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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
27 DOM
ACTIVE Status

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
27 DOM
ACTIVE UNDER CONTRACT Status

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
28 DOM
ACTIVE Status

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
28 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
30 DOM
ACTIVE 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
31 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
31 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.
32 DOM
ACTIVE Status

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
32 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.
32 DOM
ACTIVE Status

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
33 DOM
ACTIVE UNDER CONTRACT 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
33 DOM
ACTIVE Status

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
33 DOM
ACTIVE Status

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
34 DOM
ACTIVE UNDER CONTRACT Status

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
40 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
35 DOM
ACTIVE Status

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
39 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.
39 DOM
ACTIVE Status

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
41 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.
40 DOM
ACTIVE 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
42 DOM
ACTIVE Status

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.
41 DOM
ACTIVE Status

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
41 DOM
ACTIVE Status

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
41 DOM
ACTIVE UNDER CONTRACT Status

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
42 DOM
ACTIVE Status

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.
41 DOM
ACTIVE UNDER CONTRACT Status

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
41 DOM
ACTIVE Status

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
42 DOM
ACTIVE Status

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
44 DOM
ACTIVE Status

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
44 DOM
ACTIVE UNDER CONTRACT Status

564 Uluhala Street, Kailua $1,450,000

THE ONE YOU'VE BEEN WAITING FOR! Single-level 4 bedroom with a BIG Living Room and an even BIGGER Family Room, plus an open dining area opposite the newly updated Kitchen...

4 Beds
2 Baths
202611773 MLS
FS - Fee Simple Tenure
45 DOM
PENDING Status

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.
45 DOM
ACTIVE Status

142C Maluniu Avenue, Kailua $1,399,000 ▼

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
45 DOM
ACTIVE Status

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
46 DOM
ACTIVE UNDER CONTRACT Status

599 Keolu Drive Unit B, Kailua — Kukilakila $899,000

Court Ordered Sale. Under Contract. No Longer Available for showings at this time to facilitate the sale efforts.

3 Beds
3 Baths
202611870 MLS
FS - Fee Simple Tenure
Kukilakila Bldg.
46 DOM
PENDING 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.
46 DOM
ACTIVE Status

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.
48 DOM
ACTIVE Status

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
47 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.
47 DOM
ACTIVE UNDER CONTRACT Status

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
48 DOM
ACTIVE UNDER CONTRACT Status

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
54 DOM
ACTIVE UNDER CONTRACT Status

333 Aoloa Street Unit 308, Kailua — Gardenia Manor $775,000

Tucked away in the heart of Kailua, this beautifully maintained 3-bedroom, 2-bath corner unit condo at Gardenia Manor offers the perfect balance of convenience and tranqu...

3 Beds
2 Baths
202611351 MLS
FS - Fee Simple Tenure
Gardenia Manor Bldg.
54 DOM
PENDING Status

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.
54 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
54 DOM
ACTIVE Status

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
55 DOM
PENDING Status

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
59 DOM
ACTIVE UNDER CONTRACT Status

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
59 DOM
ACTIVE Status

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
62 DOM
ACTIVE Status

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
66 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
61 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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