STOP SEARCHING! You found it! This is THE place to stay in Maui. The guesthouse is so well made and designed that you will want to live there forever. We got to spend 4 wonderful nights at SkyPoint. Every morning we made breakfast and sat on the lanai looking out over the Maui coastline. In the distance you can see hints of the other islands as well as west Maui sweeping out to the right. The location is excellent, removed enough from the resorts to feel like you are living like a local, while still close enough to all the major resorts and beaches in Wailea. The views from the lanai are amazing and we made a point to be back before sunset every night because it is perfect having dinner while watching the sun go down. Even better is when it gets completely dark and the stars come out. We spent a ton of time just looking up in amazement. We even got to see the milky way (Thanks Hutt for the tip). Speaking of which, Hutt is a wonderful host. He met us upon our arrival and gave us a quick tour of the space. He even sent us a list of top recommendations for places to eat as well as all the best beaches. He is reliable and made sure that anything we needed was taken care off. They do live on the property but the way the entire place has been designed and built makes it feel like you are completely on your own. But if you need any help Hutt is there to take care of it. On the first morning the smoke alarms battery started dying so it kept beeping every 10 mins or so. We mentioned it to Hutt and while we were gone he replaced the battery. We never had to worry about it again.
Honestly this place was the highlight of our trip. We spent another three nights afterwards at the Hotel Wailea relais chateau (also a very nice hotel) but the whole time missed SkyPoint. Next time we will spend our entire vacation here! Thank you Hutt for an amazing experience, we will be back!