Kailua

"Then we checked into our VRBO at one of our favorite beaches, Kailua, which is on the southeastern part of the island. It’s a really popular area, particularly for tourists. It gives me retirement vibes. There’s a trail nearby called Lanikai Pillbox and two little islands you can look out to. A lot of people will kayak between Lanikai and Kailua beaches. It’s an ideal place to stay."