Monthly Stays
Come Live Like A Local On Hilton Head!
As a leading property management company, we recommend extending your stay on Hilton Head Island to a month or longer during the fall, winter, or spring seasons. Hilton Head offers a unique blend of tranquil beauty and a mild climate, making it an ideal retreat for those looking to escape the harsher weather found elsewhere.
Staying on Hilton Head Island for an extended period allows you to fully immerse yourself in the local culture and lifestyle. During the off-peak seasons, you'll experience less crowded beaches, more intimate encounters with wildlife, and the true laid-back essence of island life. Golf enthusiasts will find pristine courses with fewer players, providing a more leisurely and enjoyable game. Likewise, tennis & pickleball lovers can take advantage of the cooler temperatures and excellent facilities.
Our vacation rentals offer all the comforts of home, with the luxury of resort living. You can choose from a variety of properties, from oceanfront condos to secluded homes. Each rental is equipped with full kitchens, comfortable living spaces, and often private amenities like pools and hot tubs.
Book your extended stay on Hilton Head Island with us and discover a perfect blend of relaxation, recreation, and rejuvenation during the serene months of fall, winter, and spring. It's not just a getaway; it's a transformative experience. And remember, stays for 90 days or longer are tax exempt!
114 properties available
Indulge in the epitome of coastal living at this meticulously maintained 1-bedroom, 1.5-bath renovated villa in the prestigious Barrington Villas. Every aspect of this retreat has been thoughtfully curated to offer a blend of elegance and comfort, promising a vacation experience that exceeds expectations.
As you step inside, you\'re greeted by bea
You will love this charming three-bedroom, 2.5-bath, two-story home. Total renovations were finished in May 2021.
This home offers a wonderful layout that allows everyone to gather together and spread out. The first floor has a living room with a study area and a kitchen with a coffee bar. Just off the kitchen are a large family room and an amazin
5305 Hampton Place is a two-primary suite villa with stunning ocean views! There is a great bedroom separation, full of natural light, granite, and stainless-steel appliances. This unit is located on the 3rd floor and can be accessed via stairs or elevator.
This spacious, newly renovated oceanfront unit is located in Palmetto Dunes and is convenie
5305 Hampton Place
Indulge in the tranquility of coastal living with this exquisite 3-bedroom, 3-bathroom condominium nestled on the 3rd floor of Windsor Place. Offering stunning oceanfront views, this unit features an open floor plan, tasteful decor, and a fully equipped kitchen with stainless steel appliances and granite countertops.
Renovated to perfection, 308 W
Welcome to 466 Captain’s Walk! This beautiful oceanfront villa is just steps away from the beach.
This spacious 2nd floor villa has been completely renovated and offers full-length sliding glass doors opening to the private balcony in both the living room and master bedrooms, so you can sit back, relax, and enjoy the fabulous oceanfront views. Wit
466 Captains Walk
This two-story Fazio villa boasts peaceful golf course views and is perfect for a family vacation. With close proximity to the spectacular beaches of Palmetto Dunes with new furnishings, flooring and remodeled baths, and an oversized covered deck overlooking fairway views.
The living room features a 41-inch flat-screen TV, ample comfortable seati
26 Fazio Villas
Welcome to 2380 Lighthouse Tennis! This 3rd-floor villa is recently updated and places you just minutes outside of the world-famous Harbour Town. With 2 bedrooms and 2 bathrooms, this Sea Pines villa can sleep up to 4 people comfortably. The living room is illuminated with natural light and has a cozy sectional for guests to unwind on.
Enjoy your
Welcome to The Sandbox! Newly renovated and outlined with elegance in every detail, this 3-story oceanfront home is truly perfect for your next Hilton Head Island family getaway.
This home has an extremely open floor plan that allows an easy flow between the living room, kitchen, and dining area. The living room is well-appointed and spacious, an
9 Guscio Way
This stunning oceanfront 3-bedroom villa is situated within the highly sought-after Captain\'s Walk complex in Palmetto Dunes. Palmetto Dunes is a premier resort community known for its pristine beaches, lush golf courses, and picturesque surroundings. This villa offers a prime location right on the oceanfront, providing guests with breathtaking vi
401 Captains Walk
Please be advised that the Dune House Project is set to be updated between December 2023 and January 2024 and last up to 90 days. Dune House Lane and the parking lot will be reconfigured and repaved during this project to improve pedestrian safety and allow for a better flow of traffic. Moorings guests will have access to their respective parking a
This oceanfront stunner was built in 2019 and offers amazing views as well as direct access to the beach with a private boardwalk.
Walk into an amazing great room to unwind from a day out in the sun. The living room has two couches and two comfy chairs that lead out to the first balcony to soak in the picture-perfect view of the ocean. The kitche
103 Dune Lane
Welcome to 11 Junket! This oceanfront home is newly updated and offers direct access to the beach as well as an expansive outdoor entertainment area that is sure to be your favorite spot for summer days!
Upon entry, you walk into the home\'s sitting room, which has a dining table for 4 and comfortable seating that is perfect to unwind on over your
11 Junket
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