A wooden sign for Keawa'i Church with a stone building and palm trees in the background.

Wailea-Makena holiday lettings

We found 4,982 holiday rentals — enter your dates for availability

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Find properties near top attractions in Wailea-Makena

A beach with palm trees, a row of beach umbrellas, and a green boat on the grass.

1

Wailea Beach

A beach with palm trees, a hotel, and the ocean.

2

Keawakapu Beach North

A beach with clear turquoise water, a person in the water, and a mountain in the background.

3

Maluaka Beach

A beach with clear blue water, a sandy shore, and a mountain in the background.

4

Kamaole Beach Park 3

A coastal landscape with a sandy beach, turquoise waters, and a hill with dense vegetation.

5

Makena State Park Beach

A dessert on a white plate with a strawberry and mint garnish.

6

Shops at Wailea

A beach with lush greenery, palm trees, and a clear blue ocean.

7

Polo Beach

A calm sea with a rainbow, palm trees, and a cloudy sky.

8

Ulua Beach

A beach with people sunbathing, umbrellas, and waves.

9

Little Beach

A coastal area with rocky shores, clear blue water, and lush greenery.

10

Makena Landing Park

Find the best place to stay - Wailea-Makena

Aston Maui Hill

Image of Aston Maui Hill

Sleeps 4

Wailea Ekahi - CoralTree Residence Collection

Image of Wailea Ekahi - CoralTree Residence Collection

Sleeps 4 · 1 bedroom

Upgraded unit with Panoramic Ocean and Mountain Views

Image of Upgraded unit with Panoramic Ocean and Mountain Views

Premier Host

Sleeps 5 · 2 bedrooms · 2 bathrooms

Makena Surf - CoralTree Residence Collection

Image of Makena Surf - CoralTree Residence Collection

Grand Champions by KBM

Image of Grand Champions by KBM

Sleeps 4 · 1 bedroom

Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled

Image of Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled

Premier Host

Sleeps 6 · 3 bedrooms · 2 bathrooms

Top rated rentals - Wailea-Makena

Kihei Ali'i Kai Condos with Free Parking

Image of  Kihei Ali'i Kai Condos with Free Parking

Aston Maui Hill

Image of Aston Maui Hill

Frequently Asked Questions

What is the best area to stay in Wailea-Makena when booking a holiday rental?

Makena is one of the more popular locations to find a holiday home in Wailea-Makena. Searching for some awesome things to see and do in this destination? Be sure to check out Makena State Park Beach and Maluaka Beach.

What is the most popular type of holiday rental accommodation in Wailea-Makena?

The most popular types of holiday rentals in Wailea-Makena are condos. Ready for more choices? Vrbo offers a variety of options to match the diverse needs of our guests, so you'll see properties in lots of sizes and shapes. The ideal home away from home is waiting for you — snap up yours today.

How much does it cost to rent a holiday rental in Wailea-Makena?

The average price for a holiday rental in Wailea-Makena is determined by a number of factors, including length of stay, season and property type. Whether you'd like a sprawling villa with space for the whole family or a cosy cottage for just you and your sweetheart, just add your dates of travel to see stays with unbeatable value.

How much does it cost to rent a beach house in Wailea-Makena?

The average price for a holiday rental close to the beach in Wailea-Makena depends on when you're visiting the area and the style and size of property you're searching for. You can easily and quickly find prices on Vrbo by entering your destination and preferred travel dates. Then use our filter tool to pick the number of bedrooms and amenities that you prefer, like a pool, WiFi and air conditioning.

What are popular rental amenities in Wailea-Makena?

The most popular rental amenities people are searching for in Wailea-Makena include a stovetop, a fridge and a microwave oven. Whether you're on a trip with pals, family or even pets, Vrbo holiday homes have the best amenities for fun and relaxation with the people that matter most.

Are there large group holiday rentals in Wailea-Makena?

Choose from 12 properties in Wailea-Makena that can sleep 10 or more people. Whether you're organising a family holiday or some kind of special event, there's plenty of space to get your favourite people together under the same roof.

What are the top attractions for families in Wailea-Makena?

You'll find loads of fun things to do and see with the family in Wailea-Makena, such as:

Can I find two-bedroom holiday rentals in Wailea-Makena?

You can select from 966 two-bedroom holiday rentals in Wailea-Makena. Put your little ones in the second room or maybe fill it with a couple of your best friends. There's plenty of space for whoever's fortunate enough to be coming along.

Are there holiday rentals with WiFi in Wailea-Makena?

Whether you want to keep up with the news, reply to emails or surf social networks, there are 1,102 holiday homes with WiFi in Wailea-Makena. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

How old do you have to be to rent a holiday rental in Wailea-Makena?

The minimum age permitted can differ between properties on Vrbo, so be sure to look at the rules of the holiday rental in Wailea-Makena you want to book. But normally, it's 16, 18 or 21.

How long can I rent a holiday rental in Wailea-Makena for?

The amount of time you can rent a Wailea-Makena holiday rental for depends on the property. Just enter your travel dates to browse options offering longer term stays. They come with the things you need to make your extended getaway more enjoyable and convenient, such as laundries and air conditioning. Some Vrbo holiday homes may also offer discounted weekly or monthly prices, so you can hang around longer for less.

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