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Kailua Real Estate Search

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Information About Kailua Town

Kailua is a deluxe beach community located on the eastern coast of Oahu. Nestled beneath the majestic Ko'olau mountain range, this idyllic town is a short commute to Metro Honolulu. It's also a great place to kick back and enjoy all this lush and laid-back setting has to offer. Kailua is home to two world-acclaimed beaches, Kailua Beach, and Lanikai Beach. Kailua also boasts the most magnificent beachfront properties on the planet. Their breathtaking panoramic views of the turquoise and sapphire ocean waters are simply unmatched anywhere.

Kailua's comfortable temperatures year-round make it the ideal place to enjoy a wide variety of outdoor activities. Miles of beaches are perfect for long walks and watching the sunrise. Swimming, spear fishing, kayaking, surfing, snorkeling and kite surfing are popular pastimes. And those who prefer to spend their time in the sun golfing, hiking, biking or bird watching will never be disappointed.

Although Kailua is quite compact, this charming and conveniently located community packs a lot of punch. It has many public and private schools and is just a 30 minute drive from the University of Hawaii at Manoa.

Residents can enjoy fine dining and diverse ethnic fare at an array of restaurants. There are lots of local shops and three fantastic farmers' markets, where a variety of delicious prepared dishes and fresh produce are always available.

See the Current Market Report for Kailua

Hawaii Real Estate

Looking for Hawaii homes for sale? Explore Kailua real estate with our gold-standard Hawaii home search! Real estate in Kailua varies widely in price and size, though all Kailua homes for sale benefit from the laid-back style of the area. Communities for Kailua real estate include Beachside, Lanikai, Kaimalino, Kailua Bluffs, Enchanted Lake, Kailua Estates, Hillcrest, Keolu Hills, Kalama Tract, Kawailoa, Aikahi Park, Kalaheo Hillside, and Maunawili. While Kailua homes for sale do include some taller condos such as Windward Passage, low-rise buildings are more commonplace and preferred by locals for their lower impact on the beautiful surrounding environment and picturesque views. Kailua real estate includes Kailua Beachside, a private and exclusive enclave of luxury homes. 

Realtor Hawaii

Hawaii Realty International is your expert Realtor in Hawaii and your go-to source for up-to-date Oahu real estate listings and market information. We offer expert Hawaii real estate services for buying or selling homes on Oahu. Don't waste your Hawaii real estate commission by working with the wrong agent. To learn how we can help you reach your Hawaii real estate goals, contact us today!

Kailua Properties

508 N Kalaheo Avenue, Kailua image
508 N Kalaheo Avenue, Kailua $50,000,000

Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With ...

  • 12 Beds
  • 15 Baths
  • 202327941 MLS
  • FS - Fee Simple Tenure
  • 955 DOM
1240 Mokulua Drive, Kailua image
1240 Mokulua Drive, Kailua $31,000,000

The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Moku...

  • 9 Beds
  • 10 Baths
  • 202600075 MLS
  • FS - Fee Simple Tenure
  • 194 DOM
41-471 Kalanianaole Highway, Waimanalo image
41-471 Kalanianaole Highway, Waimanalo $24,900,000

Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanning nearly 1 acre, this oceanfront property includes 152 linear ...

  • 10 Beds
  • 9 Baths
  • 202525519 MLS
  • FS - Fee Simple Tenure
  • 255 DOM
572C N Kalaheo Avenue, Kailua image
572C N Kalaheo Avenue, Kailua $18,880,000

Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in ...

  • 12 Beds
  • 16 Baths
  • 202520168 MLS
  • FS - Fee Simple Tenure
  • 318 DOM
200 S Kalaheo Avenue, Kailua image
200 S Kalaheo Avenue, Kailua $17,500,000

Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, ...

  • 4 Beds
  • 5 Baths
  • 202609316 MLS
  • FS - Fee Simple Tenure
  • 77 DOM
396 Dune Circle, Kailua image
396 Dune Circle, Kailua $12,995,000

Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxu...

  • 3 Beds
  • 4 Baths
  • 202606968 MLS
  • FS - Fee Simple Tenure
  • 105 DOM
21 Kalaka Place, Kailua image
21 Kalaka Place, Kailua $11,980,000

Completed in 2022, this classic beachfront home was redesigned into a spacious, modern property. 21 Kalaka's unique elevation offers commanding views and privacy; feature...

  • 5 Beds
  • 5 Baths
  • 202613970 MLS
  • FS - Fee Simple Tenure
  • 7 DOM
1011 Mokulua Drive, Kailua image
1011 Mokulua Drive, Kailua $9,450,000

TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite,...

  • 4 Beds
  • 7 Baths
  • 202612618 MLS
  • FS - Fee Simple Tenure
  • 26 DOM
611 Kaimalino Place, Kailua image
611 Kaimalino Place, Kailua $7,888,000

Oceanfront elegance awaits in this exceptional Kaimalino residence, perfectly positioned to capture panoramic views of Kailua Bay, the Mokulua Islands, and the majestic K...

  • 4 Beds
  • 4 Baths
  • 202612440 MLS
  • FS - Fee Simple Tenure
  • 28 DOM
846 Mokulua Drive, Kailua image
846 Mokulua Drive, Kailua $7,880,000

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
  • FS - Fee Simple Tenure
  • 20 DOM
1414 Mokulua Drive, Kailua image
1414 Mokulua Drive, Kailua $7,745,000

Set on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island retreat captures the charm and spirit of old Hawai‘i. Nestled at the peaceful end o...

  • 4 Beds
  • 4 Baths
  • 202611655 MLS
  • FS - Fee Simple Tenure
  • 34 DOM
41-459 Kalanianaole Highway, Waimanalo image
41-459 Kalanianaole Highway, Waimanalo $6,998,000

Nestled along one of Oahu’s most coveted stretches of coastline, this exceptional beachfront residence offers a rare combination of privacy, space, and direct access to a...

  • 4 Beds
  • 5 Baths
  • 202610714 MLS
  • FS - Fee Simple Tenure
  • 55 DOM
344 Lama Place, Kailua image
344 Lama Place, Kailua $6,650,000

Experience breathtaking Mokulua Islands views from every corner of this Lanikai hillside home. The home offers head-on, unobstructed views of the Mokes, with the sea & co...

  • 4 Beds
  • 4 Baths
  • 202612902 MLS
  • FS - Fee Simple Tenure
  • 24 DOM
211 Luika Place, Kailua image
211 Luika Place, Kailua $5,895,000

Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagi...

  • 4 Beds
  • 3 Baths
  • 202612139 MLS
  • FS - Fee Simple Tenure
  • 35 DOM
54 Maluniu Avenue, Kailua image
54 Maluniu Avenue, Kailua $5,388,000 ▼

PRICE REDUCTION! 5.5% cap rate on current income! This exceptional property offers 10 apartment units and 2 ground floor retail units in prestigious Kailua. The buildin...

  • 202510044 MLS
  • FS - Fee Simple Tenure
  • 468 DOM
140C N Kalaheo Avenue, Kailua image
140C N Kalaheo Avenue, Kailua — Kamaaina Beach $5,280,000 ▲

KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct b...

  • 3 Beds
  • 2 Baths
  • 202610235 MLS
  • FS - Fee Simple Tenure
  • Kamaaina Beach Bldg.
  • 61 DOM
125 N Kalaheo Avenue, Kailua image
125 N Kalaheo Avenue, Kailua $4,925,000

The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot l...

  • 7 Beds
  • 7 Baths
  • 202610108 MLS
  • FS - Fee Simple Tenure
  • 66 DOM
586 Kaimalino Street, Kailua image
586 Kaimalino Street, Kailua $4,695,000

Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks ...

  • 4 Beds
  • 3 Baths
  • 202612376 MLS
  • FS - Fee Simple Tenure
  • 25 DOM
223 Lanipo Drive, Kailua image
223 Lanipo Drive, Kailua $4,300,000 ▼

Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just two blocks from a se...

  • 4 Beds
  • 4 Baths
  • 202525307 MLS
  • FS - Fee Simple Tenure
  • 258 DOM
969 Auloa Road, Kailua image
969 Auloa Road, Kailua $4,250,000

Ideally positioned on a rare, level one-acre lot in the heart of Maunawili Valley, 969 Auloa honors a peaceful,Japanese-inspired roots. The estate has undergone a COMPREH...

  • 8 Beds
  • 8 Baths
  • 202608906 MLS
  • FS - Fee Simple Tenure
  • 35 DOM
851 Aalapapa Drive, Kailua image
851 Aalapapa Drive, Kailua $4,250,000 ▼

This stunning home is ready for you to live the ultimate Hawaii paradise lifestyle in the gorgeous community of Lanikai. Do not miss the opportunity to reside in this imp...

  • 4 Beds
  • 4 Baths
  • 202527969 MLS
  • FS - Fee Simple Tenure
  • 226 DOM
485 Wanaao Road, Kailua image
485 Wanaao Road, Kailua $4,098,000 ▼

Set along the coveted waterfront canal of Kailua, this iconic property 485 Wanaao, captures the essence of modern island living with rare versatility & timeless appeal. S...

  • 5 Beds
  • 4 Baths
  • 202608270 MLS
  • FS - Fee Simple Tenure
  • 91 DOM
85 Mahiloa Place, Kailua image
85 Mahiloa Place, Kailua $3,999,900 ▲

Beautifully renovated mid century modern Kailua beach house with room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous whi...

  • 4 Beds
  • 4 Baths
  • 202609693 MLS
  • FS - Fee Simple Tenure
  • 52 DOM
1110 Ilikala Place, Kailua image
1110 Ilikala Place, Kailua $3,880,000 ▼

Your dream waterfront Kailua residence. This hidden jewel fronting Kawainui Canal with access to the ocean offers an exceptional blend of contemporary design and Kama‘ain...

  • 3 Beds
  • 3 Baths
  • 202605289 MLS
  • FS - Fee Simple Tenure
  • 131 DOM
802 Pahumele Place, Kailua image
802 Pahumele Place, Kailua $3,750,000

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
  • FS - Fee Simple Tenure
  • 26 DOM
119 Kuailima Drive, Kailua image
119 Kuailima Drive, Kailua $3,495,000 ▼

Prime Lanikai Location and Large, Level Land. This lot is 40% larger than a standard Lanikai lot and it’s just yards from the best of Lanikai’s sandy beach. New concrete ...

  • 3 Beds
  • 1 Baths
  • 202607560 MLS
  • FS - Fee Simple Tenure
  • 102 DOM
50 Kalaka Place, Kailua image
50 Kalaka Place, Kailua $3,295,000

Discover a rarely available mid-century modern retreat in beachside Kailua. First time on the market. This single-level home showcases timeless design, featuring a classi...

  • 4 Beds
  • 2 Baths
  • 202613516 MLS
  • FS - Fee Simple Tenure
  • 10 DOM
156 N Kalaheo Avenue Unit C, Kailua image
156 N Kalaheo Avenue Unit C, Kailua $3,195,000

Just three homes from Kailua Beach and offered under $3.2 million, this is the beach cottage buyers dream about but rarely find. Imagine starting your day with a morning ...

  • 4 Beds
  • 3 Baths
  • 202611322 MLS
  • FS - Fee Simple Tenure
  • 47 DOM
610 Milokai Street, Kailua image
610 Milokai Street, Kailua $3,155,000 ▼

This architecturally striking home is nestled in the serene Kaimalino Neighborhood, situated in a tranquil cul-de-sac just steps from ocean access. Experience your person...

  • 4 Beds
  • 2 Baths
  • 202524350 MLS
  • FS - Fee Simple Tenure
  • 273 DOM
244 Awakea Road, Kailua image
244 Awakea Road, Kailua $3,150,000 ▼

Rarely available in Kailua Estates, 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sq ft lot just a short stroll to Kailua Beach ...

  • 6 Beds
  • 4 Baths
  • 202608800 MLS
  • FS - Fee Simple Tenure
  • 77 DOM
676 Mokapu Road, Kailua image
676 Mokapu Road, Kailua $3,100,000 ▼

BEAUTIFUL FLEX HOME! Prestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathroom home offers versatile living options with possible seperate entrances, 3 bed...

  • 5 Beds
  • 4 Baths
  • 202522041 MLS
  • FS - Fee Simple Tenure
  • 286 DOM
41-35 Wailea Street, Waimanalo image
41-35 Wailea Street, Waimanalo $2,800,000

Located on Kalanianaole Highway in Waimanalo with high visibility and traffic from both locals and tourists, this expansive 19,569 square-foot property presents an incred...

  • 3 Beds
  • 1 Baths
  • 202612038 MLS
  • FS - Fee Simple Tenure
  • 37 DOM
41-51 Hinalea Street, Waimanalo image
41-51 Hinalea Street, Waimanalo $2,790,000

Rare opportunity with great potentials, for either own family living or rental investment, easy to afford mortgage! Located only a few houses away from world-famous Waima...

  • 202608942 MLS
  • FS - Fee Simple Tenure
  • 83 DOM
41-51 Hinalea Street, Waimanalo image
41-51 Hinalea Street, Waimanalo $2,790,000

Rare opportunity with great potentials, for either own family living or rental investment, easy to afford mortgage! Located only a few houses away from world-famous Waima...

  • 11 Beds
  • 8 Baths
  • 202608921 MLS
  • FS - Fee Simple Tenure
  • 83 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
  • FS - Fee Simple Tenure
  • 9 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
  • FS - Fee Simple Tenure
  • 152 DOM
151 Alala Road, Kailua image
151 Alala Road, Kailua $2,700,000

Two blocks from turquoise water and best strip of sandy beach for miles, nestled between Kailua Beach and Lanikai, this classic Hawaiian style home offers the perfect bal...

  • 5 Beds
  • 3 Baths
  • 202606811 MLS
  • FS - Fee Simple Tenure
  • 84 DOM
294 Awakea Road, Kailua image
294 Awakea Road, Kailua $2,650,000

Escape to the tranquility of your private sanctuary, conveniently located within a ten-minute walk from the renowned Kailua Beach. This exquisite residence was meticulous...

  • 3 Beds
  • 3 Baths
  • 202609988 MLS
  • FS - Fee Simple Tenure
  • 62 DOM
821 Kainui Drive, Kailua image
821 Kainui Drive, Kailua $2,625,000

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
  • FS - Fee Simple Tenure
  • 20 DOM
150 Kaelepulu Drive, Kailua image
150 Kaelepulu Drive, Kailua $2,600,000

You will love this location in Lanikai where an active lifestyle awaits you. One block to beach access where swimming, windsurfing, paddling are yours to enjoy every d...

  • 4 Beds
  • 2 Baths
  • 202607969 MLS
  • FS - Fee Simple Tenure
  • 55 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
  • FS - Fee Simple Tenure
  • 80 DOM
451 Lanae Way, Kailua image
451 Lanae Way, Kailua $2,495,000

Elegant 5-year-old home offering exceptional investment potential and flexible multigenerational living. This spacious property features a two-level main home with an att...

  • 9 Beds
  • 4 Baths
  • 202605514 MLS
  • FS - Fee Simple Tenure
  • 136 DOM
1315 Kupau Street, Kailua image
1315 Kupau 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...

  • 6 Beds
  • 4 Baths
  • 202608541 MLS
  • FS - Fee Simple Tenure
  • 82 DOM
1461 Aunauna Street, Kailua image
1461 Aunauna Street, Kailua $2,450,000

Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured ...

  • 4 Beds
  • 3 Baths
  • 202612934 MLS
  • FS - Fee Simple Tenure
  • 23 DOM
409 Wanaao Road, Kailua image
409 Wanaao Road, Kailua $2,395,000

A brand new roof and now offered at $105,000 below original list price — your opportunity to own in Kailua just got even better! Experience the best of island living in t...

  • 4 Beds
  • 4 Baths
  • 202612015 MLS
  • FS - Fee Simple Tenure
  • 37 DOM
1031 Lunaai Place, Kailua image
1031 Lunaai Place, Kailua $2,249,000 ▼

$200k PRICE REDUCTION! Now listed at $2,249,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly main...

  • 7 Beds
  • 5 Baths
  • 202610167 MLS
  • FS - Fee Simple Tenure
  • 62 DOM
176 Kuulei Road, Kailua image
176 Kuulei Road, Kailua $2,195,000

Live the Kalua Lifestyle! Located in the desirable Kalama Tract neighborhood of Kailua within a short distance of Beautiful Kailua Beach and Kailua Town that offers a mul...

  • 4 Beds
  • 3 Baths
  • 202611702 MLS
  • FS - Fee Simple Tenure
  • 40 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
  • FS - Fee Simple Tenure
  • 107 DOM
1439 Akuleana Place, Kailua image
1439 Akuleana Place, Kailua $2,188,000 ▼

This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living...

  • 6 Beds
  • 4 Baths
  • 202605300 MLS
  • FS - Fee Simple Tenure
  • 133 DOM
1439 Akuleana Place, Kailua image
1439 Akuleana Place, Kailua $2,188,000 ▼

This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living...

  • 202605301 MLS
  • FS - Fee Simple Tenure
  • 133 DOM
1386 Nanialii Street, Kailua image
1386 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 kitc...

  • 4 Beds
  • 3 Baths
  • 202525463 MLS
  • FS - Fee Simple Tenure
  • 117 DOM
1287 Puualoha Street, Kailua image
1287 Puualoha Street, Kailua $2,099,500 ▼

Welcome home to beautiful Maunawili! Tucked away on a quiet cul-de-sac and surrounded by lush greenery, this beautifully renovated home is stunning with Ko’olau mountain ...

  • 4 Beds
  • 3 Baths
  • 202609203 MLS
  • FS - Fee Simple Tenure
  • 75 DOM
240 Kalama Street, Kailua image
240 Kalama Street, Kailua $2,050,000

Relax and enjoy your slice of paradise just blocks from world famous Kailua beaches. There are cool tropical tradewinds for this brand new construction 4 bedroom 3 bath...

  • 4 Beds
  • 3 Baths
  • 202614180 MLS
  • FS - Fee Simple Tenure
  • 4 DOM
646 Wanaao Road, Kailua image
646 Wanaao Road, Kailua $2,000,000

Spacious two story Kailua Home built in 2006 as a multi-generational home. The exterior walls are concrete and the roof is covered in tile. This home sits in the perfec...

  • 7 Beds
  • 5 Baths
  • 202614077 MLS
  • FS - Fee Simple Tenure
  • 3 DOM
1350 Lopaka Place, Kailua image
1350 Lopaka Place, Kailua $1,985,000

Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in ...

  • 4 Beds
  • 3 Baths
  • 202613204 MLS
  • FS - Fee Simple Tenure
  • 8 DOM
41-020 Puuone Street, Waimanalo image
41-020 Puuone Street, Waimanalo $1,945,000 ▼

Welcome to the country lifestyle of Waimanalo - where sunrises, sandy beaches, surfing, diving, hiking, and the natural beauty of Hawai'i is part of everyday life. This ...

  • 3 Beds
  • 2 Baths
  • 202609963 MLS
  • FS - Fee Simple Tenure
  • 67 DOM
41-1025 Nenue Street, Waimanalo image
41-1025 Nenue Street, Waimanalo $1,925,000

Tucked away on Oahu’s Windward Coast, this charming mid-century home captures the essence of Hawaiian beach living. A short walk from the powder-soft sands and turquoise ...

  • 3 Beds
  • 2 Baths
  • 202610224 MLS
  • FS - Fee Simple Tenure
  • 56 DOM
41-1702 Kalanianaole Highway, Waimanalo image
41-1702 Kalanianaole Highway, Waimanalo $1,899,000

A rare opportunity for multi-generational living in the heart of Waimanalo! This 1.1-acre property sits beneath the majestic Mount Olomana and features five single-famil...

  • 202609794 MLS
  • FS - Fee Simple Tenure
  • 69 DOM
41-1702 Kalanianaole Highway, Waimanalo image
41-1702 Kalanianaole Highway, Waimanalo $1,899,000

A rare opportunity for multi-generational living in the heart of Waimanalo! This 1.1-acre property sits beneath the majestic Mount Olomana and features five single-famil...

  • 13 Beds
  • 5 Baths
  • 202609795 MLS
  • FS - Fee Simple Tenure
  • 69 DOM
533 Iana Street, Kailua image
533 Iana Street, Kailua $1,885,000 ▼

Live on ONE LEVEL with a very private backyard oasis complete with Pool, Jacuzzi and covered Patio! Enjoy high open-beamed ceilings throughout the home. A quality kitch...

  • 3 Beds
  • 2 Baths
  • 202606901 MLS
  • FS - Fee Simple Tenure
  • 77 DOM
609 Olomana Street, Kailua image
609 Olomana Street, Kailua $1,880,000

Welcome to 609 Olomana Street, a newer-built residence in the highly desirable Coconut Grove neighborhood of Kailua. Constructed in 2022 this expansive property offers 8 ...

  • 8 Beds
  • 8 Baths
  • 202610511 MLS
  • FS - Fee Simple Tenure
  • 54 DOM
315 Iliaina Street, Kailua image
315 Iliaina Street, Kailua $1,875,000

Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate ...

  • 202610580 MLS
  • FS - Fee Simple Tenure
  • 59 DOM
315 Iliaina Street, Kailua image
315 Iliaina Street, Kailua $1,875,000

Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate ...

  • 3 Beds
  • 3 Baths
  • 202609716 MLS
  • FS - Fee Simple Tenure
  • 59 DOM
1237 Hele Street, Kailua image
1237 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...

  • 6 Beds
  • 2 Baths
  • 202612433 MLS
  • FS - Fee Simple Tenure
  • 21 DOM
42-311 Old Kalanianaole Road, Kailua image
42-311 Old Kalanianaole Road, Kailua $1,799,000 ▼

Here is your opportunity to create your dream space with an expansive lot, zoned AG-2 (General Agricultural), to build your custom dream home surrounded by the natural be...

  • 202507960 MLS
  • FS - Fee Simple Tenure
  • 476 DOM
1614 Paukiki Street, Kailua image
1614 Paukiki Street, Kailua $1,798,000 ▼

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
  • FS - Fee Simple Tenure
  • 94 DOM
1027 Alahaki Street, Kailua image
1027 Alahaki Street, Kailua $1,700,000

Welcome to this well-maintained single-level home located in a highly desirable location close to dining, shopping, super market, schools and the ocean. This inviting res...

  • 3 Beds
  • 4 Baths
  • 202612168 MLS
  • FS - Fee Simple Tenure
  • 34 DOM
1225 Mokapu Boulevard, Kailua image
1225 Mokapu Boulevard, Kailua $1,690,000

Experience elevated island living in this fully remodeled, single-level home in the heart of Kailua. Renovated from top to bottom, this property feels virtually new and o...

  • 4 Beds
  • 3 Baths
  • 202614340 MLS
  • FS - Fee Simple Tenure
  • 2 DOM
528 Halela Street Unit A, Kailua image
528 Halela Street Unit A, Kailua $1,689,000

Experience the perfect blend of modern comfort and island living. Tucked away on a private flag lot, this five-bedroom, three-bathroom residence offers a rare combination...

  • 5 Beds
  • 3 Baths
  • 202612287 MLS
  • FS - Fee Simple Tenure
  • 33 DOM
559 Iana Street, Kailua image
559 Iana Street, Kailua $1,650,000

Great value, located in one of Kailua's most desirable neighborhoods! No through traffic, and surrounded by Golf Course & Canal front homes. Spacious layout, with lots of...

  • 4 Beds
  • 3 Baths
  • 202613492 MLS
  • FS - Fee Simple Tenure
  • 14 DOM
1540 Akake Place, Kailua image
1540 Akake Place, Kailua $1,650,000 ▼

PRICE IMPROVEMENT! Excellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhoods. This Large level and very private lot is 8,470 sq ft of us...

  • 4 Beds
  • 2 Baths
  • 202612005 MLS
  • FS - Fee Simple Tenure
  • 37 DOM
433 Kaimake Loop Unit A, Kailua image
433 Kaimake Loop Unit A, Kailua $1,625,000

Well-maintained single-family home located on a quiet private loop in one of Kailua's most desirable neighborhoods, offering a welcoming, family-friendly atmosphere. Idea...

  • 4 Beds
  • 3 Baths
  • 202613595 MLS
  • FS - Fee Simple Tenure
  • 10 DOM
524 Pauku Street, Kailua image
524 Pauku Street, Kailua $1,595,000

Land. Location. Opportunity. Rare 10,000+ sq ft corner lot in desirable Enchanted Lakes offered below recent appraised value. Whether you're looking to renovate, rebui...

  • 3 Beds
  • 2 Baths
  • 202609924 MLS
  • FS - Fee Simple Tenure
  • 66 DOM
923 Mokapu Boulevard, Kailua image
923 Mokapu Boulevard, Kailua $1,590,000

Welcome home to this spacious three-bedroom, two-bathroom residence in the highly sought-after Kalaheo Hillside. Freshly painted along with other upgrades throughout, thi...

  • 3 Beds
  • 2 Baths
  • 202614057 MLS
  • FS - Fee Simple Tenure
  • 6 DOM
633 Keolu Drive, Kailua image
633 Keolu Drive, Kailua $1,585,000

Welcome Home to this 4 bedroom 2 bath home located just minutes away from the center of the charming town of Kailua. Renovations of the kitchen and bathrooms was in 2021...

  • 4 Beds
  • 2 Baths
  • 202612259 MLS
  • FS - Fee Simple Tenure
  • 32 DOM
1150B Kamahele Street Unit #3002, Kailua image
1150B Kamahele Street Unit #3002, Kailua — Bluestone $1,519,000 ▼

New Price! Welcome to Bluestone, an exceptional 3-bedroom, 2.5-bath townhome in one of Kailua’s most private and prestigious gated communities. Set across nearly 50 acres...

  • 3 Beds
  • 3 Baths
  • 202608250 MLS
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 87 DOM
1479 Kanapuu Drive, Kailua image
1479 Kanapuu Drive, Kailua $1,498,000 ▼

Welcome home to this wonderful two story home that features 3 bedrooms and 2 1/2 bathrooms located in the highly desirable Kailua Bluffs neighborhood. Home features an op...

  • 3 Beds
  • 3 Baths
  • 202607772 MLS
  • FS - Fee Simple Tenure
  • 96 DOM
1254 Ulupii Street, Kailua image
1254 Ulupii Street, Kailua $1,495,000

Charming home with separate cottage. Home is updated with lovely merbau (Indonesian hardwood) floors, kitchen and bath. Main house has three bedrooms & one bath. Carport...

  • 3 Beds
  • 2 Baths
  • 202613582 MLS
  • FS - Fee Simple Tenure
  • 13 DOM
1233 Keolu Drive, Kailua image
1233 Keolu Drive, 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 ...

  • 5 Beds
  • 3 Baths
  • 202519336 MLS
  • FS - Fee Simple Tenure
  • 327 DOM
142C Maluniu Avenue, Kailua image
142C Maluniu Avenue, Kailua $1,449,000

Updated 3-bedroom, 2.5-bath plantation cottage-style home, ideally located less than a mile from Kailua Beach and just moments from Kailua Town's dining, shopping, and ev...

  • 3 Beds
  • 2 Baths
  • 202611523 MLS
  • FS - Fee Simple Tenure
  • 38 DOM
742-A Kaipii Street, Kailua image
742-A Kaipii Street, Kailua $1,400,000

Enjoy comfort, privacy, and island living in this 3-bedroom, 2-bath home in Kailua’s Coconut Grove area. This 1,727 sq. ft. home features a den, a large, enclosed back pa...

  • 3 Beds
  • 2 Baths
  • 202611976 MLS
  • FS - Fee Simple Tenure
  • 35 DOM
1595 Kanapuu Drive, Kailua image
1595 Kanapuu Drive, Kailua $1,399,000 ▼

KAILUA BLUFFS. Original owners. Single story home on huge lot with 13,105 sf of land. Tons of potential! Needs TLC and cosmetic upgrades to make it your own. The sec...

  • 3 Beds
  • 2 Baths
  • 202610095 MLS
  • FS - Fee Simple Tenure
  • 68 DOM
650 Oneawa Street Unit A, Kailua image
650 Oneawa Street Unit A, Kailua $1,395,000

Experience refined island living in this beautifully remodeled 3-bedroom, 2-bath residence, ideally located in the heart of Kailua. Just moments from Kailua Beach, Kailua...

  • 3 Beds
  • 2 Baths
  • 202614171 MLS
  • FS - Fee Simple Tenure
  • 3 DOM
664 Kihapai Street, Kailua image
664 Kihapai Street, Kailua $1,395,000

Spacious 6-bedroom, 3-bath home approximately 1968 sq. ft. of living area in a desirable Kailua neighborhood. This versatile home features a functional floor plan with 4 ...

  • 6 Beds
  • 3 Baths
  • 202604953 MLS
  • FS - Fee Simple Tenure
  • 21 DOM
590 Keolu Drive, Kailua image
590 Keolu Drive, Kailua $1,395,000 ▼

Excellent opportunity for the savvy buyer! Large single level home with over 1,700 sf of living area features lofty cathedral ceilings with gorgeous light filled spaces! ...

  • 3 Beds
  • 2 Baths
  • 202612018 MLS
  • FS - Fee Simple Tenure
  • 34 DOM
319 Kihapai Street Unit C, Kailua image
319 Kihapai Street Unit C, Kailua $1,350,000

Wake up to stunning, unobstructed views of the majestic Olomana mountain range from this property brimming with potential. This home presents a rare opportunity to renova...

  • 4 Beds
  • 2 Baths
  • 202609502 MLS
  • FS - Fee Simple Tenure
  • 18 DOM
319 Kaelepulu Drive Unit 202, Kailua image
319 Kaelepulu Drive Unit 202, Kailua — Bluestone $1,350,000 ▼

Enjoy sweeping, unobstructed views of the golf course, majestic mountains, and a hint of ocean from the highly desirable Lanikai side of Bluestone. This well-maintained r...

  • 3 Beds
  • 3 Baths
  • 202607472 MLS
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 103 DOM
1076 Maunawili Road, Kailua image
1076 Maunawili Road, Kailua $1,328,000

**Renovation Opportunities:** With a single-level layout, this home is perfect those seeking to customize their space. Whether you envision an open-concept living area, m...

  • 3 Beds
  • 2 Baths
  • 202613210 MLS
  • FS - Fee Simple Tenure
  • 19 DOM
361 Kailua Road Unit 8108, Kailua image
361 Kailua Road Unit 8108, Kailua — Ka Malanai At Kailua $1,150,000

Experience the best of Kailua living at "Ka Malanai in Kailua", one of the Windward side's newest condo communities. This 2-bedroom, 2-bath residence puts you in the hear...

  • 2 Beds
  • 2 Baths
  • 202611496 MLS
  • FS - Fee Simple Tenure
  • Ka Malanai At Kailua Bldg.
  • 25 DOM
409 Kailua Road Unit 7106, Kailua image
409 Kailua Road Unit 7106, Kailua — Ka Malanai At Kailua $1,075,000

Experience the convenience and charm of life in the heart of Kailua with a rare feature that sets this home apart: THREE assigned parking stalls. A true rarity in Kailua,...

  • 2 Beds
  • 2 Baths
  • 202600852 MLS
  • FS - Fee Simple Tenure
  • Ka Malanai At Kailua Bldg.
  • 145 DOM
471 Kailua Road Unit 3106, Kailua image
471 Kailua Road Unit 3106, Kailua — Ka Malanai At Kailua $1,055,000 ▼

Experience elevated island living in Kailua's newest condominium community Ka Malanai built in 2014. Perfectly positioned in the most desirable part of the complex, this ...

  • 2 Beds
  • 2 Baths
  • 202605748 MLS
  • FS - Fee Simple Tenure
  • Ka Malanai At Kailua Bldg.
  • 111 DOM
437 Kailua Road Unit 6102, Kailua image
437 Kailua Road Unit 6102, Kailua — Ka Malanai At Kailua $1,049,000 ▼

MAJOR PRICE IMPROVEMENT! Here's your opportunity to secure a below-market VA loan at 2.25%! And the best part? It's open to both VA & non-VA buyers*!!! Approximate loan b...

  • 2 Beds
  • 2 Baths
  • 202606264 MLS
  • FS - Fee Simple Tenure
  • Ka Malanai At Kailua Bldg.
  • 98 DOM
1111 Akipohe Street Unit 13B, Kailua image
1111 Akipohe Street Unit 13B, Kailua — Lakeview $865,000

Rarely available and highly desirable , spacious 3 bedroom, 2 bath residence at Lakeview in Kailua! This home welcomes you to this relaxing , private and well maintained...

  • 3 Beds
  • 2 Baths
  • 202609777 MLS
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 67 DOM
322 Aoloa Street Unit 611, Kailua image
322 Aoloa Street Unit 611, Kailua — Windward Passage $859,000 ▼

Completely renovated from top to bottom! Freshly painted throughout! No popcorn ceilings! New vinyl flooring throughout. New tile on the lanai. New kitchen cabinets, ...

  • 3 Beds
  • 2 Baths
  • 202608782 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 77 DOM
1237 Akipohe Street Unit 4C, Kailua image
1237 Akipohe Street Unit 4C, Kailua — Lakeview $854,000 ▼

Welcome to one of the few 3-bedroom, 2-full bathroom homes available in the highly desirable Lakeview townhomes in Kailua’s Enchanted Lake. This well-maintained unit of...

  • 3 Beds
  • 2 Baths
  • 202607270 MLS
  • FS - Fee Simple Tenure
  • Lakeview Bldg.
  • 98 DOM
1020 Aoloa Place Unit 311B, Kailua image
1020 Aoloa Place Unit 311B, Kailua — Windward Cove $800,000

Welcome to Windward Cove—a gated community in the heart of Kailua, surrounded by 3 acres of lush tropical landscaping, koi ponds, and peaceful water features. This privat...

  • 3 Beds
  • 2 Baths
  • 202612305 MLS
  • FS - Fee Simple Tenure
  • Windward Cove Bldg.
  • 32 DOM
183-4 Oko Street Unit 2604, Kailua image
183-4 Oko Street Unit 2604, Kailua — Aikahi Gardens $799,888

REMODELED TOWNHOUSE in Aikahi Gardens. This 2-story residence is located at the back of Aikahi Gardens for lots of privacy and quiet. Kitchen & Bathrooms remodeled in 202...

  • 3 Beds
  • 3 Baths
  • 202612106 MLS
  • FS - Fee Simple Tenure
  • Aikahi Gardens Bldg.
  • 33 DOM
322 Aoloa Street Unit 505, Kailua image
322 Aoloa Street Unit 505, Kailua — Windward Passage $795,000

A gorgeous, breezy light-filled space is yours with this remodeled 2 BR/2 Full BA condo in the premiere Windward Passage building. Features include a tree-top view, smoot...

  • 2 Beds
  • 2 Baths
  • 202528258 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 142 DOM
445 Kailua Road Unit 5304, Kailua image
445 Kailua Road Unit 5304, Kailua — Ka Malanai At Kailua $759,000

Tucked away in one of the most peaceful locations within Ka Malanai, this desirable one-bedroom residence enjoys a quiet back corner, top floor setting surrounded by lush...

  • 1 Beds
  • 1 Baths
  • 202613740 MLS
  • FS - Fee Simple Tenure
  • Ka Malanai At Kailua Bldg.
  • 7 DOM
41-569 Inoaole Street, Waimanalo image
41-569 Inoaole Street, Waimanalo $749,000

Contractor special and Exceptional opportunity in the heart of Waimanalo! Duplex that could be separated. Set on a 6,777 sq ft lot with a tiny association fee, this attac...

  • 3 Beds
  • 2 Baths
  • 202611171 MLS
  • FS - Fee Simple Tenure
  • 41 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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Copyright © 2023 Hawaii Realty International - A team of Compass. All Rights Reserved.

Hawaii Realty International is a team of real estate licensees affiliated with Compass, a licensed real estate broker and abides by 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 error, omissions, change 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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