Top-rated for its nearby beach, ideal for sunbathing and swimming.
Discover nearby landmarks
Walk to Bay Beach
4 bedrooms4+ bathroomsSleeps 10
Popular amenities
Balcony
Swimming pool
Toys
Barbecue
Air-conditioning
Refrigerator
Explore the area
Bald Head Island, NC
Bay Beach
Place, Bay Beach
1 min walk
Bald Head Island Country Club
Place, Bald Head Island Country Club
6 min walk
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed and 1 Single Bunk Bed
4 bathrooms, 1 half bathroom
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet
Spaces
Deck or patio
Kitchen
Balcony
Outdoor play area
Dining area
About this property
"Jailbreak" BHI and Shoals Club, Ocean & Sunset Views, 4 BR 4.5 BA
"Jailbreak" on Bald Head Island Address: 311 S Bald Head Wynd
Highlights: Sleeps 10 in 4 Bedrooms (4 King Suites - One has a Bunk Bed too) 4.5 Baths *BHI CLUB is available for separate purchase. The membership tier is either Lifestyle or Full which both provide full access to all club amenities when purchasing guest membership. *SHOALS CLUB guest membership is available for separate purchase with this home One New 6 Seat Golf Cart and One new 4 Seat Cart. Drip Coffee Maker and Keurig Bedding and Towel Linen Service Beach Gear: Chairs, Umbrella, Towels Provided
***GOLF COURSE CLOSURE*** - From November 2026 to October 2027, the BHI Club Golf Course will be closed for a rejuvenation project. See the BHI Club website for full details. The front nine holes are currently scheduled to remain open from 11/9/26 until 1/4/27. Then the entire course will be closed until a currently estimated date of 10/5/27. No refunds or exceptions to cancellation policies will be provided for home rentals due to the golf course closure. (Notice Posted: 8/14/26) For those who seek the best - this is the one. A beautifully decorated new home with every amenity you could want AND amazing Views, "Jailbreak" will provide a short-term getaway with a lasting exceptional experience.
“Jailbreak" is the perfect seaside getaway with stunning ocean views and steps to the pristine south beach (access #15). Built new in 2022, this designer decorated home will wow you front the minute you enter. This reverse floor plan gives you stunning views all day long from the wide expanse of windows with sunlight streaming in on all sides. The great room boasts the most comfortable seating that will deliver you immediately to "BHI Turtle Time".
This gourmet kitchen could win the Best on Island Award with the attention to detail one rarely finds in a vacation home. Fully stocked - just bring your food - you will find the chef in you group will be inspired to create great meals. An XL center island with beautiful quartz countertops for meal prep and entertaining, high end stainless-steel appliances, wine cooler and a dining table for 10 sets the scene for great entertaining and family memories.
The open floor plan all leads to the expansive front deck for dining outdoors or to take in the sun and sea - there is ample room for reading, relaxing, cocktail hours or just gazing at the rolling surf from all new comfortable porch furniture. This is sure to become the favorite spot for early morning coffee, and for watching breathtaking sunsets with a toast to the day enjoyed. Multiple decks and covered porches provide great outdoor living - rain or shine.
The first floor features a spacious gathering space for some quiet time or family game and puzzle night. Four large sun-filled bedrooms, all with private en-suite baths, boast luxurious king beds. One of them also has a bunk bed with two single beds.
Families, friend, and travelers can relax here in comfort and style in this ideally located island home a short block away from the BHI Club. There are two golf carts - a new 2023 six-seater and a 2020 four seater- for your use in exploring this beautiful island in real style.
The owners will see that all your needs are accommodated and that your time spent in this home will be memorable. Our fulltime, on island home manager will go the extra mile to help guests feel special and welcome.
Spend a week or more at “Jailbreak” and we are quite sure we will see you again and again as you make this your home away from home.
*Club memberships are optional and subject to availability. The costs are separate and not included with the rental of the home. *Homes with fireplaces are likely deactivated for the safety of the home and guests. *There may be security cameras covering the exterior of the home for the safety of the home and guests. *We cannot guarantee the condition or availability of any bikes that may come with the home. *Please note there is an elevator in the home that is locked and not available to guests for safety.
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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 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, a first aid kit and a deadlock
About the area
Bald Head Island
Located in Bald Head Island, this holiday home is near the beach. The Clubs at St. James and Southport Marina are worth checking out if an activity is on the agenda, while those looking for area attractions can visit North Carolina Maritime Museum at Southport and North Carolina Aquarium at Fort Fisher. Windsurfing and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking/biking trails nearby.
Bald Head Island Country Club - 6 min walk - 0.5 km
Restaurants
Circle K
Lazy Turtle Bar & Grill
Fishy Fishy Cafe
Koko Cabana
Locals Family Diner
Frequently asked questions
Does "Jailbreak" BHI and Shoals Club, Ocean & Sunset Views, 4 BR 4.5 BA have a pool?
Yes, this property has a pool.
How much does it cost to stay at "Jailbreak" BHI and Shoals Club, Ocean & Sunset Views, 4 BR 4.5 BA?
As of 11 Oct 2026, prices found for a 1-night stay for 2 adults at "Jailbreak" BHI and Shoals Club, Ocean & Sunset Views, 4 BR 4.5 BA on 29 May 2027 start from AU$15,032, 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 "Jailbreak" BHI and Shoals Club, Ocean & Sunset Views, 4 BR 4.5 BA pet-friendly?
No, pets are not allowed at this property.
How much is parking at "Jailbreak" BHI and Shoals Club, Ocean & Sunset Views, 4 BR 4.5 BA?
On-site parking is available at the property.
What time is check-in at "Jailbreak" BHI and Shoals Club, Ocean & Sunset Views, 4 BR 4.5 BA?
Check-in begins at 4:00 PM.
What time is check-out at "Jailbreak" BHI and Shoals Club, Ocean & Sunset Views, 4 BR 4.5 BA?
Checkout is at 10:00 AM.
Where is "Jailbreak" BHI and Shoals Club, Ocean & Sunset Views, 4 BR 4.5 BA located?
This family-friendly Bald Head Island holiday home is located by the sea, within 2 mi (3 km) of Bay Beach, Kent Mitchell Nature Trail and Smith Island Museum of History. Bald Head Island Lighthouse and Bald Head Island Visitors Center are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a spectacular time at this home, gathering on the beautiful porch, admiring the ocean views, and enjoying a family gathering on the stunning open floor plan of the top level! Tyler was incredibly communicative and made us feel very welcomed. The location is outstanding, not to mention the bedrooms all clean, well kept, and thoughtfully arranged. We will definitely explore this again for our next stay in BHI!
We loved everything about this property. The house was beautiful and very clean -perfect for our family of eight with 4 adults and 4 children. The bedroom with the king bed and bunk beds was great for the children. This house had the best stocked kitchen of any house we have rented and we have rented quite a few. It is so perfectly located on Bald Head Island, close to the BHI club, market, marina and shops. The views of the ocean are wonderful. We so enjoyed sitting on the deck and watching the most beautiful sunsets. The hosts were wonderful to work with. Provided us all information needed and stayed in touch to make sure all was well. We love Bald Head Island and will definitely plan to stay at this house again.
Stayed 7 nights in Jun 2026
From a partner site
10/10 Excellent
Kerri K.
11 Aug 2024
Perfect Family Getaway!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We thoroughly enjoyed our stay at Jailbreak! The house was beautiful, clean, and well appointed. The layout was great for our two families - everyone had their own space and en suite. We will absolutely stay here again!
We had a fantastic stay at Jailbreak. The house is beautiful and nicely furnished. The home is located near the Bald Head Island Club, and we had not previously stayed on this part of the island. We found it to be a wonderful location; the beach there is wide and forms tidal pools at low tide, you are within walking distance of BHIC, close to the harbor and all the restaurants and stores. The upstairs deck was our favorite location - the view is beautiful and expansive. All of the bedrooms are very nice, and one has built-in bunk beds. The service from Tyler was nothing short of spectacular - he responded quickly when we had any questions or needs. We definitely would rent this home again.
Amazing stay! Our first time to BHI - to the property managers, Barabara and Tyler, thanks for all the tips and help!
Wow! This home is gorgeous inside and the decks - covered and uncovered - are amazing! Reverse build and you can see all the way down South Beach with a great view of Oak Island while doing the dishes. We just booked this house for August. The house is beautiful and spacious and accommodates our 2 family group (with grandparents) perfectly. Kids love the king bunk room, and we each love having our comfy KING beds and ensuite bathrooms. Again, the property managers actually live on the island, are great at communicating, and go above and beyond to make your stay incredible. I can’t say enough positive things!!!
Stayed 3 nights in Dec 2022
From a partner site
10/10 Excellent
Kerri K.
12 Aug 2024
Perfect Family Getaway!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We thoroughly enjoyed our stay at Jailbreak! The house was beautiful, clean, and well appointed. The layout was great for our two families - everyone had their own space and en suite. We will absolutely stay here again!
From a partner site
10/10 Excellent
John F.
17 June 2024
Perfect beach home
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We loved everything about this house. Great layout with the living area upstairs. Perfect bedrooms and bathrooms. The entire house is bright and clean. We rode bikes to the BHI club, which was great since the golf cart parking over there was often full. This house really added to our Bald Head experience, and we hope to rent it again next summer!
Stayed 7 nights in Jun 2024
From a partner site
10/10 Excellent
25 July 2023
Perfect Beach Getaway
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We shared this beautiful home between 2 families with teenagers and everyone was happy. This new house was sparkling, spacious and tastefully decorated. The views of the ocean from the living area and decks were spectacular for morning coffee and evening happy hours. We had a 2 minute walk to the beach and a short cart ride to the Shoals Club. In addition, the management team was very welcoming and professional. We can't wait to come back!
Stayed 7 nights in Jul 2023
Verified review
10/10 Excellent
Jeff B.
30 Aug 2025
Stayed 7 nights in Aug 2025
Verified review
10/10 Excellent
Page B.
30 July 2025
Stayed 7 nights in Jun 2025
About the host
Hosted by Homes On Bald Head Island LLC
Languages:
English
Premier Host
They consistently provide great experiences for their guests