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.
Top guest reviews
Amenities & Room:
it needs better bedding tooHost:
rating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulRead more reviewsLocation:
location is greatgreat property in great locationit’s a beautiful house and an awesome locationbeautiful home and perfect location we hope to be able to come back soonthe beach location is fabulous highly recommend
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.
Top guest reviews
Amenities & Room:
great for young adult children with a billiard roomCleanliness:
the linens and towels and blankets were clean and plenty5beautiful home stylish spotless and very well equippedthe house was pristine beautiful high end fixtures and design impeccably clean2Host:
monica is a fabulous hostvacation company property managers were responsive and owner communicated wellmonica was extremely helpful and a great hostmonica is a super host for a reasonsuper host support all the wayRead more reviewsLocation:
the location and amentities are amazingplenty of space for everyone and an ideal locationbeautiful place with more than expected and just one house back from the beach
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.
Top guest reviews
Amenities & Room:
the kitchen is huge and has great amenitiesevery other room was beautifully decorated and had all of the amenities neededthis is a large and comfortable home with a lot of amenities for everyonebeds decoration kitchen setup and pool were all in line with the impressive image of the housegreat amenities everyone had their own bed plenty of bathrooms/showersCleanliness:
the house was extremely clean and beds very comfortablethe house is fantastic very clean and no issues at all during our stayhome was clean and had great amount of spacethe house was very clean and large enough to fit our whole familybeautiful spacious home immaculately clean with ample towels and shampoo/conditioner in every bathroomHost:
leanna was a wonderful hostleanna is a super hostleanna was very responsive and accommodating throughout our stayleanna is a great host and always quick to respondleanna's restaurant recommendations were great and very helpfulRead more reviewsLocation:
location is perfectamazing place in a perfect locationit's located in a great area with bike paths and quiet streetsgreat location with pool and beachlocation of the house was great in a private community
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.
Top guest reviews
Amenities & Room:
the beach chairs beach towels pool toys and stocked kitchen were really awesome amenities for our whole groupthe pool and amenities were amazing and the house was spotlessgreat couch to relax on to watch shows on their big screen tvthe pool was the highlight of our trip and provided hours of entertainment for our two girlsamazing stay so much room and exactly as describedCleanliness:
it was a very clean and stylish placeit is beautiful very spacious clean and well decoratedsuper clean updated with everything you need or wanthuge comfortable accessible clean and well equippedpool was great and the house was really well appointed and extra cleanHost:
frank and audrey were amazing hostsfrank and audrey were great hosts - very attentive when we had questionsaudrey and frank were the perfect hostsmy friends and i absolutely adored this property lovely home with literally the best hostthe hosts audrey and frank are very gracious and communicate quickly and efficientlyRead more reviewsLocation:
location is great right in the middle of the neighborhood and a short distance to the beachawesome location and the pool is a huge plusabsolutely gorgeous house with a perfect location and easy beach accessthe house is located in a well maintained community and has nice paths to walk and bikeit is close to the beach perfect for quiet peaceful bike rides and in a nice neighborhood
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.
Top guest reviews
Amenities & Room:
it is worth it to pay for pool heat especially in the cool spring monthsour family had a lovely time staying here with lots of room for everyonebedroom areas were separated and comfortableCleanliness:
house was well stocked clean spacious great locationRead more reviewsLocation:
house is in a great locationvery spacious home super close to the beachclose to an amazing beach and in a quiet neighborhooda great place to gather with family after a challenging yearreally great spot just a 2-3 minute walk from a fantastic uncrowned & beautiful beach
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.
Top guest reviews
Amenities & Room:
super comfortable mattress and the viewsthe tides always left surprises of sea creatures and tidal pools for the little ones to enjoyCleanliness:
the house was clean and absolutely beautifulthe unit was clean and in full working ordernice clean property near lots of amenitieshome was clean and well laid outthe vacation rental was very cleanHost:
rating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulRead more reviewsLocation:
this is a fantastic property in a great locationgreat home within walking distance to the beachi was very happy with the locationi was very happy with the locationi was very happy with the location
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.
Top guest reviews
Amenities & Room:
The kitchen was fully stockedIt is fully stocked from the kitchen inventory to a pool tableall paper products and kitchen gadgetsThe big umbrella table on the deck right off the kitchen is great for breakfast and lunchAnd the amenities were endlessCleanliness:
Luxurious bathrooms and two Master suitesLarge TVs for beach breaksThe house is always clean from top to bottomThe house had everything we neededThe house was very nice and large enough to easily accommodate 14 of usHost:
Owner met with us to insureThe owner Marc and son Jesse made sure any problem we had was quickly taken care ofThey are very quick to respond to any issuesEvery year we receive a warm welcome from Silvana and her staffit was a great week beautiful home and accommodating ownersRead more reviewsLocation:
It is very close to Coligny if you decide to go outIt is a place where many families go year after year to create memoriesThis was a great place to stay and a great locationOther 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 itMarc provides several beach chairs and bikes to use and are in great condition each year Last but not least
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.
Top guest reviews
Amenities & Room:
the views are amazing and the pool was enjoyed by allthe tv is also large enough to ensure everyone can easily see the screenthe third floor rooms are pretty standard though the beds up there are pretty old and uncomfortablethe pool itself is large and has a nice attached spa which can be heatedlarge space and activities for all and the pool was amazingHost:
the owner/property managers were easy to communicate with and responded promptlyfrom the moment we arrived mark and dave were more than helpfulRead more reviewsLocation:
the beach location and pool area are excellentgreat house great location and a great attentive ownerwe had an amazing week with family relaxing the pool and enjoying the amazing location and viewsamazing location views and the house is spectacular
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.
Hilton Head Island, South Carolina, United StatesAccommodates: 16
Top guest reviews
Cleanliness:
the house is big and cleanHost:
mike (host) is very responsive and very friendlyhomeowner was very responsive to any questions or issues that came up during our stayRead more reviewsLocation:
excellent house had the perfect size and location that we needed for our 8 friends golf vacationgreat location very private and had everything you could possibly need for a great beach vacationgolf courses are very close as well as a local market and water sports rentals
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.
Accommodates: 12
Minimum Nights: 7
Refund Policy :
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.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to bookmark our articles, like local expert tips, receive great stories in your inbox, and follow writers and topics that you love.
Log in with Google ×