5 Best Hotels in Wailea, Maui

"Impeccably stylish" and "extravagant" describe most Four Seasons properties, and this elegant one fronting Wailea Beach is no exception, with its beautiful courtyards and luxuries such as 24-hour room service, twice-daily housekeeping, excellent restaurants, on-site spa, and adults-only serenity pool with outstanding views. Most of the rooms have ocean views; cabanas, chaise lounges, and a car service transporting guests around Wailea are among the complimentary amenities.

This resort, which sits closer to the crashing surf than most in Wailea, delivers not only dramatic views but also luxurious amenities and spacious accommodations. Grown-ups can find peace and quiet at the adults-only Maluhia serenity pool, while kids can frolic at the Nalu Adventure Pool, which features four waterslides, including the longest in Maui at 325 feet. The resort also has the Mo Bettah food truck, a fun take on a local culinary tradition.

Gleaming white spires and tiled archways are the hallmark of this stunning resort that's particularly good for families with its spacious suite and villa options. The 37 two-story villas have two or three large bedrooms, a laundry room, a fully equipped kitchen, and a private lanai with plunge pool and barbecue grill. There's also an on-site spa, cultural classes, and wellness programs. The family-friendly and adults-only pool options offer something for everyone.

"Grand" is no exaggeration for this opulent, sunny, 40-acre resort that's wildly entertaining due to its elaborate water features such as the Wailea Activity Pool with enclosed "lava tube," slides, caves, a Tarzan swing, and the world's only water elevator. Paths meander tropical grounds, passing food gardens and artwork by noted international and Hawaiian artists. The Humuhumunukunukuapuaa restaurant—named for Hawaii's state fish—"floats" in a saltwater lagoon. The fabulous Spa Grande has wellness options that range from astrology to massage.

Overlooking Keawakapu Beach, this family-friendly vacation resort features studios and one- and two-bedroom suites in low-rise buildings that span 34 acres of tropical gardens and won't cost your child's entire college fund. Amenities include four swimming pools, paddle tennis, shuffleboard, and barbecue areas, as well as a covered beachfront pavilion—near the private entrance to Keawakapu Beach—with access to bathroom facilities, plus a full kitchen with an ice maker, a cold water dispenser, a refrigerator, a microwave, and an oven.