Kailua Town Homes with High Rise Style

Welcome to Kailua Town, a vibrant gem nestled on the windward coast of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and a laid-back atmosphere, Kailua offers a unique blend of island charm and modern living. The neighborhood is famous for its picturesque views of the Ko’olau Mountains and its pristine beaches, including the renowned Kailua Beach and Lanikai Beach, both perfect for sunbathing, kayaking, and enjoying breathtaking sunrises.

Kailua Town itself is a delightful mix of local boutiques, trendy cafes, and gourmet restaurants, making it a hub for both residents and visitors. The community exudes a friendly, welcoming vibe, and you’ll often find locals enjoying the many parks and recreational areas that dot the landscape. With a strong sense of community, Kailua hosts numerous events throughout the year, fostering connections among neighbors and celebrating the vibrant culture of Hawaii.

For those seeking a home in this idyllic location, Kailua Town features a variety of high-rise style residences that provide stunning views and modern amenities. These homes offer a unique opportunity to experience island living while enjoying the convenience of contemporary architecture. Imagine waking up to panoramic vistas of the ocean or mountains, all while being just steps away from the vibrant heart of Kailua.

Whether you’re looking for a permanent residence or a vacation retreat, Kailua Town is a paradise that promises a lifestyle of beauty, adventure, and community. Come explore the possibilities and discover your dream home in this enchanting neighborhood!

Newest Kailua Town Homes with High Rise Style

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.
3 DOM
ACTIVE Status

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.
15 DOM
ACTIVE 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.
42 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.
43 DOM
ACTIVE UNDER CONTRACT 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.
50 DOM
ACTIVE Status

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.
80 DOM
ACTIVE Status

322 Aoloa Street Unit 309, Kailua — Windward Passage $649,000 ▼

Enjoy island living in this beautifully situated 2-bedroom, 2-bath condo in the heart of Kailua. Offering 956 sq ft of interior space plus a generous 92 sq ft lanai, this...

2 Beds
2 Baths
202605842 MLS
FS - Fee Simple Tenure
Windward Passage Bldg.
128 DOM
ACTIVE Status

322 Aoloa Street Unit 505, Kailua — Windward Passage $795,000

A gorgeous, breezy light-filled space is yours with this remodeled 2 BR/2 Full BA condo in the premiere Windward Passage building. Features include a tree-top view, smoot...

2 Beds
2 Baths
202528258 MLS
FS - Fee Simple Tenure
Windward Passage Bldg.
145 DOM
ACTIVE Status

14 Aulike Street Unit 904, Kailua — Meridian East $650,000 ▼

Discover a premier opportunity to own one of the few condos in Kailua Town offering true 180-degree OCEAN VISTAS. This freshly painted unit features modern light fixtures...

2 Beds
2 Baths
202601936 MLS
FS - Fee Simple Tenure
Meridian East Bldg.
180 DOM
ACTIVE UNDER CONTRACT Status

322 Aoloa Street Unit 709, Kailua — Windward Passage $699,000

On the makai side of the bldg with a coastline view. Unit fire sprinklers & bldg plumbing update has been completed. Both baths have walk-in showers. Updated kitchen ap...

2 Beds
2 Baths
202528439 MLS
FS - Fee Simple Tenure
Windward Passage Bldg.
213 DOM
ACTIVE Status

322 Aoloa Street Unit 208, Kailua — Windward Passage $469,999 ▼

Short sale lender has already done their Broker Price Opinion. Just need your offer. Welcome to Windward Passage in the heart of Kailua! This spacious 1-bedroom, 1-bath...

1 Beds
1 Baths
202513528 MLS
FS - Fee Simple Tenure
Windward Passage Bldg.
421 DOM
ACTIVE Status