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Newest Homes for Rent in Wailea, HI

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  • /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
  • /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
  • /31

    $4,500 Per Month

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

    3950 Kalai Waa St, Wailea-Makena, HI 96753

    Ground floor golf course living at it's best at the Wailea Fairway Villas. This single level, no stairs 2 bedroom 2 bath is fully furnished and is perfectly located within walking distance to the Wailea Blue Golf Course and the Shops at Wailea.Enjoy the serenity and peace Maui has to offer in style. The unit includes an in unit washer/dryer and 2 large bedrooms with lots of storage

    3950 Kalai Waa St, Wailea-Makena, HI 96753
  • /21

    $5,400 Per Month

    • 3 Beds
    • 3 Baths
    • 1,880 Sq Ft
    • House for Rent

    2824 Ohina St, Kihei, HI 96753

    Your Maui Oasis awaits! We are seeking clean, reliable, and responsible tenants who will treat this property with care and respect. This meticulously remodeled two-story house offers a luxurious and tranquil living experience, ideal for enjoying the best of Maui. Completely updated 2 years ago, offering modern finishes and thoughtful details throughout. Spacious Gourmet Kitchen: Fully equipped

    Eduardo Gandolfo Maui Houses and Condos Realty

    2824 Ohina St, Kihei, HI 96753
  • /64

    $6,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,991 Sq Ft
    • House for Rent

    357 Kualono Place, Kihei, HI 96753

    Elegance Redefined: Ocean View Luxurious Home in Wailea PualaniPerched within the prestigious, gated enclave of Wailea Pualani Estates, this fully reimagined custom estate offers far more than ocean views; it delivers a rare, seamless integration of modern sophistication and untamed island beauty. Bordered by a lush, private greenbelt, the residence functions as your own exclusive

    357 Kualono Place, Kihei, HI 96753
  • /25

    $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
  • /16

    $2,750 Per Month

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

    2747 S Kihei Rd, Kihei, HI 96753

    Lovely fully furnished two-bedroom, two-bathroom ground-floor unit in Kihei Shores, set in a peaceful garden setting. This well-maintained condo is a joy to view and offers comfortable island living just across the street from the popular Kamaole III Beach Park. Kihei Shores also features a community pool and hot tub, making it an ideal place to relax and enjoy the Maui

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

    $3,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • House for Rent

    2795 Kauhale St, Kihei, HI 96753

    Available Now - South Kihei – Dog Friendly, Brand New Renovated 3 Bed / 2 Bath with Ocean ViewsBe the first to enjoy this beautifully renovated, unfurnished upper-level unit of the main house with a separate entrance and two parking spaces. Everything is brand new and the home has not been lived in since the renovation.This very clean and modern 3-bedroom, 2-bathroom residence

    2795 Kauhale St, Kihei, HI 96753
  • /49

    $6,696

    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 $6,697/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 9, 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
  • /20

    $20,921

    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 $20,921/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
  • /41

    $11,213

    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 $11,213/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
  • /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
  • /20

    $6,725

    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 $6,725/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 22, 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

    $8,400

    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 $8,400/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
  • /31

    $7,437

    Total Monthly Price

    • 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 $7,437/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 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

    155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, HI 96753
  • /20

    $7,106

    Total Monthly Price

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

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

    The advertised rate of $7,106/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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

    2695 S Kihei Rd Unit SI ID1295773P, Kihei, HI 96753
  • /20

    $5,089

    Total Monthly Price

    • 1 Bed
    • 2 Baths
    • Condo for Rent

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

    The advertised rate of $5,090/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 9, 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 ID1237859P, Kihei, HI 96753
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