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Bradley Circle #30

9 bedrooms·8.5 bathrooms·24 guests
Views of the water
Beach access
Pool

Bradley Circle #30 is an extraordinary oceanfront estate designed for memorable gatherings on the shores of Hilton Head Island. With direct beach access via a private boardwalk, this nine-bedroom retreat offers an exceptional blend of luxury, comfort, and space for up to 24 guests. Expansive balconies showcase sweeping Atlantic views, while the infinity pool and inviting outdoor living areas create the perfect setting for sun-soaked afternoons and unforgettable evenings. Inside, two spacious living areas, cozy fireplaces, and a gourmet chef’s kitchen with a gas range provide welcoming spaces for everyone to come together, whether enjoying a shared meal, celebrating a special occasion, or simply relaxing after a day by the water. Thoughtfully designed accommodations include nine inviting bedrooms, many with ensuite bathrooms, along with flexible sleeping arrangements for larger groups. Outdoor dining, a BBQ grill, and panoramic ocean vistas make every gathering feel effortless, while the home’s exceptional layout offers both privacy and room to connect. Beyond the property, Hilton Head’s celebrated beaches, championship golf courses, scenic biking trails, nature preserves, waterfront dining, and iconic Lowcountry charm are just moments away. From sunrise walks along the sand to spectacular coastal sunsets, Bradley Circle #30 offers an elevated island escape where lasting memories are made.

Our promise

Satisfaction Guarantee

We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.

KEY Curation Notes

Direct oceanfront access and a resort-caliber infinity pool anchor this Hilton Head estate, reached via a private boardwalk and framed by sweeping ocean views. The infinity pool and expansive outdoor living space—complete with furnished balconies and al fresco dining—serve as the property's entertainment core.
Nearly every bedroom features a king bed and ensuite bath, a rare comfort for a nine-bedroom group property. Multiple sleep configurations—including bunk beds and a sleep sofa—flexibly accommodate up to 24 guests.
Two distinct living areas and a chef's kitchen make this property built for entertaining. The main floor offers a fireplace, full dining table, and gourmet cooking setup with a gas range; the secondary common area adds another fireplace, bar with refrigerator, and a second dining table ideal for game nights or splitting the group.
An elevator and outdoor BBQ grill streamline logistics for large groups. The garage and driveway accommodate eight vehicles, with no street parking available.
Bring your playlist—no speakers or sound systems are provided. Concierge services can arrange private chefs, massages, fridge stocking, and transportation to elevate your stay.

Amenities

Indoor
TV
Air conditioning
Microwave
Internet
Dryer
Outdoor
Outdoor grill
Pool
Heated pool
Balcony
Terrace
Misc
WiFi
Ceiling fans
Cleaning supplies
Laundry detergent
Private entrance

Bedroom details

Bedroom 1: King
Bedroom 2: King
Bedroom 3: Two Single Over Single Bunks
Bedroom 4: King
Bedroom 5: King
Bedroom 6: King + Sleeper Sofa
Bedroom 7: King
Bedroom 8: King
Bedroom 9: King

Location

Inside the destination

Neighborhood: - Located just minutes from the beach. - Hilton Head is a lowcountry gem that has a distinct cultural, scenic, and culinary presence. With unique activities, such as biking on Burkes Beach, exploring Pinckney Island Wildlife, and golfing on award-winning courses, Hilton Head's many attractions appeal to every type of traveler. Sunsets are truly breathtaking here and an evening sailing trip provides the perfect opportunity to watch the sun dip into the ocean, casting an orange and pink light over the entire island. Local Attractions: - Arthur Hills Golf Course - Robert Trent Jones Golf Course - 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 - Driessen Beach - Folly Fields Beach - Harbour Town - Sea Pines Forest Preserve

Parking information

- The garage and driveway can accommodate a total of eight cars. - No street parking is available.

We're here to help

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Policies

Check-in: 4:00 PM
Check-out: 10:00 AM
Renter's age: 21+ years old
Quiet Hours: 9:00 PM - 8:00 AM
No smoking allowed
No events allowed
No pets

Cancellation policy

Plans change, we get it.

Enjoy peace of mind when booking with KEY.co.

Partial Refund: Receive a 95% refund when you cancel your reservation at least 60 days before check-in.

Partial Refund: Receive a 45% refund when you cancel your reservation at least 21 days before check-in.

No Refund: Reservations canceled 20 days or less before check-in are not eligible for a refund.

Refunds subject to a 5% processing fee of the total.

Things you need to know

Saturday - Saturday Stay Required during the peak spring and summer months.

Our occupancy includes an additional two beyond the bed count. Trifold floor mattresses and additional linens can be provided upon request.

Each room is outfitted with linens, towels, fluffy pillows, and comforters.

All bookings over 30 days require a security deposit to be charged after booking.

Restrictions

Guests & Occupancy

  • Do not exceed the maximum number of guests listed on the reservation. No overnight visitors beyond registered guests. Unauthorized guests: $500 per person, per day and possible removal without refund.
  • The primary guest is fully responsible for all occupants, their behavior, damages, fines, and compliance with house rules, HOA rules, and local laws.
  • Property may be used only as a personal vacation rental. No subletting, assignment, or unauthorized use. Commercial use is prohibited.

Events & Noise

  • No parties, events, or gatherings exceeding approved occupancy. Any event requires prior written approval and a separate event agreement. Unauthorized events may result in immediate eviction, forfeiture of all payments, and additional event-related fees.
  • Outdoor noise must remain under 60 dBA at all times and is not permitted after 9:00 PM. Noise monitoring devices may be in use (no audio recording).

Prohibited Activities

  • Pets: Pets are not allowed unless explicitly approved in advance. Approved pets are subject to fees and deposits. Unauthorized pets: $100 per day, plus cleaning or damage costs. Service animals permitted as required by law.
  • Smoking/Vaping: No smoking or vaping anywhere on the property. Guests are responsible for all related damage and additional cleaning fees.
  • No illegal drugs, contraband, or unlawful activity of any kind.
  • No firearms, weapons, fireworks, flammable substances, or hazardous materials. Violations may result in $500 fine, immediate eviction, and no refund.
  • No commercial use, professional filming, or photography without prior written approval. Unauthorized use may result in removal and forfeiture of proceeds.
  • Guests may not access neighboring properties or restricted areas. Fines or penalties are the guest’s responsibility.
  • Do not move furniture, install equipment, add locks, or make any physical alterations to the property.

Equipment & Amenities

  • HVAC Settings: Thermostat may not be set below 72°F to prevent system damage.
  • Pools, Hot Tubs & Water Features _(if equipped)_: Use at your own risk. No diving, glass, or intoxicated use. Children must be supervised at all times. Follow posted HOA rules. Damage or misuse fees apply.
  • Bicycles _(if equipped)_: Use at your own risk. Helmets recommended. Guest is responsible for loss, theft, or damage.
  • Parking: Do not exceed the approved number of vehicles. Follow all local and HOA parking rules. Guest is responsible for tickets or towing.
  • Utilities and internet are provided as a convenience. No refunds for service interruptions or malfunctions.
  • Guests must report any malfunction immediately. Damage caused by misuse will be charged to the guest.
  • Locked closets, storage, and owner areas are off-limits.

Checkout & Care

  • Property must be left in reasonable condition. Excessive mess, trash, or stains will result in additional cleaning fees beyond the standard cleaning.
  • All trash must be bagged and placed in bins. Grills must be cleaned after use.
  • Furniture must remain in its original location. Guest is responsible for damages caused by misuse or failure to report issues.
  • All keys and access devices must be returned. Late check-outs without approval will incur a full additional night’s charge.
  • Unauthorized stays beyond checkout are charged at 2x the nightly rate per day, plus damages and associated costs.

Liability & Disclaimers

  • Not responsible for lost, stolen, or damaged personal belongings, including vehicles and packages.
  • Use of pools, hot tubs, docks, bicycles, and similar amenities is at guest’s own risk. No lifeguard on duty.
  • No refunds for weather events, travel disruptions, government actions, or other events outside management control.
  • Property is provided as-is. Photos and descriptions are for marketing purposes and may not reflect minor changes.
  • Exterior cameras and noise monitoring may be in use. Tampering with safety devices is prohibited and may result in removal.