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Luxury Waterfront Estate Near Hilton Head Island!!

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January 2025

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Beach
Exterior
Fridge, microwave, oven, stovetop
Interior
Interior

Reviews

10 out of 10

Exceptional

Entire home

5 bedrooms6 bathroomsSleeps 28

Popular amenities

  • Washer
    Washer
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning
  • Fireplace
    Fireplace
  • Dryer
    Dryer
  • Outdoor space
    Outdoor space

Explore the area

Map
Okatie, SC
  • Port Royal Sound Foundation - Maritime Center
    7 min drive
  • Marine Corps Recruit Depot Parris Island
    13 min drive
  • Old Tabby Links on Spring Island
    22 min drive
  • Savannah, GA (SAV-Savannah - Hilton Head Intl.)
    47 min drive

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Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Luxury Waterfront Estate Near Hilton Head Island!!

Welcome To Legacy Lookout
(30 Day Rentals)
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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****
During your stay at this holiday home, you'll be close to Port Royal Sound Foundation - Maritime Center. Features include an arcade/games room. Free WiFi and in-room jetted baths are available in the holiday home.
  • Air-conditioned home with kitchen, washing machine and 6 bathrooms
  • Free WiFi
  • Amenities include a lift
  • 13 minutes by car from Marine Corps Recruit Depot Parris Island and 5 minutes from Red Bluff Island
As a guest of Luxury Waterfront Estate Near Hilton Head Island!!, you'll find an arcade/games room, a garden, and a lift. The front desk is open around the clock.

Property manager

Legacy Vacation Homes

Languages

English

Property amenities

Internet

  • Available in the house: Free WiFi

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 6 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Dock
  • Firepit
  • Garden
  • Patio

Laundry

  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Lift
  • Smoke-free property

Location highlights

  • On the waterfront

Things to do

  • Arcade/game room
  • Foosball table
  • Kayak
  • Table tennis

Safety features

  • 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)

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Luxury Waterfront Estate Near Hilton Head Island!! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 30 out of 30 reviews" "
Rating 8 - Good. 0 out of 30 reviews" "
Rating 6 - Okay. 0 out of 30 reviews" "
Rating 4 - Poor. 0 out of 30 reviews" "
Rating 2 - Terrible. 0 out of 30 reviews" "

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Alex B.

Liked: Cleanliness
Fall trip
We had a great time! House was beautiful and plenty of room. We will be back!
Stayed 3 nights in Sep 2024

10/10 Excellent

Rostam Z.

Liked: Cleanliness
Family Reunion 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.
Stayed 8 nights in Jul 2024

10/10 Excellent

Janet K., Tampa

Liked: Cleanliness
Spectacular Estate Retreat!!!!
We LOVED your home! What a spectacular location, what a fabulous estate and so fully equipped with everything you could think of. The girls were in heaven. The 1st floor level was a perfect spot for the girls to practice and also a great place to host some of our outdoor parties. The backyard was super for our obstacle courses and activities. The dock was so pleasant with such a wonderful breeze and a great place to star gaze at night. Your support in answering any questions was wonderful as well. We all said how this was the best camp the girls have ever experienced, in large part to your estate and its location! The property was so private and vast that it allowed our girls to truly relax, have fun, play music/dance and compete in our annual camp. As a musical performance group with 20 girls and moms in attendance, we couldn't have wished for anything better. The second group was equally thrilled. The location of your estate was perfect as well. We were able to have excursions to Beufort, Bluffton, and Hilton Head. We went shrimping, boating, crabbing, biking, and even road a horse drawn carriage. The afternoon at the beach was also fabulous. We utilized your recommended caterer for a BBQ and Seafood boil, and several of your restaurant recommendation. Again, for a large family reunion, sleep away camp, retreat or corporate event, your place is perfect! Thanks again, Entertainment Revue Foundation (Janet & Tina)
Stayed 8 nights in Jun 2024

10/10 Excellent

Kathy J.

Liked: Cleanliness
Johnson vacation
This is our 2nd year here and we have so much fun just relaxing and being near the water It’s an awesome place
Stayed 4 nights in Jun 2024

10/10 Excellent

Julie

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
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.
Stayed 3 nights in May 2024

10/10 Excellent

Kristen P., Bluffton

Liked: Cleanliness
Fabulous home
We rented the house for my daughters wedding weekend and held the rehearsal dinner at the property. The wedding party stayed at the house and everything was amazing.
Stayed 3 nights in May 2024

10/10 Excellent

Laura C.

Liked: Cleanliness
Wedding
We stayed at legacy lookout for our daughter’s wedding. It was such a memorable time! We cooked, kayaked, fished, and enjoyed each others company. The house is so grand and roomy!! There was plenty of space for the 15 of us. It’s absolutely beautiful and comfortable too.
Stayed 5 nights in May 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness
Incredible
First the place is absolutely STUNNING!!!! The view is amazing. The master suite is epic. Overall 10/10 property. The host communicated anytime we had any questions and it was super appreciated. Would definitely stay again
Stayed 3 nights in Sep 2023

10/10 Excellent

Priscilla H.

Liked: Cleanliness
Family Vacation
We absolutely enjoyed our stay! The house was beautiful and very clean. The views from the dock in the back are breathtaking, and we loved the wraparound back porch with the rocking chairs. A very relaxing experience and 30 minutes from the beach. We would definitely consider coming back here again! Property management great to work with if you need anything. I highly recommend for family reunions!
Stayed 4 nights in Jul 2023

10/10 Excellent

Sahil K.

Liked: Cleanliness
Legacy Lookout Family Trip!
I recently had the pleasure of staying at Legacy Lookout for a long weekend with our extended family. I cannot begin to express how incredible this luxury waterfront estate truly is. From the moment you arrive, you enjoy views of the low country nature and back waters. It feels like your own private oasis, yet it's conveniently close to downtown Beaufort, Bluffton, and Hilton Head Island. One of the highlights of the estate is the massive private deep-water boat dock where you can enjoy views of dolphins, go fishing, or go crabbing! We managed to catch some crab while we were there (they were promptly returned to their homes). The dock house perched above offers even more stunning views and a perfect spot to relax. Lastly, I must mention the exceptional care and maintenance of the property. Legacy Lookout is a true gem in the Lowcountry of South Carolina. I can't wait to return and create even more wonderful and long-lasting memories at this exceptional estate. One important note: Turning right into the property from 170 comes up quickly when you're driving. Make sure you slow down early and no one is behind you so you can make the turn safely. You may want to pull off the road first and then turn. Enjoy your stay!
Stayed 4 nights in Jul 2023

10/10 Excellent

Robert L.

Liked: Cleanliness
Peaceful Relaxing Environs
Our family gathering of ~17 with varying ages from old to young enjoyed coming together at this fabulous home in a beautiful setting. The home has all the accommodations needed for a large group and the staff immediately responded to any needs or questions. The property itself enveloped us in nature and everyone enjoyed sitting quietly in rocking chairs or paddling in kayaks. Excellent and highly recommended.
Stayed 6 nights in Jul 2023

10/10 Excellent

Frank D.

Liked: Cleanliness
Absolutely beautiful
Love the property the beautiful view the Dolphins easy access to shopping. The fishing dock, canoe rides. Legacy look out is a amazing place.
Stayed 3 nights in Jul 2023

10/10 Excellent

Kathy J.

Liked: Cleanliness
Johnson family vacation 2023
This is one of the most amazing places we have been and stayed. The house is AWESOME and the owners are so easy to work with and very accessible during the stay. There is so much to do and the view is so relaxing. I highly recommend this to everyone. It is so roomy, you aren't crowded at all.
Stayed 4 nights in Jun 2023

10/10 Excellent

Bill S.

Liked: Cleanliness
Beautiful Low County Luxury Home
We absolutely loved this South Carolina Low Country home. The views were gorgeous and home is 5 stars. Stand up paddle boards, sea kayaks, and boat house were our favorite. We had 10 adults in our family and were well spread out with plenty of room. Matt the maintenance guy took care of a couple minor issues promptly (arriving by boat). The property view of the river/ Port Royal Sound gave us the best photos. Also loved the main kitchen and wrap around outdoor porch.
Stayed 3 nights in Jun 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness
Great property
Super cool. Loved the boat house
Stayed 3 nights in Apr 2023

10/10 Excellent

Rebecca L.

Liked: Cleanliness
Gorgeous
The house is gorgeous. We had 15 people - 7 adults & 8 teens/kids. We did have a couple of issues with the house (an AC unit and a water leak) during our stay (that were outside the owners' control) and they worked very hard to address them and were communicative and available at all hours. The property is absolutely gorgeous and the amenities top notch. Our group LOVED fishing from the pier daily and used the kayaks and paddle boards a lot. The kitchen is gorgeous and well appointed. The owners provided great recommendations for shopping, restaurants, things to do, etc. Overall, excellent experience!
Stayed 7 nights in Jul 2022

10/10 Excellent

Ryan G.

Liked: Cleanliness
exceeded expectations
excellent stay
Stayed 3 nights in Dec 2022

10/10 Excellent

Cameron D.

Liked: Cleanliness
Wedding Weekend
We hosted our wedding ceremony and reception on property. The property owner was easy to work with and very communicative. The views and location offered by the property are stunning. It is the perfect location to host a wedding on the smaller side.
Stayed 3 nights in Nov 2022

10/10 Excellent

Blake K.

Liked: Cleanliness
Gorgeous Lowcountry living
This house is exquisite. We had our wedding on Friday and stayed the whole weekend with family. Excellent experience, great service.
Stayed 3 nights in Nov 2022

10/10 Excellent

Cristina & Juan Carlos M.

Liked: Cleanliness
Amazing work trip!
We will definitely book this property for our team’s next event. It felt like working in paradise. We hosted our company’s annual Sales Team meeting on this property, and we enjoyed every second of it. No complaints. The property has room for everyone to work comfortably and privacy if needed. The views from every room are to die for. At nighttime, we all enjoyed the breeze and got together for a relaxed evening. Everything was great and just as described in their listing. Our team had a great time.
Stayed 1 night in Aug 2022

10/10 Excellent

Martin Z.

Liked: Cleanliness
All as described and THEN some!
What a fantastic property! Perfectly tucked away in your own private waterfront oasis. We spent most nights watching the sunsets from the boathouse (HOW COOL IS THE BOATHOUSE??). The house is a perfect getaway from the daily hustle and bustle. We've already booked our next two stays :)
Stayed 1 night in Jun 2022

10/10 Excellent

Austin A.

Liked: Cleanliness
Best home in the Charleston/Hilton Head/Savannah area!!
My family and friends had the most amazing time at this beautiful waterfront estate. From the adventures we had on the kayaks and paddle boards, to fishing off the gigantic dock while seeing all sorts of marine life. Many of our family and friends enjoyed lots of time relaxing on the massive sized porches while soaking in the magazine like views! There was even a game room that was perfect for the children/teens and let's be honest many of the adults enjoyed this amenity as well! We have even recommended this estate to some of our friends who are getting married. This would be an awesome place to getting married or host an event! We are all still talking about how great of a time we had and already planning our next stay with the hosts!
Stayed 1 night in Jul 2022

10/10 Excellent

Karen C., Red Lion

Liked: Cleanliness
Better than expected!
Better than expected! I wanted my leadership team to have a place to relax and enjoy getting to know each other face-to-face post Covid and this property fit the bill it had plenty of space spread out over 9000+ square feet so no one felt on top of each other. Entertaining was easy in the large kitchen and we even got to enjoy the boathouse. I had a minor issue with my own stupidity and the property manager came right away to assist. Great property would definitely rent again!
Stayed 4 nights in Jun 2022

10/10 Excellent

Nick B.

Liked: Cleanliness
Most amazing stay in SC
10/10 house, 10/10 views, 10/10 hosts, 10/10 everything. Location was phenomenal. Could not recommend more, will be staying here again and again in the future.
Stayed 1 night in Jun 2022

10/10 Excellent

Hank M.

Liked: Cleanliness
Perfect Waterside Getaway
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
Stayed 1 night in Jun 2022