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10 most walkable neighborhoods in Kailua

Take a look at the ten most walkable neighborhood in Kailua. If you enjoy walking to your preferred spots and nearby conveniences, these areas might be perfect for you!

14.95 / 20

About this neighborhood

Coconut Grove neighborhood in Kailua has a Walkability score of 14.95, making it the most walkable neighborhood in Kailua.

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14.88 / 20

About this neighborhood

The Kailua Town neighborhood in Kailua has a Walkability score of 14.88, making it the second most walkable neighborhood in Kailua. It is somewhat walkable.

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14.06 / 20

About this neighborhood

The Kalama Tract neighborhood in Kailua has a Walkability score of 14.06. It is somewhat walkable.

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12.93 / 20

About this neighborhood

The Enchanted Lake neighborhood in Kailua has a Walkability score of 12.93. It is somewhat walkable.

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12.92 / 20

About this neighborhood

The Beachside neighborhood in Kailua has a Walkability score of 12.92. It is somewhat walkable.

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12.85 / 20

About this neighborhood

The Keolu Hills neighborhood in Kailua has a Walkability score of 12.85. It is somewhat walkable.

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11.55 / 20

About this neighborhood

The Aikahi Park neighborhood in Kailua has a Walkability score of 11.55. It is somewhat walkable.

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11.04 / 20

About this neighborhood

The Lanikai neighborhood in Kailua has a Walkability score of 11.04. It is somewhat walkable.

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11.04 / 20

About this neighborhood

The Maunawili neighborhood in Kailua has a Walkability score of 11.04, making it the 9th most walkable neighborhood in Kailua. it is somewhat walkable.

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9.99 / 20

About this neighborhood

The Waimanalo neighborhood in Kailua has a Walkability score of 9.99, making it the 10th most walkable neighborhood in Kailua. it is car dependent.

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* Walkability according to the National Walkability Index
* information deemed reliable, but not guaranteed
$2.9m
Coconut Grove
338B Kalama St, Kailua
Multi-Family Home
$2,900,000
This is a fee simple multi-family property in Coconut Grove. No maintenance fee, No HOA. Great for generational home, live in one and rent out the others to help cover mortgage. Rarely available level lot with 4 homes. One is a duplex each side is a 4 bedroom/1 bath and two others is a 3 bedroom/1 bath and a 5 bedroom/1.5 bath single level dwellings. A total of four units. Tenants are mo/mo. Zoning R-5. Each home has its own Electric and Water Meters. Tenants pay their own utilities. Great investment and conveniently located Kailua Town, Mall, Restaurants, Kailua & Lanikai Beach. Great for expansion plenty of room on this spacious 20,000 sq. ft. lot of almost half acre. House will need some TLC. There are nine (9) plus parking stalls. Whether for living or investing, do not miss this opportunity. Property is to be sold "AS IS". No repairs will be done. Buyer is to do his/her own due diligence inspection. Please do not disturb tenants! No showings until first Open House. First Open House on Sunday, May 26 2pm-5pm.
$1.2m
Kailua Town - Windward Passage
322 Aoloa St unit 1402, Kailua
Condo
3 bd
2 ba
1,286 sqft
$1,200,000
3
bd
2
ba
1,286
sqft
Welcome to your dream home in Kailua. This stunning high floor 3 bed 2 bath unit has been thoroughly remodeled offering a perfect blend of both modern elegance and comfort. This flexible floor plan currently utilizes the 3rd bedroom as an open dining area. This could easily be used as a bedroom again or as an office or den. Step inside to experience the breathtaking (rare) views of all of Kailua expanding from the majestic mountains to the sparkling ocean and even the lake and Lanikai hillside. The open and airy (lanai) layout enhances the sense of space and tranquility, making it your ideal retreat yet steps away from all that Kailua town has to offer (beaches, eateries, shopping, and more). This coveted end unit enjoys extra privacy and natural light from multiple directions. Windward Passage boasts a wealth of amenities designed to enrich your lifestyle, including a refreshing pool, well appointed party/rec room, and gym. Includes two secure parking stalls and a storage unit. This meticulously updated home has just been thoughtfully updated so that is is ready for you to move right in and start enjoying the best of Kailua living. A perfect primary residence or second home.
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Home
10 bd
6 ba
4,524 sqft
$2,500,000
10
bd
6
ba
4,524
sqft
Beautiful sought after home located at the top of the hill on Hillcrest in Kailua. This newly painted interior and partially remodeled home is located down a private driveway in a nicely landscaped, quiet neighborhood. This home is on a huge lot, with a large backyard and a freshly painted lanai with gorgeous Ko'olau mountain and ocean views. The primary bedroom and bathroom also include a walk-in closet. 10 bedrooms, 5 full size bathrooms plus 2 half bathrooms, two 2-car garages, and 2 full size kitchens - this home is a must see!
OPEN May 19, 2pm-5pm
$2.3m  $100,000
Beachside
156 N Kalaheo Ave, Kailua
Home
3 bd
2 ba
1,570 sqft
$2,295,000  $100,000
3
bd
2
ba
1,570
sqft
Live the Kailua lifestyle! This Kailua Beach home exudes a blend of modern elegance and coastal charm. The open-concept living area features rich hardwood floors and abundant natural light, creating a warm and inviting atmosphere. The kitchen, seamlessly integrated into the living space, boasts a large island with bar seating, perfect for casual dining and entertaining. The living area offers large windows and French doors that open to a lush outdoor space, enhancing the indoor-outdoor living experience. There is also a separate studio and loft with a private entrance perfect for guests/in-laws. Other features include owned PV panels, nicely landscaped fully enclosed yard and outdoor shower. This home is a perfect retreat, blending modern amenities with a relaxed beach vibe, ideal for enjoying the serene surroundings of Kailua Beach.
Home
3 bd
2 ba
1,412 sqft
$1,588,000
3
bd
2
ba
1,412
sqft
"The Secret Garden!" Step into this lovingly maintained home and be inspired by the lush gardens you'll enjoy seeing from every room. Hidden from view from the street, you'll be surprised at the private, tropical oasis that awaits you. Located in the much sought after community of Olomana, you'll love coming home to your private sanctuary. Sliding glass doors throughout the house invite indoor/outdoor living with easy access to the large yard for relaxing, dining and entertaining. The expansive living room features a wood burning fireplace along with large picture windows showcasing views out to the beautiful, manicured gardens. Skylights in the kitchen and main bathroom along with a profusion of windows in most every room make this a light and airy home. With close access to Kailua town, beaches, restaurants, shopping, Castle Medical Center as well as the Pali and H-3 Highways; this home offers an ideal location. Views of Mt. Olomana, the Ko'olau mountains, koi and frog ponds and a waterfall in the yard make for a wonderful place called "home!"
Virtual Tour
$1.9m
Kalaheo Hillside
447 Ilimano Street, Kailua
Home
3 bd
3 ba
1,707 sqft
$1,899,888
3
bd
3
ba
1,707
sqft
"Discover the allure of the Desirable Kalaheo Hillside neighborhood in this captivating family home. Boasting 3 bedrooms and 3 baths, this residence underwent a partial remodel in 2024, featuring new vinyl flooring and interior paint in the primary bedroom and bathroom, complete with a separate side entrance for added convenience. Embrace the refreshing natural trade winds that caress nearly every corner of this divine abode. Set upon an expansive, manicured estate, relish in the lap of luxury with a sumptuous salt water pool and spa, perfect for hosting soiree's and basking in the balmy embrace of summer afternoons. Seamlessly positioned near Aikahi shopping center, great dining establishments and key transportation arteries like H-3, as well as the esteemed Kaneohe Marine Corps base. This unrivaled residence also falls within the prestigious Aikahi Elementary School District, ensuring an unparalleled standard of living for discerning families. Perfect combination of comfort and accessibility for an unparalleled lifestyle."
$1.18m
Coconut Grove
614 Oneawa Street, Kailua
Home
4 bd
2 ba
968 sqft
$1,180,000
4
bd
2
ba
968
sqft
This Breezy Kailua home is a hidden gem tucked away down a private drive off Oneawa St. A great family home with a spacious living room, dining area, and ample yard for entertaining. Upgrades include upgraded electric panel, and whole house fan in 2019; ceiling fans installed in all rooms in 2020; Bathroom renovated in 2021 with new bathtub, tile, tile floor, and toilet Excellent location less than a mile to Kalama Beach Park, Kailua Town Center and a matter of minutes from the H3 and Pali Highway for easy commutes.
$969k
Enchanted Lake
1367 Akahai Street, Kailua
Home
3 bd
1 ba
840 sqft
$969,000
3
bd
1
ba
840
sqft
Checkout the lowest-priced home in Kailua! This charming Enchanted Lake property boasts a single-level layout featuring 3 bedrooms and 1 bathroom w/ original wood floors. With over 7,000 sq.ft. of land area, it offers ample front yard space and a level backyard off the large lanai. Fence/Walls run around property. Large permitted covered lanai, perfect for entertaining, or perhaps a future extension when renovating. Conveniently located near schools, shopping centers, and restaurants, this property offers endless potential to create your dream home! OPEN HOUSE TIMES: THURSDAY, 5/16 @ 930A-1P & SUNDAY, 5/19 @ 2P-5P. CALL TO SET UP A SHOWING TODAY!
OPEN May 19, 2pm-5pm
$1.6m
Enchanted Lake
975 Paako Street, Kailua
Home
3 bd
2 ba
1,624 sqft
$1,599,000
3
bd
2
ba
1,624
sqft
Welcome to Kailua! Built in 2012, this single-level 3 bedroom 2 bath home features an expansive spacious backyard, perfect for sunny days. Warm and inviting open concept floor plan blends the living, dining, and kitchen areas. Waterproof vinyl plank flooring, Corian countertops, Maple kitchen cabinets, and a walk-in closet are only some of the thoughtful upgrades present. Centrally located in Enchanted Lake; minutes to MCBH, restaurants, shopping, and world-famous Kailua & Lanikai Beach. A rare opportunity to acquire a forever home priced below tax assessed value.
OPEN May 19, 2pm-5pm
Multi-Family Home
$2,250,000
This beautiful home has an exceptionally versatile floorplan ideal for multigenerational-family living, separate rental options or at home office spaces. The main single level living areas includes 3+ bedrooms, 3 bathrooms connecting to a spacious flexible area of the home that includes additional bedrooms, bath, wet bar/dining area. The second-floor rooms are also flexible spaces for a 4th bedroom adjacent to an additional living room with a wet bar area. Located in the coveted Kukanono Neighborhood, this property sits on the rim of the Kawainui Marsh wildlife sanctuary overlooking gorgeous expansive greenbelt and mountain views! Being in the Kukanono neighborhood, commuting to Honolulu is super easy. Castle Hospital and the Sunday open market are within walking distance. Vibrant Kailua town is minutes away and provides an array of restaurants, shopping, beaches, and outdoor activities. This home offers a mix of flexible living opportunities at an excellent value for the neighborhood and overall market. An assumable VA loan option is available at 4.9% contingent upon the Seller's VA eligibility being released. Please check for upcoming Sunday morning open house times.
$700k
Kailua Town - Windward Harbour
1030 Aoloa Place unit 401A, Kailua
Condo
1 bd
1 ba
865 sqft
$700,000
1
bd
1
ba
865
sqft
Enjoy views of mountain, stream, and lush foliage from the living room, one bedroom, and huge private rooftop lanai. Rarely available one bedroom at Windward Harbour, centrally located in Kailua town close to mini malls, major large stores, restaurants, bus stops, and easy access to Pali Highway. Partially furnished with range, refrigerator, washer, dryer, heater, and garbage disposal. One assigned parking in garage. Secure entry building has amenities contributing to relaxing lifestyle - swimming pool, lush landscaping, bar-b-que area, tennis court, bike racks, and covered guest parking. Vacant, move-in condition, and EZ to see.
OPEN May 19, 2pm-5pm
$700k
Kailua Town - Hokulani in Kailua
355 Aoloa Street unit A103, Kailua
Townhouse
2 bd
2 ba
814 sqft
$700,000
2
bd
2
ba
814
sqft
Imagine living and owning in sunny Kailua, just a few blocks from Kailua town restaurants, shops, farmers markets, Whole Foods, and beautiful white sandy Kailua beaches! This updated home has cool tile flooring throughout, stainless steel appliances, two split ACs! Wall is wired for mounting a TV or just hiding wires! Washer and Dryer inside unit. Move-in ready, and easy to see! The development and unit has been well-maintained, and is freshly painted, landscaped throughout for a lovely aesthetic. Guest parking, plus plenty street parking. Ten minutes to MCBH, 30 minutes to JBPHH. Two bedrooms, two full baths. Storage closet on lanai. Great location within the development for easy in and out and parking. Just a short ride to highways that take you anywhere on the island. OPEN HOUSE SUNDAY 5/12 CANCELED. Please contact Agent for showing.
Virtual Tour
Home
2 bd
2 ba
2,046 sqft
$3,950,000
2
bd
2
ba
2,046
sqft
This custom beachside home, built in 2000 by it's current owners, is located on a tranquil cul-de-sac with private access to Kailua Beach. The open layout and ocean-view lanai create an ideal space for modern living and entertaining. Constructed with durable poured concrete walls and refined finishes offer a low-maintenance beach lifestyle. Located in the desirable Kailuana neighborhood and providing easy access to Kailua town and surf spots, makes this a perfect choice for those seeking a relaxed yet convenient beach lifestyle. With a surf-friendly location and proximity to H-3 for island exploration, this home offers an unparalleled opportunity for knowledgeable buyers.
$1.49m
Enchanted Lake
934 Alahaki Street, Kailua
Home
3 bd
2 ba
1,654 sqft
$1,485,000
3
bd
2
ba
1,654
sqft
Beautifully upgraded & meticulously maintained home! Situated on a corner lot, this property offers both security & charm. The high tile & rock wall surrounding the property ensures privacy & safety. Step inside, you’ll be greeted by a well-designed space that seamlessly connects the remodeled kitchen, living, & dining areas. The open layout allows for easy flow & plenty of natural light. To the right upon entry, you’ll find a hallway leading to three comfortable bedrooms. A full bath is conveniently located in the hallway, while the half bath serves the primary bedroom. An enclosed laundry area provides flexibility & leads to an area that can double as a gathering/home office. Glass slider opens to access the back & right side of the home. A delightful lanai invites you to relax & enjoy the serene surroundings. Lush greenery & beautiful plants enhance the outdoor experience, while a well-maintained lawn completes the picture. Inclusions: 26 owned PV panels, upgraded 200-amp service entrance, Arlo security system, sensor switches in the garage, fumigation (4/24), Hydro stop-coated roof after PV installation, professionally milled & sanded sewer line to the city riser (7/23) & more.
Virtual Tour
OPEN May 16, 9am-11am
$2.19m
Kalaheo Hillside
340 Ilimano Street, Kailua
Home
4 bd
2 ba
2,020 sqft
$2,190,000
4
bd
2
ba
2,020
sqft
Your Kailua oasis awaits with this newly renovated home located on a prime street in Kalaheo Hillside. This transformative remodel evokes a mid-century modern and Japanese zen garden aesthetic, utilizing the finest materials with mindful attention to detail. Dramatic open living spaces present high ceilings and oversized windows, a sun-drenched habitat connected to a tranquil lanai, and a shimmering custom pool. The generous interior flows through the kitchen, where you’ll cook and converse around the huge prep + dining island complimented by a new appliance suite. Ample square footage expands across 4 bedrooms, 2 luxurious baths, and a thoughtful corridor, seamlessly merging the spaces together. Host dinner parties on the lanais, play in the grassy yard, and entertain in one of the inviting nooks throughout the outdoor space. Use the ground-level suite as your yoga room or versatile flex space for an office, gym, or creative studio, complete with indoor/outdoor access. Other modern luxuries include newly installed split system air conditioning, owned solar power, a gas range, and updated essential systems. Kailua's iconic beaches, hikes, shopping & amenities are just minutes away.
Home
4 bd
2 ba
1,472 sqft
$2,999,000
4
bd
2
ba
1,472
sqft
Welcome to a hidden treasure, a property that's never graced the market before! Tucked away at the end of the road in a prime location, this expansive 1.53-acre estate awaits your discovery. Experience the perfect fusion of comfort and spaciousness in this charming retreat. Immerse yourself in the tranquility of country living, basking in abundant natural light and endless possibilities. Live the lifestyle of your dreams! Just moments from the vibrant culture and recreational delights of Kailua, this is your chance to embrace island living at its finest. This enchanting property boasts an array of lush foliage, including kukui nut, eucalyptus, and avocado butter pear trees. In addition to these, you'll find a variety of other fruit-bearing trees adorning the grounds, such as mango, rose apple, pomelo (jabong), guava, lychee, coffee, tangerine, Big Island oranges, waiawi, and magnolia trees. This sale is subject to Bankruptcy court approval, and the tax map key may not align with tax records. Buyers are encouraged to conduct their own due diligence. There is a home on the property with utilities off. Kindly schedule appointments before visiting the property. Make an offer!
$1.85m
Enchanted Lake
766 Iana Street, Kailua
Home
3 bd
2 ba
1,874 sqft
$1,848,000
3
bd
2
ba
1,874
sqft
On the Water! Nestled between Mid-Pacific Country Club’s golf course and Kaelepulu Stream, Iana Street is conveniently located for commuting to downtown Honolulu, Pearl Harbor or Marine Corps Base Kaneohe Bay. Bring your stand-up paddle board or kayak to enjoy accessing the stream from your back yard! Featuring an extra-large family room and screened lanai, the home has been recently refreshed with a new roof, new flooring, new cabinets and quartz counters, new washer/dryer, new gas range and water heater. Don't miss your chance to live in this great neighborhood near great shopping and dining.
Virtual Tour
$650k
Kailua Town - Meridian East
14 Aulike Street unit 902, Kailua
Condo
2 bd
2 ba
889 sqft
$650,000
2
bd
2
ba
889
sqft
Welcome to your charming abode in the heart of Kailua! This quirky 2-bedroom, 1.5-bathroom condo nestled on the 9th floor offers a unique blend of comfort and character, perfect for those seeking a vibrant island lifestyle. This home features a large lanai where you can soak in the beauty of Kailua's landscape. Enjoy your morning cup of coffee as you gaze out at the peek-a-boo ocean view, or unwind with a glass of wine as the sun sets behind the mountains. Conveniently located, this condo puts you just steps away from an array of shopping boutiques, local breweries, and delicious restaurants. Whether you're in the mood for a leisurely stroll through the town or an evening of culinary delights, everything you need is right at your doorstep.
Virtual Tour
Home
3 bd
3 ba
2,883 sqft
$4,625,000
3
bd
3
ba
2,883
sqft
NEW LISTING! Experience the best of island living in this stunning single-level residence located a house away from the famous white sands of Kailua Beach. Gorgeous, custom home with 3 bedrooms, office/den, 2.5-baths and ideally situated in a quiet, exclusive cul-de-sac. Wide-open living area with soaring 16-foot ceilings, luxurious travertine floors, fireplace, large windows that allow in natural light while framing views of swaying palm trees. Step outside to the soothing sounds of waves amid a lush, breathtaking backyard oasis - complete with an expansive covered lanai, beautiful pool and jacuzzi - perfect for entertaining or indoor-outdoor living. Elevated sundeck offers ocean views. Pool is well positioned between the two wings of home, providing separation and privacy. Large, luxurious primary suite has two walk-in closets with a spa-like bathroom. Kitchen includes peninsula seating, desk, central island, huge pantry. Split AC, garage, storage and 46-panel PV system on net metering. Located in the prestigious Beachside community Kainalu Park, a highly-coveted neighborhood that offers residents private beach access through a secured gate. Make this dream home yours today!
$1.15m
Kailua Town - Windward Passage
322 Aoloa Street unit 1602, Kailua
Condo
3 bd
2 ba
1,286 sqft
$1,150,000
3
bd
2
ba
1,286
sqft
Welcome to Windward Passage! This captivating unit features 3 bedrooms, 2 bathrooms, and includes 2 parking stalls for your convenience. Enjoy breathtaking views of the ocean and mountains from the comfort of your new home. Situated in a prime location, this property is within close proximity to shopping, delightful restaurants, and the renowned Kailua Beach. This property comes with a suite of impressive amenities, including a refreshing pool, well-maintained tennis court, inviting BBQ area, and fitness room among others. Experience the epitome of comfort and leisure at Windward Passage! One or more photos have been enhanced.
$2.2m  $21,000
Enchanted Lake
531 Wanaao Road, Kailua
Home
7 bd
5 ba
3,612 sqft
$2,199,000  $21,000
7
bd
5
ba
3,612
sqft
Welcome to your ultimate dream home! This fully renovated executive home showcases the perfect balance of elegance, luxury, and comfort. With 5 bedrooms, 4 bathrooms, and an attached studio, this home offers ample space for you and your family to live, work, and unwind in style.As you enter the home, you will be greeted by a grand foyer that sets the tone for the elegance and sophistication found throughout. The open floor plan seamlessly connects the living, dining, and kitchen areas, creating a perfect space for entertaining guests or spending quality time with your loved ones. The gourmet kitchen is a chef's delight, featuring top-of-the-line stainless steel appliances, quartz countertops. Ample custom cabinetry provides storage space for all your culinary needs,. Whether you're hosting a dinner party or cooking a family meal, this kitchen is sure to inspire your inner chef. The living area boasts soaring ceilings and large windows, allowing for an abundance of natural light to fill the space. Step outside into your own private paradise where you'll discover a sparkling swimming pool. Take a dip in the refreshing water on hot summer days or simply lounge poolside.
Virtual Tour
Oceanfront
Home
6 bd
6 ba
7,761 sqft
$19,850,000
6
bd
6
ba
7,761
sqft
Modern Island Luxury at its finest! Completed in 2018 by award winning firm, Longhouse Design+Build, this spectacular residence offers clean contemporary lines & seamless design. Unbeatable location, between 2 of the world's most beautiful beaches, Kailua & Lanikai! Enjoy breathtaking views of sparkling turquoise waters, stunning sun/moon rises, sea turtles, paddlers & kite surfers, Popoia Island & The Mokuluas. Perfect as a primary residence or second home, this incredible property offers 100 linear ft of expansive oceanfront lawn w/seawall & adjacent water access. Private courtyard features a sleek spa/dipping pool surrounded by mature lipstick palms, anthuriums, lush ferns & hibiscus. Addt'l luxuries include central AC, gourmet kitchen w/walk in pantry, Subzero, Miele & Wolf appliances, marble counters & travertine floors, steam shower, automated shades, back-up generator, Fleetwood doors/windows, custom sapele mahogany cabinets, video security & Sonos sound throughout. Ultra-luxury, convenience & privacy! Only 2 minutes to Mid-Pac Country Club & Golf, 2 miles to Kailua Town & Whole Foods, close to Castle Hospital & just 20 miles to HNL airport or Downtown Honolulu.
Virtual Tour
$2.15m
Kailua Bluffs
1617 Kanapuu Drive, Kailua
Home
4 bd
3 ba
2,322 sqft
$2,150,000
4
bd
3
ba
2,322
sqft
BEAUTIFUL custom home built in 2001 in highly desirable Kailua Bluffs. Generously remodeled in 2022 with a serene island aesthetic & luxurious spacious floorplan. Indulgent private primary suite with expansive glass doors opening to a private relaxation deck & new Jacuzzi hot tub. Perfect for your pau hana hot tub soak & watching shooting stars under a hula moon. Enjoy private serene views of the terraced yard & undeveloped natural area behind the parcel. Upscale finishes & fixtures. Lovely bamboo flooring. Spacious open rooms with plantation shutters throughout. One room is a flex-space atelier with a private lanai & separate entrance; ideal for work, home-school, or an in-home gym. Multiple gathering places throughout the home are perfect for home activities, entertaining, & quiet time. Outdoor second terrace with gorgeous Olomana & sunset views features a lanai deck perfect for al fresco dining, play, & entertaining. Photo-voltaic with 36 owned panels & the highly coveted no longer available Net Metering. Newer split ACs, new interior paint (partial), laundry, utility room, attached 2 car garage w overhead storage. Dragon fruit, orange, pomelo, calamansi & guava. Home Warranty.
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