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Search Windward Coast 5 Bedroom Homes

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Newest Windward Coast, HI 5 Bedroom Homes For Sale

151 Alala Road, Kailua image
151 Alala Road, Kailua $2,625,000

Welcome to this single-level, classic Hawaii-style home, steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See the ocean from the ...

  • 5 Beds
  • 3 Baths
  • 202616563 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 7 DOM
45-151 Moakaka Way, Kaneohe image
45-151 Moakaka Way, Kaneohe $1,725,000

TWO LIVING SPACES, ONE VIEW. This fully renovated 5BR/3BA sits on a dead-end street off Kaneohe Bay Drive, no through traffic, looking over the best views Oahu has to off...

  • 5 Beds
  • 3 Baths
  • 202616267 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 16 DOM
47-337 Mahakea Road, Kaneohe image
47-337 Mahakea Road, Kaneohe $1,598,000

Welcome home to this private Windward Oahu acre of sanctuary, full of character with high-yield upgrades and a tropical food forest! Framed by the Koolau Mountains, this...

  • 5 Beds
  • 3 Baths
  • 202615510 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 17 DOM
51-244 Kamehameha Highway, Kaaawa image
51-244 Kamehameha Highway, Kaaawa $1,995,000

Discover a rare tropical retreat where the majestic Koolau Mountains meet the sparkling waters of Kalaeoio Beach Park. Situated on an expansive 13,949 sq. ft. lot directl...

  • 5 Beds
  • 4 Baths
  • 202615876 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 17 DOM
248 Pauahilani Place, Kailua image
248 Pauahilani Place, Kailua $3,085,000 ▼

Opportunities to own in Country Club Knolls don’t come around often, and this stunning 5-bedroom, 4-bathroom residence shows exactly why this neighborhood is so highly co...

  • 5 Beds
  • 4 Baths
  • 202615511 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 23 DOM
47-958 Kamakoi Road, Kaneohe image
47-958 Kamakoi Road, Kaneohe $16,995,000

THIS IS NOT A.I.! This is one of Hawaii's rarest offerings, an estate that cannot be replicated & must be experienced to be believed! Prominently situated against the Ko'...

  • 5 Beds
  • 7 Baths
  • 202614590 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 26 DOM
47-166 Wailehua Road, Kaneohe image
47-166 Wailehua Road, Kaneohe $1,099,999

MUST SEE!!! Discover spacious island living at Kaalaea in Kaneohe! Fully Renovated! Freshly paint & new appliances! 5 bedrooms and 3 baths with flexible layout is perfec...

  • 5 Beds
  • 3 Baths
  • 202615741 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 26 DOM
45-559 Keaahala Road Unit A, Kaneohe image
45-559 Keaahala Road Unit A, Kaneohe $1,925,000

Discover peaceful Kaneohe living with stunning Ko‘olau Mountain and ocean views. This versatile home offers a flexible floor plan ideal for multigenerational living, feat...

  • 5 Beds
  • 3 Baths
  • 202615513 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 30 DOM
47-860 Kamehameha Highway, Kaneohe image
47-860 Kamehameha Highway, Kaneohe $998,000

Views and breezes welcome you home to this spacious residence in Kaalaea at Kahaluu. This freshly renovated property features five bedrooms and two full bathrooms, enhanc...

  • 5 Beds
  • 2 Baths
  • 202614381 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 34 DOM
1458 Uluhala Place, Kailua image
1458 Uluhala Place, Kailua $1,795,000

Nestled in the established Kailua neighborhood of Olomana, this spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and can generate rental...

  • 5 Beds
  • 3 Baths
  • 202614738 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 38 DOM
970 Apokula Place, Kailua image
970 Apokula Place, Kailua $1,680,000 ▼

Total Price reduction of $300,000! Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away o...

  • 5 Beds
  • 3 Baths
  • 202610133 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 42 DOM
44-119 Kahinani Way Unit D, Kaneohe image
44-119 Kahinani Way Unit D, Kaneohe $1,925,000

Nestled high on a hillside, this spacious 5-bedroom, 4-bath home sits on an expansive, beautifully landscaped lot that provides exceptional privacy, tranquility, and brea...

  • 5 Beds
  • 4 Baths
  • 202614332 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 45 DOM
314 Lapa Place, Kailua image
314 Lapa Place, Kailua $4,250,000

Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A ...

  • 5 Beds
  • 6 Baths
  • 202614376 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 45 DOM
47-360 Hui Koloa Place, Kaneohe image
47-360 Hui Koloa Place, Kaneohe $1,435,000 ▼

Experience modern comfort, timeless charm, and practical advantages in this recently refreshed five-bedroom, three-bath home. Thoughtfully re-imagined in 2019 and again ...

  • 5 Beds
  • 3 Baths
  • 202614256 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 48 DOM
47-544 Melekula Road Unit A, Kaneohe image
47-544 Melekula Road Unit A, Kaneohe $1,650,000

Welcome to your private tropical oasis in the back of verdant Ahuimanu Valley at the foot of the majestic Koolau mountain range! This spacious 2,917 SF home has everythin...

  • 5 Beds
  • 4 Baths
  • 202614004 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 52 DOM
47-544 Melekula Road Unit A, Kaneohe image
47-544 Melekula Road Unit A, Kaneohe $1,650,000

Welcome to your private tropical oasis in the back of verdant Ahuimanu Valley at the foot of the majestic Koolau mountain range! This spacious 2,917 SF home has everyth...

  • 5 Beds
  • 4 Baths
  • 202613152 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 52 DOM
824 N Kalaheo Avenue Unit A, Kailua image
824 N Kalaheo Avenue Unit A, Kailua $2,750,000

Best Value in Beachside, Kailua priced under tax assessed value! Only seven homes away from the beach without the oceanfront premium. Set within the private 14-home Hale ...

  • 5 Beds
  • 5 Baths
  • 202613874 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 54 DOM
54-236 Kaipapau Loop, Hauula image
54-236 Kaipapau Loop, Hauula $1,599,000

Beautifully maintained and fully furnished 5-bedroom, 4-bathroom home built in 2017, offering modern comfort and a flexible floor plan in the heart of Hau'ula. Designed f...

  • 5 Beds
  • 4 Baths
  • 202612581 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 64 DOM
846 Mokulua Drive, Kailua image
846 Mokulua Drive, Kailua $7,855,000 ▼

Experience one-of-a-kind oceanfront living in the heart of Lanikai. Nestled along the shoreline in one of Hawai?i's most coveted neighborhoods, this private tropical retr...

  • 5 Beds
  • 4 Baths
  • 202613137 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 65 DOM
821 Kainui Drive, Kailua image
821 Kainui Drive, Kailua $2,500,000 ▼

Rare opportunity to own a canal front home on a nearly 10,000 sq. ft. R-5 zoned lot with a legal ‘ohana unit, each with its own utility meters, complete with pool & spa. ...

  • 5 Beds
  • 5 Baths
  • 202612304 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 65 DOM
802 Pahumele Place, Kailua image
802 Pahumele Place, Kailua $3,550,000 ▼

Set along the peaceful shoreline of a tranquil lake, this stunning five-bedroom, four-bathroom residence offers a lifestyle where every day starts and ends with views tha...

  • 5 Beds
  • 4 Baths
  • 202612388 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 71 DOM
45-269 Ka Hanahou Circle, Kaneohe image
45-269 Ka Hanahou Circle, Kaneohe $1,425,000 ▼

**Back on the market. This is a rare second shot at a home like this on the Windward side. This fully renovated single-level home sits on a corner lot with direct acce...

  • 5 Beds
  • 3 Baths
  • 202611661 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 85 DOM
47-508 Kinana Way, Kaneohe image
47-508 Kinana Way, Kaneohe $1,299,999 ▼

New Price! Located in the lush & tropical Ahuimanu Area that is a part of the majestic Koolau Mountains is a 5 bed/ 4 bath home with 2300 sq ft of living area & complemen...

  • 5 Beds
  • 4 Baths
  • 202611147 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 94 DOM
46-046 Puulau Place, Kaneohe image
46-046 Puulau Place, Kaneohe $1,917,000 ▼

REDUCED - Exceptional Single-level, Pool home offering privacy, breathtaking mountain views & more! Spacious, open-concept floor plan provides flexibility for many lifest...

  • 5 Beds
  • 2 Baths
  • 202611073 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 95 DOM
260 Kuukama Street, Kailua image
260 Kuukama Street, Kailua $2,599,000 ▼

One of Kailua's most sought-after neighborhoods. This lovely home comes with 5 bedrooms and 3 baths, a 3035 square foot home located on a cul-de-sac just a 10-minute, hal...

  • 5 Beds
  • 3 Baths
  • 202609140 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 125 DOM
45-822 Paleka Place, Kaneohe image
45-822 Paleka Place, Kaneohe $1,150,000

Breathtaking Ko'olau Mountain views welcome you home to this well-maintained 5 bedroom, 2 bathroom residence tucked away in a private cul-de-sac. Flexible floor plan offe...

  • 5 Beds
  • 2 Baths
  • 202608315 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 133 DOM
47-754 Kamehameha Highway, Kaneohe image
47-754 Kamehameha Highway, Kaneohe $1,528,000 ▼

Enjoy breathtaking sunrises from your expansive covered wrap around lanai overlooking the OCEAN with open concept living, dining and kitchen on a Large 12,297 square foot...

  • 5 Beds
  • 3 Baths
  • 202608398 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 135 DOM
1614 Paukiki Street, Kailua image
1614 Paukiki Street, Kailua $1,728,000 ▼

With stunning upgrades in the last year,, this five bedroom home located in Kailua Bluffs has unobstructed views of the Olomana peaks, a private greenbelt backdrop, and n...

  • 5 Beds
  • 3 Baths
  • 202608144 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 139 DOM
47-218 Kamehameha Highway, Kaneohe image
47-218 Kamehameha Highway, Kaneohe $1,680,000 ▼

Capture strong rental potential and full-occupancy appeal with this updated tri-level residence in the highly sought-after Lulani Ocean community. Showcasing breathtaking...

  • 5 Beds
  • 4 Baths
  • 202607413 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 149 DOM
1091 Alahaki Street, Kailua image
1091 Alahaki Street, Kailua $2,195,000 ▼

Recently reintroduced to the market, this spacious 5-bedroom, 3-bath single-family home sits on a large, level lot in the desirable Kailua neighborhood. Its thoughtful la...

  • 5 Beds
  • 3 Baths
  • 202607327 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 152 DOM
47-481 Pakai Place, Kaneohe image
47-481 Pakai Place, Kaneohe $2,500,000

Huge Opportunity to own a Massive Home with Cashflow Potential that Covers Your Living Expenses and Builds Your Legacy. Tropical paradise with tons of parking and views o...

  • 5 Beds
  • 4 Baths
  • 202603864 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 191 DOM
41-046 Hihimanu Street, Waimanalo image
41-046 Hihimanu Street, Waimanalo $2,750,000 ▼

Welcome to the beach home of your dreams, where location and quality meet for Hawaiian-living perfection. Just a short stroll from the beach, this impeccable single-level...

  • 5 Beds
  • 3 Baths
  • 202604504 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 197 DOM
45-340 Lehuuila Street, Kaneohe image
45-340 Lehuuila Street, Kaneohe $1,450,000

Rare Opportunity to own in Pikoiloa!! This 5 bedroom, 3 bath, predominantly single level home comes complete with granite counter tops, luxury vinyl flooring, 45 Owned So...

  • 5 Beds
  • 3 Baths
  • 202600179 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 246 DOM
54-230 Hauula Homestead Road Unit A, Hauula image
54-230 Hauula Homestead Road Unit A, Hauula $989,000 ▼

Welcome to 54-230A Hau'ula Homestead Road, a charming single-family home with ocean views nestled on the peaceful northeastern shore of O'ahu. This inviting residence off...

  • 5 Beds
  • 3 Baths
  • 202525534 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 300 DOM
1233 Keolu Drive, Kailua image
1233 Keolu Drive, Kailua $1,440,000 ▼

Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a ...

  • 5 Beds
  • 3 Baths
  • 202519336 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 372 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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