Rum Point, North Side

KAIBOSH the 9 to 5 (Island House #16) 2BR/2BA at Rum Point Bioluminescent Bay

2 bedrooms3 beds2.5 baths6 guests5.0 (5)

About the property

KAIBOSH the 9 to 5 (Island House #16) is a beautifully furnished two story 2 bedroom, 2 bath waterfront villa tucked along the quiet inlet cove of Rum Point, with direct access to the Bioluminescent Bay, free kayaks, and adult bikes.
This peaceful beachfront retreat is surrounded by white sand and lush tropical landscaping, and features private balconies, a screened in lanai, Wi Fi, and a fully equipped kitchen—perfect for families or couples seeking a relaxed North Side escape.
Located on Grand Cayman’s north coast near Rum Point Beach, it is typically about a 45–60 minute drive from Owen Roberts International Airport and the Seven Mile Beach corridor.

2 Bedrooms | 2 Bathrooms | Sleeps 6

LIVING AREA & INTERIOR FEATURES
• Spacious open concept main level tastefully decorated with modern island furnishings.
• 37" flat panel HDTV with premium cable, high speed Wi Fi, and free international calls to the US and Canada.
• Leather dining chairs for indoor meals plus a sunken sunroom overlooking the beach for more casual dining.
• Wide collapsible patio doors invite the ocean breeze inside and create an effortless flow between interior and exterior living spaces.

BEDROOMS & BATHROOMS
• Primary Suite (upstairs): King size luxury memory foam bed, en suite bathroom, and private balcony with stunning beach and water views.
• Guest Bedroom (upstairs): Two queen size beds, second en suite bathroom, and a furnished private balcony.
• Both bedrooms feature 32" flat screen TVs, 1000 thread count linens, and Ralph Lauren towels for a hotel quality experience.
• The villa comfortably sleeps up to 6 guests.

KITCHEN & ESSENTIALS
• Recently updated kitchen with upscale cabinetry, granite countertops, and stainless steel appliances.
• Large center island with seating, ideal for casual breakfasts or evening gatherings.
• Drip coffee maker, full size washer and dryer, and charcoal BBQ grill included for guest use.

ESSENTIALS STARTER PACK
Your stay includes a convenient starter supply of:
• 5 rolls of toilet paper
• 2 rolls of paper towels
• Dishwasher tablets and dishwashing liquid
• Laundry detergent
• Blow dryer, iron, and ironing board
Guests are encouraged to bring their own preferred toiletries (such as shampoo and conditioner).

ACTIVITY INCLUSIONS
Your stay at KAIBOSH the 9 to 5 includes:
• 3 complimentary two person kayaks with paddles and safety vests.
• 4 adult bicycles for exploring the Rum Point area at your own pace.
• Private white sand beach and lush tropical landscaping right outside your door.
• Screened in lanai with beach and cove views.
The villa sits directly on one of only 11 bioluminescent bays in the world—perfect for unforgettable night time kayak adventures.

BIOLUMINESCENT BAY DETAILS
KAIBOSH the 9 to 5 is perfectly situated on Rum Point’s Bioluminescent Bay, with direct waterfront views and easy access for paddling. Take the complimentary kayaks out at night for an incredible glowing experience in the water.
• Enjoy self paced private “tours” nightly and save significantly versus guided tours.
• Best conditions are typically during a new moon, when the sky is darkest and the glow is strongest.
• The blue bio glow is usually best viewed by kayak between about 7:30 pm and 11:00 pm.

BEACH & WATERFRONT DETAILS
• Soft white sand and lush garden landscaping surround the villa and the Island House enclave.
• A private stretch of sandy beach in front is ideal for lounging, toe in the sand relaxation, and easy kayak launches.

OUTDOOR FEATURES
• Screened lanai and outdoor seating areas where you can relax, dine, or simply enjoy the waterfront views.
• Peaceful setting with minimal through traffic, enhancing the quiet, “Summer Breeze” ambience.

DINING & NEARBY ACTIVITIES
• Rum Point Restaurant & Bar – About a 3–5 minute walk, offering a classic beach‑club setting, cocktails, and waterside meals.
• Red Sail / Rum Point Beach kiosks – Casual beach bites, drinks, and snacks right on the sand, plus watersports.
• Kaibo Beach Bar & Grill – Around a 5–7 minute drive for relaxed beachfront lunches, wood‑fired pizza, and sunset cocktails.
• Upstairs at Kaibo – An elevated fine‑dining option above Kaibo Beach Grill, also about a 5–7 minute drive.
• Kaibo coffee spot – Great for coffee, croissants, and easy morning starts on days you head toward Kaibo.
• Over the Edge Café – Approximately a 10–12 minute drive, known for casual local dining and waterfront views.
• La Casita (East End) – Roughly a 25–30 minute drive for Mexican fare in the East End area.
• Tukka East and Eagle Ray’s – About a 25–30 minute drive for popular East End spots with seafood and island‑style menus.

Nearby attractions and highlights include Starfish Point (5–7 minute drive), Stingray City sandbar (via boat tours), Cayman Crystal Caves (10–15 minute drive), and the Queen Elizabeth II Botanical Garden (15–20 minute drive).

WATER TAXI & EXCURSIONS
• Water taxi service from the Kaibo dock provides easy access across the North Sound to Camana Bay and Seven Mile Beach.
• Once there, guests can enjoy boutique shopping, restaurants, nightlife, and a scenic walk to Seven Mile Beach.

GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS
Nearby grocery options such as Foster’s Express and Chisholm's Grocery are about 15 to 20 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport.
Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival.
Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 15 minutes from the condo.

TRANSPORTATION
• A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace.
• Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy's Rent-A-Car, or compare options through Kayak.
• Due to limited public transportation in Cayman Kai, having a car offers the greatest convenience and flexibility.

ACCESSIBILITY & PARKING
• Two story villa; stairs are required to access the bedrooms on the upper level.
• On site free parking is included.
• Licensed for a maximum of 6 guests.

PROMOTIONS
Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, early booking savings, and extended-stay discounts.
Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3.

CHECK IN & CHECK OUT
After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival.
Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival.
Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests.

SEASONAL NOTE
During Easter week, guests should expect increased local activity and a livelier atmosphere in the Kaibo Kai area, reflecting one of Grand Cayman’s most vibrant holiday periods.

TRAVEL INSURANCE
Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions.
Guests can review coverage options directly here: https://caymanvacation.rentalguardian.com/

Island House

KAIBOSH the 9 to 5 (Island House #16) is a beautifully furnished two story 2 bedroom, 2 bath waterfront villa tucked along the quiet inlet cove of Rum Point, with direct access to the Bioluminescent Bay, free kayaks, and adult bikes.
This peaceful beachfront retreat is surrounded by white sand and lush tropical landscaping, and features private balconies, a screened in lanai, Wi Fi, and a fully equipped kitchen—perfect for families or couples seeking a relaxed North Side escape.
Located on Grand Cayman’s north coast near Rum Point Beach, it is typically about a 45–60 minute drive from Owen Roberts International Airport and the Seven Mile Beach corridor.

2 Bedrooms | 2 Bathrooms | Sleeps 6

LIVING AREA & INTERIOR FEATURES
• Spacious open concept main level tastefully decorated with modern island furnishings.
• 37" flat panel HDTV with premium cable, high speed Wi Fi, and free international calls to the US and Canada.
• Leather dining chairs for indoor meals plus a sunken sunroom overlooking the beach for more casual dining.
• Wide collapsible patio doors invite the ocean breeze inside and create an effortless flow between interior and exterior living spaces.

BEDROOMS & BATHROOMS
• Primary Suite (upstairs): King size luxury memory foam bed, en suite bathroom, and private balcony with stunning beach and water views.
• Guest Bedroom (upstairs): Two queen size beds, second en suite bathroom, and a furnished private balcony.
• Both bedrooms feature 32" flat screen TVs, 1000 thread count linens, and Ralph Lauren towels for a hotel quality experience.
• The villa comfortably sleeps up to 6 guests.

KITCHEN & ESSENTIALS
• Recently updated kitchen with upscale cabinetry, granite countertops, and stainless steel appliances.
• Large center island with seating, ideal for casual breakfasts or evening gatherings.
• Drip coffee maker, full size washer and dryer, and charcoal BBQ grill included for guest use.

ESSENTIALS STARTER PACK
Your stay includes a convenient starter supply of:
• 5 rolls of toilet paper
• 2 rolls of paper towels
• Dishwasher tablets and dishwashing liquid
• Laundry detergent
• Blow dryer, iron, and ironing board
Guests are encouraged to bring their own preferred toiletries (such as shampoo and conditioner).

ACTIVITY INCLUSIONS
Your stay at KAIBOSH the 9 to 5 includes:
• 3 complimentary two person kayaks with paddles and safety vests.
• 4 adult bicycles for exploring the Rum Point area at your own pace.
• Private white sand beach and lush tropical landscaping right outside your door.
• Screened in lanai with beach and cove views.
The villa sits directly on one of only 11 bioluminescent bays in the world—perfect for unforgettable night time kayak adventures.

BIOLUMINESCENT BAY DETAILS
KAIBOSH the 9 to 5 is perfectly situated on Rum Point’s Bioluminescent Bay, with direct waterfront views and easy access for paddling. Take the complimentary kayaks out at night for an incredible glowing experience in the water.
• Enjoy self paced private “tours” nightly and save significantly versus guided tours.
• Best conditions are typically during a new moon, when the sky is darkest and the glow is strongest.
• The blue bio glow is usually best viewed by kayak between about 7:30 pm and 11:00 pm.

BEACH & WATERFRONT DETAILS
• Soft white sand and lush garden landscaping surround the villa and the Island House enclave.
• A private stretch of sandy beach in front is ideal for lounging, toe in the sand relaxation, and easy kayak launches.

OUTDOOR FEATURES
• Screened lanai and outdoor seating areas where you can relax, dine, or simply enjoy the waterfront views.
• Peaceful setting with minimal through traffic, enhancing the quiet, “Summer Breeze” ambience.

DINING & NEARBY ACTIVITIES
• Rum Point Restaurant & Bar – About a 3–5 minute walk, offering a classic beach‑club setting, cocktails, and waterside meals.
• Red Sail / Rum Point Beach kiosks – Casual beach bites, drinks, and snacks right on the sand, plus watersports.
• Kaibo Beach Bar & Grill – Around a 5–7 minute drive for relaxed beachfront lunches, wood‑fired pizza, and sunset cocktails.
• Upstairs at Kaibo – An elevated fine‑dining option above Kaibo Beach Grill, also about a 5–7 minute drive.
• Kaibo coffee spot – Great for coffee, croissants, and easy morning starts on days you head toward Kaibo.
• Over the Edge Café – Approximately a 10–12 minute drive, known for casual local dining and waterfront views.
• La Casita (East End) – Roughly a 25–30 minute drive for Mexican fare in the East End area.
• Tukka East and Eagle Ray’s – About a 25–30 minute drive for popular East End spots with seafood and island‑style menus.

Nearby attractions and highlights include Starfish Point (5–7 minute drive), Stingray City sandbar (via boat tours), Cayman Crystal Caves (10–15 minute drive), and the Queen Elizabeth II Botanical Garden (15–20 minute drive).

WATER TAXI & EXCURSIONS
• Water taxi service from the Kaibo dock provides easy access across the North Sound to Camana Bay and Seven Mile Beach.
• Once there, guests can enjoy boutique shopping, restaurants, nightlife, and a scenic walk to Seven Mile Beach.

GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS
Nearby grocery options such as Foster’s Express and Chisholm's Grocery are about 15 to 20 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport.
Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival.
Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 15 minutes from the condo.

TRANSPORTATION
• A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace.
• Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy's Rent-A-Car, or compare options through Kayak.
• Due to limited public transportation in Cayman Kai, having a car offers the greatest convenience and flexibility.

ACCESSIBILITY & PARKING
• Two story villa; stairs are required to access the bedrooms on the upper level.
• On site free parking is included.
• Licensed for a maximum of 6 guests.

PROMOTIONS
Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, early booking savings, and extended-stay discounts.
Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3.

CHECK IN & CHECK OUT
After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival.
Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival.
Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests.

SEASONAL NOTE
During Easter week, guests should expect increased local activity and a livelier atmosphere in the Kaibo Kai area, reflecting one of Grand Cayman’s most vibrant holiday periods.

TRAVEL INSURANCE
Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions.
Guests can review coverage options directly here: https://caymanvacation.rentalguardian.com/

Island House

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)
Jul 21, 2026$281Available4
Jul 22, 2026$347Not Available4
Jul 23, 2026$356Not Available4
Jul 24, 2026$361Not Available4
Jul 25, 2026$366Not Available4
Jul 26, 2026$354Not Available4
Jul 27, 2026$350Not Available4
Jul 28, 2026$281Available4
Jul 29, 2026$281Available4
Jul 30, 2026$283Available4
Jul 31, 2026$285Available4
Aug 1, 2026$362Not Available4
Aug 2, 2026$356Not Available4
Aug 3, 2026$346Not Available4
Aug 4, 2026$336Not Available4
Aug 5, 2026$333Not Available4
Aug 6, 2026$316Available4
Aug 7, 2026$329Not Available4
Aug 8, 2026$342Not Available4
Aug 9, 2026$357Not Available4
Aug 10, 2026$338Not Available4
Aug 11, 2026$327Not Available4
Aug 12, 2026$327Not Available4
Aug 13, 2026$327Not Available4
Aug 14, 2026$329Available4
Aug 15, 2026$316Not Available4
Aug 16, 2026$295Not Available4
Aug 17, 2026$288Not Available4
Aug 18, 2026$281Not Available4
Aug 19, 2026$281Not Available4
Aug 20, 2026$284Not Available4
Aug 21, 2026$297Not Available4
Aug 22, 2026$285Not Available4
Aug 23, 2026$281Not Available4
Aug 24, 2026$281Not Available4
Aug 25, 2026$281Not Available4
Aug 26, 2026$281Not Available4
Aug 27, 2026$281Available4
Aug 28, 2026$281Available4
Aug 29, 2026$281Available4
Aug 30, 2026$281Available4
Aug 31, 2026$281Available4
Sep 1, 2026$281Available4
Sep 2, 2026$281Available4
Sep 3, 2026$281Available4
Sep 4, 2026$288Available4
Sep 5, 2026$284Available4
Sep 6, 2026$281Available4
Sep 7, 2026$281Available4
Sep 8, 2026$281Available4
Sep 9, 2026$281Available4
Sep 10, 2026$281Available4
Sep 11, 2026$281Available4
Sep 12, 2026$281Available4
Sep 13, 2026$281Available4
Sep 14, 2026$281Available4
Sep 15, 2026$281Available4
Sep 16, 2026$281Available4
Sep 17, 2026$281Available4
Sep 18, 2026$281Available4
Sep 19, 2026$281Available4
Sep 20, 2026$281Available4
Sep 21, 2026$281Available4
Sep 22, 2026$281Available4
Sep 23, 2026$281Available4
Sep 24, 2026$281Available4
Sep 25, 2026$281Available4
Sep 26, 2026$281Available4
Sep 27, 2026$281Available4
Sep 28, 2026$281Available4
Sep 29, 2026$281Available4
Sep 30, 2026$281Available4
Oct 1, 2026$327Available4
Oct 2, 2026$327Available4
Oct 3, 2026$327Available4
Oct 4, 2026$327Available4
Oct 5, 2026$327Available4
Oct 6, 2026$327Available4
Oct 7, 2026$327Available4
Oct 8, 2026$327Available4
Oct 9, 2026$327Available4
Oct 10, 2026$327Available4
Oct 11, 2026$327Available4
Oct 12, 2026$327Available4
Oct 13, 2026$327Available4
Oct 14, 2026$327Available4
Oct 15, 2026$327Available4
Oct 16, 2026$335Available4
Oct 17, 2026$340Available4
Oct 18, 2026$327Available4
Oct 19, 2026$327Available4

Amenities

Waterfront
Ocean view
Beach access
Pool outdoor
Patio
Garden view
Air conditioning
Carbon monoxide detector

5.0 · 5 reviews

H
Happy Guest
2 weeks ago

We had an amazing stay and would highly recommend this property! We traveled as a family of six with kids ranging from 11 to 18, and it was the perfect fit for everyone. The location was fantastic—quiet, peaceful, and a great place to relax while still being close to everything we wanted to do. We loved having easy access to Rum Point, and one of the absolute highlights was experiencing the nearby bioluminescent bay. The pool was also a favorite spot for our family after days of exploring. If you’re looking for a beautiful, relaxing place to stay in Grand Cayman with a great location and wonderful amenities, this is it. We would definitely stay here again!

H
Happy Guest
June 2026

Loved it! Great location right on the bay and a nice pool. The condo was perfect for our family of four. Management was super helpful and friendly. Tip: order groceries at Hurley online for pickup and use White Sand for Stingray City.

H
Happy Guest
March 2026

We absolutely loved our stay! The house couldn’t have been more perfect: comfortable, spacious, clean and peaceful. Amazing location right by Rum Point. The bio bay kayaks were a highlight. 5/5 would recommend!

Where you'll be

Rum Point, North Side, KY1-1701, Cayman Islands

Immerse yourself in the secluded tropical beauty of the Cayman Islands' North Side, where pristine sands and crystalline waters define the serene landscape. Spend your afternoons discovering the gentle marine life at nearby Starfish Point or venture into the subterranean wonders of the Cayman Crystal Caves, located within easy reach. For coastal adventures, take a quick drive to Stingray City Cayman Islands or the Cayman Islands Yacht Club before enjoying a sophisticated

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

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 6 guests.