Entire home
New on VRBO, beautifully updated home! 5 minute walk to the beach!
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4 bedrooms4+ bathroomsSleeps 10291.4 sq m
Popular amenities
Explore the area

Hilton Head Island, SC
- Place, South Beach9 min walk
- Place, Atlantic Dunes by Davis Love III2 min drive
- Place, Harbour Town Golf Links3 min drive
- Airport, Hilton Head Island, SC (HHH)19 min drive
Rooms & beds
4 bedrooms (sleeps 10)
2nd Room
1 King Bed
3rd Room
2 Queen Beds
4th Room - sleeps 4 w/ two twin and two trundles
2 Single Beds
Primary
1 King Bed
4 bathrooms, 1 half bathroom
2nd
Shower only
3rd
Shower only
4th
Bathtub or shower
Powder Room
Toilet
Primary Bathroom
Bathtub · Shower only
Spaces
Kitchen
About this property
New on VRBO, beautifully updated home! 5 minute walk to the beach!
Be one of the first to stay in this beautiful home on Jessamine Place — a spacious, newly renovated single‑story ranch designed for comfort, connection, and effortless vacation living. Thoughtfully updated with a focus on comfort, convenience, and calmness, this coastal retreat is centrally located in the heart of Sea Pines. From this home you can walk to the beach in minutes or bike to either South Beach or Harbor Town in less than 15 minutes.
This home offers four beautifully appointed bedrooms, each with its own ensuite bathroom, plus an additional powder room for guests. The master bedroom is a true indulgence with a king bed, large walk-through closet into the master bath that has a double vanity, stand-alone soaking tub, and zero-entry walk-in shower. One guest room offers a king bed and another offers two queen beds. Both have walk-in showers with a large vanity. The fourth guest room offers versatility with two twin beds both with trundles. A twin-to-king bed converter is available, at no extra cost, adding flexibility for couples.
Inside, an open and airy layout provides multiple inviting gathering spaces. The living room features abundant comfortable seating and a 75" TV, ideal for movie nights or relaxing after a day at the beach. Just off the living room, a quiet den with a sleeper sofa offers a flexible space for reading, working, or accommodating additional guests. A stylish wet bar with two beverage coolers connects the living room to the well‑appointed kitchen, making entertaining seamless.
The heart of the home is the expansive kitchen and adjoining seating area. The reclaimed wooden dining table seats eight, with four additional seats at the island counter. A cozy lounge area — complete with a large sofa and two swivel chairs — provides another comfortable spot to gather around the 65" TV. Outfitted with top‑of‑the‑line Bosch appliances, the kitchen is designed for both cooking and connection, whether you’re preparing meals or planning the next day’s adventures.
Both the kitchen and living room open to the screened‑in porch, a true private outdoor retreat. The large pool and spa — both of which can be heated — create the perfect setting for morning swims, afternoon lounging, or evening relaxation under the stars. The screened enclosure keeps the space comfortable and enjoyable throughout the day and night.
Jessamine Retreat is thoughtfully designed to make your stay easy, relaxing, and memorable. Whether you’re here for sun‑soaked days, quiet evenings, or quality time with loved ones, this beach house offers the space, comfort, and amenities to make it all happen. This location truly has it all.
Jessamine Retreat is professionally managed by the JKS Abbott Group, which manages premier vacation homes exclusively within Sea Pines! As a boutique property management company with over 18 years of experience managing 5 STAR vacation homes in Sea Pines, our firm has become an 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 the luxury homes we represent.
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 you 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 5 minute walk!
Are you close to Harbour Town and South Beach? Yes, its about a 9810 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
This home offers four beautifully appointed bedrooms, each with its own ensuite bathroom, plus an additional powder room for guests. The master bedroom is a true indulgence with a king bed, large walk-through closet into the master bath that has a double vanity, stand-alone soaking tub, and zero-entry walk-in shower. One guest room offers a king bed and another offers two queen beds. Both have walk-in showers with a large vanity. The fourth guest room offers versatility with two twin beds both with trundles. A twin-to-king bed converter is available, at no extra cost, adding flexibility for couples.
Inside, an open and airy layout provides multiple inviting gathering spaces. The living room features abundant comfortable seating and a 75" TV, ideal for movie nights or relaxing after a day at the beach. Just off the living room, a quiet den with a sleeper sofa offers a flexible space for reading, working, or accommodating additional guests. A stylish wet bar with two beverage coolers connects the living room to the well‑appointed kitchen, making entertaining seamless.
The heart of the home is the expansive kitchen and adjoining seating area. The reclaimed wooden dining table seats eight, with four additional seats at the island counter. A cozy lounge area — complete with a large sofa and two swivel chairs — provides another comfortable spot to gather around the 65" TV. Outfitted with top‑of‑the‑line Bosch appliances, the kitchen is designed for both cooking and connection, whether you’re preparing meals or planning the next day’s adventures.
Both the kitchen and living room open to the screened‑in porch, a true private outdoor retreat. The large pool and spa — both of which can be heated — create the perfect setting for morning swims, afternoon lounging, or evening relaxation under the stars. The screened enclosure keeps the space comfortable and enjoyable throughout the day and night.
Jessamine Retreat is thoughtfully designed to make your stay easy, relaxing, and memorable. Whether you’re here for sun‑soaked days, quiet evenings, or quality time with loved ones, this beach house offers the space, comfort, and amenities to make it all happen. This location truly has it all.
Jessamine Retreat is professionally managed by the JKS Abbott Group, which manages premier vacation homes exclusively within Sea Pines! As a boutique property management company with over 18 years of experience managing 5 STAR vacation homes in Sea Pines, our firm has become an 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 the luxury homes we represent.
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 you 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 5 minute walk!
Are you close to Harbour Town and South Beach? Yes, its about a 9810 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
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 33
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
We should mention
A car is recommended for transport to and from this property
About the area
Hilton Head Island
Located near the beach, this holiday home is in Sea Pines, a neighbourhood in Hilton Head Island. While the natural beauty of Coligny Beach and Tybee Island Beach can be enjoyed by anyone, those looking for an activity can explore Palmetto Dunes Club.
Looking to enjoy an event or a game while in town? See what's happening at Stan Smith Tennis Academy or Van Der Meer Tennis Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Hilton Head Island, SC
What's nearby
- South Beach - 9 min walk - 0.8 km
- Stoney-Baynard Ruins - 2 min drive - 1.4 km
- Atlantic Dunes by Davis Love III - 2 min drive - 1.6 km
- Harbour Town Golf Links - 3 min drive - 1.7 km
- Harbour Town Lighthouse - 4 min drive - 2.4 km
Getting around
Restaurants
- Harbour Town Bakery & Cafe - 6 min drive
- The Crazy Crab - 7 min drive
- The Salty Dog Cafe - 6 min drive
- The Quarterdeck - 7 min drive
- Beach Club at The Sea Pines Resort - 4 min drive
Frequently asked questions
About the host
Hosted by Kerry
What makes this property unique
Super close to the beach - 5 minute walk. You can bike to South Beach, The Sea Pines Resort Beach Club, or Harbour Town in under 15 minutes on the fantastic leisure trails.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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