Condo holiday rentals in North Side

Silver Reef 1 Luxury 2BR Beachfront Retreat with P

Welcome to Silver Reef #1, a tranquil ground-floor end unit on Grand Cayman’s North Side. This newly built 2BR/2BA beachfront condo blends modern comfort with soothing ocean views, ideal for guests seeking relaxation, privacy, and a stylish base to explore the island. Within the gated Silver Reef Residences, this corner unit offers abundant natural light, added privacy, easy access to on-site amenities, and a private patio to enjoy sea breezes. Book your stay and experience true North Side calm.

Starfish Paradise Beachfront Condo

Starfish Paradise is a 2 bed, 2 bath ground-floor unit with direct beach access. Situated in the quiet, tranquil area of Kaibo with stunning ocean views. Just steps from a beach bar, restaurant, and coffee shop. Enjoy world-class diving, Stingray City, bioluminescent tours, and snorkeling—or simply relax on the sand. Whether it's a romantic escape, family trip, or work-from-paradise stay—Starfish Paradise has it all. 💫 Special rates from August to October—book your slice of paradise now!

"Mai Kai" Recently renovated Oceanfront Condo

“Mai Kai” is a beautiful renovated 2 bedroom, 2 bathroom oceanfront condo at Kaibo Yacht Club II, in the heart of the Cayman Kai community. At ground floor level you have direct easy access to the gorgeous beach through the private screened outdoor patio. Steps away is the large pool and hot tub to laze away the days, two Kayaks are also included for your use and enjoyment. So whether you are seeking a romantic getaway or a family fun filled vacation "Mai Kai" and surroundings will deliver!

Seaside Serenity at Cayman Kai

Forget your worries in this spacious and serene space. Kaibo Yacht Club Phase II is a small, 30-unit complex on the quiet side of Grand Cayman. Guests love the peacefulness of Cayman Kai, located on the opposite side of the island from Seven Mile Beach. A rental car is strongly recommended to fully appreciate island-wide attractions and to enjoy the many restaurants. Kaibo Restaurant, next door, offers many options. If you are a legal resident advise us at booking for tourist tax waiver.

Silver Reef #3 - 2 BR LUXE Oceanfront & Pool

The Silver Reef #3 is a new, immaculate, luxuriously furnished 2 bedroom, 2 bath oceanfront and beachfront condo on the ground floor of the brand new Silver Reef Residences. Conveniently set along Grand Cayman’s scenic Northeast Coast in Old Man Bay, this modern retreat is typically about a 30–35 minute drive from Owen Roberts International Airport in George Town and sits within a thoughtfully designed, palm lined community with resort style amenities and a quiet, less traveled setting.

Beach & Pool in 2BR secluded condo at Rum Point

NORTH SIDE, RUM POINT, GRAND CAYMAN Gorgeous condo secluded on a quiet and serene area of the island that gives you an isolated feeling from the rest of the world, North Side is the safest area in the safest island of the Caribbean. Our place is for visitors that love private time with direct access to semi-private beach & pool, our condo is on ground floor exactly at center of the condominium with spectacular and privileged direct access to the beach just in front and pool to the left.

Nature's View: Pools of the Kai #2

Discover the peaceful Caribbean paradise of Cayman Kai. This secluded oasis will put you at ease as soon as you walk through the door. Our beach front property features stunning views across the Caribbean Sea to an unspoiled nature reserve. The double story screened in private pool deck can't be beat. Perfect for family holidays or a romantic getaway. Savor heavenly mornings and sundowners on your master bedroom balcony. Stroll down the beach to Kaibo, true barefoot living!

Pools of The Kai #1 - Your Home Away From Home

The most private getaway on the island, this end unit condo boasts the best view of Sunset Point. Unwind in your very own heated pool enclosed in a giant, invisible screen accessible from both the living room and bedroom. The disappearing glass doors provide a seamless transition from house to the private pool to a pristine beach complete with coconut palm trees to the crystal-clear, turquoise Caribbean. World-renowned sunsets and sunrises are also part of the package!

*Beachfront* Coco Sands - 2 bed condo at Rum Point

*Save up to 20% off weekly stays this Fall* Relax and unwind at Coco Sands at North Pointe Condos. A newly renovated beachfront vacation condo located in Grand Cayman's tranquil North Side. Our condo is a ground floor, end unit with a large screened patio that has spectacular sea views and direct access to the beach. Every amenity is included for relaxing, dining, and enjoying the pool and beach, as well as high-speed WiFi to keep you connected when you need it.

Beachfront Kaibo Condo

Relax with the whole family at this peaceful place to stay. Spend lazy days under the coconut palms or lounging in a hammock in the shade under the beachfront gazebo. Kaibo Brisote is just a short walk to Cayman's famous Star Fish Point and an even shorter walk down the beach to Kaibo Beach Marina, Restaurant and Bar. The perfect spot for family vacations or just a quiet get away. Come make your Cayman Islands memories with us.

Beachfront Bliss 7th Night Free @ Rum & Kai

Get away from it all at 'Rum and Kai', located at the Retreat in Rum Point. This beach front 1 bedroom condo is located in the stunning upscale vacation home enclave of Cayman Kai on beautiful Grand Cayman. The unit is tastefully decorated with high-end furnishings and the finest linens; all in an understated, yet elegant tropical West Indies motif. Private beach with world class snorkeling right off the shore.

*Tranquil beach retreat* The Nest, Rum Point Drive

Situated in peaceful North Side, Grand Cayman, The Nest is a beachfront haven just 2 minutes from Rum Point. Perched 30 feet above sea level and with a 180 degree view of the coast, the vista from The Nest is spectacular. Located on the wilder north coast of Grand Cayman, there is a special energy and beauty here which gives it its authentic island feel. Come nourish yourself at the Nest!