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Newest Homes for Rent in Wailea, HI

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  • /12

    $2,750 per month

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

    2747 S Kihei Rd Unit J003, Kihei, HI 96753

    Property Id: 24779262bd/2ba Ground floor unit at Kihei Shores. Partially furnished w/ laminate flooring throughout. One assigned parking space, walking distance to the beach, gated pool on site, washer/dryer and dishwasher in unit, one assigned parking space. Water, trash and basic cable included in rent.Available NowRental process: 1. Complete a drive by of the

    2747 S Kihei Rd Unit J003, Kihei, HI 96753
  • /20

    $3,650 per month

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

    2747 S Kihei Rd Unit A308, Kihei, HI 96753

    Property Id: 1844939Beautifully remodeled and fully furnished 2BR/2BA condo in the heart of Kihei, Maui — perfect for traveling medical professionals. This spacious unit includes A/C, in-unit laundry, a fully stocked kitchen, and all utilities included. Relax on your private lanai with stunning ocean and sunset views. Just 1 block from Kamaole Beach Park III and walking distance to

    2747 S Kihei Rd Unit A308, Kihei, HI 96753
  • /22

    $5,000 total monthly price

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft
    • House for Rent

    2657 Moolio Place, Kihei, HI 96753

    Located in one of south Kihei's most desirable neighborhoods. This home offers excellent proximity to beaches, dining & shopping. Featuring wood & tiled floors, under-mount sinks, granite counters, fine quality fixtures & double garage doors. The floor plan is very spacious with lots windows. The upper level lanai is great for outdoor entertaining & dining. The custom kitchen boasts granite

    2657 Moolio Place, Kihei, HI 96753
  • /70

    $3,800 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,022 Sq Ft
    • Condo for Rent

    50 Kihalani St Unit Pet Friendly Kihei Condo, Kihei, HI 96753

    Beautiful, pet-friendly 3 bedroom condo at the start of Kihei. Your top floor (2nd story) home at Kamalani has beautiful views of Haleakala and plenty of green space right out your door. Pets are welcome! Air conditioning AND ceiling fans throughout. Kamalani is a fantastic neighborhood and close to it all. Easy commute to everywhere on the island and close to biking trails, restaurants, beaches,

    50 Kihalani St Unit Pet Friendly Kihei Condo, Kihei, HI 96753
  • /25

    $8,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,602 Sq Ft
    • House for Rent

    203 Heleuma Place, Kihei, HI 96753

    Spacious 3-bedroom plus tatami room, 3.5-bath home with private yard and pool in gated Wailea Kialoa. Includes 2-car garage, multiple storage rooms, and well-designed living spaces across three floors. Secure, quiet, and well-maintained. Please do not call.

    Nana Minegishi Starts International HI, Inc.

    203 Heleuma Place, 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
  • /20

    $9,186 per month

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

    155 Wailea Ike Place Unit SI ID1436437P, Wailea-Makena, HI 96753

    The advertised rate of $9,187/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 23, 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 ID1436437P, Wailea-Makena, HI 96753
  • /30

    $8,000 total monthly price

    • 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
  • /16

    $7,500 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
  • /23

    $7,800 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
  • /9

    $3,900 per month

    • 2 Beds
    • 1 Bath
    • 964 Sq Ft
    • House for Rent

    591 Kumulani Dr, Kihei, HI 96753

    Property Id: 516252 bed 1 Bath Ohana with independent driveway. AC in every room. Just renovated with tile through out. Extra beds in bedroom can sleep 5. Has own washer dryer, carport.

    591 Kumulani Dr, Kihei, HI 96753
  • /38

    $4,502 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 $4,502/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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
  • /20

    $6,501 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 $6,501/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 7, 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
  • /20

    $9,412 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 $9,412/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 16, 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
  • /20

    $5,179 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 $5,180/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 8, 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
  • /48

    $5,338 per month

    • 1 Bed
    • 2 Baths
    • Condo for Rent

    2575 S Kihei Rd Unit SI ID1237859P, Kihei, HI 96753

    The advertised rate of $5,338/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 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 ID1237859P, Kihei, HI 96753

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, 96793, 96768, 96732 and 96761.
How to Rent a Home