If you want to get away from the hustle and bustle of the city for a while, Hilton Head Island is a superb choice. You can start your trip by learning about the region at Coastal Discovery Museum where you can enjoy peaceful walks amidst lush greens too. If you are interested in the local history, you can visit Harbour Town Lighthouse which also provides excellent opportunities for photographers. If you are a golf enthusiast and want to explore courses with views, you can check out Harbour Town Golf Links or The Sea Pines Resort. When you are in the mood to simply unwind on the golden sands, you can head to Folly Field Beach Park, Burkes Beach, or Fish Haul Beach Park.
For a truly relaxing vacation, you can consider booking a long-term rental. Check out these top long-term rentals in Hilton Head Island, South Carolina, for a convenient stay.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on October 23, 2025.
1. Lost Tiki Lounge (from USD 1390)
With beautiful views of the ocean and access to a heated pool, this condo is an amazing choice for a getaway with your partner. It is very convenient for long stays as it comes with a stocked pantry, bath amenities, and cleaning essentials. Also, you can pack light as most of the beach equipment is already provided here including beach towels, beach chairs, a tent, and a backpack cooler.
You can also get a nice discount if you stay here for a month.
Hilton Head Island, South Carolina, United StatesSuperhost
Accommodates: 2
Top guest reviews
Host:
alli is a wonderful hostamazing place alli was such a great hostalli was a great host with timely responses and a very user-friendly check-in and check-out processalli was an amazing host easy to get a hold of and happy to helpali responded to all my messages in a timely manner best host everLocation:
super cute and great locationgreat location we really enjoyed our stayeasy check in everything you could need within walking distancebeautiful condo and great location on the beach stocked kitchen and basic pantry suppliesgreat place and convenient to many shops and foodCleanliness:
this was a very clean cozy place to stayvery clean comfortable bedding thanks againgreat location alli keeps the unit well stocked very clean and is lighting quick in responding to inquiriesthe property was spotless and felt like homethe accommodations were clean cozy and welcomingRead more reviewsAmenities & Room:
plenty of amenities and a great ocean view room from the balconygreat view overlooking the pool and beachthe unit was very nice with lots of extras especially in the kitchenMonthly discount: 35% off
2. Colorful apartment for families (from USD 460)
This colorful apartment offers jovial interiors, and it comes with many amenities that will make your long stay convenient. You can stay energized throughout the day with the coffee maker, and you can use the stackable washer and dryer for your laundry requirements. You can also use the baby safety gate to keep your kid safe, and they won’t be bothered by the sun on walks as there is an umbrella stroller. Besides that, other baby-friendly amenities such as children’s tableware, a high chair, and a cot are also available here.
This rental even offers discounts on monthly stays.
Hilton Head Island, South Carolina, United StatesAccommodates: 6
Top guest reviews
Host:
megan and kevin are wonderful hoststhe hosts were so responsive to all concernsmegan and kevin very responsive to any questions great place to call homevery courteous hosts who are quick to respond to any questions or concernsthe hosts were very responsive and helpfulLocation:
great location 10 minute walk to beachbeautiful shaded walk down the bike path to the beacha wonderful two-story condo within walking/biking distance to the beachlooks just like the pictures very cute with many great amenities and close proximity to restaurants and shoppingthoroughly enjoyed our stay here i think the location is perfectCleanliness:
very clean and accurately describedit was clean and as picturedwe loved the condo; it was very clean and beautifully updated and decoratedcomfortable and extremely cleanit’s clean and has lots of seating & spaceRead more reviewsAmenities & Room:
every bed was very comfortable 2 pools - both are a very short walkeven sending us a video on how to work the tv remote very comfortablethe beds were very comfortable and kitchen was well equippedspacious living area as well as extremely comfortable bedsMonthly discount: 20% off
3. Soothing rental with gym access (from USD 352)
If you like to stay fit even when on vacation, you will be excited to know that you will have access to a full gym when you stay at this rental with soothing interiors. Before going for your workout, you can easily make a hot cup as a coffee maker, coffee pods, and creamer are already provided. After your session, you can cool down with a relaxing soak in the shared pool. Other than that, there is also internet access available here for you to work remotely if staying here for a longer time.
You can book this rental for a month to avail of a discount.
Hilton Head Island, South Carolina, United StatesAccommodates: 6
Top guest reviews
Host:
joyce is a great hostjoyce is a great hostshe was hospitable & always came across as cheery & helpfulwonderful host and great condothis place was amazing and joyce is very friendly and informative with quick responsesLocation:
cute little place thats a short walk to the beach and restaurantsgreat place for our family perfect location and great spacegreat location and home definitely recommend to othersjoyce has a cute comfortable and convenient placewould definitely come back quick walk to beach and very peacefulCleanliness:
great space and very cleanthe place was very cleangreat place clean plenty of household suppliesher place is clean peaceful and invitingher place was exceptionally clean-especially for a beach home it was decorated in bright clean beachy themed decorRead more reviewsAmenities & Room:
the pools were nice and we loved having the food/bar options right on siteclose to the beach large pools perfect for familiescoffee was on hand and the apartment was spotlessoutstanding space this space is so cute cozy and convenientMonthly discount: 43% off
4. Quiet condo in a gated community (from USD 514)
You won’t need to worry about your safety as this condo is situated inside a gated community which also ensures a quiet ambiance. Once you wake up, you can head out for a morning walk on the sands as it is just minutes away from a public beach. When you feel more active, you can enjoy a game of tennis or swim a few laps in the big shared pool. Furthermore, there is free parking available on the premises for a truly stress-free vacation.
Keep in mind that this property offers a big discount on monthly bookings too.
Hilton Head Island, South Carolina, United StatesAccommodates: 4
Top guest reviews
Host:
sudheer was a great host and answered any questions we had almost immediately24 hour security friendly and helpful employeessudheer was very responsive to questionshe is extremely kind polite and responsivethe security people at the gate were friendly and welcomingLocation:
great location 5 min walk to beachgreat location and good experiencegreat location and easy access to everythinglocation was great quick walk to the beachgreat place close to everything from stores restaurants and beachCleanliness:
apartment was clean and quieteverything was clean and well stockedgreat communication and very clean/together when we arrivedwhile generally clean there were aspects that needed a bit more cleaningit was cleanRead more reviewsAmenities & Room:
it was awesome to have two bathrooms and a washer / dryer in unitthey have multiple pools and swings sets which is amazingthe community has 2 pools which was idealwell maintained property with great pools and awesome community room with table tennis and racquet ballthe property in beautiful shaded two pools and a short walk to the beachMonthly discount: 35% off
5. The Retreat at Broad Creek (from USD 1629)
This rental is an excellent choice if you want to go fishing on your own boat as parking for boat trailers is included without any additional charge. When you don’t feel like going out, you can sit in the enclosed backyard for an intimate time, or you can lounge on the comfy sofa by the fireplace on colder days. It will also be easy to cook your favorite dishes in the spacious kitchen that comes with full-size modern appliances. Additionally, this property provides all the bathing paraphernalia for your convenience.
Furthermore, you can take advantage of a big discount if you stay here for a month.
Hilton Head Island, South Carolina, United StatesAccommodates: 4
Top guest reviews
Host:
this was a great spot for a great price and kelly was extremely communicativewe believe the location is great and the hosts are excellentLocation:
it was the perfect size for our weekend getaway and the location is close to everythingwhat a fantastic place to relax and unwindCleanliness:
modern touches and spotlessly cleanvery nice peaceful clean placeeverything in the house was sparkling clean and we were able to see how much kelly caresit looks like it’s been remodeled recently and was very cleanmost importantly it's so clean the difference is truly in the detailsRead more reviewsAmenities & Room:
the rooms were plenty big to have the pack and play as wellthe retreat at hilton head was quiet and so comfortableMonthly discount: 25% off
6. Apartment with barbecue facilites (from USD 584)
As this apartment has a keyless entry, you won’t have to remember to keep your key safe every time you go to the beach, which is just steps away. Also, if you wish to enjoy activities within the gated community that this property is in, you can play a game of tennis or dive into one of the two pools. When you feel hungry after all the action, you can go to the grill area and have a fun cookout. The free laundry facilities available in the apartment ensure you a convenient stay.
Additionally, you can book this rental for a month to benefit from a sweet discount.
Hilton Head Island, South Carolina, United StatesAccommodates: 4
Top guest reviews
Host:
the host made our visit very easyeveryone we met was friendlythe host immediately agreed with our request which helped us in great timewe are airbnb super hosts and came with high expectationsthe host has thought of everything you might need to enjoy a special vacationLocation:
the location was perfectgreat place and location on the islandgreat location steps to the beachperfect condo with a perfect location great pools close to the beachi highly recommend taking the short walk to historic mitchellville parkCleanliness:
place was clean and comfortableunit was clean and comfortably furnishedplace was clean and very comfortablegreat value and very clean propertyit is a very clean and inviting spaceRead more reviewsAmenities & Room:
two nice poolsi enjoyed the view from the 3rd floor aptwe loved the enclosed balcony and appreciated all the ceiling fansthe unit is well stocked for the coffee lover and the kitchen well equippedi really liked the natural beach and the kids had a blast at the poolMonthly discount: 33% off
7. Spacious apartment at a resort (from USD 896)
If you enjoy a variety of amenities, you will love staying at this spacious apartment located at Hilton Head Resort. Here, you can start your day with a refreshing swim in any of the two outdoor pools or the indoor pool. You can also simply unwind in the communal hot tub, or you can sweat it out in the sauna. Furthermore, end your evening with a nice stroll on the sand as you can avail of a private beach area with this apartment.
Book this property for a month and get a monthly discount on your stay here as well.
Hilton Head Island, South Carolina, United StatesAccommodates: 6
Top guest reviews
Host:
selina was the perfect hostshe was very responsive to questions and the staff were friendly as welljen was a great hostjen was super helpful with any questions we hadthe staff at the resort was friendly and helpful as wellLocation:
location was perfectthe place was decorated so cute and was located very conveniently close to everythinggood location and a good value for the moneythe location was great and suited us perfectly for our stay in hhithe location is ideal with the beach just a short walk down the boardwalkCleanliness:
great condo cozy and cleanvery clean and tidy when we arrivedthe condo was super cleanjen's condo was super clean and very nicely decoratedthis spot was fantastic very cleanRead more reviewsAmenities & Room:
there was wifi tvs in each room nicely decorated and renovatedthe rooms are spacious and the screened balcony was a great touchthe movies and access to the online tv was wonderfulthere is an indoor and an outdoor pool that we really enjoyedthe beds were very comfortableMonthly discount: 35% off
8. Shipyard Cottage (from USD 468)
This property is an excellent choice for outdoor lovers as it provides access to lots of amenities and games. You can use the private beach access whenever you wish to spend some time on the sands, and you can also head to the beach club that offers an amazing golf course, eateries, and biking trails. On a lazy afternoon, you can unwind on the patio and take in views of the lush surroundings, or you can grab a book from the shelves and relax indoors.
In case you book this place for a month, you can avail of a monthly discount too.
Hilton Head Island, South Carolina, United StatesAccommodates: 6
Top guest reviews
Host:
alex was a wonderful hostalex was very helpfulalex was an excellent hostthey are really a wonderful hoststhe hosts were great communicatorsLocation:
the location is greatvery comfortable and great locationthe location is close to all major shops and great diningwas a great locationgreat place to stay cute quiet areaCleanliness:
the townhouse was very clean and comfortablecleanliness was exceptional which was much appreciatedthe first thing we noticed was how clean everything wasthe unit itself is clean well maintained and looks just as picturedso pretty awesome area and so clean everytime we walked in the door it smelled beautifulRead more reviewsAmenities & Room:
the wifi is good in all areas of the cottagethe cottage has everything we could possibly need to make us comfortablewe loved alex’s place and had a great stay very comfortable beds and sheets
9. Bright apartment with views (from USD 527)
Glass doors and several windows make this apartment radiant, while its white interiors make it feel even more spacious and airy. You can start your morning on a high note by catching the sunrise from the balcony. Moreover, you can relax throughout the day by watching the waves break. For guests’ convenience, the hosts have stocked the kitchen and the bathroom with all the essentials as well as plenty of fresh towels that will make you feel right at home. As an added bonus, this home features a separate workspace and free internet access, so you can work here efficiently.
To benefit from a nice monthly discount, you can book this rental for a month.
Hilton Head Island, South Carolina, United StatesAccommodates: 2
Top guest reviews
Host:
she was responsible and helpfulfriendly accommodating hostwonderful stay and responsive hostthe host did an incredible job at helping me feel comfortable and at home during my stayrebecca offered great suggestions and was immediately responsive to questionsLocation:
easy beach access and central location on the islandfantastic location - restaurants and shops within easy walkthe beach offers miles of a beautiful walkable beachwalkable to shops and very easy access to the beachthe location is perfect can't wait to come back againCleanliness:
very clean and well kept propertyit was spotlessly clean and beautifully updatedthe condo was clean orderly and beautifulvery clean room with everything we neededthe condo is very cleanRead more reviewsAmenities & Room:
the kitchen and bathroom were fully equipped and very usefulstocked well comfortable for 2 adultsthere is also a nice pool areathe bed was comfortable and the kitchen was well stocked
10. Beach Pray Love (from USD 183)
If you like walks with views, you will love the boardwalk here that features gorgeous vistas of the lagoon. Additionally, you can spend serene moments by yourself at the private pier, or forget about your daily stresses by relaxing in the shared hot tub. In the evenings, you can watch romantic sunsets on the beach with your partner, and the hosts will also provide a picnic basket for your convenience. However, the fully functional kitchen is also at your disposal if you want to surprise your loved ones with their favorite meals.
The property offers discounts on month-long stays too.
Hilton Head Island, South Carolina, United StatesAccommodates: 5
Top guest reviews
Host:
the owners are very responsivejulie and vita were very responsive to any questions we hadif you are looking for a place to stay with honest and hospitable owners this is the placeLocation:
great location super close to the beachgreat location and great valuegreat location and great spaceit is a great locationnicely priced and a good location to surrounding thingsCleanliness:
julie and vita's condo was clean and smelled amazingnice clean place with beach amenitiespros: the condo was very clean and was within walking distance to the beach which was nicecute place very clean my daughter and i stayed for a two night getawayRead more reviewsAmenities & Room:
my boys and i enjoyed the condo complex the pools and the easy beach accessthe pools were lovely and the grounds were well kept- when the tide starts receding it creates tide pools which are nice for smaller childrenMonthly discount: 25% off
De-stress on the sands in Hilton Head Island
With serene stretches of the beach, Hilton Head Island is an excellent destination for a relaxing time on the sands. Book one of these top long-term rentals for a comfortable stay.
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