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4 Bedroom Home at Bailey's Cove on Hilton Head Island | Small footprint. Big island life.
Pacific Capital Management
Strong value for money in the local market and a nearby top-rated high school make the location and pricing particularly appealing. A robust set of 30 listing photos provides a clear sense of the home and its features, helping prospective renters quickly assess fit and quality.
Things you’ll love
Less expensiveHigh school nearbyImages AvailableGreat for
Pet ownersAppliances
| Dishwasher | In-Unit Laundry |
| Oven | Range |
| Refrigerator | Washer and Dryer |
Community
| Cats OK | Dogs OK |
One-time.
One-time. Refundable.
Questions about this property’s policies and fees?
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. Increased rent and security deposit for a pet. 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.
How 27 Lone Cypress Trl compares to other nearby properties.
Positives
| Zip code | 29926 |
|---|---|
| Type | House for rent |
4-bedroom apartments at 27 Lone Cypress Trl cost about 17% less than the average rent price for 4-bedroom apartments in Hilton Head Island.
| Month | Median Rent |
|---|---|
| May 2024 | $3,966 |
| June 2024 | $3,715 |
| July 2024 | $3,950 |
| August 2024 | $4,500 |
| September 2024 | $4,000 |
| October 2024 | $3,900 |
| November 2024 | $3,900 |
| December 2024 | $3,500 |
| January 2025 | $3,500 |
| May 2025 | $3,666 |
| July 2025 | $5,250 |
| August 2025 | $4,864 |
| September 2025 | $4,400 |
| October 2025 | $4,671 |
| November 2025 | $4,048 |
| December 2025 | $3,987 |
| January 2026 | $4,257 |
| February 2026 | $4,398 |
| March 2026 | $4,500 |
| April 2026 | $4,592 |
Can I afford to live at 27 Lone Cypress Trl?
Bedrooms
4+ bedroomsRent-to-income ratio
30%
$151,800/yr
1410 tailbird rd
beaufort, SC, 29902
