Pineapple Point Guest House

This was our third stay at the Pineapple, and we’re already booked for next year. By the time you’ve been there a day, the other guests feel like friends and family. We especially enjoyed the 6 PM happy hour, when everyone gathered and got to know each other. It reminded me of a gay summer camp. The owners, Judd and Phil, are always on site and make sure no detail slips by. The gardeners work nonstop to keep the place beautiful. Gustavo, Bill, Jim, Bob, and Ben were all amazing. Sorry if I’ve left anyone out, I couldn’t remember every name. The staff make the place feel personal and welcoming, more like visiting close friends than checking into a hotel, and the service is outstanding. The rooms and suites are tastefully decorated, with spacious layouts and plush bedding. Complimentary breakfast and refreshments throughout the day add to the pampered feel. Pineapple Point Guesthouse combines tropical beauty and warm hospitality into a retreat where you feel relaxed and cared for from the moment you arrive.

The staff made my birthday stay in April feel full of love. They went all out with balloons and a surprise cake, and the other guests kept wishing me happy birthday too. I loved our room, the drinks, and having the freedom to be whoever I want without judgment. I barely took photos because I was so mesmerized by the place. We both hated leaving for our miserable lives in Missouri, and I can’t wait for my husband to say he’s ready to come back. I have a phobia of pools and hot tubs, but at my own pace I managed to get past my fear of the hot tub. They also gave us thorough late check-in instructions, and the bidet was one of my favorite things.

We visited Pineapple Point as day-passers this past weekend and had an amazing time. The lush tropical grounds are beautiful, and the pools and hot tubs were impeccably clean. We made so many lovely friends during the day, and the vibe felt just right. The staff were warm and welcoming from the minute we arrived, then attentive and charming all day. I also highly recommend booking a massage with Van or Adam. You *must* visit Pineapple Point!

This was our fifth stay at Pineapple Point, and we’ll be back. The private grounds are lush with tropical plants and very well maintained. Rooms are comfortable and clean, and the staff are helpful and well appointed. Guests can get coffee and breakfast, and there’s a daily happy hour for mingling in the evening. Restaurants nearby are convenient to walk to.