Waikiki Beach Real Estate Search

Waikiki Beach Single Family Properties for Sale

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Newest Waikiki Beach Single Family Homes for Sale

1544 Halama St, Kihei
$7,770,000
4 Beds ⋅ 3 Baths ⋅ 411096 MLS ⋅ Fee Simple Tenure
Situated along one of South Maui’s most coveted oceanfront streets, 1544 Halama Street presents a rare opportunity to create an extraordinary luxury estate, with years of architectural planning, engineering, and permitting already completed. Following approximately five (5) + years of planning and design, this exceptional property offers approved architectural plans, structural engineering, building permits, and Special Management Area (SMA) approval, allowing the next owner to move forward without starting the lengthy entitlement process from scratch. A particularly compelling aspect of this opportunity is the approved renovation’s ability to preserve much of the existing residence’s oceanfront footprint. Given today’s increasingly restrictive shoreline setback requirements and SMA regulations, achieving a comparable design, scale, and proximity to the ocean could be extremely challenging, if not impossible, through a new permitting process. The thoughtfully designed plans envision a spectacular private oceanfront compound featuring expansive indoor-outdoor living spaces, a beautifully reimagined main residence, a swimming pool, and a separate two-story structure with an upstairs ohana and garage parking below. The design emphasizes a seamless connection between the home and the ocean, creating an exceptional setting for entertaining, relaxation, and enjoying the Maui lifestyle. With the architectural vision established and major approvals in place, the next owner can bring this remarkable estate to life while personalizing the interior finishes to reflect their own style and preferences. Opportunities to acquire oceanfront property with this level of planning, design, and permitting are exceptionally limited. At 1544 Halama Street, the value extends well beyond the land itself—it lies in the opportunity to create a legacy oceanfront estate in a location where comparable development potential may no longer be attainable.

1544 Halama St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

50 Kaalele Pl, Kula
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 411081 MLS ⋅ Fee Simple Tenure
At the top of Kula’s sought-after Kulamanu neighborhood sits Kaalele Place: where the sunlight reflects off the manicured hedgerows, framing some of the best views on the island. As you approach the very top of the neighborhood, 50 Kaalele Place comes into view. With striking Hawaiian-style architecture, its presence will make you proud to call it home. Unobstructed five-island views from the entire main floor (including the luxurious primary suite), impeccable high-end finishes, a curb appeal rarely found in Upcountry: this is the house that asks you to compromise absolutely nothing. Long-term guests and family will appreciate the private lower level, with its own expansive living areas, 1-car garage, as well as a spacious full bath and bright guest bedroom with walls of windows. The star of the show, however, is the main level. After entering through the automatic gate clad with exotic hardwood, pull into your oversized 2-car garage, and enter your home, only to be greeted by views that will take your breath away, day or night. This level boasts tall wood-accented ceilings, a primary suite you will never want to leave, a stunning two-sided fireplace, a chef’s kitchen with a SubZero refrigerator and Wolf gas range, two additional bedrooms, an additional full bath, and a lanai framed by high-end zero-maintenance aluminum Knotwood railing and pillars. With whole-house water filtration, a top-of-the line solar + Tesla battery system that all-but eliminates your grid reliance, and the ability to live exclusively on one level if desired, this house thought of everything - so you don’t have to. No to-do lists, no compromises, no worries - 50 Kaalele Place is a home you can take the time to enjoy.

50 Kaalele Pl, Kula

Listing courtesy of Island Sotheby's International Realty(M).

32 Piina Pl, Lahaina
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 411076 MLS ⋅ Fee Simple Tenure
Imagine enjoying elevated views of the sand, waves, surfers, seasonal whales, and nightly sunsets over Pohaku Beach Park (S-Turns) from this spacious two-story home at 32 Piina Place in Kapua Village. The reverse floor plan offers 1,807 square feet of interior living space and beautiful views from both levels. Two expansive, covered wraparound lanais provide an additional 1,564 square feet for outdoor living and embody the essence of the Hawaiian lifestyle. Meticulously maintained and updated in 2026, the home features new laminate flooring installed throughout and fresh interior and exterior paint. A new hybrid water heater and 16 net-metered photovoltaic panels help minimize energy costs. Upstairs are the primary ensuite and a second bedroom and bathroom. Downstairs, an oversized multipurpose room can serve as a third bedroom, office, or family room, complemented by a full bathroom and a large storage closet. Additional highlights include a two-car garage, three mini-split “ductless” air conditioners, underground sprinkler system, mature landscaping, West Maui Mountain views, “Ipe” wood fencing, and rock walls. The grassy backyard includes terraced areas along its west side, bordering the association green space. With the beach park approximately a two-minute walk away, surfing, swimming, and enjoying the Pacific Ocean are always within easy reach. Whether for a couple, a growing family, or multigenerational living, this may be your ideal Maui home.

32 Piina Pl, Lahaina

Listing courtesy of Hawaii Life (KAP).

551 Polulani Dr, Wailuku
$1,625,000
3 Beds ⋅ 3 Baths ⋅ 411074 MLS ⋅ Fee Simple Tenure
Nestled in the desirable Wailuku Heights neighborhood, 551 Polulani Drive offers comfortable single-level living with a blend of modern upgrades, island charm, and beautiful natural surroundings. Tastefully remodeled in 2023, this 3-bedroom, 3-bathroom residence features 2,106 square feet of living space on an expansive 10,866-square-foot lot. Vaulted ceilings and an open-concept layout create a bright, welcoming atmosphere, complemented by rich reclaimed ipe wood flooring, a cozy living room fireplace, and five split AC units for year-round comfort. The thoughtfully designed kitchen features Bosch stainless steel appliances, a Fisher & Paykel 36-inch commercial-style five-burner range, and a walk-in pantry, making it ideal for everyday living and entertaining. The spacious primary suite offers a private retreat with a stone-lined ensuite bathroom and ample closet space. Outdoor living takes center stage with an expanded 856-square-foot lanai, providing generous space to relax, entertain, and enjoy the surrounding greenery and peaceful forest backdrop. Recent improvements include exterior painting in 2024, in 2026 new joists and reinforced double joists on the back lanai, and an upgraded 200-amp electrical service to accommodate the spa installation. Energy-conscious features include 23 owned solar panels and two Tesla batteries, while Starlink serves as the home's primary internet source. Set in an elevated location known for its cooler climate and convenient access to central Maui, Wailuku Heights offers proximity to the natural beauty of Iao Valley, along with scenic ocean and mountain views. Combining thoughtful improvements, spacious outdoor living, and modern conveniences, 551 Polulani Drive offers a distinctive opportunity to enjoy the Maui lifestyle. Contact your favorite Realtor to schedule a private showing.

551 Polulani Dr, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ki.

81 Iliahi Way Unit A, Lahaina
$6,495,000
5 Beds ⋅ 5 Baths ⋅ 411069 MLS ⋅ Fee Simple Tenure
Located nearly 1,000 feet above the Pacific at the top of tranquil Launiupoko, 81 Iliahi is a West Maui landmark that has been thoroughly cared for and updated in recent years. This secluded 35.7-acre estate delivers a rare combination of scale, privacy, and 180-degree ocean views, with Lanai and Molokai stretching across the horizon. The four-bedroom main residence and separate cabana bedroom offer 4,670 sq. ft. of living space and five bathrooms. Warm wood finishes, natural stone, and wide openings frame the landscape, while generous covered lanais open to the gardens, infinity-edge pool, and hot tub. Living spaces face the ocean, sunsets, and the outer islands, and the elevation creates a gentle, cooler microclimate. The estate has been refreshed inside and out. Big-ticket items include a new standing seam metal roof on every building, fresh exterior paint on the house, cabana, and garage, and new glass and screens in every sliding door. Comfort upgrades include new A/C in the main living area, cabana, and office, new laminate flooring in three bedrooms, and replaced patio ceiling fans. The water systems have been extensively renewed, with new potable and agricultural tank liners, new pumps and motors, and upgraded irrigation controls. A monitored security system, remote cameras, and Wi-Fi gate controls can all be managed by voice or phone. The pool has a passive solar heater, new filter, and low-voltage landscape lighting, and the fruit orchard has been freshly cleared and mulched. The pool cabana, with a wet bar, beverage fridge, separate bathroom, and outdoor shower, adds convenience and flexibility to this one-of-a-kind estate. Launiupoko Beach Park and West Maui’s shops, dining, and amenities are just minutes away. 81 Iliahi is one of Maui’s most distinctive hillside estates: private, well-maintained, and defined by its views. The property features a detached second structure reflected in County records as approximately 444 square feet with 0 bedrooms and 1 bathroom. This listing is a Residential CPR.

81 Iliahi Way Unit A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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