Legacy Lookout

Okatie, South Carolina

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

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

Which airport should I fly into?

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.

How many guests can Legacy Lookout accommodate?

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.

Is the house suitable for outdoor activities?

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!

What amenities are available for entertainment?

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.

Are pets allowed at Legacy Lookout?

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

What are some nearby attractions and activities?

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!

Exterior Interior Master Bedroom Bedroom 2 Bedroom 3 Bathrooms Master Kitchen Outdoor Porch

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 a serene coastal getaway offering a blend of natural beauty and outdoor adventure.

Visitors can enjoy pristine beaches, scenic bike trails, kayaking, golf, and wildlife-rich maritime forests.

Highlights include Harbour Town’s lighthouse, boutique shopping, and waterfront dining.

With its relaxed atmosphere and diverse activities, Hilton Head is an ideal destination for both relaxation and exploration.

Savannah

This charming Southern city, graced by the Savannah River, beckons with its historic squares, each adorned with elegant fountains and vibrant greenery. Wander through the Historic District, where the well-preserved homes and museums tell tales of the city’s rich past. River Street bustles with activity, offering eclectic shops and waterfront dining. Embrace the city’s spooky allure with a guided ghost tour or revel in the artsy vibe of the Starland District. Savannah’s unique blend of Southern hospitality, cultural richness, and timeless beauty ensures that every corner holds a delightful discovery for those who explore its enchanting streets.

charleston

Exploring Charleston, South Carolina, is a journey through time and elegance. This historic city, known for its well-preserved architecture and Southern charm, invites visitors to stroll down cobblestone streets lined with pastel-colored antebellum homes and historic landmarks. The Battery, a promenade along the waterfront, offers stunning views of grand mansions and cannons from centuries past. Discover the charm of Rainbow Row, a series of 13 colorful historic houses, and immerse yourself in the vibrant atmosphere of the City Market. Culinary delights await in the form of Lowcountry cuisine at renowned restaurants. Charleston’s captivating blend of rich history, Southern hospitality, and culinary excellence makes it a destination where each street corner reveals a piece of the city’s storied past.

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.

Peddling Pelican Bike Rentals, Inc.

Peddling Pelican offers quality bike rentals and service. More Info>

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

Excellent

4.7

Desiree Beam

Absolutely breathtaking, well maintained, and great views! Loved the claw tub!

Response from the owner:Thanks Desiree!!

Kendall Brown

I wish there were more stars to click! Legacy Lookout was absolutely amazing. Perfect home to accommodate our multi-family vacation. The location was great, a short trip to the airport, and plenty of dining and shopping close by. Spending time relaxing on the property was the highlight of our trip though. We could not get enough of the panoramic views from the amazing (and massive) covered porch! Dolphin watching from the dock was a major bonus as well. I can’t recommend this property enough!

Response from the owner:Thanks for the kind words. Here are a few more stars for you!! ⭐⭐⭐⭐⭐

Stefanie Carter

We had a wonderful stay at the Legacy Beach House in Point Pleasant, NJ. Eleven (13) of us—6 adults, 5 teens + 2 dogs—were there to celebrate a clean bill of health for the family matriarch and the home did not disappoint. The home was in excellent condition and included nearly everything we could need for the week—a well-stocked kitchen, firewood for the fire pit in the back, several beach tags, linens, top-of-the-line appliances, plenty of seating both inside and outside, wine fridge, coffee makers. We are a feasting family and we prepared most of our meals in the large kitchen. It had pretty much everything we needed. We also used the grill which is a great quality, nice-sized grill. It is due for a good cleaning but I imagine by the end of summer they all get pretty messy. We did need to refill the propane tank as the one there was empty. No biggie though. It was available right around the corner at the grocery.

The location was fantastic and only a quick walk to the beach, boardwalk, and other attractions. Plus, being on the lake was a lovely bonus with its peaceful atmosphere and beautiful views highlighted by the many ducks, swans, geese who live there. Shopping and dining were close by and plentiful. The city is a great spot for families and we enjoyed the aquarium and the Thursday night fireworks as well as live music right across the lake that we could enjoy from the patio out back of the house.

The beds were clean and comfortable and the AC kept the house nice and cool even though the sun hits the back late in the day. A nice breeze through the multi-panel sliding door made for great indoor-outdoor living with the deck and bar area off the kitchen. The basement had some fun games available, though it was pretty warm on the hotter/rainy days and a bit musty down there so we didn’t use it a ton. Especially when it had been raining. The back patio was beautifully hardscaped and well-lit and just awesome at night or in the early morning with a cup of tea and a book.

Geo was very responsive and friendly on the rare occasions we had to reach out (the house was short some beach tags and Geo was quick to offer reimbursement of our expense for tags). It’s clear the owners have great pride in their investment and in providing a memorable stay for guests.

Overall, I would highly recommend this rental. It was a pleasure to stay here and we felt right at home.

Response from the owner:Wow, what an amazing review!! Love your details and honest. You are welcome back anytime as now you’re part of the Legacy Family. Please contact me anytime and hope to see you back again next year!!

Mitchell Dryer, W.D.

We rented a Van Dutch 40.2 yacht from Legacy Yachts last week and had an amazing experience. The yacht’s sleek design and luxurious comfort were impressive and we were the talk of day, everyone loved it! Legacy Yachts’ customer service was outstanding from start to finish. Geo walked us through every step of the way and took care of everything. The staff was professional, attentive, and made sure everything went smoothly. Highly recommend Legacy Yachts for a top-notch yachting experience in South Florida! We will be back!

Response from the owner:Thank you for the fantastic review! We’re thrilled you loved the Van Dutch 40.2 and our service. Geo and the team are happy to have made your experience great. Can’t wait to have you back in South Florida!

Sue bachstadt

Had a great stay in June. Everything as pictured. Nice surprise that Thursday night fireworks from Jenkinson’s are visible from the property. Coffee bar area was nice as I like to travel with our Nespresso machines when renting a home. We used the firepit almost every night. Neighborhood is super quiet at night. Home is a short walk to the beach and boardwalk as well as donuts, coffee and breakfast items.

Response from the owner:Thanks Sue, we always love hosting you…see you again next year!! We also love Nespresso, maybe we should get one for the house. 😍

Christopher Spadea

We just completed a two family vacation and everything about our stay was great. The house is located close to beach and boardwalk but far enough back that you don’t deal with noise or traffic. The setting on the lake with the fire pit made for great outdoor dinners, smores and relaxing. The house is updated with very nice furnishings and everything you need to make food and drinks for the family. Especially appreciated the separate wine/beer fridge and coffee area which frees up a lot of space in the refrigerator and counter space. The game room in the garage is a nice bonus. We’ll stay again for sure.

Response from the owner:Thanks Chris, see you again next year!!

Justin Pickle

If we could put 10star we would! Legacy Lookout was the perfect slice of home and paradise all in one.

Response from the owner:10 star reviews noted, thanks for staying with us!!

Jessie Larson

What an amazing week! Obsessed with this house! This is our third year coming here and it is such a fun time every year. It is 45 mins from Savannah, 45 from Hilton head, and 1hr and 15 from Charleston, making it such an ideal location.

Response from the owner:Thanks Jessie, we love having you!!

Amanda George

We stayed at Legacy Beach House over Memorial Day weekend with our family and friends. The house was extremely clean and there was plenty of room for everyone to sleep. The beds were very comfortable and we really liked that the sheets and towels were provided. We loved having fires outside by the fire pit and sitting on the adirondack chairs. All of the children had plenty of space to play both inside and outside of the house; there was even a playground nearby which was very convenient. The house was so close to the boardwalk as well which made trips to the beach and boardwalk very easy. I highly recommend Legacy Beach House for your next family vacation. We will definitely be staying there again soon!

Response from the owner:Thank you for the kind words, yes Pleasure Park is around the corner and it’s my families favorite!!

Dennys Delgado

We stayed here for a week and really enjoyed it.
The house was great and is perfect for families with young kids. It’s really close to the beach and boardwalk and has tons of parking. The house was really clean and well maintained and came with linens, towels and really comfortable beds. The best part was the outdoor deck and patio overlooking the lake!

Response from the owner:Thanks Denny, I agree with you 1000% about the lake view!!

Contact Us

Address

107 Okatie Hwy, Okatie, SC 29909

[email protected]

Phone

(732) 800-9108

Check Availability

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.