Insights
Cheapest hotels
Where to stay

Holiday rentals in Wailea

Search and compare Wailea, HI holiday rentals from hundreds of travel sites on HotelsCombined and save.

Wailea, United States
1 May — 2 May2
...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for holiday rentals in Wailea

Use our HotelsCombined data-powered tips to help you find your next holiday 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 October (£212). Conversely, the most expensive month to stay in Wailea is December (£662).

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

The cheapest day to stay in Wailea is Sunday (£261). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is £585.

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 £159 per night.
Find deals

Cheapest holiday 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 £185 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 24 April 2025
For those on a budget, these are the cheapest holiday rentals available in Wailea for the selected dates. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Show all 1,476 holiday rentals
Maui Banyan Vacation Club
Maui Banyan Vacation Club

Maui Banyan Vacation Club

Kīhei, Maui, HI, United States
3.4 mi from city centre
Air conditioning
£185
Avg. per night
View Deal

Other accommodations in Wailea

Find the perfect holiday rental for your stay in Wailea. There are 1,476 hotels in Wailea and price data was last updated on 24 April 2025. The average price for a hotel in Wailea is £456/night.
Show all 1,476 stays
Wailea Grand Champions Villas - Coraltree Residence Collection
Wailea Grand Champions Villas - Coraltree Residence Collection

Wailea Grand Champions Villas - Coraltree Residence Collection

Wailea, Maui, HI, United States
0.1 mi from city centre
Air conditioning
£270
Avg. per night
View Deal
Wailea Elua Village - Coraltree Residence Collection
Wailea Elua Village - Coraltree Residence Collection

Wailea Elua Village - Coraltree Residence Collection

Wailea, Maui, HI, United States
0.1 mi from city centre
Air conditioning
£475
Avg. per night
View Deal
Makena Surf- Coraltree Residence Collection
Makena Surf- Coraltree Residence Collection

Makena Surf- Coraltree Residence Collection

4850 Makena Alanui, Wailea, Maui, HI, United States
2.1 mi from city centre
Free Wi-Fi
Parking
£634
Avg. per night
View Deal
Palms at Wailea Maui
Palms at Wailea Maui

Palms at Wailea Maui

3200 Wailea Alanui Dr, Wailea, Maui, HI, United States
0.6 mi from city centre
Free Wi-Fi
Parking
£323
Avg. per night
View Deal
Wailea Beach Villas
Wailea Beach Villas

Wailea Beach Villas

3800 Wailea Alanui Drive, Wailea, Maui, HI, United States
0.4 mi from city centre
Free Wi-Fi
Parking
£1,146
Avg. per night
View Deal

Where to stay in Wailea

Explore different neighbourhoods and areas within Wailea to find the perfect location for your stay. Map data was last updated on 24 April 2025.
Navigate to the areas in Wailea you plan to visit to find holiday rentals that are close by. Clicking on a holiday 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 24 April 2025.

  • How much does a holiday rental in Wailea cost?

    Wailea holiday rentals are £457/night on average. However, you may find that prices fluctuate depending on the time of year. For example, December is the most expensive month to book a holiday rental in Wailea, and March is often the cheapest month to book. Recently, our users found rentals for £88/night - which is currently the cheapest price. Keep in mind that anything £379/night or less is still considered a good deal.

  • Are there any Resort holiday rentals in Wailea?

    If you’re looking to book a Resort holiday rental in Wailea, then you have 8 to choose from. We recommend looking at Four Seasons Resort Maui At Wailea as it’s currently the most popular Resort rental among our users.

Find better results for your stay in Wailea