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!
115 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
6 Indigo Lane is a cozy and newly renovated beach home in a friendly neighborhood in the desirable Lawton Woods section of Sea Pines. A short walk or bike ride to the beach, Sea Pines Forest Preserve, and Lawton Stables. High-speed internet is available to accommodate remote working and video streaming, truly making this your home away from home!
Welcome to 13 Sea Lane! This stunning Palmetto Dunes beach home has recently undergone a full renovation, boasting 5 bedrooms and offering a short stroll to both the beach and the Robert Trent Jones Golf Course. The highlight of this retreat is the brand new private pool, perfect for unwinding and soaking up the Hilton Head Island sunshine.
Step i
13 Sea Lane
This beautifully updated 5-bedroom, 4-bath home with a 2-car garage, elevator, and private pool is located at Singleton By The Beach. This home is located by the beautiful Chaplin Park, which offers free tennis, pickleball, basketball courts, and walking trails!
The coastal chic décor offers modern elegance that is perfect for a relaxing beach vac
Welcome to 7 Rum Row! This Palmetto Dunes home highlights coastal elegance with plenty of room for the whole family to spread out while all being together.
The living room, dining area, and kitchen all make up the main great room, and the extremely open floor plan makes it easy for everyone to be together without feeling crowded! The living room i
7 Rum Row
Welcome to 15 Sea Lane! This Palmetto Dunes beach home features 4 bedrooms and is only a short walk to the beach—that is, if you ever want to leave this gem!
15 Sea Lane features a spacious open floor plan and plenty of natural sunlight! Unwind in the living room as you watch TV on the flatscreen or read one of your favorite novels. Plenty of seat
15 Sea Lane
For a group that enjoys golf, a stay at the high-end Stoney Creek house cannot be topped! This single-level home is adjacent to the Heron Point Golf Course, and the expansive back deck offers an impressive view of the 10th fairway. Plus, you\'ll have fun making a splash in the private spa and pool, complete with a basketball hoop.
Slip through on
60 Stoney Creek Road
Welcome to 11 East Wind! This stunning oceanfront home sits in the heart of Palmetto Dunes and features top-notch amenities for the best overall beach vacation experience. With 4 bedrooms, 4 1/2 bathrooms, and 3,450+ square feet for guests to enjoy, this home can host up to 12 guests very comfortably.
The living room is spacious and outlined with
11 East Wind
2538 Gleneagle Green is a pet-friendly Harbour Town villa with stunning views of Harbour Town Golf Course and is located just a short 5-minute walk to the shops and dining at Sea Pines Center, as well as the famed Harbour Town Marina!
The open-concept floor plan features a spacious living area with a flat-screen TV and pullout sofa bed. Guests can
2538 Gleneagle Green
With a scenic spot on the 11th hole, a private pool and spa to spend the day in, and spectacular views of the lagoon and golf course, this South Carolina home is the perfect vacation spot.
Vaulted ceilings make this property feel comfortably spacious, which becomes even more immense when you open the sliding doors to the large deck with views of
38 Stoney Creek Road | Carolina Getaway
This beautiful 2-bedroom, 2-bath villa has amazing views of the ocean. The large balcony has a table, chairs, and sun loungers to soak up the view. The balcony can be accessed through the living room sliding doors and one of the bedrooms.
The first bedroom has a king bed and an en suite bathroom featuring a walk-in shower and tub. Located off of t
Penthouse 3-bed villa overlooking the world-famous Harbour Town Yacht Basin, just steps away from Harbourtown
A great room with dual sofas facing a large flat-screen TV A set of sliders gives entrance to a whimsically tiled patio with a postcard-perfect view of Harbour Town, perfect for relaxing and enjoying the salt air.
Those harbor views also
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