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 86 properties available
Direct Oceanfront 3 bedrooms Villa with gorgeous renovations This 3-bedroom, 3-bath villa offers a comfortable vacation for friends or family groups. Enjoy ocean views with access to your private balcony through the living room or master bedroom. The living room is furnished with enough space to accommodate all your lazy beach bums after an exciti
Oceanfront Oceanfront
Oceanfront
404 Barrington Arms
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (21)
"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. grac
21 Heritage | Fairway Palms Fairway Collection Icon
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 10 guests
Rating 5 (6)
Welcome to 26 Bradley Circle! Views, views, and more views! What better way to start your day than listening to the surf, enjoying the beautiful marsh with active wildlife, and the ocean just beyond while sipping your coffee on the deck? Gorgeous beach just a 1-minute walk away with secluded access! 26 Bradley is the perfect location on Hilton He
26 Bradley Circle
House - Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (4)
Welcome to 591 Queens Grant! This 3-bedroom, 3-bathroom villa is an end unit located in the quiet Queens Grant neighborhood in the world-class Palmetto Dunes Resort. As you enter, you are met with a fully-stocked kitchen to your right that conveniently flows into the great room of the house, consisting of the formal dining table and living area. Th
591 Queens Grant
Villa -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.8 (5)
120 Forest Beach Villa is a cozy 2-bedroom, 2-bathroom villa and is in the perfect location for all things Hilton Head. The living room is cozy and inviting, and the comfy couch is sure to make for great movie nights. Prepare any meal your heart desires in the cute, newly updated kitchen. The kitchen is well-equipped and has plenty of counterspac
120 Forest Beach Villas
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (9)
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
Oceanfront Oceanfront
Oceanfront
9 Galleon Icone Collection Icon
House -
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 5 (5)
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 d
7 Ginger Beer | Fairway Breeze Fairway Collection Icon
House - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (9)
3 Bedroom Villa in Harbour Town Area, Newly Renovated, and Golf View Gorgeous renovations in 2020 make this villa the right choice for you. As you enter, you are greeted with a two-story open and airy space. This open-concept living, dining, and kitchen area is perfect for entertaining or relaxing with all the family. With windows all along the ba
2371 Racquet Club Villas Fairway Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (6)
You\'re going to love this Captain\'s Walk villa for one of the best panoramic ocean views on Hilton Head Island, for being centrally located within mid-island on new paved pathways, for having a golf course on the property, and for having conveniently located new specialty shops and restaurants. This spacious 4th-floor villa has fabulous oceanfron
Hot HOT 157
450 Captains Walk Icone Collection Icon
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (27)
This wonderfully comfortable 5th Row Ocean home is located in an ideal spot in Sea Pines. Close to the beach, about equal distance from South Beach and the Sea Pines Beach Club, and not much further up to Harbour Town. Once you take the steps to the front door, the living space is all on one floor, making this a perfect Hilton Head vacation rental
6 Surf Scoter
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 10 guests
Rating 4.7 (9)
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 Fairway Collection Icon
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (4)
Welcome to 2334 Racquet Club! This renovated villa has 2 bedrooms and 2.5 baths and is located close to Harbour Town. This cozy villa has two spacious bedrooms and large closets. When you first walk in, the kitchen is open to the dining area and living room. The living room offers plenty of seating to relax after a day out in the sun. Heading upst
2334 Racquet Club
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 5 guests
Rating 5 (10)

Tell us what you're looking for and someone will contact you with available options.

I agree