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Search Leeward Coast $300,000 - $400,000 Homes

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Newest Leeward Coast, HI $300,000 - $400,000 Homes For Sale

85-86 Farrington Highway, Waianae image
85-86 Farrington Highway, Waianae $375,000

BEAUTIFUL VIEW!!! OCEAN, SUNSET, BEACH, PARK, MOUNTAIN VIEW!!. Across the street, directly from FABULOUS WHITE SAND BEACH!!! Unobstructuable! READY to build your DREAM H...

  • 202616992 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 6 DOM
84-688 Ala Mahiku Street Unit 157C, Waianae image
84-688 Ala Mahiku Street Unit 157C, Waianae — Makaha Valley Pltn $315,000

Welcome to paradise in this gorgeous 2-bedroom, 1-bathroom residence featuring a bright, open floor plan accented by soaring vaulted ceilings throughout the kitchen and m...

  • 2 Beds
  • 1 Baths
  • 202615997 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Valley Pltn Bldg.
  • 22 DOM
87-103 Halike Place, Waianae image
87-103 Halike Place, Waianae $320,000

VACANT LOT IS CLEARED AND READY TO BUILD. ACROSS FROM POPULAR "ULEHAWA BEACH PARK" OWN A SLICE OF PARADISE AND BUILD YOUR DREAM HOME.

  • 202615985 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 22 DOM
84-965 Farrington Highway Unit A806, Waianae image
84-965 Farrington Highway Unit A806, Waianae — Makaha Beach Cabanas $300,000

Welcome to your dream getaway! This beautifully remodeled beach condo perfectly blends modern luxury and coastal charm on one of Hawaii's most breathtaking beaches. Enjoy...

  • 1 Beds
  • 1 Baths
  • 202615691 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Beach Cabanas Bldg.
  • 27 DOM
87-265 Laulele Street, Waianae image
87-265 Laulele Street, Waianae $349,000

Calling all contractors, investors and individuals with those creative ideas. Great layout with lots of space. Turn this property into a HOME with your touch of TLC. Loca...

  • 4 Beds
  • 2 Baths
  • 202615466 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 30 DOM
87-561 Farrington Highway Unit 216, Waianae image
87-561 Farrington Highway Unit 216, Waianae — Maili Cove $400,000

Paradise awaits at this hidden gem along Oahu's Leeward Coast! Welcome to your secluded oceanfront oasis, where refined luxury meets breathtaking coastal living. Step ins...

  • 1 Beds
  • 1 Baths
  • 202614649 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Maili Cove Bldg.
  • 40 DOM
87-206 Halemaluhia Place, Waianae image
87-206 Halemaluhia Place, Waianae $335,000

This is the chance you've been waiting for! This 5,000 sf, corner lot offers the opportunity to start new and really customize the home to your liking. Tucked away from t...

  • 3 Beds
  • 2 Baths
  • 202614534 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 45 DOM
84-710 Kili Drive Unit 1419/1420, Waianae image
84-710 Kili Drive Unit 1419/1420, Waianae — Makaha Valley Towers $300,000

Rare Two-Bathroom Unit! Discover a serene island retreat at Makaha Valley Towers, situated on the west side of Oahu. This 14th-floor, 2-bedroom,2-bathroom home features s...

  • 2 Beds
  • 2 Baths
  • 202613980 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Valley Towers Bldg.
  • 50 DOM
84-664 Ala Mahiku Street Unit 195B, Waianae image
84-664 Ala Mahiku Street Unit 195B, Waianae — Makaha Valley Pltn $345,000

True ocean view! Tucked into the most desirable corner of Makaha Valley Plantation, this stylish 2-bedroom, 1-bathroom condominium blends comfort and convenience with tro...

  • 2 Beds
  • 1 Baths
  • 202614097 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Valley Pltn Bldg.
  • 50 DOM
84-965 Farrington Highway Unit A604, Waianae image
84-965 Farrington Highway Unit A604, Waianae — Makaha Beach Cabanas $385,000

Oceanfront living on a white sand beach next to Mount Lahilahi. This condo was renovated in 2024 and it's well maintained. Upgrades include granite surfaces, stainless st...

  • 1 Beds
  • 1 Baths
  • 202613370 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Beach Cabanas Bldg.
  • 62 DOM
87-153 Helelua Street Unit 3, Waianae image
87-153 Helelua Street Unit 3, Waianae — Puu Heleakala $358,000

Welcome to this spacious multi-level townhouse in the desirable Puu Heleakala community of Maili. Offering an efficient layout, this home features 4 comfortable bedrooms ...

  • 4 Beds
  • 2 Baths
  • 202612529 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Puu Heleakala Bldg.
  • 72 DOM
87-561 Farrington Highway Unit 317, Waianae image
87-561 Farrington Highway Unit 317, Waianae — Maili Cove $375,000 ▼

Stunning Oceanfront Condo with Spectacular Views! Charming one-bedroom, one-bathroom condo offers a perfect blend of comfort, convenience, and breathtaking views. Nicely ...

  • 1 Beds
  • 1 Baths
  • 202612110 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Maili Cove Bldg.
  • 80 DOM
85-978 Farrington Highway, Waianae image
85-978 Farrington Highway, Waianae $330,000

RARE OPPORTUNITY – Last Vacant Lot on the Block! Don’t miss your chance to own the last available vacant lot in this desirable Waianae neighborhood! This flat, build-read...

  • 202610651 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 101 DOM
89-432 Haleakala Avenue, Waianae image
89-432 Haleakala Avenue, Waianae $399,000

Bring your vision to life! Experience the laid-back lifestyle of Nanakuli in this Department of Hawaiian Home Lands property situated on an expansive 17,562 sq. ft. lot f...

  • 4 Beds
  • 2 Baths
  • 202610249 MLS
  • ACTIVE UNDER CONTRACT Status
  • LH - Leasehold Tenure
  • 106 DOM
87-1836 Farrington Highway, Waianae image
87-1836 Farrington Highway, Waianae $325,000 ▼

Amazing Opportunity! Seller will entertain Seller Financing-20% down and 6 months interest-only! Perfect for buyers who want to secure the land now and move forward with ...

  • 202609727 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 111 DOM
87-155 Kakalena Street Unit 5, Waianae image
87-155 Kakalena Street Unit 5, Waianae $375,000 ▼

Detached single-family CPR home on a 5,000 sq. ft. lot with NO monthly maintenance fees. This self-managed 2-bedroom, 1-bath residence is perfect for first-time buyers or...

  • 2 Beds
  • 1 Baths
  • 202604713 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 197 DOM
87-155 Kakalena Street Unit 6, Waianae image
87-155 Kakalena Street Unit 6, Waianae $375,000 ▼

Public Remarks: Detached single-family CPR home on a 5,000 sq. ft. lot with NO monthly maintenance fees. This self-managed 2-bedroom, 1-bath residence is perfect for fir...

  • 2 Beds
  • 1 Baths
  • 202604725 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 197 DOM
87-155 Kakalena Street Unit 4, Waianae image
87-155 Kakalena Street Unit 4, Waianae $385,000 ▼

Detached single-family CPR home on a 5,000 sq. ft. lot with NO monthly maintenance fees. This self-managed 2-bedroom, 1-bath residence is perfect for first-time buyers or...

  • 2 Beds
  • 1 Baths
  • 202604705 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 197 DOM
87-155 Kakalena Street Unit 3, Waianae image
87-155 Kakalena Street Unit 3, Waianae $330,000 ▼

Detached single-family CPR home on a 5,000 sq. ft. lot with NO monthly maintenance fees. This self-managed 2-bedroom, 1-bath residence is perfect for first-time buyers or...

  • 2 Beds
  • 1 Baths
  • 202604539 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 197 DOM
87-155 Kakalena Street Unit 2, Waianae image
87-155 Kakalena Street Unit 2, Waianae $365,000 ▼

Detached single-family CPR home on a 5,000 sq. ft. lot with NO monthly maintenance fees. This self-managed 1-bedroom, 1-bath residence is perfect for first-time buyers or...

  • 1 Beds
  • 1 Baths
  • 202604530 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 197 DOM
84-510 Farrington Highway Unit 5, Waianae image
84-510 Farrington Highway Unit 5, Waianae — Makaha Village $385,000 ▲

**AMAZING OPPORTUNITY! APPROVED SHORT SALE PRICE OF $385,000.** Rare chance to own a 3-bedroom, 1.5-bath attached single-family home on O?ahu for under $400,000. Ideal fo...

  • 3 Beds
  • 1 Baths
  • 202602216 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Village Bldg.
  • 211 DOM
86-328 Hokupaa Street, Waianae image
86-328 Hokupaa Street, Waianae $395,000

Don't miss this opportunity to own your own spacious 3 bedroom/1 bath home. Located in Waianae on a fully fenced large corner lot, conveniently located across the elemen...

  • 3 Beds
  • 1 Baths
  • 202600275 MLS
  • ACTIVE Status
  • LH - Leasehold Tenure
  • 247 DOM
84-965 Farrington Highway Unit B517, Waianae image
84-965 Farrington Highway Unit B517, Waianae — Makaha Beach Cabanas $310,000

Amazing opportunity to live directly above the ocean and beach. This preferred tower and unit is located on the 5th floor which offers sweeping unobstructed views of the ...

  • 1 Beds
  • 1 Baths
  • 202600143 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Beach Cabanas Bldg.
  • 248 DOM
84-575 Kili Drive Unit 199C, Waianae image
84-575 Kili Drive Unit 199C, Waianae — Makaha Oceanview Estates $349,000

Top-Floor Oasis with Ocean & Mountain Views in Makaha Valley Experience island living at its best in this beautifully updated top-floor unit, perfectly situated in a gat...

  • 2 Beds
  • 1 Baths
  • 202524517 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Oceanview Estates Bldg.
  • 297 DOM
85-003 Pokai Bay Street Unit 403, Waianae image
85-003 Pokai Bay Street Unit 403, Waianae — Pokai Bay Marina $335,000

Rare unit with ocean and park views from the only midrise condo overlooking Pokai Bay! The lanai runs the width of the unit adding outdoor space and views. Just remodeled...

  • 1 Beds
  • 1 Baths
  • 202524444 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Pokai Bay Marina Bldg.
  • 315 DOM
84-757 Kiana Place Unit 6/21A, Waianae image
84-757 Kiana Place Unit 6/21A, Waianae — Makaha Valley Pltn $315,000 ▲

This coveted first-floor "A" unit (2BR/1BA) is ideally located in one of the most tranquil corners of Makaha Valley Plantation. Nestled at the edge of the complex, it off...

  • 2 Beds
  • 1 Baths
  • 202513805 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Valley Pltn Bldg.
  • 455 DOM
84-965 Farrington Highway Unit A502, Waianae image
84-965 Farrington Highway Unit A502, Waianae — Makaha Beach Cabanas $350,000 ▼

Price Reduction! Discover unparalleled beachfront living at Makaha Beach Cabanas on Papaoneone, one of Oahu's most stunning beaches. This upscale, custom designed, and co...

  • 1 Beds
  • 1 Baths
  • 202512507 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Beach Cabanas Bldg.
  • 477 DOM
87-561 Farrington Highway Unit 318, Waianae image
87-561 Farrington Highway Unit 318, Waianae — Maili Cove $399,999 ▲

Oceanfront Condo with Stunning Views! Experience coastal living in this oceanfront, top-floor condominium located on the cool side of the building. NEW FLOORING, NEW DISH...

  • 1 Beds
  • 1 Baths
  • 202501186 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Maili Cove Bldg.
  • 609 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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