We checked in pretty late as our flight arrived in the evening, so after some quick shopping in town we made our way to the house for check-in. Cassidy met us once we pulled up and helped showing us around the place even though it was pretty late.
The house has a great view of the ocean and of Lanai and Moloka'i as well and is in a super convenient location, close to shops, restaurants, shopping. The bedrooms are pretty standard and had plenty of space for our family of 4 adults plus a 10 month old baby. The closets have limited space as the host uses them for storage which probably isn't an issue if you're staying for a week or less, but for us it was a challenge as we were there 2 weeks and of course had the baby so some extra space would have been key. The air conditioning is definitely a huge plus as the house gets quite warm during the day, we were very happy to have the AC in all the bedrooms plus the main living area. We made due with the space, but if you're counting on some extra space just know in advance it's probably not available.
The house is pretty well appointed, I would say if you're traveling with more people than us things will definitely feel a bit tight. There is no real dining area inside for more than a couple of people, we ate the majority of our meals outside on the lower deck which is OK, but you'll be running up and down the stairs with the meal, utensils, etc etc so be aware. Also note that if you're traveling with elders the stairs might be a challenge for them. I guess we didn't realize the entrance to the house is upstairs when we booked the home, my 78 year old Dad definitely had some trouble going up and down the stairs often, so he took it real slow.
In terms of beach gear, some of the items included with the house are a bit worn down like the chairs, but they worked fine for us at the beach and were easy to carry. There is all kinds of sets of newer snorkel gear which my wife really enjoyed and lots of extras like a cooler and a sun umbrella for use as well which came in handy.
Cassidy and her family (especially their dog Smokey!) were super accommodating for us and were always asking if we needed anything. You do share the property with their family as they live in the back house, the parking is located directly under the rental house so you will hear the car doors and comings and goings. This probably isn't a big deal and it wasn't a huge deal for us, we just played the sound machine for the baby louder than usual when she was asleep so she didn't wake up. The laundry is shared as well. Overall though this is an awesome place to stay for a smaller family and we enjoyed ourselves. We usually stay in Kihei when coming to Maui so staying in Lahaina was a new experience for us and it helped we were staying in a neighborhood instead of one of the huge resorts. Cassidy and fam are very accommodating and we enjoyed our stay.