Operated by a Wander partner
Trusted operators, vetted by Wander
Newly updated kitchen! 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.
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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
Johns Island, SC 29455, US
Johns Island, SC, USTomasso at Turtle Point is Kiawah Island’s Italian gathering place, where old-world cuisine is elevated with fresh, locally sourced Lowcountry ingredients. Nestled in the Turtle Point Clubhouse overlooking a Jack Nicklaus-designed golf course, it offers a charming ambiance perfect for casual lunches or reservations-required dinners.
La Tela Pizzeria is a family-run Neapolitan pizzeria in Freshfields Village, celebrated for its wood-fired pizzas and housemade pastas crafted with local South Carolina ingredients. The cozy, first-come-first-served spot offers a warm ambiance perfect for enjoying authentic Italian cuisine on the patio or indoors.
Located in Kiawah Island’s Ocean Course Clubhouse, the Ryder Cup Bar offers modern pub fare and creative cocktails with panoramic views of the 18th green and the Atlantic Ocean. Its relaxed, seaside ambiance features indoor and outdoor seating just steps from the water, making it a perfect spot for sunset dining and 19th-hole libations.
Jasmine Porch at The Sanctuary offers authentic Lowcountry cuisine with modern twists, including a beloved Shrimp & Grits, in a relaxed setting featuring exposed brick, oak floors, and ocean views. Named “Best Downhome Cookery,” it blends coastal charm with gracious southern hospitality and live dinner music.
Kiawah Beachwalker Park is Charleston’s only public beach on Kiawah Island, famous for uncrowded shores, dolphin strand feeding, and 11 miles of pristine sand ranked among Dr. Beach’s Top 10. Nature lovers, families, and dog owners will enjoy its quiet beauty, tidal inlets for kayaking, and scenic bike rides along the secluded shoreline.
Turtle Point Golf Course on Kiawah Island is a Jack Nicklaus-designed 18-hole course featuring three oceanfront holes and strategic lagoons that challenge golfers of all skill levels to think before they swing. Its blend of coastal beauty, classic architecture, and accessible yet strategic play makes it perfect for resort guests, competitive players, and anyone seeking a memorable South Carolina golf experience.
Oak Point Golf Course is Kiawah Island’s hidden gem, offering a quiet, riverside resort experience with strategic design that favors precision over power. Perfect for golfers of all skill levels and mixed-ability groups seeking a relaxed yet scenic round surrounded by maritime forest.
Osprey Point is a Tom Fazio-designed championship course nestled in dense maritime forest with saltwater marshes and natural lakes, offering a pristine, private-club experience on a public setting. Golfers who love scenic, challenging layouts with unique holes and world-class conditions will especially enjoy this award-winning course at Kiawah Island Golf Resort.
Marsh View Tower on Kiawah Island offers a serene, elevated perch to watch sunsets paint the sky and spot eagles nesting over the saltmarsh, making it a perfect escape for nature lovers and sunset chasers seeking tranquil coastal views [1][2].
Discover Marsh Island Park’s hidden view tower, a secret 8-acre island sanctuary where a boardwalk over saltmarsh leads to breathtaking river vistas and abundant wildlife. Perfect for nature lovers, photographers, and quiet seekers looking to escape into Kiawah Island’s most mysterious and serene coastal habitat.
Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
12 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 28, 2026 | $695 | Not Available |
| Jul 29, 2026 | $695 | Not Available |
| Jul 30, 2026 | $695 | Not Available |
| Jul 31, 2026 | $695 | Not Available |
| Aug 1, 2026 | $695 | Not Available |
| Aug 16, 2026 | $695 | Not Available |
| Aug 17, 2026 | $695 | Not Available |
| Aug 18, 2026 | $695 | Not Available |
| Aug 19, 2026 | $695 | Not Available |
| Aug 20, 2026 | $695 | Not Available |
| Aug 21, 2026 | $695 | Not Available |
| Aug 22, 2026 | $695 | Not Available |
| Aug 23, 2026 | $604 | Available |
| Aug 24, 2026 | $604 | Available |
| Aug 25, 2026 | $604 | Available |
| Aug 26, 2026 | $604 | Available |
| Aug 27, 2026 | $604 | Available |
| Aug 28, 2026 | $604 | Available |
| Aug 29, 2026 | $604 | Available |
| Aug 30, 2026 | $604 | Available |
| Aug 31, 2026 | $604 | Available |
| Sep 1, 2026 | $604 | Available |
| Sep 2, 2026 | $604 | Available |
| Sep 3, 2026 | $604 | Available |
| Sep 4, 2026 | $604 | Available |
| Sep 5, 2026 | $604 | Available |
| Sep 6, 2026 | $604 | Available |
| Sep 7, 2026 | $604 | Available |
| Sep 8, 2026 | $604 | Available |
| Sep 9, 2026 | $604 | Available |
| Sep 10, 2026 | $604 | Available |
| Sep 11, 2026 | $604 | Available |
| Sep 12, 2026 | $604 | Available |
| Sep 13, 2026 | $604 | Available |
| Sep 14, 2026 | $604 | Available |
| Sep 15, 2026 | $604 | Available |
| Sep 16, 2026 | $604 | Available |
| Sep 17, 2026 | $604 | Available |
| Sep 18, 2026 | $604 | Available |
| Sep 19, 2026 | $604 | Available |
| Sep 20, 2026 | $604 | Available |
| Sep 21, 2026 | $604 | Available |
| Sep 22, 2026 | $695 | Not Available |
| Sep 23, 2026 | $695 | Not Available |
| Sep 24, 2026 | $695 | Not Available |
| Sep 25, 2026 | $695 | Not Available |
| Sep 26, 2026 | $695 | Not Available |
| Sep 27, 2026 | $695 | Not Available |
| Sep 28, 2026 | $695 | Not Available |
| Sep 29, 2026 | $695 | Not Available |
| Sep 30, 2026 | $695 | Not Available |
| Oct 1, 2026 | $695 | Not Available |
| Oct 2, 2026 | $695 | Not Available |
| Oct 3, 2026 | $695 | Not Available |
| Oct 4, 2026 | $695 | Not Available |
| Oct 5, 2026 | $695 | Not Available |
| Oct 6, 2026 | $695 | Not Available |
| Oct 7, 2026 | $695 | Not Available |
| Oct 8, 2026 | $695 | Not Available |
| Oct 9, 2026 | $695 | Not Available |
| Oct 10, 2026 | $695 | Not Available |
| Oct 11, 2026 | $695 | Not Available |
| Oct 12, 2026 | $695 | Not Available |
| Oct 13, 2026 | $695 | Not Available |
| Oct 14, 2026 | $695 | Not Available |
| Oct 15, 2026 | $695 | Not Available |
| Oct 16, 2026 | $695 | Not Available |
| Oct 17, 2026 | $695 | Not Available |
| Oct 18, 2026 | $695 | Not Available |
| Oct 19, 2026 | $695 | Not Available |
| Oct 20, 2026 | $695 | Not Available |
| Oct 21, 2026 | $695 | Not Available |
| Oct 22, 2026 | $695 | Not Available |
| Oct 23, 2026 | $695 | Not Available |
| Oct 24, 2026 | $695 | Not Available |
| Oct 25, 2026 | $695 | Not Available |
| Oct 26, 2026 | $695 | Not Available |