
Homes for Rent near Wailea, HI (62 Rentals)


295 Liholiho St, Unit LOWER LEVEL

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4471 Lower Honoapiilani Rd, Unit SI ID1035933P

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2695 S Kihei Rd, Unit SI ID1295784P

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2695 S Kihei Rd, Unit SI ID1295773P

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110 Kaanapali Shores Pl, Unit SI FL10-ID1035879P

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190 Hauoli St, Unit SI ID1036014P

601 S Papa Ave, Unit E

523 Hiilei Pl, Unit Studio

111 Kahului Beach Rd, Unit D314
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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940 S Kihei Rd, Unit SI FL3-ID1035861P

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155 Wailea Ike Pl, Unit SI ID1436437P

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1032 S Kihei Rd, Unit SI FL5-ID1035941P

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2387 S Kihei Rd, Unit SI ID1223629P

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2381 S Kihei Rd, Unit SI ID1035938P

293 Alaume St

160 Keonekai Rd, Unit 9-201

15 Kulanihakoi St, Unit 2E

529 Ekahi Way

2191 S Kihei Rd
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.

1689 S Alaniu Pl

2135 S Kihei Rd

672 Mililani Pl

2575 S Kihei Rd

2387 S Kihei Rd

532 Kupulau Dr

19 Nohokai St

3569 Malina Pl

480 Kenolio Rd

35 Walaka St
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

2624 Moolio Pl

679 Malimali St

2570 Hunakai St

1450 S Kihei Rd

10 Upena Ln

72 Keala Pl

62 Kihalani St

16 Hoohale St

3150 Waiea Pl

554 Akolea Pl
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.

172 Holomoana Wy

2747 S Kihei Rd

3950 Kalai Waa St

83 Kainehe Pl

160 Keonekai Rd

2709 Kauhale St

2531 S Kihei Rd

83 Eleu Pl

2136 Konou Pl

825 Kumulani Dr
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.
Wailea, HI Local Guide

How much does it cost to rent a home in Wailea?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Wailea 2 Bedroom Homes for Rent | $3,727 | $2,300 | $8,200 |
| Wailea 3 Bedroom Homes for Rent | $4,402 | $3,000 | $7,300 |
| Wailea 4 Bedroom Homes for Rent | $20,166 | $6,000 | $10,000+ |
| Wailea 5 Bedroom Homes for Rent | $20,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Wailea
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Wailea, HI Local Guide
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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
Read ArticleReal 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.
Read ArticleQuick 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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Wailea, HI Rentals by Map
See the most popular apartments and homes in Wailea, HI
Frequently Asked Questions about Wailea
What type of rentals are currently available in Wailea?
There are currently 53 Apartments for Rent in Wailea, HI with pricing that ranges from $1,400 to $18,055. There are also 57 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wailea ranging from $1,450 to $30,000.
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 $1,450 to $30,000 with an average monthly rent of $7,214.
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 $2,800 to $5,195, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $7,300. Four Bedroom Single-Family rentals are also available starting from $6,000 and Four Bedroom Apartments start at $5,900.
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

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.