3 Jessamine Place


  • Rating Location: Sea Pines
  • Rating Type: House
  • Rating View: Near Ocean

Bedroom 4 bedrooms
Bathroom 4 Full Baths and 1 Half Bath
Guests 10 guests
Pets Not Allowed Pets Not Allowed
Location Winter on Hilton Head 2027 -Stay Longer and Save

Valid for Booking Dates: Tuesday, September 08, 2026 - Sunday, November 01, 2026

Valid for Travel Dates Between: Friday, January 01, 2027 - Sunday, February 28, 2027

❄️ Trade the winter weather for a little more time on Hilton Head Island!

Book a stay of 22 nights or longer during January or February and enjoy 10% off your stay at participating Vacation Company properties.

Whether you're working remotely, escaping the cold, or simply looking for an extended Lowcountry getaway, winter is one of the best times to slow down and enjoy Hilton Head.

*To qualify, your reservation must be created on or after Tuesday, September 08, 2026. This offer does not apply to reservations made prior to this promotion.
*Offer expires 11/01/2026 and you must book your vacation between 01/01/2027 and 02/28/2027.


Bedding Bedding
BEDROOM
KING (1)
BEDROOM
KING (1)
BEDROOM
QUEEN (2)
BEDROOM
TWIN SINGLE (4)

Description Description
Welcome to Jessamine Coastal Escape, a beautifully appointed 4-bedroom, 4.5-bathroom vacation home nestled in the heart of Sea Pines on Hilton Head Island. Combining coastal elegance with spacious, comfortable living, this inviting retreat offers the perfect setting for family vacations, golf getaways, and memorable gatherings with friends.

Step inside to discover bright, welcoming interiors, thoughtfully designed gathering spaces, and an open-concept kitchen and dining area ideal for spending time together. With multiple living areas, guests have plenty of room to relax, reconnect, and enjoy their own space throughout their stay.

Outside, your private pool and spa create a wonderful setting for soaking up the Hilton Head sunshine, enjoying leisurely afternoons, or unwinding after a day of exploring the island. Comfortable outdoor living spaces extend the vacation experience beyond the home, making it easy to embrace the relaxed Lowcountry lifestyle.

With four spacious bedrooms accommodating up to 10 guests, Jessamine Coastal Escape offers the perfect balance of privacy, comfort, and convenience. Its desirable Sea Pines location places guests within easy reach of beautiful beaches, championship golf courses, scenic bike paths, Harbour Town, South Beach Marina, and some of Hilton Head Island's most beloved attractions.

Whether you're spending your days by the pool, biking through Sea Pines, or enjoying evenings together, 3 Jessamine Place is ready to welcome you for an unforgettable Hilton Head Island getaway.

Town of HHI STR Permit #033567

HIGHLIGHT

• *Heated Pool: This pool has a gas heater and can be heated for an additional fee of $775 - $1275 per week, depending on the season. SPA CANNOT BE HEATED

• 5 TVs

• Experience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental, so you can spend less time cooking and more time relaxing on Hilton Head Island.

SEA PINES RESORT FEATURES & AMENITIES [All Sea Pines Resort Features are subject to purchase, seasonality, and availability.]

• Lawton Stables

• Golf Courses - Harbour Town Golf Links home to the RBC Heritage Classic. Additional Sea Pines Resort courses include Heron Point by Pete Dye, Atlantic Dunes by Davis Love II, and Sea Pines Country Club [Private]

• Harbour Town Marina - Lighthouse, Shops, Restaurants, Water Activities, Private Boat Charters

• South Beach Marina - Shops, Restaurants, Water Activities, Fishing Charters, Dolphin Tours

• Racquet Clubs - South Beach & Harbour Town

• Trolley Transportation - Schedule Varies

• Tower Beach Parking - Property Owners Only

• Sea Pines Beach Club Parking - Major Seasonality Restrictions

• Ongoing upgrades to enhance the resort include renovations, new construction, and road projects.

PROPERTY CONFIGURATION

• 4 Bedrooms

• 4.5 Baths

• Sleeps 10

• Parking for a maximum of 4 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas. 2 car passes are included with your reservation. Additional car passes are available for purchase. The property is located on Jessamine Place off of South Greenwood Drive and is approximately a 12 to 15 minute walk to the beach.

• 3,137 square feet

• Washer and dryer

• Fully equipped kitchen - Induction Cooktop

• Gas Grill

BEDDING CONFIGURATION

• Bedroom 1 - 1 King

• Bedroom 2 - 1 King

• Bedroom 3 - 2 Queens

• Bedroom 4 - 2 Twins and 2 Trundles

PROPERTY REMINDERS

• Pets are not allowed

• The fireplace is not for guests' use.

• *Heated Pool: This pool has a gas heater and can be heated for an additional fee of $775 - $1275 per week, depending on the season. SPA CANNOT BE HEATED

• * A total of 4 adult unisex bikes and a beach wagon are included in your amenity fee when booking. Not included with rentals over 21 nights.

• The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay).


Amenities 46 Amenities
Featured Amenities
  • *4 Adult Bikes *4 Adult Bikes
  • Pool Access Pool Access
  • Private Pool Private Pool
Games & Entertainment
  • Free Wifi Free Wifi
  • Satellite / Cable Satellite / Cable
Housekeeping Amenities
  • Linens Provided Linens Provided
  • Towels Provided Towels Provided
Kitchen Amenities
  • Coffee Maker Coffee Maker
  • Cookware Cookware
  • Dishes & Utensils Dishes & Utensils
  • Dishwasher Dishwasher
  • Ice Maker Ice Maker
  • Keurig Keurig
  • Microwave Microwave
  • Oven Oven
  • Refrigerator Refrigerator
  • Stove Stove
  • Toaster Toaster
  • Utensils Utensils
Nearby Amenities
  • bay/sound
  • Marina Marina
  • Pickleball Pickleball
  • Restaurants Restaurants
Outdoor Amenities
  • Heatable Pool
  • Tennis
Property Amenities
  • Air Conditioning Air Conditioning
  • Clothes Dryer Clothes Dryer
  • Dining Area Dining Area
  • Hair Dryer Hair Dryer
  • Heated Pool Heated Pool
  • Iron & Board Iron & Board
  • Multiple Living Spaces Multiple Living Spaces
  • Washing Machine Washing Machine
  • Wine Cooler
Safety & Security
  • Carbon Monoxide Detector
  • Contactless Check-In & Check Out Contactless Check-In & Check Out
  • Deadbolt lock on entryway Deadbolt lock on entryway
  • Fire Extinguisher Fire Extinguisher
  • Keyless
  • NO Animals Allowed
  • No-contact check-in and check-out No-contact check-in and check-out
  • Nonsmoking only Nonsmoking only
  • Smoke detectors Smoke detectors
View/Location
  • Near Ocean Near Ocean
  • Near The Ocean Near The Ocean
  • New Property

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