Waterfront Vacation Rental in Okatie

Luxury Estate Near Hilton Head Island, SC

Call or Text us for Details: (843) 920-4701

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

Vacation Rental Property Details

How many beds?
  • 22 beds
What street is it on?
  • Right off of Okatie Hwy Rt 170
  • 107 Okatie Drive Okatie SC 29909
What is nearby?
  • Hilton Head, South Carolina
  • Savanah, Georgia
  • Charelston, South Carolina
  • Multiple Restaurants
What are ALL the amenities?
  • Multiple Laptop-friendly workspace
  • Hi-Speed Wifi
  • BBQ Grill
  • Patio/balcony
  • Smart TV
  • Pack N’ Play

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.


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.


5 Bedrooms, 5 Baths, 2 Powder Room Half-Baths.

Occupancy Summary– Total amount of individual beds: 22 (including beds, pull out couches, futons, & trundles)- Max. Occupancy: 31 (PLEASE NOTE: We provide linens for all beds, pull out couches, futons, & trundles. Other occupancy will require guests providing their own linens.)

– 1 king bed
– 6 queen beds
– 2 double beds (trundles)
– 2 twin beds
– 2 pull out couches (queens)
– 8 futons

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.

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.

Along with Legacy Lookout, we also own and operate Legacy Island(Rose Island), which is just a quick boat ride from Legacy Lookout. You are welcome to visit Legacy Island to explore, go fishing, kayak, paddleboard, exercise, hike, play games, and take in the magnificent and breathtaking views. This is complimentary with your stay at Legacy Lookout and we are happy to transport you over to the Island via our pontoon boat shuttle service. Please know that we do utilize the parking area and dock at Legacy Lookout to transport workers and supplies to the Island on a daily basis. Everyone is super friendly and will not bother you during your stay, we just wanted to give you a heads up because you will see people boarding and deboarding from the dock a couple times a day. They’d be happy to give you a ride over to Legacy Island & show you around, just feel free to ask!

Other amenities include

Occupancy Summary

Total beds: 22 (including beds, pull out couches, futons, & trundles) Maximum Occupancy: 31
(PLEASE NOTE: We provide linens for all beds, pull out couches and futons; other occupancy will require guests to provide their own linens.)

Rates & Fees

*7 night minimum required for all Summer & holiday week dates. Sunday-Sunday.

*If you have extenuating circumstances and need different days, please reach out and we may accommodate as best as we can*

*$975 Cleaning Fee per stay* Our clean estate reflects the highest level of standards, pristine environments for our guests, and a level of clean that surpasses any other vacation home.

Internet Speed

Download – 856 Mbps & Upload – 863 Mbps

Quiet Policy

Please note that the home & estate property are located in a private, quiet, and exclusive location. However while extremely private, noise does travel and we ask you respect the neighbors. Parties, loud noise, and unruly behavior are absolutely prohibited, and guests are expected to respect the neighbors and the peace this Lowcountry retreat affords.

Early Check In and/or Late Check Out may be possible, depending on cleaning schedules and other reservations. If it is possible, there may be an additional fee that would be determined based on the time that you wish to check in or out and the seasonal rates.

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. There are many bedrooms for extended family or friends. It is also close to Hilton Head Island the the beautiful historic town of Beaufort where you can find shops and local food. It would be the perfect place to hold an event with a picturesque background. I could even imagine a wedding on the manicured lawn with the sun setting in the background. The host was quick to respond to all questions and so kind. My family and I cannot wait to return! "
- Sarah M.


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