House in Hilton Head Island, SC
13 guests · 4 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
5 Jessamine Place is only a 10-minute walk to the best beach on Hilton Head Island!
This ranch-style cottage home is newly renovated and beautifully furnished. It offers four bedrooms and four bathrooms to comfortably host up to 13 guests. Nestled on a quiet street with a big yard and private heated pool plus spa, this home is perfect for outdoor activities with the whole family. It is sure to make for lifelong memories.
The massive great room has soaring ceilings and is beautifully lit with tons of natural sunlight. The living room features a cozy, plush couch with a large flat-screen TV for your entertainment. The kitchen is extremely spacious and offers plenty of countertop room with the marble island. It is also fully stocked, and brand new stainless steel appliances make for a chef’s dream. The 2 dining tables offer enough seating for up to 12 people, and there are an additional 4 brand new bar stools in the kitchen.
The master bedroom is located on the back side of the home, overlooking the pool. This spacious room offers a king-sized bed and queen sleeper sofa, along with a large flat-screen TV. Beautiful sliding barn doors open up to the master bathroom, consisting of a double vanity and large walk-in shower. The second bedroom also offers a king-sized bed and has its own private ensuite bathroom with a walk-in shower. The third bedroom has a queen-sized bed and an ensuite full bathroom. Through the third bedroom, you have a great office space equipped with a monitor. And the fourth bedroom consists of two bunk beds, one twin over full and the other twin over twin. It also has its own private, full bathroom.
Outside, your backyard oasis awaits. You will love spending your days in the newly updated private pool and spa, surrounded by lush landscaping all around. And there is plenty of seating for everyone outside on the brand new pool deck.
The backyard and the nearby beach with the finest sand on the island are sure to become your favorite places to spend those hot days.
Key Features:
• Proximity to the beach: 10 min walk
• The pool and spa can be heated for an additional charge, give us a call for heating rates and to make arrangements. Pool and spa heat must be scheduled at 14 days prior to arrival. Additional fees apply for last minute requests prior to arrival or after arriving at the property. If the weather drops below 60 degrees, the pool may not be capable of being heated and or reaching optimal temperature.
• Pets are not allowed
• Sea Pines Resort Amenities
Rent price includes: Rental Rate, Hospitality Program, Beach Gear Credit, Booking Processing Fees, and Departure Clean. Your Luxury Concierge is included with no additional cost.
5 Jessamine Place is only a 10-minute walk to the best beach on Hilton Head Island!
This ranch-style cottage home is newly renovated and beautifully furnished. It offers four bedrooms and four bathrooms to comfortably host up to 13 guests. Nestled on a quiet street with a big yard and private heated pool plus spa, this home is perfect for outdoor activities with the whole family. It is sure to make for lifelong memories.
The massive great room has soaring ceilings and is beautifully lit with tons of natural sunlight. The living room features a cozy, plush couch with a large flat-screen TV for your entertainment. The kitchen is extremely spacious and offers plenty of countertop room with the marble island. It is also fully stocked, and brand new stainless steel appliances make for a chef’s dream. The 2 dining tables offer enough seating for up to 12 people, and there are an additional 4 brand new bar stools in the kitchen.
The master bedroom is located on the back side of the home, overlooking the pool. This spacious room offers a king-sized bed and queen sleeper sofa, along with a large flat-screen TV. Beautiful sliding barn doors open up to the master bathroom, consisting of a double vanity and large walk-in shower. The second bedroom also offers a king-sized bed and has its own private ensuite bathroom with a walk-in shower. The third bedroom has a queen-sized bed and an ensuite full bathroom. Through the third bedroom, you have a great office space equipped with a monitor. And the fourth bedroom consists of two bunk beds, one twin over full and the other twin over twin. It also has its own private, full bathroom.
Outside, your backyard oasis awaits. You will love spending your days in the newly updated private pool and spa, surrounded by lush landscaping all around. And there is plenty of seating for everyone outside on the brand new pool deck.
The backyard and the nearby beach with the finest sand on the island are sure to become your favorite places to spend those hot days.
Key Features:
• Proximity to the beach: 10 min walk
• The pool and spa can be heated for an additional charge, give us a call for heating rates and to make arrangements. Pool and spa heat must be scheduled at 14 days prior to arrival. Additional fees apply for last minute requests prior to arrival or after arriving at the property. If the weather drops below 60 degrees, the pool may not be capable of being heated and or reaching optimal temperature.
• Pets are not allowed
• Sea Pines Resort Amenities
Rent price includes: Rental Rate, Hospitality Program, Beach Gear Credit, Booking Processing Fees, and Departure Clean. Your Luxury Concierge is included with no additional cost.
Amenities at Newly renovated Sea Pines home minutes from beach, with heatable pool & Spa
Free WiFi/internet
Air conditioning
Pool
Non-smoking
TV
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
No pets allowed
Garden
Oven
Stove
Laundry services
Sofa bed
Ironing facilities
Towels
Desk
Hairdryer
Map of Hilton Head Island, SC
Ratings and reviews
10.0 / 10.0Outstanding·Sep 2025
Place was fantastic. Perfect for large family. Loved the main living area. Was large, open, and convenient for our family to be together. Pool, patio, hot tub was really nice. Having the added touch of being able to rent bikes ahead of time and waiting at the house for when we arrived, was awesome. Kudos to property mgmt
10.0 / 10.0Outstanding·Jul 2025
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Second summer in a row that 8 of us (two families) have enjoyed this property. House is on a quiet court yet you have easy bike access to the beach, Salty Dog Cafe & Harbour Town. Open concept kitchen / family room is great for hanging out. Kids loved the pool & the adults enjoyed the spa.
10.0 / 10.0Outstanding·Jul 2025
Overall it was a very nice property and very roomy for all 10 of us adults.
6.0 / 10.0Average·Jul 2025
Rating Details:
The property manager was very unhelpful.
The vacation rental was spotless.
I was more than happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I do not recommend this vacation rental.
Reviewer Comments:
While the house was lovely we will not rent again from this management company. We were quite frustrated when the spa would not work so we reached out to the property manager. Future renters, be warned, if you do not pay for pool heat the spa heat will not turn on. We did not want or need the pool heated, it was June and very hot outside. My husband and I were really looking forward to using the spa in the evenings once the sun went down. The houses we rent on HHI all have pools with an attached spa and there has never been a charge to turn on the spa bubbles and heat with other rental companies, especially in the summer. We will not rent from this company again because the manager we spoke to was rude and condescending. There is room for improvement in the descriptive listing of the home. They should call out that the spa will not turn on unless pool heat is paid for as we felt miss informed. Also, the sheets were pilled and not washed with fabric softener. We literarily went to HomeGoods and bought cotton sheets to use while staying here. Our experience was that this management firm will nickel and dime you and cuts corners on amenities like quality sheets and extras like beach towels. Had they not been rude on the phone and offered an apology and or a solution I would have never written a negative review about our experience. I work with the general public and alway approach things in a kind manner and was not met with that type of service when I called. We did have a couple of maintenance things go wrong with the home that I mentioned to them and they didn't even give us warning that they were sending maintenance to fix things. Also, when we checked in we were told to go to the wrong beach access. Again, when all of these things were brought to the attention of the property manager she was an absolute jerk to us. Her personality and the lack of professionalism she exhibited really rained on our stay. Customer service was lost on her.
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Top rated by guests
9.6Outstanding
(39 Ratings)
"Place was fantastic. Perfect for large family. Loved the main living area. Was large, open, and convenient for our family to be together. Pool, patio, hot tub was really nice. Having the added tou..."
Keith M.Don't miss out! Price and availability may change
