Oahumilitaryrealestate.com
  • Home
  • Advanced Search
  • VA Loan Resources
  • PCS Resources
  • About Us
  • Blog
  • Contact Us
Login
(808) 554-9667

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Search Leeward Coast, HI Luxury Homes

TO
Advanced Search

Address Search

Newest Leeward Coast, HI Luxury Homes For Sale

87-201 Paakea Road, Waianae image
87-201 Paakea Road, Waianae $1,780,000

A unique opportunity for the right buyer — motivated sellers!  This nearly 3-acre agricultural estate offers over 57,000 sq ft of greenhouse space used as an Orchid farm...

  • 6 Beds
  • 5 Baths
  • 202616373 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 9 DOM
84-581 Upena Street, Waianae image
84-581 Upena Street, Waianae $2,483,000

Must tour OCEANFRONT property & experience perfect location/parcel. Pie-shaped lot with small, discreet street front, huge backyard w/pool & 130+ linear feet of ocean. Ol...

  • 5 Beds
  • 6 Baths
  • 202616617 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 9 DOM
84-1330 Maunaolu Street, Waianae image
84-1330 Maunaolu Street, Waianae $2,398,000

Discover an exceptional opportunity in the prestigious Makaha Valley Estates. Set on an expansive 64,469-square-foot lot, this impressive 4-bedroom, 3.5-bath Estate offer...

  • 4 Beds
  • 4 Baths
  • 202612344 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 30 DOM
84-84 Maiola Place, Waianae image
84-84 Maiola Place, Waianae $1,550,000

Experience elevated island at Cottages at Mauna Olu, a desirable dated community offering privacy, comfort, and a relaxed island lifestyle. This exceptional former devel...

  • 3 Beds
  • 2 Baths
  • 202615228 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 34 DOM
84-425 Makaha Valley Road, Waianae image
84-425 Makaha Valley Road, Waianae $1,599,999

**PRIVATE • NO HOA • 1.35 ACRES OF AGRICULTURAL LAND • TWO HOMES • A RARE HAWAIIAN RETREAT!** Opportunities like this are almost impossible to find on Oahu. Hidden within...

  • 5 Beds
  • 3 Baths
  • 202614991 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 37 DOM
84-916 Hanalei Street, Waianae image
84-916 Hanalei Street, Waianae $1,400,000 ▼

Rare investment opportunity featuring four detached single-family homes on an R-5 zoned lot. Ideal for investors, 1031 exchange buyers, or multi-generational living, this...

  • 10 Beds
  • 4 Baths
  • 202614927 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 37 DOM
84-916 Hanalei Street, Waianae image
84-916 Hanalei Street, Waianae $1,400,000 ▼

Rare investment opportunity featuring four detached single-family homes on an R-5 zoned lot. Ideal for investors, 1031 exchange buyers, or multi-generational living, this...

  • 202614924 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 37 DOM
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 UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 48 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
  • 57 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
  • 57 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
  • 62 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
  • 75 DOM
86-116 Puhawai Road Unit A, Waianae image
86-116 Puhawai Road Unit A, Waianae $1,500,000 ▼

OPEN HOUSE: 9/13 FROM 2-5PM. A rare find for farmers, agricultural business owners, or those seeking land and self-sufficiency. This CMU-built duplex sits on 2 acres and ...

  • 5 Beds
  • 4 Baths
  • 202611931 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 80 DOM
85-824 Lihue Street, Waianae image
85-824 Lihue Street, Waianae $1,600,000 ▼

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
  • 82 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
  • 89 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
  • 91 DOM
84-808 Moua Street, Waianae image
84-808 Moua Street, Waianae $1,499,000 ▼

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
  • 90 DOM
84-290 Makaha Valley Road, Waianae image
84-290 Makaha Valley Road, Waianae $1,895,000 ▼

PRICE ADJUSTMENT! RARE 4-PERMITTED-UNIT INVESTMENT OPPORTUNITY IN MAKAHA! Situated on approximately 1 acre, this unique income-producing property features 4 permitted res...

  • 15 Beds
  • 8 Baths
  • 202610829 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 99 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
  • 120 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
  • 122 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
  • 188 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.
  • 133 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
  • 133 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
  • 162 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
  • 164 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.
  • 167 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
  • 176 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
  • 254 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
  • 254 DOM
84-1036 Noholio Road, Waianae image
84-1036 Noholio Road, Waianae $1,499,000 ▼

Open house 9/6 cancelled due to the storm. Nestled on a 1-acre lot between the mountains and the ocean, this LIKE NEW property offers the best of island living—space, ser...

  • 8 Beds
  • 4 Baths
  • 202528276 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 262 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 UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Cottages At Maunaolu Bldg.
  • 342 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
  • 402 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
  • 548 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.

Looking to buy a Luxury Homes For Sale in Leeward Coast in Leeward Coast, HI?

Browse current Luxury Homes For Sale in Leeward Coast. Can't find a home that fits your needs? Try our Advanced Oahu MLS search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.

Your VA Loan Benefits

Use your VA Loan Benefits

Search All Oahu Real Estate

Use our full MLS search to access all Oahu listings

Your Oahu Home Value

Our expert Oahu Realtors know your home's value like no one else

Like or Share

Search By Price

  • $100,000 - $200,000
  • $200,000 - $300,000
  • $300,000 - $400,000
  • $400,000 - $500,000
  • $500,000 - $600,000
  • $600,000 - $700,000
  • $700,000 - $800,000
  • $800,000 - $900,000
  • $900,000 - $1,000,000
  • Over $1,000,000

Search By Feature

  • 1 Story
  • 1 Story
  • 2 Story
  • 3 Bedroom
  • 3 Story
  • 4 Bedroom
  • 4 Bedroom
  • 5 Bedroom
  • 6 Bedroom
  • Acreage
  • Beachfront Homes
  • Condos
  • Golf Course Homes
  • Homes With Land
  • Homes With Pool
  • Lakefront Homes
  • Luxury Homes
  • Mountain View Homes
  • Multi-Family Homes
  • New Homes
  • Oceanfront Homes
  • Oceanview Homes
  • Single-Family
  • Townhouse
  • Waterfront Homes
  • Home
  • Selling
  • Buying
  • VA Home Loans
  • About Us
  • Contact Us
Create an Account

Create an Account 🏡

All access to the newest listings to hit the market, 100% free. We are always here to help in case you have questions!

  • See local listings faster than any real estate website
  • Access to a local agent that will help answer any of your questions
  • Get help buying and selling with us
  • And of course, our home search service is always 100% free!

Hello, 👋

Welcome back. We have new listings for you. Remember like always, we are always here to help. Happy house hunting!

My Favorites My Saved SearchesMessage my agent
Buy

Buy

Create a bullet proof buying plan by working with the best agents in the area. From planning, pre-approvals, tours, to getting your keys.

Sell

Sell

Get your home sold for the most money, in the least amount of time. It is never too early to devise a gameplan.

Create an Account

Home Estimate

See what your property is currently worth within seconds. Just enter your address.

compass logo
Sitemap
  • Home
  • About us
  • VA Loan Resources
  • PCS Resources
  • Home Search
  • Let's Connect
Contact

Get to Know Me

(808) 554-9667

Address

4211 Waialae Ave. Suite H-8

Honolulu, HI 96816

Kahala Mall



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.

REALTOR, ABR, e-Pro, MRP, CRS

Website designed and developed by Vanity Geeks.
  • l
  • l
  • l
  • l

© Copyright 2022 | Privacy Policy

  • Map Search
  • Advanced Search
IDX Real Estate Websites by
• Accessibility • Terms • Privacy