Wailea-Makena, Hawaii Vacation Rentals: Condos, Cottages, Houses, & Resort Stays

Your Guide to Wailea-Makena Vacation Rentals

What to do in Wailea-Makena

A town on the southwest shore of Maui, Wailea-Makena offers beautiful crescent-shaped beaches, opportunities for water sports, a laid-back vibe, and plentiful sunshine. The beaches in Wailea-Makena are perfect for swimming, snorkeling, kayaking, and surfing. Makena Beach is one of the largest and most beautiful beaches in Maui. Ulua Beach Park is a popular morning spot for sunset walkers and joggers, and the Ahihi-Kinau Natural Area Reserve boasts a snorkeling area and a coastal lava field. There are plenty of world-class golf courses, spas, restaurants, and shops in the area as well. Here are three Wailea-Makena attractions you don't want to miss. Wailea Beach – Located behind the Grand Wailea Resort, this crescent-shaped white-sand beach offers incredible views of neighboring Kahoolawe, Molokini, and Lanai islands. When the ocean is calm, snorkeling around the rocky outcroppings at both ends of the beach is popular. It's not uncommon to see whales. Shops at Wailea – This retail destination features an eclectic mix of over 70 stores, including world-renowned luxury brands and top restaurants, which range from fast casual to fine dining. Browse the photography, oil paintings, blown glass pieces, and more at the art galleries. Makena Landing Park – A favorite retreat for visitors, the beautiful Makena Landing offers one of the most accessible coral reefs in Maui. While not ideal for sunbathing with its small beach, it's an excellent spot for snorkeling, scuba diving, kayaking, fishing, and paddleboarding.

Best Time to Visit Wailea-Makena

While there is no bad time to visit Wailea-Makena, many prefer to travel there during the dry season, which typically spans from late fall to early spring. During this time, the weather is at its nicest – warm and sunny – with not much precipitation. It's the perfect time for fun in the sun. Peak tourist season is December to February, so if you want to avoid big crowds, visit during the "shoulder seasons" of November and April. However, Wailea-Makena is a popular destination year-round. The weather is pleasant in the fall, making it a great time for exploring the area outdoors. If you prefer a quieter experience, the off-season may offer lower prices. If you're coming to see the humpback whales, aim to visit in January during their peak migration period.

The Weather in Wailea-Makena

Wailea-Makena enjoys a wonderful tropical climate, which means mild, sunny weather virtually year-round. Wailea-Makena is on Maui's "dry" side, which means it's almost always sunny. You can usually expect to enjoy temperatures in the 70s or 80s°F (23 to 30°C). There are essentially only two seasons in Wailea-Makena: summer (May to October) and winter (October to April). The warmest summer months are August and September, when highs may creep into the low 90s°F (33°C). Swimsuits and light summer clothing are appropriate for the beaches. Although it is the driest part of Maui, there's still a chance you might experience rain, so we recommend a light jacket or raincoat. Rainfall is most likely to occur between November and March. The average afternoon winter temperature at sea level in December and January is approximately 75°F (24°C).

Wailea-Makena, HI Vacation Rentals FAQs

What are the Different Types of Vacation Rentals in Wailea-Makena?

There are many different types of Wailea-Makena vacation rentals. Makena condos are among the most popular types of accommodation. Perfect for small groups and couples seeking a romantic getaway, expect your Wailea-Makena condo to feel homey and well-equipped with everything you could ever need for the ultimate Hawaiian vacation. Wailea-Makena resorts near Makena Beach offer spectacular ocean views and include in-demand shared amenities, such as swimming pools, tennis courts, and fitness centers. A Wailea house rental is ideal for anyone seeking plenty of space. These Wailea, Maui rentals are particularly popular with large family and friend groups. Many Wailea-Makena vacation rentals come equipped with a range of amenities, including WiFi, gourmet kitchens, pools, game rooms, and hot tubs. Wailea house rentals allow you to spend your day going for hikes, relaxing on the beach, and savoring views of the Pacific Ocean. A Makena beach house places you steps away from the sandy shore, where you can wake up to the peaceful sound of waves. There are also plenty of Makena cottages to choose from. Many of these rentals in Wailea are ideally situated for stunning views of the Maui landscape and ocean, offering the ultimate Hawaiian experience. Everyone's idea of the perfect Wailea-Makena resort is different. Fortunately, there is such a wide variety of Wailea-Makena vacation rentals that you're guaranteed to find the perfect match for your needs.

What type of amenities should I expect when booking a Vacation Rental in Wailea-Makena?

Popular amenities for Wailea, Maui vacation rentals include beach access, swimming pools, ocean views, game rooms, gourmet kitchens, and private parking.

How can I get to and around in Wailea-Makena?

The nearest airport is Kahului Airport (OGG). You can take a bus from Kahului to Wailea-Makena via Queen Kaahumanu Center and Wailea Ike Drive in a little over two hours. Driving from the Kahului Airport to Wailea with a rental car takes about 35 minutes. Take Mayor Elmer F Cravalho Way, then take a left onto Maui Veterans HWY 311, which merges with Piilani Highway 31. Hwy. 31 ends at a bend onto Wailea Ike Drive. The Maui Bus runs within and between major towns in Maui. Taxi, shuttle, and rideshare options are available as well.

Are there pet-friendly house rentals in Wailea-Makena?

Yes, many vacation rentals in Wailea are pet-friendly. Check with each property for details.

Are there Wailea-Makena rental options suitable for groups?

Yes, you will find plenty of spacious Wailea-Makena rentals for groups of family or friends.

How much do Wailea-Makena vacation rentals cost?

This varies greatly depending on the size, location, seasonality, and accommodation type. You could rent a small condo for $150 per night or a luxury property for $1,000 or more.

How many houses are available to rent in Wailea-Makena?

There are vast numbers of vacation rentals in Wailea to choose from, ensuring everyone can find what they need.

What is the best area to stay when traveling to Wailea-Makena?

There's not a bad place to stay in Wailea-Makena. Many people prefer to stay on or near the beach. There are plenty of condos, beach houses, and vacation homes in Wailea-Makena. It depends on what you're looking for regarding accommodations, amenities, and location.