House in Hilton Head Island, SC
14 guests · 5 bedrooms · 5 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental
Flagg 2-Serene Retreat
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
You’ve found gold with this gorgeous, family-friendly home, with a serene yet convenient location just minutes from the beach, golf courses, pickleball courts, tennis courts, shopping, and restaurants. Slip into your swimsuit and spend the day on the sand, a few minutes' walk, or stay close to home and relax in your own backyard oasis, featuring a private pool and hot tub, surrounded by trees. (The pool and spa cannot be heated at the same time.)
Inside, you’ll find a bright, airy space, flooded with natural light and featuring modern, stylish furnishings throughout. The group’s chef will be right at home in the spacious, open kitchen, with a full suite of stainless steel appliances, including a double oven, a huge standalone island, and plenty of countertop space and cabinetry. Grab meals together at the window-front dining table; set the kids up with snacks at the island barstools; or host family cookouts on the gas grill outside, then dine alfresco next to the pool.
After days on the sand or golf course, bask in the central air-conditioning while the washer/dryer takes care of any laundry. Entertainment options include six streaming-capable TVs, free cable, and WiFi. (You must use personal logins for streaming services.) When bedtime calls, plush spaces promise a restful night’s sleep, including two primary bedrooms and all featuring en suite bathrooms.
It’s time to make your Hilton Head getaway dreams a reality - all that’s left to do is book.
Things to Know
The pool cannot be heated October 1st- March 1st. However, the hot tub can be heated from Sept 1st- May 1st. There is a fee of $75 per night to heat the hot tub.
Please note E-bikes are not allowed.
Parking notes: There is free parking available for 4 vehicles.
5 days notification is required in order to heat the pool and pool spa. A fee of USD 150 per day must be paid prior to check-in to purchase pool and pool spa heat for your stay.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
You’ve found gold with this gorgeous, family-friendly home, with a serene yet convenient location just minutes from the beach, golf courses, pickleball courts, tennis courts, shopping, and restaurants. Slip into your swimsuit and spend the day on the sand, a few minutes' walk, or stay close to home and relax in your own backyard oasis, featuring a private pool and hot tub, surrounded by trees. (The pool and spa cannot be heated at the same time.)
Inside, you’ll find a bright, airy space, flooded with natural light and featuring modern, stylish furnishings throughout. The group’s chef will be right at home in the spacious, open kitchen, with a full suite of stainless steel appliances, including a double oven, a huge standalone island, and plenty of countertop space and cabinetry. Grab meals together at the window-front dining table; set the kids up with snacks at the island barstools; or host family cookouts on the gas grill outside, then dine alfresco next to the pool.
After days on the sand or golf course, bask in the central air-conditioning while the washer/dryer takes care of any laundry. Entertainment options include six streaming-capable TVs, free cable, and WiFi. (You must use personal logins for streaming services.) When bedtime calls, plush spaces promise a restful night’s sleep, including two primary bedrooms and all featuring en suite bathrooms.
It’s time to make your Hilton Head getaway dreams a reality - all that’s left to do is book.
Things to Know
The pool cannot be heated October 1st- March 1st. However, the hot tub can be heated from Sept 1st- May 1st. There is a fee of $75 per night to heat the hot tub.
Please note E-bikes are not allowed.
Parking notes: There is free parking available for 4 vehicles.
5 days notification is required in order to heat the pool and pool spa. A fee of USD 150 per day must be paid prior to check-in to purchase pool and pool spa heat for your stay.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Amenities at Close to beach, pickleball, tennis & golf with private pool, & hot tub
Non-smoking
No pets allowed
Family friendly
Map of Hilton Head Island, SC
Ratings and reviews
10 / 10Outstanding·Jul 2025
We (8 adults and 6 kids) enjoyed our time at Flagg 2. The kids enjoyed the pool. We love the bike paths and the proximity to the beach. The house set up was perfect for us with 4 king bed and a bunk room! We wish the AC could be controlled in each room.
10 / 10Outstanding·Jul 2025
2 Flagg will not disappoint and we would definitely stay there again . This is a beautifully decorated home that’s just a short walk from the beach . The kitchen is big and has every appliance , and all the things that you need for a large group . Each bedroom was big and had the perfect closet . Our children loved their bunk room and also gave them an extra place to play . The pool area had 6 nice lounge chairs and we enjoyed eating at the outside table several nights after grilling our dinner .If you need a 5 bedroom rental I would highly recommend 2 Flagg Serene Retreat . It’s a wonderful home !
8 / 10Excellent·Jun 2025
We loved the fact that you can use the buggy service to go to pool. That was very helpful with our little one. They never picked up the etrash and we did have to call a few days to get it taken away. I would suggest mopping the floors better. The fridge handle was broke and needs repaired. We did get many bites sitting by the pool, so many trees, but not owners fault. Our biggest complaint is the air conditioner will not keep up with the house. The thermostats are locked at 68, but upstairs never got to 68 it would only go to 70. It was a little hot at night. they do have extra fans in most rooms so I think this issue has been mentioned before. The property is beautiful just needs a few little repairs.
6 / 10Average·Jul 2024
The house was beautiful, and the bedroom layout worked great for our family. However, we encountered several frustrating issues. For the price we paid, we expected much better. It seemed like the house may have been unoccupied for a while.
Pool/Outside - The instructions for using the app to control the hot tub were very confusing. We had to contact the host to turn it on, and it took awhile to figure out how to heat the hot tub. The pool was dirty with sand on the bottom and the water level was low. It took several days to get it attended to and still was not cleaned as it should be. Pool toys were left scattered around the pool. The outside pool area did not appear to have been cleaned.
The porch area looked unclean, and the porch furniture could use updating to provide more comfortable and cleaner seating.
Kitchen - The lower oven did not work, and it took a couple of days to get someone to fix it. The freezer handle was missing. The dishes in the cabinets looked dirty. The kitchen floor was sandy and dirty.
Bedrooms - We found contacts, Q-tips on floor and men's clothing in drawer. The sheets had hair and sand on them. We called and were told housekeeping would come. They did show up but only handed off new sheets. The master bedroom floor was sandy and dirty.
Overall, while the house itself was beautiful and conveniently located, dealing with so many issues right at the start of our long-awaited family vacation was very disappointing.
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Top rated by guests
9.2Outstanding
(19 Ratings)
"We (8 adults and 6 kids) enjoyed our time at Flagg 2. The kids enjoyed the pool. We love the bike paths and the proximity to the beach. The house set up was perfect for us with 4 king bed and a bunk r..."
Britta S.Don't miss out! Price and availability may change
