North Side

Boutique Hotels in North Side

Enter your dates to find boutique hotels in North Side that offer unique style and charm.

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Top Boutique Hotels North Side

Discover the best boutique hotels in North Side, celebrated for their unique style and personality.
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Lowest Price
Closest to Downtown
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Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!
Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!
23
Hotels in North Side
Featured facilities: Private pool
Outstanding
2 reviews
10.0/10
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Moon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, Snorkeling
Moon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, SnorkelingMoon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, SnorkelingMoon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, SnorkelingMoon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, SnorkelingMoon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, SnorkelingMoon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, Snorkeling
51
Hotels in North Side
FREE NIGHT!!! Book 6 nights for travel before November 15, 2025 and receive 7th NIGHT FREE! Book 10 nights and receive an additional $250 for Empty Suitcases Vacation Equipment Rental. Don’t miss out on this PROMOTION!! Dates are filling fast.Experience panoramic ocean views from this cozy two bedroom villa located on the north coast near Rum Point. With cute, sunny interiors and an oceanfront sun deck, Moon Glow is a great villa for families, couples and friends.Moon Glow is located on a protected marine park. Amazing snorkeling awaits you! We advise guests to wear pool shoes or fins when exploring the water.Stroll the beach looking for shells, swim, kayak, relax and enjoy... the most amazing sun rises and moon glows!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: 30.About events:No events allowed.
Outstanding
16 reviews
10.0/10
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Ocean's Edge: Beachfront Home with Rooftop Views
Ocean's Edge: Beachfront Home with Rooftop ViewsOcean's Edge: Beachfront Home with Rooftop ViewsOcean's Edge: Beachfront Home with Rooftop ViewsOcean's Edge: Beachfront Home with Rooftop ViewsOcean's Edge: Beachfront Home with Rooftop ViewsOcean's Edge: Beachfront Home with Rooftop Views
44
Hotels in North Side
Oceanfront property with beauty all around. Walk right out your backdoor and into crystal clear water. Snorkeling, paddle boarding, kayaking, and more can be experienced steps away from home. Nearby are grocery stores, restaurants, and bars, as well as the famous attraction, the Cayman Crystal Caves. The house is bright and full of space. Four bedrooms all have attached bathrooms. YOU WILL NOT FORGET THE ROOFTOP. Plenty of outdoor furniture to sit back, relax, and enjoy the views from Ocean's EdgeThe spaceOver 2,000 square feet inside and plenty of space for many guests to feel comfortable. The wall of windows allows you to view the water all day and provides much light that brightens the entire home. There is also plenty of free parking space available directly next to the home on the property.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
5 reviews
10.0/10
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North Side
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The Retreat #30, Beachfront Oasis at Rum Point
The Retreat #30, Beachfront Oasis at Rum PointThe Retreat #30, Beachfront Oasis at Rum PointThe Retreat #30, Beachfront Oasis at Rum PointThe Retreat #30, Beachfront Oasis at Rum PointThe Retreat #30, Beachfront Oasis at Rum PointThe Retreat #30, Beachfront Oasis at Rum Point
73
Hotels in North Side
Featured facilities: Pool
Outstanding
1 review
10.0/10
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Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
48
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
19 reviews
9.8/10
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Ocean Paradise
Ocean ParadiseOcean ParadiseOcean ParadiseOcean ParadiseOcean ParadiseOcean Paradise
99+
Hotels in North Side
Featured facilities: Pool
Amazing
8 reviews
9.4/10
1 night
From NZD 606
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The Cottage at Rum Point
0
Hotels in North Side
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Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand CaymanCoral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand CaymanCoral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand CaymanCoral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand CaymanCoral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand CaymanCoral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
45
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2 private beachfront villas side by side, 5 bedrooms, Rum Point, Grand Cayman!
2 private beachfront villas side by side, 5 bedrooms, Rum Point, Grand Cayman!2 private beachfront villas side by side, 5 bedrooms, Rum Point, Grand Cayman!2 private beachfront villas side by side, 5 bedrooms, Rum Point, Grand Cayman!2 private beachfront villas side by side, 5 bedrooms, Rum Point, Grand Cayman!2 private beachfront villas side by side, 5 bedrooms, Rum Point, Grand Cayman!2 private beachfront villas side by side, 5 bedrooms, Rum Point, Grand Cayman!
66
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See All Boutique Hotels in North Side

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