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Welcome To Legacy Lookout

Luxury Estate Near Hilton Head Island, SC

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The most sought after waterfront luxury vacation rental & wedding venue in Okatie, South Carolina
Near Hilton Head, Savannah, GA, & Charleston, SC!

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.

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High Level luxury Vacation Rental & event venue

Okatie's Finest Vacation & Event Venue Rental

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 & actually venture inside!)

A fully equipped gourmet kitchen and two great rooms boasting stunning stone fireplaces, is exactly where everyone will want to gather to enjoy their time together inside the house, with plenty of space for all. But, if you need some “alone time”, there is plenty of space inside and out to find your own serenity.

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Check Out our vacation rental for your wedding

#1 Wedding Venue Rental Near Hilton Head, South Carolina

Prepare to be enchanted by Legacy Lookout, the premier choice for wedding venue rentals near Hilton Head. This 8,500 sq. ft. masterpiece, nestled in the heart of the Lowcountry, offers an unparalleled waterfront retreat that sets the stage for unforgettable wedding celebrations.

Featuring glowing wood accents, high ceilings, and a captivating blend of eclectic décor, this venue provides an intimate and charming atmosphere for your special day.

Imagine hosting your micro wedding near Hilton Head in the embrace of vaulted spaces, exposed wood beams, and beautiful hardwood floors that create a warm and inviting ambiance. The sprawling deep-water dock becomes an idyllic spot for a romantic waterside ceremony, surrounded by the natural beauty of sunsets and marine life. With fully equipped gourmet kitchens, stunning stone fireplaces, and spacious great rooms,

Legacy Lookout ensures that your wedding is a seamless blend of comfort and elegance. Say “I do” in style at this unique wedding venue, where the magic of the Lowcountry becomes the backdrop to your love story.

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Have Your Wedding & Stay All In One Luxury Wedding Venue

Why do vacation rentals make the best wedding venues?

When it comes to planning your dream wedding, choosing a vacation rental as your venue offers unparalleled advantages. Our private vacation rental home for weddings near Hilton Head provides a unique and personalized setting, ensuring that your special day reflects your individual style and vision.

Opting for a vacation rental near Hilton Head for your wedding allows you to enjoy the beauty of the Lowcountry while creating unforgettable memories with your loved ones. Whether you envision an intimate micro wedding venue near Hilton Head or a lavish affair, vacation rentals offer flexibility in space and layout, accommodating both the ceremony and reception seamlessly.

With amenities such as spacious indoor and outdoor areas, fully equipped kitchens, and comfortable accommodations for guests, vacation rentals provide all the comforts of home while adding a touch of luxury to your wedding celebration. Say “I do” in a picturesque setting that feels like home away from home – choose a vacation rental for your wedding and create memories to last a lifetime.
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A vacation or event To Remember

More South Carolina Luxury Rental Experiences

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Intimate Weddings

In this haven of luxury, weddings become timeless affairs, etched in the memories of all who attend. Legacy Lookout, with its commitment to perfection and a backdrop of unparalleled natural beauty, stands as a testament to the art of crafting unforgettable moments in the tapestry of love.

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Family Vacations

Legacy Lookout weaves together the elements of nature, luxury, and family, creating a haven where shared moments become the heart of the vacation experience. This retreat in the wilderness invites families to reconnect, rejuvenate, and forge lasting bonds amidst the splendor of Legacy Lookout.

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Corporate Retreats

In the heart of nature, Legacy Lookout Lodge transforms corporate retreats into immersive experiences where collaboration and connection flourish. This retreat destination goes beyond expectations, offering a seamless blend of business and leisure in an environment that inspires innovation and fosters a sense of unity among colleagues.

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Golf Vacations

Experience the perfect golf getaway with our luxurious vacation rentals near Hilton Head Island. Our accommodations provide the ideal retreat for golf enthusiasts seeking relaxation and adventure. Just a short drive away from Hilton Head’s world-class golf courses, our rentals offer convenient access to premier golf destinations.

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Explore The Area Around Legacy Lookout

Things To Do around your vacation rental

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.

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Hilton Head Island

Exploring Hilton Head Island is a journey into a coastal paradise, where natural beauty, leisure, and Southern charm converge. Read More

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Savannah

Exploring Savannah, Georgia, is like stepping into a living history book where cobblestone streets, antebellum architecture, Read More

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Charleston

Exploring Charleston, South Carolina, is a journey through time and elegance. This historic city, known for its well-preserved architecture Read More

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What Our Guests Say

"My friends and family went to this spectacular property for a week and loved it. Check-in was smooth, the house was clean, and there was plenty of room for all of us. The kids loved playing in the water and jumping off the dock. There was so much to do both on property and nearby towns that we could have stayed longer. It is better than the beach because there are no crowds. We just checked out for a while and enjoyed ourselves. We will definitely be back. I am thinking about renting this for a company trip"

- Hank M

"This property is SPECTACULAR! Like something out of a movie! There are endless views of the water. The house is spacious with so many amenities. The long dock takes you out to deep water and an elevated dock house where you can see for miles. The host was quick to respond to all questions and so kind. My family and I cannot wait to return! "

- Sarah M

Wow! This property is amazing and has everything you could possibly need. This was the perfect getaway and everyone in my group was extremely impressed with the property architecture/detail, the property grounds and the ease of booking/staying. This was a first class experience in every possible way. I cannot wait to return!

- Matthew C
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What You Can Expect

Legacy Lookout…the name sets the tone and the bar for all to leave their own legacy and lifelong memories. Come enjoy & truly experience an amazing estate property, spectacular views, mind-blowing porches, a plethora of onsite amenities and amazing outdoor spaces!

Never before has a home like this been on VRBO in the entire Lowcountry. You will not find another home offering this extraordinary combination of luxury and views. Drive your way down the long private southern entrance as the magnificent Lowcountry estate opens up directly in front of you. Make your way to the backyard to where you feel as though you walked into a page of Southern Living. Ease into the flowing main level with gourmet kitchen and butler’s pantry, two incredible full main suites, a breathtaking office with complementing color scheme from the adjacent marshland views from the windows, and massive amounts of gathering space for any size group. Ascend all four levels by stairs or elevator to access additional bedrooms, living spaces and areas to entertain, relax, and unwind.

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 & actually venture inside!) A fully equipped gourmet kitchen and two great rooms boasting stunning stone fireplaces, is exactly where everyone will want to gather to enjoy their time together inside the house, with plenty of space for all. But, if you need some “alone time”, there is plenty of space inside and out to find your own serenity.

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If you’re a fan of unique and show stopping amenities, just wait until you lay your eyes on this one of a kind, mammoth of a boathouse. This elevated boathouse sits over top of a James Bond style boat lift and overlooks a beautiful panoramic water view offering you a chance to see all kinds of exciting marine life. Enjoy a cocktail or some sweet tea in the ship inspired décor, while watching the boats meander up and down the river. This exquisite boathouse comes completely equipped with a full service kitchen/bar (which includes a mini fridge, stove, microwave and sink), lounge benches, bench bed, and a table to enjoy a competitive game of poker.

Beautiful shades of driftwood grays, airy sky blues, and creamy whites reflect the emerald waters throughout the 8,500 square feet of luxury charm. Families love gathering on the porches for vibrant color filled sunrises and vivid picturesque sunsets. The expansive patio & deck areas are all around the estate. All of these afford additional outdoor space to relax & unwind. While everyone enjoys the outdoor activities, you can pull up a seat, or rocking chair, and take in the view, (the long & short range views are spectacular!!), observe the night as it fills with stars, and watch the fireflies come out to play in your backyard. Take a seat and enjoy the sound of nature and the serenity in your own private paradise of waterfront views.

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