Head O'Bay offers affordable winter and summer rates for our private home rental and we welcome you to stay as long as you like. Our 10 acres of land has 4 cottages however we are currently only renting our beachfront home. Our pet friendly property has accommodations for up to 6 guests and includes a private pool, hammocks along the beach, and beautiful ocean views from both bedrooms. There is a small grocery store for necessities on the island, as well as a few places to eat out. Caribbean island vacation rental or to set up a reservation.

Scuba Diving Adventures
Head O' Bay is home to the Bloody Bay Wall which drops off straight down a couple thousand feet where you can enjoy the beautiful marine life and snorkeling. Inquire with one of our representatives at Head O'Bay about scuba diving and we'll be happy to set you and your guests up with local dive masters on the island for some of the most extraordinary scuba diving adventures in the world! You can scuba dive multiple times a day, excluding the day before you have to fly, and we are sure you will be amazed at the breathtaking sights.

Tips from Head O'Bay
To save money bring your own meat down to Little Cayman, all USDA meats are accepted in Cayman Island customs, but watch the weight of the coolers and try to stay below 50 lbs. per person. Some duty may be required at customs. Freezer bags work great as well as ice chests that are strapped shut with 2 to 5 lbs of dry ice inside to keep meat frozen.

Island Activities
Head O'Bay has many wonderful activities to offer you and your family to make your stay fun and exciting for your entire caribbean vacation. At Head O'Bay we like our guests to have the freedom they do at there very own home and so our boats are available for any one experienced enough to safely use them. We have two catamarans, a small boston whaler with a motor, as well as kayaks and glass bottom boats to paddle around in. Head O'Bay is right inside of the lagoon which is a beautiful marine park and has a huge open area of crystal clear blue green water that's only 4 to 6 ft deep and offers plenty of space for boating, swimming and snorkeling. The Key, which is what we call Owen's Island, is a tiny island inside the reef and is close enough to swim to from our dock. It's perfect for pic nicks and afternoon relaxation! We've got bicycles at Head O'Bay for guest use which makes island exploration fun and easy. Watch out for iguanas because on Little Cayman they have the right of way.

About Our Home
Head O'Bay is a private home that featuring 2 king size bedrooms, 2 bathrooms, and a foldout couch in the living room. The home also has air conditioning, a full kitchen, an outdoor grill, and all appliances including a dishwasher, washing machine, dryer, TV with satellite service, and a DVD player. There is a maid service that can come as often as you like and you are free to treat our home as your home away from home. Included activities are available, such as boating, sailing, water-skiing and tubing, as well as fishing and snorkeling.