Hilton Head Island Rental Team has a new name -- and an elevated experience to match. Welcome to JETSETTER Hilton Head: the same trusted team, now offering an elevated portfolio of island retreats for the discerning traveler.
Miles of pristine beach, championship golf, world-class dining, and nature preserves— all at your doorstep.
We don't do ordinary and neither should you.
When the average accommodations just won't do, stay JETSETTER.
1 beautifully appointed bedroom (1 queen bed, 1 single bed, and a sleeper sofa)
1 private bathroom
Direct beachfront porch with stunning views of Port Royal Sound
Sleeps up to 4!
Welcome to one of Hilton Head Island's best-kept secrets — a first floor villa nestled directly on the shores of Port Royal Sound. Wake up to breathtaking sunrises, watch dolphins play in the waves, and soak in the best of Lowcountry living. With three pools, a fitness center, hot tubs, and tennis courts, your perfect island escape awaits!
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1 charming bedroom (1 queen bed and 1 single bed)
1 private bathroom with modern walk in tile shower
Direct beachfront views of Port Royal Sound
Sleeps up to 4!
Perched directly on the shores of Port Royal Sound, this villa sits closer to the water than anything built on Hilton Head Island today — a rare find that most visitors never discover. With three pools, a fitness center, hot tubs, tennis courts, and Lowcountry wildlife right outside your door, an extraordinary island escape awaits!
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2 spacious bedrooms (1 king bed and 2 queen beds)
2 private bathrooms
Enclosed sunroom with stunning resort views
Sleeps up to 6!
Welcome to this beautifully appointed first floor villa, just 2 minutes from the beach in a gated community with 24-hour security. Enjoy the perfect blend of sophistication and relaxation with new furnishings, a full kitchen, dedicated workspace, and all the Lowcountry charm Hilton Head has to offer. Your island escape starts right here!
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2 spacious bedrooms (1 king bed and 1 queen bed, 1 double bed in living room)
2 private bathrooms
Enclosed sunroom just steps from the beach and pools
Sleeps up to 4!
Unwind and rejuvenate in this calm, stylish first floor villa nestled just minutes from the pristine shores of Hilton Head Island. With new furnishings, a full kitchen, high-speed WiFi, and easy access to sparkling pools and the beach, this serene oasis has everything you need to relax and recharge. Your perfect Lowcountry retreat awaits!
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2 stunning bedrooms (1 double bed and 1 twin-over-full bunk bed)
2 private bathrooms
Second floor villa with breathtaking pool and beach views
Sleeps up to 5!
Welcome to one of the nicest fully renovated villas in the complex, featuring high end finishes, a modern design, and some of the best views on the property. Just steps from the beach on Port Royal Sound and two of the three sparkling pools, this stylish Lowcountry retreat is perfect for a weekend getaway or a longer "Snowbird" escape!
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2 gorgeous bedrooms (1 king bed, 1 full over full bunk bed, plus a sleeper sofa)
2 modern bathrooms
Private balcony with stunning ocean and pool views
Sleeps up to 6!
Escape to your very own beachside paradise just a 2 minute walk from the shores of Hilton Head. This beautifully appointed condo features a stylish open floor plan, a fully equipped kitchen with quartz island, an electric fireplace, and a private balcony with breathtaking views. With outdoor pools, an indoor heated pool, hot tub, tennis courts, and a sauna, this is the ultimate Lowcountry getaway!
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2 spacious bedrooms (1 queen bed and 2 twin beds, plus a sofa bed)
2 modern bathrooms
Private balcony with gorgeous ocean and pool views
Sleeps up to 6!
Escape to paradise in this beautifully appointed condo nestled in the peaceful haven of The Spa at Port Royal Sound. With a fully equipped kitchen, electric fireplace, 55" HDTV, and a private balcony surrounded by lush greenery, this is the perfect retreat for families and groups. Outdoor and indoor heated pools, a hot tub, tennis courts, and beach access just steps away make this a true Hilton Head gem!
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2 cozy bedrooms (1 king bed and 1 twin-over-full bunk bed, plus a sleeper sofa)
2 full bathrooms
Private deck with stunning views of Port Royal Sound
Sleeps up to 6!
Your personal paradise awaits just a 3-minute walk from the beach! This beautifully appointed villa features granite countertops, a fully equipped kitchen, electric fireplace, and a private deck with gorgeous lagoon views and a gas grill. With pools, a sauna, gym, tennis courts, and direct beach access — plus beach chairs and umbrella provided — this is Lowcountry living at its finest!
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1 comfortable bedroom (1 queen bed, 1 single bed, and a sleeper sofa)
1 full bathroom
Shady balcony with breathtaking water and sunrise views
Sleeps up to 4!
This direct beachfront villa is the perfect escape for couples and small families, nestled just steps from the sandy shores of Port Royal Sound. Wake up to stunning sunrises from your private balcony, then spend the day enjoying three pools, a hot tub, tennis courts, and direct beach access — all within a quiet, gated community. Your Hilton Head hideaway awaits!
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2 spacious bedrooms (1 king bed and 1 queen bed)
2 private bathrooms
Enclosed sunroom with stunning beach and water views
Sleeps up to 4!
Escape to unparalleled tranquility in this calm, stylish third floor villa meticulously designed for comfort and sophistication. With new furnishings, a full kitchen, high-speed WiFi, a dedicated workspace, and access to pools, a fitness center, and direct beach access — all within a quiet gated community — this is the ideal Hilton Head retreat!
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2 beautifully renovated bedrooms (1 king bed, 1 queen bed, 1 bunk bed, plus a sleeper sofa)
2 private bathrooms
Enclosed sunroom with stunning beach, water, and marsh views
Sleeps up to 6!
This beautifully renovated first floor villa is perfectly situated just a 5-minute walk from the beach, with easy access to both the indoor and outdoor pools. Featuring new furnishings, a full kitchen, high-speed WiFi, and a dedicated workspace, all within a quiet gated community with 24-hour security — this is the perfect Lowcountry getaway for families and groups!
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1 stylish bedroom (1 queen bed and 1 bunk bed)
1 full bathroom
Private balcony overlooking the outdoor pool
Sleeps up to 4!
Enjoy the privacy of a third floor retreat with all the perks of a full resort, just a 3-minute walk from the beach at Port Royal Sound. This recently remodeled, light-filled condo features a full kitchen, 58" smart TV, dedicated workspace, and a gorgeous poolside balcony — perfect for couples or small families looking for the ideal Hilton Head getaway!
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1 charming bedroom (1 queen bed, 1 bunk bed, and a sleeper sofa)
1 full bathroom
Lovely balcony with stunning ocean views
Sleeps up to 4!
Have the beach vacation of your dreams at this charming oceanfront villa, just a 3-minute walk from the beach near Coligny Beach Park. With a full kitchen, community pool, and a scenic bike path right outside connecting you to shops, restaurants, and all the best of Hilton Head Island — this restful oasis has everything you need for an unforgettable getaway!
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Don't wait -- book your next getaway and stay JETSETTER. We promise you'll have zero regrets.
I've never experienced a home that was better than the picture/description, but this one did. Beyond incredible experience and overall the best host I've ever encountered. If you have a special lady in your life, do her a favor (and yourself for looking like a hero) and book this awesome home!"
Hold My HALO Nashville
We loved our stay! The apartment is in a great location, easily walkable to Broadway and other popular sites. The Johnny Cash theme was awesome and we loved playing the guitars. At the end of many busy days exploring Nashville, we were grateful to come home to this fabulous place with comfy beds, a well quipped kitchen and all the amenities you could ever need."
Johnny & June Nashville
From the moment you walk in, you're welcomed with the perfect country vibes—fun murals and the cutest decor that make the space feel warm and unique. The location couldn't be better. It made exploring the city so easy and stress-free. We’ll be recommending this spot to all our friends and family, and we’ll definitely be back next time we’re in town!"
Country's COOL Again Nashville
Managing a property remotely comes with its challenges, but they have made the process seamless. They are truly the boots on the ground for us—handling everything from guest communications to maintenance with professionalism and care. Their attention to detail, reliability, and willingness to go above and beyond have been invaluable. We couldn’t ask for better cohosts and highly recommend them to anyone in need of top-notch property management!"
Cohosting Client
First, I don't think I've had a more well-prepared, thoughtful, communicative host in all of my Airbnb rentals. I was so impressed with the amount of helpful detail I received in advance of our stay. The host really thought of everything we might need to know, and even created an online guidebook to give guests lots of helpful info about the unit, building, local area and hotspots. Very nice touch."
Whiskey Bent & BROADWAY Bound
Jessica & Josh, owners of JETSETTER Property Management, have been incredible investment for cohosting my property. You can expect absolute professionalism in regards to company to company business, and top-tier kindness and compassionate communications with guests. They operate my listing in its entirety, including housekeeping which is always 5 stars, and calendar/pricing -- there has never been a double booking, and revenue has always been strategic and on-par with market expectations. They are the real deal!"
Cohosting Client
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