North Side

Boutique Hotels in North Side

Select your dates to find boutique hotels in North Side with stylish design and local charm

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Top Boutique Hotels in North Side

Check out our pick of great boutique hotels for your travel
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotels in North Side
Featured facilities: Swimming Pool
Amazing
8 reviews
9.6/10
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24
Hotels in North Side
Featured facilities: Private Swimming Pool
Great
5 reviews
9.0/10
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44
Hotels in North Side
Ocean's Edge: Beachfront Home with Rooftop ViewsSpacious beachfront home on Grand Cayman’s peaceful North Side. Walk straight out your back door into crystal-clear water for snorkeling and paddleboarding — we provide two 2-person kayaks, two 2-person paddleboards, and snorkel gear.Enjoy 4 en-suite bedrooms plus two sofa beds in the living room, a private rooftop terrace with panoramic ocean views, fast WiFi, a full kitchen, and a washer/dryer. The home offers over 2,300 square feet of bright, open living space with a wall of windows overlooking the water.The SpaceBeachfront home with plenty of room for up to 10 guests to feel comfortable. All 4 bedrooms have private en-suite bathrooms for maximum privacy and convenience. The living room sofa beds are ideal for families or larger groups.Location & AmenitiesA small grocery store and Over the Edge bar & restaurant are just 1 mile away. The larger supermarket is in Savannah (~20 minutes). More restaurants and bars are about 15 minutes away at Kaibo and Rum Point. The famous Cayman Crystal Caves are also nearby.We provide a travel crib and kids’ games for families. Free parking right next to the house and self-check-in make your arrival easy.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
15 reviews
10/10
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35
Hotels in North Side
Featured facilities: Swimming Pool
Outstanding
10/10
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25
Hotels in North Side
Featured facilities: Private Swimming Pool
Outstanding
5 reviews
10/10
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49
Hotels in North Side
Featured facilities: Swimming Pool
Outstanding
5 reviews
10/10
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51
Hotels in North Side
Your guests will be completely captivated by the turquoise water views from this gorgeous 3 bedroom/2 bath villa directly on the Caribbean. Azure Breeze #4 offers all of your modern amenities in a pristine, Cayman style Villa on the beach. This beautiful, spacious home boasts an open floorplan with unobstructed sea views from the kitchen and great room. The well appointed kitchen is perfect for preparing family meals while guests enjoy a game or appetizer at the roomy table for six. Enjoy meals together while watching the gentle waves break on the reef offshore. Sit in your private, palm shaded courtyard for morning coffee, stroll the gorgeous, white sandy beach, and snorkel just offshore on one of the island's most protected reefs. The sunsets are breathtaking from your outdoor, beachfront patio. Relax in a chaise lounge and sip a cocktail while watching sea birds drift by on the late afternoon breeze and enjoy the golden hues of the day as they rest down on the turquoise sea. Azure Breeze #4 offers an expansive second floor, primary suite with ensuite bath, sitting area, and private balcony, directly overlooking the beach and blue sea. Two additional guest suites offer a shared bath and plenty of room for unpacking, settling in, and enjoying your stay. This villa community is known for it's bright Cayman colors, white latticed courtyards, and lush landscaping including a variety of palm trees, Bougainvillea, and other tropical foliage. There's plenty of parking for all your guests, free wifi, and all linens and towels are provided. Enjoy complimentary kayaks and bicycles to tour the area by land or sea. Located just a few miles from popular attractions such as Rum Point Beach, Kaibo Yacht Club, Starfish Beach, Crystal Caves, Queen Elizabeth Botanic Park and the Mastic Trail, you'll have no shortage of fun things to do and see. Furthermore, you'll enjoy the ever popular restaurants nearby, including Kaibo Beach Bar and Grill, Kaibo Upstairs Restaurant and Rum Bar, Rum Point's newly renovated Beach Bar and Grill, The Pirate's Grill Boat at Starfish Beach, Over The Edge Restaurant, Tukka, and so many more. It's plain to see why the North Shore has quickly become immensely popular for Cayman travelers as it is known for great amenities but is also a quiet retreat from the hustle and bustle of downtown Georgetown and Seven Mile Beach.Come stay at this peaceful, happy Villa and you'll soon realize why so many of our guests come back time and time again.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
20 reviews
10/10
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40
Hotels in North Side
Featured facilities: Swimming Pool
Outstanding
2 reviews
10/10
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17
Hotels in North Side
Back on the Market Under New Management! Escape to this beautiful and spacious 3-bedroom cottage located in the serene Rum Point area of the Cayman Islands. With each bedroom featuring an en-suite bathroom, plus an additional half bath, comfort and privacy are guaranteed for all guests.The bright, open-concept living area boasts a fully equipped kitchen and a dining area that seats 6, perfect for shared meals and gatherings. There's also a cozy reading nook to unwind and enjoy a good book or simply soak in the surrounding tranquility.Outdoor enthusiasts will love the cottage's extensive amenities, including kayaks, paddleboards, and bicycles, all available for your enjoyment. Plus, the property offers a private boat dock for easy access to the water, making it ideal for boating and other water activities.Whether you're looking to relax on the beach, explore the waters, or create lasting memories with family and friends, this cottage offers everything you need for an unforgettable vacation in Cayman.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
10/10
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