Luxury Homes for Rent in Wailea, HI (74 Rentals)

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

property at 160 Keonekai Rd

$2,500 - $2,550

2 Bedroom Rentals

Available May 15

160 Keonekai Rd

KiheiHI96753

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

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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property at 2657 Moolio Pl

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000
Total Monthly Price
$5,000

4 Bedroom, 3 Bath Home for Rent

Available Now

2657 Moolio Pl

KiheiHI96753
Showing Results 1-50, Page 1 of 2

Wailea, HI Local Guide

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Quick Rent Budget Calculator

How much rent can you afford?

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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Wailea, HI Rentals by Map

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See the most popular apartments and homes in Wailea, HI

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Frequently Asked Questions about Wailea

What type of rentals are currently available in Wailea?

There are currently 36 Apartments for Rent in Wailea, HI with pricing that ranges from $1,900 to $10,979. There are also 75 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wailea ranging from $2,400 to $11,500.

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 $2,400 to $11,500 with an average monthly rent of $5,198.

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 $3,100 to $4,800, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,950 to $11,500. Four Bedroom Single-Family rentals are also available starting from $5,000 and Four Bedroom Apartments start at $5,950.

Expert Rental Resources

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.

Articles, How-To's, and Tips

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.