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ESPM Vacation Rentals

Luxury Kiawah Island Vacation Rentals

Why Choose Our Accommodations?

Stress-free vacation planning starts with our knowledgeable and local team of experts! We’re here to ensure your Kiawah Island or Seabrook Island vacation is everything you’ve been dreaming of — from our luxurious selection of properties and high cleaning standards to 24/7 availability in case an emergency arises. All you need to do is pick up the phone or send us an email. Plus, you’ll always receive the lowest rates when you book directly through us (no extra service fees).

Start by browsing all of our exclusive rentals on Kiawah or Seabrook Island and selecting your must-have amenities like oceanfront, private pool, and pet-friendly:

This is our fourth time staying at this villa and once again it was amazing. So comfortable and relaxing. Can’t wait to come again. Also ESPM is the BEST management company to work with. So responsive and caring. No one else we would work with on Kiawah.

- Melissa

Stayed at this home with extended family, 13 in total, for a Kiawah Island wedding weekend. The home met or exceeded all our expectations in every way. Only wish we had a few more days to simply relax! Additionally, Hillary made every step from booking to a delayed departure exceptionally easy! If we get the chance to return to the area will certainly contact ESPM!

- Patricia

The company that manages this property for the homeowner is outstanding. Not only was the staff extremely friendly, but very thorough. Their communication was excellent from the time we inquired to the moment we left.

- Sara

Would give this property and ESPM more than a 100% if possible!!! House was gorgeous, very clean (white bathrooms kept mold or graying grout), high thread count, beautifully decorated. Felt like furnishings were new. Open floor plan. Perfect location for walk to beach, bike paths, and half way between Sanctuary (tennis, great food) and Ocean Course. Be sure to rent bikes to cover entire Island easily. ESPM's recommendation on chef exceeded all expectations...Mike Petrillo, chef, was AMAZING!!

- Marty

It's hard to beat this view and convenience to the beach. Hop, skip, and a jump from the beach boardwalk entrance. Wonderful panoramic views from inside and out. They have made some smart upgrades that make the stay quite enjoyable, specifically the kitchen area. The folks at ESPM were very nice and responsive when we reached out with questions/concerns.

- Mark

This was our first trip to Kiawah and it was a great one. The unit was beautiful and was more then we expected. The process was seamless and easy and made the stay more enjoyable.. I would recommend this unit and company without hesitation.

- Brian

We rented this property last year under a different rental company, which was horrible. ESPM changed all of that. I had to convince my entire family to give this place another try under ESPM's management. We could not have been more pleased with the rental this year. Everything was simple from beginning to end with ESPM. Thanks for making this year's trip a positive experience!

- Kathryn

This was a lovely cottage, beautifully updated and maintained. The inlet cove neighborhood is a gem of Kiawah we were not aware of before. On the Kiawah river, the sunsets and wildlife are amazing. The beach is a short bike ride away as are the biking trails of Kiawah. Would definitely stay here again. Two couples would easily enjoy this without feeling crowded. We are a family of 5 with 3 kids under 10 years old and did not feel cramped at all. The screen porch was a delightful place to enjoy a cup of coffee in the morning and don't miss the sunsets at the community dock. ESPM was easy to work with and very responsive. We will rent from them again. If you're considering booking, go ahead and do it, you won't be disappointed!

- Christina

About Kiawah Island

Kiawah Island is a barrier island off the coast of Charleston, South Carolina, with an abundance of natural beauty to experience! The island is home to 10 miles of pristine beaches, over 25 miles of paved trails, world-class golf courses, dining, shopping, and so much more.

Whether you’re looking for a romantic getaway or a family vacation, our Kiawah Island vacation rentals will exceed your expectations. You’ll find a wide selection of elegant oceanfront estates with private pools, cozy cottages, and quaint villas to choose from throughout the island.

Activities and Attractions

There’s no shortage of things to do on Kiawah Island, SC! Spend your days lounging on the beach, exploring over 30 miles of nature trails, and enjoying endless recreation opportunities. For the golfers, you’ll find five championship golf courses — the crown jewel being the acclaimed Ocean Course, which was home to the 2012 and 2021 PGA Championship.

When you’re feeling the need for a bit more excitement, Freshfields Village and Bohicket Marina are right down the road. And, Downtown Charleston is a short drive away with even more shopping, dining, and historical attractions to experience during your stay.

Renowned Dining

Part of what makes Kiawah Island the perfect vacation spot is you’re only minutes away from everything — including an extensive range of dining opportunities to indulge in!

From fine dining with impeccable Lowcountry cuisine to casual eateries that are outstanding after a round of golf or beach day, you’ll find a culinary scene to impress even the pickiest food critics. There are over a dozen spots to choose from on the island alone, including multiple award-winning restaurants like The Ocean Room and Jasmine Porch.

Featured Properties

351 Low Oak Woods

6 Beds | 5.5 Baths | Sleeps 14

New first floor renovation including expanding the kitchen, it is stunning! Located on a peaceful cul-de-sac and nestled amidst magnolias, palms, and live oaks, this home offers an ideal island retreat. On Cougar Point’s 11th fairway in a gated community, this home is a five-minute walk (about 350 yards) to beach access.

4314 Windswept

1 Beds | 2 Baths | Sleeps 4

New Listing! Steps away from Kiawah’s 10-mile beach, is this recently updated, one-bedroom villa overlooking the Atlantic Ocean. The open floor plan connects the kitchen with the dining and living areas. A covered porch allows early morning sunrises with a warm cup of coffee and the perfect place to end a long day at the beach.

125 High Hammock

2 Beds | 2 Baths | Sleeps 6

Enjoy one of the best golf course views on Seabrook Island from this two bedroom, second floor townhouse! This townhome has been completely renovated with engineered hardwood flooring, smooth ceilings, and recessed lighting. High Hammock Villas are located near the Ocean Winds Golf Course and only a short walk or bike ride to the beach and the Seabrook Island Club.

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