thehawaiirealestateguy.com Search Results

$1,980,000

Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear neighbors and a beautiful hillside backdrop, this 5-bedroom, 3-bath home has remained in the same family for nearly six decades. With endless potential, it offers an ideal opportunity for multi-generational living or update a well-built home in an exceptional location. The expansive covered lanai opens to the lush backyard creating the perfect space for effortless island-style living, whether you’re relaxing in privacy or entertaining family and friends. Positioned at a higher elevation, the home naturally captures cooling trade winds and Koolau mountain sunsets. Located in one of Oahu’s most sought-after communities, this unique property must be seen to fully appreciate its scale, privacy, and setting. Schedule your private showing today. Number of bedrooms listed doesn't match tax records. Buyer to do their own due diligence. House has alarm system. Must have confirmed appointment before showing. Appraisal valued at $1,950,000 (March 2024).

5 Beds ⋅ 3 Baths ⋅ 202610133 MLS ⋅ FS - Fee Simple Tenure ⋅ 30 DOM

Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear neighbors and a beautiful hillside backdrop, this 5-bedroom, 3-bath home has remained in the same family for nearly six decades. With endless potential, it offers an ideal opportunity for multi-generational living or update a well-built home in an exceptional location. The expansive covered lanai opens to the lush backyard creating the perfect space for effortless island-style living, whether you’re relaxing in privacy or entertaining family and friends. Positioned at a higher elevation, the home naturally captures cooling trade winds and Koolau mountain sunsets. Located in one of Oahu’s most sought-after communities, this unique property must be seen to fully appreciate its scale, privacy, and setting. Schedule your private showing today. Number of bedrooms listed doesn't match tax records. Buyer to do their own due diligence. House has alarm system. Must have confirmed appointment before showing. Appraisal valued at $1,950,000 (March 2024).

970 Apokula Place, Kailua

$1,870,000

Discover this beautifully upgraded and well-cared-for 4-bedroom, 3.5-bath home, ideally situated on a desirable corner lot with only two neighboring properties and striking views of the Koolau Mountains. The flexible floor plan includes a separate-entry, one-bedroom with a wet bar, full bathroom, dining space, and private lanai—ideal for guests, a home office, or private living area. At the heart of the home is a spacious, thoughtfully designed kitchen featuring a bay window overlooking a peaceful garden retreat with a waterfall pond. A large covered lanai creates a wonderful setting for outdoor dining, entertaining, or simply enjoying Kailua’s relaxed island lifestyle. The inviting, gated entry is surrounded by mature tropical landscaping, including citrus and fig trees, heliconia, palms, and other lush plantings. Additional features include a fully fenced backyard, solar water heater, workshop, and two storage sheds. Offering privacy, versatility, mountain views, and beautifully landscaped outdoor spaces, this special property is ready to welcome its next owner.

4 Beds ⋅ 4 Baths ⋅ 202613694 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM

Discover this beautifully upgraded and well-cared-for 4-bedroom, 3.5-bath home, ideally situated on a desirable corner lot with only two neighboring properties and striking views of the Koolau Mountains. The flexible floor plan includes a separate-entry, one-bedroom with a wet bar, full bathroom, dining space, and private lanai—ideal for guests, a home office, or private living area. At the heart of the home is a spacious, thoughtfully designed kitchen featuring a bay window overlooking a peaceful garden retreat with a waterfall pond. A large covered lanai creates a wonderful setting for outdoor dining, entertaining, or simply enjoying Kailua’s relaxed island lifestyle. The inviting, gated entry is surrounded by mature tropical landscaping, including citrus and fig trees, heliconia, palms, and other lush plantings. Additional features include a fully fenced backyard, solar water heater, workshop, and two storage sheds. Offering privacy, versatility, mountain views, and beautifully landscaped outdoor spaces, this special property is ready to welcome its next owner.

1308 Kuuna Street, Kailua

$1,595,000

Welcome home to this sweet house on a quiet cul-de-sac in Keolu Hills. This charming 4 bedroom 3 bathroom with an open concept floor plan makes for easy island living. Numerous renovations including a beautiful kitchen remodel (So much counter space - it even has a prep sink!) that was completed in 2021. A new primary suite, which was just completed in 2025, has a walk in closet and a beautiful en-suite bathroom complete with soaking tub! Bedroom #2 also has a private en-suite bathroom as well. The 4th bedroom is outfitted with a Murphy bed and has beautifully refurbished shoji doors -it opens to the main living areas and is perfect for a guest room, office, or craft room. This home has so many extras- 200 amp electric service with 27 owned pv panels and 2 tesla powerwall batteries, split a/c, an indoor laundry room, a sauna, a treehouse!, and fruit trees including ulu, mango and banana. Freshly painted inside and just waiting for you to make this home your own!

4 Beds ⋅ 3 Baths ⋅ 202613493 MLS ⋅ FS - Fee Simple Tenure ⋅ 16 DOM

Welcome home to this sweet house on a quiet cul-de-sac in Keolu Hills. This charming 4 bedroom 3 bathroom with an open concept floor plan makes for easy island living. Numerous renovations including a beautiful kitchen remodel (So much counter space - it even has a prep sink!) that was completed in 2021. A new primary suite, which was just completed in 2025, has a walk in closet and a beautiful en-suite bathroom complete with soaking tub! Bedroom #2 also has a private en-suite bathroom as well. The 4th bedroom is outfitted with a Murphy bed and has beautifully refurbished shoji doors -it opens to the main living areas and is perfect for a guest room, office, or craft room. This home has so many extras- 200 amp electric service with 27 owned pv panels and 2 tesla powerwall batteries, split a/c, an indoor laundry room, a sauna, a treehouse!, and fruit trees including ulu, mango and banana. Freshly painted inside and just waiting for you to make this home your own!

1433 Mapuana Place, Kailua

$1,350,000

Beautiful newly constructed 2-bedroom, 1-bath single-level home in the desirable Keolu Hills neighborhood of Kailua. Thoughtfully positioned toward the back of the property. This home offers ample parking, room for a boat, and exciting potential for a future front dwelling or expansion, subject to buyer verification and applicable regulations. Inside, enjoy the modern finishes throughout, including a well-appointed kitchen with under-cabinet LED lighting, a large deep sink, and a sleek stone countertops. The spacious bathroom features under-cabinet LED lighting and a generously sized walk-in shower designed for both comfort and convenience. Ideally located near Enchanted Lake Shopping Center, restaurants, schools, and the world-famous beaches of Kailua. This property offers the perfect blend of island living and future possibilities. Don't miss this unique opportunity to own a beautiful new home in one of Kailua's most sought-after neighborhoods!

2 Beds ⋅ 1 Baths ⋅ 202613552 MLS ⋅ FS - Fee Simple Tenure ⋅ 16 DOM

Beautiful newly constructed 2-bedroom, 1-bath single-level home in the desirable Keolu Hills neighborhood of Kailua. Thoughtfully positioned toward the back of the property. This home offers ample parking, room for a boat, and exciting potential for a future front dwelling or expansion, subject to buyer verification and applicable regulations. Inside, enjoy the modern finishes throughout, including a well-appointed kitchen with under-cabinet LED lighting, a large deep sink, and a sleek stone countertops. The spacious bathroom features under-cabinet LED lighting and a generously sized walk-in shower designed for both comfort and convenience. Ideally located near Enchanted Lake Shopping Center, restaurants, schools, and the world-famous beaches of Kailua. This property offers the perfect blend of island living and future possibilities. Don't miss this unique opportunity to own a beautiful new home in one of Kailua's most sought-after neighborhoods!

1436 Hele Street, Kailua

$1,805,000

Step into your own private tropical retreat in desirable Keolu Hills. This beautifully updated 6-bedroom, 2-bath home offers exceptional flexibility with 3 bedrooms and 1 bath upstairs and 3 bedrooms and 1 bath downstairs, each with its own entrance—ideal for multigenerational living, extended family, guests, or a variety of living arrangements. Modern upgrades blend seamlessly with the home's classic island charm and include 21 owned PV panels, a solar water heater, solar attic fan, split AC systems, laminate and tile flooring, and stainless steel appliances. The fully fenced property feels like a private botanical garden, filled with mature tropical landscaping and fruit trees. The backyard is truly a showstopper, featuring a stunning waterfall, relaxing jacuzzi, a majestic mango tree known for its delicious fruit, and an expansive covered lanai of approximately 1,000 square feet—perfect for entertaining, outdoor dining, or simply unwinding in your own island oasis. This is a rare opportunity to own a versatile home that offers the best of the Windward lifestyle, just minutes from Kailua's world famous Beach, shopping, hiking, restaurants and more.

6 Beds ⋅ 2 Baths ⋅ 202612433 MLS ⋅ FS - Fee Simple Tenure ⋅ 25 DOM

Step into your own private tropical retreat in desirable Keolu Hills. This beautifully updated 6-bedroom, 2-bath home offers exceptional flexibility with 3 bedrooms and 1 bath upstairs and 3 bedrooms and 1 bath downstairs, each with its own entrance—ideal for multigenerational living, extended family, guests, or a variety of living arrangements. Modern upgrades blend seamlessly with the home's classic island charm and include 21 owned PV panels, a solar water heater, solar attic fan, split AC systems, laminate and tile flooring, and stainless steel appliances. The fully fenced property feels like a private botanical garden, filled with mature tropical landscaping and fruit trees. The backyard is truly a showstopper, featuring a stunning waterfall, relaxing jacuzzi, a majestic mango tree known for its delicious fruit, and an expansive covered lanai of approximately 1,000 square feet—perfect for entertaining, outdoor dining, or simply unwinding in your own island oasis. This is a rare opportunity to own a versatile home that offers the best of the Windward lifestyle, just minutes from Kailua's world famous Beach, shopping, hiking, restaurants and more.

1237 Hele Street, Kailua

$1,659,000

Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed for both comfort and functionality, this home offers generous living spaces and a versatile layout perfect for everyday living. Inside, enjoy an open-concept design featuring a den/office area, dining space, and a large family room - ideal for gatherings and relaxation. The main living areas are enhanced with Koa-style luxury vinyl flooring and travertine tile, while the kitchen showcases granite countertops and abundant cabinetry. Step outside and unwind in your private backyard oasis, or take advantage of the upper terraced lot, leading to a viewing deck with breathtaking panoramic views of Kailua Beach, Waimanalo, and Rabbit Island. Conveniently located just minutes from shopping, dining, schools, and world-renowned beaches, this home offers both lifestyle and location. Don’t miss this incredible opportunity!

4 Beds ⋅ 2 Baths ⋅ 202612545 MLS ⋅ FS - Fee Simple Tenure ⋅ 31 DOM

Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed for both comfort and functionality, this home offers generous living spaces and a versatile layout perfect for everyday living. Inside, enjoy an open-concept design featuring a den/office area, dining space, and a large family room - ideal for gatherings and relaxation. The main living areas are enhanced with Koa-style luxury vinyl flooring and travertine tile, while the kitchen showcases granite countertops and abundant cabinetry. Step outside and unwind in your private backyard oasis, or take advantage of the upper terraced lot, leading to a viewing deck with breathtaking panoramic views of Kailua Beach, Waimanalo, and Rabbit Island. Conveniently located just minutes from shopping, dining, schools, and world-renowned beaches, this home offers both lifestyle and location. Don’t miss this incredible opportunity!

1494 Kina Street, Kailua

$2,490,000

Motivated seller willing to review all offers!!! Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, and large bonus room in the back. Featuring a heated built-in swimming pool, 43 PV panels on HECO’s NEM agreement, 9 split AC systems, full alarm system with cameras. The layout offers flexibility of main living on the 1st floor having 5 bedrooms, and the 6th bedroom is a private studio/office on the 2nd floor. This is a large house with 3,536 square feet of living space inside, huge lot size of 9,000 square feet, carport for 2 cars, extended driveway for 3 additional vehicles. Image yourself floating in the heated swimming pool, watching the sunset glimmering off the Ko’olau mountains. Located just minutes from Enchanted Lake Shopping Center, Kailua Town, and only 3 miles to world-famous Kailua Beach, this property combines convenience with privacy. Set back from the road and surrounded by tropical beauty, this home is the perfect Kailua retreat. MatterPort virtual walk through available in link under main picture.

6 Beds ⋅ 4 Baths ⋅ 202608541 MLS ⋅ FS - Fee Simple Tenure ⋅ 86 DOM

Motivated seller willing to review all offers!!! Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, and large bonus room in the back. Featuring a heated built-in swimming pool, 43 PV panels on HECO’s NEM agreement, 9 split AC systems, full alarm system with cameras. The layout offers flexibility of main living on the 1st floor having 5 bedrooms, and the 6th bedroom is a private studio/office on the 2nd floor. This is a large house with 3,536 square feet of living space inside, huge lot size of 9,000 square feet, carport for 2 cars, extended driveway for 3 additional vehicles. Image yourself floating in the heated swimming pool, watching the sunset glimmering off the Ko’olau mountains. Located just minutes from Enchanted Lake Shopping Center, Kailua Town, and only 3 miles to world-famous Kailua Beach, this property combines convenience with privacy. Set back from the road and surrounded by tropical beauty, this home is the perfect Kailua retreat. MatterPort virtual walk through available in link under main picture.

1315 Kupau Street, Kailua

$1,250,000

Tucked back in the peaceful Keolu Hills neighborhood sits this charming single-story home. Located on a dead-end street, you’ll appreciate the minimal street noise and traffic. As you enter the property, you’re greeted by a large, covered lanai. The perfect place to welcome you home each day. As you open the front door, you’ll find the living room is open to the modern kitchen with an eat in dining area. One guest bedroom is off the dining area, perfect for an office or bedroom. While the second guest bedroom, full guest bath, and primary suite are on the opposite side of the home. The primary suite features an attached bathroom that’s been updated. And the guest bathroom has also been well maintained and renovated. Outside you’ll find another deck with built in seating that leads out to the terraced yard. You’ll love that the yard is fully fenced in. And the enclosed workshop serves as the perfect place to do your laundry while also offering extra storage in a secured area. This location is convenient to everything Kailua has to offer. World call beaches, restaurants, boutiques, grocery stores and more!

3 Beds ⋅ 2 Baths ⋅ 202607246 MLS ⋅ FS - Fee Simple Tenure ⋅ 101 DOM

Tucked back in the peaceful Keolu Hills neighborhood sits this charming single-story home. Located on a dead-end street, you’ll appreciate the minimal street noise and traffic. As you enter the property, you’re greeted by a large, covered lanai. The perfect place to welcome you home each day. As you open the front door, you’ll find the living room is open to the modern kitchen with an eat in dining area. One guest bedroom is off the dining area, perfect for an office or bedroom. While the second guest bedroom, full guest bath, and primary suite are on the opposite side of the home. The primary suite features an attached bathroom that’s been updated. And the guest bathroom has also been well maintained and renovated. Outside you’ll find another deck with built in seating that leads out to the terraced yard. You’ll love that the yard is fully fenced in. And the enclosed workshop serves as the perfect place to do your laundry while also offering extra storage in a secured area. This location is convenient to everything Kailua has to offer. World call beaches, restaurants, boutiques, grocery stores and more!

1342 Nanialii Street, Kailua

$2,125,000

This beautiful home provides the perfect blend of Security, Privacy & TONS of space!! The 3/2 Main floor features a deck, large living room transitioning into chefs kitchen w/ island & walk-in pantry + a family room w/ wet bar & laundry room w/ extra storage. Main bedroom includes a tasteful en-suite bathroom & walk-in closet. Outside is a landscaped, fully fenced yard, & a covered patio w/ utility sink. Upstairs living area is substantial & unique. It includes a large office leading to the huge ~750 sqft. bedroom with its own entertainment area & oversized walk-in closet. The bathroom includes dual sinks, vanity, linen closet & open format shower. Sliding doors lead to the fully enclosed ~280 sq. ft. private deck. Truly a one of a kind space. There is a 2 car garage with workshop space & storage, and a total of 5 parking (1 for boat/jet skis). Original construction was done with post tension slabs to ensure structural stability. The home also includes an insulated attic, 4 split ac units, 40 owned PV panels, 3 Tesla batteries & Tesla power charger. Pre-listing Home inspection completed 8/28/2025 with no major findings.

4 Beds ⋅ 3 Baths ⋅ 202525463 MLS ⋅ FS - Fee Simple Tenure ⋅ 121 DOM

This beautiful home provides the perfect blend of Security, Privacy & TONS of space!! The 3/2 Main floor features a deck, large living room transitioning into chefs kitchen w/ island & walk-in pantry + a family room w/ wet bar & laundry room w/ extra storage. Main bedroom includes a tasteful en-suite bathroom & walk-in closet. Outside is a landscaped, fully fenced yard, & a covered patio w/ utility sink. Upstairs living area is substantial & unique. It includes a large office leading to the huge ~750 sqft. bedroom with its own entertainment area & oversized walk-in closet. The bathroom includes dual sinks, vanity, linen closet & open format shower. Sliding doors lead to the fully enclosed ~280 sq. ft. private deck. Truly a one of a kind space. There is a 2 car garage with workshop space & storage, and a total of 5 parking (1 for boat/jet skis). Original construction was done with post tension slabs to ensure structural stability. The home also includes an insulated attic, 4 split ac units, 40 owned PV panels, 3 Tesla batteries & Tesla power charger. Pre-listing Home inspection completed 8/28/2025 with no major findings.

1386 Nanialii Street, Kailua

$1,450,000

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 3/1 plus a spacious studio). An additional remodeled studio (5th bedroom), separated by the saltwater pool, enjoys treetop and mountain views of Enchanted Lake, along with cool breezes and privacy. Ideal for multigenerational living, a home office, or rental income potential. The property is fully fenced and landscaped with a sprinkler system—perfect for your fur babies! Conveniently located near world-famous Kailua beaches, parks, shops, and restaurants, with easy access to the H-3 and Pali Highway—without having to fight traffic in Kailua town. Put this home on your must-see list! Number of bedrooms differs from tax records. One or more photos have been enhanced.

5 Beds ⋅ 3 Baths ⋅ 202519336 MLS ⋅ FS - Fee Simple Tenure ⋅ 331 DOM

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 3/1 plus a spacious studio). An additional remodeled studio (5th bedroom), separated by the saltwater pool, enjoys treetop and mountain views of Enchanted Lake, along with cool breezes and privacy. Ideal for multigenerational living, a home office, or rental income potential. The property is fully fenced and landscaped with a sprinkler system—perfect for your fur babies! Conveniently located near world-famous Kailua beaches, parks, shops, and restaurants, with easy access to the H-3 and Pali Highway—without having to fight traffic in Kailua town. Put this home on your must-see list! Number of bedrooms differs from tax records. One or more photos have been enhanced.

1233 Keolu Drive, Kailua