Our family had the perfect stay at Prentiss's home (for about one month)! The home lies in a beautiful neighborhood just a minutes walk away from the beach. Prentiss was very accommodating throughout our stay -- he was prompt with all responses and worked with us through minor issues as they occurred. Very thankful for his friendliness, flexibility and wonderful communication.
The house itself was perfect. It included all the amenities you could need and more -- there are basic beach supplies (goggles, towels, beach chairs), exercise equipment, tons of kitchen utilities for cooking, and two home theaters (among the TVs in each room!!). It's a very cozy and comfortable space for working from home, any long stay, or a family vacation.
Although the neighborhood didn't have a ton of vendors and activity, we found the environment really peaceful. Especially because this meant the beach had tons of free space. There's a food truck down the street that comes quite often, a small 7/11-like market for basics, and a REALLY GREAT brunch place about a 15 minute walk away. Having a car is a must -- and getting around the island is very easy. We went to other towns quite often, nearly every other day, and we never found the drive to be too long (especially since its such a beautiful one.) For groceries, we went to Tamura supermarket about 5 minutes away. Aloha Poke is a great spot nearby for some incredible Hawaiian food.
Highly highly recommend Prentiss's place to literally anyone who will be staying in Oahu! You wont have any regrets!