7

5-Bedroom Homes for Sale in Wailea, HI

Section Image Section Image
  • /49

    $2,999,000

    • 5 Beds
    • 3 Baths
    • 3,175 Sq Ft

    153 Hokai Place, Kihei, HI 96753

    For Sale: Exquisite 5-Bedroom Oceanview Retreat in South Maui Welcome to your tropical paradise! This stunning 5-bedroom home offers a harmonious blend of luxury, comfort, and breathtaking Molokini views. Step inside to discover a spacious living area bathed in natural light, perfect for creating lasting memories with family and friends. The heart of the home is the expansive kitchen, featuring

    Agent Photo

    Lydia Pedro

    Hawaii Life (W)

    (808) 518-2850

    153 Hokai Place, Kihei, HI 96753
  • /50

    $3,200,000

    • 5 Beds
    • 6 Baths
    • 3,753 Sq Ft

    440 Mikioi Place, Kihei, HI 96753

    Maui Meadows at its finest: Sweeping ocean views from Molokini & Kaho‘olawe to Lana‘i, and the West Maui Mountains set the stage for this fully remodeled Maui Meadows retreat. The half-acre estate features an in-ground saline pool accompanied by a stone waterfall, a vibrant koi pond, & lush tropical landscaping. The open-concept main residence includes a gourmet kitchen, outdoor kitchen with

    Agent Photo

    Karin Carlson

    Hawaii Life (W)

    (808) 865-0671

    440 Mikioi Place, Kihei, HI 96753
  • /50

    $3,249,000

    • 5 Beds
    • 4 Baths
    • 4,232 Sq Ft

    85 Pukolu Place, Kihei, HI 96753

    Just steps from the golden sands and turquoise waters of Keawakapu Beach, 85 Pukolu Place in Wailea Kai captures the essence of Maui living with a rare blend of luxury, comfort, and entertainment. Nestled within a secure gated community, this custom-designed 5-bedroom residence offers a lifestyle that goes far beyond the ordinary Wailea home. From the moment you arrive, you’re welcomed into your

    Alex Iskenderian Berkshire Hathaway Maui Prop-L

    85 Pukolu Place, Kihei, HI 96753
  • /42

    $2,695,000

    • 5 Beds
    • 4 Baths
    • 3,064 Sq Ft

    3435 Hookipa Place Unit B, Kihei, HI 96753

    Experience breathtaking panoramic ocean views from this stunning, newly remodeled 2-story home offering 3,064 sq ft of modern coastal living. The open floor plan, with soaring vaulted ceilings, creates a bright, spacious ambiance that's ideal for relaxing or entertaining, connecting the kitchen to the dining and living areas, which flow seamlessly to the private wrap-around lanai. With 5 bedrooms

    Roni Panzarini Equity One Real Estate Inc (M)

    3435 Hookipa Place Unit B, Kihei, HI 96753
  • /50

    $2,350,000

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft

    85 Ahekolo St, Kihei, HI 96753

    85 Ahekolo St is a meticulously upgraded and beautifully maintained home with 4 bedrooms plus a Den with a closet that can be easily used as a fifth bedroom if needed, and 3 bathrooms. From the lush landscaping to the custom mahogany finishes, grass cloth ceilings, and granite counters throughout, every detail has been thoughtfully curated. Enjoy seamless indoor-outdoor living with a private

    Tom Tezak Hawaii Life (W)

    85 Ahekolo St, Kihei, HI 96753
  • /50

    $8,980,000

    • 5 Beds
    • 6 Baths
    • 4,821 Sq Ft

    4000 Wailea Alanui Dr Unit 802/804, Kihei, HI 96753

    WHERE LUXURY MEETS ALOHA – One of One - a multi-generational family residential condo in paradise to entertain family and friends. A thoughtful and tasteful combination of two elegant units creating the ONLY 5-bedroom 6-bath residence @ Wailea Point AND the best $psf Value by far! This spacious, fully furnished turn-key LEGACY property lives like a home with the lock n’ leave convenience of a

    Dennis Rush Compass-W

    4000 Wailea Alanui Dr Unit 802/804, Kihei, HI 96753
  • /32

    $27,000,000

    • 5 Beds
    • 6 Baths
    • 7,244 Sq Ft

    3254 S Kihei Rd, Kihei, HI 96753

    Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. estate. This over a half-acre property is located within the ideal stretch of Keawakapu Beach, offering unparalleled access to Maui’s most coveted shoreline a matter of steps from the home’s living room. This architectural triumph blends contemporary elegance and convenience with the

    David Richardson Hawaii Life (W)

    3254 S Kihei Rd, Kihei, HI 96753
How to Buy a Home How to Finance a Home How to Sell a Home