Monthly Stays

Long-term stays with Island Time offer the perfect blend of comfort, convenience, and a home away from home, allowing guests to immerse themselves in the local culture and truly unwind. Enjoy lower rates for stays of 28 days or more and even tax exemption for 90 days or more.


Properties Available 74 properties available
Please be advised that from September 2023 to April 2024, an infrastructure project will happen on Mooring Buoy. There may be limited or no access to your driveway and/or mailbox at certain times during the project. This magnificent home provides stunning furnishings and exceptional ocean views from almost every room. A grand stairwell takes you t
Hot HOT 74
9 Galleon Icone Collection Icon
House -
$598.00 - $2,158.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 5 (5)
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
3322 Lake Forest
Villa -
$88.00 - $309.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (9)
Welcome to Fairway Breeze! A beautifully renovated four-bedroom, three-bath golf course home in the gated oceanfront resort of Palmetto Dunes. Upon entry, be invited into the living room with a view of the pristine fairway of the George Fazio Golf Course. Separating the living room and dining room is a double-sided fireplace. Get a little work do
7 Ginger Beer | Fairway Breeze Fairway Collection Icon
House - Pet Friendly
$267.00 - $626.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (11)
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!
Hot HOT 104
6 Indigo Lane
House - Pet Friendly
$150.00 - $309.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (18)
This newly renovated Sea Pines home features 4 bedrooms and 2.5 bathrooms. The living space is well lit by natural sunlight and features plenty of plush seating as well as a fireplace. The kitchen is newly remodeled and features new cabinets, countertops, and appliances, and the dining area has plenty of seating and offers golf views from the table
150 Otter Road Fairway Collection Icon
House -
$123.00 - $300.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 4.8 (9)
This beautifully furnished and decorated home overlooks the Palmetto Dunes 11-mile lagoon and is just a 10-minute walk to the beach. With 4 bedrooms and 4.5 bathrooms, a gourmet kitchen, a private pool, and the beautiful Robert Trent Jones golf course, this is the perfect vacation home. The open living areas allow you to see the lagoon and the po
39 Port Tack Fairway Collection Icon
House -
$307.00 - $993.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 11 guests
Rating 5 (8)
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
23 The Moorings
Villa -
$105.00 - $307.00 / per night
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (9)
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
Hot HOT 54
9 Guscio Way Icone Collection Icon
House -
$989.00 - $2,893.00 / per night
Bedrooms 8 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 5 (8)
As you ascend the stairs to the main level of the home, you are immediately greeted with an open floor plan and serene coastal colors. This stunning kitchen features a gorgeous island with four barstools, stainless steel appliances, white cabinetry, and everything you will need to prepare award-winning family meals. The living area features a comfo
58 Sandcastle Court
House -
$299.00 - $680.00 / per night
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 22 guests
Rating 5 (2)
This 2 bedroom, 2-bath Beachside Tennis villa has panoramic views of Calibogue Sound. Located in the South Beach area of Sea Pines on the first floor of a five-story building, just steps to the pool and beach, When entering the villa, you will find the master bedroom located on the right side. The bedroom has a king-size bed, TV, DVD, VCR, and a
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1866 Beachside Tennis Villa
Villa -
$162.00 - $459.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (13)
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
Hot HOT 53
57 North Sea Pines Icone Collection Icon
House -
$373.00 - $1,044.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (9)
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
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1809 Bluff Villas
Villa -
$149.00 - $282.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (11)

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