Wake up to ocean views and step out to your own private pool just above the dunes. This beachfront spot is made for sunny days, salty breezes, and peaceful mornings by the water.

8 Kiawah Island Vacation Rentals with Private Pools

Published: June 27, 2025

Among the many villas Kiawah Island has to offer, you will find amenities to suit any taste. But if we’re honest, are there many amenities (or any) more popular than a private pool in the summertime?

We think not, which is why we’re delighted by the number of Akers Ellis Real Estate & Rentals that offer them.

Kiawah Island SC is gorgeous year-round, but it is especially beloved in the hot months, when vacationers like yourself most appreciate a cool place to take a dip and escape the heat of the day. If you’re considering Kiawah Island vacation rentals and need that private pool, good news: Here are eight of the best.

1. 25 Bufflehead Drive

Inside this bright and open living area, tall windows let in tons of light while the comfy furniture and warm wood floors make it easy to feel at home.
25 Bufflehead Drive | Sleeps 12 | 5 Bedrooms | 5 Bathrooms

Kiawah Island brings the beach vibes, and 25 Bufflehead Drive is just as beachy. Its light and airy interiors include shiplap walls, gorgeous natural woods, jute details, bright windows, and a screened porch on which to sip sweet tea in the sunny afternoons.

Don’t hesitate to bring a crew, either: The home fits 12 guests in five bedrooms and five baths, making it one of the more spacious Kiawah rentals for a large family.

Best of all, though, this Kiawah Island SC villa boasts a beautiful private pool. With a spacious deck, views of the lagoon, and breathtaking landscaping, you’ll feel like you’re soaking in all the ambience the South has to offer.

2. 64 Surfsong Road

A breezy and bright entertainment space with shiplap walls and stylish furniture, just steps from the private pool deck and surrounded by lush trees.
64 Surfsong Road | Sleeps 14 | 6 Bedrooms | 5.5 Bathrooms

Step inside its doors, and you will understand why 64 Surfsong Road is one of the most beloved Kiawah Island vacation rentals that Akers Ellis Real Estate & Rentals has to offer. The interiors whisper “beach house,” but in such a lovely and understated way that you’ll feel nothing but serenity … no kitsch allowed.

In addition to six bedrooms and five and a half bathrooms, which together fit 14 guests total, this Kiawah Island SC rental also has a private pool off of the living room. With deck chairs tucked away in the shade and gorgeous greenery surrounding the entire property, this is one of the most peaceful villas Kiawah Island has.

3. 27 Marsh Wren Court

This cozy living room feels inviting with its fireplace, built-in bookshelves, and comfy seating — perfect for family movie nights or a quiet afternoon.
27 Marsh Wren Court | Sleeps 10 | 4 Bedrooms | 4.5 Bathrooms

If “light, bright, and beautiful” had a picture next to it in the dictionary, it would probably be 27 Marsh Wren Court. This gorgeous home hosts up to 10 Guests in four comfortable bedrooms and four and a half baths. The main space boasts cozy sink-right-into-it furniture, a television and fireplace, and books galore.

As if that’s not enough luxury, this one also offers a private pool with gorgeous views of the marsh. Located on a peaceful cul-de-sac, the home is an escape from the bustle, shopping, dining, and fun of Kiawah Island SC, and one you’re guaranteed to enjoy.

4. 113 Blue Heron Pond Road

This deck has everything from lounge chairs, outdoor seating, a covered bar, and a bubbling spa. It's built for unwinding after beach days.
113 Blue Heron Pond Road | Sleeps 12 | 5 Bedrooms | 7.5 Bathrooms

Among the most beautiful villas Kiawah Island has, 113 Blue Heron Pond Road is truly stunning. Akers Ellis Real Estate & Rentals has outdone themselves with this luxurious home, hosting 12 guests in five bedrooms, with seven and a half baths to ensure everyone’s comfort and privacy. The primary bedroom offers extra luxury on the main floor, but all bedrooms are comfy, cozy, and beautiful.

When you stay here, you’ll enjoy a pool and spa, a well-appointed kitchen, elevator, foosball table, and Ping-Pong. The gorgeous outdoor area offers al fresco dining, a summer kitchen, and poolside lounging with aplomb.

5. 100 Surfsong Road

This luxury beach house offers a resort-style pool and spacious deck made for lazy days and evening BBQs, with privacy tucked between palm trees.
100 Surfsong Road | Sleeps 10 | 5 Bedrooms | 5.5 Bathrooms

As far as Kiawah rentals go, this one’s a stunner. It’s the best of both worlds, offering you total access to everything Kiawah Island SC has to offer, while simultaneously providing the private retreat you need. Get ready to rest, relax, and restore your sanity.

With five bedrooms and five and a half baths, you can comfortably fit 10 friends or family members. Host a retreat for your yoga or cheesemaking community, get the high school gang back together, or celebrate the grandparents’ 50-year wedding anniversary in style.100 Surfsong Road offers an expansive upper deck with views as well as a lower pool area with deck chairs, hammocks, and easy access to the main living space.

6. 9 Nicklaus

This stunning multi-level home blends classic Lowcountry design with luxury touches like a pool, hot tub, and wraparound porches made for relaxing under the sun.
9 Nicklaus | Sleeps 16 | 7 Bedrooms | 6.5 Bathrooms

The perfect combination of Southern hospitality and Old World charm, 9 Nicklaus is an ideal place to host a large gathering. It has seven bedrooms, with six and a half bathrooms to accommodate everyone’s privacy and hair-doin’ needs. Overall, you can bring 16 guests, so don’t be afraid to book a large group.

There are so many reasons this is one of the most popular villas Kiawah Island has to offer: a gorgeous pool and deck, beach access, a comfortable main living space, ocean and golf course views, a laundry room, a suite of lawn chairs and towels for the beach, and two oceanfront primary bedrooms with king-sized beds. How’s that for Kiawah Island SC at its best?

7. 414 Amaranth Road

A bright and airy living room with bold colors and clean coastal style. The colorful staircase gives the space a fun, modern twist.
414 Amaranth Road | Sleeps 8 | 4 Bedrooms | 4 Bathrooms

With shiplap paneling, comfortable furniture, a beautiful kitchen, lush greenery, and a short walk to the oceanside, 414 Amaranth Road provides an amazing Kiawah Island escape for a more intimate group. Fitting eight guests in four bedrooms and four bathrooms, it offers a pool deck and screened porch for all-day lounging and escape from the heat.

Not only does this villa give you plenty of opportunity for relaxation, but Akers Ellis Real Estate & Rentals is here to make sure you get the vacation of your dreams. Use the beach gear provided, enjoy a bike credit, and visit all the island attractions within reach. Have fur babies? Bring them along too.

8. 1 Nicklaus Lane

A spacious beach retreat tucked under the trees with direct access to a quiet stretch of sand. Perfect for large families looking to enjoy both privacy and the beauty of Kiawah Island’s shoreline.
1 Nicklaus Lane Road | Sleeps 16 | 7 Bedrooms | 6.5 Bathrooms

Another Kiawah Island SC rental that is bound to wow, 1 Nicklaus Lane is the oceanside and golf course-friendly stay you’ve been looking for. With seven bedrooms and six and a half baths, there’s plenty of elbow room for everyone involved, whether you’re family members getting together for the first time in years or new friends on a golf retreat. Fit 16 people into this spacious home, with a large dining table to promote camaraderie and a comfortable living space for morning coffee and evening games.

Even better, the pool is just a short step away; you can gaze at it through the dining room window. Add a screened porch, lovely views, multiple laundry rooms, and an open-concept design, and you’re home.

Learn More About the Destination of a Lifetime

Still have questions about what makes for the best vacation rental? Our partners have answers. Check out your many options for Kiawah Island Vacation Rentals, courtesy of Akers Ellis Real Estate & Rentals, area experts who know everything there is to know about making the most of this beautiful destination.

Seriously, everything. Feel free to ask about anything related to Kiawah rentals, from where to find the best villas Kiawah Island has to offer to the most delicious food to be had in Kiawah Island SC. Transportation, shopping, pets, walks, spas, hangout spots, pubs … you name it, they know it. Always feel free to get in touch!

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