Insights
Cheapest hotels
Where to stay

Holiday hires in Wailea

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

...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.

Customise 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 day to stay in a vacation rental in Wailea?

The cheapest day to stay in Wailea is Friday ($987). On the other hand, travellers can expect to pay the most on Sunday, when the average nightly price is $1,854.

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

Save money by booking a vacation rental at least 22 days before your trip to Wailea. The lowest price found when booking 22 days ahead was $171 per night.

Find deals

Cheapest holiday rentals in Wailea, Hawaii

For those on a budget, these are the cheapest holiday rentals available in Wailea for the selected dates. If you have the flexibility, change the dates selected to compare prices.
Palms at Wailea Maui
Palms at Wailea Maui

Palms at Wailea Maui

3200 Wailea Alanui Drive, Wailea, Maui, HI, United States
1.0 km from city centre
Free Wi-Fi
Parking
Spa
$495
Avg. per night
View deal
Wailea Grand Champions - Maui Condo & Home
Wailea Grand Champions - Maui Condo & Home

Wailea Grand Champions - Maui Condo & Home

155 Wailea Ike Place, Wailea, Maui, HI, United States
0.2 km from city centre
Free Wi-Fi
$518
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
0.3 km from city centre
Air conditioning
$805
Avg. per night
View deal

Other accommodation in Wailea

Grand Wailea, A Waldorf Astoria Resort
Grand Wailea, A Waldorf Astoria Resort

Grand Wailea, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Wailea, Maui, HI, United States
0.7 km from city centre
$1,036
Avg. per night
View deal
Andaz Maui at Wailea Resort
Andaz Maui at Wailea Resort

Andaz Maui at Wailea Resort

3550 Wailea Alanui Drive, Wailea, Maui, HI, United States
0.4 km from city centre
$1,212
Avg. per night
View deal
Palms at Wailea Maui
Palms at Wailea Maui

Palms at Wailea Maui

3200 Wailea Alanui Drive, Wailea, Maui, HI, United States
1.0 km from city centre
Free Wi-Fi
Parking
Spa
$495
Avg. per night
View deal
Hotel Wailea Maui
Hotel Wailea Maui

Hotel Wailea Maui

555 Kaukahi Street, Wailea, Maui, HI, United States
1.6 km from city centre
Free Wi-Fi
$1,099
Avg. per night
View deal
Ho olei at Grand Wailea
Ho olei at Grand Wailea

Ho olei at Grand Wailea

146 Ho'Olei Circle, Wailea, Maui, HI, United States
0.9 km from city centre
Parking
$2,887
Avg. per night
View deal

Where to stay in Wailea

Navigate to the areas in Wailea you plan to visit to find holiday rentals that are close by. More information on a given vacation rental can be accessed by clicking the holiday rental's name within the map.

Facts about staying in Wailea

  • How much does a holiday rental in Wailea cost?

    $1,441 per night is how much a holiday rental in Wailea costs, on average. $221 per night was the cheapest price recently found by our users, though anything for $1,070 per night or less is a good deal. Keep in mind that Wailea holiday rental prices fluctuate throughout the year: the most expensive month to book is July, and the cheapest time to book is August.

  • What is the best Wailea holiday rental?

    The best holiday rental in Wailea is Palms at Wailea Maui, according to our user data. 180 users from HotelsCombined gave the Palms at Wailea Maui a 8.2/10 rating.

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

    If you’re looking to stay close to Kahului Airport for your trip to Wailea, then consider booking a Palms at Wailea Maui holiday rental. This holiday apartment is just 22.2 km away from the Wailea airport.

  • Are there any Resort holiday rentals in Wailea?

    If you’re looking to book a Resort holiday rental in Wailea, then you have 14 to choose from. We recommend looking at Grand Wailea, A Waldorf Astoria Resort as it’s currently the most popular Resort rental among our users.

See more FAQs

Find better results for your stay in Wailea