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Wailea, HI Homes for Rent

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  • /20

    $5,173 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 $5,173/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

    2695 S Kihei Rd Unit SI ID1295773P, 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
  • /20

    $13,648 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 $13,648/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 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

    155 Wailea Ike Place Unit SI ID1436437P, Wailea-Makena, HI 96753
  • /33

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,424 Sq Ft
    • House for Rent

    561 Kaleo Place, Kihei, HI 96753

    MASSIVE UNOBSTRUCTED OCEAN VIEWS – Maui Meadows 2-Bed Home with Pool Access. Experience breathtaking, unobstructed ocean and outer-island views from this beautifully positioned Maui Meadows home at the end of a quiet cul-de-sac, complete with an in-ground pool and stunning sunset vistas. Available for long-term lease, this 2-bedroom, 2-bath home (1,424 sq. ft.) offers a spacious, open layout with

    Rex Golden Keller Williams Realty Maui-Ka

    561 Kaleo Place, Kihei, HI 96753
  • /20

    $7,782 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 $7,782/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 6, 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
  • /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

    $7,805 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 $7,805/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

    155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, HI 96753
  • /16

    $9,000 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
  • /19

    $3,250 per month

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    293 Alaume St, Kihei, HI 96753

    Property Id: 547088Beautiful and well maintained 3 bedroom upstairs unit of a house. A large deck covered for more space and outdoor living . This is a quiet peaceful home. Full washer and dryer, two parking spots in the driveway one in front of the other. Walking distance to beautiful world class beaches. Gym close by, great safe neighborhood in South Maui. We are looking for

    293 Alaume St, 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
  • /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
  • /30

    $9,000 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
  • /45

    $3,800 per month

    • 1 Bed
    • 2 Baths
    • 1,032 Sq Ft
    • Condo for Rent

    3150 Wailea Alanui Dr Unit 3807, Kihei, HI 96753

    This ground floor ocean view condo at Wailea Palms offers 1,032 square feet of living space in an exclusive gated community. The one bedroom, two bathroom unit features ocean views from the bedroom and lanai, complemented by tropical garden views and direct access to a lush grassy area. Recent upgrades include brand new engineered wood flooring, custom paint, updated fixtures, and a new split

    3150 Wailea Alanui Dr Unit 3807, Kihei, HI 96753
  • /55

    $4,050 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
  • /70

    $3,900 per month

    • 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
  • /20

    $9,525 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 $9,525/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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

    2575 S Kihei Rd Unit SI ID1295755P, Kihei, HI 96753
  • /38

    $7,546 per month

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

    2575 S Kihei Rd Unit SI ID1436435P, Kihei, HI 96753

    The advertised rate of $7,547/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 26, 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 ID1436435P, Kihei, HI 96753
  • /20

    $5,951 per month

    • 1 Bed
    • 2 Baths
    • Condo for Rent

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

    The advertised rate of $5,952/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    2575 S Kihei Rd Unit SI ID1237859P, Kihei, HI 96753
  • /49

    $10,705 per month

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

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

    The advertised rate of $10,705/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    2575 S Kihei Rd Unit SI ID1436436P, 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, 96768, 96732, 96793 and 96779.
How to Rent a Home