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Browse All Kailua HI Above $1M Properties for Sale

443 Maluniu Avenue, Kailua $1,598,000

Back on the market and better than before! This Coconut Grove Kailua home offers the rare combination of space, flexibility, and location. Less than a half-mile to Kalama...

5 Beds
3 Baths
202613151 MLS
FS - Fee Simple Tenure
45 DOM
ACTIVE Status

903 Alahaki Street, Kailua $1,580,000

NEW LISTING! Beautifully updated 3 bedroom, 2 bath single-level home with stunning Koolau mountain views in a peaceful neighborhood setting. This Enchanted Lake charmer s...

3 Beds
2 Baths
202612434 MLS
FS - Fee Simple Tenure
45 DOM
ACTIVE UNDER CONTRACT Status

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
FS - Fee Simple Tenure
46 DOM
ACTIVE UNDER CONTRACT Status

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
FS - Fee Simple Tenure
46 DOM
ACTIVE UNDER CONTRACT Status

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
46 DOM
ACTIVE Status

139 Hauoli Street, Kailua $2,398,000 ▼

None

3 Beds
2 Baths
202615055 MLS
FS - Fee Simple Tenure
46 DOM
ACTIVE Status

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
46 DOM
ACTIVE Status

1458 Uluhala Place, Kailua $1,725,000 ▼

Ideally located on a quiet cul-de-sac, in the established Kailua neighborhood of Olomana, this spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational...

5 Beds
3 Baths
202614738 MLS
FS - Fee Simple Tenure
48 DOM
ACTIVE Status

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
48 DOM
ACTIVE Status

1312 Aupapaohe Street, Kailua $1,699,000

2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, sp...

3 Beds
3 Baths
202614621 MLS
FS - Fee Simple Tenure
50 DOM
ACTIVE UNDER CONTRACT Status

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.
51 DOM
ACTIVE Status

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
52 DOM
ACTIVE Status

621 Palawiki Street, Kailua $1,480,000 ▼

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
54 DOM
ACTIVE Status

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
55 DOM
ACTIVE Status

1225 Mokapu Boulevard, Kailua $1,619,000 ▼

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
57 DOM
ACTIVE Status

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
58 DOM
PENDING Status

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
58 DOM
ACTIVE Status

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
63 DOM
ACTIVE UNDER CONTRACT 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
64 DOM
ACTIVE Status

433 Kaimake Loop Unit A, Kailua $1,430,000 ▼

SELLER SAYS SELL!! You 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 minute...

4 Beds
3 Baths
202613595 MLS
FS - Fee Simple Tenure
65 DOM
ACTIVE Status

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
65 DOM
ACTIVE Status

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
66 DOM
ACTIVE UNDER CONTRACT Status

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
67 DOM
ACTIVE Status

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
68 DOM
ACTIVE Status

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
69 DOM
ACTIVE UNDER CONTRACT Status

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
73 DOM
ACTIVE Status

846 Mokulua Drive, Kailua $7,830,000 ▼

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
75 DOM
ACTIVE Status

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
75 DOM
ACTIVE UNDER CONTRACT Status

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
76 DOM
ACTIVE Status

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
78 DOM
ACTIVE UNDER CONTRACT Status

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
79 DOM
ACTIVE Status

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
79 DOM
ACTIVE Status

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.
80 DOM
ACTIVE UNDER CONTRACT Status

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
80 DOM
ACTIVE Status

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
81 DOM
ACTIVE Status

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
81 DOM
ACTIVE Status

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
83 DOM
ACTIVE Status

633 Keolu Drive, Kailua $1,495,000 ▼

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
87 DOM
ACTIVE Status

590 Keolu Drive, Kailua $1,350,000 ▼

Diamond in the rough! Spacious single level home with over 1,700 sf of living area features lofty cathedral ceilings and gorgeous light filled spaces! Ideal floorplan is ...

3 Beds
2 Baths
202612018 MLS
FS - Fee Simple Tenure
89 DOM
ACTIVE UNDER CONTRACT Status

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
90 DOM
ACTIVE UNDER CONTRACT Status

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
89 DOM
ACTIVE Status

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
90 DOM
ACTIVE Status

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
90 DOM
ACTIVE Status

1540 Akake Place, Kailua $1,500,000 ▼

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
92 DOM
ACTIVE Status

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
92 DOM
ACTIVE Status

85 Mahiloa Place, Kailua $3,899,900 ▼

Open Sun 9/20, from 2-5pm. Beautifully renovated mid-century modern Kailua beach house with deeded beach access, high end finishes, and room for a pool! This is the sin...

4 Beds
4 Baths
202609693 MLS
FS - Fee Simple Tenure
107 DOM
ACTIVE UNDER CONTRACT Status

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
114 DOM
ACTIVE UNDER CONTRACT Status

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
109 DOM
ACTIVE Status

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
109 DOM
ACTIVE Status

6 N Kalaheo Avenue, Kailua $4,249,000 ▼

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
110 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.

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