The Wailea center is approximately 1 mile north of Kihei and 1 mile southeast of Kalepolepo.
You won't find a wrong time to visit Wailea, as the area experiences warm weather throughout the year. Temperatures are typically highest in August and September, when average daily highs reach 90 degrees Fahrenheit, and the area is generally coolest in December and January when high temperatures top out in the low 80s. Late spring through late fall is the dry season in Wailea, a time when the area receives very little rainfall. The area tends to be rainiest in midwinter, and January is typically the wettest month of the year.
Although Wailea is almost always one of the liveliest parts of Maui, the area is particularly popular during annual festivals. The Maui Film Festival graces the resorts of Wailea every June, attracting celebrities, locals, and visitors to the star-studded film screenings and events. In late May and early November, Restaurant Week allows Wailea's top chefs and dining establishments to showcase their most delectable creations via prix fixe menus and food-focused events.
If you're planning to visit during one of Wailea's biggest events, be sure to book your accommodations in advance. Not only will you get the best deals when you plan ahead, but you'll also secure a spot at your preferred hotel or resort.
From senior discounts to special rates for government employees, Wailea hotels offer many deals. Check out the best group rates and hotel discounts for properties throughout the area.
Government employees can get discounts at the Castle Kamaole Sands, a Condominium Resort. With a fitness center, an outdoor pool, and apartment-style accommodations, you'll have everything you need at your fingertips. When you're ready to explore, Wailea's many attractions are only a short drive away.
AAA members can save at the Wailea Beach Resort - Marriott, Maui. This luxury resort has more than 500 rooms and more than 15 meeting rooms, making it ideal for groups and events. Whether you're traveling solo or with a group, you'll appreciate the large rooms, the spa, the golf courses, and the many dining options.
Senior travelers and AARP members can get low rates at the Ho'olei at Grand Wailea. With slightly more than 100 guest rooms, this luxury property has a boutique feel and everything you need for an unforgettable stay. You'll love the Wailea Beach access, the sparkling pool and waterfalls, and the full-service spa.
Want to make sure you get all of your favorite amenities without overspending on your stay? Browse Wailea's best value hotels.
When you stay at the Maui Sunset, you'll enjoy condo-style accommodations in the heart of Kihei. Take a swim in the 60-foot outdoor pool, soak up the sunshine on the sun deck, play a game or two on the regulation-size tennis courts, or make your way to the beach. All condos feature living rooms, separate bedrooms, and can fit up to seven guests. Both parking and Wi-Fi are free, ensuring that you get ample value out of your stay.
Book your getaway at the Maui Coast Hotel, and you'll be minutes from the Kama'ole Beach Park. Whether you choose a standard room or upgrade to a suite, you'll appreciate the contemporary rooms and the countless amenities throughout the hotel. Go for a swim in the outdoor pool, soak in the hot tub, and use the laundry facilities to stay fresh. With microwaves, mini-fridges, and free Wi-Fi in every room, keeping your costs in check couldn't be easier.
Located north of Wailea in the heart of Kihei, the Aston at the Maui Banyan offers rooms with stunning views as well as quick access to golf courses, shopping, dining, and entertainment. You'll love the condo-style accommodations, which are ideal for families, as well as the outdoor barbecue area, the tennis courts, and the outdoor pools. Keawakapu and Mokapu beaches are both minutes away, whether you're looking for a daytime swim or an evening sunset spot.
From beautiful beaches to cultural activities and retail havens, Wailea has it all. Spend the morning, the afternoon, or the day at Wailea Beach Park, one of the area's best beaches and top swimming spots. Stretch your legs on the Wailea Beach Path, a 1 1/2-mile trail that skirts most of the area's major resorts and offers stunning views of the sea. Keep an eye out for the tide pools, dozens of types of flora, and native wildlife as you follow the trail.
You can follow the Wailea Beach Path all the way to Polo Beach Park, another popular spot with locals and visitors alike. A great spot for paddling, swimming, and picnicking, this is a fun beach for the family. For more swimming, sunbathing, and beautiful sunset views, don't miss Ulua and Mokapu Beach Park, located near the Shops at Wailea.
One of the area's premier shopping and dining destinations, the Shops at Wailea are home to dozens of designer shops, fashion boutiques, and gift shops. Fuel up at Honolulu Coffee, grab some local snacks at Island Gourmet Markets, have a meal at Tommy Bahama Restaurant & Bar, or shop till you drop.
Of course, you won't want to leave the area without experiencing a luau. Have a memorable night at Te Au Moana or Wailea's Finest Honua'ula Luau, both of which offer a Hawaiian feast accompanied by traditional dances and music set against Wailea's stunning oceanfront backdrop.
Ready for your escape to paradise? Start planning your Wailea getaway today.
Below are reviews of the city of Wailea, HI from an actual visitor's perspective.
Beautiful