Summary:
Crystal Kai is a beautifully updated 2-bedroom, 2-bath beachfront condo located in the peaceful community of Kaibo. 
With stunning second-floor views over Cayman North Sound, a screened-in lanai, and access to a newly resurfaced pool and hot tub, this home offers a tranquil and convenient island escape for up to four guests.

The Space:
Promotions:
This property offers automatic discounts based on your travel dates—no promo codes or special requests needed.
You may find savings such as:
- Last-Minute Deals – Discounts when booking within 14 days of arrival.
- Early Booker Bonuses – Savings for reservations made 90+ days in advance.
- Extended Stay Discounts – Tiered savings for 7+, 14+, and 28+ nights.

Important Notes:
- Promotions are exclusive and cannot be combined. Blackout dates apply (e.g., December 17 – January 3).
- All eligible promotions are applied automatically!

Bedrooms (Sleeps 4 guests):
Bedroom 1: King bed, beachfront view, en-suite bathroom
Bedroom 2: King bed, large closet, adjacent full bathroom

Interior Features:
The condo includes a fully equipped kitchen with granite countertops, dishwasher, blender, toaster, coffee maker, dishes, and cookware. The open-plan living and dining areas lead to the screened lanai with plush seating and breathtaking views. Additional amenities include Wi-Fi, cable TV, DVD player, washer/dryer, and high-quality linens and beach towels.

Starter Essentials Provided:
Kitchen essentials include dishwashing liquid and/or dishwasher tabs, basic pantry items such as salt, pepper, and coffee filters to get you started. Home essentials include shampoo, conditioner, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, a blow dryer, and an iron with board. Towels, linens, and beach towels are also provided.

Outdoor Highlights:
Guests can enjoy a newly resurfaced pool and hot tub, direct beach access, and complimentary use of two one-person kayaks. The calm lagoon is perfect for paddling, snorkelling, or simply watching the sunrise. A charcoal grill, beach chairs, umbrella, and cooler are also provided.

Nearby Dining & Attractions:
The Kaibo Restaurant and coffee shop are next door, serving casual lunches, fine dining, and wood-fired pizzas. Rum Point is a short drive away and offers casual beachfront eats, snorkelling, scuba trips, and the famous Mud Slide cocktail. The area is peaceful, family-friendly, and ideal for relaxing or exploring the island by sea.

Water Taxi Access:
A water taxi conveniently picks up from the Kaibo dock, taking guests across the North Sound to Camana Bay and Seven Mile Beach. From there, you can enjoy boutique shopping, restaurants, nightlife, and a scenic walk to the beach.

Good to Know:
• Grocery stores are 15–20 minutes away and closed Sundays (restaurants and gas stations remain open)

Protect Your Vacation Investment with Travel Insurance
• Trip interruptions, Hurricane season concerns (August-October), add peace of mind during checkout.

Guest Interaction:
 https://www.youtube.com/watch?v=UaC1UNP2gDs

Access:


Neighborhood:
Cayman Kai

Transit:
Kaibo Yacht Club Phase II

Additional Notes:

Crystal Kai 2 BR Kaibo Yacht Club - Pool & Beach

Summary:
Welcome to Pieces of Eight, a remarkable beachfront estate in the heart of Cayman Kai. Situated on a rare double lot along the island's famous bio-bay, this expansive 7,700 sq. ft 6-bedroom, 8-bath Cayman Kai retreat offers 200 feet of private sandy shoreline, three boat docks, and a layout ideal for families, couples, or groups seeking seclusion and luxury.

Newly introduced to the luxury vacation rental market as of January 2025, Pieces of Eight combines sweeping views with high-end amenities, creating the perfect base for both adventure and relaxation.

The Space:
Stylish Interior & Spacious Layout:
This immaculate, two-story estate home includes 5 waterfront master bedrooms, each with its own private en-suite bathroom in the main house. Each bedroom opens out to a 2nd-floor balcony overlooking the beach, pool and Rum Point lagoon., There is a stunning bonus 6th-separate 1-bedroom, 1-bath guest house over the garage with its own full kitchen.

The home accommodates up to 12 guests across 1 King room, 4 Queen rooms, and a bedroom with double bunk beds. Whether you're entertaining friends or reconnecting with family, the open-concept great room and chef-style kitchen offer both elegance and comfort.
The guest house is ideal for those seeking extra privacy while still being connected to the group.

Outdoor Living & Amenities:
The estate is designed for elevated outdoor enjoyment, featuring a waterfront pool with a slide, and a beachside patio with panoramic sea views. Enjoy direct water access via the private boat launch and three docks, one of which includes a jet dock.

Property Inclusions:
The villa is on the famous bioluminescent bay.  Rental kayaks are available nearby, and guests can paddle right out to the bay at night and experience the incredible glowing of the waters at night when paddling around the bay.  A must-experience!
Relax in the shade, host dinner by the water, or take a dip in the pool as the sun sets over the North Sound.

Watersports Hire:
Jet skis, kayaks, and paddle board rentals are available nearby through water sports and activities rental providers.

Entertainment Spaces:
The property includes an indoor game room equipped with a pool table, professional-grade shuffleboard, and darts—perfect for fun evenings at home. The chef-style kitchen, indoor formal dining area, and beachfront patio offer ample space for both large meals and intimate gatherings.

Recent Upgrades:
Recent improvements include refreshed interior paint, updated living and dining furniture, new kitchen appliances and countertops, and upgraded lighting and fans throughout. All windows are hurricane-rated, and the property includes a diesel backup generator for peace of mind.

Essential Starter Pack Included:
Kitchen essentials include dishwashing liquid and/or dishwasher tabs, and basic pantry items such as salt, pepper, and coffee filters to get you started.
Home essentials include a comprehensive starter pack including shampoo, conditioner, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, a blow dryer, and an iron with board. Towels, linens, and beach towels are also provided.

Convenient Location:
Located just 2–3 minutes from Rum Point, the villa is close to popular dining and activity spots such as:

Rum Point Bar & Grill and Rum Point Restaurant:
Kaibo Coffee Shop, Kaibo Beach Grill, and Kaibo Upstairs
Local favourites like Over the Edge, Tukka East, and La Casita
The Kaibo Ferry also runs to Camana Bay for even more dining and shopping options.

Transportation Options Include:
• Car Rentals: Available via kayak, Marshall’s or Andy’s Rent-a-Car
• Public Bus: Limited service available — rental car recommended in this area

Supermarket and Sunday Closures:
Grocery stores nearby include Chisholm’s Grocery (10 minutes) and Foster’s Morritt’s Express (20 minutes).
Note: Supermarkets are closed on Sundays. However, restaurants and gas stations remain open. Grocery delivery is available by request. Some gas stations also sell liquor on Sundays.

Accessibility:
Two-story home, access via stairs only (no elevator)

Parking:
Ample private parking is available

Protect Your Vacation Investment with Travel Insurance:
• Trip interruptions, Hurricane season concerns (August-October), add peace of mind during checkout.


Guest Interaction:
https://www.youtube.com/watch?v=HTXbXez0lz4

Access:


Neighborhood:
Rum Point

Transit:
Pieces of Eight

Additional Notes:

Pieces of Eight LUXE 6BR Rum Point Villa

Summary:
Welcome to Colonial Kai Condo at Kaibo Yacht Club! Situated in the stunning Kaibo area within the Kaibo Yacht Club condo Phase II complex, this 2-bed, 2-bath, 2nd-floor oasis offers privacy and breathtaking views. 

Here, you'll discover a serene walking beach right on the property, complemented by a spacious freshwater pool and a heated jacuzzi with a beautiful, bright new resurfaced finish—your ultimate relaxation haven.

The Space:
Promotions:
This property offers automatic discounts based on your travel dates—no promo codes or special requests needed.
You may find savings such as:
- Last-Minute Deals – Discounts when booking within 14 days of arrival.
- Early Booker Bonuses – Savings for reservations made 90+ days in advance.
- Extended Stay Discounts – Tiered savings for 7+, 14+, and 28+ nights.

Important Notes:
- Promotions are exclusive and cannot be combined. Blackout dates apply (e.g., December 17 – January 3).
- All eligible promotions are applied automatically!

Stylish Interior:
Colonial Kai,  has lavish furnishings, ensuring every detail meets the highest standards. Whether you're a family with children or a couple seeking a romantic escape, you'll find this condo to be the perfect retreat.

Large windows frame the picturesque sunset and the tranquility of Kaibo Beach and North Sound, making every moment memorable. Your vacation at Colonial Kai promises not just comfort, but also a front-row seat to the natural beauty of the Cayman Islands. Welcome to your dream getaway!

Entertainment: Colonial Kai is equipped with Samsung SMART TVs in the living area, and both bedrooms.  The SMART TVs in the living area and primary bedroom have the local FLOW Cable channels along with SMART Apps.  The SMART TV in the guest bedroom has SMART Apps.  Users can log into their favorite subscriptions including Netflix, Prime, Amazon, etc.

Accommodation:
A large Master Suite with a King bed, en-suite bathroom, walk-in closet, and direct access to the large lanai is perfect for the couple that wants to get away from it all.  The guest bedroom has 2 twin beds and an en-suite bathroom. Upon request these beds can be converted into a king-bed setup with a comfy topper to make this suitable for couples.  The condo can sleep up to 4 guests.

Fully Equipped:
The fully equipped modern kitchen has all of the appliances you'll need, including a Keurig coffee maker. The condo is also equipped with a full-size front-loading washer and dryer.

Essential Starter Pack Included:
Kitchen Essentials: Dishwashing liquid and/or dishwasher tabs, basic pantry items such as salt, pepper and coffee filters to get you started.
Home Essentials Include: Comprehensive starter pack including shampoo, conditioner, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, a blow dryer, and an iron with board. Towels, linens and beach towels are also provided.

Convenient Location:
The popular Kaibo Beach Grill and Bar is next door, serving lunch and dinner. Rum Point Beach and the Red Sail Sports watersports operation are just around the corner - a 5-minute drive.  The Rum Point Water Ferry also runs daily from the Kaibo Yacht Club to Camana Bay at 7 Mile Beach.

Inclusions:
You also have your own private BBQ grill and free use of a 1-person kayak plus a SUP - Stand Up Paddleboard!
The condo is beach-ready with 4 beach chairs, a beach umbrella, and a tote cooler. The calm waters in the surrounding area are ideal for kayaking.

Dining & Nearby Attractions:
The Kaibo Restaurant and Upstairs fine dining are located next door. Grab a wood-fired pizza or coffee and croissant from the on-site café, or explore nearby Rum Point — known for its beach, casual food, Red Sail Sports excursions, and famous Mud Slides.

Water Taxi & Excursions:
Skip the drive and catch the water taxi directly outside your condo to Camana Bay and Seven Mile Beach. Once there, explore shopping, dining, and nightlife, or cross the pedestrian bridge to access the beach on foot. Snorkel or dive in world-renowned Cayman waters, with great spots located right in front of the condo and around Rum Point.

Transportation options include:
• Car Rentals: Available through Kayak, Marshall's, or Andy's Rent-a-Car
• Bus Service: A convenient 5-minute walk to the nearest stop, with regular service along West Bay and Seven Mile Beach

Supermarket and Sunday Closures:
The closest grocery stores (Foster’s Express, Chisholm’s Grocery) are 15–20 minutes away.
Note: Grocery stores are closed on Sundays, but gas stations and restaurants remain open. Some gas stations also sell liquor on Sundays. Grocery delivery is available on request.

Accessibility:
2nd-Floor unit

Parking:
Complex parking or car space available (1 vehicle)

Protect Your Vacation Investment with Travel Insurance:
• Trip interruptions, Hurricane season concerns (August-October), add peace of mind during checkout.

Guest Interaction:
 https://www.youtube.com/watch?v=UaC1UNP2gDs

Access:


Neighborhood:
Cayman Kai

Transit:
Kaibo Yacht Club Phase 1 & II

Additional Notes:

Colonial Kai Waterfront Condo at Kaibo Kai

Summary:
Korner Kai Condo is a beautifully furnished second-floor corner unit located in the Kaibo Yacht Club Phase II community in Rum Point. 

With panoramic beach views, a private lanai, and access to a waterfront pool and heated jacuzzi, this 2-bedroom, 2-bath condo is ideal for families, couples, or friends seeking a peaceful North Side escape.

The Space:
Promotions:
This property offers automatic discounts based on your travel dates—no promo codes or special requests needed.
You may find savings such as:
- Last-Minute Deals – Discounts when booking within 14 days of arrival.
- Early Booker Bonuses – Savings for reservations made 90+ days in advance.
- Extended Stay Discounts – Tiered savings for 7+, 14+, and 28+ nights.

Important Notes:
- Promotions are exclusive and cannot be combined. Blackout dates apply (e.g., December 17 – January 3).
- All eligible promotions are applied automatically!

Accommodation:
The primary bedroom includes a king-size bed, walk-in closet, private en-suite bathroom, and direct access to the beachfront lanai. The guest bedroom features two twin beds, and the living room offers a sleeper sofa, comfortably accommodating up to 6 guests. Each room, including the living area, is equipped with a 42" flat-screen TV and cable.

Interior Features:
Enjoy a spacious open-concept layout with a fully equipped kitchen that includes a dishwasher, drip coffee maker, blender, toaster, dishes, and cookware. High-quality linens, towels, beach towels, cable TV, Wi-Fi, and a washer and dryer are also provided. A complimentary pack-n-play is available for guests travelling with children.

Starter Essentials Provided:
Your stay includes a welcome supply of toilet paper, paper towels, dish soap, dishwasher detergent, laundry detergent, bath soap, shampoo, conditioner, a blow dryer, iron, and ironing board.

Outdoor Highlights:
Guests have access to a recently resurfaced waterfront pool and heated jacuzzi. The unit features a private BBQ grill for relaxed outdoor dining and a beachfront lanai with serene sunset views. The beach out front is great for strolls and shell collecting.

Nearby Dining & Attractions:
The popular Kaibo Beach Grill & Bar is right next door, serving lunch and dinner. Kaibo Upstairs offers a fine dining option several nights a week. Rum Point Beach and Red Sail Sports are just a five-minute drive away, offering snorkelling, Stingray City excursions, paddleboarding, and more. The Rum Point Water Ferry operates daily between Kaibo and Camana Bay for easy access to Seven Mile Beach.

Transportation Options Include:
• Cayman Airport Transfers & Transport Services
• Car Rentals: Available via online rental platforms or locally from Marshall’s and Andy’s Rent-a-Car
• Public Bus: Limited service available — a rental car is recommended in this area
• Local driving information available upon request

Accessibility: Second-floor unit (stairs required)
Parking: On-site parking included

Please note: Grocery stores are closed Sundays, though restaurants and gas stations remain open
• Licensed for a maximum of 6 guests

Protect Your Vacation Investment with Travel Insurance:
• Trip interruptions, Hurricane season concerns (August-October), add peace of mind during checkout.

Guest Interaction:
https://www.youtube.com/watch?v=UaC1UNP2gDs

Access:


Neighborhood:
Cayman Kai

Transit:
Kaibo Yacht Club Phase 1 & II

Additional Notes:

Korner Kai - Waterfront Condo in Cayman Kai

Snorkel right out your back door at 'Conquered Fame,' a 4-bedroom, 2-bathroom Cayman Islands vacation rental. Nestled on the north end of the island, this beachfront villa provides an escape from the tourist crowds of Seven Mile Beach, yet still boasts easy access to turquoise Caribbean waters and delicious restaurants! Drive 3 miles to Starfish Point or take a boat to Stingray City for unbeatable photo ops and lifelong memories. Caribbean paradise awaits you and your loved ones at this getaway!

-- THE PROPERTY --

Free WiFi | Sun Porch | Air Conditioning

Step into a Caribbean paradise when you arrive at this beach bungalow, perfect for several couples, two families, or a friend group looking for the ultimate Grand Cayman vacation!

Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed, Twin Bed | Bedroom 4: 2 Twin Beds | Living Room: Sleeper Sofa | Sun Porch: Sleeper Sofa

OUTDOOR LIVING: Patio, private beach, outdoor dining area, panoramic Caribbean Sea views, charcoal grill, beach chairs
INDOOR LIVING: Cable TV, DVD player, dining table, vaulted ceilings, ceiling fans
KITCHEN: Fully equipped, breakfast bar, toaster, coffee maker, dishware/flatware
GENERAL: Washer & dryer, linens, towels, beach towels
FAQ: 2 steps required for access
PARKING: Driveway (4-5 vehicles)

-- THE LOCATION --

BEACH WONDERS: Rum Point Beach (1.6 miles), Water Cay Public Beach (2.7 miles), Starfish Point (3.1 miles), Barefoot Beach (8.7 miles), Seven Mile Beach (26.7 miles), Governors Beach (27.2 miles), Kittiwake Shipwreck & Artificial Reef (30.1 miles), West Bay (30.5 miles)
GUIDED FUN: Stingray City (24.2 miles), Wall to Wall Diving (24.6 miles), Cayman Ferries (26.0 miles), Red Sail Sports (28.2 miles)
LOCAL DINING: The Wreck Bar & Grill (1.6 miles), Rum Point Club (1.6 miles), Over the Edge (4.7 miles), Breakers (8.3 miles)
CAYMAN FUN: Cayman Crystal Caves (5.2 miles), George Town (22.6 miles), Cayman Spirits Co. (24.3 miles), Cayman Turtle Center (31.6 miles), Dolphin Discovery Grand Cayman (31.7 miles)
AIRPORT: Owen Roberts International Airport (24.0 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires 2 steps to access



Northside Grand Cayman Getaway w/ Private Beach!

Summary:
Welcome to Kaibo Hacienda B-5, a tranquil ground-floor beachfront condo located within the peaceful Kaibo Yacht Club Phase I in Cayman Kai. With sweeping views of Kaibo Beach and the North Sound from the spacious lanai, this well-appointed two-bedroom retreat offers comfort, privacy, and access to all the best of Grand Cayman’s North Side. Perfect for couples, families, or small groups, Hacienda B-5 is a stylish and updated escape just steps from the sand, the pool, and waterfront dining.

The Space:
Stylish Interior:
Large windows flood the space with natural light, offering uninterrupted views of the beach and turquoise waters beyond. The open-plan living room includes a comfortable sitting area and sleeper sofa, perfect for relaxing after a day of exploration. The dining space is ideal for casual family meals or cocktails at sunset, and a flat-panel TV with cable is provided for indoor entertainment.

Accommodation (Sleeps up to 6 guests comfortably)
Primary Bedroom: King bed, en-suite bathroom, walk-in closet, and direct access to the lanai
Guest Bedroom: Queen bed
Living Area: Sleeper sofa

Fully Equipped Kitchen:
The turnkey kitchen includes updated appliances, granite countertops, a drip coffee maker, and all essential cookware and dining ware. A full-size washer and dryer are located in the unit for added convenience.

Essential Starter Pack Included:
Toilet paper, Paper towels, Liquid dish soap, Dishwasher detergent (Cascade), Laundry detergent, Bath soap, Shampoo and conditioner, Blow dryer, iron, and ironing board also provided

Outdoor Living & Amenities:
Just outside your door, you’ll find a large freshwater swimming pool and a heated jacuzzi (heated daily from 7 AM to 9 PM), surrounded by a beautifully maintained walking beach. The lanai offers a front-row seat to daily sunsets over the North Sound — ideal for peaceful mornings or evenings with a glass of wine. Water activities are easily accessible with kayaks, bikes, and paddleboards available for rent next door at Kaibo Beach Grill & Bar.

Convenient Location:
Kaibo Hacienda B-5 is located right next to the Kaibo Beach Grill & Bar, where you can enjoy casual lunches, wood-fired pizza, and refreshing cocktails. For more upscale dining, head upstairs to Kaibo’s fine dining restaurant, just steps away. Rum Point Beach and Red Sail Sports are less than five minutes away by car, offering additional dining, snorkelling excursions, and sunset sails.

Recommended Restaurants:
Within walking or short driving distance, you’ll find:
• Kaibo Upstairs Restaurant & Beach Grill
• Rum Point Club Restaurant
• The Kitchen at Kaibo
• La Casita
• Tukka East

Transportation Options Include:
• Public Bus: Limited service available — rental car recommended in this area

Supermarket and Sunday Closures:
Nearby grocery stores include Foster’s Express and Kirk Market.
Note: Grocery stores are closed on Sundays, though restaurants and gas stations remain open. Some gas stations also sell liquor. Grocery delivery can be arranged in advance upon request.

Accessibility: Ground-floor unit with easy access
Parking: 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.


Guest Interaction:


Access:


Neighborhood:
Cayman Kai

Transit:
Kaibo Yacht Club Phase II

Additional Notes:

Kaibo Kai Hacienda B-5 condo & Pool in Rum Point

Summary:
The Retreat #20 is an immaculate ground-floor 2-bedroom, 2-bath condo offering sweeping ocean views and modern amenities, just steps from Rum Point. 
This inviting vacation home combines comfort and convenience, making it the perfect spot for a relaxing and memorable Cayman getaway. 
Guests enjoy easy access to the beach, water activities, and the many attractions that make Rum Point one of Grand Cayman’s most beloved destinations.

The Space:
Promotions:
This property offers automatic discounts based on your travel dates—no promo codes or special requests needed.
You may find savings such as:
- Last-Minute Deals – Discounts when booking within 14 days of arrival.
- Early Booker Bonuses – Savings for reservations made 90+ days in advance.
- Extended Stay Discounts – Tiered savings for 7+, 14+, and 28+ nights.

Important Notes:
- Promotions are exclusive and cannot be combined. Blackout dates apply (e.g., December 17 – January 3).
- All eligible promotions are applied automatically!

Accommodation:
The condo comfortably sleeps up to six guests, featuring a master bedroom with a brand-new King bed, en-suite bathroom, and direct access to a screened lanai with ocean views. The guest bedroom offers two twin beds that can be converted into a King upon request. A Queen sleeper sofa in the living room provides extra flexibility for families or groups.
A child bundle—including a Pack n' Play, high chair, and baby potty—is available on request, and a personal safe is provided for added peace of mind.

Fully Equipped Stylish Interior:
Freshly remodelled in January 2023, this ground-floor retreat offers a modern and inviting atmosphere. The fully equipped kitchen boasts granite countertops for effortless meal prep, while the open-plan layout includes contemporary furnishings and three HD TVs with cable. High-speed wireless internet ensures you stay connected throughout your island escape.

The Retreat Resort:
Perfectly positioned just steps from the heart of Rum Point, The Retreat offers effortless access to local dining, activities, and beachfront fun. Guests can unwind along over 1,000 feet of soft, white sandy beach or dive into some of the island’s best snorkelling spots—just a short swim from shore. 
On-site amenities include a refreshing pool and a tennis court, making it easy to relax or stay active during your stay.

Convenient Location:
• Just steps from Rum Point Beach and the newly opened Rum Point Restaurant & Wreck Bar (Dec 2023)
• Red Sail Sports on-site for watersports, paddleboards, kayaks, and Hobie Cats
• Kaibo Beach Grill & Bar and Upstairs Restaurant are nearby
• 10 minutes to Cayman Crystal Caves and 15 minutes to Queen Elizabeth II Botanical Gardens
• 45–50 minutes from Owen Roberts International Airport
• 5–10 minute boat ride to Stingray City
• Short drive or cycle to Starfish Point and Cayman Kayaks’ Bioluminescent Bay tours

Transportation Options:
• Car Rentals: Available via Kayak, Marshall’s, or Andy’s Rent-a-Car
• Local bus service is limited in Rum Point—car rental is recommended for full island exploration

Supermarkets & Essentials:
• The closest grocery option is Chisholm’s in North Side (approx. 15 minutes by car)
• Major supermarkets like Foster’s and Hurley’s are in George Town (approx. 45–50 minutes)
• Note: Supermarkets are closed on Sundays, though most restaurants and gas stations remain open. Some gas stations also sell liquor on Sundays.

Parking:
Complex parking or car space available (1 vehicle)

Protect Your Vacation Investment with Travel Insurance:
For peace of mind, add trip insurance at checkout. Coverage includes trip interruptions, hurricanes (August–October), and last-minute cancellations.

Guest Interaction:


Access:


Neighborhood:
Rum Point

Transit:
The Retreat at Rum Point

Additional Notes:

The Retreat #20 - 2 Bedroom Ocean Beach View Condo

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:
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.

Promotions:
This property offers automatic discounts based on your travel dates—no promo codes or special requests needed.
You may find savings such as:
- Last-Minute Deals – Discounts when booking within 14 days of arrival.
- Early Booker Bonuses – Savings for reservations made 90+ days in advance.
- Extended Stay Discounts – Tiered savings for 7+, 14+, and 28+ nights.

Important Notes:
- Promotions are exclusive and cannot be combined. Blackout dates apply (e.g., December 17 – January 3).
- All eligible promotions are applied automatically!

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
• 5 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.


Guest Interaction:


Access:


Neighborhood:
Rum Point

Transit:
Island House

Additional Notes:

KAIBOSH 9 to 5 Waterfront Condo at Rum Point

Summary:
Welcome to Callie Kai, a luxurious and meticulously maintained beachfront condo located in the tranquil Kaibo Yacht Club complex of Cayman Kai. 
This second-floor retreat offers stunning views of the Caribbean Sea, upscale furnishings, and access to a newly resurfaced waterfront pool and jacuzzi — all set within a peaceful, secluded location. Perfect for couples or small families, Callie Kai promises a truly relaxing Cayman Islands escape.

The Space:
Promotions:
This property offers automatic discounts based on your travel dates—no promo codes or special requests needed.
You may find savings such as:
- Last-Minute Deals – Discounts when booking within 14 days of arrival.
- Early Booker Bonuses – Savings for reservations made 90+ days in advance.
- Extended Stay Discounts – Tiered savings for 7+, 14+, and 28+ nights.

Important Notes:
- Promotions are exclusive and cannot be combined. Blackout dates apply (e.g., December 17 – January 3).
- All eligible promotions are applied automatically!

Stylish Interior
This thoughtfully designed condo features high-end finishes, beautiful updated décor, and quality touches throughout — from plush bedding and new towels to elegant furniture. The open-concept living area includes comfortable seating, cable TV, Wi-Fi, a DVD player with movies, a stereo system, and a private lanai where you can unwind with sweeping views and the sounds of the shoreline.

Accommodation
Callie Kai comfortably accommodates up to four guests.

Primary Bedroom: King bed with en-suite bathroom
Second Bedroom: King bed with adjacent full bathroom
Additional Sleeping: Inflatable 22-inch queen mattress available upon request

Fully Equipped
The spacious kitchen features granite countertops and all the necessary appliances and tools, including a dishwasher, blender, toaster, drip coffee maker, pots, pans, and dishes. A washer and dryer are also available in the unit for added convenience.

Essentials Starter Pack Included:
Kitchen essentials include: Dishwashing liquid and/or dishwasher tabs, basic pantry items such as salt, pepper and coffee filters to get you started.
Home Essentials Include: Comprehensive starter pack, including shampoo, conditioners, hand soap, toilet paper,  paper towels, garbage bags, laundry detergent, a blow dryer, and an iron with a board.  Towels, linens and beach towels are also provided.

Inclusions
Guests have complimentary access to:
• Two kayaks
• Four beach chairs
• One beach umbrella
• Cooler
• Charcoal BBQ
These items allow guests to fully enjoy the beach and make the most of their time in the sun.

Outdoor Space
Enjoy a newly resurfaced freshwater pool and jacuzzi located right on the waterfront, exclusive to Kaibo Phase II guests. The screened-in lanai attached to the condo offers a peaceful, breezy retreat perfect for morning coffee or evening cocktails.

Convenient Location
Callie Kai is ideally located next to Kaibo Beach Bar & Grill and Upstairs Restaurant, offering convenient dining options from casual beach bites to upscale dinners. A charming coffee shop at Kaibo serves fresh pastries and espresso every morning. Rum Point, less than a mile away, provides additional beaches, water excursions, and Red Sail Sports activities, including snorkelling, scuba diving, and stingray trips.

Recommended Restaurants
Kaibo Beach Grill and Upstairs – Less than 1-minute walk
Rum Point Restaurant – ~2-minute drive / 15-minute walk
Over the Edge Café – ~10-minute drive
La Casita (East End) – ~25-minute drive
Tukka East and Eagle Ray’s – ~25–30-minute drive

Transportation Options
• Car Rentals: Available via Kayak, Marshall’s, or Andy’s Rent-a-Car
Due to limited public transportation in Cayman Kai, a rental car is highly recommended for convenience and flexibility.

Supermarket and Sunday Closures
Grocery stores such as Foster’s Express and Chisholm's Grocery are a 15–20 minute drive away.
Note: Supermarkets are closed on Sundays, but restaurants and gas stations remain open. Grocery delivery prior to arrival is available by request. Some gas stations also sell liquor on Sundays.

Accessibility: Second-floor unit, stair access only (no elevator)
Parking: One reserved parking space included

Protect Your Vacation Investment with Travel Insurance
• Trip interruptions, Hurricane season concerns (August-October), add peace of mind during checkout.

Guest Interaction:
 https://www.youtube.com/watch?v=UaC1UNP2gDs

Access:


Neighborhood:
Cayman Kai

Transit:
Kaibo Yacht Club Phase 1 & II

Additional Notes:

Callie Kai 2 BR at Kaibo Yacht Club - Pool & Beach

Summary:
Welcome to 7-UP Condo — a beautifully appointed second-floor condo located within the exclusive Kaibo Yacht Club Phase II in the peaceful area of Cayman Kai. 
With its sweeping ocean views, contemporary comforts, and thoughtfully curated amenities, this 2-bedroom, 2-bathroom unit offers the perfect combination of tranquility and convenience for your Grand Cayman vacation.

The Space:
Promotions:
This property offers automatic discounts based on your travel dates—no promo codes or special requests needed.
You may find savings such as:
- Last-Minute Deals – Discounts when booking within 14 days of arrival.
- Early Booker Bonuses – Savings for reservations made 90+ days in advance.
- Extended Stay Discounts – Tiered savings for 7+, 14+, and 28+ nights.

Important Notes:
- Promotions are exclusive and cannot be combined. Blackout dates apply (e.g., December 17 – January 3).
- All eligible promotions are applied automatically!

Stylish Interior:
The spacious, open-concept living and dining area is bathed in natural light and opens out to a screened lanai furnished with outdoor seating. Here, you can unwind with a morning coffee or evening drink while enjoying stunning views of the Caribbean Sea. Inside, the condo features warm wooden finishes, a calming color palette, and a large HDTV with cable and Netflix, plus high-speed Wi-Fi throughout. A selection of board games and DVDs is also available for your enjoyment.

Accommodation:
The primary bedroom features a king-size bed, en-suite bathroom, and upgraded linens. The second bedroom includes a queen-size bed and a view of the garden, with both rooms comfortably accommodating up to four guests. A washer and dryer are available in the unit for your convenience.

Fully Equipped:
The fully equipped kitchen includes new cabinetry and modern appliances, including a refrigerator, stove, microwave, dishwasher, toaster, blender, kettle, and drip coffee machine. Coffee and tea are provided to help you settle in. A charcoal BBQ is also available for guest use.

Essential starter pack included:
Included are shampoo, hand soap, dishwashing liquid, dishwashing tabs for the dishwasher, toilet paper, paper towels, blow dryer, iron board, and iron.

Inclusions:
Guests have complimentary access to a stand-up paddleboard (SUP), kayak, and two bicycles, which are ideal for exploring the area. Beach chairs, a cooler, and an umbrella are also provided. These items are stored in the unit’s private locker — please follow the instructions in the unit to access and return them securely.
Resort amenities include access to the Kaibo Phase II freshwater pool and jacuzzi, which have been newly resurfaced and overlook the beach.

Recommended Restaurants:
The Kaibo Beach Bar and Grill, Upstairs Restaurant, and a local coffee shop are just steps from the condo, making dining out easy and convenient. Guests also benefit from a 10% discount at La Casita Mexican Restaurant in East End.

Located just a short walk from the Rum Point Water Ferry, 7-UP offers quick boat access to Camana Bay and Seven Mile Beach. The nearest grocery store is approximately a 15-minute drive away, and medical facilities such as Health City Cayman Islands are about 25 minutes by car.

Supermarket and Sunday Closures:
Foster's and Kirk Market supermarkets are available on the way from the airport. drives away and offer all the necessary food and supplies as well as a large array of international food.
Note that supermarkets are closed on Sundays, but most restaurants and gas stations are open.  However, this can be pre-ordered and delivered prior to arrival. Certain gas stations also sell liquor on Sundays.

Transportation:
• Car Rentals: Available through Kayak, Marshall's, or Andy's Rent-a-Car
Due to limited public transport in this area, a rental car is highly recommended.

Accessibility: Second-floor unit, stair access only (no elevator)
Parking: One reserved parking space is provided

Protect Your Vacation Investment with Travel Insurance
• Trip interruptions, Hurricane season concerns (August-October), add peace of mind during checkout.

Guest Interaction:
https://www.youtube.com/watch?v=UaC1UNP2gDs

Access:


Neighborhood:
Cayman Kai

Transit:
Kaibo Yacht Club Phase II

Additional Notes:

Rum Point, North Side, Cayman Islands Vacation Rentals

No Service Fees

Professional Hosts

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