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!
107 properties available
"Fairway Palms" is a low-country gem. It is in a lovely private setting in Sea Pines, in the coveted Harbour Town neighborhood. The home is uniquely situated on the 8th fairway of Harbour Town Golf Links, surrounded by two beautiful lagoons. Expansive views wrap around the property of this gorgeous, totally remodeled 3 bedroom, 3.5 bath home.
Walk
21 Heritage | Fairway Palms
Welcome to the 16 Ocean Club! Ocean Club is an oceanfront complex in South Forest Beach.
This villa has plenty of space to move around. Walk into the first floor, where you have the kitchen, dining room, and living room leading out to a small patio. The living room has a small desk space, perfect for any last-minute work that needs to get done. T
Welcome to 12 Cassina Lane! This oceanfront stunner is located in South Forest Beach to offer panoramic ocean views and places you only minutes away from fun at Coligny Plaza.
Upon entry, you walk into the first-floor great room of the home, which consists of a living room, kitchenette, and dining area. The living room has plenty of seating around
12 Cassina Lane
Welcome to 3322 Lake Forest. This beautiful villa is perfect for relaxing and unwinding. The spacious great room features vaulted ceilings and unbelievable nature and water views.
Walk into this beautifully decorated villa and be greeted by lagoon views. The kitchen was recently updated with granite countertops, white cabinets, and a stone backsp
This spacious 3-bedroom, 2-bathroom top-floor Bluff villa is perfect for a larger family, with an open floorplan and one of the largest living spaces found in any Sea Pines villa. With six beds and room for up to two children on the sleeper sofa, this unit has everything you need for a wonderful Sea Pines vacation. The unit has a large, fully stock
Enjoy endless coastline views from this corner villa on the fifth-floor face of the Windsor Court South building in Palmetto Dunes. Take in breathtaking panoramic views from the screened porch or one of the many balconies that can be found off the living room, dining room, main bedroom, and the second guest bedroom!
Entering this lovely villa the
3507 Windsor Court South
Looking for the perfect vacation retreat? You’ve come to the right spot!
This home is completely renovated! The inside of the home has new floors, new light fixtures, a new stairway, a newly updated kitchen with stainless appliances, a new laundry room, and new bathrooms with updated tile and fixtures. It is bright and contemporary, with professi
57 North Sea Pines
Lots of natural light shines throughout this 2-bedroom, 2-bathroom villa, just steps away from the Salty Dog.
You’ll love the recently renovated kitchen, which is located just off the foyer. All overlooking the open-concept living and dining room and out to the Calibogue Sound.
The master bedroom consists of a king bed, a walk-in closet, and an
This renovated 3-bedroom, 3-bath townhome features quartz countertops, soft-close cabinets, glass tile backsplash, LVP flooring, smooth ceilings, stunning tile showers, all new lighting, and new stainless steel appliances in the fully stocked gourmet kitchen.
The open-concept family room features an oversized sectional couch and two plush armchair
283 Turnberry Villas
Welcome to 9 Flamingo Street in the charming town of Hilton Head! This stunning rental home offers a picturesque and convenient location, perfect for creating unforgettable vacation memories. This two-story retreat is designed for groups, with a private pool, a huge outdoor dining table, and five bedrooms with multiple bunk options. Spread out betw
Single-level home with 3 bedrooms and a short walk to the beach! Enjoy close access to the beach in this fully renovated coastal chic ranch home with a hot tub and private outdoor shower! All-new kitchens, baths, furniture, and more ensure a comfortable and relaxing vacation. Experience true Sea Pines living that pulls the outdoor vistas in through
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
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