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South Carolina | Hilton Head

Jessamine Place

4 bedrooms·4 bathrooms·13 guests·2,793 sq/ft
Beach access

Just a ten-minute stroll from Hilton Head’s most beautiful beach, this newly renovated ranch-style cottage is the ideal island escape for families and groups. Set on a quiet street with a spacious yard, private heated pool, and bubbling spa, the home features four bedrooms and four full bathrooms, comfortably accommodating up to 13 guests. Inside, soaring ceilings and sun-drenched spaces create a warm and inviting atmosphere, while thoughtful updates and stylish furnishings make every stay feel special. The open-concept great room is perfect for gathering, with plush seating, a large flat-screen TV, and a chef-ready kitchen complete with a marble island, new stainless steel appliances, and seating for all. Each bedroom is designed for comfort, including a serene primary suite with pool views, a cozy sleeper sofa, and a spa-inspired bathroom. A dedicated office, bunk room, and multiple ensuite bedrooms offer space for everyone to relax. Outside, the newly updated pool deck and lush landscaping set the stage for unforgettable days under the sun.

Our promise

Satisfaction Guarantee

We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.

Amenities

Indoor
TV
Air conditioning
Dryer
Internet
Washer
Outdoor
Garden/Backyard
Outdoor grill
Hot tub/Jacuzzi
Pool
Community playground
Misc
Bath towels
Bedding & sheets
Hair dryer
Iron
Pillows & blankets

Bedroom details

Bedroom 1: King + Sleeper Sofa
Bedroom 2: King
Bedroom 3: Queen
Bedroom 4: Single Over Single Bunk + Single Over Double Bunk

Location

Inside the destination

Neighborhood: Sea Pines - Nestled on a quiet street with a big yard, only a 10-minute walk to the best beach on Hilton Head Island.

We're here to help

Whether you have questions on this home or want us to source other options, we're a message away!

512-537-2762

Reviews

Keith

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

Policies

Check-in: 4:00 PM
Check-out: 10:00 AM
Quiet Hours: 10:00 PM - 7:00 AM
No smoking allowed
No events allowed
No pets

Things you need to know

Keyless, no contact check-in and check-out

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.

A departure clean is included with your stay and will be completed after check-out. Mid-stay cleanings are not included but can be arranged in advance for an additional charge. We recommend scheduling a mid-stay clean for all long-stay reservations. When requested, additional housekeeping services and extra linens or towel exchanges can also be provided for an additional fee.

A starter supply of the items listed below to start your vacation off are provided. Paper towels, toilet paper, dishwasher tabs, laundry pods, dish soap, garbage bags, personal items: body wash, shampoo, conditioner, body lotion & soap.

The property does have a fully equipped kitchen with plates, glassware, utensils, pots, pans, toaster, coffeemakers, blenders, in addition to major appliances. You will also find a washer, dryer, hair dryer, iron and ironing board in each property.

All the beds have been made with high thread count linens, as well as ample bath towels, hand towels, and washcloths in each bedroom. Additional blankets and pillows can be found in the bedroom closets.

Restrictions

Guests & Occupancy

  • Occupancy may not exceed the maximum listed for the property at any time.
  • Guests are fully responsible for the conduct, behavior, and any damage caused by all occupants and visitors, whether staying overnight or visiting temporarily.
  • Only approved guests may be on the property. Any non-residential use (including gatherings or events) requires prior written approval. Misrepresentation may result in eviction without refund.

Events & Noise

  • Weddings, parties, receptions, or large gatherings are not permitted without prior written approval and may require an additional deposit. Unauthorized events may result in removal without refund.
  • Unreasonable disturbance of neighbors or surrounding properties is prohibited and may result in fines or eviction.

Prohibited Activities

  • Pets: Pets are not permitted unless explicitly approved in advance. Approved dogs only; under 50 lbs, no furniture or beds, not left unattended. Pet fees are non-refundable. Unauthorized pets may result in eviction without refund and a fee double the standard pet fee. Service animals require advance written request; fees waived per law. Documentation may be required.
  • Smoking & Vaping: All homes are 100% smoke-free, including balconies, patios, and porches. Violation results in cleaning and remediation charges (including ozone treatment) billed to the card on file and possible eviction without refund.
  • Illegal Substances: Illegal drugs or unlawful activity are strictly prohibited.
  • Fireworks: Fireworks are not permitted per local ordinance.
  • Other Restrictions: Towels, clothing, or personal items may not be hung on railings or balconies.
  • Feeding wildlife is prohibited.

Equipment & Amenities

  • Seasonal & Environmental Conditions: Weather conditions may impact amenity use. No refunds are issued due to weather-related limitations.
  • HVAC & Internet: Guests may not alter Wi-Fi settings; changing the Wi-Fi password results in a $250 fee. Internet speed, connectivity, and outages are not guaranteed.
  • Pools & Hot Tubs _(if equipped)_: Pool/spa heat must be scheduled 14 days prior to arrival; additional fees apply.
  • Pool heat target: ~85°F; Spa heat target: ~102°F (temperatures not guaranteed).
  • Equipment failure does not qualify for refunds.
  • Guests do not have access to thermostats.
  • Lost pool keys/cards incur a minimum $100 replacement fee.
  • Grills & Appliances _(if equipped)_: Grills must be cleaned after use; failure to do so may result in additional cleaning fees.
  • Parking Rules: Parking is limited to driveways and designated spaces only. No street, grass, beach path, or unauthorized parking. Prohibited vehicles include trailers, U-Hauls, RVs, motorhomes, motorcycles, and commercial vehicles. Fines issued by local authorities are the guest’s responsibility.
  • Restricted Areas: Locked closets, owner storage, and restricted areas are off-limits.
  • No refunds are issued for temporary outages, mechanical failures, or resort/community amenity closures.

Checkout & Care

  • Cleaning Expectations:
  • Bag and dispose of all trash in designated areas.
  • Load and start the dishwasher with dirty dishes.
  • Place used pool towels in laundry area _(if equipped)_.
  • Excessive cleaning due to stains, odors, or mess will result in additional cleaning fees.
  • Furniture Placement: Furniture may not be moved or rearranged. Repositioning fees will apply if furniture must be returned to its original location.
  • Guests must log out of personal streaming services on all devices.
  • All doors, windows, and access points must be locked upon departure.

Liability & Disclaimers

  • Not responsible for lost, stolen, or forgotten items. Return shipping (minimum $30) plus handling fees apply.
  • Guests assume all risks associated with pools, spas, hot tubs, bikes, grills, elevators, fitness equipment, and recreational amenities (if equipped).
  • No refunds or relocations for mechanical issues, internet outages, appliance failures, or elevator malfunctions.
  • No refunds for weather events, storms, insects, wildlife encounters, or environmental conditions.
  • Nearby construction or maintenance may occur 7:00 AM – 7:00 PM, Monday–Saturday. No refunds or relocations will be issued.
  • If the home becomes unavailable due to sale or major repair, a comparable substitute may be offered or a full refund issued if unavailable.