Luxury Waterfront Estate Near Hilton Head Island!!

Okatie, South Carolina
$1665 avg/night
Minimum Stay 3 Nights
Bed 5

Bed

Bath 6

Bath

Home Private Vacation Home

Property Type

Sleep 28

Max Sleeps

Night 3 nights

Min Stay

**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****

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided Sofa Bed
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator (mini) Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Dock Firepit Garden Patio
  • BATHROOMS

    6 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Kayak On Site
  • ENTERTAINMENT

    Arcade/game Room Foosball Table Games Table Tennis Smart TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Travel Crib
  • LOCATION HIGHLIGHTS

    On The Waterfront
  • SUITABILITY/ACCESSIBILITY

    Elevator Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 28

Map Map

School District Availability

Review Review

  • Julie

    Submitted Jun 11, 2024

    Stayed May 24, 2024

    The view from the large, covered porch was spectacular. Wonderful to sit out on the rockers in the morning with our coffees, family members joining us as they awoke. Young adults had a wonderful time hanging at the dock and swimming in the river. Lots of hang out space inside with a huge kitchen and island for preparing meals and serving buffet style. Multiple refrigerators for multi-families beverages. Had some great ping-pong tournaments in the game room. Layed out in the front yard watching the amazing starry nights. Only complaint - bed layout. So much square footage for one bedroom suite that only had a double bed in it. 12 of the 28 sleeping spots is in a double bunk room with trundles. Just keep in mind who's going into which bed and not just consider that it sleeps 28.

  • Amy J.

    Submitted Jun 16, 2026

    Stayed Jun 10, 2026

    Everyone had a great time. The venue was amazing with an amazing view

  • Brian B.

    Submitted Mar 10, 2026

    Stayed Mar 5, 2026

    Fantastic property and very attentive management team. Perfect location for a group of friends or large family gathering. Excellent value as well. I’ve stayed here twice now and will definitely be back!

  • Timothy C.

    Submitted Mar 1, 2026

    Stayed Feb 14, 2026

    Great house for a large group! Beautiful setting! Would absolutely stay here again.

  • Wendy S.

    Submitted Jul 28, 2025

    Stayed Jul 25, 2025

    Incredible property in a beautiful location. Perfect for our large extended family get together.

  • Lauri W.

    Submitted Jul 7, 2025

    Stayed Jul 3, 2025

    There are no words to describe the memories and magical moments we had at the Legacy Lookout. From the second we stepped foot in this home we knew core memories would be made. The most beautiful, clean, luxurious home. We can only pray we will get the privilege of staying here in the future. So thankful!

  • Nichole O.

    Submitted Jun 30, 2025

    Stayed Jun 22, 2025

    The house was perfect for our group of 14. We ranged in age from 53 -75 so the elevator and large accessible rooms were appreciated. The porch and large living area were great for us to gather and relax. The office space was quiet and offered comfortable space for those that had to work some during the week. Beds were comfortable. Rocking chairs were wonderful and a great place to enjoy the breeze on the deck. We were please to see dolphins a couple of times near the pier. We did not use the 4th floor loft area because it only contained futon type beds. Are only complaint was the house is not actually in Hilton Head like we thought. That said, everything - shopping, grocery, etc. - was within a 20-30 min drive. Owner communicated well and was responsive to our questions. We highly recommend the home to other groups.

  • Sally G.

    Submitted Mar 16, 2025

    Stayed Mar 12, 2025

    Words can’t describe how special this property really is. The low country architecture feeds seamlessly into the marsh and riverfront view. The accommodations are simply first-class, with all of the high-end amenities and decor one would expect, plus so much more! Want to fish? Kayak!? Rock on the porch? Host guests for dinner? Everything you need is here.

  • Dennis S.

    Submitted Feb 23, 2025

    Stayed Feb 20, 2025

    Perfect place to invite family 10/10

  • Alex B.

    Submitted Sep 16, 2024

    Stayed Sep 5, 2024

    We had a great time! House was beautiful and plenty of room. We will be back!

  • Rostam Z.

    Submitted Aug 8, 2024

    Stayed Jul 20, 2024

    Our family had a wonderful time for our annual family reunion. The hosts were fantastic and easy to communicate with. Whether lounging around the house, doing yoga on the dock, or swimming in the bay, this home provided a great space for our family to get together and make lifelong memories.

Your dates are Available!

Total

Includes taxes and fees
$1,665+
View details