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225 Awakea Road, Kailua

Classic Kailua charm meets modern comfort in this beautifully updated 4-bedroom, 2.5-bath home offering 2,520 square feet of living space, just a short stroll from Kailua Beach Park and the shops, restaurants, and conveniences of Kailua Town. At the heart of the home is an exceptionally spacious great room, featuring warm wood ceilings, exposed beams, and an expansive, open layout that effortlessly accommodates multiple seating and entertaining areas. Whether hosting a crowd or enjoying a quiet evening at home, this versatile space offers an uncommon combination of size, comfort, and character. The newly remodeled kitchen and bathrooms bring a fresh, modern touch, while rich wood floors and thoughtful architectural details preserve the home's timeless appeal. Situated adjacent to Triangle Park, the property enjoys a wonderful neighborhood setting where morning beach walks, afternoons on the sand, and evenings dining in Kailua Town are all within easy reach. With its generous living spaces, tasteful updates, and highly desirable location, this is an opportunity to enjoy the best of the Kailua lifestyle.

4 Beds ⋅ 3 Baths ⋅ 202619050 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 DOM

Classic Kailua charm meets modern comfort in this beautifully updated 4-bedroom, 2.5-bath home offering 2,520 square feet of living space, just a short stroll from Kailua Beach Park and the shops, restaurants, and conveniences of Kailua Town. At the heart of the home is an exceptionally spacious great room, featuring warm wood ceilings, exposed beams, and an expansive, open layout that effortlessly accommodates multiple seating and entertaining areas. Whether hosting a crowd or enjoying a quiet evening at home, this versatile space offers an uncommon combination of size, comfort, and character. The newly remodeled kitchen and bathrooms bring a fresh, modern touch, while rich wood floors and thoughtful architectural details preserve the home's timeless appeal. Situated adjacent to Triangle Park, the property enjoys a wonderful neighborhood setting where morning beach walks, afternoons on the sand, and evenings dining in Kailua Town are all within easy reach. With its generous living spaces, tasteful updates, and highly desirable location, this is an opportunity to enjoy the best of the Kailua lifestyle.

225 Awakea Road, Kailua

409 Wanaao Road, Kailua

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 this home shine! Experience the best of island living in this beautifully upgraded 4-bed/3.5-bath home featuring a legal ADU on a large, custom-landscaped lot (11,353 sq. ft.). This property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bathrooms. The chef's kitchen is a true delight, it boasts KraftMaid cabinets, double-wall oven & granite counters. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail. The huge outdoor lanai extends this living space & is ideal for extended family, guests, or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC's, storage rm, covered parking for a boat, outdoor shower & a fully fenced landscaped yard w/an auto. gate for privacy. Wonderful location just min. from world-famous Kailua Beach!

4 Beds ⋅ 4 Baths ⋅ 202612015 MLS ⋅ FS - Fee Simple Tenure ⋅ 111 DOM

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 this home shine! Experience the best of island living in this beautifully upgraded 4-bed/3.5-bath home featuring a legal ADU on a large, custom-landscaped lot (11,353 sq. ft.). This property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bathrooms. The chef's kitchen is a true delight, it boasts KraftMaid cabinets, double-wall oven & granite counters. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail. The huge outdoor lanai extends this living space & is ideal for extended family, guests, or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC's, storage rm, covered parking for a boat, outdoor shower & a fully fenced landscaped yard w/an auto. gate for privacy. Wonderful location just min. from world-famous Kailua Beach!

409 Wanaao Road, Kailua

244 Awakea Road, Kailua

MAJOR PRICE REDUCTION! Exceptional opportunity in a preferred location within Kailua Estates. 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sqft lot, just a short stroll to Kailua Beach and minutes from Kailua Town. Renovated in 2019, this unique property offers three separate living spaces with a combined 6 bedrooms, 4 bathrooms, and approximately 3,150 sqft, ideal for multi-generational living, extended family, or long-term rental income. The main residence features 3 bedrooms, 2 bathrooms plus a den, vaulted ceilings, hardwood flooring, PV and solar hot water. There is also a spacious 1-bedroom cottage and a separate 2-bedroom, 1-bath ADU, both currently tenant occupied and generating a combined $7,600/month. The ADU is separately metered and features solar hot water. A dedicated storage/yoga room adds flexibility. Now offered at $3,045,000, or $966/sqft, below the recent Kailua Estates average of approximately $1,046/sqft. Enjoy easy access to Kailua and Lanikai beaches, Kalapawai Market, Buzz's, Whole Foods, boutique shops, dining, and everything Kailua has to offer.

6 Beds ⋅ 3 Baths ⋅ 202608800 MLS ⋅ FS - Fee Simple Tenure ⋅ 151 DOM

MAJOR PRICE REDUCTION! Exceptional opportunity in a preferred location within Kailua Estates. 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sqft lot, just a short stroll to Kailua Beach and minutes from Kailua Town. Renovated in 2019, this unique property offers three separate living spaces with a combined 6 bedrooms, 4 bathrooms, and approximately 3,150 sqft, ideal for multi-generational living, extended family, or long-term rental income. The main residence features 3 bedrooms, 2 bathrooms plus a den, vaulted ceilings, hardwood flooring, PV and solar hot water. There is also a spacious 1-bedroom cottage and a separate 2-bedroom, 1-bath ADU, both currently tenant occupied and generating a combined $7,600/month. The ADU is separately metered and features solar hot water. A dedicated storage/yoga room adds flexibility. Now offered at $3,045,000, or $966/sqft, below the recent Kailua Estates average of approximately $1,046/sqft. Enjoy easy access to Kailua and Lanikai beaches, Kalapawai Market, Buzz's, Whole Foods, boutique shops, dining, and everything Kailua has to offer.

244 Awakea Road, Kailua

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.