Newly renovated Sea Pines home minutes from beach, with heatable pool & Spa

Hilton Head Island, South Carolina
$767 avg/night Minimum Stay 3 Nights
Bed 4

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 13

Max Sleeps

Night 3 nights

Min Stay

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.

Account #/STR Permit #073154

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 2793 Sq Ft (259 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Garden Patio
  • POOL/SPA

    Hot Tub Private Pool
  • BATHROOMS

    4 Bathrooms Hair Dryer Shower Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair Office
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Ecotours Nearby Fishing Nearby Golfing On Site Hiking Nearby Hiking/biking Trails Nearby Horse Riding Nearby Sailing Nearby Tennis On Site Water Skiing Nearby Water Tubing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near Outlet Shopping Near The Bay
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 13

Map Map

School District Rates & Availability

Review Review

  • Laurie S.

    Submitted Jan 4, 2026

    Stayed Dec 26, 2025

    Beautiful home, comfortable beds, excellent communication from host and rental company!

  • Keith M.

    Submitted Sep 21, 2025

    Stayed Sep 18, 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

  • Ryan D.

    Submitted Jul 27, 2025

    Stayed Jul 19, 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.

  • David T.

    Submitted Jul 21, 2025

    Stayed Jul 12, 2025

    Overall it was a very nice property and very roomy for all 10 of us adults.

  • Erin M.

    Submitted Jul 8, 2025

    Stayed Jun 21, 2025

    We loved this home. It was everything we wanted. We stayed for two weeks and wanted a home that felt relaxing and very beach-like, but also a home that we could settle into and enjoy family meals. The amenities were great, and we loved the pool!!

  • Lauren B.

    Submitted Jul 7, 2025

    Stayed Jun 14, 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.

  • Ralph L.

    Submitted Apr 22, 2025

    Stayed Apr 14, 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: The house was spacious, clean, good location, heated pool was great for our entire family, and the front yard was perfect for our kids!

  • Anne C.

    Submitted Mar 16, 2025

    Stayed Feb 15, 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: We enjoyed our time at this beautifully appointed home! It accommodated our family perfectly! The master bedroom was just what we needed! The location is very peaceful! Would definitely rent again! We had one minor issue and Island Time responded immediately! They were so easy to work with!

  • Submitted Sep 7, 2024

    Stayed Aug 17, 2024

    Home perfect for our group of 8. Nice open kitchen, living room and games area. Lots of games to choose from and extra spices in pantry. Only thing missing was a fly swatter. Three large bedrooms with private baths and we made good use of the 4 bunk beds, too and 4th bathroom. Loved the pool and splurged for the heated hot tub…great to rent bikes (at least 2) to ride on the beach and on the bike paths. Easy walk to beach access; not so easy with over 75 old because it’s still about 1/2 mile walk and there’s no dropoff point. Loved night at Harbor Town, lunch at Salty Dog and trying out the different golf courses in the area. We’d definitely recommend it!

  • Peter H.

    Submitted Aug 15, 2024

    Stayed Jul 28, 2024

    Clean property and spacious enough to hold my immediate and extended family. Short walk to beach access without having to deal with all that sand. Ideal rental property. Pool was a much appreciated amenity.

  • Ryan D.

    Submitted Aug 6, 2024

    Stayed Dec 31, 1969

    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: Really enjoyed our stay at 5 Jessamine Place. Property was clean, well maintained and the kitchen was fully equipped with everything we needed. The pool and spa were big hits. The Sea Pines location was also great for getting to the beach (.5 mile), Harbour Town & Salty Dog. We recommend renting bikes to make it easier to get to all of those locations. Island time provided a bunch of useful information and was easy to get a hold of whenever we had questions. Only frustration about the property was no beach towels and only 3 beach chairs. Island time was upfront about a lack of both, however we have found those items to be standard at previous homes we've rented on the island.

  • Melissa A.

    Submitted May 21, 2024

    Stayed Dec 31, 1969

    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: Great house overall, good space for adults and young children. Location to beach was great and close to the trails to walk and or bike around sea pines. Rooms were spacious enough for all and the pool in the backyard is a huge plus.

  • Jen S.

    Submitted May 21, 2024

    Stayed May 11, 2024

    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: Wonderful week in this newly updated property. We loved having an open floor plan for everyone to be together but doing different things simultaneously. We paid the extra fee for the pool and spa to be heated, which was well worth it. Would definitely stay here again!!

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Total

Includes taxes and fees
$767+
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