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Wailea, HI Condos for Rent

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  • /20

    $11,283

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Condo for Rent

    2575 S Kihei Rd Unit SI ID1436434P, Kihei, HI 96753

    The advertised rate of $11,283/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 11, 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

    2575 S Kihei Rd Unit SI ID1436434P, Kihei, HI 96753
  • /20

    $6,522

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft
    • Condo for Rent

    2575 S Kihei Rd Unit SI ID1436436P, Kihei, HI 96753

    The advertised rate of $6,523/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 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

    2575 S Kihei Rd Unit SI ID1436436P, Kihei, HI 96753
  • /13

    $3,000

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 750 Sq Ft
    • Condo for Rent

    160 Keonekai Rd Unit Keonekai Villages, Kihei, HI 96753

    Keonekai Villages / South Kihei / Furnished . This 2 bed, 1.5 bath second floor condo Features split A/C in the living room and both bedrooms, solid bamboo flooring, custom cabinetry, full size front-loader stackable washer and dryer, and a serene outdoor space on your own private covered lanai. In a great location situated near the entrance to the complex, parking could not be more convenient

    160 Keonekai Rd Unit Keonekai Villages, Kihei, HI 96753
  • /9

    $3,650 Per Month

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

    3950 Kalai Waa St, Kihei, HI 96753

    Wailea Fairway Villas - 2 bedroom 2 bath nicely furnished upstairs unit. This property is located on the Wailea Blue Golf Course and has a pool, jacuzzi, barbecue and gym. Close to beautiful beaches, great shopping and restaurants. Washer and dryer in unit, dishwasher, and split AC system. Two parking stalls - one assigned, one unassigned. Rent - $3,650/mo. plus GET $171.99. Tenant pays electric

    Jenny Meekhof AA Oceanfront Rentals & Sales

    3950 Kalai Waa St, Kihei, HI 96753
  • /49

    $21,268

    Total Monthly Price

    • 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 $21,268/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 21, 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

    155 Wailea Ike Place Unit SI ID1436437P, Wailea-Makena, 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
  • /37

    $6,671

    Total Monthly Price

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

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

    The advertised rate of $6,671/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 19, 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
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    $8,573

    Total Monthly Price

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

    2575 S Kihei Rd Unit SI ID1295752P, Kihei, HI 96753

    The advertised rate of $8,573/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 18, 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 ID1295752P, Kihei, HI 96753
  • /33

    $7,229

    Total Monthly Price

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

    2575 S Kihei Rd Unit SI ID1295749P, Kihei, HI 96753

    The advertised rate of $7,230/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 21, 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

    2575 S Kihei Rd Unit SI ID1295749P, Kihei, HI 96753
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    $2,850 Per Month

    • 2 Beds
    • 2 Baths
    • 728 Sq Ft
    • Gorgeous, Clean & Modern Furnished 2/2 at Kihei Shores — Lowest Level Unit Near Kamaole III

    2747 S Kihei Rd, Kihei, HI 96753

    Welcome to this beautifully updated, furnished 2-bedroom, 2-bathroom ground-level unit at Kihei Shores, ideally located across the street from world-famous Kamaole Beach Park III. This cool, quiet, and newly renovated home offers the perfect blend of comfort, convenience, and island living.This fresh and airy unit comes fully furnished with all the basics you need, including cookware,

    2747 S Kihei Rd, Kihei, HI 96753
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    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,563 Sq Ft
    • Modern Elegancy at Makali'i in Wailea on the boarder of Makena - Finely Furnished 2 Bedrooms / 2 ...

    172 Holomoana Way Unit 102, Wailea, HI 96753

    Welcome to Makali‘i, Wailea’s premier private gated resort-style community. Nestled on nearly 9.5 acres, this exclusive enclave features just 68 luxury two- and three-bedroom townhome residences—each building has only four homes for ultimate privacy and tranquility.This finely furnished 2-bedroom, 2-bathroom residence blends mid-century modern design with refined Hawaiian cultural

    172 Holomoana Way Unit 102, Wailea, HI 96753
  • /31

    $3,000 Per Month

    • 2 Beds
    • 2 Baths
    • 750 Sq Ft
    • Fully Remodeled 2-Bedroom, 2-Bath Condo – Keonekai Villages #27-105

    160 Keonekai Rd, Kihei, HI 96753

    160 Keonekai Rd. #27-105, Kihei, HI 96753Be the first to enjoy this beautifully renovated 2-bedroom, 2-bathroom ground-floor condo after an extensive remodel that was just completed. With approx. 756 square feet of thoughtfully updated living space, nearly every aspect of this home has been refreshed to provide a clean, modern, and comfortable living environment.The functional

    160 Keonekai Rd, Kihei, HI 96753
  • /18

    $2,750 Per Month

    • 2 Beds
    • 2 Baths
    • 733 Sq Ft
    • Kihei Shores 2bd/2bth

    2747 S Kihei Rd Unit H208, Kihei, HI 96753

    Welcome to Kihei Shores!Experience the best of South Maui living in this stunning, top-floor residence at Kihei Shores. This Condo Offers offers a unique blend of modern luxury and island charm, located directly across the street from the golden sands of Kamaole Beach Park III.Condo is furnished, but can be unfurnished on request. Prime Location: As a top-level unit,

    2747 S Kihei Rd Unit H208, Kihei, HI 96753
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    $2,740 Per Month

    • 2 Beds
    • 1 Bath
    • 625 Sq Ft
    • 2 bed/1 bath Unfurnished condo in Pet Friendly Keonekai Villages

    160 Keonekai Rd, Kihei, HI 96753

    2 bedroom, 1 bathroom, 2nd floor, unfurnished & pet friendly condo at Keonekai Villages. This unit comes with 2 designated parking spots, newer luxury vinyl plank flooring and a fresh coat of paint throughout. Close proximity to beaches, dinning, shopping, schools and a dog park. There is no washer or dryer in the unit, although there is a washer/dryer in the building across from the

    160 Keonekai Rd, Kihei, HI 96753
  • /26

    $3,000 Per Month

    • 2 Beds
    • 2 Baths
    • 719 Sq Ft
    • Mostly furnished upstairs 2 bed., 2 full bathroom Kihei Shores condo

    2747 S Kihei Rd Unit H207, Kihei, HI 96753

    Two (2) full bathrooms in this mostly furnished unit.Granite counter tops in kitchenTwo barstool chairs at serving counter.Washer and Dryer in unit for your convenience.Air conditioner.Dining table w/4chairsCeiling fans with lighting.Tile and carpeted floors.Complex supplies pest control spraying quarterly both inside and out.One designated parking space and

    2747 S Kihei Rd Unit H207, Kihei, HI 96753
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    $3,650 Per Month

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft
    • Wailea Fairway Villas 2 bedroom 2 bath furnished upstairs unit

    3950 Kalai Waa St, Wailea-Makena, HI 96753

    Wailea Fairway Villas - 2 bedroom 2 bath nicely furnished upstairs unit. This property is located on the Wailea Blue Golf Course and has a pool, Jacuzzi, barbecue and gym. Close to beautiful beaches, great shopping and restaurants. Washer and dryer in unit, dishwasher, split AC system.Two parking stalls - one assigned, one unassigned. Rent - $3,650/mo. plus GET

    3950 Kalai Waa St, Wailea-Makena, HI 96753
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    $5,950 Per Month

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft
    • Wailea Fairway Villas Townhome With Ocean, Golf Course and Mountain Views

    3950 Kalai Waa St Unit V-101, Kihei, HI 96753

    Enjoy spectacular panoramic ocean, golf course, and Haleakala views from this Wailea Fairway Villas finely furnished 3-bedroom, 3-bathroom townhome in beautiful Wailea. This spacious end unit features a naturally bright and breezy open floor plan, vaulted ceilings and a well thought out kitchen design, with ample storage and high-end appliances. This 2-story unit is the complete package, with no

    3950 Kalai Waa St Unit V-101, Kihei, HI 96753
  • /33

    $2,950 Per Month

    • 2 Beds
    • 1.5 Baths
    • 750 Sq Ft
    • Keonekai Villages upstairs 2 bedroom, 1.5 bathroom unit, with 2 parking spaces

    160 Keonekai Rd Unit 25-202, Kihei, HI 96753

    Renovated and furnished 2BR, 1.5BA Unfurnished top floor unit with A/C, washer/dryer in unit, lighted ceiling fans, security screen door, granite counter tops, tile and wood floors and newer appliances. 2 Assigned tandem parking spaces, one covered and one uncovered. Very nice Haleakala views from your private top story lanai. Water, sewer, basic cable, internet & standard trash removal

    160 Keonekai Rd Unit 25-202, Kihei, HI 96753
  • /44

    $4,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Single-family home with upstairs & downstairs rentals

    2641 Moolio Place Unit A, Kihei, HI 96753

    Single-family home with upstairs (unit A) & downstairs (unit B) rentalsUnit A. Fully Furnished 3BR/2BA Upstairs Home with Ocean & Mountain Views-Base rent: $4,800/month-Security deposit: $4,800Unit B. 1BR/1BA Ohana with Private Lanai and Backyard Views-Base rent: $2,500/month-Security deposit: $2,500

    2641 Moolio Place Unit A, Kihei, HI 96753
  • /52

    $11,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,742 Sq Ft
    • Wailea's newest development, La'i Loa, 3 bedroom / 3 bathroom Furnished & Fabulous - Fall/Winter ...

    30 Kai Malu Dr Unit 101, Kihei, HI 96753

    Introducing a rare opportunity at Wailea's newest development, La'i Loa. A serene brand new 3 bedroom / 3 bathroom retreat embracing island elegance with modern grace. The expansive sliding window wall in the great room offers generous indoor outdoor living with mesmerizing views from the ocean-facing lanai. This conveniently located villa offers everything you need for a gratifying lifestyle at

    30 Kai Malu Dr Unit 101, Kihei, HI 96753
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