Vacation Rentals in Wailea

Vacation Rentals in Wailea

Start comparing over 89 rentals in Wailea and book at the best price!

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Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
& higher
4.5
& higher

Best vacation rental deals in Wailea

5 nights
$6,331
$5,613
$1,122 / night
11% discount
Tue, 11/09 - Sun, 11/14
Vacation rental for 6 people, with balcony
6 pers.2 bedrooms
4.6
(3 reviews)

Vacation rentals with free cancellation

from
$541
per night
Vacation rental for 6 people, with sauna and jacuzzi as well as garden and pool, child-friendly
6 pers.2 bedrooms
FREE cancellation
4.4
(201 reviews)
from
$550
per night
Vacation rental for 4 people, with garden and pool as well as view
4 pers.1 bedroom431ft²
FREE cancellation
4.4
(611 reviews)
from
$129
per night
Vacation rental for 4 people, with pool
4 pers.1 bedroom
FREE cancellation
5.0
show all

Vacation Rentals in Wailea

from
$237
per night
Vacation rental for 6 people, with balcony
6 pers.2 bedrooms
4.5
(20 reviews)
from
$321
per night
Vacation rental for 6 people, with garden
6 pers.2 bedrooms
3.8
from
$185
per night
Vacation rental for 4 people, with balcony
4 pers.1 bedroom
from
$419
per night
Vacation rental for 5 people
5 pers.2 bedrooms
4.9
(11 reviews)
from
$244
per night
Vacation rental for 6 people
6 pers.2 bedrooms
from
$481
per night
Vacation rental for 6 people
6 pers.2 bedrooms
4.2
(21 reviews)
show all

Pet-friendly Vacation Rentals

from
$628
per night
Vacation rental for 2 people, with garden and pool as well as jacuzzi and sauna, with pets
2 pers.1 bedroom420ft²
4.5
(1627 reviews)
from
$824
per night
Vacation rental for 3 people, with sauna and jacuzzi as well as garden and pool, child-friendly
3 pers.1 bedroom592ft²
FREE cancellation
4.6
(165 reviews)
from
$622
per night
Vacation rental for 6 people, with jacuzzi and garden as well as sauna and pool, child-friendly
6 pers.1 bedroom
4.3
(305 reviews)
show all

Vacation Rentals with Pool

from
$321
per night
Vacation rental for 2 people, with balcony
2 pers.1 bedroom
4.8
(20 reviews)
from
$196
per night
Vacation rental for 4 people, with garden and pool as well as jacuzzi
4 pers.1 bedroom
4.0
(27 reviews)
from
$481
per night
Vacation rental for 6 people, with balcony
6 pers.3 bedrooms
4.4
(8 reviews)
show all

Vacation Rentals with Internet

from
$151
per night
Vacation rental for 4 people, with pool and garden as well as jacuzzi
4 pers.1 bedroom807ft²
4.8
(16 reviews)
from
$181
per night
Vacation rental for 4 people, with garden
4 pers.1 bedroom
4.3
(163 reviews)
from
$272
per night
Vacation rental for 4 people, with balcony
4 pers.1 bedroom
3.6
(14 reviews)
show all

Find Vacation Rentals in Wailea

Map

Most popular in Wailea

Pool 77
Internet 74
Pets allowed 2
Balcony/Terrace 57
TV 79
Air conditioning 80

Prices and availability

Prices

November
December
January
February
March
April
$646
Average price per week

Availabilities

November
December
January
February
March
April
50 %
Percentage of available rentals

FAQs: Vacation Rentals in Wailea

On average, what was the cost for vacation rentals in Wailea in 2020, during coronavirus pandemic?

Wailea is one of the most expensive cities in the USA. The costs for a vacation rental here amount to around $430.07 per night.

Which months allow you to save the most on vacation rentals?

Travelers who want to be budget-friendly should visit Wailea in October, May, and August, which are the months that offer the most discount, with average prices of $374.82, $389.23, and $389.51 per night, respectively, based on data collected in 2020.

When does the price of vacation rentals in Wailea go up the most?

In 2020, the month that showed the highest annual average prices in Wailea was February, with an average price of $505.79 per night. This was followed by January, with an average of $499.58, and March, with $479.53.

Do I need to plan a trip to Wailea well in advance?

In order to not have problems finding accommodation in Wailea, it is necessary to plan ahead as 73 % of rentals are usually booked, according to the data in 2020.

What are the best months for a spontaneous getaway?

The most available months are, on average, September (with an availability of 53.75%), October (47.2%), and May (36.8%), according to the trends observed in 2020.

During which months is it more difficult to find available vacation rentals?

The month with the highest average booked rental figures is April (only 6.5% of properties were available on average in 2020). Followed by July (10.2%), and March (11.5%).

How many vacation rentals does Holidu have in Wailea?

In Wailea we work with 8 different providers to give you a choice of 430 properties, so you will not be short of options!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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