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Wailea Vacation Rentals

Find the best deals on 1,101 vacation rentals in Wailea

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Top rentals in Wailea

Find the perfect Wailea vacation rental for your needs
Palms at Wailea #2205 2 Bedrooms 2 Bathrooms Condo
Palms at Wailea #2205 2 Bedrooms 2 Bathrooms Condo
9.8
$47
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189/nt October 2018- Five Star Reviews ! Clean, comfortable and very spacious
189/nt October 2018- Five Star Reviews ! Clean, comfortable and very spacious
9.6
$325
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Feel The Aloha!! Affordable 1br W/Sofa Sleeper.
Feel The Aloha!! Affordable 1br W/Sofa Sleeper.
9.5
$230
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Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views
Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views
9.9
$377
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Fantastic Wailea Ekahi Beachfront Condo 45F
Fantastic Wailea Ekahi Beachfront Condo 45F
10.0
$328
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Nalu Kai Lodge
Nalu Kai Lodge
7.9
$40
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Leinaala Oceanfront #105 Panoramic Ocean View, Great Rates 2bd/1ba, Sleeps 4
Leinaala Oceanfront #105 Panoramic Ocean View, Great Rates 2bd/1ba, Sleeps 4
7.8
$377
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Wailea Ekolu #503
Wailea Ekolu #503
9.1
$414
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Soooooo Close to the Beach & Completely Remodeled! Relax to the Sound of Waves
Soooooo Close to the Beach & Completely Remodeled! Relax to the Sound of Waves
9.8
$434
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Kamaole Sands, bldg 9, remodeled, ground floor, across the street from the beach
Kamaole Sands, bldg 9, remodeled, ground floor, across the street from the beach
10.0
$293
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1C - 3 Minute Walk to the Beach, Updated, Well-Equipped, See Reviews
1C - 3 Minute Walk to the Beach, Updated, Well-Equipped, See Reviews
9.4
$315
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Hale Kamaole #344 - 2 Br Condo
Hale Kamaole #344 - 2 Br Condo
9.0
$78
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Wailea Ekahi 37c - One Bedroom Condo
Wailea Ekahi 37c - One Bedroom Condo
5.0
$145
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Wailea Ekolu #607
Wailea Ekolu #607
9.8
$310
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Kihei Akahi D-313
Kihei Akahi D-313
$201
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Hale Kai O'Kihei 305
Hale Kai O'Kihei 305
7.7
$286
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Wailea Ekolu Village
Wailea Ekolu Village
9.5
$404
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#1 Beautiful Kamaole Sands 1bedroom/2bath Condo
#1 Beautiful Kamaole Sands 1bedroom/2bath Condo
9.1
$206
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Apartment Kamaole Nalu 2 Bedroom Maui
Apartment Kamaole Nalu 2 Bedroom Maui
$348
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Kamaole Sands - Maui Condo & Home
Kamaole Sands - Maui Condo & Home
7.9
$296
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When to book a vacation apartment in Wailea

Check out the tips below to find the best deal on a Wailea vacation rental property
Low Season
April
High Season
March

cheapest month to stay

32%

expected price decrease

most expensive time to stay

26%

expected price increase

Price
$224 - $434
Highest day of week
Sunday
Cheapest day of week
Wednesday

av. price over the last two weeks

Average price (weeknight)

$540

av. price over the last two weeks

av. price over the last two weeks

Average price (weekend night)

$750

av. price over the last two weeks


Cheapest vacation rentals in Wailea

Our lowest priced vacation apartments and property rentals for a cheaper way to stay in Wailea
Nalu Kai Lodge
Nalu Kai Lodge
7.9
$40
Apartment Kamaole Nalu 2 Bedroom Maui
Apartment Kamaole Nalu 2 Bedroom Maui
$348
Wailea Ekahi 37c - One Bedroom Condo
Wailea Ekahi 37c - One Bedroom Condo
5.0
$145
Kamaole Sands - Maui Condo & Home
Kamaole Sands - Maui Condo & Home
7.9
$296

Wailea vacation apartments & rental properties FAQ

How long do people typically book vacation apartments for in Wailea?

A vacation apartment rental booking of around 4 nights is most popular for those visiting Wailea.

How much does a vacation rental apartment in Wailea cost?

Renting a vacation apartment in Wailea will see a range in pricing typically determined by the season, location of the apartment and the number of rooms required. Recently, a typical search for apartment rentals in Wailea suggests an average of $228 per night.

When is the best time to book a vacation rental in Wailea?

Vacation apartments in Wailea are often cheapest in April - rental prices can be around 32% lower than the average during this period.

Hotel deals North America United States Hawaii Wailea Vacation Rentals in Wailea