
Homes for Rent in Wailea, HI (51 Rentals)


1450 S Kihei Rd, Unit D104

3950 Kalai Waa St, Unit M202

380 Kai Malu Pl

2575 S Kihei Rd

4471 Lower Honoapiilani Rd

2575 S Kihei Rd

155 Wailea Ike Pl

938 S Kihei Rd

2695 S Kihei Rd
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.

155 Wailea Ike Pl

2695 S Kihei Rd

1032 S Kihei Rd

938 S Kihei Rd

679 S Kihei Rd

2381 S Kihei Rd

2570 Hunakai St

29 Uilani St

591 Kumulani Dr

293 Alaume St
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.

85 Walaka St

160 Keonekai Rd

1450 S Kihei Rd

169 Ahekolo Pl

2135 S Kihei Rd

2651 Moolio Pl

99 Walaka St

2747 S Kihei Rd

2495 S Kihei Rd

3950 Kalai Waa St
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.

2757 S Kihei Rd

30 Kai Ani Ln

101 Kai la Pl

561 Kaleo Pl

67 Wailea Gateway Pl

534 Hoala Dr

71 Wailea Gateway Pl

83 Kainehe Pl

3505 Hookipa Pl

29 Waikai St

60 Moana Ave

181 Iliwai Loop

101 Holomoana Wy

161 Holomoana Wy

161 Holomoana Way

100 Kainui Loop

215 Kamakoi Loop

36 Kai Malu Dr

35 Katie Ln

46 Polohina Ln, Unit 5
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 | $4,978 | $2,800 | $10,000+ |
| Wailea 3 Bedroom Homes for Rent | $6,599 | $3,500 | $10,000+ |
| Wailea 4 Bedroom Homes for Rent | $8,598 | $7,800 | $10,000+ |
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Wailea, HI Local Guide
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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.
Read ArticleThe 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.
Read ArticleCash 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.
Read ArticleHow a Move-In Inspection Can Protect Your Security Deposit
Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.
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!
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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 49 Apartments for Rent in Wailea, HI with pricing that ranges from $1,795 to $21,937. There are also 50 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wailea ranging from $1,800 to $11,000.
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 $1,800 to $11,000 with an average monthly rent of $5,670.
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 $3,200 to $5,899, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,500 to $11,000. Four Bedroom Single-Family rentals are also available starting from $7,800 and Four Bedroom Apartments start at $3,900.
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

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.

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.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.