Kailua Homes under $2 million

Welcome to Kailua, a picturesque gem nestled on the windward coast of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and vibrant community, Kailua offers a unique blend of laid-back island living and modern amenities. With its pristine shores, including the famous Kailua Beach and Lanikai Beach, residents and visitors alike are treated to breathtaking sunrises and the soothing sounds of the ocean.

Kailua is not just a paradise for beach lovers; it also boasts a rich cultural scene, with charming boutiques, delightful eateries, and a warm, welcoming atmosphere. The town is surrounded by the majestic Ko'olau Mountains, providing ample opportunities for hiking, biking, and exploring the great outdoors. Whether you’re paddleboarding in the calm waters or enjoying a leisurely stroll through the local farmer’s market, Kailua invites you to embrace a lifestyle of wellness and adventure.

For those seeking to call this enchanting region home, there are a variety of beautiful properties available under $2 million. From cozy single-family homes to modern townhouses, Kailua offers diverse options that cater to different tastes and lifestyles. Many of these homes feature open layouts, lush gardens, and proximity to the beach, making it easy to enjoy the island’s natural beauty right at your doorstep.

With its perfect blend of natural beauty, community spirit, and affordable housing options, Kailua is not just a destination; it’s a place to create lasting memories and live your best life in paradise. Come and discover your dream home in this idyllic Hawaiian haven!

Newest Kailua Homes under $2 million

1458 Uluhala Place, Kailua $1,695,000

This spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and also has the potential of generating additional income. One of the larger hom...

5 Beds
3 Baths
202618644 MLS
FS - Fee Simple Tenure
2 DOM
ACTIVE Status

1575 Ulupii Street, Kailua $1,895,000

Set against the dramatic backdrop of Olomana, this charming single-level Mid-Century Modern home offers timeless character, an inviting open-concept layout, and a spaciou...

4 Beds
3 Baths
202618639 MLS
FS - Fee Simple Tenure
2 DOM
ACTIVE Status

119 Kuulei Road, Kailua $1,600,000

Opportunity knocks! This Kailua home is just a short walk to the beach and offers one of the lowest prices seen in years. A rare fixer-upper opportunity in sought after K...

3 Beds
2 Baths
202618194 MLS
FS - Fee Simple Tenure
2 DOM
ACTIVE Status

315 A Ulupaina Street, Kailua $969,000

Great location for this tucked away 2 bedroom 1 bath Kailua cottage. Located on a quiet lane off of Ulupaina Street where there is a wide private driveway with access fo...

2 Beds
1 Baths
202618404 MLS
FS - Fee Simple Tenure
4 DOM
ACTIVE Status

41-012 Wailea Street, Waimanalo $1,699,000

WHERE THE KOOLAUS MEET THE SEA. MOMENTS FROM WAIMANALO BEACH. Tucked into coveted Waimanalo Beach Lots, this beautifully updated 2-bedroom, 2-bath beach cottage pairs exc...

2 Beds
2 Baths
202617903 MLS
FS - Fee Simple Tenure
5 DOM
ACTIVE Status

322 Aoloa Street Unit 1706, Kailua image

322 Aoloa Street Unit 1706, Kailua — Windward Passage $595,000

Stunning views and the best of Kailua living await at Windward Passage! This inviting one-bedroom condo on the 17th floor features floor-to-ceiling windows spanning the m...

1 Beds
1 Baths
202617742 MLS
FS - Fee Simple Tenure
Windward Passage Bldg.
13 DOM
ACTIVE Status

839 Oneawa Street, Kailua $1,590,000

“I Love Kailua” - Experience the ultimate Hawaii lifestyle in a town famous for world-renowned beaches, vibrant open markets, abundant eateries, and boutique shopping, a...

6 Beds
3 Baths
202617350 MLS
FS - Fee Simple Tenure
14 DOM
ACTIVE UNDER CONTRACT Status

711 Wailepo Place Unit 205, Kailua image

711 Wailepo Place Unit 205, Kailua — Hale Makalei $615,000

Welcome to Hale Makalei! Rarely available 2 bedroom, 2 bath unit with covered lanai. Nice open flow with the living area and primary bedroom opening out to the covered l...

2 Beds
2 Baths
202617681 MLS
FS - Fee Simple Tenure
Hale Makalei Bldg.
18 DOM
ACTIVE Status

978-A Akipohe Place Unit 2A, Kailua image

978-A Akipohe Place Unit 2A, Kailua — Lakeview $845,000

Discover the comfort and convenience of Kailua living in this beautifully renovated 3-bed, 2-bath townhouse, ideal for a working professional or growing family. Fully ren...

3 Beds
2 Baths
202617820 MLS
FS - Fee Simple Tenure
Lakeview Bldg.
16 DOM
ACTIVE Status

1322 Ulupuni Street, Kailua $1,295,000

Have you been searching for your forever home to raise a young family and build lasting memories? Or maybe looking for a home to age-in-place? Look no further! Welcome ...

3 Beds
2 Baths
202617723 MLS
FS - Fee Simple Tenure
16 DOM
ACTIVE Status

1536 Kina Street, Kailua $1,449,000 ▼

Welcome to 1536 Kina Street — a rare opportunity to own a generously sized 5-bedroom, 2-bath single-family home in the heart of Kailua. Nestled in a great neighborhood, t...

5 Beds
2 Baths
202617232 MLS
FS - Fee Simple Tenure
18 DOM
ACTIVE Status

650 Oneawa Street, Kailua $1,725,000 ▼

More Aloha, A Lot More Possibility! 5.75% VA Assumable!Welcome to this thoughtfully renovated 6+bedroom, 3-bath home offering approximately 2,100 SF of versatile living s...

6 Beds
3 Baths
202617501 MLS
FS - Fee Simple Tenure
18 DOM
ACTIVE Status