105 Pleasant Valley Johns Island

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Stunning, spacious renovation in the heart of Kiawah






Nestled among stately oaks and tropical palms, 105 Pleasant Valley is an immaculate 5-bedroom property that boasts the paramount qualities of life on Kiawah Island. The home's exclusive location within Vanderhorst Plantation beyond the second security gate assures serene relaxation. The neighborhood's popularity is accentuated by its proximity to desirable amenities including the Sanctuary and Turtle Point golf course, but most notably the home is a 4 minute bike ride/ 10 minute walk along a beautiful tree-canopied path (known as the "Allee of the Oaks") directly to the beach access. Lagoon and golf course views extend across the borders of the sweeping back lawn, seamlessly integrating the coastal foliage of the Island into the exterior design.

Showcasing extensive renovations, this home features a spacious open floor plan. The vaulted ceilings throughout the entirety of living spaces create a bright and airy atmosphere for family gatherings. Capitalizing on the natural beauty of the surroundings, the home is streaming in with natural light through windows and sliding glass doors. The great room is the perfect gathering space with abundant seating and calming coastal colors, while a second-story media room overlooks the living space below.

The kitchen features a beautiful custom Italian tile backsplash, recessed lighting, a large center island seating 6, and an abundance of cabinet space. A chef's paradise, the professional-grade kitchen guarantees five-star cooking for every meal. The adjacent dining room, seating 10. is perfect for gatherings of friends, family, and guests.

A spacious luxurious primary suite with a King bed, overlooking Turtle Point fairway # 6 and a lagoon, is the perfect retreat after a fun day on the beach, bicycling or playing golf. The newly renovated primary bath features a shower and tub as well as his and her sinks with a private toilet room. Additionally, three other guest bedroom suites have King beds (one in guest house over the garage with its own beverage fridge and twin pull out sofa for a small child) ensuring that family members and visitors are able to rest in utmost comfort. Four of the five bedrooms have King beds and ensuite full baths. The fifth bedroom located upstairs adjacent to the media room (with a queen size sofa bed) has extra long twin beds and a private bath.

Some of the most charming features of this home are found in the exterior spaces. Residents will spend hours on the expansive rear deck, running the length of the house - evening chats alfresco dining with friends or watching Kiawah's incredible wildlife. 105 Pleasant Valley is an ideal retreat, perfect for endless coastal relaxation. One of our favorites is the custom artwork displayed throughout for a truly personal and colorful touch!

When you stay with ESPM for 3-21 nights you will receive a valuable credit of up to $280 (amount dependent on length of stay) to use toward beach gear, bikes, etc. Credit may not be available for last minute bookings, 48 hours notice is required.

No smoking, no pets, fireplace and garage access are NOT available for guest use.

Access to Kiawah's 5 Championship Golf Courses – including The Ocean Course – the location of the 2021 PGA Championship; The Kiawah Island Resort Tennis Center; the Sanctuary spa, shopping, dining, and family friendly resort activities including Kamp Kiawah. Free Wireless Internet Access; Local Property Management staff is on hand in case of emergencies and their friendly, helpful, and knowledgeable staff can assist you with any needs throughout your stay. Property does have linen included. Guests DO NOT have access to the resort pools.
Upon booking you will be sent a rental agreement to review and complete online. Your booking is not confirmed until this document has been submitted.

TOKI License #RBL21-000174 max occupancy 12, 5 vehicles max, fines issued by Town of $150 and up for additional/prohibited vehicles, guest responsible for fines


  • Combination tub/shower
  • King
  • Outdoor shower
  • Queen
  • Shower
  • Toilet
  • Tub
  • Twin/ single
  • Churches
  • Festivals
  • Marina
  • Museums
  • Playground
  • Restaurants
  • Winery tours
Dining Checkbox
  • Dining
  • Television
  • Smart TV
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Shampoo & conditioner
  • Wifi
  • Free Wifi
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Table
  • Kitchen Island
  • Full Kitchen
  • Refrigerator
  • Coffee Maker
  • Ice Maker
  • Microwave
  • Toaster
  • Cookware
Leisure Activities
  • Beachcombing
  • Bird watching
  • Eco tourism
  • Horseback riding
  • Photography
  • Scenic drives
  • Sight seeing
  • Walking
Local Services And Businesses
  • ATM/bank
  • Babysitter
  • Groceries
  • Massage therapist
  • Medical services
Location Type
  • Golf Course Front
  • Golf Course View
  • Near The Ocean
  • Water View
  • Deck / Patio
  • Golf
  • Outdoor Grill
Sports And Adventure Activities
  • Basketball court
  • Cycling
  • Deepsea fishing
  • Equestrian events
  • Fishing
  • Golf
  • Surf fishing
  • Surfing
  • Tennis
  • Children welcome
  • Non smoking only
  • Pets not allowed
  • Wheelchair inaccessible
Suitability Chkbox
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • Private entrance
  • Dining Room
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Sports & Activities
  • Outdoor lighting
  • Deadbolt lock on entryway
  • Smoke detectors
  • Fire extinguisher
  • Emergency exit route
  • Emergency phone number: Medical
  • Emergency phone number: Police
  • Emergency phone number: Fire
Health And Safety
  • Enhanced cleaning practices
  • Clean with disinfectant
  • No-contact check-in and check-out
  • High touch surfaces cleaned with disinfectant
  • Towels and bedding washed in water that's at least 60sC/140sF
  • Central Air
  • Air Conditioning
  • Ceiling Fans
  • Linens
  • Washer & Dryer
  • Ironing Board
  • High Speed Internet
  • Nearby ATM
  • Nearby Post Office
  • Nearby FedEx
  • Nearby Bank
  • Nearby Medical Services
  • Nearby Grocery
  • Golf Course
  • Deck
  • Patio
  • BBQ Grill
  • Gas Grill
  • Outdoor Shower
  • Near Beach
  • Lagoon view
  • Golf Course
Shorter Stays Allowed
  • Shorter stays allowed
  • Area - Vanderhorst
  • DiningSeats - 10
  • DisplayRate - Enter dates to display rate
  • LocationField - ESPM Vacation Rentals, LLC
  • Type - House
  • View - Scenic
Show All

Season Period Min.Stay Nightly Weekly Monthly
Peak Summer 7/6/2024 - 8/9/2024 4 $927 $6014
Late Summer 8/10/2024 - 9/6/2024 4 $957 $6209
Fall 9/7/2024 - 10/31/2024 4 $607 $3810 $13800
Winter 11/1/2024 - 11/22/2024 4 $607 $3810
Thanksgiving 11/23/2024 - 11/30/2024 7 $5787
Winter 12/1/2024 - 12/20/2024 3 $612 $4212
Winter Break 12/21/2024 - 1/2/2025 7 $5787
Winter 1/3/2025 - 3/14/2025 4 $617 $3873 $14040
Spring 3/15/2025 - 4/4/2025 4 $807 $5612
Spring break 4/5/2025 - 4/25/2025 7 $6424
Spring 4/26/2025 - 5/21/2025 4 $807 $5612
Early Summer 5/22/2025 - 6/13/2025 4 $1022 $7117
Peak Summer 6/14/2025 - 8/15/2025 7 $7887


Kiawah Wedding Weekend
This was our first trip to Kiawah and it was fabulous. The island is beautiful and the home we rented was just perfect for our family gathering
Apr 2024
Wonderful vacation home
Our 2nd time staying here with our large family. Plenty of space, very clean, well appointed kitchen, lots of sitting areas for relaxing, perfect spot for a quick bike ride to the beach and the sanctuary, quick drive to Freshfields We highly recommend this home
Amelia G.
Mar 2024
Girls 50th birthday weekend
Beautiful and spacious house to relax in and enjoy beautiful Kiawah. Great location close to tennis courts and beach. We had a great time
Feb 2024
A great home in the perfect setting. Our family had a wonderful vacation in a luxury home. Perfect.
Glenda and Verlen L.
Dec 2023
Wonderful family getaway
Rochelle E.
Aug 2023
wonderful holiday
The house was clean and tidy on arrival everthing was as advertised, I could not fault it
annette a.
Aug 2023
Fabulous Property
Our family of 8 adults and 3 children were very comfortable in this house. The house is well furnished and stocked. The house sat right on the golf course but close enough to the tee box that there was very little risk of getting hit by a stray ball. The beach is a beautiful half mile walk/bike ride from the house.

For anyone unfamiliar with Kiawah, SC, it is fairly remote with beautiful sand beaches, expensive homes and upscale golf courses. We highly recommend renting bikes as there are wonderful bike/walking paths throughout the island. There are amenities, such as, a grocery store, a few restaurants, and gift shops on the island at prices you would expect in a resort. If you want anything different, expect a 30-40 minute drive into Charleston. We also recommend bringing beach towels as those aren't provided at the property.

We thoroughly enjoyed our stay!
Jun 2023

Manager Response: Thank you so much for the helpful feedback, I know future guests will appreciate it as well. The homeowners have now graciously included 8 beach towels for guest use. We hope you will be back to our beautiful island soon!

Jun 2023
+Beautiful Vacation Property
We stayed here with our 5 adult children plus 1 daughter in law and one son in law - total of 9 adults
The home was very clean and nicely furnished. The kitchen was well equipped; 3 large "family" room areas to gather or spread out. The home's location was fantastic - quick 5 min bike ride on a shaded bike trail to the beach, 10-15 min bike ride to The Sanctuary; Freshfields is close by for shopping/dining/grocery, etc We also loved trying to spot Jackie the alligator and her babies every day in the backyard pond. Can't say enough good things about this place Highly recommend!
Amelia G.
May 2023
Amazing Home!
From the minute we walked in the front door, we could tell this house was everything it promised to be on-line. Beautifully laid out, clean, big and all the amenities we could possibly need!
Our grandchildren Loved watching “Jackie” and her babies in the pond out back and were able to enjoy from a huge deck (w/plenty of seating) equipped with safety gates.
Thank you so much for being extremely easy to work with and letting us know you were there should we need Anything! Much appreciation!
Dee B.
May 2023
105 Pleasant Valley
Great Location on the #6 Tee Box of Turtle Point. Loved the view, the baby alligators in the pond and easy access to all the amenities. Wish the Kitchen was more updated and that there was a casual eat in area in the kitchen area rather than the formal dining room, but everything else was great! The Rental agency was very responsive to our requests, we needed a new propane tank for the grill and they responded within a couple of hours. Thank You!
Gregory M.
Apr 2023

Manager Response: Thank you so much for your helpful feedback. We are so glad you enjoyed the home and and our team was responsive to any questions or concerns. The house does have a lovely kitchen area with high end, quality appliances and cabinetry/countertops, and a super long kitchen island, at one end there are 6 comfortable bar stools as a breakfast table, there is also a sitting room, living room, den upstairs, etc there are lots of wonderful seating areas for friends and family to spread out in the home. We hope you will be back very soon!

John’s Island 2022
The house was beautiful very well laid out. We all loved it. However, the floors and area rugs were very dusty. The Dyson vacuum cleaner’s charge did not work so I had to sweep the floors. Not exactly what I want to do on a vacation.
The location no of the property is excellent with a walkway to the beach just a fe feet away.
The house is awesome overall.
Jan 2023

Manager Response: Thank you so much for your feedback! We aim for the very best guest experience and we can't do that without feedback from families like yours so we appreciate both positives and negatives. It sounds like as a whole your stay was great but we could have improved on the condition of the flooring and the Dyson charger was not working properly. I do not see that you reached out to us or tried to contact us regarding these items during your visit. It's imperative to let us know any issues upon check in so we can ensure your stay goes as smoothly as possible, we would have been happy to come redo the floors, they can get dusty if the house has not been occupied for a bit and then guests come in with luggage, groceries, etc and can kick dust up, dark flooring can show more as well. We have on-site property management and in-house cleaning staff for this reason, we're always happy to touch things up to improve your experience. The homeowners also do have a second vacuum in the home (the Dyson is really more for touch ups but there is a full size electric vacuum too!) so I apologize you swept up by hand but there was a second vacuum as well to use in case you did not want any of our staff in the home. We hope you will give us another try and do let us know as soon as possible if there is anything amiss so we can assist asap.

Fun Family Vacation
We usually rent a condo in Kiawah for my family of four. This was the first time we rented a house for ten adults. We had more than enough room. The house was clean, kitchen was well stocked, nice large grill. The location was nice, about a 5 minute bike ride to the beach. We also rode bikes to the tennis center. Would rent again! ESPM promptly replied to any questions I had and was easy to work with.
Nadine B.
Oct 2022
Great Vacation
Perfect home and location.
We’d like to do 2 weeks next summer. Is there a discount for 2 weeks?
Rochelle E.
Jul 2022
Fantastic property
Fantastic property - clean, extremely comfortable and well-appointed, perfect for families of all ages. Excellent location - a quick walk or bike ride to the beach. Enjoyed watching all the wildlife in the pond off the back deck. You won't regret booking this place.
Jun 2022
Girls Tennis Weekend
Our tennis group travels to Kiawah twice a year for clinics and fun tennis. We need a large house to accommodate our team and this house was quite lovely. We had everything we needed. Our only complaint was the lack of dish towels. There were only two and that did not do the job! The kitchen was a bit tight for all of us but everything else was perfect.
Rebecca M.
Mar 2022
Pleasant Valley
Loved the flow of this house. Very conducive to a family vacation! Definitely needs more electrical outlets in the kitchen.
Dennie K.
Jan 2022
Beautiful Home, Great Location, Excellent Vacation Home for Multiple Families or Large Group
This home is beautiful from the moment you enter. The layout allows for multiple groups or families to share the space while also having some private areas. An upstairs play area and bunk room allows for kids or friends to stay together and enjoy their own hang out space. The 3 downstairs bedrooms are in their own wing of the main house and are all spacious with private bathrooms. A separate suite above the garage allows for privacy for a separate couple or individual wanting something more removed. The kitchen is fully stocked and makes cooking-in a wonderful experience with a lovely view out towards the golf course and many areas to enjoy your meal, whether in the formal dining room, kitchen island, or on the back porch. You'll enjoy many moments together in this beautiful home that has many areas to relax together. Walking to the beach is simple and early morning sunrises or evening sunsets should definitely be in your plans. You won't go wrong staying in this home!
T Crowe
Dec 2021
Gorgeous home, comfortably sleeps many!
We had an absolutely wonderful stay here! The location is perfect on the golf course and just a short walk to the beach. The home itself is just gorgeous, so open and perfectly suited for large groups with an open kitchen, large dining room, two living areas and five bedrooms. Everything was spotless and clean, well taken care of. We felt so comfortable and can’t wait to return! Highly recommend.
Dec 2021
Beautiful home and amazing location!
This wonderful home was the perfect retreat for a reunion of friends with plenty of space for all of us to find a quiet corner or gather together in the spacious living room or outdoor deck areas watching the abundant wildlife. The beautifully chosen decor was made even more special by the wonderful art work. This location is ideal with proximity to walking/running/biking trails and a short distance to the beach. We will definitely be back to this home and highly recommend it!
Dec 2021
Excellent stay
We were very satisfied...the house was super clean and in great shape. Layout worked great for our 7 adults and 2 small children. Would stay again in a heartbeat!
Oct 2021
Awesome house and responsive rental company!
Our vacation experience was amazing in this home, I felt at home right away and my kids loved the unique bunk beds!!
Oct 2021
Great house - tons of room!
We had a wonderful trip and loved the layout of the house. There are multiple sitting areas and an open kitchen. The bedrooms were well-suited, each with a corresponding bathroom. The 5th bedroom is comfortable - but is above the detached garage in case that’s an issue. The bedroom on the 2nd floor of the main house I looks out on the foyer on one far end - which was not a problem for us but might be helpful to know depending on who you’re putting there. The house is beautifully decorated and very well-maintained. Looks exactly like the pics shown. Deck is bigger than it seems in the pics, which is nice. Would highly recommend!
Renee R.
Aug 2021
105 Pleasant Valley Drive Fit Our Family Like a Glove
The home was perfect for our family of 6 plus 3 guests. Beautifully appointed, luxurious amenities, the house is obviously well-constructed with heavy doors, including barn style sliding doors, and bronze knobs. The master shower was the best, with rainfall shower heads and great water pressure. Plenty of room and a super backyard deck. Great location and proximity to the beach. Will definitely come back here and rent this place again!
Fausto M.
Aug 2021

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