If you’re looking for a great place to spend the winter, Hilton Head Island in South Carolina is exactly what you’re looking for. The area boasts a subtropical climate and the weather is comfortable enough during the day.
There are plenty of beaches here with spectacular seascape views. After a fun day out in the sun, you can head to one of the many great restaurants in the town for a fulfilling meal. Adventure Hilton Head park offers the perfect place for adults to have a fun and active day.
If you’re planning a short vacation here, read on for the best short-term rentals in Hilton Head Island, South Carolina, for suitable accommodation options.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and short-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 24, 2025.
1. Spacious home with a fireplace (from USD 550)
Spend your holiday in this renovated four-bedroom home located within a few minutes’ drive of Sea Pines Beach Club, Harbor Town Yacht Club, and the golf course. Designed for maximum relaxation, the house sports an open floor plan that extends to an updated kitchen complete with new appliances. The bedrooms are fitted with comfortable beds and a private bathroom. A fireplace has been built to ward off the chill during the winter, and an air conditioner has been installed for the warm months. Guests have free access to cable TV and high-speed internet.
Feel free to inquire about the weekly discount if you’re planning to stay for at least seven days.
Top guest reviews
Host:
both ann and her delightful dad are super hospitablegood communication with owner’s dadhe came over and greeted us and gave us details and recommendations which was very helpfulLocation:
great location and well maintained homeit was in a great location for accessing sea pines on bikes or with the carthis was by far the best location and accommodationshouse was in a great location and was spotlesswe saw 4 bucks walking around and 2 gators in the lake so be wiseCleanliness:
the house was very spacious clean and updatedand clean which is even more important in this day and timeproperty was very clean and had plenty of pots and pans for cookingRead more reviewsAmenities & Room:
the house was very well equipped and had a high end kitchenthe kitchen was well stocked and the eating area was very relaxing
2. Elegant beachfront villa (from USD 203)
Chill out with a great oceanside view from this villa inside the Hilton Head Beach and Tennis Resort. Guests have the luxury of choosing to swim in either the open ocean or the swimming pool. You won’t get bored here as there are tennis courts, a fitness center, a playground, a bar, and an amazing restaurant in the complex.
The villa can house up to six people and has a well-stocked kitchen and a balcony with fantastic views. The round-the-clock security assures guests of their safety, and high-speed internet and cable TV are available for guests to use at their discretion. Weekly discounts are available here.
Top guest reviews
Host:
Clean cozy and a awesome owner to work with If you happen to have an issue he responds very quicklyThe owner was quick to respondRoom was very nice and well decoratedI very much appreciated the owner's willingness to have some medications that I left behind mailed to meWe enjoyed the beach and the very large pool (my wife more than me)Location:
The resort is in a very convenient location to stores restaurantsthe pool and the complex restaurants were great easy walk to the beachand it was very easy to get around the islandso many restaurants loved One Hot Mama's the owner Orchard Paulmier is on the next food "STAR" on the Food networkThere were starter paper and soap supplies--we took advantage of the dollar store nearby to stock up on necessities for the rest of our stayCleanliness:
Tennis courts were awesome and bike trails beautifulQuaint and clean unit with easy access to beach and poolRead more reviewsAmenities & Room:
We appreciated the wi-fi and the cable TVthe bed was comfy and we enjoyed our stayThere was plenty of storage spacei e - new carpeting and some paint on the ceiling in the kitchen/dining area as examplesMy wife and I found the bed to be very comfortable
3. Quiet villa with access to a semi-private beach (from USD 227)
Savor the peace and quiet in this well-kept two-bedroom villa. Set near a semi-private beach, this rental features serene views of the marsh and lagoons. The beach is a short walk away.
Visitors who wish to remain within the walls of the villa have full access to the balcony from where they can enjoy the views. The accommodation also offers access to WiFi. There are tennis courts, swimming pools, a hot tub, and a fitness center on the resort property for your enjoyment. The place offers a discount on rent which guests can avail of if they plan on staying at least seven days.
Top guest reviews
Host:
the property owner was very responsive and took care of issues as they occurredowners were very responsive and property was cleanLocation:
the location was great but if we go back i will probably stay somewhere elsea little dated but comfortable and a good location to all that is in hilton headthis place is easily accessible and great to get to in the resortour girls enjoyed the indoor pool and walking around the groundsCleanliness:
the condo was nice and cleanthis home is exactly as advertised - clean beachy comfortableRead more reviewsAmenities & Room:
the pool heated sauna and hot tub was very nicei will say that the unit is slightly outdated definitely needs some updating (bathrooms specifically)the beds were comfortable minus some very small pillows (glad we brought our own)
4. Cozy two-bedroom condo (from USD 227)
Situated in the South Forest Beach area, this comfortable two-bedroom condo is just a short walk away from Coligny Plaza Shopping Center. The house was built without stairs in consideration of retirees and people with mobility issues. The rental has a beach cart, toys, and umbrellas so that visitors can hang out and have fun by the water’s edge. The well-fitted kitchen allows you to churn out meals to keep everybody full. Entertainment is provided by the internet connection and large flat-screen TVs.
A discount is offered if you plan on staying for at least seven days.
Top guest reviews
Host:
owners were helpful and responsivethe owners were also very friendly and responsivethe host was very easy to communicate with and extremely helpfulquick and easy communication with the ownerLocation:
this condo has a perfect locationcomfortable condo close to everything and my other family that was staying close byit's in a perfect location close to several beach access points shopping bike path restaurants etcgreat location comfortable beds well stocked kitchenwas a perfect location for our pet as wellRead more reviewsCleanliness:
clean and homey condocondo was clean nicely furnished and convenientthe townhome/condo was very clean had everything we needed(just like the picturesthe place was clean and fresh nothing fancy but very comfortablethe condo was super clean and really presented itself well upon arrival
5. Captivating condo near the beach (from USD 154)
Sitting by the water’s edge, this one-bedroom condo with its own patio is a great place to relax. There are activity and game areas aplenty within walking distance, including tennis and basketball courts, a fitness center, and fishing lagoons, as the rental is situated within Island Club Resort.
The condo is equipped with a full kitchen where visitors can make their own meals. The king-sized bed stands ready to receive you and lull you to a restful slumber after a long day spent having fun in the sun. Take advantage of the weekly discount while staying here.
Top guest reviews
Host:
owner was very helpful kind and accommodatingthe beach wagon and extras were so nice owner was greati highly recommend this hostthe owner has thought of everything for your comfortyulia is an incredible host and makes sure that her guests are very well taken care ofLocation:
great location and very family friendlywe enjoyed just a short walk to the beachfrom arriving to leaving this was a great experience the location was easy to get to off hwy 278Cleanliness:
it is a clean centrally located condo on the islandaffordable clean close to beach amazing pool area nice neighborhoodRead more reviewsAmenities & Room:
there are four comfortable balcony chairs
6. St. Andrews Villa (from USD 210)
This freshly kitted villa is a pleasant place to spend a short holiday. Located in the famed Palmetto Dunes area, the rental offers easy access to a swimming pool and the beach. For the more outdoorsy guests, there are three world-class golf courses and about two dozen tennis courts nearby. Kayak and bike rental services are available for those yearning to explore the area.
The rental is fitted with new appliances and furniture, including a queen-sized bed which guarantees a restful sleep. The upstairs bedroom has two single beds, perfect for accommodating the kids. You’ll qualify for a discount if you stay here for a week.
Top guest reviews
Host:
great host who answered all my questions promptlythank you to the owners of this property for a great visitLocation:
great location nicely appointed comfortable place to stayan easy walk or drive to so many activitiesgreat location able to use bike trails to easily get to all destinationslocation is fine as palmetto dunes community is very niceCleanliness:
very clean well stocked condoit was clean comfortable attractiveunit was very clean and a good valueplace was very clean and we enjoyed our stayRead more reviewsAmenities & Room:
the kitchen is well equipped and the furnishings are lovelyexcessively loud/vibrating bathroom fan needs to be replaced
7. Pleasant villa in Port Royal Plantation (from USD 259)
Enjoy the spectacular view overlooking a lagoon from this freshly remodeled two-bedroom villa. It offers round-the-clock shuttle access to The Westin Hilton Head Island Resort & Spa, golf courses, and the beach.
The rental is set right next to the pool, hot tub, and outdoor grilling area. Guests who book at the villa can take advantage of the tennis and golf package and use all the amenities at the Westin Resort and Spa, which includes four pools, a fitness center, bars, and the spa. A weekly discount is available for guests staying here.
Top guest reviews
Host:
lynn told us everything we needed to know and we a great hostshe was very helpful with letting us know the best way to navigate our triphost lynn was very good and quick to respond and provide informationlynn is an amazing host who went above and beyond to ensure that our stay was perfectLocation:
the location was perfectnice quiet location we will likely be backwe loved staying here great location as it is super close to the beachthe location was perfect for sight seeing restaurants and shopping at tanger outlet thanks againthis condo was great above our expectations so close to the beach pool right outside your back doorCleanliness:
very nice condo clean and well decoratedvery clean and spacious and comfortable for two couplesthe place was clean and very enjoyableclean condo and easy to communicate with lynnthe place was exactly as we expected and so cleanRead more reviewsAmenities & Room:
westin amenities (pool beach access food) were better than expectedgreat spacious two bedroom condo with easy access to the pool and views of the golf coursespacious interior comfortable bedrooms large bathrooms full kitchenwhile i didn't swim i did sit poolside with my daughter and it was quiet and enjoyableit was nice to have room to spread out and to cook
8. Roomy home near the beach (from USD 253)
Escape from the daily grind and recharge your batteries in this roomy villa within the Queen’s Grant area in Palmetto Dunes. One of the best beaches on the island is within a few minutes walk from the property.
The house itself has plenty of room and can comfortably accommodate up to five guests. The living room is ample enough to host the entire group with its all-new recliners and large flat-screen TV. The well-equipped kitchen will come in handy for preparing elaborate meals. Both bedrooms come with a king-sized bed and their own cable TV. If you’re planning on staying at least seven days, you can avail of the discounts on rent.
Top guest reviews
Host:
lucy was an excellent hostlucy was very responsive to my questions before and during our staylucy is an excellent host and she will take great care of youlucy was very responsive to the minor issues we hadlucy was also very responsive and helpful with communicationLocation:
the location was also greatgreat location and walkable to beachgreat place and great locationthis is a wonderful condo with a great location in queen’s grantthe condo was really in the perfect locationCleanliness:
the house was very clean and roomythe place was very large and very cleanotherwise the place was cleanthe place was nice and cleanwe had no issues getting in and and found it to be very clean and very comfortableRead more reviewsAmenities & Room:
villa has all the amenities needed for a comfortable staythe condo was lovely and very comfortablethe kitchen was well-equipped the living room was comfortable and the bedrooms were spaciouseasy in easy out great restaurants shopping and easy quick access to the pools and beachlarge comfortable beds really spacious main living area
9. Mariner's Way Retreat (from USD 296)
Take a load off in this freshly updated gorgeous space perched in the beautiful neighborhood of Harbour Town. The entire villa, including the kitchen, has been renovated and housekeeping services here are assiduous in making sure every surface is germ free. The master bedroom is fitted with a king-sized bed and the other bedroom has a queen-sized bed and a single bed to ensure that everyone can get a restful sleep after a day of adventure. The community’s free trolley stops next door so guests can easily get to the beach club.
Take advantage of the weekly discount if you plan on staying at least seven days.
Top guest reviews
Host:
host is the bestthe host was so kind and gracioushost is most helpful and offers great tipsour host was great and provided terrific servicekimarie was a great host she always responded very quickly to questions i asked prior to our stayLocation:
great place close to everythingthis is a great location it is conveniently located within walking distance to many restaurants and shoppingthe location is central and it was an easy walk to many shops and restaurantsthe location was perfect for what we neededgreat condo in a superb location we really enjoyed our stayRead more reviewsCleanliness:
very clean great communication and our trip was amazing thanks to the hostgreat - clean- spacious villa i recommend this place as it is convenient - plenty of room and cleanthe condo is clean and in a great locationthe condo itself is very clean and centrally located in harbour springsplace was squeaky clean and fully equipped
10. Gorgeous pet-friendly villa
Enjoy a refreshing break in this newly furnished two-bedroom villa. This rental is situated inside the Tree Top Ocean Breeze complex and is near the tennis court, swimming pool, and beach. Pets are allowed on the premises.
Outdoor activities such as kayaking, biking, dolphin watching, and more are all easily accessible from the property. Guests who prefer to stay indoors may use the cable TV or high-speed Wi-Fi to entertain themselves. The place has a weekly discount, so it’s perfect for a short holiday.
Hilton Head Island, South Carolina, United States
Top guest reviews
Host:
i had a couple of questions and the owner was attentive and kindbeautiful home and attentive hostenjoyed our stay at this beautiful villa host very attentive and helpfulowners were extremely helpful and responsive would highly recommendLocation:
quiet location with comfortable bedsgreat location for our first trip to hhieverything was very close by and was easy access to the beachgreat location well maintained had everything we needed for our tripextremely clean and well appointed great location…will definitely reserve in the futureCleanliness:
the condo is always very clean as wellwe found the condo to be clean nicely furnished and well equippedit was very clean easy to find and homeythe condo was extremely clean and stocked with anything we could have neededthe villa was impeccably clean and very well appointed with everything we could have needed for our stayRead more reviewsAmenities & Room:
our kids also really enjoyed the proximity of the neighborhood pools
Plan a short getaway in Hilton Head Island
Indulge in the fantastic seascapes and serene lifestyle of Hilton Head Island. Frolic and play on peaceful beaches, championship golf courses, and world-class tennis courts of the town. Book your stay in any of the above short-term rentals in Hilton Head Island, South Carolina, for a great vacation.
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