Search and compare Wailea, HI vacation rentals from hundreds of travel sites on HotelsCombined and save.
Wailea, United States
Apr 4 — Apr 52
...and more
Learn why travelers love HotelsCombined
Compare hotel ratings collected from thousands of user reviews.
One search gives you accurate pricing on affordable hotels.
Customize your results by hotel chain, amenities, price and more.
Search for hotels as many times as you want – for free.
Travel insights for vacation rentals in Wailea
Use our HotelsCombined data-powered tips to help you find your next vacation rental in Wailea.
What is the cheapest month to book a vacation rental in Wailea?
The cheapest month to book a vacation rental in Wailea is August ($391). Conversely, the most expensive month to stay in Wailea is June ($1,000).
What is the cheapest day to stay in a vacation rental in Wailea?
The cheapest day to stay in Wailea is Tuesday ($447). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $1,408.
How far ahead should you book a vacation rental in Wailea?
Save money by booking a vacation rental at least 9 days before your trip to Wailea. The lowest price found when booking 9 days ahead was $211 per night.
Discover affordable stays in Wailea that provide a quality experience without breaking the bank. Hotels in Wailea can be found for as low as $247 per night. There is currently one property in Wailea that can be booked for this price. Maui Banyan Vacation Club is one of the hotels that can be booked for the lowest price in Wailea. Price data was last updated on March 28, 2025
These are the lowest prices we've found on vacation rentals in Wailea at the moment. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Find the perfect vacation rental for your stay in Wailea. There are 1,451 hotels in Wailea and price data was last updated on March 28, 2025. The average price for a hotel in Wailea is $624/night.
Explore different neighborhoods and areas within Wailea to find the perfect location for your stay. Map data was last updated on March 28, 2025.
Scroll to and zoom in on the areas in Wailea you plan on visiting to find nearby properties. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.
Facts about staying in Wailea
Find useful tips and insights about staying in Wailea to help you make the most of your experience. FAQs were last updated on March 28, 2025.
How much does a vacation rental in Wailea cost?
$625 per night is how much a vacation rental in Wailea costs, on average. $118 per night was the cheapest price recently found by our users, though anything for $495 per night or less is a good deal. Keep in mind that Wailea vacation rental prices fluctuate throughout the year: the most expensive month to book is December, and the cheapest time to book is March.
Are there any Resort vacation rentals in Wailea?
At the moment, there are 8 properties listed as a Resort vacation rental in Wailea. A popular Resort in Wailea amongst our users is Grand Wailea, A Waldorf Astoria Resort.
Find better results for your stay in Wailea
Explore these cities in Hawaii
Looking to explore Hawaii during your trip? These are other popular cities nearby that HotelsCombined users visit
This site uses cookies and other tracking technologies for essential, functional, analytical, and advertising purposes. By using the site, you agree to our Terms & Conditions and our Privacy Policy.
For more information about how we process your information, please see our Privacy Policy.
We value your privacy
HotelsCombined and its partners wish to use cookies or similar technologies to store and/or access information on and about your device and process personal data such as your IP address, device identifiers etc., in order to improve your experience on the site, to analyze navigation, to offer and measure personalized advertising, and to facilitate sharing on social networks. We also allow the use of third-party cookies (including those from our advertising partners) on our sites.
By clicking 'Accept', you consent to your data being processed by 0 vendors on this web site for the purposes described in this notice. You can review the vendors and their individual processing purposes on the .
To review individual processing purposes and cookie categories, please click ’Select individual purposes’. You can review your choices and withdraw your consent at any time by clicking the ’Privacy Preferences’ link in the page side navigation.