
Luxury Homes for Rent in Wailea, HI (70 Rentals) Page 2 of 2
The most luxurious Homes in Wailea with high-end amenities, features, and finishes.


60 Moana Ave

83 Kainehe Pl

29 Waikai St

181 Iliwai Loop

36 Kai Malu Dr

3171 S Noho Loihi Way

203 Heleuma Pl

161 Holomoana Way

161 Holomoana Wy

106 Kai la Pl

2387 S Kihei Rd, Unit SI ID1223629P

190 Hauoli St, Unit SI ID1036014P

100 Kainui Loop

155 Wailea Ike Pl, Unit SI ID1436437P

938 S Kihei Rd, Unit SI ID1035861P

2575 S Kihei Rd, Unit SI ID1436436P

60 Kai Malu Dr

30 Kai Malu Dr

2575 S Kihei Rd, Unit SI ID1436434P
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 | $4,215 | $2,714 | $8,000 |
| Wailea 3 Bedroom Homes for Rent | $6,142 | $2,950 | $10,000+ |
| Wailea 4 Bedroom Homes for Rent | $6,115 | $5,000 | $7,995 |
| Wailea 5 Bedroom Homes for Rent | $7,000 | $7,000 | $7,000 |
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Frequently Asked Questions about Wailea
What type of rentals are currently available in Wailea?
There are currently 39 Apartments for Rent in Wailea, HI with pricing that ranges from $1,900 to $13,621. There are also 73 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wailea ranging from $2,400 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 $2,400 to $11,500 with an average monthly rent of $5,227.
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 $3,100 to $4,800, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,950 to $11,500. Four Bedroom Single-Family rentals are also available starting from $5,000 and Four Bedroom Apartments start at $5,950.
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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.