Located on a quiet street, 5 Jessamine Place is a newly renovated ranch-style cottage home that offers four bedrooms and four bathrooms to comfortably host up to 13 guests. Unwind in the massive great room with soaring ceilings and plenty of natural sunlight or take advantage of outdoor activities in the big yard with private heated pool plus spa.
Reviews
9.89.8 out of 10
Exceptional
Entire home
4 bedrooms4 bathroomsSleeps 13259 sq m
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Add dates for prices
About this property
Newly renovated Sea Pines home minutes from beach, with heatable pool & Spa
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
Property amenities
Beach
Beach nearby
Pool/Spa
Hot tub
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Onsite parking options include a garage
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
4 bedrooms
Bedsheets provided
Sofa bed
Bathroom
4 bathrooms
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Living room
Entertainment
Smart TV with cable/satellite channels
Outdoor areas
Barbecue grill
Garden
Patio
Laundry
Laundry facilities
Washing machine
Work spaces
Computer monitor
Desk
Desk chair
Office
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Concierge services
Iron/ironing board
Location highlights
Near an outlet shopping centre
Near the bay
Near the marina
Things to do
Golf
Tennis
Basketball nearby
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Jet skiing nearby
Sailing nearby
Surfing/bodyboarding nearby
Swimming nearby
Water skiing nearby
Water tubing nearby
Windsurfing nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
General
Garden
Property located in a resort
Unit size: 2,793 square feet
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You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
About the area
Located near the beach, this holiday home is in Sea Pines, a neighbourhood in Hilton Head Island. Shelter Cove Harbour and Palmetto Dunes Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Coligny Beach and North Beach. Looking to enjoy an event or a game while in town? See what's happening at Stan Smith Tennis Academy or Van Der Meer Tennis Center. Jet skiing and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and horse riding nearby. Visit our Hilton Head Island travel guide
Does Newly renovated Sea Pines home minutes from beach, with heatable pool & Spa have a pool?
Yes, this property has a pool.
Is Newly renovated Sea Pines home minutes from beach, with heatable pool & Spa pet-friendly?
No, pets are not allowed at this property.
How much is parking at Newly renovated Sea Pines home minutes from beach, with heatable pool & Spa?
On-site parking is available at the property.
What time is check-in at Newly renovated Sea Pines home minutes from beach, with heatable pool & Spa?
Check-in begins at 4:00 PM.
What time is check-out at Newly renovated Sea Pines home minutes from beach, with heatable pool & Spa?
Checkout is at 10:00 AM.
Where is Newly renovated Sea Pines home minutes from beach, with heatable pool & Spa located?
Located in Sea Pines, this holiday home is within 1 mile (2 km) of Atlantic Dunes by Davis Love III and Heron Point by Pete Dye. Stoney-Baynard Ruins and Stan Smith Tennis Academy are also within 2 miles (3 km).
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Newly renovated Sea Pines home minutes from beach, with heatable pool & Spa Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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
Keith M.
Stayed 3 nights in Sep 2025
From a partner site
10/10 Excellent
Ralph L.
22 Apr 2025
Great House
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!
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.
Peter H.
Stayed 7 nights in Jul 2024
From a partner site
10/10 Excellent
Anne C.
16 Mar 2025
Perfect rental home in Sea Pines!
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!
Anne C.
From a partner site
10/10 Excellent
Melissa A.
21 May 2024
Great house for family & kids
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.
Melissa A.
From a partner site
10/10 Excellent
Dale F.
3 Jan 2024
Holiday Season Vacation
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:
Awesome place for our family for our first visit to Hilton Head. One thing for improvement would be additional dish towels and hot pads for kitchen.
Dale F.
Stayed 7 nights in Dec 2023
From a partner site
10/10 Excellent
Jared P.
16 Apr 2024
Hilton Head experience
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:
I would highly recommend this property. It was on a quiet street and a bike ride away from the beach club, Harbour town and Salty dog. This house was perfect for our family.
Jared P.
From a partner site
10/10 Excellent
ralph T.
28 Sept 2023
5 Jessamine Place outstanding stay!
Rating Details:
The property manager was very helpful.
The vacation rental was very clean.
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:
5 Jessamine Place was outstanding, and we really enjoyed the stay! The location of the property was excellent, and we enjoyed biking to the beach and to other places as well. The property was well maintained and met our expectations. I would highly recommend this lovely property and location.
ralph T.
From a partner site
10/10 Excellent
Anne C.
18 Mar 2024
Perfect Vacation Home
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 loved 5 Jessamine, it was very well equipped! At one point we had 8 people including our two great grandchildren and the house satisfied everyone’s needs! Loved the location! The staff at Island Rental was great to work with! Would love to go back!
Anne C.
From a partner site
10/10 Excellent
Sue I.
29 Nov 2023
Perfect Family Escape
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:
5 Jessamine Place was the perfect fit for our kids and grandkids. The homes one story layout and flat yard worked out well for us. The management company was very helpful. We would be very likely to stay again.
Sue I.
From a partner site
10/10 Excellent
Jen S.
21 May 2024
Family-Friendly Home!!
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!!
Jen S.
Stayed 7 nights in May 2024
From a partner site
10/10 Excellent
Anne C.
3 Mar 2024
Perfect vacation home!
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:
Home was very well equipped! We had 8 people for a week and the house easily accommodated everyone! We were there in February and only our crazy great grandchildren used the pool and loved it! Island time was very helpful and easy to work with! Hope to return!
All in all we had a great experience at the Jessamine house. Island Time (Haleigh) was very responsive, the neighborhood/street was beautiful and well kept, and the listing accurately describes what to expect when entering the house. It was spacious, clean, and accommodating. We were also pleasantly surprised by the walk to the beach access. It was even easier than I envisioned. We did find a wagon out back that we utilized, as well.
Meredith B.
Stayed 6 nights in Aug 2023
From a partner site
10/10 Excellent
Barbara E.
30 Sept 2023
Comfy family vacation home!
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:
Very comfy home! Updated, clean and roomy. The pool was very nice, grandkids loved it and it was a plus to relax in while they were napping! Night swimming was great, too! The furniture was comfy, more than enough seating for meals and the second fridge came in handy for beverages. I would definitely rent again.
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!
Verified traveller
Stayed 7 nights in Aug 2024
From a partner site
8/10 Good
kathy c.
8 Apr 2024
Beautiful property and ideal location
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:
Staying at 5 Jessamine Pl. was a wonderful time for everyone- 4 adults and 2 children. House was well stocked and very comfortable furniture. We even rebooked for next year! Had a maintenance issue with the hot tub but was taken care of-sadly, on last day, but otherwise an ideal rental property. I highly recommend using Island Time Realty. They are professional, friendly and very helpful. You will love staying at 5 Jessamine Pl!
The house and surrounding area is perfect! We had 8 adults and 5 kids and it fit us perfectly. The only issue was the spa pool. It’s very hard to know how to get it heated because there are zero instructions. With the cost to heat, detailed instructions should be included. There are buttons to press, but the numbers are all worn off. I asked for help but was never given instructions. Luckily I found help on YouTube and then it worked perfectly!!
Beth L.
Stayed 7 nights in Apr 2024
From a partner site
10/10 Excellent
Ryan D.
6 Aug 2024
Great Getaway
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.
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!!
Erin M.
Stayed 14 nights in Jun 2025
From a partner site
10/10 Excellent
Ryan D.
27 July 2025
Great Family Getaway
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.
We have been coming to HHI for years and this was our favorite place to stay with the family. Greay house for entertaining and relaxing! We will return to this property.