Entire home
Luxury Waterfront Estate Near Hilton Head Island!!
Photo gallery for Luxury Waterfront Estate Near Hilton Head Island!!





Reviews
10 out of 10
Exceptional
5 bedrooms5+ bathroomsSleeps 28
Popular amenities
Explore the area
Okatie, SC
- Place, Port Royal Sound Foundation - Maritime Center3 min drive
- Place, Red Bluff Island4 min drive
- Place, Marine Corps Recruit Depot Parris Island13 min drive
- Airport, Savannah, GA (SAV-Savannah - Hilton Head Intl.)43 min drive
Rooms & beds
5 bedrooms (sleeps 28)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed and 1 Double Sofa Bed
Bedroom 3
2 Single Beds and 1 Single Futon
Bedroom 4
+2
4 Queen Beds and 2 Single Beds
Bedroom 5
1 Queen Bed and 1 Single Futon
Common area 1
4 Double Futons
Common area 2
1 Double Sofa Bed
Living Room 3
1 Double Sofa Bed
5 bathrooms, 2 half bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet
Bathroom 3
Bathtub · Toilet · Shower only · Jetted bathtub
Bathroom 4
Toilet
Bathroom 5
Bathtub or shower · Toilet
Bathroom 6
Toilet · Shower only
Bathroom 7
Bathtub · Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Garden
About this property
Luxury Waterfront Estate Near Hilton Head Island!!
Welcome To Legacy Lookout
(30 Day Rentals)
--------------------
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.
--------------------
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.
--------------------
--------------------
****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****
(30 Day Rentals)
--------------------
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.
--------------------
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.
--------------------
--------------------
****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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- Dryer
10.0 out of 10, Exceptional, (1 review)
House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Bluffton
Located in Bluffton, this holiday home is on the waterfront. Sea Wolf Charters and USCB Center for the Arts are local attractions and those in the mood for shopping can visit Port Royal Farmers Market and Bay Street. Travelling with kids? Consider Station 300 and Coastal Discovery Museum.
Okatie, SC
What's nearby
- Port Royal Sound Foundation - Maritime Center - 3 min drive - 3.0 km
- Red Bluff Island - 4 min drive - 4.3 km
- Marine Corps Recruit Depot Parris Island - 13 min drive - 15.5 km
- Marine Corps Air Station Beaufort - 13 min drive - 17.1 km
- Bay Street - 16 min drive - 21.2 km
Getting around
Restaurants
- McDonald's - 10 min drive
- Panda Express - 10 min drive
- Circle K - 6 min drive
- Roadhouse Ribs - 7 min drive
- Waffle House - 10 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
10 Mar, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Mar 2026
10/10 Excellent
Timothy C.
1 Mar, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy




Timothy C.
Stayed 3 nights in Feb 2026
10/10 Excellent
Wendy S.
28 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy


Wendy S.
Stayed 3 nights in Jul 2025
10/10 Excellent
Dennis S.
23 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Long weekend with Family
Dennis S.
Stayed 3 nights in Feb 2025
10/10 Excellent
Lauri W.
7 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
The most memorable place we’ll ever have privilege of staying!
Lauri W.
Stayed 3 nights in Jul 2025
10/10 Excellent
Kathy J.
16 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Johnson vacation
Kathy J.
Stayed 4 nights in Jun 2024
10/10 Excellent
Alex B.
16 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fall trip
Alex B.
Stayed 3 nights in Sep 2024
10/10 Excellent
Nick B.
27 Jun, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Most amazing stay in SC
Nick B.
Stayed 1 night in Jun 2022
10/10 Excellent
Sally G.
16 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Family Reunion Spot!
Sally G.
Stayed 4 nights in Mar 2025
10/10 Excellent
Frank D.
8 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely beautiful
Frank D.
Stayed 3 nights in Jul 2023
10/10 Excellent
Rostam Z.
8 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Reunion 2024
Rostam Z.
Stayed 8 nights in Jul 2024
10/10 Excellent
Verified traveller
30 Apr, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property
Verified traveller
Stayed 3 nights in Apr 2023
10/10 Excellent
Kristen P.
19 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous home
Kristen P.
Stayed 3 nights in May 2024
10/10 Excellent
Nichole O.
30 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Home for Annual Girls Trip



Nichole O.
Stayed 6 nights in Jun 2025
10/10 Excellent
Blake K.
15 Nov, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous Lowcountry living
Blake K.
Stayed 3 nights in Nov 2022
10/10 Excellent
Kathy J.
19 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Johnson family vacation 2023
Kathy J.
Stayed 4 nights in Jun 2023
10/10 Excellent
Verified traveller
26 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible
Verified traveller
Stayed 3 nights in Sep 2023
10/10 Excellent
Priscilla H.
12 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
Priscilla H.
Stayed 4 nights in Jul 2023
10/10 Excellent
Laura C.
9 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding
Laura C.
Stayed 5 nights in May 2024
10/10 Excellent
Martin Z.
21 Jul, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
All as described and THEN some!
Martin Z.
Stayed 1 night in Jun 2022
10/10 Excellent
Matthew C.
2 Jun, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Breathtaking Home!
Matthew C.
Stayed 1 night in Jun 2022
10/10 Excellent
Annelise A.
26 May, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Stay!
Annelise A.
Stayed 1 night in May 2022
10/10 Excellent
Robert L.
17 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful Relaxing Environs
Robert L.
Stayed 6 nights in Jul 2023
10/10 Excellent
Hank M.
25 Jun, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Waterside Getaway
Hank M.
Stayed 1 night in Jun 2022
10/10 Excellent
Bill S.
4 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Low County Luxury Home
Bill S.
Stayed 3 nights in Jun 2023
About the host
Hosted by Legacy Vacation Homes
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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