Search B&B in Upcountry Maui

"Just a beautiful property! With a ton of amenities! Two great dining areas right at the hotel with wide variety of menu options plus the food and bar poolside! and yes nightly onsite live music with several walk to beaches for easy swimming and snorkeling, or just catching some Sun, several other restaurants and shops you can also walk to but yes they also have a shuttle service too! and the scenery and ocean water is exceptional! We didn’t want to leave! Total chill time!"

"Pool is cold"

"Beautiful property! Right on the beach were we could see sea turtles from our balcony! Clean, super helpful and polite!"

"We stayed at Grand Wailea in May 2026. Here's what we thought about it: Good: ---The grounds are gorgeous ---The pool was clever and lots of fun ---The staff was helpful Bad: ---Greed, greed, greed I've never been to a place that seemed so intent on extracting my last dollar from me so ardently. Here are some examples: ---Two pizzas from the take-out restaurant: $70 ---Required valet parking: $75 per day ---Renting a cabana for the day: starting at $650 ---Italian restaurant: hard to walk out without spending $100 There are others, but you get the point. This leaves aside things like the mandatory resort fee. Other reviewers have commented on the inability to get a spot by the pool. We came in low season, and we still didn't bother to try to find a place till 2PM. A big part of the problem is the space taken up by those ludicrously-price cabanas. If those vanished, I'm guessing they could add 25% to the number of pool chairs available. Bottom line: the place is gorgeous (though our room was pretty old and minimally furnished), and the pool is great fun. But unless you are willing to part with lots of money without worrying about it, don't come here. And I'm guessing high season crowding must be insane."

"Like always four season has the best service."

"I was not pleased with the way they handled our room check in . We got there at 3 then we was told our room was not ready , she tried to offer a different room which cost less then when I bought it up she tried to offer me 130. 00 we was way off from what I paid for my original room . Then we had to wait almost 5 hrs to check into our room . By that time we was sleepy and tired. Then we went to the infinity pool on the resort which was 250 pp and it was to include a massage . Well when we got there the massage lady left . Now I don’t want to make it seem if colored mattered but they definitely made us feel like it did being we was the only black people on the resort . So overall would I go back no "

"Everything was great"

"Very modern looking room and spacious. Ocean across the street to watch sunset while having happy hour cocktails and appetizers at the restaurant. Would stay again!"

"Staff is very helpful and full of aloha! Really nice pool and and the beach is just a few steps away. Our room was on the newer section of the property and it was excellent."