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Wailea, HI Homes for Rent

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  • /20

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    165 Keonekai Rd, Kihei, HI 96753

    Property Id: 2251789Perfectly positioned directly across from Keonekai Park and just a short stroll to Kamaole Beach Park III, Keawakapu Beach, and the Kamalo Shopping Center, this charming single-level home blends convenience with the relaxed spirit of Maui's South Shore.Highlights:Prime Location: Walk to beaches, parks, and shopping for the ultimate Kihei

    165 Keonekai Rd, Kihei, HI 96753
  • /13

    $5,000 per month

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

    3150 Wailea Alanui Dr Unit 3805, Kihei, HI 96753

    Available now - minor sliding glass door repairs underway 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
  • /20

    $23,408 per month

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

    2695 S Kihei Rd Unit ID1295773P, Kihei, HI 96753

    Feel at home in this stylish, modern retreat in a top-rated resort. This apartment offers a serene lanai with garden views, perfect for morning coffee.This open-concept apartment features a living room with cozy seating and a TV, and a fully stocked kitchen with modern appliances. The bedroom includes a king-size bed with luxury linens and an en-suite bath. A comfy sofa bed and an air

    2695 S Kihei Rd Unit ID1295773P, 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

    $8,203 per month

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

    2695 S Kihei Rd Unit ID1295784P, Kihei, HI 96753

    Feel at home in this spacious and stylish condo in Maui, offering ocean and mountain views from your private lanai. This condo features 2 full baths and is steps away from white sand beaches.This open-concept living space features modern decor and a fully equipped kitchen, perfect for home-cooked meals. Enjoy a 65" Smart TV and beautiful tropical landscaping.Enjoy resort perks such as a

    2695 S Kihei Rd Unit ID1295784P, Kihei, HI 96753
  • /34

    $9,500 per month

    • 3 Beds
    • 3 Baths
    • 1,802 Sq Ft
    • Condo for Rent

    161 Holomoana Way Unit 102, Kihei, HI 96753

    Welcome to Makali‘i — one of Wailea's newest and most sought-after gated communities. Set on nearly 9.5 acres of pristine land, this exclusive enclave features just 68 architecturally inspired 2- and 3-bedroom townhomes, with only four residences per building, ensuring privacy, serenity, and an intimate resort lifestyle. This finely furnished 3-bedroom, 3-bathroom mid-century modern tri-level

    Josh Guthrie PKR Realty

    161 Holomoana Way Unit 102, Kihei, HI 96753
  • /20

    $7,235 per month

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

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

    Welcome to Maui! Feel at home in this stylish 1-bedroom condo that blends modern comfort with tropical charm.This condo features an open living space designed for relaxation and connection, a fully stocked kitchen that includes a stove, oven, microwave, and dishwasher, and a luxe bathroom with a spacious shower and premium amenities. For your convenience, there is an in-unit washer and dryer.

    155 Wailea Ike Place Unit ID1295779P, Wailea-Makena, HI 96753
  • /48

    $9,750 per month

    • 6 Beds
    • 5 Baths
    • 4,500 Sq Ft
    • House for Rent

    3360 Kuaua Place, Kihei, HI 96753

    This newly remodeled, fully furnished 6-bedroom, 5-bathroom home in Maui Meadows offers sweeping ocean views, modern amenities, and relaxed island living. Just minutes from the white sand beaches of Kihei and Wailea, the home sits on a private lot with a saltwater pool, spa, and a fenced yard with mature fruit trees. With approx. 4,500 sq ft of interior space, it features cathedral ceilings, an

    Diane Bercik Compass-W

    3360 Kuaua Place, Kihei, HI 96753
  • /14

    $4,900 per month

    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    293 Alaume St, Kihei, HI 96753

    Property Id: 547088A large deck covered to enjoy evening meals or a morning breakfast. Fully furnished and ready to move in. I pay all the utilities except for electricity. This is a place for a quiet retreat. Full washer and dryer two parking spots in the driveway. Walking distance to a beautiful world class beaches. Gym close by. A great safe neighborhood in South Maui. We are looking

    293 Alaume St, Kihei, HI 96753
  • /16

    $2,997 per month

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

    3442 Keha Dr, Kihei, HI 96753

    Dec move in special.No extra fee for your four legged friends.. Price just reduced..SERENE, TRANQUIL , FULLY RENOVATED HOME, with breath taking OCEAN VIEWS, LOCATED IN MAUI Meadows. Very private and quiet location, in gated yard.$2997 month +4.5% GET- 1 year lease ( water, gardener service, pest control and trash, service included)Tranquil 676 Sq ft cottage and 249 sq ft deck, lots

    3442 Keha Dr, Kihei, HI 96753
  • /18

    $3,890 per month

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

    3264 Keha Dr, Kihei, HI 96753

    PARADISE LIVING AT ITS BEST ! This lovely detached 680 sq foot 2 bedroom/ 1 bath hideaway provides a serene sanctuary from the busy world the moment you enter the beautiful cottage. Nestled on a quiet street 500 feet above sea level, it's a 3-minute ride to the best beaches, shopping and restaurants Maui has to offer. It's discreet, it's sheltered you will feel safe and welcome in this gated

    3264 Keha Dr, Kihei, HI 96753
  • /20

    $9,957 per month

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

    2575 S Kihei Rd Unit ID1295752P, Kihei, HI 96753

    Feel at home in this beautifully renovated ocean-view condo, steps from Kamaole Beaches. Enjoy breathtaking ocean and mountain views from your private lanai.This condo features a fully stocked kitchen with appliances and cookware, an OLED TV, and a SONOS sound system for premium entertainment. The lush, landscaped resort includes pools, hot tubs, and BBQ grills.This is a pet-friendly

    2575 S Kihei Rd Unit ID1295752P, Kihei, HI 96753
  • /20

    $6,638 per month

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

    2575 S Kihei Rd Unit ID1295749P, Kihei, HI 96753

    Feel at home in this stylish, open-concept retreat in a prime location, just a 5-minute stroll to Charley Young Beach.This apartment features a spacious and modern living area with an HDTV, a fully equipped kitchen with premium appliances, and a private lanai with seating and garden views. The king-size bedroom includes a plush mattress and Smart TV. A memory foam sofa bed provides comfort

    2575 S Kihei Rd Unit ID1295749P, 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