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!
112 properties available
2211 SeaCrest has new LVT floors with walk-in showers, a garden tub, double vanities, and more!
This is a wonderful 2-bedroom, 2-bathroom villa located on the second floor of Building 2. Walk-in to the open-concept living space, perfect to spread out and relax after a long day at the beach and pool. The living room has new furniture and a brand ne
504 Barrington Arms is a lovely three-bedroom, three-bathroom direct oceanfront condo on the fifth floor. Enjoy panoramic ocean views and updated furnishings and décor throughout. The dining area is adjacent to both the living room and the well-equipped kitchen.
The primary bedroom is off the dining area to the right. It has a king bed and privat
Welcome to 2519 Windsor. This gorgeous oceanfront 3-bedroom, 3-bathroom villa is perfect for your next getaway.
Experience the ultimate beachfront retreat in this stunning 3-bedroom villa on Hilton Head Island. Located on the top floor, you\'ll enjoy breathtaking ocean views and the soothing sounds of the tides.
The villa features two pools for
Welcome to 30 Ruddy Turnstone! With beautiful craftsmanship throughout the well-appointed house. The ground level has a newly refinished pine floor and an open-plan design, with the large kitchen overlooking the cozy living room. There are lots of books to read; there is lots of seating on the sofas; a kitchen bar that seats 4 overlooks the kitchen
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
Beautiful 3-bedroom villa with 3 full baths So close to the truly spectacular beaches of Palmetto Dunes Remodeled kitchen and baths Oversized covered deck overlooking the community pool.
Overlooking the Fazio Golf Course in Palmetto Dunes, this spacious, newly updated townhouse is ready to be your next home-away-from-home for your vacation to Hilt
57 Fazio Villas
This recently updated Palmetto Dunes villa places you only minutes away from the beautiful sandy beaches of Hilton Head. Come in and relax on the comfy sectional. The living room is warm and inviting, with a pullout sofa bed. This villa has an open living room, dining room, and kitchen, which makes it perfect to entertain. The dining table seats 6.
Welcome to Koi Cottage! This renovated oceanfront home features 3 bedrooms and 2 bathrooms to sleep up to 10 guests comfortably and is located in the quiet area of Folly Field, one of Hilton Head\'s finest beaches!
Upon entry, you walk into the great room of the home- consisting of the kitchen, dining area, and living room, all newly updated! Many
512 Shorewood is a spectacular 3-bedroom, 3-bathroom oceanfront villa with beach views! This stunning beach condo sleeps 8 and is on the 5th floor with elevator access, featuring all new furniture and décor with an incredible ocean view from every room, a community pool, beach access, and more!
Upon entering, you are met with views from the kitc
512 Shorewood Place
Take in the ocean views at this wonderful 1-bedroom villa. The open kitchen and living area are well-appointed to accommodate all your needs. The kitchen has been recently renovated. The dining table seats 2. The living room has a queen sleeper sofa. The primary bedroom has a queen-sized bed, and the bathroom has a walk-in shower.
This villa off
Beautifully updated 3-bedroom villa in Shelter Cove. Come in, take a seat, and relax in the living room. The living room, kitchen, and dining room have an open layout. The kitchen has granite countertops, new stainless steel appliances, and smooth ceilings. The living room has plenty of seating to relax after a long day at the pool and beach. On th
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
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