Legacy Lookout

The most sought after waterfront luxury vacation rental near Hilton Head

More About Our Private Vacation Rental & Event Venue Near Hilton Head Island, 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.

Luxury vacation rental and event 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.

Legacy Lookout

More Info About Legacy Lookout

Stay at The Finest Luxury Vacation Rental Near Hilton Head, South Carolina

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.

Why Should You Book direct versus through airbnb?

Explore the perks of booking direct and stop paying Airbnb fees

When considering your vacation or event rental needs, booking directly through Legacy Lookout offers significant advantages over using Airbnb. While Airbnb may seem convenient, booking through our website ensures that you avoid the hefty 14% fees typically associated with third-party platforms.

By saving on these fees, you can stretch your budget further and enjoy more of your vacation or get more value for your event. Whether you’re planning an Airbnb wedding venue or searching for the perfect vacation rental near Hilton Head for your event, booking directly with Legacy Lookout allows you to maximize your investment and indulge in the experience without unnecessary expenses.

Plus, by booking directly, you gain access to personalized assistance and support from our dedicated team, ensuring a seamless and stress-free experience from start to finish. Choose Legacy Lookout for your Airbnb wedding venue, corporate retreat, family vacation , or golf and fishing trip in South Carolina, and discover the difference that direct booking can make.

Explore Legacy Lookout With a Full Video Tour Before You Stay

Along with Legacy Lookout, we also own and operate , 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.

Imagine a place so remote and beautiful, you’ll never want to leave. Imagine a vacation where s’mores are a must in front of a roaring fire, where your canoe is waiting for you at the water’s edge, and where nature and wildlife surround you every day.

Here at Legacy Island, in Beaufort County and west coast of Parris Island, South Carolina, that serenity awaits. You’ve never experienced camping like this before. A quick ride from Savannah or Charleston, our peaceful oasis is nestled in the historic Beaufort County area. You’ll be surrounded by sprawling green spaces, with unparalleled views of the Hilton Head and Parris Island across the river. It’s a retreat unlike any other in the world.

Legacy Lookout Property Details

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!!)

5 bedrooms

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

Extensive Amenities

Kayaks, Kids Games, Puzzles/Board Games, Ping Pong, Foosball, Dart Board, High Speed WIFI, Elevator for Accessibility, and more.

Gourmet kitchens + butler pantry

A beautiful fully equipped gourmet kitchen with the finest cooking equipment

One of a kind boathouse

The boathouse sits over top of a James Bond style boat lift and overlooks a beautiful panoramic water views

Check Out our stunning accommodations

5 Beautiful Bedrooms For Your Family & Friends

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!

Legacy Lookout Property Specs

amenities include

Occupancy Summary

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

Photo Gallery

What Our Legacy Lookout 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

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

Frequently Asked Questions

  • Hilton Head, South Carolina
  • Savannah, Georgia
  • Charleston, South Carolina
  • Multiple Restaurants

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

  • Right off of Okatie Hwy Rt 170
  • 107 Okatie Drive Okatie SC 29909
  • Multiple Laptop-friendly workspace
  • Hi-Speed Wifi
  • BBQ Grill
  • Patio/balcony
  • Smart TV
  • Pack N’ Play
Legacy Lookout
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