Wailea-Makena vacation rentals

We found 4,553 vacation rentals — enter your dates for availability

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Find the perfect vacation rental for your Wailea-Makena getaway

Learn about the unique charm of Wailea-Makena with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Wailea-Makena

Are you looking for things to do during your stay? Venture out of your cozy vacation rental and experience everything that Wailea-Makena has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Wailea Blue Golf Course (0.4 mi / 0.7 km)
  • Makena Golf Course (1.9 mi / 3.1 km)
  • Maui Nui Golf Club (5.6 mi / 9 km)
  • The Dunes at Maui Lani (13.9 mi / 22.3 km)
  • Wailea Emerald Golf Course (0.3 mi / 0.4 km)
  • Wailea Gold Golf Course (0.3 mi / 0.5 km)

Exploring the natural features in Wailea-Makena

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Wailea-Makena is a great spot to appreciate mother nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Polo Beach (0.6 mi / 1 km)
  • Wailea Beach (0.9 mi / 1.5 km)
  • Maluaka Beach (1.6 mi / 2.6 km)
  • Ulua Beach (1.6 mi / 2.6 km)
  • Keawakapu Beach North (2.5 mi / 4 km)
  • Little Beach (2.5 mi / 4 km)

Frequently asked questions

What is the best area to stay in Wailea-Makena when booking a vacation rental?

If you're organizing a trip to Wailea-Makena, Makena is one of the most popular locations to stay. Whether you go for a condo, cabin or different property type, you'll always have the whole place to yourself.

How many vacation rentals are in Wailea-Makena?

Whether you're looking for a beach house, country cabin or something else, choosing a Vrbo vacation rental means you'll always have the entire place to yourself — no sharing with strangers. Our current selection of vacation rentals in Wailea-Makena is ${propertiesCount}.

What is the most popular type of vacation rental accommodation in Wailea-Makena?

Condos are the most popular kind of vacation rental in Wailea-Makena, according to our data. Even if you've got something different in mind, Vrbo has vacation homes in all shapes and sizes. Take a look at our options to find your ideal fit.

How much does it cost to rent a vacation rental in Wailea-Makena?

Season, property type and length of stay are some of the conditions that can influence the price of a vacation home. Simply add your dates of travel to find your ideal escape. From homey country cottages to expansive luxury villas, all Vrbo vacation rentals offer incredible value.

How much does it cost to rent a beach house in Wailea-Makena?

The average price for a vacation home by the beach in Wailea-Makena depends on when you're going and the size and style of property you're looking for. You can find prices quickly and easily on Vrbo by entering your destination and preferred travel dates. Then use the handy filter tool to pick the number of bedrooms and amenities that you prefer, such as a pool, WiFi and air conditioning.

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

With three properties that welcome four-legged guests, your furry companion can also come along on your Wailea-Makena vacation. Use our filter tool to search our pet-friendly vacation rentals and find a pad that'll set tails wagging on Vrbo.

Can I rent a house with a pool in Wailea-Makena?

Tick the 'pool' box in our filter tool and choose from 2,121 houses with private pools in Wailea-Makena on Vrbo. Morning swim, sunset soak or midnight dip? Leisure time is up to you when your Vrbo vacation property comes with its own swimming pool.

What are popular rental amenities in Wailea-Makena?

A fridge, a stovetop and a microwave oven head the list of most popular rental amenities in Wailea-Makena. Whether you're heading away alone, with your significant other or a group of family members, Vrbo will help you find a vacation home that fits your tastes with a load of extras you'll love.

Are there large group vacation rentals in Wailea-Makena?

With 12 properties that can sleep 10 guests or more in Wailea-Makena, there's no need to cross anyone off the invite list. From fun family get-togethers to special events like Christmas or New Year's Eve parties, Vrbo will help you find a large group rental to suit the occasion.

Are there vacation rentals in Wailea-Makena that welcome kids?

Gather your whole crew for an epic adventure in Wailea-Makena at one of our 1,315 family-friendly vacation properties. Lots of these stays provide conveniences that are great for getaways with children, such as laundry facilities, multiple bedrooms and outdoor spaces. Simply click on the Properties good for families filter and pick out your favorite.

What are the top attractions for families in Wailea-Makena?

Keep the kids entertained at these fantastic family-friendly attractions in Wailea-Makena:

  • Wailea Beach
  • Keawakapu Beach North
  • Makena State Park Beach

Are there one-bedroom vacation rentals in Wailea-Makena?

Yes, you can choose from 1,039 one-bedroom rentals in Wailea-Makena. Whether you'd like a secluded cottage or a luxury condo, our one-bedroom rentals are great if you don't require tons of space. One of the best parts about having your own place? You won't need to share your getaway with strangers.