Kiawah Island, SC

Picturesque Osprey Point views, private pool

5 bedrooms7 beds4 baths12 guestsNew

About the property

The quintessential Kiawah Island retreat, 584 Whimbrel Road, embodies southern charm and elegance. This classic residence, with its natural cedar shake siding, seamlessly integrates with the breathtaking natural beauty of Kiawah. Situated behind the exclusive second security gate and a short stroll from the island's pristine 10-mile beach, extensive bicycling and walking trails, this home offers unparalleled access to world-class golf, tennis, and five-star dining.
Spanning 3,628 square feet, this meticulously maintained five-bedroom, four bath home offers picturesque views of the Tom Fazio-designed Osprey Point Golf Course's eighth green, conveniently near the Osprey Clubhouse. The home is offered fully furnished, adorned with sophisticated coastal-themed decor.
Upon entering, you step into a two-story high entryway with a clerestory window, providing an abundance of natural light. The open floor plan is designed to maximize ambient lighting, featuring maple-colored hardwood floors.
The living room boasts a high ceiling with exposed beams. The focal wall has floor-to-ceiling windows and two French doors that open to a serene outdoor oasis. The deck, which spans the length of the house, includes a screened porch and offers access to the in-deck saltwater pool. This pool is a perfect spot for relaxation, surrounded by pine, crape myrtle, and palmetto trees, with strategic views of the fairway.
Ideal for indoor and outdoor entertaining, the living room flows seamlessly into a dining area that comfortably seats eight and opens to the spacious screened porch, an idyllic spot for morning coffee or evening gatherings. The gourmet kitchen, which was recently finished just a year ago, adorned in whites and golds, features stainless steel appliances including a Jenn Air gas stove, LG convection oven microwave, and refrigerator, a GE dishwasher, granite countertops, and a kitchen island/breakfast counter that seats four. A pass-through connects the kitchen to the living room.
The primary bedroom, with its high ceiling, opens to the deck through framed sliding glass doors. It features a walk-in closet and an en-suite bathroom with ceramic tiled floors, a glass walk-in shower, a soaking tub, and a beautiful wood vanity with granite counters and dual sinks. Also on the main level, you'll find a second bedroom, with an en-suite bathroom, remodeled in the last year, with beautiful built-in's, just off the kitchen.
Upstairs, the game room will provide hours of entertainment, and is complete with its own beverage center. Off this space are the three well-appointed guest bedrooms, and two private bathrooms, featuring ceramic tiles, granite-topped vanities, one with a tiled walk-in shower the other with a tiled tub-shower combo.

No pets, no smoking, no events allowed. Guests are not able to use the garage but there is plenty of space for storing bikes and beach chairs. Pool heat is not available.

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.

As our guest, you will have access to 5 Championship Golf Courses – including The Ocean Course – the location of the 2012 PGA Championship; The Kiawah Island Resort Tennis Center - #1 ranked by Tennis Resorts Online; 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. No smoking and no pets allowed.

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.

Town of Kiawah Business License #RBL25-000103, max occupancy 12, parking for 4 cars, fines issued by Town of $150 and up for additional vehicles and prohibited vehicles, guests are responsible for fines incurred

The quintessential Kiawah Island retreat, 584 Whimbrel Road, embodies southern charm and elegance. This classic residence, with its natural cedar shake siding, seamlessly integrates with the breathtaking natural beauty of Kiawah. Situated behind the exclusive second security gate and a short stroll from the island's pristine 10-mile beach, extensive bicycling and walking trails, this home offers unparalleled access to world-class golf, tennis, and five-star dining.
Spanning 3,628 square feet, this meticulously maintained five-bedroom, four bath home offers picturesque views of the Tom Fazio-designed Osprey Point Golf Course's eighth green, conveniently near the Osprey Clubhouse. The home is offered fully furnished, adorned with sophisticated coastal-themed decor.
Upon entering, you step into a two-story high entryway with a clerestory window, providing an abundance of natural light. The open floor plan is designed to maximize ambient lighting, featuring maple-colored hardwood floors.
The living room boasts a high ceiling with exposed beams. The focal wall has floor-to-ceiling windows and two French doors that open to a serene outdoor oasis. The deck, which spans the length of the house, includes a screened porch and offers access to the in-deck saltwater pool. This pool is a perfect spot for relaxation, surrounded by pine, crape myrtle, and palmetto trees, with strategic views of the fairway.
Ideal for indoor and outdoor entertaining, the living room flows seamlessly into a dining area that comfortably seats eight and opens to the spacious screened porch, an idyllic spot for morning coffee or evening gatherings. The gourmet kitchen, which was recently finished just a year ago, adorned in whites and golds, features stainless steel appliances including a Jenn Air gas stove, LG convection oven microwave, and refrigerator, a GE dishwasher, granite countertops, and a kitchen island/breakfast counter that seats four. A pass-through connects the kitchen to the living room.
The primary bedroom, with its high ceiling, opens to the deck through framed sliding glass doors. It features a walk-in closet and an en-suite bathroom with ceramic tiled floors, a glass walk-in shower, a soaking tub, and a beautiful wood vanity with granite counters and dual sinks. Also on the main level, you'll find a second bedroom, with an en-suite bathroom, remodeled in the last year, with beautiful built-in's, just off the kitchen.
Upstairs, the game room will provide hours of entertainment, and is complete with its own beverage center. Off this space are the three well-appointed guest bedrooms, and two private bathrooms, featuring ceramic tiles, granite-topped vanities, one with a tiled walk-in shower the other with a tiled tub-shower combo.

No pets, no smoking, no events allowed. Guests are not able to use the garage but there is plenty of space for storing bikes and beach chairs. Pool heat is not available.

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.

As our guest, you will have access to 5 Championship Golf Courses – including The Ocean Course – the location of the 2012 PGA Championship; The Kiawah Island Resort Tennis Center - #1 ranked by Tennis Resorts Online; 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. No smoking and no pets allowed.

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.

Town of Kiawah Business License #RBL25-000103, max occupancy 12, parking for 4 cars, fines issued by Town of $150 and up for additional vehicles and prohibited vehicles, guests are responsible for fines incurred

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 16, 2026$695Not Available3
Jul 17, 2026$695Not Available3
Jul 18, 2026$695Not Available3
Jul 25, 2026$695Not Available3
Jul 26, 2026$695Not Available3
Jul 27, 2026$695Not Available3
Jul 28, 2026$695Not Available3
Jul 29, 2026$695Not Available3
Jul 30, 2026$695Not Available3
Jul 31, 2026$695Not Available3
Aug 1, 2026$695Not Available3
Aug 8, 2026$695Not Available3
Aug 9, 2026$695Not Available3
Aug 10, 2026$695Not Available3
Aug 11, 2026$695Not Available3
Aug 12, 2026$695Not Available3
Aug 13, 2026$695Not Available3
Aug 14, 2026$695Not Available3
Aug 15, 2026$695Not Available3
Sep 3, 2026$695Not Available3
Sep 4, 2026$695Not Available3
Sep 5, 2026$695Not Available3
Sep 6, 2026$695Not Available3
Sep 7, 2026$695Not Available3
Sep 8, 2026$695Not Available3
Sep 19, 2026$695Not Available3
Sep 20, 2026$695Not Available3
Sep 21, 2026$695Not Available3
Sep 22, 2026$695Not Available3
Sep 23, 2026$695Not Available3
Sep 24, 2026$695Not Available3
Sep 25, 2026$695Not Available3
Sep 26, 2026$695Not Available3
Sep 27, 2026$695Not Available3
Sep 28, 2026$695Not Available3
Sep 29, 2026$695Not Available3
Sep 30, 2026$695Not Available3
Oct 1, 2026$695Not Available3
Oct 2, 2026$695Not Available3
Oct 3, 2026$695Not Available3
Oct 4, 2026$695Not Available3
Oct 5, 2026$695Not Available3
Oct 7, 2026$695Not Available3
Oct 8, 2026$695Not Available3
Oct 9, 2026$695Not Available3
Oct 10, 2026$695Not Available3
Oct 11, 2026$695Not Available3
Oct 12, 2026$695Not Available3
Oct 13, 2026$695Not Available3
Oct 14, 2026$695Not Available3

Amenities

Pool outdoor
Game Room
Basketball Court
BBQ Area
Patio
Balcony
Crib
Shower

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Where you'll be

Kiawah Island, SC, 29455, US

Immerse yourself in the natural luxury of Kiawah Island, where championship golf and coastal beauty seamlessly intertwine. Perfect your swing at Osprey Point Golf Course, located steps away, or experience the legendary fairways of The Ocean Course, which is a short drive away. Spend a tranquil afternoon exploring the pristine sands at Kiawah Beachwalker Park, then head to Freshfields Village, within

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 12 guests.