Legacy Estate Rentals & Asset Management

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Exclusive Waterfront Luxury rental & Premier Wedding Venue

Experience Luxury and Tranquility NEAR HIlton head

Get ready to be “wowed”, or more aptly blown-away by this 8,500 sq. ft. spectacular, one-of-a-kind, Lowcountry-style waterfront retreat. With glowing wood accents, high ceilings, overflowing windows, vaulted spaces, exposed wood beams, eclectic décor, and hardwood floors, you will immediately feel at home at Legacy Lookout. 

(That is of course if you can tear yourself away from the sunrises and sunsets, sitting on the massively long deep-water dock watching dolphins, stingrays, and a multitude of marine life beneath your feet and actually venture inside!)

South Carolina's Premier Waterfront rental

Unwind at South Carolina’s Finest Waterfront Retreat

Nestled along the serene waterfront of Okatie, South Carolina, this exclusive luxury rental offers an extraordinary setting for both lavish vacations and elegant weddings. Just a short drive from Hilton Head, Savannah, and Charleston, this breathtaking estate blends Southern charm with modern luxury. Whether you’re planning a romantic getaway, a corporate retreat, or a once-in-a-lifetime wedding, this venue provides the perfect backdrop for unforgettable memories. Indulge in upscale amenities, stunning water views, and an atmosphere of pure relaxation at Okatie’s most coveted vacation and event destination.

Take a Video Tour of Legacy Lookout – A South Carolina Luxury Villa

Step inside Legacy Lookout, a stunning South Carolina luxury villa, and experience breathtaking waterfront views, elegant interiors, and world-class amenities. Watch the video tour to explore this exquisite retreat, perfect for unforgettable vacations and grand events.

quick tour

full tour

Private Boat House w/ Full Bar

5 Beautiful Bedrooms (Total beds: 22 (including beds, pull out couches, futons, & trundles) Maximum Occupancy: 31

Property Features
Amenities at Legacy Lookout
Why Stay at Legacy Lookout

A Breathtaking 8,500 Sq. Ft. Waterfront Retreat
Prepare to be captivated by Legacy Lookout, a one-of-a-kind Lowcountry-style estate that blends grandeur with the warmth of home. Designed to immerse guests in the beauty of South Carolina’s coastal landscape, this spectacular property offers an unforgettable stay.

Elegant & Inviting Interior Design

  • Striking glowing wood accents and exposed beams create a rustic yet refined atmosphere.
  • Vaulted ceilings and expansive windows invite natural light and stunning water views into every space.
  • Eclectic décor and hardwood floors enhance the unique charm of this luxurious retreat.

Unparalleled Waterfront Experience

  • Step onto the deep-water dock, where you can witness breathtaking sunrises and sunsets.
  • Watch dolphins, stingrays, and other marine life right beneath your feet.
  • Relax on the dock, taking in the tranquil beauty of the Lowcountry’s natural surroundings.

Gourmet Kitchen & Spacious Gathering Areas

  • A fully equipped gourmet kitchen is perfect for preparing memorable meals.
  • Two great rooms with stunning stone fireplaces provide cozy yet grand spaces for guests to gather.
  • Whether you’re enjoying lively group conversations or seeking quiet moments of serenity, the home’s layout offers plenty of private nooks and open spaces to suit every mood.

Legacy Lookout is more than just a vacation home—it's an experience. Whether you’re soaking in the natural beauty outdoors or enjoying the luxurious interiors, this extraordinary retreat is designed to impress, inspire, and create lasting memories.

Nestled in the heart of South Carolina’s Lowcountry, Legacy Lookout offers an unparalleled blend of elegance, comfort, and adventure. Designed for both relaxation and entertainment, this luxurious waterfront estate features thoughtfully curated amenities to create an unforgettable stay. Whether you’re planning a serene retreat, a fun-filled family gathering, or a grand wedding celebration, every detail has been carefully considered to enhance your experience.

Outdoor Features:

  • Wood-Burning Fire Pit – Gather around for cozy evenings under the stars, perfect for roasting marshmallows or sharing stories.
  • Private Boat Dock & Boat Lift – Enjoy direct water access, making it easy to embark on boating excursions or simply take in the scenic views.
  • One-of-a-Kind Boathouse – A unique addition that enhances the waterfront experience, providing a stunning backdrop for relaxation or special events.

Entertainment & Recreation:

  • Kids' Game Table with Coloring Pages – A dedicated space to keep young guests entertained with creative activities.
  • Table Tennis Table – Perfect for friendly competitions and engaging games with friends and family.
  • Foosball Table – A classic game that adds an element of fun and excitement to your stay.
  • Dart Board – Test your aim and enjoy a laid-back game of darts in a relaxed setting.

Luxury Living Spaces:

  • Gourmet Kitchens + Butler’s Pantry – Fully equipped with high-end appliances, ample counter space, and everything needed to prepare delicious meals for any occasion.
  • Two Laundry Areas – Convenient for extended stays, ensuring guests have everything they need for a comfortable experience.
  • Three Propane Fireplaces – Strategically placed throughout the main level to create a warm and inviting ambiance.

Occupancy & Sleeping Arrangements:

  • 5 Bedrooms | 5 Baths | 2 Powder Room Half-Baths – Spacious accommodations designed to provide ultimate comfort for large groups.
  • Total Beds: 22 (including beds, pull-out couches, futons, and trundles) – Ideal for hosting large families, wedding parties, or corporate retreats.
  • Maximum Occupancy: 31 Guests – Plenty of space to accommodate groups while ensuring privacy and relaxation.
Bed Breakdown:
  • 1 King Bed
  • 6 Queen Beds
  • 2 Double Beds (Trundles)
  • 2 Twin Beds
  • 2 Queen Pull-Out Couches
  • 6 Futons

Every detail at Legacy Lookout has been meticulously designed to provide a luxurious yet welcoming atmosphere, ensuring a truly exceptional waterfront getaway.

High-end estate second to none. Spend your vacation at this amazing waterfront estate that is the epitome of charm and luxury in the Lowcountry, situated in the heart of historical Beaufort County with panoramic views of the Chechessee and Broad Rivers and the beautiful Port Royal Sound in South Carolina.

Only the finest materials, both imported and locally sourced, were hand-selected for this exquisite estate, built to afford the highest levels of luxury, peace and enjoyment for the discerning traveler. 

Timeless charm and impeccable craftsmanship strategically placed on 22+ acres of sweeping water views, nature and serenity. The entire property has been meticulously maintained and setup for your pleasure and enjoyment.

Come create wonderful and long lasting memories at Legacy Lookout.

Frequently Asked Questions

Planning your stay at Legacy Lookout? Our FAQ section is here to ensure you make the most of this spectacular waterfront retreat. Whether you’re envisioning peaceful mornings on the deep-water dock, gathering by the grand stone fireplaces, or exploring the beauty of the Lowcountry, we have all the details you need for your getaway.

From luxury amenities to outdoor adventures, find answers to your questions and get ready for a stay filled with elegance, relaxation, and endless possibilities. Let this guide help you craft the perfect experience at Legacy Lookout!

Entire Estate in Okatie

High-end estate second to none.

Why Stay

Timeless charm and craftsmanship strategically placed on 22+ acres of sweeping water views, nature and serenity.

The closest airport to Legacy Lookout is Savannah/Hilton Head International Airport (SAV), which is approximately a 45-minute drive from the property. Alternatively, Charleston International Airport (CHS) is about 1.5 hours away.

Legacy Lookout is designed to host up to 31 guests, making it ideal for family gatherings, weddings, corporate retreats, and special events. With 5 bedrooms, 5 full baths, and 2 half-baths, plus a variety of sleeping arrangements, there’s plenty of space for everyone.

Yes! Legacy Lookout features a private deep-water dock and boat lift, perfect for fishing, boating, kayaking, or simply enjoying breathtaking sunrises and sunsets over the water. You might even spot dolphins and other marine life right from the dock!

The estate is packed with entertainment options, including a table tennis table, foosball, dart board, and kids’ game table with coloring pages. Indoors, the gourmet kitchen and great rooms with stone fireplaces provide cozy gathering spaces, while the expansive outdoor areas offer stunning waterfront views.

While we love furry friends, pets are not permitted at Legacy Lookout to maintain the highest standards of cleanliness and comfort for all guests.

Legacy Lookout is perfectly positioned near some of the most exciting destinations in the Lowcountry. Guests can take a short drive to Hilton Head Island, Savannah, and Charleston to explore historic sites, world-class dining, shopping, and outdoor adventures like golf, fishing, and kayaking.

Still have questions? Let us help you plan the ultimate luxury getaway at Legacy Lookout!

Explore the Area
Around Legacy Lookout

This is an extremely private estate located on an island inhabited by only four homes all accessible by paved road. A short 11 miles to downtown Beaufort, groceries, restaurants, breweries and more. You are only 19 miles to downtown Bluffton, 22 miles to the famous Montage Palmetto Bluff, 24 miles to Hilton Head Island, and 35 miles to Savannah/Hilton Head International Airport. 

The drive is also only 74 miles to Charleston, SC as well as the Charleston International Airport. This pristine secluded home is easy to access via full paved roads. The home affords year round access to any and all vehicles. Home is also accessible by boat via a massive private boat dock with lift capabilities.

hilton head island

Hilton Head Island is the perfect blend of beaches, nature, and laid-back charm. Spend your days biking scenic trails, relaxing on the sand, or exploring local shops and restaurants.

With beautiful golf courses, family-friendly activities, and stunning sunsets, Hilton Head offers the kind of easygoing escape that makes you want to come back year after year.

Savannah

Savannah welcomes you with cobblestone streets, shady squares, and beautiful historic homes. Stroll along River Street for waterfront dining and local shops, or explore the city’s creative side in the Starland District.

From ghost tours to Southern hospitality, every part of Savannah invites you to slow down, explore, and enjoy something unforgettable.

charleston

Charleston blends historic beauty with coastal charm at every turn. Stroll past colorful homes, explore lively markets, and enjoy fresh seafood by the water.

With its cobblestone streets, rich history, and welcoming vibe, Charleston makes it easy to slow down, take it all in, and fall in love with the Lowcountry way of life.

Things To Do Near legacy lookout

From the historic charm of Savannah and Charleston to the pristine beaches of Hilton Head Island, Legacy Lookout is perfectly situated for unforgettable adventures. Enjoy world-class dining, boutique shopping, championship golf, and breathtaking outdoor experiences—all just a short drive away. Whether you’re craving a day on the water, a cultural excursion, or a relaxing coastal escape, the best of the Lowcountry awaits!

Aerial Adventure Hilton Head

There are 50 obstacle activities that you conquer as you guide yourself along the courses. More Info>

Harnessed, helmeted and attached to the cables the entire time through a state-of-the-art system.

ZipLine Hilton Head

The Island’s newest eco-adventure, ZipLine Hilton Head, has made the Lowcountry high, right in the heart of Hilton Head Island. More Info>

ZipLine Hilton Head at Broad Creek Marina Adventures, is an approximately 2 1/2 hour tour.

If you decide to explore Hilton Head Island during your vacation you won’t find a more convenient way than renting our bikes.

Forest Beach Surf & Cycle

Forest Beach Surf and Cycle was created by two Hilton Head Island Natives nine years ago. More Info>

Forest Beach Surf and Cycle is a family owned and operated local business by Hilton Head Island natives, JT and Alli Roberts.

Harbour Town Golf Links

Harbour Town Golf Links is a public golf course in South Carolina on Sea Pines Plantation on Hilton Head Island. More Info>

Harbour Town Golf Links is a renowned public golf course located within the Sea Pines Resort on Hilton Head Island, South Carolina.

The Rooftop Bar at Poseidon

The Rooftop Bar is the island’s premier waterfront venue with live music, celebration and entertainment. More Info>

Start your night off right by joining us for Sunset Happy Hour Celebration from 4-7pm!

Skull Creek Boathouse

Hilton Head Island’s newest landmark, waterfront dining destination is Skull Creek Boathouse. More Info>

Located on the waterfront of Skull Creek.

Past legacy lookout Guest Reviews

"Legacy Lookout near Hilton Head Island was the perfect setting for our wedding. The stunning waterfront views, elegant event spaces, and peaceful atmosphere made our day truly unforgettable. The team was incredibly helpful, ensuring every detail was taken care of so we could simply enjoy our celebration. Our guests couldn’t stop talking about the beautiful location and the seamless experience. If you’re looking for a wedding venue that combines natural beauty with exceptional service, Legacy Lookout is the perfect choice."
Kendall B
Ashland, Wisconsin
"Our stay at Legacy Lookout was nothing short of spectacular. The home was spacious, beautifully decorated, and had everything we needed for a relaxing getaway with our family. The location near Hilton Head Island gave us access to amazing beaches, restaurants, and activities while still providing a peaceful retreat. The hosts were incredibly responsive and made sure we had everything we needed. This was one of the best family vacations we’ve ever had, and we can’t wait to come back."
Mitchell D
Washburn, Wisconsin
"Legacy Lookout was the ideal place for our family reunion. The property was large enough to comfortably accommodate everyone, with plenty of space for both relaxation and fun. The breathtaking views and outdoor spaces made for great gatherings, and the nearby attractions gave us plenty to do. The team was always available to answer questions and made sure our stay was perfect from start to finish. If you’re planning a family reunion, this is the perfect spot."
The Sullivan Family Reunion 2023
Orlando, Florida
Legacy Tulum
Excellent
4.5
This was the first women’s retreat that I was able to host, and God truly showed up in an amazing way. Our host, Austin, made everything so easy to navigate from start to finish. We brought over 30 women into a place of rest, reset, restoration, and freedom, and the atmosphere of the home made it possible for us to fully embrace that experience.

The home is absolutely beautiful. It was clean, spacious, very cozy, and had more than enough room for all of us to gather, worship, reflect, and just enjoy being present. Every detail made us feel comfortable and welcomed, which meant so much for an event of this size.

I was especially grateful that God opened the door for us to use this location, because it allowed many of the women to be exposed to something bigger than what they are used to, and it created the perfect environment for growth, healing, and new vision.

We are truly thankful for the hospitality, and we are looking forward to hosting many more events at this location in the future.
Response from the owner:WOW, this sounds like an amazing event. I’m glad you were able to make it a special and memorable time to cherish forever. Hope to see you again!!
I had a good time being here , I met god coming here and I discovered new things I never knew about , he restored my heart I have now started fresh got baptized I feel so whole. I appreciate Everything ! ❤️ it was a fun experience
Response from the owner:Looks like an amazing time!
The host was very accommodating and went above and beyond to make sure the stay was comfortable. The home is very beautiful and the views are amazing. I definitely enjoyed my stay.
I just love this place.. it’s BEAUTIFUL and the house is just AMAZING… me personally have never seen anything like it..GOD meant me HERE and HEALED AND DELIVERED me so I’m very grateful to have EXPERIENCED my healing on this MOUNTAIN!!!💕
Response from the owner:Stunning!
The home was beautiful! I really enjoyed my stay and I can’t wait until I come back to Legacy Lodge!
This place is beautiful with great views. The host was great with all accommodations. The lord met everyone there and did great things. We really felt like royalty. Surrounded by this beautiful nature in the mountains.
Legacy Lodge is a perfect name for this majestic mountain top castle. I was in awe when I drove up and amazed upon entering. This home is absolutely beautiful, clean, and peaceful. I attended a women’s retreat here and it was the perfect. So spacious and comfortable. I usually don’t sleep well when away from home, but I slept with ease. I’ll be back.
Response from the owner:I appreciate you, thanks for staying with us!
This is this most sacred place I have ever experienced in my life. The views are breathtaking, You will definitely feel like the Royalty in this Amazing castle. I most certainly will be back !!
This is a beautiful place owned by some beautiful people who was very nice and helpful. I’m very satisfied with this comfy stay. Such a beautiful view as well 11/10
Amazing. I came for a retreat and witnessed how the host made sure we were so well taken care of. The view is immaculate!!!!!! To be so close to God and to feel the freshness of God was like no other! As we were here I felt the kindness in the home and how well prepared you made it for us to be here. Thank you so much for providing great services to use!

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As a family-owned company founded by three friends with a bond spanning over two decades, we bring a unique blend of friendship, passion, and a shared vision to create unforgettable moments for our clients. Legacy Estate Rentals is more than just a business; it’s a manifestation of our enduring friendship, shared values, and the desire to share our exceptional assets with individuals and families seeking to create lasting memories.

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