Entire home
KAIBOSH 9 to 5 Waterfront Condo at Rum Point
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Reviews
9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2+ bathroomsSleeps 61500 sq ft
Popular amenities
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
2 Queen Beds
Bedroom 2
1 King Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet
Bathroom 3
Toilet · Shower only
Spaces
Kitchen
Office
Balcony
Garden
Dining area
About this property
KAIBOSH 9 to 5 Waterfront Condo at Rum Point
Summary:
KAIBOSH the 9 to 5 (Island House #16) is a beautifully furnished two-story villa tucked along the quiet inlet cove of Rum Point.
Surrounded by white sand and lush tropical landscaping, this 2-bedroom, 2-bath retreat offers private balconies, screened-in outdoor living, and direct access to the beach — perfect for families or couples looking for a relaxed island getaway.
"KAIBOSH your 9 to 5" schedule! Leave it all behind and escape to our beautiful island retreat.
The Space:
SPECIAL OFFERS
This property offers automatic discounts based on your travel dates—no promo codes or special requests needed.
- Last-Minute Savings – Book within 14 days to save
- Early Bird – Reserve 90+ days ahead for discounted rates
- Vrbo Member tier and Mobile user discounts
Note: Discounts cannot be combined. Blackout: Dec 17 – Jan 3
KAIBOSH THE 9 TO 5 Island House #16 is located on the incredible Rum Point Bioluminescent (Bio Bay)! Take your complimentary kayaks out at night right off the beach for an incredible glowing nocturnal experience! Kayak at your own self paced private tours nightly, and save hundreds vs. guided tours.
The best bioluminescence conditions are during a new moon, when the sky is at its darkest, and glow visibility is at its strongest. The blue bio glow is best seen by kayak from 7:30 to 11:00 pm.
Bedrooms:
Upstairs, the spacious primary suite includes a king-size memory foam bed, en-suite bathroom, and a private balcony with stunning beach and water views. The guest bedroom offers two queen beds, its own private bath, and a furnished balcony. Both rooms include flat-screen TVs and luxury linens, comfortably sleeping up to six guests.
Stylish Interior:
The main level welcomes you with a spacious, open-concept living area tastefully decorated with modern island furnishings. A 37" flat-panel HDTV with premium cable, high-speed Wi-Fi, and free international calls to the US and Canada make it easy to stay entertained or connected as needed. Enjoy relaxed meals inside at the leather dining chairs or dine casually in the sunken sunroom overlooking the beach. Wide collapsible patio doors invite the ocean breeze indoors, creating an effortless flow between interior and exterior living.
Fully Equipped Kitchen:
KAIBOSH the 9 to 5 island house recently updated kitchen includes upscale cabinetry, granite countertops, and stainless steel appliances. A large center island with seating is perfect for casual breakfasts or evening gatherings. The villa also includes a drip coffee maker, full-size washer and dryer, and a charcoal BBQ grill.
Essential Starter Pack Included:
• 5 rolls of toilet paper
• 2 rolls of paper towels
• Dishwasher tablets
• Dishwashing liquid
• Laundry detergent
• Blow dryer
• Iron and ironing board
Please note: Guests are recommended to bring their own toiletries
Accommodation:
Upstairs, KAIBOSH the 9 to 5 Island House primary bedroom includes a luxury memory foam king-size bed, en-suite bathroom, and private balcony with breathtaking views. The guest bedroom offers two queen-size beds, a second en-suite bathroom, and its own private balcony. Both bedrooms are furnished with 32" flat-screen TVs and outfitted with 1000-thread-count linens and Ralph Lauren towels for a hotel-quality experience.
Outdoor Living & Inclusions:
Your stay includes access to:
• 3 complimentary two-person kayaks with paddles and safety vests
• 4 adult bicycles for guest use
• Private white sand beach and lush tropical landscape
• Screened-in lanai with beach and cove views
• Right outside your door, explore one of only 11 bioluminescent bays in the world—ideal for night kayaking and unforgettable nature experiences.
Nearby Dining & Attractions:
Walk to:
Rum Point Club – world-famous mudslides and picnic-style beachfront dining
Rum Point Restaurant – all-new as of December 2023 with full bar and oceanfront seating
Red Sail Sports – offering jet skis, guided dives, paddleboarding, and Stingray City excursions
Kaibo Beach Bar & Upstairs Restaurant – casual meals and fine dining at the nearby Kaibo Yacht Club
Starfish Point – perfect for a peaceful afternoon observing sea life
Within a 10-minute drive:
Cayman Crystal Caves
Queen Elizabeth II Botanical Garden
Cayman Kayaks for guided bioluminescent tours
Supermarket and Sunday Closures:
Nearby options like Foster’s Express and Chisholm’s Grocery are a 15–20 minute drive away.
Note: Grocery stores are closed on Sundays, however Chisholm's Grocery & Liquor store IS OPEN on Sundays. Restaurants and gas stations remain open, and some gas stations sell liquor. Grocery delivery is available by request.
Accessibility: Two-story unit with stair access to bedrooms
Parking: Designated on-site parking is included
Protect Your Vacation Investment with Travel Insurance:
• Trip interruptions, Hurricane season concerns (August-October), add peace of mind during checkout.
The Neighborhood:
Rum Point
KAIBOSH the 9 to 5 (Island House #16) is a beautifully furnished two-story villa tucked along the quiet inlet cove of Rum Point.
Surrounded by white sand and lush tropical landscaping, this 2-bedroom, 2-bath retreat offers private balconies, screened-in outdoor living, and direct access to the beach — perfect for families or couples looking for a relaxed island getaway.
"KAIBOSH your 9 to 5" schedule! Leave it all behind and escape to our beautiful island retreat.
The Space:
SPECIAL OFFERS
This property offers automatic discounts based on your travel dates—no promo codes or special requests needed.
- Last-Minute Savings – Book within 14 days to save
- Early Bird – Reserve 90+ days ahead for discounted rates
- Vrbo Member tier and Mobile user discounts
Note: Discounts cannot be combined. Blackout: Dec 17 – Jan 3
KAIBOSH THE 9 TO 5 Island House #16 is located on the incredible Rum Point Bioluminescent (Bio Bay)! Take your complimentary kayaks out at night right off the beach for an incredible glowing nocturnal experience! Kayak at your own self paced private tours nightly, and save hundreds vs. guided tours.
The best bioluminescence conditions are during a new moon, when the sky is at its darkest, and glow visibility is at its strongest. The blue bio glow is best seen by kayak from 7:30 to 11:00 pm.
Bedrooms:
Upstairs, the spacious primary suite includes a king-size memory foam bed, en-suite bathroom, and a private balcony with stunning beach and water views. The guest bedroom offers two queen beds, its own private bath, and a furnished balcony. Both rooms include flat-screen TVs and luxury linens, comfortably sleeping up to six guests.
Stylish Interior:
The main level welcomes you with a spacious, open-concept living area tastefully decorated with modern island furnishings. A 37" flat-panel HDTV with premium cable, high-speed Wi-Fi, and free international calls to the US and Canada make it easy to stay entertained or connected as needed. Enjoy relaxed meals inside at the leather dining chairs or dine casually in the sunken sunroom overlooking the beach. Wide collapsible patio doors invite the ocean breeze indoors, creating an effortless flow between interior and exterior living.
Fully Equipped Kitchen:
KAIBOSH the 9 to 5 island house recently updated kitchen includes upscale cabinetry, granite countertops, and stainless steel appliances. A large center island with seating is perfect for casual breakfasts or evening gatherings. The villa also includes a drip coffee maker, full-size washer and dryer, and a charcoal BBQ grill.
Essential Starter Pack Included:
• 5 rolls of toilet paper
• 2 rolls of paper towels
• Dishwasher tablets
• Dishwashing liquid
• Laundry detergent
• Blow dryer
• Iron and ironing board
Please note: Guests are recommended to bring their own toiletries
Accommodation:
Upstairs, KAIBOSH the 9 to 5 Island House primary bedroom includes a luxury memory foam king-size bed, en-suite bathroom, and private balcony with breathtaking views. The guest bedroom offers two queen-size beds, a second en-suite bathroom, and its own private balcony. Both bedrooms are furnished with 32" flat-screen TVs and outfitted with 1000-thread-count linens and Ralph Lauren towels for a hotel-quality experience.
Outdoor Living & Inclusions:
Your stay includes access to:
• 3 complimentary two-person kayaks with paddles and safety vests
• 4 adult bicycles for guest use
• Private white sand beach and lush tropical landscape
• Screened-in lanai with beach and cove views
• Right outside your door, explore one of only 11 bioluminescent bays in the world—ideal for night kayaking and unforgettable nature experiences.
Nearby Dining & Attractions:
Walk to:
Rum Point Club – world-famous mudslides and picnic-style beachfront dining
Rum Point Restaurant – all-new as of December 2023 with full bar and oceanfront seating
Red Sail Sports – offering jet skis, guided dives, paddleboarding, and Stingray City excursions
Kaibo Beach Bar & Upstairs Restaurant – casual meals and fine dining at the nearby Kaibo Yacht Club
Starfish Point – perfect for a peaceful afternoon observing sea life
Within a 10-minute drive:
Cayman Crystal Caves
Queen Elizabeth II Botanical Garden
Cayman Kayaks for guided bioluminescent tours
Supermarket and Sunday Closures:
Nearby options like Foster’s Express and Chisholm’s Grocery are a 15–20 minute drive away.
Note: Grocery stores are closed on Sundays, however Chisholm's Grocery & Liquor store IS OPEN on Sundays. Restaurants and gas stations remain open, and some gas stations sell liquor. Grocery delivery is available by request.
Accessibility: Two-story unit with stair access to bedrooms
Parking: Designated on-site parking is included
Protect Your Vacation Investment with Travel Insurance:
• Trip interruptions, Hurricane season concerns (August-October), add peace of mind during checkout.
The Neighborhood:
Rum Point
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
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9.6 out of 10, Exceptional, (89 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
North Side
Located in North Side, this holiday home is near theme parks and on the waterfront. Mission House and East End Lighthouse are local landmarks, and the area's natural beauty can be seen at Mastic Trail North Trailhead and Mastic Trail South Trailhead. Queen Elizabeth II Botanic Park and Governor Michael Gore Bird Sanctuary are also worth visiting. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with horse riding and cycling nearby.

Rum Point, EA
What's nearby
- Grand Cayman Beaches - 1 min walk - 0.0 km
- Rum Point Beach - 3 min walk - 0.3 km
- Cayman Kai Public Beach - 3 min walk - 0.3 km
- North Sound - 3 min walk - 0.3 km
- Star Fish Point - 3 min drive - 2.1 km
Getting around
Restaurants
- Rum Point Club and Restaurant - 3 min walk
- Kaibo restaurant . beach bar . marina - 3 min drive
- Czech Inn Grill - 28 min drive
- Over The Edge - 13 min drive
- The Villa - 41 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
9.6/10
Communication
9.8/10
Location
9.8/10
Listing accuracy
Reviews
14 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Feb 2026
10/10 Excellent
Cristina B.
8 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cristina B.
Stayed 5 nights in Jan 2026
10/10 Excellent
Sara B.
30 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rum Point
Sara B.
Stayed 6 nights in Mar 2025
10/10 Excellent
Maggie G.
8 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Family Vacay Spot
Maggie G.
Stayed 7 nights in Dec 2024
10/10 Excellent
Jeffrey S.
3 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great
Jeffrey S.
Stayed 9 nights in Feb 2025
8/10 Good
John Sharon S.
22 Feb, 2025
Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Quiet getaway
John Sharon S.
Stayed 17 nights in Feb 2025
10/10 Excellent
Dianna M.
18 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay
Dianna M.
Stayed 7 nights in May 2024
10/10 Excellent
Katrina K.
30 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Katrina K.
Stayed 6 nights in Apr 2024
10/10 Excellent
Andrew M.
8 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing condo on a quiet corner of Grand Cayman
Andrew M.
Stayed 6 nights in Jun 2025
10/10 Excellent
Leslie M.
6 Mar, 2023
Liked: Cleanliness, check-in, location, listing accuracy
Excellent setting, place, and space!
Leslie M.
Stayed 5 nights in Mar 2023
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Donna K.
22 Apr, 2017
The house was perfect!
Donna K.
Stayed 10 nights in Apr 2017
10/10 Excellent
Brianna A., minnesota
4 Apr, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great to be back
Brianna A.
Stayed 7 nights in Mar 2023
10/10 Excellent
Jami P.
7 Nov, 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Jami P.
Stayed 7 nights in Oct 2019
10/10 Excellent
Thomas S.
21 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Summer trip
Thomas S.
Stayed 7 nights in Jul 2024
10/10 Excellent
Tim H.
26 Feb, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place to stay
Tim H.
Stayed 9 nights in Feb 2024
10/10 Excellent
Carl L.
8 Jun, 2019
Paradise Found
Carl L.
Stayed 9 nights in May 2019
10/10 Excellent
Nicole J.
8 Jan, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved our stay!
Nicole J.
Stayed 5 nights in Dec 2023
10/10 Excellent
Ethan U.
20 Dec, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
5 Stars!
Ethan U.
Stayed 7 nights in Dec 2022
10/10 Excellent
Brian J.
21 Jan, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
We’re repeat guests. Will be back!
Brian J.
Stayed 7 nights in Jan 2024
10/10 Excellent
Christophe D.
23 Apr, 2019
Beautiful house, great location
Christophe D.
Stayed 6 nights in Mar 2019
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Kristin K., Chicago, IL USA
21 Mar, 2013
Ideal location for a quiet vacation
Kristin K.
10/10 Excellent
Quang H.
17 Jan, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful unit at a perfect location
Quang H.
Stayed 4 nights in Jan 2024
10/10 Excellent
Bonnie B., Waxhaw, North Carolina
12 Jul, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
A wonderful villa to stay while at Rum Pointe
Bonnie B.
Stayed 5 nights in Jul 2022
8/10 Good
Lauren S.
26 Dec, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Lauren S.
Stayed 4 nights in Dec 2023
10/10 Excellent
Erin D., Truro NS
20 Mar, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Erin D.
Stayed 6 nights in Mar 2023
About the host
Hosted by Don Martin
CaymanVacation has over 24 years of experience arranging perfect Cayman Islands Vacations serving over 30,000 guests. With us, you will receive friendly, personalized boutique service, which leverages our in-depth knowledge of the Cayman Islands. Our attention to excellence assists you in choosing the very best Cayman Islands vacation accommodation to meet your specific requirements.
Why they chose this property
Updated decor, picture perfect location. All the conveniences of home. Complimentary Kayaks and bikes to enjoy your stay.
What makes this property unique
This town home has 2 floors to enjoy. Open floor plan and spectacular outdoor space. You can enjoy both the calm waters of the north sound for kayaking and the Caribbean Sea, just across the road for snorkeling.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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