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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

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.
  • 5 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.
  • 5 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.
  • 17 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 Status
  • FS - Fee Simple Tenure
  • Puu Heleakala Bldg.
  • 27 DOM
87-209 Helelua Street Unit 3, Waianae image
87-209 Helelua Street Unit 3, Waianae — Puu Heleakala $327,000

A versatile West Oahu find for buyers and investors alike. This fee simple opportunity in the sought-after Puu Heleakala community on Oahu's Leeward Coast. This two-story...

  • 3 Beds
  • 2 Baths
  • 202611301 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Puu Heleakala Bldg.
  • 28 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.
  • 35 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
  • 56 DOM
84-965 Farrington Highway Unit A903 & A904, Waianae image
84-965 Farrington Highway Unit A903 & A904, Waianae — Makaha Beach Cabanas $388,000 ▼

Investor special! TWO TOP-FLOOR, OCEANFRONT UNITS FOR THE PRICE OF ONE! Rarely does an opportunity like this come on the market. This top-floor residence sits literally a...

  • 2 Beds
  • 2 Baths
  • 202607530 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Beach Cabanas Bldg.
  • 58 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
  • 61 DOM
87-1836 Farrington Highway, Waianae image
87-1836 Farrington Highway, Waianae $375,000

Directly across from the ocean, this vacant Nanakuli lot invites you to build a home with the smell of sea breezes. Design a home where your mornings begin with the rhyth...

  • 202609727 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 66 DOM
84-688 Ala Mahiku Street Unit 157C, Waianae image
84-688 Ala Mahiku Street Unit 157C, Waianae — Makaha Valley Pltn $315,000

Gorgeous 2 bedroom 1 bath with open floor plan accented by the vaulted ceiling throughout the kitchen and living room area. All furniture included with the top-of-the-lin...

  • 2 Beds
  • 1 Baths
  • 202609574 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Valley Pltn Bldg.
  • 74 DOM
87-186 Helelua Street Unit 2, Waianae image
87-186 Helelua Street Unit 2, Waianae — Puu Heleakala $335,000

Welcome to Puu Heleakala- an inviting 3-bedroom, 1-bath home that has been recently renovated with modern touches throughout. Featuring updated flooring, a refreshed kitc...

  • 3 Beds
  • 1 Baths
  • 202609523 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Puu Heleakala Bldg.
  • 74 DOM
84-680 Kili Drive Unit 702, Waianae image
84-680 Kili Drive Unit 702, Waianae — Makaha Valley Towers $310,000

Experience elevated island living in this fully remodeled (2025), turnkey 2-bedroom, 1-bath high-rise retreat at Makaha Valley Towers. A $30,000 structural upgrade — 10% ...

  • 2 Beds
  • 1 Baths
  • 202607585 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Valley Towers Bldg.
  • 108 DOM
87-127 Maipela Street, Waianae image
87-127 Maipela Street, Waianae $369,900 ▼

Quaint 1 bedroom home located in a small Cul-De-Sac in Maili. Fenced yard, fruit trees, minutes walk to the beach. Located on a 5000 sq.ft. lot, there is lots of room f...

  • 1 Beds
  • 1 Baths
  • 202606692 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 117 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
  • 152 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
  • 152 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
  • 152 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
  • 152 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
  • 152 DOM
84-510 Farrington Highway Unit 5, Waianae image
84-510 Farrington Highway Unit 5, Waianae — Makaha Village $350,000 ▼

AMAZING DEAL! Attached 3-bedroom, 1.5-bath single-family home under $400,000 — a rare opportunity for a first-time buyer or investor looking for a value-add project on Oa...

  • 3 Beds
  • 1 Baths
  • 202602216 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Makaha Village Bldg.
  • 166 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 UNDER CONTRACT Status
  • LH - Leasehold Tenure
  • 202 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.
  • 203 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.
  • 252 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.
  • 270 DOM
84-664 Ala Mahiku Street Unit 37/180C, Waianae image
84-664 Ala Mahiku Street Unit 37/180C, Waianae — Makaha Valley Pltn $325,000

End unit with no backyard neighbors is very desirable. The vaulted ceiling with additional windows brings in natural lighting and this feature is only available in the C ...

  • 2 Beds
  • 1 Baths
  • 202517330 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Makaha Valley Pltn Bldg.
  • 357 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.
  • 410 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.
  • 432 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.
  • 564 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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