Luxury Homes for Rent in Wailea, HI (42 Rentals)

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The most luxurious Homes in Wailea with high-end amenities, features, and finishes.

property at 160 Keonekai Rd

160 Keonekai Rd

KiheiHI96753
property at 140 Uwapo Rd

140 Uwapo Rd

KiheiHI96753
property at 203 Heleuma Pl

203 Heleuma Pl

KiheiHI96753
property at 454 Hoolawa Rd

454 Hoolawa Rd

HaikuHI96708
Showing Results 1-42, Page 1 of 1

Wailea, HI Local Guide

Quick Rent Budget Calculator

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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Frequently Asked Questions about Wailea

What type of rentals are currently available in Wailea?

There are currently 43 Apartments for Rent in Wailea, HI with pricing that ranges from $1,741 to $6,700. There are also 48 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wailea ranging from $1,200 to $15,000.

What is the current price range for Rental Homes in Wailea?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Wailea ranges from $1,200 to $15,000 with an average monthly rent of $4,843.

How much are larger Three and Four Bedroom Rentals in Wailea?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Wailea range from $3,000 to $5,186, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,700 to $15,000. Four Bedroom Single-Family rentals are also available starting from $5,000 and Four Bedroom Apartments start at $6,700.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

decorative image for Roommate Matching: Finding the Right Fit and Avoiding Pitfalls article

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

decorative image for The Art of the Rental Viewing: What to look for during a property tour article

The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

decorative image for Know Your Budget: Calculating What You Can Realistically Afford When Renting article

Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

decorative image for The Freedom of Short-Term Leases: Exploring the Advantages for Renters article

The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.