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Newest Kailua, HI 4 Bedroom Homes For Sale

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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 1 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 4 DOM
151 Alala Road, Kailua image
151 Alala Road, Kailua $2,625,000

Welcome to this single-level, classic Hawaii-style home, steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See the ocean from the ...

  • 5 Beds
  • 3 Baths
  • 202616563 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 7 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 9 DOM
1567 Uluhaku Place, Kailua image
1567 Uluhaku Place, Kailua $1,525,000

Single-level 4-bedroom, 2-bath home in Olomana, Kailua, located on a quiet cul-de-sac street with minimal through traffic. Features 1,848 sq. ft. of living space on a 10,...

  • 4 Beds
  • 2 Baths
  • 202615171 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 16 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 16 DOM
118 Kailuana Place, Kailua image
118 Kailuana Place, Kailua $4,000,000

Rare canal-front living with Kailua's coveted Kainalu Park, just moments from private gated access to world-famous Kailua Beach. Enjoy the best of island living with an o...

  • 4 Beds
  • 3 Baths
  • 202614566 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 19 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 22 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 23 DOM
219 S Kalaheo Avenue, Kailua image
219 S Kalaheo Avenue, Kailua $2,250,000

An incredible opportunity in one of Kailua’s most sought-after locations, just moments from Kailua Beach and minutes from Kailua Town. Set on an expansive 12,773 sq. ft. ...

  • 4 Beds
  • 3 Baths
  • 202615759 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 27 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 29 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 30 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 31 DOM
1622 Paukiki Street, Kailua image
1622 Paukiki Street, Kailua $1,729,000

Beautifully appointed 4-bedroom, 3.5-bath home offering spacious living, stunning mountain views, and an ideal indoor-outdoor Hawaii lifestyle. The thoughtfully designed ...

  • 4 Beds
  • 4 Baths
  • 202615230 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 31 DOM
162 Kailuana Loop, Kailua image
162 Kailuana Loop, Kailua $2,790,000 ▼

Buyer had a change of heart! Rare opportunity to own a Kailua Beachside home in the highly desirable Kailuana neighborhood w/private beach access! IDEAL location away fro...

  • 4 Beds
  • 2 Baths
  • 202612669 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 33 DOM
1225 Ulupii Street, Kailua image
1225 Ulupii Street, Kailua $1,600,000

Rarely available, massive Kailua opportunity! This highly versatile property boasts an impressive 9 bedrooms and 4 bathrooms, featuring 2,823 sq ft of interior living spa...

  • 9 Beds
  • 4 Baths
  • 202615061 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 36 DOM
739 Kahoa Drive Unit A, Kailua image
739 Kahoa Drive Unit A, Kailua $1,649,000

Location, Location, Location in the heart of Kailua bordering Kawainui Marsh. This CPR is only attached at the carport and VA approved. Numerous upgrades include a second...

  • 4 Beds
  • 3 Baths
  • 202614603 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 36 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 36 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 38 DOM
361 Iliaina Street, Kailua image
361 Iliaina Street, Kailua $2,185,000

This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow t...

  • 4 Beds
  • 3 Baths
  • 202614657 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 40 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 42 DOM
1176 Lunaai Street, Kailua image
1176 Lunaai Street, Kailua $1,550,000

Beautifully remodeled in 2009, this 4-bedroom, 2-bath home combines quality finishes with the peaceful setting of Maunawili. The light-filled, open floor plan features el...

  • 4 Beds
  • 2 Baths
  • 202614500 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 44 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 45 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 47 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 48 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
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 53 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 54 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 55 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 55 DOM
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
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 56 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
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 59 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 63 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 65 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 65 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 66 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
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 68 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 69 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 69 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 70 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 71 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 71 DOM
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
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 72 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 73 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 77 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 80 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 79 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 80 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 82 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 82 DOM
176 Kuulei Road, Kailua image
176 Kuulei Road, Kailua $2,095,000 ▼

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

  • 4 Beds
  • 3 Baths
  • 202611702 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 85 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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