, as the rental is pet-friendly.

Stayed at this property?
Hilton Head Island, South Carolina, United States
60 reviews   Superhost Wifi Available
ENTIRE HOME 13 Beds 16 Guests 7 Bedrooms 6 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
the kitchen is huge and has great amenities
every other room was beautifully decorated and had all of the amenities needed
this is a large and comfortable home with a lot of amenities for everyone
beds decoration kitchen setup and pool were all in line with the impressive image of the house
great amenities everyone had their own bed plenty of bathrooms/showers
Cleanliness:
the house was extremely clean and beds very comfortable
the house is fantastic very clean and no issues at all during our stay
home was clean and had great amount of space
the house was very clean and large enough to fit our whole family
beautiful spacious home immaculately clean with ample towels and shampoo/conditioner in every bathroom
Host:
leanna was a wonderful host
leanna is a super host
leanna was very responsive and accommodating throughout our stay
leanna is a great host and always quick to respond
leanna's restaurant recommendations were great and very helpful
Location:
location is perfect
amazing place in a perfect location
it's located in a great area with bike paths and quiet streets
great location with pool and beach
location of the house was great in a private community
Read more reviews

4. Hidden Jade (from USD 719)

Boasting a lovely outdoor heated pool, the two-story five-bedroom home is a great retreat for a family of fourteen vacationers. Beautiful décor and plush furnishing grace its interiors. Each of its rooms features a television, including the full kitchen. The dwelling offers modern amenities, such as air conditioning, heating, and web access.

If you are holidaying with your little one, a travel cot, high chair, baby safety gates, and children’s tableware are available for your convenience. The beach is merely 1 mile (1.6 kilometers) away, so explore it with your pup as the rental welcomes pet dogs. As the day ends, relax on the outdoor patio and grill and savor barbecue recipes.

Stayed at this property?
Hilton Head Island, South Carolina, United States
54 reviews   Wifi Available
ENTIRE HOME 7 Beds 14 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 14

Top guest reviews
Amenities & Room:
the beach chairs beach towels pool toys and stocked kitchen were really awesome amenities for our whole group
the pool and amenities were amazing and the house was spotless
great couch to relax on to watch shows on their big screen tv
the pool was the highlight of our trip and provided hours of entertainment for our two girls
amazing stay so much room and exactly as described
Cleanliness:
it was a very clean and stylish place
it is beautiful very spacious clean and well decorated
super clean updated with everything you need or want
huge comfortable accessible clean and well equipped
pool was great and the house was really well appointed and extra clean
Host:
frank and audrey were amazing hosts
frank and audrey were great hosts - very attentive when we had questions
audrey and frank were the perfect hosts
my friends and i absolutely adored this property lovely home with literally the best host
the hosts audrey and frank are very gracious and communicate quickly and efficiently
Location:
location is great right in the middle of the neighborhood and a short distance to the beach
awesome location and the pool is a huge plus
absolutely gorgeous house with a perfect location and easy beach access
the house is located in a well maintained community and has nice paths to walk and bike
it is close to the beach perfect for quiet peaceful bike rides and in a nice neighborhood
Read more reviews

5. Sandhill Crane (from USD 957)

For a week-long luxury holiday, book this lavish six-bedroom getaway. The magnificent beach-side abode can accommodate up to 18 guests. Each of its bedrooms has a full bath. The rental features eight TVs with Roku and web access for your indoor entertainment. The lovely outdoor pool beckons you to enjoy a swim.

Your kids will enjoy playing with their four-legged friends as the dwelling is pet-friendly. The gorgeous secluded beach is a few steps away. After an exhausting day, a long soak in the hot tub will relax you.

Stayed at this property?
Hilton Head Island, South Carolina, United States
24 reviews   Wifi Available
ENTIRE HOME 13 Beds 16 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
it is worth it to pay for pool heat especially in the cool spring months
our family had a lovely time staying here with lots of room for everyone
bedroom areas were separated and comfortable
Cleanliness:
house was well stocked clean spacious great location
Host:
so accommodating and thoughtful hosts
beautiful home spacious owner was easily accessible
Location:
house is in a great location
very spacious home super close to the beach
close to an amazing beach and in a quiet neighborhood
a great place to gather with family after a challenging year
really great spot just a 2-3 minute walk from a fantastic uncrowned & beautiful beach
Read more reviews

6. Singleton Beach Place (from USD 1449)

For the best leisure vacation experience, choose this extravagant oceanfront abode. The 6-bedroom seaside paradise welcomes a large family or group of 18. Each bedroom features a flat-screen television so you can watch a movie anytime while relaxing in your bed. The first floor boasts a swimming pool, where you can splash in the water, and a deck with lounge chairs to relax. Kids will love exploring the media room offering games on the third floor.

The rental offers you its signature Southern Hospitality Pass and plenty of free outdoor activities. So, you can enjoy exploring the island by riding a bicycle, playing a game of golf, and exploring miniature golf. You can also access the nearby bigger community pool. In the evening, relax at the picnic table and roast S’mores on the charcoal grill.

Stayed at this property?
109 reviews   Wifi Available
House 18 Guests 6 Bedrooms 8 Bathrooms

Accommodates: 18
Minimum Nights: 4
Refund Policy :

Top guest reviews
Amenities & Room:
super comfortable mattress and the views
the tides always left surprises of sea creatures and tidal pools for the little ones to enjoy
Cleanliness:
the house was clean and absolutely beautiful
the unit was clean and in full working order
nice clean property near lots of amenities
home was clean and well laid out
the vacation rental was very clean
Host:
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
Location:
this is a fantastic property in a great location
great home within walking distance to the beach
i was very happy with the location
i was very happy with the location
i was very happy with the location
Read more reviews
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7. Wanderer Lane (from USD 1543)

Wish to create lasting memories with your family? Stay in this large, lavish oceanfront abode. A family of nine and up to two pet dogs can enjoy a cozy stay in this five-bedroom two-story haven. The dwelling boasts multiple large decks where you can soak up some sunlight while reading a book. You can take a break from your cooking routine and savor the private chef’s specialties while here. If you have a baby, children’s high chair and baby safety gates are available for your convenience.

The screened-in porch is the best spot to enjoy your morning breakfast. Have fun swimming with your kids in the private outdoor pool. Later, step in the warm waters of the hot tub to unwind.

Web access, flat-screen televisions, a video library, and a games room will help you stay entertained while indoors. Air conditioning, washing machine, dryer, and iron are other modern amenities. The rental offers eight adult bikes to help you set off on an exciting biking excursion. After a fun-filled day, indulging in a soothing massage will help you relax.

Stayed at this property?
93 reviews   Wifi Available
House 14 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 14
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The kitchen was fully stocked
It is fully stocked from the kitchen inventory to a pool table
all paper products and kitchen gadgets
The big umbrella table on the deck right off the kitchen is great for breakfast and lunch
And the amenities were endless
Cleanliness:
Luxurious bathrooms and two Master suites
Large TVs for beach breaks
The house is always clean from top to bottom
The house had everything we needed
The house was very nice and large enough to easily accommodate 14 of us
Host:
Owner met with us to insure
The owner Marc and son Jesse made sure any problem we had was quickly taken care of
They are very quick to respond to any issues
Every year we receive a warm welcome from Silvana and her staff
it was a great week beautiful home and accommodating owners
Location:
It is very close to Coligny if you decide to go out
It is a place where many families go year after year to create memories
This was a great place to stay and a great location
Other issues were that the amenities listed were not exactly correct but Jesse and Marc did bring us a 10x10 beach canopy after we called about it
Marc provides several beach chairs and bikes to use and are in great condition each year Last but not least
Read more reviews
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8. Dinghy (from USD 1642)

The lavish three-story seaside home is a perfect retreat for family get-togethers or a reunion of old friends. A group or family of 14 and up to 2 pet dogs can stay leisurely in this 6-bedroom coastal getaway in Palmetto Dunes. It features a large heated pool, where you can take a refreshing dip. Step in the warm waters of the adjoining hot tub to enjoy a relaxing soak. The spacious balconies and decks boast unobstructed views of the Atlantic Ocean.

The party room on the third level is the best place for enjoying celebrations. Although a full kitchen is available, you can skip cooking and enjoy the chef’s recipes. A pool table, a music library, flat-screen televisions, and a collection of novels will keep you entertained while indoors. Outdoor enthusiasts can enjoy canoeing, fishing, biking, golfing, and many other activities.

Stayed at this property?
70 reviews   Wifi Available
House 14 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 14
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the views are amazing and the pool was enjoyed by all
the tv is also large enough to ensure everyone can easily see the screen
the third floor rooms are pretty standard though the beds up there are pretty old and uncomfortable
the pool itself is large and has a nice attached spa which can be heated
large space and activities for all and the pool was amazing
Host:
the owner/property managers were easy to communicate with and responded promptly
from the moment we arrived mark and dave were more than helpful
Location:
the beach location and pool area are excellent
great house great location and a great attentive owner
we had an amazing week with family relaxing the pool and enjoying the amazing location and views
amazing location views and the house is spectacular
Read more reviews
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9. Black Duck

If you wish to enjoy a beach vacation with family and friends, book this luxury home. With 9 bedrooms and 14 beds, it can accommodate 16 to 20 guests. The heated outdoor pool beckons you to splash in its refreshing waters. It boasts an integrated hot tub, where you can enjoy a long soak. You can cook delicacies in the well-equipped gourmet kitchen and savor your meals together in the outdoor dining space. The house also features a large wet bar.

With foosball, bumper pool, and billiards game tables available, you won’t spend a single minute bored. A private path from the rental leads you to a secluded beach, where you can witness pelicans and dolphins frequently. In the evening, you can unwind with a drink on the beach deck.

Stayed at this property?
Hilton Head Island, South Carolina, United States
9 reviews   Wifi Available
Entire residential home 14 Beds 16 Guests 9 Bedrooms 7 Bathrooms

Accommodates: 16

Top guest reviews
Cleanliness:
the house is big and clean
Host:
mike (host) is very responsive and very friendly
homeowner was very responsive to any questions or issues that came up during our stay
Location:
excellent house had the perfect size and location that we needed for our 8 friends golf vacation
great location very private and had everything you could possibly need for a great beach vacation
golf courses are very close as well as a local market and water sports rentals
Read more reviews

10. Ketch

To make the best of your beach holidays, reserve this seaside retreat. A family of 12 can stay in the 5-bedroom coastal getaway. The oceanside outdoors of the dwelling boasts a heated pool and an adjoining spa whirlpool. The private beach walk and deck offer you spectacular views of the beach and pool.

Housekeeping services help you maintain the home clean. Equipped with all modern amenities, the rental ensures your best comfort. If you have kids, toys, videos, and board games are available for indoor recreation. You can hire a bike and explore the scenic surrounding by going on a biking excursion.

Stayed at this property?
108 reviews   Wifi Available
House 12 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 12
Minimum Nights: 7
Refund Policy :

Oops, this listing is currently inactive. Check out these alternative properties in the same location.
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Enjoy the best luxury in Hilton Head Island

Hilton Head Island is a spellbinding destination boasting pristine beaches. To stay in the lap of luxury, choose one of these best luxury rentals in Hilton Head Island, South Carolina.

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Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Manjiri Kochrekar is a travel blogger from India. She loves exploring and learning various destinations, their history, culture, and peculiarities. Writing is her passion, which means she enjoys...Read more

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