Hilton Head Island is one of the most pristine destinations in South Carolina. Its sandy beaches such as the one at Coligny Beach Park are a favorite among its visitors. It’s also known for its golf courses such as Harbour Town Golf Links and Oyster Reef Golf Club. Miniature golf is an option if you want casual entertainment. Nature enthusiasts, meanwhile, have various attractions that await their exploration, including the Pinckney Island National Wildlife Refuge and Sea Pines Forest Preserve. Hiking and biking trails are aplenty as well. Travelers who prefer adventures can also take their pick from the number of museums, restaurants, and shops that dot the island. There are plenty of things to see and do in the area, so give yourself time to see everything by staying for a month. Check out the best monthly rentals in Hilton Head Island, South Carolina, for great stays.
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 April 13, 2024.
1. Stylish beachside condo (from USD 120)
Located right by the beach, this rental is furnished with every amenity that guests may need. If you’re traveling with kids, you will appreciate the fact that a crib, children’s dinnerware, books, and toys are provided by the host. The kitchen is well equipped and stocked so you can prepare your meals with no issues. The unit has laundry facilities as well.
Besides giving you direct access to the beach, you will also be able to have shared access to a swimming pool and a hot tub. A discount is applicable if you if you stay here for a month.
Top guest reviews
Amenities & Room:
plenty of space and comfy beds great little coffee nook for morning coffeethe big screen tvs were great for netflix and the for the kids to play their video gamesthis place is absolutely gorgeous and it has comfy furniture and a great kitchencondo itself was perfect for a family from the bunk beds to the games to playCleanliness:
beautifully furnished clean bright and comfortablethis place was beautiful and cleanthis place is perfect absolutely spotlessly clean and beautifully decoratedthe condo was clean well stocked and everything was in good working conditionmy family and i had a great time here very clean with modern updates everywhereHost:
lesley is a wonderful host and she made herself available whenever we had questionslesley was incredibly responsive to all of my questionsthe owners went out of their way to make everything easy and welcomingthe host was also super great about communication and answering any questions very quickly would definitely stay againgorgeous space to enjoy the beach lesley was so attentive and wonderfulRead more reviewsLocation:
beautiful condo in a great locationexcellent location to the beach and easy access to the rest of hilton head island
2. Centrally located villa (from USD 84)
This villa is in a central location, putting you within a convenient walk from the beach. You will also be a short stroll away from several restaurants and a bar, as well as various other entertainment spots. The rental itself is fully furnished and comes with several amenities, including paid laundry facilities. You are welcome to use the shared pool during your stay.
You can get a large discount if you book this property for a month.
Top guest reviews
Amenities & Room:
i loved seeing the pool from the balconybeds were very comfortablewe felt very comfortable and had no issues whatsoeverbeds are super comfortable kitchen well stocked and plenty of room for 4 adultsexcellent location the condo faces the pool and not the parking lot which was niceCleanliness:
the condo was cleaneverything was clean and well organizedthe place was very cleanexpect a clean comfortable and very convenient rentalthe condo was clean and the inside looked just like the picturesHost:
the host was very responsive with our questions we had for himsteve was very helpful and quick to answer any questions we hadhost was flexible with a request regarding check-in which we appreciatedRead more reviewsLocation:
great condo close to beachgreat location everything we needed was within walking distancegreat location easy walk to the beach and shopping areagreat location close to beach shops and restaurants all within in walking distancethe location of this stay is fantastic
3. Ranch-style house in Hilton Head Plantation (from USD 420)
This beautiful home, which offers guests a large monthly discount, comes with its own swimming pool and hot tub. The rental has a kitchen and laundry facilities.
This rental puts you just 10 minutes away from Folly Field Beach. Golf enthusiasts will love the fact that this property has easy access to four golf courses, all of which are located within the plantation.
Top guest reviews
Amenities & Room:
great property; lovely amenities and very comfortable for a familywe had the pool and hot tub heated and it was greatheater will be nice for the futureplenty of closet space and a super sized kitchen with all the fixings to prepare big family mealsgreat house pool and hot tub were great too great walking and biking paths and many amenities close byCleanliness:
everything was cleanclean great condition and great poolpamela's home is spotlessly clean and absolutely beautifulhouse is just as described very clean and fresh and well maintained in beautiful surroundingslots of space and cleanHost:
the host was responsive and availablepamela was a wonderful host and replied to our questions immediately (even on a holiday )pamela was very quick to respond and helpful with any questions we hadthank you to the hosts we will be back for sureowners were super responsive and helpful when any issues aroseRead more reviewsLocation:
a great place to be for the summerlagerheads restaurant is in close walking distance of the house and many other restaurants within an easy drivewe also loved the private and exclusive locationthe house is in a very quiet neighborhood and the grounds are beautifully maintainedwe would highly recommend this location it was truly spotless and met all of our vacation needs
4. Cute newly renovated home (from USD 325)
This rental offers guests a decent monthly discount, but this isn’t the only perk that this property has to offer. This cute home allows guests to feel that they’re staying in a private resort, especially since it offers access to a private pool, cabana, and an outdoor dining area, complete with a grill.
The closest beach is just a short walk away from the property. The rental comes with an outdoor shower so you don’t have to worry about bringing sand into the house.
Top guest reviews
Amenities & Room:
the nice heated pool helped top off the staythe heated pool was wonderfulthe heated pool was amazingrick and denise were easily reachable if necessary and provided a comfortable stay while we were in hhthe primary highlight is the heated saltwater pool which was amazingCleanliness:
the house was so clean & cozywe also appreciated how clean the house wasimmaculate nice big yard was serviced while thereHost:
rick & denise are amazing hostsgracious hosts beautifully maintained and furnishedfresh flowers and a kind note greeted usevery bit as perfect as described great hosts our new favorite vacation spotthey are very generous and gracious hosts we would definitely return and hope to do soRead more reviewsLocation:
great house in a perfect location close to beach shopping and diningnice house in a wonderful locationlocation and proximity to the beach is perfectsuper close to the beach and in a great neighborhoodgreat location right by the beach
5. Cozy condo with access to resort amenities (from USD 140)
Hilton Head Island may be full of attractions, but this rental can tempt you to stay within the property throughout the entire month that you’re here. You will not only get access to the unit, but you will also be able to use the shared facilities, which include tennis courts, a fitness center, an indoor pool, a hot tub, and a sauna. Bikes are available for rent, convenient if you want to do some exploring. The beach is accessible on foot, and there’s a bar and deli onsite if you want to grab food or drinks.
You can enjoy a monthly discount if you book this property.
Top guest reviews
Amenities & Room:
beautiful beach nice poolsused both outdoor pools and they were greatthe pools and tennis courts were well-maintained and invitingthe pools were sparkling and the boardwalk to the beach was a nice strollthe airbnb had plenty of space and we were perfectly comfortableCleanliness:
very clean and nicely appointedclean condo and very comfortablethe condo is clean and updatedunit was very clean and well organizedgreat place and very cleanHost:
the host was super friendlythis place was the cutest the owner was very quick with responses whenever i needed help or questionsthe host was just amazing and the place was awesome and cozyeric was an amazing hosteric was a great host would recommend him to anyoneRead more reviewsLocation:
great location close to everythingwe love this condo and locationits a wonderful place in the perfect locationit's in a great location toothe location was great the boardwalk wasn’t far from the room and not a far walk to the beach
6. Homey and well-appointed condo (from USD 125)
This rental is located in Hilton Head Resort, and booking it allows you to use the on-site facilities, including the shared swimming pool and hot tub. The building where the unit is located also features a garden, where you’re welcome to hang out. You can traverse the boardwalk to get to and from the beach.
You can save on rent with the discounts available for monthly stays. Weekly discounts are offered here as well. Beach gear is provided to add to your fun under the sun.
Top guest reviews
Amenities & Room:
the resort had nice amenities like an indoor track sauna pool exercise room and tennis courtsbedrooms are comfortable and there is a small balcony off the master bedroomsteven’s condo is super-cute and comfortable and looks exactly like the photosthe stay was wonderful this cozy condo was just the right amount of space we needed for our tripbed where very comfortable and plenty of spaceCleanliness:
the condo was very clean and cozybeautiful condo clean and comfythe condo was clean and comfybeautifully decorated; clean and very comfortablethe apartment was clean and well decoratedHost:
steven was a perfect hoststeven was a great hostthe beach cart was also very helpfulsteven was also a fantastic host always checking in and even provided us with his favorite restaurant optionsmost importantly great host :)Read more reviewsLocation:
the location was the best partwe also appreciated the location of building 2very cute and easy to get to space close to beach easy access to everything we neededsuper convenient to get to the beach shopping and restaurantsgreat location with transportation to the beach front
7. Charming apartment in a historic neighborhood (from USD 185)
This two-level rental is located in a historic neighborhood and is just a short way away from some restaurants and local attractions. The well-equipped unit includes child-friendly amenities such as a travel crib, children’s dinnerware, and some books and toys. Baby safety gates are also provided to keep them from accessing the stairs. The outdoor area features a grill, a fire pit, and a dining area so you can hang out there even when it gets dark.
This property offers free parking for boat trailers. You can save large if you book this property for a month.
Top guest reviews
Amenities & Room:
the rooms were plenty big to have the pack and play as wellthe retreat at hilton head was quiet and so comfortableCleanliness:
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 detailsHost:
this was a great spot for a great price and kelly was extremely communicativewe believe the location is great and the hosts are excellentRead more reviewsLocation:
it was the perfect size for our weekend getaway and the location is close to everythingwhat a fantastic place to relax and unwindMonthly discount: 25% off
8. Bright and colorful condo with access to pools (from USD 129)
This condo, which lets you enjoy a monthly discount, doesn’t just provide accommodation, but it also offers an experience. Not only will you be close to the beach, but you will also be able to take your pick from three swimming pools.
If you prefer dryer adventures, you can play a few rounds of tennis on the property or rent one of the bikes to explore the surrounding area.
Top guest reviews
Amenities & 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 bedsCleanliness:
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 & spaceHost:
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 helpfulRead more reviewsLocation:
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 perfectMonthly discount: 20% off
9. Oceanfront condo with amazing views (from USD 88)
This oceanfront rental allows you to enjoy views of the water right from the property’s balcony. However, you don’t have to just see it from afar: you need only take a short walk to have fun in the water. This property is also within walking distance of local shops and restaurants.
You are welcome to use the shared pool and grilling area during your stay. A monthly discount is offered to guests booking this property.
Top guest reviews
Amenities & Room:
the condo is a great size with a bed and a pullout sofaCleanliness:
very clean and comfortablecondo was comfortable and clean and had everything we needednice cozy & clean place to stayvery clean condo and hospitable hostvery clean and relaxing oceanside spot for 2 peopleHost:
great hosts alsogreat stay host has quick response time for reservation and any questions you havedave and barb were gracious and helpful hostshost was beyond five star will be back again thank youthe owners were easy to communicate with the outside patio area is wonderfulRead more reviewsLocation:
great location with walking distance to coligny square restaurants and shopsexcellent condo in a perfect locationit is an excellent locationgreat place to stay close to many shops and eating optionsthis is a great location and i enjoyed it very much
10. Spacious townhouse in Sea Pines Resort (from USD 165)
This rental sits close to the South Beach Marina in Sea Pines Resort. Providing guests with breathtaking views of Braddock Cove, this fully furnished rental puts you within a short walk away from shops and restaurants. A shared pool is also open to guests. Want to try your hand at fishing? You can do so on the dock.
Monthly discounts are provided for stays on this property.
Top guest reviews
Cleanliness:
it was clean well equipped and spaciousthe place was bright clean and equippedthe condo was very clean and the location is excellentgreat location clean and spacioushome was beautiful and so cleanHost:
patti is a fantastic hostgreat place great hostpatti is an excellent hostpatti is a gracious host and easy to communicate withpatti was an excellent host with quick repliesRead more reviewsLocation:
perfect location for usa fantastic house and even better locationgreat location great accommodations and def will come backwe were close to the beach and other fun activitiesthe kitchen has everything you need and the location is super bike rentals were right next door
See the best of what Hilton Head Island has to offer
Hilton Head Island is one of the most popular destinations in South Carolina, and with good reason. It has attractions that appeal to a wide variety of interests. Book one of the above rentals if you want to spend an extended holiday on the island to give yourself time to see what all the area has to offer.
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