Address Search

621 Palawiki Street, Kailua image
621 Palawiki Street, Kailua $1,560,000

621 Palawiki Street offers move-in ready Kailua living in desirable Enchanted lake. This refreshed three-bedroom, tow-bath single -level home sits on a generous 7,500 squ...

  • 3 Beds
  • 2 Baths
  • 202614243 MLS
  • FS - Fee Simple Tenure
  • 0 DOM
  • ACTIVE Status
679 Kihapai Street Unit D, Kailua image
679 Kihapai Street Unit D, Kailua $1,300,000

Located within "Kawainui Park Place" and adjacent to the Kawainui Marsh, this property offers expansive views, open space, and close proximity to nature. The home has bee...

  • 2 Beds
  • 2 Baths
  • 202614398 MLS
  • FS - Fee Simple Tenure
  • 1 DOM
  • ACTIVE Status
139 Hauoli Street, Kailua image
139 Hauoli Street, Kailua $2,498,000

Your classic Kailua beach house just 140 yards from Kalama Beach Park and one of the world's best beaches. Set on a 10,000 square-foot lot, this 3-bedroom, 2-bath home ca...

  • 3 Beds
  • 2 Baths
  • 202614158 MLS
  • FS - Fee Simple Tenure
  • 1 DOM
  • ACTIVE Status
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
  • 1 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 247, Kailua image
1015 Aoloa Place Unit 247, Kailua — Poinciana Manor $690,000

Experience the best of Kailua living! This beautifully updated 959 sq ft unit offers a modern kitchen with updated cabinets & countertops, updated bathroom vanities, and ...

  • 2 Beds
  • 2 Baths
  • 202614286 MLS
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 1 DOM
  • ACTIVE Status
322 Aoloa Street Unit PH8, Kailua image
322 Aoloa Street Unit PH8, Kailua — Windward Passage $645,000

Rarely available prestigious penthouse unit at the top of Windward Passage! Floor to ceiling windows open to a panoramic view out over Enchanted Lake & down the majestic...

  • 1 Beds
  • 1 Baths
  • 202614387 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 1 DOM
  • ACTIVE Status
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
  • 3 DOM
  • ACTIVE Status
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
  • 4 DOM
  • ACTIVE Status
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
  • 4 DOM
  • ACTIVE Status
725 Kihapai Place Unit B1, Kailua image
725 Kihapai Place Unit B1, Kailua — 725 Kihapai Pl $495,000

Seller relisted with HUGE Price Reduction! Don't miss this rare opportunity to own a charming 2-bedroom, 1-bath ground floor corner unit in Kailua's highly desirable Coco...

  • 2 Beds
  • 1 Baths
  • 202614153 MLS
  • FS - Fee Simple Tenure
  • 725 Kihapai Pl Bldg.
  • 5 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 340, Kailua image
1015 Aoloa Place Unit 340, Kailua — Poinciana Manor $715,000

Welcome home to easy Kailua living at Poinciana Manor. This inviting 2-bedroom, 2-bath condo features LVP and tile flooring, an in-unit washer and dryer, additional stora...

  • 2 Beds
  • 2 Baths
  • 202613910 MLS
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 5 DOM
  • ACTIVE Status
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
  • 5 DOM
  • ACTIVE Status
1325 Akele Street, Kailua image
1325 Akele Street, Kailua $1,695,000

Welcome to the highly sought-after Kaopa neighborhood of Kailua, where pride of ownership is evident throughout the community. Located within the coveted Kaelepulu Elemen...

  • 3 Beds
  • 2 Baths
  • 202614050 MLS
  • FS - Fee Simple Tenure
  • 6 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 7 DOM
  • ACTIVE Status
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
  • 8 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 451, Kailua image
1015 Aoloa Place Unit 451, Kailua — Poinciana Manor $725,000

Finally, a top floor unit at Poinciana Manor with a fully renovated, open concept kitchen and living room. No neighbor above, and a ceiling that clears 20 feet at the pea...

  • 2 Beds
  • 2 Baths
  • 202611451 MLS
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 8 DOM
  • ACTIVE Status
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.
  • 8 DOM
  • ACTIVE Status
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
  • 9 DOM
  • ACTIVE Status
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
  • 10 DOM
  • ACTIVE Status
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
  • 11 DOM
  • ACTIVE Status
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
  • 11 DOM
  • ACTIVE Status
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
  • 11 DOM
  • ACTIVE Status
1308 Kuuna Street, Kailua image
1308 Kuuna Street, Kailua $1,870,000

Discover this beautifully upgraded and well-cared-for 4-bedroom, 3.5-bath home, ideally situated on a desirable corner lot with only two neighboring properties and striki...

  • 4 Beds
  • 4 Baths
  • 202613694 MLS
  • FS - Fee Simple Tenure
  • 12 DOM
  • ACTIVE UNDER CONTRACT Status
322 Aoloa Street Unit 810, Kailua image
322 Aoloa Street Unit 810, Kailua — Windward Passage $660,000

Welcome to Windward Passage unit #810. This one-bedroom, one bathroom, and one assigned parking stall unit was just renovated with no expense spared. Every small detail w...

  • 1 Beds
  • 1 Baths
  • 202613708 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 13 DOM
  • ACTIVE Status
447-A Manono Street, Kailua image
447-A Manono Street, Kailua $1,450,000

WELCOME to this beautifully upgraded single-level home in the heart of Kailua's desirable Coconut Grove. Built in 1990 with double-wall construction, this home blends mod...

  • 3 Beds
  • 2 Baths
  • 202611762 MLS
  • FS - Fee Simple Tenure
  • 13 DOM
  • ACTIVE UNDER CONTRACT Status
1433 Mapuana Place, Kailua image
1433 Mapuana Place, Kailua $1,595,000

Welcome home to this sweet house on a quiet cul-de-sac in Keolu Hills. This charming 4 bedroom 3 bathroom with an open concept floor plan makes for easy island living. N...

  • 4 Beds
  • 3 Baths
  • 202613493 MLS
  • FS - Fee Simple Tenure
  • 13 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 14 DOM
  • ACTIVE Status
1436 Hele Street, Kailua image
1436 Hele Street, Kailua $1,350,000

Beautiful newly constructed 2-bedroom, 1-bath single-level home in the desirable Keolu Hills neighborhood of Kailua. Thoughtfully positioned toward the back of the prope...

  • 2 Beds
  • 1 Baths
  • 202613552 MLS
  • FS - Fee Simple Tenure
  • 13 DOM
  • ACTIVE UNDER CONTRACT Status
565 Auwina Street, Kailua image
565 Auwina Street, Kailua $1,975,000

A rare Kailua opportunity in a highly desirable location. Situated on a spacious 10,000+ sq. ft. lot, on a cul-de-sac, this beautifully updated single-level 4-bedroom, 2-...

  • 4 Beds
  • 2 Baths
  • 202613279 MLS
  • FS - Fee Simple Tenure
  • 14 DOM
  • ACTIVE UNDER CONTRACT Status
811 Maluniu Avenue, Kailua image
811 Maluniu Avenue, Kailua $1,200,000

Welcome to this sweet beach town cottage on the island of Oahu, situated just a few blocks from Kailua Beach. Located in a quiet area of Maluniu Ave in Coconut Grove, thi...

  • 2 Beds
  • 1 Baths
  • 202611596 MLS
  • FS - Fee Simple Tenure
  • 14 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 15 DOM
  • ACTIVE Status
410-A Kalama Street, Kailua image
410-A Kalama Street, Kailua $1,580,000

Hidden Flag Lot Home. Kalama Tract Modernized. Powered by the Sun.

  • 4 Beds
  • 2 Baths
  • 202612982 MLS
  • FS - Fee Simple Tenure
  • 15 DOM
  • ACTIVE UNDER CONTRACT Status
1302 Kamahele Street Unit 2402, Kailua image
1302 Kamahele Street Unit 2402, Kailua — Bluestone $1,650,000

Welcome to Bluestone – where island living meets everyday luxury! Picture yourself sipping your morning coffee or dining in the evening on your lanai while looking across...

  • 2 Beds
  • 3 Baths
  • 202612833 MLS
  • FS - Fee Simple Tenure
  • Bluestone Bldg.
  • 16 DOM
  • ACTIVE UNDER CONTRACT Status
1247 Kahili Street, Kailua image
1247 Kahili Street, Kailua $3,400,000

Who's ready for NEW? Rarely available, fully renovated waterfront retreat on Enchanted Lake with panoramic 180-degree lake and mountain views. All permits are closed for ...

  • 4 Beds
  • 3 Baths
  • 202613350 MLS
  • FS - Fee Simple Tenure
  • 18 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 19 DOM
  • ACTIVE Status
1030 Aoloa Place Unit 2/302B, Kailua image
1030 Aoloa Place Unit 2/302B, Kailua — Windward Harbour $925,000

Wake up to breathtaking mountain views and end your day on your own private rooftop lanai. This rare, 3-bedroom 2-bathroom gem at Windward Harbor blends modern Kailua ele...

  • 3 Beds
  • 2 Baths
  • 202608120 MLS
  • FS - Fee Simple Tenure
  • Windward Harbour Bldg.
  • 58 DOM
  • ACTIVE UNDER CONTRACT Status
689 Keolu Drive, Kailua image
689 Keolu Drive, Kailua $1,375,000

Opportunity awaits in this well-priced 4-bedroom, 3-bathroom home in the highly desirable Enchanted Lake neighborhood. Bursting with potential, this property offers the p...

  • 4 Beds
  • 3 Baths
  • 202611885 MLS
  • FS - Fee Simple Tenure
  • 20 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 20 DOM
  • ACTIVE Status
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
  • 21 DOM
  • ACTIVE Status
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
  • 21 DOM
  • ACTIVE Status
285 Ilikaa Place Unit B, Kailua image
285 Ilikaa Place Unit B, Kailua $1,749,000

Rare opportunity to own a fully updated Kailua home tucked into the mountains with no rear neighbors and panoramic ocean views stretching to the iconic Mokes (Mokulua Isl...

  • 3 Beds
  • 2 Baths
  • 202612706 MLS
  • FS - Fee Simple Tenure
  • 21 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 22 DOM
  • ACTIVE Status
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
  • 22 DOM
  • ACTIVE Status
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
  • 24 DOM
  • ACTIVE Status
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
  • 25 DOM
  • ACTIVE Status
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
  • 25 DOM
  • ACTIVE Status
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.
  • 26 DOM
  • ACTIVE Status
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
  • 26 DOM
  • ACTIVE Status
711 Wailepo Place Unit 304, Kailua image
711 Wailepo Place Unit 304, Kailua — Hale Makalei $485,000

RARELY AVAILABLE, pet-friendly unit in the highly desirable Hale Makalei in the heart of Kailua! This beautifully remodeled 1-bedroom, 1-bath residence was thoughtfully u...

  • 1 Beds
  • 1 Baths
  • 202612790 MLS
  • FS - Fee Simple Tenure
  • Hale Makalei Bldg.
  • 26 DOM
  • ACTIVE Status
545 Ka Awakea Place, Kailua image
545 Ka Awakea Place, Kailua $1,499,000

Welcome to this a bright and airy 3BR/2BA home perfectly positioned at the end of a quiet cul-de-sac in the heart of Kailua. This home has been refreshed with new paint i...

  • 3 Beds
  • 2 Baths
  • 202611963 MLS
  • FS - Fee Simple Tenure
  • 27 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 27 DOM
  • ACTIVE Status
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
  • 27 DOM
  • ACTIVE Status
1494 Kina Street, Kailua image
1494 Kina Street, Kailua $1,659,000

Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed fo...

  • 4 Beds
  • 2 Baths
  • 202612545 MLS
  • FS - Fee Simple Tenure
  • 28 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 34 DOM
  • ACTIVE Status
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
  • 29 DOM
  • ACTIVE Status
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
  • 33 DOM
  • ACTIVE Status
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.
  • 33 DOM
  • ACTIVE Status
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
  • 35 DOM
  • ACTIVE Status
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.
  • 34 DOM
  • ACTIVE Status
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
  • 36 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 219, Kailua image
1015 Aoloa Place Unit 219, Kailua — Poinciana Manor $619,000 ▼

This Poinciana Manor unit is a spacious blank slate awaiting your personally chosen upgrades, on your timeline. Excellent location in the building, with views of the open...

  • 2 Beds
  • 2 Baths
  • 202609776 MLS
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 35 DOM
  • ACTIVE Status
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
  • 35 DOM
  • ACTIVE Status
445 Iliwahi Loop, Kailua image
445 Iliwahi Loop, Kailua $2,300,000 ▲

Tucked onto one of Kalaheo Hillside's most sought-after streets, 445 Iliwahi Loop is a fully reimagined 4-bed, 3-bath retreat blending timeless island architecture with a...

  • 4 Beds
  • 3 Baths
  • 202611972 MLS
  • FS - Fee Simple Tenure
  • 35 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 36 DOM
  • ACTIVE Status
333 Aoloa Street Unit 231, Kailua image
333 Aoloa Street Unit 231, Kailua — Gardenia Manor $648,000

Welcome to Gardenia Manor! This beautifully maintained 2-bedroom, 1-bath corner end-unit offers the perfect combination of comfort, convenience and indoor-outdoor living....

  • 2 Beds
  • 1 Baths
  • 202610676 MLS
  • FS - Fee Simple Tenure
  • Gardenia Manor Bldg.
  • 35 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 35 DOM
  • ACTIVE Status
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
  • 36 DOM
  • ACTIVE Status
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
  • 38 DOM
  • ACTIVE Status
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
  • 38 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 335, Kailua image
1015 Aoloa Place Unit 335, Kailua — Poinciana Manor $674,000 ▼

New Price – Incredible Value in the Heart of Kailua! Move-in ready and priced to sell, this 2-bedroom, 2-bath condo in Poinciana Manor offers the perfect blend of comfort...

  • 2 Beds
  • 2 Baths
  • 202611825 MLS
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 39 DOM
  • ACTIVE Status
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
  • 39 DOM
  • ACTIVE Status
691 Kihapai Street Unit B, Kailua image
691 Kihapai Street Unit B, Kailua $948,000 ▼

BREAKING NEWS: Seller offering potential assumable mortgage to veterans only currently at 2.25%, all for more information. Wake up in your own Kailua cottage, sip coffee ...

  • 2 Beds
  • 1 Baths
  • 202611865 MLS
  • FS - Fee Simple Tenure
  • 40 DOM
  • ACTIVE UNDER CONTRACT Status
322 Aoloa Street Unit 1708, Kailua image
322 Aoloa Street Unit 1708, Kailua — Windward Passage $640,000 ▲

Rare high-floor one-bedroom unit with breathtaking views of Enchanted Lake, the Ko'olau Mountains and Kailua Town. Remodeled in 2025 with vinyl luxury flooring throughou...

  • 1 Beds
  • 1 Baths
  • 202611276 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 40 DOM
  • ACTIVE Status
134 Noke Street Unit 602, Kailua image
134 Noke Street Unit 602, Kailua — Aikahi Gardens $739,000

Aikahi Gardens spacious 2 bedroom 1.5 bath unit with 2 parking stalls in front of unit, plenty of guest parking and a large beautifully titled courtyard area. Recent upg...

  • 2 Beds
  • 2 Baths
  • 202611566 MLS
  • FS - Fee Simple Tenure
  • Aikahi Gardens Bldg.
  • 42 DOM
  • ACTIVE Status
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
  • 41 DOM
  • ACTIVE Status
322 Aoloa Street Unit 1608, Kailua image
322 Aoloa Street Unit 1608, Kailua — Windward Passage $635,000

Welcome home to the Windward Passage! This one bedroom sixteenth floor condo has floor to ceiling windows spanning the mauka side of the property with stunning mountain ...

  • 1 Beds
  • 1 Baths
  • 202611514 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 41 DOM
  • ACTIVE UNDER CONTRACT Status
1356 Kahili Street, Kailua image
1356 Kahili Street, Kailua $1,595,000

This is where your Kailua story begins. Nestled on a quiet street in the heart of sought-after Enchanted Lake, this inviting home blends comfort, style, and island charm....

  • 3 Beds
  • 2 Baths
  • 202601803 MLS
  • FS - Fee Simple Tenure
  • 42 DOM
  • ACTIVE UNDER CONTRACT Status
1002 Lunaai Street, Kailua image
1002 Lunaai Street, Kailua $1,899,000

SPACE, PRIVACY & FLEXIBILITY ON A 15,373 SQ FT LOT IN MAUNAWILI. Set on a 15,373 sq ft lot in sought-after Maunawili, this beautifully updated property combines a spaciou...

  • 4 Beds
  • 3 Baths
  • 202609848 MLS
  • FS - Fee Simple Tenure
  • 48 DOM
  • ACTIVE UNDER CONTRACT Status
322 Aoloa Street Unit 306, Kailua image
322 Aoloa Street Unit 306, Kailua — Windward Passage $399,000 ▼

Welcome to Windward Passage, one of Kailua’s most established and desirable condominium residences, ideally positioned in the heart of Kailua Town. This exceptional addre...

  • 1 Beds
  • 1 Baths
  • 202611325 MLS
  • FS - Fee Simple Tenure
  • Windward Passage Bldg.
  • 48 DOM
  • ACTIVE Status
156 N Kalaheo Avenue Unit C, Kailua image
156 N Kalaheo Avenue Unit C, Kailua $3,049,000 ▼

Your beach days just got closer! Just three homes from Kailua Beach, where morning walks and barefoot afternoons become part of your everyday lifestyle. Offering 4 bedroo...

  • 4 Beds
  • 3 Baths
  • 202611322 MLS
  • FS - Fee Simple Tenure
  • 48 DOM
  • ACTIVE Status
1358 Manu Aloha Street, Kailua image
1358 Manu Aloha Street, Kailua $1,295,000

Welcome to this charming single-level Kailua residence nestled in the sought-after Kukanono neighborhood. Situated on a spacious 7,696 sq. ft. lot, this 3-bedroom, 1.5-ba...

  • 3 Beds
  • 2 Baths
  • 202611139 MLS
  • FS - Fee Simple Tenure
  • 49 DOM
  • ACTIVE UNDER CONTRACT Status
1261 Ulupii Street, Kailua image
1261 Ulupii Street, Kailua $1,100,000 ▼

Welcome to this charming single-level home in the highly desirable Pohakupu neighborhood of Kailua. Offering 3 bedrooms and 1.5 bathrooms, this inviting residence combine...

  • 3 Beds
  • 2 Baths
  • 202610968 MLS
  • FS - Fee Simple Tenure
  • 53 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 53 DOM
  • ACTIVE Status
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
  • 56 DOM
  • ACTIVE Status
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
  • 60 DOM
  • ACTIVE Status
45 Hoolai Street, Kailua image
45 Hoolai Street, Kailua $2,800,000

Rare opportunity to be the owner of a fee-simple, business zoned property in desirable Kailua. Centrally located in the heart of Kailua Town, with lots of foot traffic an...

  • 202610761 MLS
  • FS - Fee Simple Tenure
  • 55 DOM
  • ACTIVE Status
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
  • 55 DOM
  • ACTIVE Status
221 Kihapai Street Unit 1, Kailua image
221 Kihapai Street Unit 1, Kailua $599,000

Great new price, now listed $599,000. Build Your Kailua Dream Home against the backdrop of the majestic Ko'olaus! As a PREMIER STREET-FRONT HOMESITE in the boutique Kiha...

  • 202610594 MLS
  • FS - Fee Simple Tenure
  • 57 DOM
  • ACTIVE UNDER CONTRACT Status
221 Kihapai Street Unit 2, Kailua image
221 Kihapai Street Unit 2, Kailua $725,000

Great New Price, now listed at $725,000. Build your Kailua dream home in a private, peaceful valley setting with 98' of canal frontage and unobstructed views of the Maje...

  • 202610595 MLS
  • FS - Fee Simple Tenure
  • 57 DOM
  • ACTIVE UNDER CONTRACT Status
221 Kihapai Street Unit 3, Kailua image
221 Kihapai Street Unit 3, Kailua $735,000

Set within a truly magical and serene setting, Unit 3 of the Kihapai Ohana CPR Development comes with a fully approved DPP building permit for a 1,607 sq ft 4bd/2ba home...

  • 202610597 MLS
  • FS - Fee Simple Tenure
  • 57 DOM
  • ACTIVE UNDER CONTRACT Status
221 Kihapai Street Unit 2, Kailua image
221 Kihapai Street Unit 2, Kailua — Na $725,000

Build your Kailua dream home in a private, peaceful valley setting with 98' of canal frontage and unobstructed views of the Majestic Ko'olaus. Unit 2 of the Kihapai Ohan...

  • 202610604 MLS
  • FS - Fee Simple Tenure
  • Na Bldg.
  • 57 DOM
  • ACTIVE UNDER CONTRACT Status
221 Kihapai Street Unit 2, Kailua image
221 Kihapai Street Unit 2, Kailua $725,000

Build your Kailua dream home in a private, peaceful valley setting with 98' of canal frontage and unobstructed views of the Majestic Ko'olaus. Unit 2 of the Kihapai Ohan...

  • 202610606 MLS
  • FS - Fee Simple Tenure
  • 57 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 60 DOM
  • ACTIVE Status
1015 Aoloa Place Unit 437, Kailua image
1015 Aoloa Place Unit 437, Kailua — Poinciana Manor $598,000 ▲

Best value in Poinciana Manor! Bright and breezy top-floor end unit featuring peaceful garden views, cathedral ceiling, and two private lanais. This unit includes two cov...

  • 2 Beds
  • 2 Baths
  • 202610419 MLS
  • FS - Fee Simple Tenure
  • Poinciana Manor Bldg.
  • 60 DOM
  • ACTIVE Status
445 Kawailoa Road Unit 4, Kailua image
445 Kawailoa Road Unit 4, Kailua — Windsurfer $1,450,000 ▼

Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of...

  • 3 Beds
  • 3 Baths
  • 202607704 MLS
  • FS - Fee Simple Tenure
  • Windsurfer Bldg.
  • 61 DOM
  • ACTIVE Status
563 Alihi Place, Kailua image
563 Alihi Place, Kailua $1,665,000 ▼

Meet your favorite morning spot: a sun-filled living room framed by distinctive trapezoid windows that flood the home w/natural light & showcase beautiful mountain views....

  • 3 Beds
  • 2 Baths
  • 202609934 MLS
  • FS - Fee Simple Tenure
  • 62 DOM
  • ACTIVE UNDER CONTRACT Status
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.
  • 62 DOM
  • ACTIVE Status
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
  • 63 DOM
  • ACTIVE Status
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
  • 63 DOM
  • ACTIVE Status
355 Aoloa Street Unit L103, Kailua image
355 Aoloa Street Unit L103, Kailua — Hokulani In Kailua $718,000

Whether relaxing at home or entertaining guests, this inviting condo offers an exceptional Kailua lifestyle. Features include stylish vinyl flooring, ceiling fans through...

  • 2 Beds
  • 2 Baths
  • 202607942 MLS
  • FS - Fee Simple Tenure
  • Hokulani In Kailua Bldg.
  • 63 DOM
  • ACTIVE UNDER CONTRACT Status
355 Aoloa Street Unit E202, Kailua image
355 Aoloa Street Unit E202, Kailua — Hokulani In Kailua $368,000 ▼

Enjoy peaceful treetop views from this charming light-filled 2-bedroom, 2-bath home, ideally situated with no unit below for added privacy. This property is leasehold an...

  • 2 Beds
  • 2 Baths
  • 202609902 MLS
  • LH - Leasehold Tenure
  • Hokulani In Kailua Bldg.
  • 66 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 67 DOM
  • ACTIVE Status
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
  • 67 DOM
  • ACTIVE Status
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
  • 69 DOM
  • ACTIVE Status
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.
  • 68 DOM
  • ACTIVE Status
355 Aoloa Street Unit Q102, Kailua image
355 Aoloa Street Unit Q102, Kailua — Hokulani In Kailua $699,000 ▼

Located in the heart of Kailua Town, this ground floor 2-bedroom, 2-bathroom, 1-covered parking townhome has been lovingly cared for. Newer appliances, spacious bedrooms ...

  • 2 Beds
  • 2 Baths
  • 202609673 MLS
  • FS - Fee Simple Tenure
  • Hokulani In Kailua Bldg.
  • 69 DOM
  • ACTIVE UNDER CONTRACT Status
614 Ululani Street, Kailua image
614 Ululani Street, Kailua $1,340,000 ▼

SELLER FINANCING AVAILABLE. Highly desirable Kailua location. Discover the charm of Olomana living at 614 Ululani Street, where comfort, space, and island lifestyle come ...

  • 3 Beds
  • 2 Baths
  • 202609762 MLS
  • FS - Fee Simple Tenure
  • 71 DOM
  • ACTIVE UNDER CONTRACT Status
590 Alihi Place, Kailua image
590 Alihi Place, Kailua $1,450,000

Don’t miss this opportunity to own a beautiful 3-bedroom, 2.5-bath home at 590 Alihi Place! Designed for modern living, this home offers a spacious layout, inviting livin...

  • 3 Beds
  • 3 Baths
  • 202609500 MLS
  • FS - Fee Simple Tenure
  • 71 DOM
  • ACTIVE UNDER CONTRACT Status
327 Manae Street, Kailua image
327 Manae Street, Kailua $1,275,000 ▼

Welcome to island living at 327 Manae Street! This home is absolutely adorable! Nestled on a quiet street in Coconut Grove, this charming property features a wonderful ...

  • 3 Beds
  • 2 Baths
  • 202609541 MLS
  • FS - Fee Simple Tenure
  • 74 DOM
  • ACTIVE UNDER CONTRACT Status
604 Paokano Loop, Kailua image
604 Paokano Loop, Kailua $1,375,000

Welcome to Enchanted Lake Estates, one of Kailua’s most sought-after neighborhoods. Situated on a desirable corner lot, this 4-bedroom, 1.5-bath single-family home offers...

  • 4 Beds
  • 2 Baths
  • 202609595 MLS
  • FS - Fee Simple Tenure
  • 74 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 78 DOM
  • ACTIVE Status
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
  • 76 DOM
  • ACTIVE Status
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
  • 78 DOM
  • ACTIVE Status
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.
  • 78 DOM
  • ACTIVE Status
889 Alahaki Street, Kailua image
889 Alahaki Street, Kailua $1,200,000 ▼

Huge Price Reduction! Priced Well Below Tax Assessed Value! Don't miss this incredible opportunity to own in the highly desirable Enchanted Lake neighborhood of Kailua. ...

  • 3 Beds
  • 2 Baths
  • 202608964 MLS
  • FS - Fee Simple Tenure
  • 78 DOM
  • ACTIVE UNDER CONTRACT Status
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
  • 78 DOM
  • ACTIVE Status
355 Aoloa Street Unit G205, Kailua image
355 Aoloa Street Unit G205, Kailua — Hokulani In Kailua $700,000

Wonderful 2 Bedroom 2 Bath at Hokulani in Kailua! Covered Parking Space and ample guest parking! High, vaulted ceilings, laminate floors, and a bright kitchen with Cor...

  • 2 Beds
  • 2 Baths
  • 202609173 MLS
  • FS - Fee Simple Tenure
  • Hokulani In Kailua Bldg.
  • 80 DOM
  • ACTIVE Status
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
  • 81 DOM
  • ACTIVE Status
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
  • 83 DOM
  • ACTIVE Status
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
  • 85 DOM
  • ACTIVE Status

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.

About Kailua

Kailua is a beloved beach town on Oahu’s windward coast, known for its powder-soft sands, turquoise waters, and steady trade winds. Framed by the Ko‘olau mountains and fronting the famous Kailua and Lanikai beaches, the area offers an active, outdoorsy lifestyle—morning swims, paddling to the Mokulua islets, kiteboarding, and sunset strolls are part of the everyday rhythm. Trails like the Lanikai “Pillbox” hike deliver postcard views over the bay, while calm canals and bays invite kayaking and stand-up paddling.

The community blends laid-back island charm with convenient amenities. Kailua Town features local boutiques, cafes, craft coffee, and a vibrant farmers’ market, all in a walkable, bike-friendly setting. Neighborhood parks, strong schools, and frequent community events foster a friendly, family-forward atmosphere, while proximity to Marine Corps Base Hawaiʻi, medical centers, and major routes to Honolulu adds practical appeal.

What draws people to Kailua is the balance: a resort-caliber coastline without the bustle of resort districts. Residents enjoy a slower pace, ocean-focused days, and a tight-knit community, yet they remain minutes from everyday essentials and commutable to Honolulu. For many, Kailua is the ideal expression of Hawaiʻi beach-town living.

Real Estate in Kailua

Home Types and Neighborhoods

Kailua real estate is anchored by single-family homes, ranging from classic plantation-style cottages to contemporary custom builds and gated estates. Beachfront and beachside properties in Lanikai and along Kailua Beach command international attention for their setting, privacy, and architectural caliber. Inland, established neighborhoods offer larger lots, mountain or ocean views, and a variety of mid-century and renovated homes.

  • Lanikai and Kailua Beachside: Iconic beachfront and beach-access estates, coveted for white-sand frontage, ocean views, and walkability to the shore.
  • Aikahi Park and Coconut Grove: Primarily single-family homes near schools and parks; a popular choice for military, first- and move-up buyers.
  • Enchanted Lake, Keolu Hills, and Kaopa: Canal- and lake-adjacent living, some with docks; hillside homes with views and trade winds.
  • Maunawili: Lush, valley setting with larger lots and a serene, suburban feel at the base of the Ko‘olau range.
  • Condo and townhome options: Ka Malanai at Kailua (newer low-rise near Kailua Town), Windward Harbour and Gardenia Manor (garden-style communities), Kukilakila (lakefront townhomes), and Bluestone (gated townhomes by the golf course with ocean and mountain vistas).

Luxury Appeal and Lifestyle

Luxury buyers come for the rare combination of world-class beaches, privacy, and a true neighborhood vibe. High-end properties often feature seamless indoor-outdoor living, resort-style pools, guest suites, and curated landscaping. Many homes are designed to capture trade winds and panoramic views, with bespoke finishes and smart-home integrations. The ability to step onto soft sand at sunrise, paddle from your backyard, or stroll to cafes is the essence of Kailua’s premium appeal.

Who Buys in Kailua

Kailua attracts a diverse mix: local residents seeking long-term homes, executives and medical professionals, military officers stationed nearby, and second-home or vacation-home buyers who value low-density beach living. Remote professionals and retirees also choose Kailua for its lifestyle, climate, and community. With limited inventory and strong demand, well-prepared buyers—often pre-approved and working closely with a local expert—are best positioned to succeed.

  • Primary residents: Families and professionals prioritizing schools, parks, and convenience.
  • Second-home buyers: Ocean enthusiasts drawn to beach access, privacy, and turnkey luxury.
  • Investors/end-users: Those seeking unique properties with long-term desirability in a supply-constrained market.

Work With LuxuryCondosHI.com

LuxuryCondosHI.com combines deep Kailua market expertise with a concierge buying experience—curating on- and off-market opportunities, providing data-driven valuations, and negotiating strategically in a competitive, low-inventory environment. From neighborhood guidance and virtual showings to due diligence on shoreline setbacks, flood zones, permits, and HOA considerations, our team streamlines every step so you can purchase with confidence and focus on the Kailua lifestyle you’re pursuing.

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