Luxury Homes for Rent in Wailea, HI (61 Rentals)

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

property at 3676 Lower Honoapiilani Rd

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650
Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

3676 Lower Honoapiilani Rd, Unit A303

3676 Lower Honoapiilani Rd
LahainaHI96761
property at 480 Kenolio Rd

$2,750 - $2,895

2 Bedroom Rentals

Available Now

480 Kenolio Rd

KiheiHI96753

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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property at 160 Keonekai Rd

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200
Total Monthly Price
$3,200

2 Bedroom, 1.5 Bath Condo for Rent

Available Jul 1

160 Keonekai Rd, Unit Keonekai Villages

160 Keonekai Rd
KiheiHI96753
property at 3676 Lower Honoapiilani Rd

$3,450

Total Monthly Price

Total Monthly Price

Base Rent
$3,450
Total Monthly Price
$3,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

3676 Lower Honoapiilani Rd, Unit F102

3676 Lower Honoapiilani Rd
LahainaHI96761

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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property at 15 Abbey Ln

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000

3 Bedroom, 2 Bath Condo for Rent

Available Now

15 Abbey Ln, Unit 432

15 Abbey Ln
LahainaHI96761

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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Showing Results 1-50, Page 1 of 2

Wailea, HI Local Guide

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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 44 Apartments for Rent in Wailea, HI with pricing that ranges from $1,200 to $12,691. There are also 66 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wailea ranging from $1,900 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 $1,900 to $11,500 with an average monthly rent of $4,218.

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

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.