Luxury Waterfront Estate Near Hilton Head Island!!

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review stars
10Outstanding
(43 Ratings)
"Great host for the property. Property was well maintained, had plenty of activity options. Most of all, had one of the best views you can find."
rtpepper23 P.
Don't miss out! Price and availability may change
10 / 10
Outstanding(43 Ratings)

House in Port Royal, SC

28 guests · 5 bedrooms · 6 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

**30 Day Rentals ONLY**
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Welcome to: The Legacy Lookout Estate

The most sought after luxury waterfront rental in Okatie, South Carolina near Hilton Head Island!

High-end estate second to none. You have the opportunity to rent 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.

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.

Location: 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.
The drive is also only 35 miles to Downtown Savannah, GA & Savannah/Hilton Head International Airport and 75 miles to Downtown Charleston & Charleston International Airport.

The home affords year round access to any and all vehicles. The estate is also accessible by boat via a massive private deep water boat dock with hydraulic lift capabilities.

Accommodations: 5 Bedrooms, 5 Baths, 2 Powder Room Half-Baths
Occupancy Summary- Total amount of individual beds: 19
(including beds, pull out couches, futons, & trundles)

Max. Occupancy: 28
-1 King Bed
-6 Queen Beds
-4 Twin Beds
-2 Pull Out Couches (queens)
-6 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. Spectacular views, mind-blowing porches, a plethora of onsite amenities and amazing outdoor spaces!

Never before has a home like this been available for rent 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 a professional chefs gourmet kitchen and butler's pantry, two extravagant main suites, a breathtaking office with complementing color schemes from the adjacent marshland views from the windows, and massive amounts of gathering spaces. 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 decor, 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 deepwater dock watching dolphins, stingrays, and a multitude of marine life beneath your feet & actually venture inside!

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 dock house. This elevated dock house sits over top of a James Bond style hydraulic 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 decor, while watching the boats meander up and down the river. This exquisite dock house comes completely equipped with a full service kitchen/bar (which includes a mini fridge, stove, sink, & ice machine), lounge benches, bench bed, and a table to enjoy a competitive game of poker.
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Legacy Lookout Amenities Include:

-Wood burning fire pit
-Private boat dock & boat lift
-One of a kind dock house
-2 Kayaks
-4 Paddle Boards
-Fishing Equipment
-Kids game table with coloring pages
-Puzzles & Board Games
-Ping Pong
-Foosball table
-Dart board
-Corn Hole
-Smart TV’s
-Gourmet chef's kitchen + butler pantry
-2 Laundry areas
-4 Propane fireplaces throughout main level

-Internet Speed: Download - 856 Mbps & Upload - 863 Mbps

-Quiet Policy: Please note that the estate is located in a private, quiet, and exclusive location. However while extremely private, noise does travel and we ask you respect the neighbors. Parties, loud noises, and unruly behavior are absolutely prohibited, and guests are expected to respect the neighbors and the peace this Lowcountry retreat affords.
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****Please know that we do utilize the parking area and dock at Legacy Lookout to transport workers and supplies to our Island (Legacy 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 embarking & disembarking from the dock****

Amenities at Luxury Waterfront Estate Near Hilton Head Island!!

Non-smoking
No pets allowed
Family friendly

Map of Port Royal, SC

city location on map

Ratings and reviews

10 / 10
Outstanding(43 Ratings)
10 / 10Outstanding·Jul 2026
Great host for the property. Property was well maintained, had plenty of activity options. Most of all, had one of the best views you can find.
10 / 10Outstanding·Jul 2026
The view is worth it all! The house is lovely and was the perfect setting for our family reunion.
10 / 10Outstanding·Jun 2026
A gorgeous property with all the amenities. This is my first experience with a VRBO and I could not have been more impressed. The host was fantastic to work with and the property was perfect. We had 16 guests staying at the location and there was plenty of room for all of us. I highly recommend.
10 / 10Outstanding·Jun 2026
We had an incredible time at the Legacy Lookout. My nephew caught so many sharks and fish from the dock that he lost count. We saw stingrays and crabs and so much other wild life. The pictures don't do the house justice. It's so big and all of the rooms are spread out and provide so much privacy. It was a beautiful and relaxing time for our whole family

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Luxury Waterfront Estate Near Hilton Head Island!!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Luxury Waterfront Estate Near Hilton Head Island!! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Luxury Waterfront Estate Near Hilton Head Island!!?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.