Place, Port Royal Sound Foundation - Maritime Center
3 min drive
Red Bluff Island
Place, Red Bluff Island
5 min drive
Marine Corps Recruit Depot Parris Island
Place, Marine Corps Recruit Depot Parris Island
12 min drive
Savannah, GA (SAV-Savannah - Hilton Head Intl.)
Airport, Savannah, GA (SAV-Savannah - Hilton Head Intl.)
44 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
-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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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.
Port Royal Sound Foundation - Maritime Center - 3 min drive - 3.0 km
Red Bluff Island - 5 min drive - 5.6 km
Marine Corps Recruit Depot Parris Island - 12 min drive - 15.8 km
Marine Corps Air Station Beaufort - 13 min drive - 17.4 km
Bay Street - 16 min drive - 21.6 km
Getting around
Hilton Head Island, SC (HHH) - 48 min drive
Restaurants
Panda Express - 10 min drive
McDonald's - 10 min drive
Circle K - 6 min drive
Waffle House - 10 min drive
China Dragon Restaurant - 9 min drive
Frequently asked questions
Is Luxury Waterfront Estate Near Hilton Head Island!! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Luxury Waterfront Estate Near Hilton Head Island!!?
As of 10 May, 2026, prices found for a 1-night stay for 2 adults at Luxury Waterfront Estate Near Hilton Head Island!! on 31 Oct, 2026 start from S$2,640, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Luxury Waterfront Estate Near Hilton Head Island!!?
Check-in begins at 4:00 PM.
What time is check-out at Luxury Waterfront Estate Near Hilton Head Island!!?
Checkout is at 10:00 AM.
Where is Luxury Waterfront Estate Near Hilton Head Island!! located?
This family-friendly Bluffton holiday home is located on the waterfront, within 3 mi (5 km) of Port Royal Sound Foundation - Maritime Center and Red Bluff Island. Port Royal Farmers Market and Westvine Drive Trailhead are also within 9 miles (15 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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!
The most memorable place we’ll ever have privilege of staying!
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!
This is our 2nd year here and we have so much fun just relaxing and being near the water
It’s an awesome place
Kathy J.
Stayed 4 nights in Jun 2024
Response from VrboOwner on 16 Jun, 2024
Kathy,
It's always a pleasure having you and your family stay here at Legacy Lookout!
We always love hearing how great of a time your whole family has here at our estate.
We look forward to hosting you all again soon!
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.
Nick B.
Stayed 1 night in Jun 2022
Response from VrboOwner on 28 Jun, 2022
Nick,
Great to hear you had an amazing tine, and enjoyed the house and views!
Love the property the beautiful view the Dolphins easy access to shopping. The fishing dock, canoe rides. Legacy look out is a amazing place.
Frank D.
Stayed 3 nights in Jul 2023
Response from VrboOwner on 9 Jul, 2023
Frank,
It was great having you and your family stay with us here at Legacy Lookout, we're so glad you guys enjoyed your time and took advantage of all the amenities our estate offers!
We're looking forward to having you guys back again next time!
It was a pleasure having Scott and his group stay here at Legacy Lookout.
They were very clean, respectful of our house rules, and had great communication.
We look forward to having you guys back again soon!
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.
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.
Kristen P.
Stayed 3 nights in May 2024
Response from VrboOwner on 20 May, 2024
Kristen,
It was great having you guys stay here at Legacy Lookout, it was an honor to have your rehearsal dinner held here at our waterfront estate!
You all were excellent guests who treated our estate and property like it was your own.
You guys are welcome back here at Legacy Lookout anytime, we'd love to have you stay again!
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.
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.
Kathy J.
Stayed 4 nights in Jun 2023
Response from VrboOwner on 23 Jun, 2023
Kathy,
Thank you for staying here at Legacy Lookout!
We were honored to host you and your family, you guys were so pleasant to work with and treated our estate like it was your own.
We look forward to having you guys back again!
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
Verified traveller
Stayed 3 nights in Sep 2023
Response from VrboOwner on 28 Sept, 2023
Andrea,
We really enjoyed hosting you and your group here at Legacy Lookout!
You all were fantastic guests and left our estate in perfect condition.
We'd love to have you guys back again .
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!
Priscilla H.
Stayed 4 nights in Jul 2023
Response from VrboOwner on 3 Jan, 2024
Priscilla,
Thank you for staying here at Legacy Lookout!
We're glad you guys enjoyed all the amenities we have to offer. Everyone always enjoys the views from the dock, especially during sunrise & sunset!
We're looking forward to having you guys back again soon!
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 :)
Martin Z.
Stayed 1 night in Jun 2022
Response from VrboOwner on 22 Jul, 2022
Martin,
So glad you and your family enjoyed your stay and the beautiful sunsets from Legacy Lookout. We look forward to having you guys back again soon!
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.
Laura C.
Stayed 5 nights in May 2024
Response from VrboOwner on 10 May, 2024
Laura,
We're glad you guys had such a great and memorable time here at Legacy Lookout!
We love that you took advantage of all our amenities that we offer at our estate.
All of our guests love utilizing our private deep water dock for fishing/crabbing, watching the marine life(dolphins, manatees, stingrays, etc), and of course enjoying the breathtaking sunrises & sunsets!
You all were wonderful guests, and we'd love to have you guys back again sometime!
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.
Stayed 1 night in Jun 2022
Response from VrboOwner on 5 Jun, 2022
Hi Matthew!
So great to hear you and your group had a great time at Legacy Lookout. It was a pleasure having you guys!
This was the perfect stay! It was a beautiful house, and the location was perfect! We were able to zip right into town and the beach. Great amenities, and very helpful ideas in their binder for things to do around the area.
I especially loved the dock and dock-house. Perfect for catching the sunrise and sunsets, and such a unique fun hangout area.
We were even able to see dolphins swimming in the water, which made us feel like we were in the Bahamas.
Would definitely come back! Thank you!
Annelise A.
Stayed 1 night in May 2022
Response from VrboOwner on 1 Jun, 2022
Glad you guys enjoyed your stay, sounds like you had a blast!
See you again soon!
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.
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.
Robert L.
Stayed 6 nights in Jul 2023
Response from VrboOwner on 17 Jul, 2023
Robert,
It was a pleasure hosting you and your family here at Legacy Lookout, during your vacation!
We're glad you guys took advantage of the kayaks and all the amenities Legacy Lookout has to offer!
We look forward to having you guys back someday!
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.
Stayed 1 night in Jun 2022
Response from VrboOwner on 27 Jun, 2022
Hank,
We're so glad you, your friends, and family all enjoyed your time during your week stay.
We're looking forward to hosting your company retreat!
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.
Bill S.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 6 Jun, 2023
Bill,
Thank you for staying here at Legacy Lookout!
We thoroughly enjoyed having you and your entire group.
We're glad you enjoyed the paddle boards, kayaks, and the highly famous and rare dock house!
We'd be honored and would love to have you back again here at Legacy Lookout!
About the host
Hosted by Legacy Vacation Homes
Languages:
English
Premier Host
They consistently provide great experiences for their guests