Wailea-Makena vacation rentals

We found 4,576 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:

  • Maui Fish Pipe (4.4 mi / 7 km)
  • Maui Nui Golf Club (5.6 mi / 9 km)
  • Pilates Maui (7.4 mi / 11.9 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:

  • Wailea Beach (0.9 mi / 1.5 km)
  • Polo Beach (0.6 mi / 1 km)
  • Maluaka Beach (1.6 mi / 2.6 km)
  • Ulua Beach (1.6 mi / 2.6 km)
  • Mokapu Beach (1.8 mi / 2.8 km)
  • Keawakapu Beach North (2.5 mi / 4 km)

Frequently asked questions

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 else in mind, Vrbo has properties in many sizes and shapes. Browse our many options to find your perfect pad.
How much does it cost to rent a vacation rental in Wailea-Makena?
Different things can determine what you’ll pay for a vacation rental in Wailea-Makena, like the season, type of property and length of stay. Still, all of our vacation homes have something in common — amazing value. Simply enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Wailea-Makena?
Prices for beach houses in Wailea-Makena differ depending on the style and size of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and how many guests to see available options and prices. From there you can use the filters to narrow your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Wailea-Makena?
With three vacation rentals that welcome four-legged guests, your furry companion can join in the fun on your Wailea-Makena vacation. Use the filter tool to search our pet-friendly vacation rentals and find your pawfect pad on Vrbo.
Are there large group vacation rentals in Wailea-Makena?
With 46 properties that can host 10 or more people in Wailea-Makena, there’s no need to keep your invite list short. From extended family vacations to special events like birthday and Christmas parties, Vrbo will help you find a large group rental that fits the occasion.
What are the top attractions for families in Wailea-Makena?
Keeping the kiddos entertained during your vacation in Wailea-Makena is child’s play with these exciting family-friendly attractions:

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

Are there one-bedroom vacation rentals in Wailea-Makena?
Yes, you’ll find 1,039 one-bedroom properties in Wailea-Makena to choose from. A one-bedroom vacation rental is a superb choice if it’s just you and your other half or if you’re flying solo. Add in more privacy, convenience and space than a standard hotel, and you have yourself an unforgettable getaway.
Can I find two-bedroom vacation rentals in Wailea-Makena?
Wailea-Makena has 975 two-bedroom properties to choose from. Go for a vacation home with all the comfort and privacy you want at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Wailea-Makena?
Choose from 1,164 vacation rentals with WiFi in Wailea-Makena. If you want to disconnect from daily life during your trip, but still need to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Wailea-Makena?
Select your dates and then make use of our filters to search for vacation rentals with air conditioning in Wailea-Makena on Vrbo. With 2,043 air-conditioned properties on offer here, you can enjoy a comfortable and cool stay.
How old do you have to be to rent a vacation rental in Wailea-Makena?
The minimum age is normally 16, 18 or 21. It can change from one property to another on Vrbo, so look at the rules of your preferred Wailea-Makena stay before making a booking.
How long can I rent a vacation rental in Wailea-Makena for?
It all depends on the Wailea-Makena property. To view a list of options offering extended stays, simply type your travel dates and number of people into Vrbo’s search page. You can enjoy having the entire place to yourself, as well as amenities such as air conditioning, a kitchen and a yard where your little ones can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Wailea-Makena?
In Wailea-Makena, you’ll find amazing deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether it’s a weekend getaway or a few weeks away, we’ve got a variety of options to suit your style.

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