Jessamine Retreat Location, location! Walk to the beach and enjoy this exquisitely updated home!

  • Welcome to Jessamine Retreat!
    Welcome to Jessamine Retreat!
  • Enjoy dining pool side bug free!
    Enjoy dining pool side bug free!
  • Horseshoe drive parks up to 4 cars
    Horseshoe drive parks up to 4 cars
  • Completely updated and modern kitchen!
    Completely updated and modern kitchen!
  • Beautiful large quartzite Island seats 4
    Beautiful large quartzite Island seats 4
  • Entrance to Butler's pantry
    Entrance to Butler's pantry
  • Large Butler's pantry
    Large Butler's pantry
  • Wet bar for entertaining
    Wet bar for entertaining
  • Powder Room off of the Kitchen area
    Powder Room off of the Kitchen area
  • Living Area to relax in after a day out enjoying  the island!
    Living Area to relax in after a day out enjoying the island!
  • View of the pool from the living room
    View of the pool from the living room
  • Large comfy living room gets plenty of natural light
    Large comfy living room gets plenty of natural light
  • View to kitchen area from the living room
    View to kitchen area from the living room
  • Dining table for eight
    Dining table for eight
  • Large open floor plan keeps everyone connected
    Large open floor plan keeps everyone connected
  • Den off the living room includes a sleeper sofa
    Den off the living room includes a sleeper sofa
  • View from den into the living room
    View from den into the living room
  • Primary Bedroom with King
    Primary Bedroom with King
  • Primary bedroom features a 65" LEDTV
    Primary bedroom features a 65" LEDTV
  • Primary bedroom fetaures a king bed
    Primary bedroom fetaures a king bed
  • Primary Bedroom closet that connects primary bathroom
    Primary Bedroom closet that connects primary bathroom
  • Primary Bathroom features a deep soaking tub and walkin shower
    Primary Bathroom features a deep soaking tub and walkin shower
  • Dual sink vanity in primary bathreoom
    Dual sink vanity in primary bathreoom
  • Second bedroom features Two Queens
    Second bedroom features Two Queens
  • Second bedroom features a 50" LEDTV
    Second bedroom features a 50" LEDTV
  • Bathroom for second bedroom features a walk-in shower
    Bathroom for second bedroom features a walk-in shower
  • Third bedroom with 2 Twin Beds and 2 trundle beds
    Third bedroom with 2 Twin Beds and 2 trundle beds
  • Private bath for twin bedroom
    Private bath for twin bedroom
  • Bathroom for twin bedroom feature tub/shower combo and single sink
    Bathroom for twin bedroom feature tub/shower combo and single sink
  • 4th bedroom features a King bed
    4th bedroom features a King bed
  • 4th bedroom features a 50" LEDTV
    4th bedroom features a 50" LEDTV
  • 4th bedroom bath also features a walk-in shower
    4th bedroom bath also features a walk-in shower
  • Relax poolside 'bug-free" in the screended pool lanai !
    Relax poolside 'bug-free" in the screended pool lanai !
$700-900/night
4 Bedrooms • 5 Baths (4 full, 1 half) • Sleeps 2-10
Internet Near Ocean Private Pool Hot Tub (more...)


This beautiful home is located on Jessamine Place, which is centrally located in the heart of Sea Pines in the highly sought after area of Baynard Cove / Heritage Woods area. Featuring a stunning open floor plan, it is perfect for a single family or multi-family vacation getaway. And, with this great location, you are just a 5 minute walk to the beach, but you're just minutes away from Harbour Town, The Salty Dog Cafe / South Beach, or The Sea Pines Beach Club. All just about a ten minute bike ride. Experience absolute luxury and convenience as the home features all the modern comforts and amenities you'd expect in an executive vacation home!

This location truly has it all! Sea Pines is a golfer, tennis, or pickleball enthusiast's paradise! For your golf enthusiasts the Sea Pines Golf Club is home to the world famous Atlantic Dunes and Heron Point golf courses and is less than 5 minutes away. And you're less than 6 minutes to the Harbour Town Golf Links, home of The Heritage Classic, located in Harbour Town. For the tennis and pickleball enthusiasts, the Sea Pines Racquet Club, or South Beach Racquet Club are available to reserve at their then current rates.

Jessamine Retreat is professionally managed by the JKS Abbott Group, which manages premier vacation homes located within Sea Pines exclusively. Over the last 17 years our portfolio of 5 STAR homes have become instant favorites with our Guests, many who return year after year to the same home as they appreciate the service, cleanliness, and amenities found only in these luxury homes.


Among the many amenities of being a guest within Sea Pines you'll have easy access to:

• Shopping, dining, or enjoy the special evenings of family fun at Harbour Town
• Restaurants and shops of South Beach Marina
• Tennis at The Sea Pines or South Beach Racquet Clubs
• 3 World class golf courses: The Harbour Town Golf Links, Heron Point by Pete Dye, and the new Atlantic Dunes course (formerly The Ocean Course)
• Ride your bikes on the beach or on the paved paths that cover more than 20 miles
• Fishing and crabbing in the lagoons (keep an eye out for Al the gator)
• Ride horses at Lawton Stables
• Or just relax poolside with your favorite adult beverage!

**** Frequently Asked Questions ****

Do you offer Traveler's Insurance? Yes, an option to purchase Traveler's Insurance will be presented to Guest at time of check-out. If the option does not auto-generate at the time of check-out, and you're interested in purchasing, please let us know and we'll be happy to send you the Traveler's Insurance information.

What arrangements are made to pick up a key? Jessamine Retreat is equipped with an electronic 'keyless' entry system that is programmed with a code of your choice. This makes it very convenient for our guests as they do not have to worry about getting locked out, or losing a key.

Does your pool get any direct sun as many of the homes we've stayed in within Sea Pines, well their pools are too shaded? Yes, the pool gets sun light from morning to late afternoon. Summer pool temps generally range from 86 - 88 degrees.

What if there is an issue while we are staying at your house? All issues are quickly addressed with minimal disruption to your vacation. So, you never need to worry about trying to contact an absentee owner to address any issues.

How close are you to the beach? About a 6 minute bike ride or a 8-10 minute walk!

Are you close to Harbour Town and South Beach? Yes, its about a 10 minute bike ride to either location, and just 10 minutes to the Sea Pines Beach Club.

What size is Jessamine Retreat? The home is just over 3,137 square feet.

Is the home for sale and could we have our vacation interrupted by an agent wanting to show the house? No, the home is not for sale. We do caution prospective guests that are looking at other properties to check with the owner or manager to insure that the property they are considering is not for sale, or that they will not have their vacation interrupted by agents wanting to show the home!

Do you offer discounts? If your arrival date is less than 30 days away and our home is available, we will certainly work with you.

Are there any additional fees outside of what is included in the quote? The only other fee(s) is the optional fee to heat the pool and/or spa. If you'd like a quote to include heat for one, or both, please let us know.

Where can we rent bikes and how much does it cost? There are many bike rental companies on the island. We prefer Hilton Head Bicycle Company - www.hiltonheadbikerental.com - 843-384-9322 and highly recommend arranging your bike rental before you arrive so they will be delivered and waiting for you on your arrival day.

Keywords: Free-Standing Home, house, private, resort, comfortable, classic, close to beach, updated, modern, convenient, beach, deer run, Heritage Woods, Baynard cove, sea pines, water, heritage classic, golf, tennis, kid friendly, the best home, clean house, relaxing

Hilton Head Island, South Carolina

Vacation home Type House
Check-In Smart lock
House Rules
  • Maximum occupancy: 10
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 33
  • Pets not allowed
Setting & View
  • Near Ocean
  • Resort
  • Shared Beach Access
  • Resort Access
General
  • Internet
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Hair Dryer
  • Iron & Board
  • Wifi
  • Ceiling Fans
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Lock On Bedroom Door
  • Free Internet
  • Body Soap
  • Hair Conditioner
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Blender
  • Pots & Pans
  • Kitchen Island
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Coffee
  • Wine Glasses
Bathrooms 5 Baths (4 full, 1 half)
  • Primary Bathroom – Shower, Toilet, Tub
  • Guest Bathroom Two Queens – Combination Tub/Shower, Toilet
  • Guest Bathroom Two twins and trundles – Combination Tub/Shower, Toilet
  • Guest Bathroom for 2nd King – Shower, Toilet
  • Powder Room Off Kitchen – Toilet
Sleeping Arrangements 4 Bedrooms, sleeps 2-10
  • Primary Bedroom – 1 King bed
  • Second Bedroom with Two Queens – 2 Queen beds
  • Third bedroom with 2 Twins and 2 trundles – 2 Twin beds, 2 Trundles
  • 4th Bedroom with King – 1 King bed
Entertainment
  • Television
  • Satellite/Cable
  • Books
  • Smart TV
Outdoor
  • Outdoor Grill
  • Deck/Patio (uncovered)
  • Lanai/Gazebo (covered)
  • Private Yard
  • Outdoor Dining
Pool/Spa
  • Private Pool
  • Hot Tub
  • Fenced Pool
Vehicles
  • Parking
  • Free Parking
  • Free Parking On Premises
Theme
  • Adventure
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
Attractions
  • Bay/Sound
  • Health/Beauty Spa
  • Marina
  • Zoo
Leisure
  • Bird Watching
  • Eco Tourism
  • Horseback Riding
  • Outlet Shopping
  • Paddle Boating
  • Boating
  • Shopping
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Cycling
  • Deepsea Fishing
  • Fishing
  • Bay/Sound Fishing
  • Freshwater Fishing
  • Golf
  • Golf Privileges Optional
  • Jet Skiing
  • Kayaking
  • Parasailing
  • Sailing
  • Surfing
  • Swimming
  • Wind Surfing
  • Mini Golf
Safety
  • Deadbolt Lock
  • Fire Emergency Contact
  • Fire Extinguisher
  • Medical Emergency Contact
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Enhanced Cleaning Practices
  • Cleaning Disinfection
  • Common Surface Disinfectant Cleaned
  • Linens High Temp Wash
  • Cleaning Products
Expectations
  • Cameras/Surveillance
  • Near Lake, River, or Water Body
Check Out Tasks
  • Throw Away Trash
Season Rate
Prime Summer 2025
May 24, 2025 - Sep 5, 2025
Weekly
$5,600
Fall 2025
Sep 13, 2025 - Nov 1, 2025
Weekly
$4,900 to $5,600
Spring 2026
Mar 28, 2026 - Apr 17, 2026
Weekly
$5,600
Summer 2026
May 23, 2026 - Sep 4, 2026
Weekly
$5,600 to $6,300