Waianae, Hawaii listings for sale

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$4,995,000 - Waianae, HI
84-485 Farrington Highway Waianae, HI - One of the few Makaha Beachfront/Oceanfront homes on over 20,000 sqft. of R-10 zoned land. Located about 5 houses east of the public beach, so very private and peaceful. Above the garage is a new large luxury owner studio with a large wet bar, full bath, and stunning ocean & mountain views in every direction. Also included are two separate 2 bedroom, 1 bath cottages for a total of 3 living areas. The property has spectacular mountain cliff views to the rear and wide open ocean views in front. Reef rock ocean frontage helps protect the property from erosion issues. Enjoy snorkeling, surfing, Kayaking, canoe surfing, sup boarding, and famous Makaha surf contests. Watch whales, dolphins, and turtles frolic in the crystal clear west side waters directly in front of the home. The property consists of 2 CPR lots so you can sell one, keep the other, or give it to kids. The CPR also allows you to change the layout. This is a once-in-a-lifetime opportunity to have two lots with three living spaces and enjoy the beauty and wonder of Makaha. Currently set up as 1 home on the back lot, the luxury studio and 1 home on the oceanfront lot. Homes come furnished and ready to enjoy. Come play!
1964 | 5 | 3 | 2,246 sqft.
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$4,995,000 - Waianae, HI
84-485 Farrington Highway Waianae, HI - One of the few Makaha Beachfront/Oceanfront homes on over 20,000 sqft. of R-10 zoned land. Located about 5 houses east of the public beach, so very private and peaceful. Above the garage is a new large luxury owner studio with a large wet bar, full bath, and stunning ocean & mountain views in every direction. Also included are two separate 2 bedroom, 1 bath cottages for a total of 3 living areas. The property has spectacular mountain cliff views to the rear and wide open ocean views in front. Reef rock ocean frontage helps protect the property from erosion issues. Enjoy snorkeling, surfing, Kayaking, canoe surfing, sup boarding, and famous Makaha surf contests. Watch whales, dolphins, and turtles frolic in the crystal clear west side waters directly in front of the home. The property consists of 2 CPR lots so you can sell one, keep the other, or give it to kids. The CPR also allows you to change the layout. This is a once-in-a-lifetime opportunity to have two lots with three living spaces and enjoy the beauty and wonder of Makaha. Currently set up as 1 home on the back lot, the luxury studio and 1 home on the oceanfront lot. Homes come furnished and ready to enjoy. Come play!
1964 | 0 | 0 | 0 sqft.
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$4,199,000 - Waianae, HI
84-770 Alahele Street Waianae, HI - Nestled in the tropical, mountain-framed Makaha Valley on the west side of Oahu, this exceptional Hawaii luxury estate is located within the secure gated community of Mauna ‘Olu. Known as 'Hale Makaha', the property showcases expansive ocean, sunset, mountain, and valley views across its elevated 2-acre lot, with potential to add a second structure below. Designed for seamless indoor-outdoor living, it features Fleetwood sliding doors, a wraparound upper-level deck with shaded lower seating, a home theater, an elevator shaft, and refined high-end finishes. Outside, enjoy a private tropical oasis complete with a saltwater pool, laminar jets, a built-in hot tub, and an outdoor shower. A landscaped path leads to the lower lot’s garden pavilion, perfect for sunbathing, entertaining, or future development. This versatile property has hosted celebrity events, destination weddings, and vacation rental guests, offering potential as a private retreat, investment property, or personal residence. Abundant parking includes tandem space on the upper slab and a covered carport below with the option to park directly inside the home. 2 TMKs being sold as 1: 1-8-4-029-148-0001 + 1-8-4-029-148-0002.
2016 | 3 | 4 | 3,285 sqft.
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$3,888,888 - Waianae, HI
84-940 Moaelehua Street Waianae, HI - Casa Della Dolce Vita. This exceptional estate, built and owned by its original visionary, is a true testament to timeless elegance and inspired design. Featuring 6 spacious bedrooms, 4 full baths, and a powder room, every detail reflects luxury and sophistication. Solid maple, marble, and granite flooring throughout. Located in a gated community with 24-hour security. The first floor includes a theater, billiards room, library, sunken living room, formal koa wood dining, gourmet kitchen, pantry, wine room, and storage. A 540 sqft maid’s quarter offers a half kitchen, full bath, private patio, and separate entrance. Theater features a 130" screen, LED projection, and Definitive Technology sound. The chef's kitchen flows into a courtyard with BBQ—ideal for entertaining. Upstairs, the 900sq ft grand suite includes an exercise room, jacuzzi, oversized shower, and 620 sq ft Lanai. Unobstructed panoramic ocean view of framed mountains down to famous Makaha surfer's beach. Set on a lush, one-acre lot, this estate is an enclosed compound with 6-ft Hawaiian rock walls, overlooking Makaha Golf Course. [Owner is open to seller financing].LICENSE/REGISTRATION IS REQUIRED TO ENTER THE GATE.
1995 | 6 | 5 | 5,706 sqft.
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$3,200,000 - Waianae, HI
84-945 Alahele Street Waianae, HI - Modern Retreat in the gated community of Mauna'Olu Estates. Enjoy over 2 acres of land with Breathtaking Ocean Views and Mountain Views. Experience the ultimate in modern luxury with this stunning custom-built home, nestled against the breathtaking backdrop of Makaha Valley. This spacious open-concept home is designed for elegance and comfort, offering high ceilings, expansive windows, and an abundance of natural light. A chef’s dream, the kitchen boasts a custom walk-in pantry, premium appliances(Thermador), custom cabinetry, and a large island—ideal for both casual dining and entertaining. The primary suite features a spa-inspired bathroom with modern fixtures and elegant finishes. Oversized sliding doors open to a private backyard oasis, featuring a pristine pool, lush landscaping, and 2 pickleball courts perfect for entertaining or simply soaking in the serene surroundings. This home is an architectural masterpiece, offering the perfect blend of luxury, privacy, and natural beauty.
1993 | 4 | 4 | 3,661 sqft.
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$2,880,000 - Waianae, HI
84-1369 Maunaolu Street Waianae, HI - Welcome to "Mauna' Olu Estate." - your serene and secluded retreat. Set on 1.6 acres of lush tranquility, this approx. 3700-square-foot residence offers breathtaking sunsets, the ocean, mountains, and vibrant gardens, all visible from the expansive living room. Nestled within a private gated community, peacocks roam freely and their gentle morning calls greet each new day, this estate is sanctuary of peace and beauty. Originally built in 2012, this home underwent thoughtful renovations to enhance both function and versatility in 2020, the garage was thoughtfully transformed into a stylish office space with a full shower room, adding both functionality and comfort. That same year, the lanai roof was extended, and a portion of the main house was converted into a charming in-law suite—featuring one bedroom and one bathroom—with its own private entrance for enhanced privacy and independence.
2012 | 4 | 5 | 3,697 sqft.
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$2,300,000 - Waianae, HI
84-663 Upena Street Waianae, HI - HALE PAU AKALA (House of the Setting Sun) Newly built in 2020, this stunning custom built oceanfront property has all new electrical, plumbing, split air conditioners and motorized blinds in the living and dining area. All exterior building materials are weather and salt resistant. Stucco stone finish with vinyl windows and water-resistant facia! Owned Solar Photovoltaic System (24 Modules with 4 Battery Storage). in ground swimming pool with 3 waterfalls overlook the dazzling blue Pacific Ocean where you can watch whales breech and spinner dolphins play! Legal & solid sea walls with an extra 2,700 sq. ft. picnic and camping zone at the waterfront with a fire pit and picnic table! Garage includes a work shop with work benches and shelves. Spacious primary bedroom located on the second floor overlooks an expansive composite deck where you can watch summer to winter solstice sunsets! Contemporary kitchen showcases granite counters and embraces an open-concept living room that effortlessly connects to the outdoors allowing the surrounding ocean vistas to become a part of your everyday experience!
1964 | 3 | 2 | 2,424 sqft.
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$2,268,000 - Waianae, HI
84-149 Makau Street Waianae, HI - This stunning luxury oceanfront home sits on over ¼ acre in the coveted Makau Beach Loop flanked by the white sands of Makaha and Kea‘au beaches and a majestic mountain backdrop. Upstairs, vaulted ceilings frame the expansive living area, including an enormous kitchen, a grand living room, and two primary bedroom suites with ensuite baths and soaking tubs. Multiple sliding doors open to an expansive 1,311 sq ft wrap-around lanai, offering breathtaking mountain and ocean views, year-round sunsets, and the beauty of whales and dolphins frolicking just outside. The exterior custom double doors open to a beautiful entryway with large picture windows, the wide interior staircase leading upstairs, and a lovely spacious interior. Several sliding doors open to the large ocean-facing patio--perfect for beach parties and lounging. A surrounding rock wall and automatic gate create a serene, private tropical paradise. The home rests on a natural protective reef, home to turtles and tropical fish. With endless ocean activities, this is the ultimate coastal retreat.
1990 | 4 | 4 | 3,434 sqft.
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$1,850,000 - Waianae, HI
84-883 Maiola Street Waianae, HI - Legal Short Term Single Family Home on Oahu is Exclusive to the Cottages at Mauna’olu that offers Resort Zoned Cash Flow Option or Live in Your Hawaiian Retreat nestled in Makaha Valley! Plan 7 is Highly Desired, a Private Entry ADU with Second Kitchen adds so much Value & AirBnB Options for Rental use. This property is impeccably Furnished & Functional by Sleeping well over 9 in the main house alone! Solar PV & Tesla Battery is savvy so regardless of using the Split AC’s all throughout the home your bill is incredibly low! Floors are upgraded to Luxury Vinyl Plank & Kitchen is well appointed for Dining with Entertaining in mind. Large Lot is a Rare with just under 14,000 sq ft. & includes an above ground pool with surround deck for lounging in the tropical sun. Driving past the Makaha Golf Club your guests will be mesmerized with beauty within the gated community of Mauna’olu Estates. Your New Home is the coveted corner lot of a cul de sac. HOA Gym is open to owners already & Pool / Recreation Facilities are set to open soon. Imagine having the best of both worlds to enjoy & passively profit from owning this property. First Open Home this Friday 5pm to 7pm & Sunday 2pm to 4pm.
2022 | 3 | 4 | 1,951 sqft.
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$1,850,000 - Waianae, HI
87-201 Paakea Road Waianae, HI - A unique opportunity for the right buyer — motivated sellers! This nearly 3-acre agricultural estate offers over 57,000 sq ft of greenhouse space and nearly 6,500 sq ft of garage, storage, and warehouse buildings, ideal for a productive nursery, flower business, or other ag ventures. The spacious 6-bedroom, 4-bath two-story home sits perched with stunning mountain and ocean views (note: may not match Tax Office records) and is the perfect blend of peaceful country living with business-ready infrastructure. Detached 4-car garage with private office, wet bar, and bathroom – ideal for farm staff or business operations. Concrete driveway throughout the property for ease of transport and logistics. 2.5" water line for high-capacity agricultural use. Fully fenced-in for privacy, security, and livestock potential. Tropical fruit trees on-site: Taiwan orange, dragon fruit, jabong, mango, and more. Whether you're looking to expand a commercial farming operation or live and work on your own private slice of paradise, this property is a rare gem. Zoned for ag use and ready for its next chapter. (Please note photos are from 2021 as home is tenant occupied currently).
1993 | 6 | 5 | 2,912 sqft.