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Vacation rentals in Wailea

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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 March ($430). Conversely, the most expensive month to stay in Wailea is April ($1,067).

What is the cheapest day to stay in a vacation rental in Wailea?

The cheapest day to stay in Wailea is Saturday ($435). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $1,133.

How far ahead should you book a vacation rental in Wailea?

Save money by booking a vacation rental at least 2 days before your trip to Wailea. The lowest price found when booking 2 days ahead was $197 per night.

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Cheapest vacation rentals in Wailea, Hawaii

Discover affordable stays in Wailea that provide a quality experience without breaking the bank. Hotels in Wailea can be found for as low as $318 per night. There is currently one property in Wailea that can be booked for this price. Palms at Wailea Maui is one of the hotels that can be booked for the lowest price in Wailea. Price data was last updated on December 12, 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.
Palms at Wailea Maui
Palms at Wailea Maui

Palms at Wailea Maui

Wailea, Maui, HI, United States
0.6 mi from city centre
Air Conditioning
$318
Avg. per night
View Deal
Wailea Sunset Condo - Ekolu #607
Wailea Sunset Condo - Ekolu #607

Wailea Sunset Condo - Ekolu #607

Wailea, Maui, HI, United States
0.4 mi from city centre
Air Conditioning
$395
Avg. per night
View Deal
Wailea Grand Champions Villas - Coraltree Residence Collection
Wailea Grand Champions Villas - Coraltree Residence Collection

Wailea Grand Champions Villas - Coraltree Residence Collection

155 Wailea Ike Place, Wailea, Maui, HI, United States
0.1 mi from city centre
Free Wi-Fi
$396
Avg. per night
View Deal
Elua Village
Elua Village

Elua Village

Wailea, Maui, HI, United States
0.1 mi from city centre
Air Conditioning
Airport shuttle
$654
Avg. per night
View Deal
Makena Surf- Coraltree Residence Collect
Makena Surf- Coraltree Residence Collect

Makena Surf- Coraltree Residence Collect

Wailea, Maui, HI, United States
2.1 mi from city centre
Air Conditioning
$671
Avg. per night
View Deal
Polo Beach Club - Coraltree Residence Collection
Polo Beach Club - Coraltree Residence Collection

Polo Beach Club - Coraltree Residence Collection

Wailea, Maui, HI, United States
1.1 mi from city centre
Air Conditioning
Airport shuttle
$784
Avg. per night
View Deal

Other accommodations in Wailea

Find the perfect vacation rental for your stay in Wailea. There are 1,253 hotels in Wailea and price data was last updated on December 12, 2025. The average price for a hotel in Wailea is $615/night.
Wailea Sunset Condo - Ekolu #607
Wailea Sunset Condo - Ekolu #607

Wailea Sunset Condo - Ekolu #607

Wailea, Maui, HI, United States
0.4 mi from city centre
Air Conditioning
$395
Avg. per night
View Deal
Residence Inn by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

75 Wailea Ike, Wailea, Maui, HI, United States
0.2 mi from city centre
Free Wi-Fi
$375
Avg. per night
View Deal
Wailea Grand Champions Villas - Coraltree Residence Collection
Wailea Grand Champions Villas - Coraltree Residence Collection

Wailea Grand Champions Villas - Coraltree Residence Collection

155 Wailea Ike Place, Wailea, Maui, HI, United States
0.1 mi from city centre
Free Wi-Fi
$396
Avg. per night
View Deal

Where to stay in Wailea

Explore different neighborhoods and areas within Wailea to find the perfect location for your stay. Map data was last updated on December 12, 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 December 12, 2025.

  • How much does a vacation rental in Wailea cost?

    $616 per night is how much a vacation rental in Wailea costs, on average. $140 per night was the cheapest price recently found by our users, though anything for $485 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 April, and the cheapest time to book is October.

  • What is the best Wailea vacation rental?

    Palms at Wailea Maui has a 8.4 rating from 180 users, making it the best Wailea vacation rental based on our data.

  • What’s the closest vacation rental to Kahului Airport?

    It’s only 13.8 mi from Kahului Airport to Palms at Wailea Maui (the nearest Wailea vacation rental to the airport).

  • What’s the most popular vacation rental in Wailea near The Spa at Four Seasons Resort Maui?

    If you’re looking for a vacation rental close to The Spa at Four Seasons Resort Maui while in Wailea, then the most popular is Palms at Wailea Maui with a 8.4/10 review score from 180 users. The distance from The Spa at Four Seasons Resort Maui to Palms at Wailea Maui is 1.3 mi.

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