
20 Ladyslipper Ln, Hilton Head Island, SC 29926
What This House Offers
Not every dream home needs to be the biggest on the block — it just needs to be exactly right. The Jessamine at Bailey's Cove delivers precisely that. At 1,999... square feet, this smartly designed 4-bedroom, 3.5-bath new construction packs exceptional livability into every square foot, making it one of the most versatile and welcoming homes on Hilton Head Island.
What sets The Jessamine apart from the moment you arrive is flexibility. The main level features a true primary suite — bedroom, full bath, and direct access to the covered deck — so whether you're embracing single-level living or simply love the idea of waking up steps from the outdoor air, this home was built with you in mind. A half bath on the main level adds everyday convenience, while the open living and kitchen area flows naturally around the beautiful LVP flooring that ties it all together.
The kitchen is every bit as thoughtful as the rest of the home. Whirlpool stainless appliances, solid countertops, a generous island, and a large pantry make cooking and gathering equally enjoyable — because on Hilton Head, every meal feels a little like a celebration.
Head upstairs and discover even more to love. A second primary suite on the top floor offers its own private bath, making it ideal for multigenerational living, long-term guests, or a luxurious owner's retreat away from it all. Two additional bedrooms round out the upper level — including a cozy fourth bedroom perfectly sized for a home office, nursery, or creative space — along with another full bath and a conveniently located upstairs laundry room to keep life running smoothly.
Outside, the oversized two-car garage with extra storage handles all the gear that comes with island living, from paddleboards to bicycles and everything in between.
New construction. Move-in ready. Hilton Head Island.
Bailey's Cove | The Jessamine Plan | 4 BD · 3.5 BA · 1,999 SF
Right-sized for island life. Perfect for yours.
Unit
- $3,995 / month
- 4 Beds
- 3.5 Baths
- 1999 sq. ft.
- Available Now
Home Features
- Dishwasher
20 Ladyslipper Ln is a single-family home for rent in Hilton Head Island, SC
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
No Pets Allowed
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
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Get In Touch
Hilton Head Island, SC 29926
Area Scores
Walkability
Somewhat walkable20 / 100
Driveability
Exceptionally drivable100 / 100
Bikeability
Fairly bikeable40 / 100
Travel and Transit


Discover Hilton Head Island, SC
Parks and Recreation
Recreational activities near 4 Bedroom Home at Bailey's Cove on Hilton Head Island | Small footprint. Big island life. are plentiful. Discover 2 parks within 2.8 miles, including Pinckney Island National Wildlife Refuge and Coastal Discovery Museum.
Airports
Living in Hilton Head Island provides easy access to Hilton Head, located just 13 minutes from 4 Bedroom Home at Bailey's Cove on Hilton Head Island | Small footprint. Big island life.. Another nearby airport is Savannah/Hilton Head International, located 43.1 miles away.
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