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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
  • 1000 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
  • 239 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
  • 300 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
  • 363 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
  • 122 DOM
1586 Mokulua Drive, Kailua image
1586 Mokulua Drive, Kailua $11,950,000

LANIKAI 5 STAR RESORT, with steps right into the sea. This charming jewel box sits right on the bright blue clear waters of Lanikai with a perfect view of the Mokulua Isl...

  • 4 Beds
  • 5 Baths
  • 202611360 MLS
  • FS - Fee Simple Tenure
  • 69 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
  • 71 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
  • 73 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
  • FS - Fee Simple Tenure
  • 65 DOM
1414 Mokulua Drive, Kailua image
1414 Mokulua Drive, Kailua $7,495,000 ▼

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
  • 79 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
  • 100 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
  • 69 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
  • 80 DOM
1036 Mokulua Drive, Kailua image
1036 Mokulua Drive, Kailua $5,798,000

Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-sty...

  • 4 Beds
  • 4 Baths
  • 202614113 MLS
  • FS - Fee Simple Tenure
  • 36 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
  • 513 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.
  • 106 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
  • 111 DOM
6 N Kalaheo Avenue, Kailua image
6 N Kalaheo Avenue, Kailua $4,349,000

Experience multi generational luxury living,just moments from famous white sand Kailua Beach with shopping and dining close by.Situated on a landscaped 11,005 sq. ft. lev...

  • 6 Beds
  • 5 Baths
  • 202610270 MLS
  • FS - Fee Simple Tenure
  • 100 DOM
969 Auloa Road, Kailua image
969 Auloa Road, Kailua $4,250,000

MAUNAWILI AT ITS FINEST! One Acre+ lot in the heart of the Valley. Overlooking your very own Kailua estate and the horses of Maunawili Farms. Having just undergone a COMP...

  • 202616607 MLS
  • FS - Fee Simple Tenure
  • 12 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
  • FS - Fee Simple Tenure
  • 45 DOM
969 Auloa Road, Kailua image
969 Auloa Road, Kailua $4,250,000

MAUNAWILI AT ITS FINEST! One Acre+ lot in the heart of the Valley. Overlooking your very own Kailua estate and the horses of Maunawili Farms. Having just undergone a COM...

  • 8 Beds
  • 8 Baths
  • 202608906 MLS
  • FS - Fee Simple Tenure
  • 80 DOM
586 Kaimalino Street, Kailua image
586 Kaimalino Street, Kailua $4,200,000 ▼

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
  • 70 DOM
223 Lanipo Drive, Kailua image
223 Lanipo Drive, Kailua $4,150,000 ▼

Don't miss the best value in Lanikai! Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii co...

  • 4 Beds
  • 4 Baths
  • 202525307 MLS
  • FS - Fee Simple Tenure
  • 303 DOM
110 N Kalaheo Avenue Unit B, Kailua image
110 N Kalaheo Avenue Unit B, Kailua $3,995,000

Just 2 houses from the beach, this immaculate three-story, 4-bedroom, 2.5-bath home offers direct ocean views & a rare opportunity to live just steps from the sand. A pri...

  • 4 Beds
  • 3 Baths
  • 202615408 MLS
  • FS - Fee Simple Tenure
  • 30 DOM
85 Mahiloa Place, Kailua image
85 Mahiloa Place, Kailua $3,899,900 ▼

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
  • 97 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
  • FS - Fee Simple Tenure
  • 71 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
  • FS - Fee Simple Tenure
  • 23 DOM
138 Kailuana Place, Kailua image
138 Kailuana Place, Kailua $3,050,000 ▲

Kailua Beachside living at its finest, where an exceptional corner lot, incredible outdoor living, and one of Kailua’s most coveted neighborhoods come together to create ...

  • 3 Beds
  • 3 Baths
  • 202615416 MLS
  • FS - Fee Simple Tenure
  • 22 DOM
156 N Kalaheo Avenue Unit C, Kailua image
156 N Kalaheo Avenue Unit C, Kailua $3,049,000 ▼

THREE HOMES FROM KAILUA BEACH WITH INCOME POTENTIAL. THIS IS ONE YOU WILL WANT TO SEE IN PERSON! This 4 bedrooms, 2.5 baths plus separate flex room with private entrance...

  • 4 Beds
  • 3 Baths
  • 202611322 MLS
  • FS - Fee Simple Tenure
  • 92 DOM
244 Awakea Road, Kailua image
244 Awakea Road, Kailua $3,045,000 ▼

MAJOR PRICE REDUCTION! Exceptional opportunity in a preferred location within Kailua Estates. 244 Awakea Rd is a beautifully remodeled plantation-style property on a spac...

  • 6 Beds
  • 3 Baths
  • 202608800 MLS
  • FS - Fee Simple Tenure
  • 122 DOM
50 Kalaka Place, Kailua image
50 Kalaka Place, Kailua $2,800,000

See this single-level beachside residence. First time on the market showcases timeless design, private pool that perfectly captures the essence of Island living. Move-in ...

  • 4 Beds
  • 2 Baths
  • 202616703 MLS
  • FS - Fee Simple Tenure
  • 9 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
  • 82 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
  • 128 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
  • 128 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
  • 54 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
  • 197 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
  • 125 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
  • FS - Fee Simple Tenure
  • 65 DOM
139 Hauoli Street, Kailua image
139 Hauoli Street, Kailua $2,498,000

None

  • 3 Beds
  • 2 Baths
  • 202615055 MLS
  • FS - Fee Simple Tenure
  • 36 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
  • 181 DOM
409 Wanaao Road, Kailua image
409 Wanaao Road, Kailua $2,325,000 ▼

Back on the market and now offered at $174,000 below original list price — your opportunity to own in Kailua just got better! Our seller has made new improvements to make...

  • 4 Beds
  • 4 Baths
  • 202612015 MLS
  • FS - Fee Simple Tenure
  • 82 DOM
1031 Lunaai Place, Kailua image
1031 Lunaai Place, Kailua $2,199,000

Now listed at $2,199,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original o...

  • 202615925 MLS
  • FS - Fee Simple Tenure
  • 22 DOM
445 Keolu Drive, Kailua image
445 Keolu Drive, Kailua $2,199,000 ▼

Beautiful, sweeping views of Enchanted Lake and Kaelepulu wetlands from your elegantly remodeled open concept living, dining, & gourmet kitchen. Large glass doors open o...

  • 3 Beds
  • 3 Baths
  • 202615714 MLS
  • FS - Fee Simple Tenure
  • 24 DOM
1031 Lunaai Place, Kailua image
1031 Lunaai Place, Kailua $2,199,000 ▼

$50k PRICE REDUCTION! Now listed at $2,199,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maint...

  • 7 Beds
  • 5 Baths
  • 202610167 MLS
  • FS - Fee Simple Tenure
  • 107 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
  • 152 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
  • 178 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
  • 178 DOM
415 Iana Street, Kailua image
415 Iana Street, Kailua $2,150,000 ▼

At the end of a quiet, no-through-traffic cul-de-sac on Iana Street, this 4-bedroom, 4-bath home is surrounded by golf course and canal front homes and built around an op...

  • 4 Beds
  • 4 Baths
  • 202609261 MLS
  • FS - Fee Simple Tenure
  • 120 DOM
340 Ilimano Street, Kailua image
340 Ilimano Street, Kailua $2,149,000

Fully remodeled in 2024, truly MOVE IN READY! Just a few blocks from Aikahi shopping center and Kailua beach! This 4 bedroom 2,020 SF home has a spacious great room, che...

  • 4 Beds
  • 2 Baths
  • 202616975 MLS
  • FS - Fee Simple Tenure
  • 1 DOM
823 Halula Place, Kailua image
823 Halula Place, Kailua $2,099,000 ▼

Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes four bedrooms, four baths, two kitchens, and two l...

  • 4 Beds
  • 4 Baths
  • 202615042 MLS
  • FS - Fee Simple Tenure
  • 31 DOM
1127 Lauloa Street, Kailua image
1127 Lauloa Street, Kailua $2,050,000

Gorgeous, rare and turnkey single-level home in the desirable Enchanted Lake neighborhood of Kailua. The open-concept floor plan is complemented by split A/C throughout, ...

  • 4 Beds
  • 2 Baths
  • 202613001 MLS
  • FS - Fee Simple Tenure
  • 55 DOM
1188 Akuila Place, Kailua image
1188 Akuila Place, Kailua $2,000,000

A peaceful Kailua retreat where privacy, comfort, and the natural beauty of Hawai'i come together. Wake up to the beauty of Kailua and unwind in this serene, lovingly mai...

  • 4 Beds
  • 2 Baths
  • 202615608 MLS
  • FS - Fee Simple Tenure
  • 16 DOM
1386 Nanialii Street, Kailua image
1386 Nanialii Street, Kailua $1,999,000 ▼

Hands down the best value in all of Kailua at under $580/sqft for a custom built, move in ready home!!! For buyers' peace of mind, the pre-listing home inspection was com...

  • 4 Beds
  • 3 Baths
  • 202525463 MLS
  • FS - Fee Simple Tenure
  • 162 DOM
646 Wanaao Road, Kailua image
646 Wanaao Road, Kailua $1,990,000 ▼

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

  • 7 Beds
  • 5 Baths
  • 202614077 MLS
  • FS - Fee Simple Tenure
  • 48 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
  • 101 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
  • 114 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
  • 114 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
  • 99 DOM
743 Akumu Street, Kailua image
743 Akumu Street, Kailua $1,849,000 ▼

Price reduction! Great location! Don't miss this incredible opportunity to own a charming newly Completely renovated 3-bedroom, 2.5-bathroom home plus an work space in th...

  • 3 Beds
  • 3 Baths
  • 202614109 MLS
  • FS - Fee Simple Tenure
  • 38 DOM
41-020 Puuone Street, Waimanalo image
41-020 Puuone Street, Waimanalo $1,840,000 ▲

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
  • 112 DOM
533 Iana Street, Kailua image
533 Iana Street, Kailua $1,825,000 ▼

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
  • 122 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
  • 521 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
  • FS - Fee Simple Tenure
  • 38 DOM
701 Kihapai Street, Kailua image
701 Kihapai Street, Kailua $1,775,000

Welcome to this extensively upgraded Kailua home, ideally located between world-famous Kailua Beach and the scenic Kawainui Marsh. Move-in ready, this property combines m...

  • 3 Beds
  • 2 Baths
  • 202611826 MLS
  • FS - Fee Simple Tenure
  • 29 DOM
1237 Hele Street, Kailua image
1237 Hele Street, Kailua $1,775,000 ▼

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
  • 66 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
  • FS - Fee Simple Tenure
  • 139 DOM
315 Iliaina Street, Kailua image
315 Iliaina Street, Kailua $1,725,000 ▼

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
  • 104 DOM
315 Iliaina Street, Kailua image
315 Iliaina Street, Kailua $1,725,000 ▼

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
  • 104 DOM
1247 Ulupalakua Street, Kailua image
1247 Ulupalakua Street, Kailua $1,700,000 ▼

Seriously spacious rare single-story multigenerational home in Kailua’s Pohakupu community offering 6 bedrooms, 5 bathrooms, and a flexible floor plan with plenty of room...

  • 6 Beds
  • 5 Baths
  • 202614426 MLS
  • FS - Fee Simple Tenure
  • 29 DOM
558 Ulumu Street, Kailua image
558 Ulumu Street, Kailua $1,699,000

Beautifully renovated single level home tucked away from the main roads, offering privacy and serenity. A spacious entry welcomes you into the bright living room featurin...

  • 4 Beds
  • 2 Baths
  • 202615259 MLS
  • FS - Fee Simple Tenure
  • 22 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
  • 47 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
  • FS - Fee Simple Tenure
  • 42 DOM
453 Iliaina Street, Kailua image
453 Iliaina Street, Kailua $1,650,000

OPEN HOUSE SUNDAY 9/13, 1-4PM!! E komo mai to this charming home in one of Kailua's most sought after neighborhoods with less than a mile walk to beautiful Castles Beach!...

  • 3 Beds
  • 2 Baths
  • 202616142 MLS
  • FS - Fee Simple Tenure
  • 13 DOM
526 Ulumawao Street, Kailua image
526 Ulumawao Street, Kailua $1,625,000

Welcome to this highly desirable, single story, 4 bedroom, 2 bath home in the beautiful neighborhood of Pohakapu. Amazing new Kitchen including cabinets, countertop and...

  • 4 Beds
  • 2 Baths
  • 202617085 MLS
  • FS - Fee Simple Tenure
  • 4 DOM
633 Keolu Drive, Kailua image
633 Keolu Drive, Kailua $1,585,000

Enjoy the best of Kailua living in this beautifully updated 4-bedroom, 2-bath home, conveniently located just minutes from the heart of town. Renovated in 2021, the kitch...

  • 4 Beds
  • 2 Baths
  • 202612259 MLS
  • FS - Fee Simple Tenure
  • 77 DOM
1540 Akake Place, Kailua image
1540 Akake Place, Kailua $1,540,000 ▼

Back on the market! 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 u...

  • 4 Beds
  • 2 Baths
  • 202612005 MLS
  • FS - Fee Simple Tenure
  • 82 DOM
621 Palawiki Street, Kailua image
621 Palawiki Street, Kailua $1,530,000 ▼

New Price, Same Amazing Location! This price improvement creates an exceptional opportunity to own a home in Enchanted Lake Estate. Move-in ready Kailua living in desira...

  • 3 Beds
  • 2 Baths
  • 202614243 MLS
  • FS - Fee Simple Tenure
  • 44 DOM
433 Kaimake Loop Unit A, Kailua image
433 Kaimake Loop Unit A, Kailua $1,499,000 ▼

HUGE Price Improvement! Don't miss this incredible opportunity to own a beautiful family home on a quiet, private loop in the heart of Kailua! Ideally located just minut...

  • 4 Beds
  • 3 Baths
  • 202613595 MLS
  • FS - Fee Simple Tenure
  • 55 DOM
1375 Kupau Street, Kailua image
1375 Kupau Street, Kailua $1,498,000

Beautifully remodeled with panoramic Koolau views. Stylishly renovated with modern finishes, this home features a bright, open-concept design with vaulted ceilings, expos...

  • 3 Beds
  • 2 Baths
  • 202616698 MLS
  • FS - Fee Simple Tenure
  • 6 DOM
1150B Kamahele Street Unit #3002, Kailua image
1150B Kamahele Street Unit #3002, Kailua — Bluestone $1,495,000

Bluestone's Kamahele Townhome - under $1.5M! Welcome to Bluestone, one of Kailua’s most private and prestigious gated communities. Set on nearly 50 acres of lush grounds...

  • 3 Beds
  • 3 Baths
  • 202614708 MLS
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 41 DOM
1254 Ulupii Street, Kailua image
1254 Ulupii Street, Kailua $1,495,000

Need $$ to help pay the Mortg? This charming homes has a cottage in the back yard that has been rented for $2,300 a mo. House features lovely hardwood floors, updated ki...

  • 3 Beds
  • 2 Baths
  • 202613582 MLS
  • FS - Fee Simple Tenure
  • 58 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
  • FS - Fee Simple Tenure
  • 372 DOM
1479 Kanapuu Drive, Kailua image
1479 Kanapuu Drive, Kailua $1,430,000 ▼

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
  • 141 DOM
447-A Manono Street, Kailua image
447-A Manono Street, Kailua $1,379,000 ▼

HIGHLY MOTIVATED SELLERS! Welcome to this beautifully upgraded single-level home in Kailua's desirable Coconut Grove. Built in 1990 with double-wall construction, this ho...

  • 3 Beds
  • 2 Baths
  • 202611762 MLS
  • FS - Fee Simple Tenure
  • 57 DOM
324 Olomana Street Unit D, Kailua image
324 Olomana Street Unit D, Kailua $1,360,000

Nestled at the end of a private lane, this cozy 3-bed 1-bath Kailua home offers a laidback beach lifestyle + modern charm. Located on the desirable beach-side of Coconut ...

  • 3 Beds
  • 1 Baths
  • 202616680 MLS
  • FS - Fee Simple Tenure
  • 9 DOM
650 Oneawa Street Unit A, Kailua image
650 Oneawa Street Unit A, Kailua $1,359,500 ▼

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
  • 48 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
  • 63 DOM
742-A Kaipii Street, Kailua image
742-A Kaipii Street, Kailua $1,350,000 ▼

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
  • 80 DOM
319 Kaelepulu Drive Unit 202, Kailua image
319 Kaelepulu Drive Unit 202, Kailua — Bluestone $1,350,000 ▼

$30,000 RENOVATION CREDIT TO BUYER!! Enjoy sweeping, unobstructed views of the golf course, majestic mountains, and a hint of ocean from the highly desirable Lanikai s...

  • 3 Beds
  • 3 Baths
  • 202607472 MLS
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 148 DOM
1096 Liku Street, Kailua image
1096 Liku Street, Kailua $1,323,000

Versatile and inviting, this property offers a spacious open floor plan, wet bar hookup, and a level, enclosed yard, ideal for everyday living and entertaining. The overs...

  • 3 Beds
  • 1 Baths
  • 202615389 MLS
  • FS - Fee Simple Tenure
  • 30 DOM
491 Kihapai Street, Kailua image
491 Kihapai Street, Kailua $1,300,000 ▼

Charming 2-bedroom, 1bath Kailua home offering 828 sq ft of comfortable living space surrounded by a beautiful Tropical Garden. Move-in ready with complete updates inclu...

  • 2 Beds
  • 1 Baths
  • 202615245 MLS
  • FS - Fee Simple Tenure
  • 34 DOM
1410 Akamai Street, Kailua image
1410 Akamai Street, Kailua $1,299,000

Freshly renovated and move-in ready! A beautifully refreshed 3-bedroom, 1.5-bath single-family home offering an easy blend of modern updates and classic Kailua living. Th...

  • 3 Beds
  • 2 Baths
  • 202615500 MLS
  • FS - Fee Simple Tenure
  • 14 DOM
614 Ululani Street, Kailua image
614 Ululani Street, Kailua $1,295,000

Charming single-level home in Kailua’s desirable Olomana neighborhood. Situated on a spacious 7,980-square-foot lot, this three-bedroom residence offers a bright, open la...

  • 3 Beds
  • 2 Baths
  • 202615096 MLS
  • FS - Fee Simple Tenure
  • 23 DOM
1503 Kupau Street, Kailua image
1503 Kupau Street, Kailua $1,288,000

Enjoy the cool trade wind breezes on the top of Keolu Hills. Single level home with 3 bedrooms, 2 baths and a den or additional office space. A fenced yard with a water s...

  • 3 Beds
  • 2 Baths
  • 202615339 MLS
  • FS - Fee Simple Tenure
  • 29 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.
  • 70 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.
  • 190 DOM
739 Kahoa Drive, Kailua image
739 Kahoa Drive, Kailua $1,050,000 ▼

50K PRICE REDUCTION AND READY FOR A BUYER!!! DON'T MISS THIS OPPORTUNITY. Cute Cottage with a fenced in yard that is freshly painted and move in ready. Numerous upgrades ...

  • 2 Beds
  • 1 Baths
  • 202614602 MLS
  • FS - Fee Simple Tenure
  • 36 DOM
437 Kailua Road Unit 6102, Kailua image
437 Kailua Road Unit 6102, Kailua — Ka Malanai At Kailua $1,029,000 ▼

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.
  • 143 DOM
119 Kahako Street Unit B, Kailua image
119 Kahako Street Unit B, Kailua — Kaopa Park Place $875,000

Kaopa Park Place is a quaint, established townhome community in Kailua, offering more of a charming neighborhood feel than a typical condominium complex. Surrounded by lu...

  • 3 Beds
  • 2 Baths
  • 202616392 MLS
  • FS - Fee Simple Tenure
  • Kaopa Park Place Bldg.
  • 15 DOM
119 Kahako Street Unit B, Kailua image
119 Kahako Street Unit B, Kailua — Kaopa Park Place $875,000

Kaopa Park Place is a quaint, established townhome community in Kailua, offering more of a charming neighborhood feel than a typical condominium complex. Surrounded by lu...

  • 3 Beds
  • 2 Baths
  • 202616409 MLS
  • FS - Fee Simple Tenure
  • Kaopa Park Place Bldg.
  • 15 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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Hawaii Realty International - A team of Compass
629 Kailua Rd #110
Kailua, HI 96734
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808-381-2750

Copyright © 2026 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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