
Cheap Homes for Rent in Wailea, HI from $2,200 (6 Rentals)
Search the lowest-cost Homes available for rent right now in Wailea.


3360 Kuaua Pl

2653 S Kihei Rd

1450 S Kihei Rd

156 HULIPUU

160 Keonekai Rd
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 | $4,170 | $2,500 | $7,500 |
Wailea 3 Bedroom Homes for Rent | $7,895 | $2,850 | $10,000+ |
Wailea 4 Bedroom Homes for Rent | $7,942 | $6,985 | $8,900 |
Wailea 5 Bedroom Homes for Rent | $7,295 | $7,295 | $7,295 |
Wailea 6 Bedroom Homes for Rent | $13,500 | $10,000 | $10,000+ |
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 | O`lo - Affordable 100 | 1BR,1BA | $2,059 |
Best Value Apartments for Rent in Wailea, HI and Nearby
As of April 12, 2025 the best value apartment in the Wailea area is the $3.83 price per square foot 2747 S Kihei Rd Model at 2747 S Kihei Rd, Unit I101 in the starting from $3,950. The second greatest value Wailea apartment is the 545 Halalai Pl Model at 545 Halalai Pl, Unit Garden apartment starting at $2,800 with a $3.50 price per square foot . 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. |
---|---|---|---|
2747 S Kihei Rd, Unit I101 | 2747 S Kihei Rd | 3BR,2BA | $3.83 |
545 Halalai Pl, Unit Garden apartment | 545 Halalai Pl | 2BR,1BA | $3.50 |
2511 Kalanikahua Rd, Unit Haiku Heaven | 2511 Kalanikahua Rd | 1BR,1BA | $3.21 |
138 Kinohi Loa Loop, Unit 1 | 138 Kinohi Loa Loop | 1BR,1BA | $2.06 |
148 Hoomoku Street, Unit upstairs | 148 Hoomoku Street | Studio ,1BA | $3.91 |
Kaulana Mahina | 'O'io | 1BR,1BA | $5.09 |
170 Kuli Puu St, Unit S.Kihei Cottage | 170 Kuli Puu St | 1BR,1BA | $5.55 |
40 Puia Pl, Unit Makawao | 40 Puia Pl | 1BR,1BA | $6.25 |
154 Kupuna St, Unit D | 154 Kupuna St | Studio ,1BA | $6.83 |
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Frequently Asked Questions about Wailea
What type of rentals are currently available in Wailea?
There are currently 50 Apartments for Rent in Wailea, HI with pricing that ranges from $1,400 to $5,375. There are also 36 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wailea ranging from $2,225 to $14,000.
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 $2,225 to $14,000 with an average monthly rent of $7,379.
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.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.