Hilton Head Island, South Carolina

Sleeps 24, Private Beach Boardwalk, Infinity Pool | 20 Bradley Cir by AvantStay

10 bedrooms 12 beds 0 baths 24 guests New

About the property

IMPORTANT PARKING NOTICE: A maximum of 6 vehicles are permitted total, with only 4 vehicles allowed in the driveway and 2 vehicles required to be parked inside the garage. Absolutely no street parking or parking on the grass is permitted at any time. Violations may result in fines up to $2,500 and could jeopardize the property’s rental permit, so please ensure all members of your group comply throughout your stay.Welcome to 20 Bradley Circle! Experience unparalleled luxury at this newly-built, multi-million dollar property in Hilton Head’s exclusive Singleton Beach. Spanning over 7,200 sqft., this stunning 10BDR 11BA estate sleeps 24 guests and boasts private direct beach access via a boardwalk, covered balconies, and an infinity pool with breathtaking ocean views. With neighboring vacation homes on Bradley Circle also available for rent, this spacious retreat is perfect for family vacations, weddings, corporate retreats, or any other type of group travel!Upon entry, the bright, open-concept layout creates seamless flow throughout the main living area. Kick back and relax in front of the 74" mounted TV. Luxury design touches like exposed ceiling beams, shiplap, tile floor, and high-end furnishings give you a one-of-a-kind experience. Chefs will adore the gourmet kitchen with stainless steel appliances, an Elise 5-burner gas stove, a wine fridge, and an ice maker. Dine at the island’s barstool seating, or at the nearby formal dining area with seating for 14. A second spacious living area on the fourth floor invites you to entertain your guests, with a huge in-home bar, 8-seat dining table, and kitchen. Step out to the covered balcony, where breathtaking ocean views and a seating area await.Through the glass doors, the patio promises indoor-outdoor living in style. Take a dip in the luxurious infinity pool, soak up the sun and sea breeze at the poolside lounge area, or fire up the grill for an evening BBQ. From the pool, a private boardwalk leads directly to the beach for easy access to the sand and waves.All 10 bedrooms boast a private ensuite bathroom, while some feature ocean views and balconies. On the first floor lies a king bedroom. The next four bedrooms are on the second floor, including the king suite with a beautiful ensuite boasting two separate vanities, a standing tub, and a walk-in shower. Two additional king bedrooms and a room with a queen bed and a twin bunk bed complete the second floor. The third floor also has four bedrooms, with the same layout as the second floor—three king bedrooms and a bunk room. Finally, the 10th bedroom lies on the fourth floor, featuring a king bed.With an in-home elevator (coming Apr 2025), an office—perfect for students or remote workers—two laundry rooms, and parking for up to six vehicles between the garage and driveway, every detail has been curated for convenience.All in all, 20 Bradley Circle is truly the ideal home for your next large group getaway. Book now for an unforgettable Hilton Head experience!AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!Drawing lovers of the beach, golf, and all things American, Hilton Head is a Lowcountry gem that has deservedly earned national popularity. With unique activities such as biking on Burkes Beach, dolphin-watching at Shem Creek, exploring Pinckney Island Wildlife, and golfing on award-winning courses, Hilton Head's many attractions appeal to every type of traveler.Local Attractions: Legendary Golf, Hudson's Seafood House On The Docks, Old Oyster Factory Restaurant, A Lowcountry Backyard Restaurant, Alfred’s Restaurant, One Hot Mama’s American Grill, The Crazy Crab Jarvis Creek, Coligny Beach Park, Islander Beach, Bradley Beach, Driessen Beach, Folly Fields Beach, Burkes Beach, Harbour Town Lighthouse, Sea Pines Forest Preserve, The Bluffton RoomHome Truths:- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.- Rideshare and taxi service is extremely hard to arrange last minute. Please try your best to schedule these services in advance if they are needed.- Trifold floor mattresses and additional linens can be provided upon request.- Pool heat is a paid feature and must be requested 24-48 hours before the day of check-in.- Please note: Pool heat will not be available for the summer months (May - September).- Please note that if the outdoor temperature drops below 50°F, the pool heater may have difficulty maintaining warmer water temperatures.Parking Details:Parking is limited to 4 vehicles in the driveway. All vehicles must be parked within the paved area of the driveway. The property allows up to 2 additional vehicles, which must be parked in the garage. Any violations of these parking rules may result in a charge of $2,500 per day.---The room configuration is as follows:Primary Bedroom / Queen bed w/ ensuiteBedroom 2 / King bed w/ ensuiteBedroom 3 / King bed w/ ensuiteBedroom 4 / Queen bed & bunk bed w/ ensuiteBedroom 5 / King bed w/ ensuiteBedroom 6 / King bed w/ ensuiteBedroom 7 / Queen bed & bunk bed w/ ensuiteBedroom 8 / King bed w/ ensuiteBedroom 9 / King bed w/ ensuiteBedroom 10 / King bed w/ ensuite+ 2 twin-size tri-fold sleeping mats if requested---This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.IDs will be requested for verification after booking. All bookings over 30 days require a security deposit.We report and prosecute all Credit Card Fraud

IMPORTANT PARKING NOTICE: A maximum of 6 vehicles are permitted total, with only 4 vehicles allowed in the driveway and 2 vehicles required to be parked inside the garage. Absolutely no street parking or parking on the grass is permitted at any time. Violations may result in fines up to $2,500 and could jeopardize the property’s rental permit, so please ensure all members of your group comply throughout your stay.Welcome to 20 Bradley Circle! Experience unparalleled luxury at this newly-built, multi-million dollar property in Hilton Head’s exclusive Singleton Beach. Spanning over 7,200 sqft., this stunning 10BDR 11BA estate sleeps 24 guests and boasts private direct beach access via a boardwalk, covered balconies, and an infinity pool with breathtaking ocean views. With neighboring vacation homes on Bradley Circle also available for rent, this spacious retreat is perfect for family vacations, weddings, corporate retreats, or any other type of group travel!Upon entry, the bright, open-concept layout creates seamless flow throughout the main living area. Kick back and relax in front of the 74" mounted TV. Luxury design touches like exposed ceiling beams, shiplap, tile floor, and high-end furnishings give you a one-of-a-kind experience. Chefs will adore the gourmet kitchen with stainless steel appliances, an Elise 5-burner gas stove, a wine fridge, and an ice maker. Dine at the island’s barstool seating, or at the nearby formal dining area with seating for 14. A second spacious living area on the fourth floor invites you to entertain your guests, with a huge in-home bar, 8-seat dining table, and kitchen. Step out to the covered balcony, where breathtaking ocean views and a seating area await.Through the glass doors, the patio promises indoor-outdoor living in style. Take a dip in the luxurious infinity pool, soak up the sun and sea breeze at the poolside lounge area, or fire up the grill for an evening BBQ. From the pool, a private boardwalk leads directly to the beach for easy access to the sand and waves.All 10 bedrooms boast a private ensuite bathroom, while some feature ocean views and balconies. On the first floor lies a king bedroom. The next four bedrooms are on the second floor, including the king suite with a beautiful ensuite boasting two separate vanities, a standing tub, and a walk-in shower. Two additional king bedrooms and a room with a queen bed and a twin bunk bed complete the second floor. The third floor also has four bedrooms, with the same layout as the second floor—three king bedrooms and a bunk room. Finally, the 10th bedroom lies on the fourth floor, featuring a king bed.With an in-home elevator (coming Apr 2025), an office—perfect for students or remote workers—two laundry rooms, and parking for up to six vehicles between the garage and driveway, every detail has been curated for convenience.All in all, 20 Bradley Circle is truly the ideal home for your next large group getaway. Book now for an unforgettable Hilton Head experience!AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!Drawing lovers of the beach, golf, and all things American, Hilton Head is a Lowcountry gem that has deservedly earned national popularity. With unique activities such as biking on Burkes Beach, dolphin-watching at Shem Creek, exploring Pinckney Island Wildlife, and golfing on award-winning courses, Hilton Head's many attractions appeal to every type of traveler.Local Attractions: Legendary Golf, Hudson's Seafood House On The Docks, Old Oyster Factory Restaurant, A Lowcountry Backyard Restaurant, Alfred’s Restaurant, One Hot Mama’s American Grill, The Crazy Crab Jarvis Creek, Coligny Beach Park, Islander Beach, Bradley Beach, Driessen Beach, Folly Fields Beach, Burkes Beach, Harbour Town Lighthouse, Sea Pines Forest Preserve, The Bluffton RoomHome Truths:- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.- Rideshare and taxi service is extremely hard to arrange last minute. Please try your best to schedule these services in advance if they are needed.- Trifold floor mattresses and additional linens can be provided upon request.- Pool heat is a paid feature and must be requested 24-48 hours before the day of check-in.- Please note: Pool heat will not be available for the summer months (May - September).- Please note that if the outdoor temperature drops below 50°F, the pool heater may have difficulty maintaining warmer water temperatures.Parking Details:Parking is limited to 4 vehicles in the driveway. All vehicles must be parked within the paved area of the driveway. The property allows up to 2 additional vehicles, which must be parked in the garage. Any violations of these parking rules may result in a charge of $2,500 per day.---The room configuration is as follows:Primary Bedroom / Queen bed w/ ensuiteBedroom 2 / King bed w/ ensuiteBedroom 3 / King bed w/ ensuiteBedroom 4 / Queen bed & bunk bed w/ ensuiteBedroom 5 / King bed w/ ensuiteBedroom 6 / King bed w/ ensuiteBedroom 7 / Queen bed & bunk bed w/ ensuiteBedroom 8 / King bed w/ ensuiteBedroom 9 / King bed w/ ensuiteBedroom 10 / King bed w/ ensuite+ 2 twin-size tri-fold sleeping mats if requested---This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.IDs will be requested for verification after booking. All bookings over 30 days require a security deposit.We report and prosecute all Credit Card Fraud

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jun 10, 2026$1,592.64Not Available3
Jun 11, 2026$1,688.96Not Available3
Jun 12, 2026$1,290.24Available3
Jun 13, 2026$1,899.52Not Available4
Jun 14, 2026$1,955.52Not Available4
Jun 15, 2026$2,008.16Not Available4
Jun 16, 2026$2,045.12Not Available4
Jun 17, 2026$2,104.48Not Available4
Jun 18, 2026$1,938.72Not Available4
Jun 19, 2026$2,097.76Not Available4
Jun 20, 2026$2,978.08Not Available6
Jun 21, 2026$2,383.36Not Available6
Jun 22, 2026$2,075.36Not Available6
Jun 23, 2026$2,049.60Not Available6
Jun 24, 2026$2,219.84Not Available6
Jun 25, 2026$3,015.04Not Available6
Jun 26, 2026$3,178.56Not Available6
Jun 27, 2026$3,141.60Not Available6
Jun 28, 2026$2,455.04Not Available6
Jun 29, 2026$2,186.24Not Available6
Jun 30, 2026$2,219.84Not Available6
Jul 1, 2026$2,382.24Not Available6
Jul 2, 2026$2,780.96Not Available6
Jul 3, 2026$3,317.44Not Available6
Jul 4, 2026$3,209.92Not Available6
Jul 5, 2026$2,534.56Not Available6
Jul 6, 2026$2,177.28Not Available6
Jul 7, 2026$2,163.84Not Available6
Jul 8, 2026$2,337.44Not Available6
Jul 9, 2026$2,607.36Not Available6
Jul 10, 2026$3,143.84Not Available6
Jul 11, 2026$4,468.80Not Available6
Jul 12, 2026$3,491.04Not Available6
Jul 13, 2026$3,052Not Available6
Jul 14, 2026$2,987.04Not Available6
Jul 15, 2026$3,235.68Not Available6
Jul 16, 2026$3,569.44Not Available6
Jul 17, 2026$4,230.24Not Available6
Jul 18, 2026$2,924.32Not Available6
Jul 19, 2026$2,556.96Not Available6
Jul 20, 2026$2,475.20Not Available6
Jul 21, 2026$2,601.76Not Available6
Jul 22, 2026$2,724.96Not Available6
Jul 23, 2026$3,065.44Not Available6
Jul 24, 2026$3,357.76Not Available6
Jul 25, 2026$3,942.40Not Available6
Jul 26, 2026$3,615.36Not Available6
Jul 27, 2026$3,494.40Not Available6
Jul 28, 2026$3,487.68Not Available6
Jul 29, 2026$4,191.04Not Available6
Jul 30, 2026$4,354.56Not Available6
Jul 31, 2026$4,393.76Not Available6
Aug 1, 2026$3,808Not Available6
Aug 2, 2026$2,920.96Not Available6
Aug 3, 2026$2,652.16Not Available6
Aug 4, 2026$2,637.60Not Available6
Aug 5, 2026$2,773.12Not Available6
Aug 6, 2026$3,295.04Not Available6
Aug 7, 2026$3,946.88Not Available6
Aug 8, 2026$3,167.36Not Available6
Aug 9, 2026$2,410.24Not Available6
Aug 10, 2026$2,479.68Not Available6
Aug 11, 2026$2,555.84Not Available6
Aug 12, 2026$2,597.28Not Available6
Aug 13, 2026$3,349.92Not Available6
Aug 14, 2026$3,457.44Not Available6
Aug 15, 2026$1,540Available4
Aug 16, 2026$1,379.84Available3
Aug 17, 2026$1,304.80Available3
Aug 18, 2026$1,288Available3
Aug 19, 2026$1,347.36Not Available4
Aug 20, 2026$1,403.36Not Available4
Aug 21, 2026$1,543.36Not Available4
Aug 22, 2026$1,582.56Not Available4
Aug 23, 2026$1,154.72Available3
Aug 24, 2026$1,154.72Available3
Aug 25, 2026$1,154.72Available3
Aug 26, 2026$1,154.72Not Available4
Aug 27, 2026$1,218.56Not Available4
Aug 28, 2026$1,295.84Not Available4
Aug 29, 2026$1,248.80Not Available4
Aug 30, 2026$1,267.84Available3
Aug 31, 2026$1,238.72Available3
Sep 1, 2026$1,262.24Available2
Sep 2, 2026$2,089.92Not Available2
Sep 3, 2026$2,817.92Not Available3
Sep 4, 2026$3,383.52Not Available3
Sep 5, 2026$3,262.56Not Available3
Sep 6, 2026$2,289.28Not Available2
Sep 7, 2026$1,808.80Available2
Sep 8, 2026$1,542.24Available3

Amenities

Pool outdoor
BBQ Area
Free parking
Wifi
Washer
Dryer
Smoke detector
Air conditioning

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Where you'll be

Hilton Head Island, South Carolina, 29928, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 24 guests.