Beachfront Two-Bedroom Villa- Wake up to the sound of the waves

Absolutely idyllic. While a remote island is not for everyone, if you love nature, absolute quiet, and ocean breezes, you'll love this place. Our host was amazing - she was there if we needed her, and warm and friendly. What a magical place.

All was acceptable

We stayed for 3 nights - 4 year old, grandparents and couple - and had the most wonderful time! We loved the beautiful views and sitting out on the terrace to soak them up at all hours of the day. We kayaked to Owen’s Island, cycled around and visited point of sand. It was a lovely space to unwind, recharge and have fun! Thank you to Dera for being such a wonderful host.

The Property is the best location on the Island, No need for Cooling the Trade Winds from the East take care of that. Along with the unobstructed Sunrise every morning. This place is truly a Nature Perserve. I discover something new every time we come to Head O Bay. Tom & Debbie Chew

We stayed short four days at the Head O' Bay villa considering what a great location it is at. Right across, short kayaking away is Owen Island with sand beaches and clear, turquoise water for swimming and snorkeling. The house itself is spacious, clean , with beautiful views, comfortable beds and linens, well equipped kitchen and most importantly, friendly, helpful and always available on site manager Trevor. We had a great time and are highly recommending this villa!

How do we put into words the incredible vacation we just experienced? We’ll try, but Head O’Bay and Little Cayman truly have to be experienced to be fully appreciated. We are so thankful that the wonderful owners of this amazing property called Head O’Bay make it available for regular folks like us to enjoy! It is a unique tropical paradise that is as active or as laid back as you want it to be. We chose to fill our days with a balance of adventures and relaxation: scuba diving the famous Bloody Bay Wall including a night dive and a wreck dive with LC Reef Divers, paddle boarding to deserted Owen Island for dramatic sunsets, kayaking and Hobie Cat sailing in the bay, bicycling everywhere including the impressive NewYear’s fireworks show at the LC Beach Resort. The sunrises at Head O’Bay are a profound experience: nothing short of spectacular! Aside from the beauty of Head O’Bay and Little Cayman, what made the trip so memorable were the wonderful people we had the pleasure of meeting. First, the owner family and the caretaker of the Head O’Bay were so wonderful and helpful, and they tailored our vacation to be just what we were hoping it would be. Thank you! We enjoyed meeting you! And the islanders and local residents were so friendly and genuinely nice! We thoroughly enjoyed everyone that we met. Here’s a tip: anyone visiting Little Cayman needs to allow time to include a visit to the Little Cayman Museum. Tanya, the museum guide is also a scientist and an expert in the ongoing preservation and restoration of the endangered iguanas. Her enthusiasm is contagious! We also gained an appreciation and respect for the foresight, commitment and generosity that the Tibbetts family has shared with Little Cayman over 3 generations now. It’s a beautiful story that continues today! Yes, we look forward to returning! Head Of Bay and Little Cayman are everything claimed, and more! Enjoy! ...We certainly did!😊 Rick & Colleen

Relaxing trip to Little Cayman. The property is clean and well taken care of. Be sure to bring a streaming device if you want to watch television. The staff is very accommodating.

We’ve had a great time at Head O’Bay. Trevor was at the house to meet us as we got a lift from the CCMI guys but just as easily he would have picked us up. It’s all here and the location (facing almost due East) is perfect for sea breeze almost all year. Leave the windows open and turn off the AC. Great grill and the bikes were great too. We live on Grand so always bring meat to grill plus some small bits and pieces from home. But it’s great to see local eggs in the store plus some local bread too. If I were to have a singular comment/criticism it would be that if one bedroom could have two queens/singles then you could work it for two couples or a family of four like us. As it was the kids managed it so not a great drama!! WiFi speed is actually very solid (around 5-8mbps) when you consider where we are. So if you do need to work then that’s easy. Better than rural broadband in the U.K.!!!! We will definitely be back. At least one more time this year. Thanks!!!!

Every single part of it....sheer heaven.

Why did I come home. Please take me back to Head O Bay absolutely love it there!