Wailea condo rentals

We found 31 condo rentals — enter your dates for availability

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Frequently asked questions

Are there any apartment vacation rentals in Wailea?
Select from 31 vacation condo rentals in Wailea where you can relax with the family and feel at home during your stay. Base yourself in the popular neighborhood of Halama Street and then explore the city like a local.
How much does it cost to stay in an apartment vacation rental in Wailea?
Apartment vacation rentals near sought-after areas in Wailea are typically more expensive. If you're looking to save, search for stays a little further away but with reliable transportation connections. With Vrbo, you can easily compare your options and book the perfect vacation condo rental at a great price.
When is the best time to rent a vacation condo in Wailea?
With average temperatures of between 77ºF (25ºC) and 80ºF (27ºC), August is when most people visit Wailea. Whether you're eager to stay put and relax or get out and explore as much of Kihei as you can, our vacation condo rentals will help you live like a local during your trip.
Where can I rent a Wailea vacation apartment with great views?
When looking for your apartment vacation rental in Wailea, take advantage of our "Location" filter. This will help you choose the types of areas you want to stay in, whether that's away from the hustle and bustle or somewhere central.
Does Wailea have any weekend apartment rentals?
When you're craving an impromptu escape, check out our vacation condo rentals in Wailea that are ideal for a weekend adventure. Just key in your chosen travel dates to view the availability. Can't find an apartment vacation rental that matches your style? Stay flexible with your travel plans and try searching on other dates.
Can I book a luxury apartment in Wailea?
Offering premium amenities like hot tubs and pools, our luxury apartment vacation rentals in Wailea will take your trip to a whole new level. They generally come with plush furniture, ultra-modern appliances and loads more. If you want to really kick back and relax, search for vacation condo rentals that come with hotel-like services such as housekeeping.
What are the top things to do in Wailea?
Get your Wailea escape off to a terrific start by visiting popular sights like Wailea Beach, Maui Ocean Center and Kamaole Beach Park. Stay in a Vrbo apartment vacation rental with the family and then uncover this destination's wonders together.
Why should I book my apartment vacation rental with Vrbo?
You can book your apartment vacation rental with confidence and peace of mind on Vrbo. From the minute you book and pay for your reservation until your trip is done, we'll be by your side every step of the way. It's part of our Book with Confidence Guarantee. If you need to cancel, you're covered too. Many of our properties have flexible cancellation policies Plus, our free rewards program, One Key™, lets you collect and spend OneKeyCash™* on eligible bookings on Vrbo, Expedia and Hotels.com. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.

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