Close to beach, pickleball, tennis & golf with private pool, & hot tub
Flagg 2-Serene Retreat
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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.
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Smoking is not permitted anywhere on the premises.
For information about quiet hours, please refer to the listing description.
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Hilton Head Island
Located by the sea, this holiday home is in Mid Island, a neighbourhood in Hilton Head Island. Fort Howell and Fort Mitchel are local landmarks, and some of the area's attractions include Arts Center of Coastal Carolina and Pirate's Island Adventure Golf. Looking to enjoy an event or a game while in town? See what's happening at Van Der Meer Tennis Academy or Van Der Meer Tennis Center. Spend some time exploring the area's activities, including golfing.
Palmetto Dunes Tennis & Pickleball Center - 16 min walk - 1.4 km
Robert Trent Jones Golf Course - 17 min walk - 1.4 km
Robert Trent Jones Oceanfront Course - 17 min walk - 1.4 km
Getting around
Hilton Head Island, SC (HHH) - 15 min drive
Restaurants
Circle K - 5 min drive
Hilton Head Diner Restaurant - 5 min drive
Nectar - 6 min drive
San Miguel's - 6 min drive
Palmetto Market @ the Omni - 5 min walk
Frequently asked questions
Does Close to beach, pickleball, tennis & golf with private pool, & hot tub have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Close to beach, pickleball, tennis & golf with private pool, & hot tub?
As of 20 Mar, 2026, prices found for a 1-night stay for 2 adults at Close to beach, pickleball, tennis & golf with private pool, & hot tub on 13 Jun, 2026 start from S$1,252, 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.
Is Close to beach, pickleball, tennis & golf with private pool, & hot tub pet-friendly?
No, pets are not allowed at this property.
How much is parking at Close to beach, pickleball, tennis & golf with private pool, & hot tub?
On-site parking is available at the property.
What time is check-in at Close to beach, pickleball, tennis & golf with private pool, & hot tub?
Check-in begins at 4:00 PM.
What time is check-out at Close to beach, pickleball, tennis & golf with private pool, & hot tub?
Checkout is at 10:00 AM.
Where is Close to beach, pickleball, tennis & golf with private pool, & hot tub located?
Located in Mid Island, this holiday home is within a 10-minute walk of Palmetto Dunes Beach and Palmetto Dunes Club. George Fazio Golf Course and Robert Trent Jones Golf Course are also within 15 minutes.
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The house was spacious, clean and well stocked kitchen. Pool was nice and a short walk to beach. We were able to park 4 cars in driveway and garage, but very tight fit. Would stay again if every came back to South Carolina
Susan T.
From a partner site
10/10 Excellent
Barbara M.
29 May, 2024
Great vacation home
It was the perfect house for a girls trip - close to the beach and had everything we needed.
Barbara M.
From a partner site
10/10 Excellent
Britta S.
11 Jul, 2025
Family Time
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.
The house had plenty of space and bedrooms to accommodate our golf party. It is centrally located to many of the best courses in Hilton Head. It is also close to the beach and easy pedestrian access.
Myron L.
Stayed 7 nights in Apr 2024
From a partner site
10/10 Excellent
Charles K.
7 Jul, 2025
A Beautiful Home
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 !
Charles K.
Response from VrboOwner on 10 Jul, 2025
Hi Charles, thank you so much for your kind words about the 2 Flagg Serene Retreat! We’re thrilled to hear you enjoyed the beautiful decor, the convenient proximity to the beach, the well-equipped kitchen, and the spacious bedrooms. It’s wonderful that you had a great time relaxing by the pool as well. We truly appreciate your recommendation and your thoughtful feedback. We look forward to welcoming you back for another fantastic stay soon!
From a partner site
10/10 Excellent
Rick I.
23 Dec, 2023
Hilton Head
The house was very big and set up great for a large family like ours. Very nice home.
Rick I.
Stayed 3 nights in Dec 2023
From a partner site
10/10 Excellent
Hadleigh F.
20 Oct, 2024
Great home/Awesome location
We had everything we needed in this home. Was so quiet. 5 minute walk to the beach. Close in proximity to everything you'd want/need. If you're thinking about this property, book it - you won't regret it.
Hadleigh F.
From a partner site
10/10 Excellent
Pamela H.
9 Oct, 2024
Wedding weekend
Everything we could have needed or wanted as family members
Pamela H.
Stayed 4 nights in Oct 2024
From a partner site
8/10 Good
michelle p.
1 Nov, 2023
Beautiful home and great location.
I loved the proximity to the Palmetto Dunes Pickleball Club. I loved the proximity to the beach, both were an easy bike ride. The house was so clean. There were a few things broken ( minor) and a few spots on the carpet. The pool and hot tub were wonderful.
michelle p.
Stayed 4 nights in Oct 2023
Response from VrboOwner on 2 Nov, 2023
Thank you for taking the time to review your stay with us, we are so glad to hear that you had a phenomenal getaway. We appreciate you letting us know that there is room for improvement and will follow up with our local team regarding your feedback. We hope to host you for another great stay in the future!
From a partner site
10/10 Excellent
Tamara F.
16 Sept, 2024
Girls weekend
12 friends rented this house for a girls 50th birthday weekend and it could not have been more perfect. The house was just lovely and so well appointed. It was also incredibly well located- 5 min walk to the beach and just a little more to tennis, the general store and more. I’ve been renting houses in Palmetto Dunes for 2 decades and this was one of the nicer ones. I would definitely rent again
The house was beautiful and great! Beach access was a bit of a haul. It took a while to get the property managers to figure out how to turn on the hot tub. It’s all remote done by the management company.
House has a lot of privacy. Neighborhood was great. Driveway had plenty of space.
Debbie K.
Stayed 3 nights in Oct 2024
Verified
8/10 Good
Johnette J.
23 May, 2023
Liked: Cleanliness, location, listing accuracy
Disliked: Check-in
Weekend getaway
Beautiful spacious home, comfortable and well stocked in every way. Close to the beach. Dealing through Vacasa was a little bit difficult. There was a lack of communication with local rental office and no local numbers to call for help. We had a problem getting our gate passes and the pool company had not been contacted that renters were there.
Johnette J.
Stayed 3 nights in May 2023
Response from VrboOwner on 21 Jun, 2023
We apologize for any issues you experienced in communicating with a member of our team, as well as any personal touch you found lacking. We are sorry for any issues you encountered during your stay. We are committed to providing exceptional customer service, and we will follow up with the appropriate parties to ensure our service standards are fully met. We also appreciate our guests' preferences as a means to improve and we have forwarded your comments along to our property management to consider and rectify the issues. We truly hope to have the opportunity to impress you in the future.
From a partner site
8/10 Good
Michelle C.
23 Jun, 2025
Nice house. Great Times.
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.
Michelle C.
Response from VrboOwner on 28 Jun, 2025
Hello Michelle, Thank you for sharing your feedback with us. We are sorry for any issues you encountered during your stay. Our local team has provided an update: the fridge handle has been ordered. The air conditioning is set to prevent it from freezing up. If the temperature is lowered below 70 degrees, it will turn off completely. We will inform housekeeping about the floors. We greatly appreciate you bringing this to our attention and hope to have another opportunity to host you for an exceptional experience.
From a partner site
8/10 Good
Jason M.
20 Oct, 2023
Great home; not the greatest rental experience
Home was great, but check in instructions didn’t say anything about having to obtain a pass at office located miles away. Instructions only mentioned code to access home. Also, hot tub wasn’t hot when we got there and we had to have rental company come out heat on — lost more than a day of hot tub use. When you advertise a hot tub as an amenity, the heat should come on right away upon arrival. House itself was great. Exactly what we needed.
Jason M.
Stayed 3 nights in Sep 2023
Response from VrboOwner on 20 Oct, 2023
Thank you for your feedback, Jason. We are glad you overall enjoyed your stay. We apologize for the inconvenience caused by our check-in process as well as the hot tub not being hot upon your arrival. We are glad to see our team was able to assist you in making your stay more comfortable. Thank you again for this valuable information as we always welcome the opportunity to improve. We hope to have another chance to impress you on a future stay!
Verified
8/10 Good
Vishal P.
30 Apr, 2023
Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication
Good house, poor property management
Overall: Location is very good. In the heart of palmetto dunes, 5 mins to beach. Owners are probably first time renters and have done a good job furnishing the house and kitchen and garage with most things you would need for a vacation like this.
The downside: VACASA is HORRIBLE. We had an extremely poor experience during booking regarding pool heat - a long story to write up here - but suffice to say dealing with VACASA is terrible.
Check in process - know that once you arrive there, you cannot go straight to the property. You have to go to the Vacasa office to get parking passes to enter palmetto dunes. And that office is not always staffed. We were lucky there were some others there who knew what to do - VACASA did not let us know this small little detail. With traffic that is a 40 minute round trip to go get parking passes and welcome package.
Microwave was not working. Despite complaints, it was not fixed during our 4 day stay.
With this experience, I would recommend the house, but beware of this property management firm. They are bad.
Vishal P.
Stayed 3 nights in Apr 2023
Response from VrboOwner on 21 Jun, 2023
Vishal, thank you for taking the time to share your feedback with us. While we are happy that you liked our house and enjoyed your stay, overall, we are disheartened to read you did not have a good experience with our team. Please know that we take excellent, guest-focused service seriously and we apologize if the interactions you had suggested otherwise. We apologize for the delay in turning the pool heat on and we hope the compensation you received helped alleviate some of your frustration. Additionally, a new microwave had to be ordered and we regret the inconvenience. We hope to have the opportunity to better impress you in the future and provide an amazing vacation experience.
Verified
6/10 Okay
Connie S.
2 Jul, 2024
Liked: Location
Disliked: Check-in
Being together was great - house not so much
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.
Connie S.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 19 Jul, 2024
Thank you, Connie, for your feedback! We are happy you enjoyed this home. We sincerely apologize for the issues you have encountered during your stay. Please know that your feedback is essential, and we have passed your comments along to our local manager, who will work with the homeowner to make any updates. We truly hope to have the opportunity to impress you in the future.