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Search Waianae Over $1,000,000 Homes

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Newest Waianae, HI Over $1,000,000 Homes For Sale

87-251 Paakea Road, Waianae image
87-251 Paakea Road, Waianae $1,699,000

Retreat Agricultural Oasis on this massive 2.44-acre estate! This 5-bedroom, 2.5-bath valley home with ocean & mountain views can be yours. Rare opportunity for business ...

  • 5 Beds
  • 3 Baths
  • 202614248 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 3 DOM
87-1087 Apuupuu Road, Waianae image
87-1087 Apuupuu Road, Waianae $2,900,000

RARE OPPORTUNITY! Discover the endless possibilities with this over 12-acre level agricultural-zoned property featuring two well-built single-family homes, perfect for mu...

  • 7 Beds
  • 5 Baths
  • 202613633 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 12 DOM
87-1087 Apuupuu Road, Waianae image
87-1087 Apuupuu Road, Waianae $2,900,000

RARE OPPORTUNITY! Discover the endless possibilities with this over 12-acre level agricultural-zoned property featuring two well-built single-family homes, perfect for mu...

  • 202613635 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 12 DOM
87-134 Kahau Street, Waianae image
87-134 Kahau Street, Waianae $1,500,000

Rare Investment Opportunity - 5 houses on R-5 Zoned Lot. Dont miss your chance to own a multi-family property. Ideal for investors or multi-generational living! Tenant p...

  • 202613418 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 17 DOM
84-980 Kaulawaha Road, Waianae image
84-980 Kaulawaha Road, Waianae $1,689,000

Step through the private gates and discover a place where time seems to slow down. Nestled on just over an acre of landscaped grounds, this charming country property has ...

  • 3 Beds
  • 2 Baths
  • 202611459 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 30 DOM
86-116 Puhawai Road Unit A, Waianae image
86-116 Puhawai Road Unit A, Waianae $1,700,000

A rare find for farmers, agricultural business owners, or those seeking land and self-sufficiency. This CMU-built duplex sits on 2 irrigated acres and offers 5 bedrooms, ...

  • 5 Beds
  • 4 Baths
  • 202611931 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 35 DOM
85-824 Lihue Street, Waianae image
85-824 Lihue Street, Waianae $1,690,000

Great investment property. Four houses on over 1/2 acre lot. Five rental units. Convenient location. Next to public park and elementary school. Walking distance to shops,...

  • 15 Beds
  • 6 Baths
  • 202612022 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 37 DOM
85-1570 Waianae Valley Road, Waianae image
85-1570 Waianae Valley Road, Waianae $1,498,000

Rare opportunity to own two adjacent TMK1-8-5-004-101-0000 & 1-8-5-004-102-0000 parcels in the highly desirable AG-2 agricultural zone on the West Oahu (Waianae) coast. ...

  • 5 Beds
  • 3 Baths
  • 202611556 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 44 DOM
87-154 Kakalena Street Unit CPR 2-7, Waianae image
87-154 Kakalena Street Unit CPR 2-7, Waianae $1,950,000 ▼

Exceptional investment opportunity to acquire a six-unit residential portfolio consisting of six individual CPR units under separate TMKs (TMK 1-8-7-001-016: Units #2 thr...

  • 202611506 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 46 DOM
84-808 Moua Street, Waianae image
84-808 Moua Street, Waianae $1,550,000 ▼

Tropical oasis just moments from the Sunset Shoreline in Makaha's coveted Moua Beach Loop with Beach Access right Across, Ocean View from your Window & Aki's Beach. Expan...

  • 3 Beds
  • 2 Baths
  • 202611204 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 45 DOM
84-290 Makaha Valley Road, Waianae image
84-290 Makaha Valley Road, Waianae $1,999,000

Great investment opportunity to own a beautiful 1-acre, fully permitted multi-unit, income-producing property located in the peaceful Makaha Valley! Property has 3 legal ...

  • 15 Beds
  • 8 Baths
  • 202610829 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 54 DOM
84-949 Hana Street, Waianae image
84-949 Hana Street, Waianae $1,149,999

Welcome to your dream home! This breathtaking new construction features 6 spacious bedrooms, 4 full baths, and a versatile layout perfect for multi-generational living or...

  • 6 Beds
  • 4 Baths
  • 202609719 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 65 DOM
84-609 Upena Street, Waianae image
84-609 Upena Street, Waianae $2,500,000

Great opportunity for investors, visionaries, and creatives, Endless potential and possibilities awaits you here in beautiful majestic Makaha. This 3 bedroom 2 bath sin...

  • 3 Beds
  • 2 Baths
  • 202610374 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 60 DOM
84-949 Hana Street Unit A, Waianae image
84-949 Hana Street Unit A, Waianae $1,199,999

Welcome to your dream home! This breathtaking new construction features 6 spacious bedrooms, 4 full baths, and a versatile layout perfect for multi-generational living or...

  • 6 Beds
  • 4 Baths
  • 202609720 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 65 DOM
84-554 Upena Street, Waianae image
84-554 Upena Street, Waianae $1,425,000 ▲

*MUST SEE VIRTUAL TOUR/VIDEO!* Welcome to a rare opportunity in magical Makaha—where breathtaking mountain views meet the tranquility of West Oahu living. Nestled on a sp...

  • 6 Beds
  • 4 Baths
  • 202607648 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 69 DOM
87-250 Kulaaupuni Street, Waianae image
87-250 Kulaaupuni Street, Waianae $1,350,000

3 acres of flat and clear land in Maili! Zoned AG2 and ready to be made your own. This property features a large house with two bedrooms, two bathrooms, and two additiona...

  • 2 Beds
  • 2 Baths
  • 202609399 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 75 DOM
87-876 Ehu Street, Waianae image
87-876 Ehu Street, Waianae $1,100,000

Discover a RARE and VERSATILE investment opportunity in Waianae! This UNIQUE multi-unit property features FOUR SEPARATE UNITS, offering incredible flexibility for investo...

  • 9 Beds
  • 7 Baths
  • 202609159 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 77 DOM
85-720 Farrington Highway, Waianae image
85-720 Farrington Highway, Waianae $1,680,000

RARE redevelopment opportunity in Waianae. Large R-5 zoned parcel of approximately 40,266 sqft. List price is for 85-720 Farrington Hwy only; adjoining parcel 85-718 Farr...

  • 14 Beds
  • 6 Baths
  • 202609226 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 77 DOM
85-1020 Mill Street Unit A & B, Waianae image
85-1020 Mill Street Unit A & B, Waianae $1,575,000

Brand new multi-family opportunity in the heart of Waianae! This property features two separate 3-bedroom, 2-bath units, each offering approximately 1,200 sq ft of interi...

  • 202605176 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 143 DOM
84-816 Maiola Street Unit 40, Waianae image
84-816 Maiola Street Unit 40, Waianae — Cottages At Maunaolu $1,399,000

Incredible Active Legal Short Term Rental in a Gated Resort Community just 4 minutes from Makaha Beach! The Cottages at Mauna‘Olu, tucked in Makaha Valley, has a Security...

  • 3 Beds
  • 2 Baths
  • 202608622 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Cottages At Maunaolu Bldg.
  • 88 DOM
84-940 Moaelehua Street, Waianae image
84-940 Moaelehua Street, Waianae $3,330,000 ▲

| Seller Financing Available | Offering over 5,000 square feet of interior living space on more than an acre of land, this expansive estate delivers space, privacy, and p...

  • 6 Beds
  • 6 Baths
  • 202608303 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 88 DOM
84-890 Maiola Street Unit 73, Waianae image
84-890 Maiola Street Unit 73, Waianae $1,675,000

Where value, performance, and lifestyle align designed to capture immediate investor interest and competitive activity. Located within one of Oahu’s rare and few legally ...

  • 4 Beds
  • 3 Baths
  • 202607926 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 95 DOM
84-858 Maiola Street, Waianae image
84-858 Maiola Street, Waianae $1,845,000

Turnkey legal STR 4 bed, 2.5 bath Airbnb at the gated Cottages at Mauna Olu Resort. Fully furnished and ready to operate with existing bookings, this is an ideal pick for...

  • 4 Beds
  • 3 Baths
  • 202606664 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 111 DOM
84-956 Hanalei Street, Waianae image
84-956 Hanalei Street, Waianae $1,765,000

ATTENTION INVESTORS – STRONG CASH FLOW OPPORTUNITY! Multi-unit income-producing property in Waianae generating $11,271/month in rental income with a current 6.9% CAP rate...

  • 202606722 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 117 DOM
84-945 Alahele Street, Waianae image
84-945 Alahele Street, Waianae $2,795,000

Exceptional value in gated Mauna‘Olu Estates. Set on over 2 acres, this modern retreat offers ocean and mountain views, privacy, and indoor-outdoor living. Open-concept d...

  • 4 Beds
  • 4 Baths
  • 202606539 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 119 DOM
84-814 Maiola Street Unit 39, Waianae image
84-814 Maiola Street Unit 39, Waianae — Cottages At Maunaolu $1,456,800 ▼

Experience the mana of Makaha Valley as you enter this majestic, LEGAL SHORT-TERM RENTAL in the gated community of Mauna’Olu Estates. A desirable single-level 3-bed, 2-ba...

  • 3 Beds
  • 2 Baths
  • 202606337 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Cottages At Maunaolu Bldg.
  • 122 DOM
84-1000 Maiola Street, Waianae image
84-1000 Maiola Street, Waianae $4,800,000 ▼

Welcome to paradise living at 84-1000 Maiola St in the private gated community of Mauna 'Olu in Makaha Valley on the Leeward coast of Oahu! This hillside estate boasts pa...

  • 4 Beds
  • 5 Baths
  • 202604988 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 131 DOM
87-879 Apuupuu Road, Waianae image
87-879 Apuupuu Road, Waianae $1,450,000 ▼

Rare opportunity to own almost 4 1/2 acre of prime land in Waianae, Hawaii, offering exceptional flexibility for a private island lifestyle. This expansive property featu...

  • 5 Beds
  • 2 Baths
  • 202528275 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 209 DOM
87-879 Apuupuu Road, Waianae image
87-879 Apuupuu Road, Waianae $1,450,000 ▼

Rare opportunity to own nearly four and a half acres of prime land in Waianae, Hawaii, offering exceptional flexibility for a private island lifestyle with mountain views...

  • 202528273 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 209 DOM
84-1036 Noholio Road, Waianae image
84-1036 Noholio Road, Waianae $1,499,000 ▼

Nestled on a 1-acre lot between the mountains and the ocean, this LIKE NEW property offers the best of island living—space, serenity, and stunning natural surroundings. T...

  • 8 Beds
  • 4 Baths
  • 202528276 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 217 DOM
84-883 Maiola Street Unit 118, Waianae image
84-883 Maiola Street Unit 118, Waianae — Cottages At Maunaolu $1,725,000

LEGAL Short Term Rental, Your Hawaii Retreat! Located in gated Mauna’olu Estates, this highly sought-after Plan 7 offers a rare ADU with private entrance & full kitchen, ...

  • 4 Beds
  • 4 Baths
  • 202521821 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Cottages At Maunaolu Bldg.
  • 297 DOM
85-1021 Mill Street, Waianae image
85-1021 Mill Street, Waianae $1,150,000 ▼

Price improvement! Stunning brand new constructed and beautifully designed contemporary 2-story home featuring 5 bedrooms, 4 bathrooms & 2-car garage with quality materia...

  • 5 Beds
  • 4 Baths
  • 202521537 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 299 DOM
85-922 Midway Street, Waianae image
85-922 Midway Street, Waianae $1,150,000 ▼

Price improvement! Stunning brand new constructed and beautifully designed contemporary 2-story home featuring 5 bedrooms, 4 bathrooms & 2-car garage with quality materi...

  • 5 Beds
  • 4 Baths
  • 202521534 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 299 DOM
87-1446 Akowai Road, Waianae image
87-1446 Akowai Road, Waianae $1,100,000 ▼

Beautiful newly constructed home with ADU only with stunning ocean views one block from the beach! 5 bedroom/3 bath with multi family options. Live in one section and ren...

  • 5 Beds
  • 3 Baths
  • 202518916 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 318 DOM
84-1111 Hana Street, Waianae image
84-1111 Hana Street, Waianae $3,700,000 ▼

Location, location, location! One block from pristine ocean frontage—don’t miss out on this rare apartment property. Previously run as an historic hotel, current use is l...

  • 202518299 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 339 DOM
84-485 FARRINGTON Highway, Waianae image
84-485 FARRINGTON Highway, Waianae $3,500,000 ▼

Rare Makaha oceanfront estate on approximately 0.48 acres of R-10 zoned land, offering unparalleled privacy and direct access to a reef-protected shoreline with seasonal ...

  • 202518209 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 344 DOM
84-485 FARRINGTON Highway, Waianae image
84-485 FARRINGTON Highway, Waianae $3,500,000 ▼

Rare Makaha oceanfront estate on approximately 0.48 acres of R-10 zoned land, offering unparalleled privacy and direct access to a reef-protected shoreline with seasonal ...

  • 5 Beds
  • 3 Baths
  • 202518208 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 344 DOM
84-853 Moua Street, Waianae image
84-853 Moua Street, Waianae $2,501,950

Welcome to your oceanfront escape in Makaha—where mornings begin with sea breezes and end with glowing sunsets over the Pacific. With five bedrooms, two and a half baths,...

  • 5 Beds
  • 3 Baths
  • 202512900 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 357 DOM
84-916 Hanalei Street, Waianae image
84-916 Hanalei Street, Waianae $1,500,000 ▼

***Price Reduction*** Rare Investment Opportunity – 4 Homes on R-5 Zoned Lot! Don't miss your chance to own this exceptional multi-family property featuring four detached...

  • 202512790 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 358 DOM
84-845 Maiola Street Unit 103, Waianae image
84-845 Maiola Street Unit 103, Waianae — Cottages At Maunaolu $1,775,000 ▼

Seller Credit of $30,000! Rare Oceanview Perimeter Lot in Gated Cottages at Mauna'olu Legal Short Term Rental 3-bed, 2.5 bath single-family home blends luxury with island...

  • 3 Beds
  • 3 Baths
  • 202516797 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Cottages At Maunaolu Bldg.
  • 368 DOM
84-891 Moua Street, Waianae image
84-891 Moua Street, Waianae $1,750,000

Experience the ultimate island lifestyle with this rare beachfront property featuring two dwellings, main house 3 bedroom/1 bathroom, and separate 1 bedroom/1 bathroom c...

  • 4 Beds
  • 3 Baths
  • 202516787 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 368 DOM
87-179 Hakimo Road, Waianae image
87-179 Hakimo Road, Waianae $1,780,000 ▼

Huge price improvement! Land + (8) Approved house plans with permit fees already PAID ready to build! This is a turn-key project! No need to wait 3 to 5 years for perm...

  • 202515653 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 385 DOM
84-781 Moua Street, Waianae image
84-781 Moua Street, Waianae $1,300,000

OCEANFRONT! PERMITTED SEAWALL!!! This is a rare opportunity to purchase an oceanfront property on over 14,000 sq. ft. of land with an existing Quonset Hut home, permitted...

  • 3 Beds
  • 1 Baths
  • 202506666 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 503 DOM
85-775A Waianae Valley Road, Waianae image
85-775A Waianae Valley Road, Waianae $1,188,000 ▼

Sustainable homestead, multigenerational living…so many possibilities! Privacy down a long driveway to 2 homes on fully fenced 3.41 acres of fertile farmland. The homes a...

  • 202324269 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 1008 DOM
85-775A Waianae Valley Road, Waianae image
85-775A Waianae Valley Road, Waianae $1,188,000 ▼

Sustainable homestead, multigenerational living…so many possibilities! Privacy down a long driveway to 2 homes on fully fenced 3.41 acres of fertile farmland. The homes a...

  • 6 Beds
  • 2 Baths
  • 202324887 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 1003 DOM

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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Elizabeth La Riva is a real estate team affiliated with Compass. Compass is a licensed real estate broker with a principal office in Oahu, Hawaii, and abides by all applicable equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.

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