House - Rating 4.9 (56)

5 Jessamine Place


Bedroom 4 bedrooms
Bathroom 4 bathrooms
Guests 13 guests
Pets Not Allowed Pets Not Allowed
Complimentary Concierge Services Included Complimentary Concierge Services Included

  • Address: 5 Jessamine Place
  • Location: Walk to Beach
  • Type: House
  • View: Landscape/Pool
Tags Repeat Guest | 5% OFF on your next stay
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Tags Island Time Honors Our Heros!
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Tags Spring Break
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Tags Heritage Uncorked
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Tags 10% Off Your Stay
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Bedding Bedding
User User User User
Bedroom 1
Sleeps: 4
1 King

Sleeper Sofa

Attached Full Bath

User User
Bedroom 2
Sleeps: 2
1 King

Attached Full Bath

User User
Bedroom 3
Sleeps: 2
1 Queen Bed

Attached Full Bath

User User User User User
Bedroom 4
Sleeps: 5
1 Bunk Bed set of Twins and 1 bunk with twin over full

Attached Full Bath


Description Description
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.

5 Jessamine Place is only a 10-minute walk to the best beach on Hilton Head Island!

This ranch-style cottage home is newly renovated and beautifully furnished. It offers four bedrooms and four bathrooms to comfortably host up to 13 guests. Nestled on a quiet street with a big yard and private heated pool plus spa, this home is perfect for outdoor activities with the whole family. It is sure to make for lifelong memories.

The massive great room has soaring ceilings and is beautifully lit with tons of natural sunlight. The living room features a cozy, plush couch with a large flat-screen TV for your entertainment. The kitchen is extremely spacious and offers plenty of countertop room with the marble island. It is also fully stocked, and brand new stainless steel appliances make for a chef's dream. The 2 dining tables offer enough seating for up to 12 people, and there are an additional 4 brand new bar stools in the kitchen.

The master bedroom is located on the back side of the home, overlooking the pool. This spacious room offers a king-sized bed and queen sleeper sofa, along with a large flat-screen TV. Beautiful sliding barn doors open up to the master bathroom, consisting of a double vanity and large walk-in shower. The second bedroom also offers a king-sized bed and has its own private ensuite bathroom with a walk-in shower. The third bedroom has a queen-sized bed and an ensuite full bathroom. Through the third bedroom, you have a great office space equipped with a monitor. And the fourth bedroom consists of two bunk beds, one twin over full and the other twin over twin. It also has its own private, full bathroom.

Outside, your backyard oasis awaits. You will love spending your days in the newly updated private pool and spa, surrounded by lush landscaping all around. And there is plenty of seating for everyone outside on the brand new pool deck.

The backyard and the nearby beach with the finest sand on the island are sure to become your favorite places to spend those hot days.

Key Features:

- Proximity to the beach: 10 min walk

- 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.

- Pets are not allowed

- Sea Pines Resort Amenities

Rent price includes: Rental Rate, Hospitality Program, Beach Gear Credit, Booking Processing Fees, and Departure Clean. Your Luxury Concierge is included with no additional cost.


Amenities 53 Amenities
Key Features
  • Community Playground Community Playground
  • Complimentary Concierge Services Included Complimentary Concierge Services Included
  • Landscape View Landscape View
  • Vay K Life Vay K Life
Bathrooms
  • Bath Towels Bath Towels
  • Hair Dryer Hair Dryer
  • Travel sized toiletries (shower gel, shampoo, conditioner, soap) Travel sized toiletries (shower gel, shampoo, conditioner, soap)
Bedrooms
  • Bedding & Sheets Bedding & Sheets
  • Hangers Hangers
  • Pillows & Blankets Pillows & Blankets
Games & Entertainment
  • Basketball Basketball
  • TV TV
Heating & Cooling
  • Air Conditioning Air Conditioning
  • Heating Heating
Housekeeping
  • Dryer Dryer
  • Iron Iron
  • Washing Machine Washing Machine
Indoor
  • No Pets Allowed No Pets Allowed
  • No Smoking No Smoking
Internet & Workspace
  • Designated Office Designated Office
  • Designated Work Space Designated Work Space
  • Desk Desk
  • Wifi Wifi
Kitchen & Dining
  • Bakeware Bakeware
  • Bowls, Plates, Mugs Bowls, Plates, Mugs
  • Cookware Cookware
  • Dinnerware Dinnerware
  • Dishwasher Dishwasher
  • Drip Coffee Maker Drip Coffee Maker
  • Forks, Spoons, Knives Forks, Spoons, Knives
  • Fridge Fridge
  • Glassware Glassware
  • Keurig Keurig
  • Microwave Microwave
  • Oven Oven
  • Paper Towels, etc. Paper Towels, etc.
  • Pots, Pans, Cutting Boards, Knives Pots, Pans, Cutting Boards, Knives
  • Stove Stove
Outdoor
  • Outdoor Grill Outdoor Grill
  • Private Grill Private Grill
Parking & Facilities
  • Garage Access Garage Access
Pool & Spa
  • Heatable Pool Heatable Pool
  • Heatable Pool & Spa Heatable Pool & Spa
  • Hot Tub Hot Tub
  • Private Pool Private Pool
  • Spa Spa
Property Features
  • Bunk Rooms Bunk Rooms
  • Monthly Stays Monthly Stays
  • Winter Monthly Stay Winter Monthly Stay
Safety
  • Clean with disinfectant Clean with disinfectant
  • Enhanced cleaning practices Enhanced cleaning practices
  • Keyless, no contact check-in and check-out Keyless, no contact check-in and check-out
  • Towels and bedding washed in water that’s at least 60°C/140°F between stays Towels and bedding washed in water that’s at least 60°C/140°F between stays

Reviews Rating 4.9 (56) Reviews
Rating 5
Beautiful home, comfortable beds, excellent communication from host and rental company!
Laurie - Posted: 1/4/2026
Thank you for the wonderful review Laurie! We’re so glad that you found the home beautiful, the beds comfortable, and our communication excellent. We look forward to welcoming you back to Hilton Head soon!
Island Time Hilton Head staff
Rating 5
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
Keith - Posted: 9/21/2025
Thank you for the amazing review Keith! We're so glad 5 Jessamine Place was a great fit for your large family, especially the spacious main living area. Happy to hear you enjoyed the pool, patio, and hot tub, and that the pre-arranged bike rentals made arrival easy. Thanks for the shout-out to our team; we hope to welcome you back to Hilton Head soon.
Island Time Hilton Head staff
Rating 5
Great Family Getaway
Second summer in a row that 8 of us (two families) have enjoyed this property. House is on a quiet court yet you have easy bike access to the beach, Salty Dog Cafe & Harbour Town. Open concept kitchen / family room is great for hanging out. Kids loved the pool & the adults enjoyed the spa.
Ryan D. from Lake Forest - Posted: 7/27/2025
Thank you for the amazing review Ryan! We're so glad your group returned to 5 Jessamine for a second summer and enjoyed the home’s layout and location. It’s great to hear the kids loved the pool and the adults got to relax in the spa. We hope to welcome you back again next year!
Island Time Hilton Head staff
Rating 5
Great Family Getaway
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Second summer in a row that 8 of us (two families) have enjoyed this property. House is on a quiet court yet you have easy bike access to the beach, Salty Dog Cafe & Harbour Town. Open concept kitchen / family room is great for hanging out. Kids loved the pool & the adults enjoyed the spa.
Ryan - Posted: 7/27/2025
Thank you for the amazing review Ryan! We're so glad your group returned to 5 Jessamine for a second summer and enjoyed the home’s layout and location. It’s great to hear the kids loved the pool and the adults got to relax in the spa. We hope to welcome you back again next year!
Island Time Hilton Head staff
Rating 4
Thoma Family Vacation 2025
Overall we had a great week. Very nice accommodations along with plenty of room for all 10 of us adults.
Everything was very comfortable.
About a 15min walk to the beach just as the listing said.
Anonymous from Russellville - Posted: 7/21/2025
Thank you so much for your kind review David! We’re glad you found the home spacious and comfortable for your group and enjoyed the easy walk to the beach. We’d love to have you back next year!
Island Time Hilton Head staff
Rating 5
Overall it was a very nice property and very roomy for all 10 of us adults.
David - Posted: 7/21/2025
Thank you for your review, David! We're glad the property comfortably accommodated your group and hope to welcome you all back to Hilton Head again soon.
Island Time Hilton Head staff
Rating 5
Wonderful Family Vacation Home
We loved this home. It was everything we wanted. We stayed for two weeks and wanted a home that felt relaxing and very "beach-like," but also a home that we could settle into and enjoy family meals. The amenities were great, and we loved the pool!!
Erin - Posted: 7/8/2025
Thank you, Erin, for your wonderful review! We’re glad the home provided the relaxing, beachy atmosphere you were looking for and that you enjoyed the amenities and pool during your two-week stay. It was our pleasure to host you and your family, and we’d be happy to welcome you back anytime.
Island Time Hilton Head staff
Rating 5
This was a WONDERFUL place to stay and just perfect for our family of 9. We felt very taken care of by Island Time and the whole process was smooth. We can't wait to come back!
Hayden - Posted: 6/7/2025
Thank you for your wonderful review, Hayden! We're pleased to hear that our place was perfect for your family and that you felt well taken care of. We look forward to welcoming you back on your next visit!
Island Time Hilton Head staff
Rating 5
5 Jessamine
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Well done, just wish the thermostat could be set a little lower than 70 degrees.
Sharon - Posted: 6/1/2025
Rating 5
Great House
The house was spacious, clean, good location, heated pool was great for our entire family, and the front yard was perfect for our kids!
Ralph L. from Marietta - Posted: 4/22/2025
Thank you for the great review! We’re so glad the house, pool, and yard worked well for your family. We hope to welcome you back soon!
Island Time Hilton Head staff
Rating 5
Great House
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was spacious, clean, good location, heated pool was great for our entire family, and the front yard was perfect for our kids!
Ralph L. - Posted: 4/22/2025
Thank you for the great review! We’re so glad the house, pool, and yard worked well for your family. We hope to welcome you back soon!
Island Time Hilton Head staff
Rating 5
Perfect rental home in Sea Pines!
We enjoyed our time at this beautifully appointed home! It accommodated our family perfectly! The master bedroom was just what we needed! The location is very peaceful! Would definitely rent again! We had one minor issue and Island Time responded immediately! They were so easy to work with!
Anne C. from Reading - Posted: 3/16/2025
Thank you for the kind words Anne! We look forward to welcoming you back.
Island Time Hilton Head staff
Rating 5
Perfect rental home in Sea Pines!
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our time at this beautifully appointed home! It accommodated our family perfectly! The master bedroom was just what we needed! The location is very peaceful! Would definitely rent again! We had one minor issue and Island Time responded immediately! They were so easy to work with!
Anne C. - Posted: 3/16/2025
Thank you for the kind words Anne! We look forward to welcoming you back.
Island Time Hilton Head staff
Rating 5
Great family getaway!
Home perfect for our group of 8. Nice open kitchen, living room and games area. Lots of games to choose from and extra spices in pantry. Only thing missing was a fly swatter. Three large bedrooms with private baths and we made good use of the 4 bunk beds, too and 4th bathroom. Loved the pool and splurged for the heated hot tub…great to rent bikes (at least 2) to ride on the beach and on the bike paths. Easy walk to beach access; not so easy with over 75 old because it’s still about 1/2 mile walk and there’s no dropoff point. Loved night at Harbor Town, lunch at Salty Dog and trying out the different golf courses in the area. We’d definitely recommend it!
Verified traveler - Posted: 9/7/2024
Rating 5
Great stay at Sea Pones
Clean property and spacious enough to hold my immediate and extended family. Short walk to beach access without having to deal with all that sand. Ideal rental property. Pool was a much appreciated amenity.
Peter H. - Posted: 8/15/2024
Thank you for your review, Peter. We appreciate your feedback. We are glad you enjoyed your getaway with us.
Island Time Hilton Head staff
Rating 5
Great Getaway
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Really enjoyed our stay at 5 Jessamine Place. Property was clean, well maintained and the kitchen was fully equipped with everything we needed. The pool and spa were big hits. The Sea Pines location was also great for getting to the beach (.5 mile), Harbour Town & Salty Dog. We recommend renting bikes to make it easier to get to all of those locations. Island time provided a bunch of useful information and was easy to get a hold of whenever we had questions. Only frustration about the property was no beach towels and only 3 beach chairs. Island time was upfront about a lack of both, however we have found those items to be standard at previous homes we've rented on the island.
Ryan D. - Posted: 8/6/2024
Thank you for staying with us, and thank you for your feedback. Have a great day!
Island Time Hilton Head staff
Rating 5
Great house for family & kids
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great house overall, good space for adults and young children. Location to beach was great and close to the trails to walk and or bike around sea pines. Rooms were spacious enough for all and the pool in the backyard is a huge plus.
Melissa A. - Posted: 5/21/2024
Thanks so much for your stay with Island Time. We look forward to welcoming you back on your next trip to Hilton Head.
Island Time Hilton Head staff
Rating 5
Family-Friendly Home!!
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful week in this newly updated property. We loved having an open floor plan for everyone to be together but doing different things simultaneously. We paid the extra fee for the pool and spa to be heated, which was well worth it. Would definitely stay here again!!
Jen S. - Posted: 5/21/2024
Thank you for staying with Island Time! We're thrilled to hear that you had a wonderful week in our newly updated property. It's great to know that you enjoyed the open floor plan and the heated pool and spa. We can't wait to welcome you back for another fantastic stay!
Island Time Hilton Head staff
Rating 5
Family-Friendly Home!!
Wonderful week in this newly updated property. We loved having an open floor plan for everyone to be together but doing different things simultaneously. We paid the extra fee for the pool and spa to be heated, which was well worth it. Would definitely stay here again!!
Jen S. from Franklin - Posted: 5/20/2024
Thank you for staying with Island Time! We're thrilled to hear that you had a wonderful week in our newly updated property. It's great to know that you enjoyed the open floor plan and the heated pool and spa. We can't wait to welcome you back for another fantastic stay!
Island Time Hilton Head staff
Rating 5
Great house for family & kids
Great house overall, good space for adults and young children. Location to beach was great and close to the trails to walk and or bike around sea pines. Rooms were spacious enough for all and the pool in the backyard is a huge plus.
Anonymous from Glenview - Posted: 5/20/2024
Thanks so much for your stay with Island Time. We look forward to welcoming you back on your next trip to Hilton Head.
Island Time Hilton Head staff
Rating 5
Family fun!
The house and surrounding area is perfect! We had 8 adults and 5 kids and it fit us perfectly. The only issue was the spa pool. It’s very hard to know how to get it heated because there are zero instructions. With the cost to heat, detailed instructions should be included. There are buttons to press, but the numbers are all worn off. I asked for help but was never given instructions. Luckily I found help on YouTube and then it worked perfectly!!
Beth L. - Posted: 5/14/2024
Thank you for staying with us. The pool deck was recently expanded with additional seating and a non-slip texture was applied. The spa controller numbers were over-sprayed accidentally in the process. The labels on the spa controller have been replaced and instructions have been added for spa use. We appreciate the feedback and hope you stay with us again.
Island Time Hilton Head staff
Rating 5
Hilton Head experience
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I would highly recommend this property. It was on a quiet street and a bike ride away from the beach club, Harbour town and Salty dog. This house was perfect for our family.
Jared P. - Posted: 4/16/2024
Thanks for the review, Jared. This house really is a gem, we hope to have you stay again next year!
Island Time Hilton Head staff
Rating 5
Hilton Head experience
I would highly recommend this property. It was on a quiet street and a bike ride away from the beach club, Harbour town and Salty dog. This house was perfect for our family.
Jared P. from Union - Posted: 4/15/2024
Thanks for the review, Jared. This house really is a gem, we hope to have you stay again next year!
Island Time Hilton Head staff
Rating 5
Gem in Sea Pines
Great spot
Joe G. - Posted: 3/26/2024
Thanks for taking the time to leave us a review, Joe. We hope to welcome you back on your next trip to Hilton Head.
Island Time Hilton Head staff
Rating 5
Gem in Sea Pine
Well thought out home design. QR codes explaining everything was very helpful. This house checked all the boxes for us.
Joe G. from Independence - Posted: 3/24/2024
Thanks for the review, Joe. This house really is a gem, we hope to have you stay again next year!
Island Time Hilton Head staff
Rating 5
Perfect Vacation Home
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved 5 Jessamine, it was very well equipped! At one point we had 8 people including our two great grandchildren and the house satisfied everyone’s needs! Loved the location! The staff at Island Rental was great to work with! Would love to go back!
Anne C. - Posted: 3/18/2024
Thank you so much for the kind words. We are so happy that you enjoyed your stay. We hope to have you back again sometime soon!
Island Time Hilton Head staff
Rating 5
Perfect Vacation Home
We loved 5 Jessamine, it was very well equipped! At one point we had 8 people including our two great grandchildren and the house satisfied everyone’s needs! Loved the location! The staff at Island Rental was great to work with! Would love to go back!
Anne C. from Reading - Posted: 3/17/2024
Thank you so much for the kind words. We are so happy that you enjoyed your stay. We hope to have you back again sometime soon!
Island Time Hilton Head staff
Rating 5
Perfect vacation home!
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Home was very well equipped! We had 8 people for a week and the house easily accommodated everyone! We were there in February and only our crazy great grandchildren used the pool and loved it! Island time was very helpful and easy to work with! Hope to return!
Anne C. - Posted: 3/3/2024
Thank you for staying with us Anne! We are happy you had a great vacation and look forward to welcoming you back.
Island Time Hilton Head staff
Rating 5
Perfect vacation home!
Home was very well equipped! We had 8 people for a week and the house easily accommodated everyone! We were there in February and only our crazy great grandchildren used the pool and loved it! Island time was very helpful and easy to work with! Hope to return!
Anne C. from Reading - Posted: 3/2/2024
Thank you for staying with us Anne! We are happy you had a great vacation and look forward to welcoming you back.
Island Time Hilton Head staff
Rating 5
Holiday Season Vacation
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Awesome place for our family for our first visit to Hilton Head. One thing for improvement would be additional dish towels and hot pads for kitchen.
Dale F. - Posted: 1/3/2024
Thank you for spending the holiday with us, Dale. We appreciate your recommendation and will place additonal dish towels and hot pads in the kitchens. We hope to welcome you back.
Island Time Hilton Head staff
Rating 5
Holiday Season Vacation
Awesome place for our family for our first visit to Hilton Head. One thing for improvement would be additional dish towels and hot pads for kitchen.
Dale F. from Eagan - Posted: 1/2/2024
Thank you for spending the holiday with us, Dale. We appreciate your recommendation and will place additonal dish towels and hot pads in the kitchens. We hope to welcome you back.
Island Time Hilton Head staff
Rating 5
Perfect Family Escape
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 5 Jessamine Place was the perfect fit for our kids and grandkids. The homes one story layout and flat yard worked out well for us. The management company was very helpful. We would be very likely to stay again.
Sue I. - Posted: 11/29/2023
Rating 5
Perfect Family Escape
5 Jessamine Place was the perfect fit for our kids and grandkids. The homes one story layout and flat yard worked out well for us. The management company was very helpful. We would be very likely to stay again.
Sue I. from Canton - Posted: 11/28/2023
Thank you for staying at 5 Jessamine Sue! We are happy you had the perfect family escape, and we hope to welcome you back to the island soon!
Island Time Hilton Head staff
Rating 5
Comfy family vacation home!
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very comfy home! Updated, clean and roomy. The pool was very nice, grandkids loved it and it was a plus to relax in while they were napping! Night swimming was great, too! The furniture was comfy, more than enough seating for meals and the second fridge came in handy for beverages. I would definitely rent again.
Barbara E. - Posted: 9/30/2023
Thank you so much for the kind words, Barbara, we are so happy that you enjoyed your stay. We hope to have you back again sometime soon!
Island Time Hilton Head staff
Rating 5
Comfy family vacation home!
Very comfy home! Updated, clean and roomy. The pool was very nice, grandkids loved it and it was a plus to relax in while they were napping! Night swimming was great, too! The furniture was comfy, more than enough seating for meals and the second fridge came in handy for beverages. I would definitely rent again.
Barbara E. from Lawrenceville - Posted: 9/29/2023
Thank you so much for the kind words, Barbara, we are so happy that you enjoyed your stay. We hope to have you back again sometime soon!
Island Time Hilton Head staff
Rating 5
5 Jessamine Place outstanding stay!
Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 5 Jessamine Place was outstanding, and we really enjoyed the stay! The location of the property was excellent, and we enjoyed biking to the beach and to other places as well. The property was well maintained and met our expectations. I would highly recommend this lovely property and location.
ralph T. - Posted: 9/28/2023
Thank you for staying with us Ralph. We hope to welcome you back soon!
Island Time Hilton Head staff
Rating 5
5 Jessamine Place outstanding stay!
5 Jessamine Place was outstanding, and we really enjoyed the stay! The location of the property was excellent, and we enjoyed biking to the beach and to other places as well. The property was well maintained and met our expectations. I would highly recommend this lovely property and location.
Ralph T. from Mineral - Posted: 9/27/2023
Thank you for staying with us Ralph. We hope to welcome you back soon!
Island Time Hilton Head staff
Rating 5
Big Family Beach Stay
All in all we had a great experience at the Jessamine house. Island Time (Haleigh) was very responsive, the neighborhood/street was beautiful and well kept, and the listing accurately describes what to expect when entering the house. It was spacious, clean, and accommodating. We were also pleasantly surprised by the walk to the beach access. It was even easier than I envisioned. We did find a wagon out back that we utilized, as well.
Meredith B. - Posted: 9/13/2023
Rating 5
Family Beach Trip
We thought the Jessamine home was fantastic! It was very accommodating for ten adults and children, four of which were under 3 years old. The property was exactly as described with a few other great unexpected items, such as a wagon for the beach and a baby activity center. The interior and exterior of the house was clean, along with the pool. Island Time was also great to work with.
Meredith B. from Boise - Posted: 9/13/2023
Thank you for the kind words Meredith. We are so happy you had a fantastic family beach trip and hope to welcome you back on your next island adventure.
Island Time Hilton Head staff
Rating 5
Exactly as advertised
First time in Hilton head. Amazing location, convenient and exactly as advertised.
douglas w. - Posted: 8/1/2023
Rating 5
Family vacation
We have been coming to HHI for years and this was our favorite place to stay with the family. Greay house for entertaining and relaxing! We will return to this property.
Madeline H. - Posted: 7/15/2023
Rating 5
GREAT STAY!
Rating Details: The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My family including my 3 children stayed at this property and it was perfect for us. We will look to stay here again. Check-in and check-out was very easy, the home is beautiful and well maintained, getting to the beach was easy, and our kids loved using the pool everyday. Would recommend this to anyone.
Ronald N. - Posted: 6/22/2023
Thank you for staying with us Ronald. We are happy you and your family and a great stay. We hope to welcome you back to the Island soon!
Island Time Hilton Head staff
Rating 5
GREAT STAY!
My family including my 3 children stayed at this property and it was perfect for us. We will look to stay here again. Check-in and check-out was very easy, the home is beautiful and well maintained, getting to the beach was easy, and our kids loved using the pool everyday. Would recommend this to anyone.
Anonymous from CARMEL - Posted: 6/21/2023
Thank you for staying with us Ronald. We are happy you and your family and a great stay. We hope to welcome you back to the Island soon!
Island Time Hilton Head staff
Rating 5
Great property, great location, great management
The property was just as described and was perfect for our group which was 3 adult couples. We had a few issues with the pool/spa heat prior to our check in and the management staff went above and beyond to make sure everything worked and even came out after checking in to follow up and show us how to operate it. Already looking forward to our next stay.
Jon C. - Posted: 5/9/2023
Rating 5
Perfect Location, great for large families
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy bike ride to South Beach & Harbor Town.Easy walk to the beach, and Nice pool in the sunPlenty of dishes, easy cooking in large kitchen & lots of towels!
Janet W. - Posted: 4/20/2023
Thank you for staying with us Janet! We are happy to hear you had a great vacation. We can't wait to welcome you back to the island.
Island Time Hilton Head staff
Rating 5
Perfect Location, great for large families
Easy bike ride to South Beach & Harbor Town.
Easy walk to the beach, and Nice pool in the sun
Plenty of dishes, easy cooking in large kitchen & lots of towels!
Anonymous from Burr Ridge - Posted: 4/19/2023
Thank you for staying with us Janet! We are happy to hear you had a great vacation. We can't wait to welcome you back to the island.
Island Time Hilton Head staff
Rating 5
Second Visit as Good as First
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is a wonderful house and is well acquitted with everything you need for a great stay at Hilton Head. It is great for large groups and there is plenty of places to sleep. Would only suggest a love seat or some comfy chairs for to add to the living room. We had a large group on a rainy day and needed more comfy seating.
Brooke W. - Posted: 9/30/2022
Thank you for staying with us Brooke! We are happy to hear you had a great time with us. We will pass on your recommendation of comfy seating to the homeowners. We hope to welcome you back soon.
Island Time Hilton Head staff
Rating 5
Second Visit as Good as First
This is a wonderful house and is well acquitted with everything you need for a great stay at Hilton Head. It is great for large groups and there is plenty of places to sleep. Would only suggest a love seat or some comfy chairs for to add to the living room. We had a large group on a rainy day and needed more comfy seating.
Brooke W. from Clemson - Posted: 9/29/2022
Thank you for staying with us Brooke! We are happy to hear you had a great time with us. We will pass on your recommendation of comfy seating to the homeowners. We hope to welcome you back soon.
Island Time Hilton Head staff
Rating 5
Great find/spot!
We had a great time and everything went as smooth as possible in terms of securing the rental, checking in, renting beach gear, property manager was wonderful in helping us find the quickest route to the beach. House was perfect in terms of space and cleanliness. My only “complaint” is that the walk to the beach was a solid 15 minutes, which I don’t think was made clear in the description. It’s not a quick walk. That being said, it didn’t put a damper on the things, it’s just a lot to coordinate with such a big group that ranged from elderly guests to very young kids and lugging all the “stuff.” Would def recommend this place though!! Also very conveniently located near tons of shops, activities, restaurants, etc.
AnnMarie M. - Posted: 8/31/2022
Thank you for staying with us AnnMarie! We are happy to hear you had a great time with us! We hope to welcome you back to the island.
Island Time Hilton Head staff
Rating 5
Fantastic Property!
This property was perfect for our family of nine—six adults and three children! The layout was wonderful with the bedrooms (all with en-suite bathrooms) just off of the great room. The pool/spa area was great with plenty of seating space for us all. We can’t say enough about the property management team, Island Time. From the original booking to check in to check out, things could not have gone any smoother. The attention to detail is unsurpassed. When we arrived, the house was spotless, the beds were all made up, and the towels were nicely presented on each bed. In addition, we were provided with sundries (washer/ dishwasher pods, shampoo/conditioner/lotion, etc. )to get us through about three days—so helpful. They were very responsive to our questions while we were there. All in all, we had a great experience.
George and Roberta M. - Posted: 8/14/2022
Thank you for staying with us George! Thank you for the kind words. We are so happy to hear you had a fantastic vacation. We can't wait to welcome you back.
Island Time Hilton Head staff
Rating 5
Loved 5 Jasamine Place. Very good for the family
It was good. I especially appreciated the calls from Island Getaway asking if we needed anything and kept in touch throughout the process. Brenda from Island Getaway was the best communicator. She is excellent in serving the clients. However, I will never book with VBRO again. They have never refunded my money from booking back in March 16 and canceling on March 24 for June 25 date. I’ve called several times and never got a response back Sorry VBRO you lost a good customer and many along the way as I share my experience.
Charles - Posted: 7/2/2022
Thank you for staying with us Charles. We apologize for the experience of VRBO. We hope to welcome you back through Island Time.
Island Time Hilton Head staff
Rating 5
Nicely updated interior
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is a great rental property. Worked perfectly for our 3 family get together. The inside is fully updated and kitchen was well stocked. The outside still needs work. The landscaping is a work in progress. 2 things the management co. didn't know was there are two coffee makers, one regular one Kuerig and the carport is now a full two-car garage. The outdoor shower was a bonus for kids coming back from the beach. Because it in a new rental it doesn't have some of the fun extras rentals often have like books or games. Easy walk to the beach, close to everything in Sea Pines. Enjoy!!
Donna R. - Posted: 6/30/2022
Thank you for staying with us Donna. We are happy to hear you enjoyed your stay. We look forward to welcoming you back.
Island Time Hilton Head staff
Rating 5
Nicely updated interior
This is a great rental property. Worked perfectly for our 3 family get together. The inside is fully updated and kitchen was well stocked. The outside still needs work. The landscaping is a work in progress. 2 things the management co. didn't know was there are two coffee makers, one regular one Kuerig and the carport is now a full two-car garage. The outdoor shower was a bonus for kids coming back from the beach. Because it in a new rental it doesn't have some of the fun extras rentals often have like books or games. Easy walk to the beach, close to everything in Sea Pines. Enjoy!!
Donna R. from BLUFFTON - Posted: 6/29/2022
Thank you for staying with us Donna. We are happy to hear you enjoyed your stay. We look forward to welcoming you back.
Island Time Hilton Head staff
Rating 5
Great one level home in Sea Pines
The house is currently being remodeled and is very beautiful. The photos online are not accurate. We had a fabulous time and the following comments are meant to be constructive. There is not enough seating in the main family area. One sectional but the house sleeps 13. We had 8 adults and 2 toddlers and the seating wasn’t adequate. Also no side tables for placing drinks etc. The kitchen should be better equipped for large groups. The bathroom that serves the main area smelled like sulfur. And there is only 1 can for trash which isn’t enough when you have that many people. Overall the house is great. Great location!!
Tracie D. - Posted: 6/3/2022
Thank you for staying with us Tracie. We do appreciate the feedback as it helps us continue to improve. We are happy you enjoyed your stay. We hope to welcome you back soon!
Island Time Hilton Head staff
Rating 5
Excellent Renovation - Roomy House
This home was a beautiful renovation of an older home. It has been well done and is well outfitted for a stay. With 7 beds and a pull out sofa - there is plenty of room to share and be comfortable. There is even a mini office off one of the bedrooms that we ended up using for another bedroom with a blow up mattress. It allowed nine friends to each have their own bed and worked well for a girls getaway weekend. Would definitely stay here again!
Brooke W. from Clemson - Posted: 5/3/2022
Thanks for taking the time to leave us a review, Brooke. We appreciate your feedback. We are glad you enjoyed your getaway with us. We look forward to seeing you again!
Island Time Hilton Head staff
Rating 5
Excellent Renovation - Roomy House
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This home was a beautiful renovation of an older home. It has been well done and is well outfitted for a stay. With 7 beds and a pull out sofa - there is plenty of room to share and be comfortable. There is even a mini office off one of the bedrooms that we ended up using for another bedroom with a blow up mattress. It allowed nine friends to each have their own bed and worked well for a girls getaway weekend. Would definitely stay here again!
Brooke W. - Posted: 5/3/2022
Thanks for taking the time to leave us a review, Brooke. We appreciate your feedback. We are glad you enjoyed your getaway with us. We look forward to seeing you again!
Island Time Hilton Head staff
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Location +

Location

Beach Renourishment +

THE FOLLOWING INFORMATION IS provided by the TOWN OF HILTON HEAD ISLAND

The Town of Hilton Head Island's 2026 Beach Renourishment Project began on August 6, 2025 at Fish Haul Beach, located off Mitchelville Road on the Island's north end. This vital initiative, part of the Town's long-term beach management program, is undertaken every 8 to 10 years and aims to preserve, protect, and restore Hilton Head's valuable shoreline.

PROJECT OVERVIEW

The 2026 renourishment will mirror past efforts (1990, 1997, 2006, 2016) and involves placing approximately 2.2 million cubic yards of beach-compatible sand across 46,500 feet of Atlantic Ocean and Port Royal Sound shoreline. Sand will be dredged from offshore shoals and pumped through extensive pipeline systems onto designated beach areas, then shaped by heavy machinery to meet specific design standards.

CONSTRUCTION TIMELINE

The $47.5 million project is divided into three phases, with work expected to last until May 2026:

Phase I:

  • Complete - Contractor mobilizes in August 2025
  • Complete - Weeks of August 13, 2025 thru September 12, 2025 - Fish Haul area
  • Complete - Weeks of September 18, 2025 thru October 10, 2025 - Pine Island
  • Complete - Weeks of October 11, 2025 thru October 17, 2025 - Port Royal (The Heel)

Phase II:

  • Weeks of December 11, 2025 thru March 28, 2026 - Central Island, including beach areas along Palmetto Dunes
  • Weeks of March 28, 2026 thru May 31, 2026 - South Island and South Beach areas.

Phase III:

  • Weeks of November 1, 2025 thru April 30, 2026 - Pine Island Breakwater Structures
TEMPORARY CLOSURES AND COMMUNITY IMPACT

During the renourishment, about 1,000-foot beach segments will be temporarily closed, with beachgoers directed around active work zones via ramps and signage. Construction is expected to proceed 24/7, moving at a pace of 200-300 feet per day, with minor disruptions lasting just a few days for any specific beachfront property

SAND PLACEMENT LOCATIONS:

The proposed project will include sand placement along five areas of the island shoreline:

  • Fish Haul Creek — 2,130 feet
  • Pine Island — 5,280 feet
  • Port Royal / The Heel — 5,280 feet
  • Central Island (including Palmetto Dunes) — 28,860 feet
  • South Beach / South Island — 10,230 feet
WILDLIFE PROTECTIONS

The project includes safeguards for endangered species. Activities are monitored by consultants to protect sea turtles and migratory shorebirds. Per U.S. Army Corps and USFWS permit conditions, dog activity is restricted in a small area adjacent to Fish Haul Creek Beach Park. All other beaches remain under normal seasonal pet access rules.

FUNDING AND MANAGEMENT

The project includes safeguards for endangered species. Activities are monitored by consultants to protect sea turtles and migratory shorebirds. Per U.S. Army Corps and USFWS permit conditions, dog activity is restricted in a small area adjacent to Fish Haul Creek Beach Park. All other beaches remain under normal seasonal pet access rules.

IMPACTS ON RESIDENTS AND VISITORS
  • Construction noise will primarily involve bulldozers shaping the sand as it is deposited.
  • Disruptions at individual properties generally last about three or four days as the renourishment operation progresses.
  • Adjacent property owners, or renters, may experience short-term minor inconveniences.
PROJECT BENEFITS

Preserving Hilton Head Island's beaches supports the local environment, economy, and quality of life for residents and visitors alike.

The project is sponsored and funded by the Town of Hilton Head Island and engineered by is Olsen Associates, Inc.

STAY INFORMED

What to do nearby
Stoney Baynard
Stoney Baynard
0.55 miles

Explore the rich history at Baynard Ruins and wonder the archaeological remains
Sea Pines Center
Sea Pines Center
0.67 miles

Explore Sea Pines shopping center for local crafts, dining, and relaxing spa services.
Fitness Center
Fitness Center
0.67 miles

Stay active on vacation with the fitness center offering top equipment.
Atlantic Dunes
Atlantic Dunes
0.71 miles

Enjoy a memorable round at this beautifully constructed ocean course.
Heron Point Course
Heron Point Course
0.71 miles

Tackle the challenge of this golf course for a memorable golfing experience.
Beach Club
Beach Club
0.92 miles

Unwind at the Beach Club, enjoying oceanfront dining, and a rooftop bar.
RBC Heritage
RBC Heritage
0.97 miles

Feel the thrill of the RBC Heritage at Harbour Town Golf Links.
Golf Links
Golf Links
0.97 miles

Test your skills at the Golf Links, home to the RBC Heritage and one of the world's top courses.
Lighthouse
Lighthouse
0.98 miles

Climb the Lighthouse for panoramic views and explore the island's rich history.
Gregg Russell
Gregg Russell
0.98 miles

Experience the magic of live music under the Liberty Oak with interactive sing-alongs.
Harbour Town
Harbour Town
1.13 miles

Take a stroll past the Harbour Town Lighthouse onto the pier and watch the boats.
Stan Smith Academy
Stan Smith Academy
1.13 miles

Join the Smith Sterns Academy to hone your skills with world-class coaching.
Water Activities
Water Activities
1.29 miles

From jet skiing to paddle boarding and kayaking along scenic waterways.
Play Pickleball
Play Pickleball
1.42 miles

Join the excitement at South Beach Marina! After your match, relax and enjoy the view!
South Beach Marina
South Beach Marina
1.45 miles

Visit South Beach Marina for dining, shopping, and water sports all in one spot!
Salty Dog Cafe
Salty Dog Cafe
1.45 miles

Savor the world-famous Salty Dog Cafe, where delicious food and ice cream await!
Forest Preserve
Forest Preserve
1.53 miles

Stroll through the Forest Preserve's trails, enjoying shady paths, wildlife, and scenic lakes.
Trail Rides
Trail Rides
1.53 miles

Enjoy a peaceful horseback ride through shaded trails and open fields, taking in nature’s beauty.
Pony Rides
Pony Rides
1.53 miles

Treat the little ones to a gentle pony ride, where they can enjoy a fun, safe adventure.
Animal Farm
Animal Farm
1.53 miles

Visit the animal farm to meet friendly goats, chickens, and more.
Bike Paths
Bike Paths
1.79 miles

Embark on an active adventure with 15-mile network of leisure paths.
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Have a question? Have a question? Customer Questions & Answers
How far is the beach?
- Posted: 08/24/2023

Answer:

The beach is a 10-minute walk away. To get to the beach, leave the house, turn right, and head back to the beginning of Jessamine. Cross Greenwood Drive and follow the bike/walking path left until you see the crosswalk and beach path crossing South Sea Pines Drive. Follow that path right to the beach.

How many square feet is the house?
Anonymous U - Posted: 10/28/2025

Answer:

5 Jessamine is 2793 Sqaure feet.

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