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 an idyllic lifestyle that perfectly blends the tranquility of island living with the conveniences of modern amenities. With its crystal-clear waters and powdery white sands, Kailua Beach and Lanikai Beach are just a stone's throw away, inviting residents to indulge in sun-soaked days filled with swimming, kayaking, and paddleboarding.

Kailua's charming town center boasts a delightful array of boutique shops, local eateries, and farmer's markets, creating a warm and welcoming atmosphere that fosters a strong sense of community. Whether you’re sipping a fresh coconut at a local café or exploring the scenic trails of the nearby Mokulua Islands, Kailua is a haven for outdoor enthusiasts and nature lovers alike.

For those looking to call Kailua home, there are fantastic opportunities with homes available for under $2 million. This price range offers a variety of options, from cozy single-family residences to spacious townhomes, many of which boast breathtaking views of the ocean or the lush Ko'olau Mountains. With its laid-back vibe and family-friendly environment, Kailua is ideal for first-time homebuyers, growing families, and retirees seeking a peaceful retreat.

Discover the charm of Kailua, where your dream home awaits amidst the beauty of Hawaii's stunning landscapes. Embrace the island lifestyle and make Kailua your forever paradise!

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

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

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

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

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

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

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

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

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

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

322 Aoloa Street Unit 1601, Kailua image

322 Aoloa Street Unit 1601, Kailua — Windward Passage $1,385,000

Rarely available 16th floor 01 stack at Windward Passage, just two floors from the top offering spectacular ocean, mountain and sunrise views from nearly every room! Ori...

3 Beds
2 Baths
202617370 MLS
FS - Fee Simple Tenure
Windward Passage Bldg.
18 DOM

426 Keaniani Street, Kailua $1,769,000

Enjoy the Kailua lifestyle in Coconut Grove with a LEGAL Ohana unit w/ Separate Electrical Meter, 37 PV Solar Panels + 3 Batteries, and attractive Assumable Loan terms fo...

4 Beds
3 Baths
202617440 MLS
FS - Fee Simple Tenure
18 DOM