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Wailea, HI Homes for Rent

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  • 10 Kai Malu Dr Unit 301, Kihei, HI 96753
    10 Kai Malu Dr Unit 301, Kihei, HI 96753
    10 Kai Malu Dr Unit 301, Kihei, HI 96753
    /36

    $15,000 per month

    • 4 Beds
    • 4 Baths
    • 2,587 Sq Ft
    • Condo for Rent

    10 Kai Malu Dr Unit 301, Kihei, HI 96753

    Luxury long-term rental at Lai Loa in Wailea. This spacious 4-bedroom, 3.5-bath penthouse residence offers approximately 2,587 square feet of interior living space with modern island design, central air conditioning, and an attached one-car garage. Residence 301 is one of the exclusive full-floor Penthouse residences occupying the entire third level, offering enhanced privacy and elevated

    Adam Alexander Maui Resort Realty

    10 Kai Malu Dr Unit 301, Kihei, HI 96753
  • 380 Kai Malu Place, Kihei, HI 96753
    380 Kai Malu Place, Kihei, HI 96753
    380 Kai Malu Place, Kihei, HI 96753
    /23

    $6,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,852 Sq Ft
    • Townhouse for Rent

    380 Kai Malu Place, Kihei, HI 96753

    This property at 380 Kai Malu Pl features 3 bedrooms and 2.5 bathrooms within a total living space of 1,852 square feet. The living room offers ample space for relaxation and entertainment, while the kitchen includes modern amenities for convenience. Each bedroom is designed for comfort, with adequate storage options. The bathrooms are equipped with both tub and shower facilities. Additional

    380 Kai Malu Place, Kihei, HI 96753
  • 2747 S Kihei Rd Unit F109, Kihei, HI 96753
    2747 S Kihei Rd Unit F109, Kihei, HI 96753
    2747 S Kihei Rd Unit F109, Kihei, HI 96753
    /24

    $2,800 per month

    • 2 Beds
    • 2 Baths
    • 733 Sq Ft
    • Condo for Rent

    2747 S Kihei Rd Unit F109, Kihei, HI 96753

    This adorable condo says 'welcome home' as soon as you open the door. It is fully furnished, has two bedroom, two bath and new floors, fresh paint, linens, drapes and is ready for you to move-in. An in-unit washer/dryer adds to the feeling of 'home'. Enjoy the convenience of a parking stall directly outside the front door. A second vehicle can be accommodated across the lot on a first-come,

    P. Denise La Costa La Costa Realty Hawai'i LLC

    2747 S Kihei Rd Unit F109, Kihei, HI 96753
  • 197 Holokahiki Ln Unit 104, Wailea, HI 96753
    197 Holokahiki Ln Unit 104, Wailea, HI 96753
    197 Holokahiki Ln Unit 104, Wailea, HI 96753
    /30

    $11,000 per month

    • 3 Beds
    • 3 Baths
    • 1,574 Sq Ft
    • Condo for Rent

    197 Holokahiki Ln Unit 104, Wailea, HI 96753

    Just moments from the iconic Four Seasons Resort in Wailea, this fully redesigned townhome offers exceptional access to world-class oceanfront amenities while maintaining privacy within the prestigious Makalii community. This 3-bedroom, 3-bath residence with a 2-car garage is a high-elevation corner unit, providing enhanced privacy, full south-facing exposure, and dynamic ocean views with

    197 Holokahiki Ln Unit 104, Wailea, HI 96753
  • 3950 Kalai Waa St Unit M202, Kihei, HI 96753
    3950 Kalai Waa St Unit M202, Kihei, HI 96753
    3950 Kalai Waa St Unit M202, Kihei, HI 96753
    /55

    $4,150 per month

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft
    • Condo for Rent

    3950 Kalai Waa St Unit M202, Kihei, HI 96753

    3950 Kalai Waa St Unit M202, Kihei, HI 96753
  • 197 Holokahiki Ln Unit 104- 6B, Wailea, HI 96753
    197 Holokahiki Ln Unit 104- 6B, Wailea, HI 96753
    197 Holokahiki Ln Unit 104- 6B, Wailea, HI 96753
    /16

    $10,000 per month

    • 3 Beds
    • 3 Baths
    • 1,574 Sq Ft
    • Condo for Rent

    197 Holokahiki Ln Unit 104- 6B, Wailea, HI 96753

    Just moments from the iconic Four Seasons Resort in Wailea, this fully redesigned townhome offers exceptional access to world-class oceanfront amenities while maintaining privacy within the prestigious Makalii community. This 3-bedroom, 3-bath residence with a 2-car garage is a high-elevation corner unit, providing enhanced privacy, full south-facing exposure, and dynamic ocean views with

    Amanda Cooper Keller Williams Realty Maui-Ka

    197 Holokahiki Ln Unit 104- 6B, Wailea, HI 96753
  • 3150 Wailea Alanui Dr Unit 3805, Kihei, HI 96753
    3150 Wailea Alanui Dr Unit 3805, Kihei, HI 96753
    3150 Wailea Alanui Dr Unit 3805, Kihei, HI 96753
    /13

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft
    • Condo for Rent

    3150 Wailea Alanui Dr Unit 3805, Kihei, HI 96753

    Available now - 6-month minimum lease term Apply online with the zillow platform Rent is Plus Tax (GET) Available for showing to approved applicants only. Furnished Wailea Palms Residence. Ocean view from lanai and master bedroom. New A/C systems in 2019. New living room furniture in 2022.

    Robert McDaniel Wailea Vacation Rentals

    3150 Wailea Alanui Dr Unit 3805, Kihei, HI 96753
  • 83 Kainehe Place Unit 9B, Kihei, HI 96753
    83 Kainehe Place Unit 9B, Kihei, HI 96753
    83 Kainehe Place Unit 9B, Kihei, HI 96753
    /23

    $7,300 per month

    • 3 Beds
    • 3 Baths
    • 1,796 Sq Ft
    • Condo for Rent

    83 Kainehe Place Unit 9B, Kihei, HI 96753

    Experience the epitome of resort living in the heart of Wailea with this stunning, fully furnished Kai Malu home. This property boasts three spacious bedrooms and 2.5 well-appointed bathrooms, offering ample space for relaxation and comfort. The home is nestled within a secure, gated community, providing an added layer of peace of mind. The two-car garage offers plenty of room for vehicles or

    Dan Macdonell Hawaii Life (W)

    83 Kainehe Place Unit 9B, Kihei, HI 96753
  • 2575 S Kihei Rd Unit SI ID1295755P, Kihei, HI 96753
    2575 S Kihei Rd Unit SI ID1295755P, Kihei, HI 96753
    2575 S Kihei Rd Unit SI ID1295755P, Kihei, HI 96753
    /20

    $16,529 per month

    • 1 Bed
    • 1 Bath
    • 968 Sq Ft
    • Condo for Rent

    2575 S Kihei Rd Unit SI ID1295755P, Kihei, HI 96753

    The advertised rate of $16,530/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2575 S Kihei Rd Unit SI ID1295755P, Kihei, HI 96753
  • 2695 S Kihei Rd Unit SI ID1295784P, Kihei, HI 96753
    2695 S Kihei Rd Unit SI ID1295784P, Kihei, HI 96753
    2695 S Kihei Rd Unit SI ID1295784P, Kihei, HI 96753
    /37

    $5,961 per month

    • 1 Bed
    • 2 Baths
    • 893 Sq Ft
    • Condo for Rent

    2695 S Kihei Rd Unit SI ID1295784P, Kihei, HI 96753

    The advertised rate of $5,962/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2695 S Kihei Rd Unit SI ID1295784P, Kihei, HI 96753
  • 155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, HI 96753
    155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, HI 96753
    155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, HI 96753
    /31

    $7,645 per month

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, HI 96753

    The advertised rate of $7,599/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 10, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, HI 96753
  • 2695 S Kihei Rd Unit SI ID1295773P, Kihei, HI 96753
    2695 S Kihei Rd Unit SI ID1295773P, Kihei, HI 96753
    2695 S Kihei Rd Unit SI ID1295773P, Kihei, HI 96753
    /45

    $5,700 per month

    • 1 Bed
    • 2 Baths
    • 893 Sq Ft
    • Condo for Rent

    2695 S Kihei Rd Unit SI ID1295773P, Kihei, HI 96753

    The advertised rate of $5,701/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 5, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2695 S Kihei Rd Unit SI ID1295773P, Kihei, HI 96753
Hawaii Maui County Wailea

Homes for Rent in Wailea, HI

Frequently Asked Questions

What are the most popular zip codes in Wailea, HI for renters?
The most popular zip codes in Wailea, HI for renters include 96753, 96768, 96732, 96793 and 96761.
How to Rent a Home

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