2886 Liholani St
MakawaoHI96768
Cheap Homes for Rent in Wailea, HI from $1,200 (10 Rentals)
Search the lowest-cost Homes available for rent right now in Wailea.
465 Copp Rd
KulaHI96790
13 Waikalani Pl
KiheiHI96753
72 Keala Pl
KiheiHI96753
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40 Huina Pl
KulaHI96790
170 Kuli Puu St
KiheiHI96753
218 Kauhaa St
KiheiHI96753
1156-A S Kihei Rd
KiheiHI96753
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Wailea, HI Local Guide
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How much does it cost to rent a home in Wailea?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Wailea 2 Bedroom Homes for Rent | $3,634 | $2,600 | $7,000 |
| Wailea 3 Bedroom Homes for Rent | $7,593 | $3,700 | $10,000+ |
| Wailea 4 Bedroom Homes for Rent | $6,466 | $5,000 | $7,900 |
| Wailea 5 Bedroom Homes for Rent | $7,500 | $7,500 | $7,500 |
Browse Top Homes for Rent in Wailea
Explore Wailea
Wailea, HI Local Guide
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Cheapest Available Wailea Apartments for Rent and Nearby
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Kaulana Mahina | Uala - Affordable 140 | 2BR,1BA | $2,689 |
Best Value Apartments for Rent in Wailea, HI and Nearby
As of July 23, 2025 the best value apartment in the Wailea area is the $2.77 price per square foot 214 A Kuli Puu St Model at 214 A Kuli Puu St, Unit Main House 214 - 2 story in the starting from $6,700. The second greatest value Wailea apartment is the 'O'io Model at Kaulana Mahina starting at $2,863 with a $5.09 price per square foot in the Wailuku Ahupua`a neighborhood. Here is today’s list of the best values for Wailea apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 214 A Kuli Puu St, Unit Main House 214 - 2 story | 214 A Kuli Puu St | 4BR,3BA | $2.77 |
| Kaulana Mahina | 'O'io | 1BR,1BA | $5.09 |
| 170 Kuli Puu St, Unit S.Kihei Cottage | 170 Kuli Puu St | 1BR,1BA | $5.20 |
| 341B Lani Place, Unit B | 341B Lani Place | 2BR,1BA | $5.79 |
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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.
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.
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.
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.
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.