Kailua Town Homes with Garden View

Welcome to Kailua Town, a picturesque gem located on the stunning windward coast of Oahu, Hawaii. Known for its breathtaking beaches and lush landscapes, Kailua Town offers a unique blend of laid-back island living and vibrant community spirit. With its charming boutiques, local eateries, and a strong sense of aloha, this neighborhood is a true paradise for both residents and visitors alike.

One of the standout features of Kailua Town is its enchanting homes, many of which boast beautiful garden views. Imagine waking up each morning to the gentle rustle of palm trees and the vibrant colors of tropical flowers right outside your window. These homes are designed with an emphasis on indoor-outdoor living, allowing residents to fully embrace the natural beauty that surrounds them. Whether you’re sipping your morning coffee on a sun-drenched lanai or hosting a sunset barbecue in your backyard oasis, the garden views here provide a serene backdrop that elevates everyday life.

Kailua Town is not just about stunning homes; it’s also a community that thrives on outdoor activities. With world-renowned beaches like Lanikai and Kailua Beach just a stone's throw away, residents can enjoy swimming, kayaking, and paddleboarding in crystal-clear waters. The nearby hiking trails offer breathtaking views of the Ko'olau Mountains, making it easy to stay active while soaking in the island's natural beauty.

In Kailua Town, you’ll find more than just a home; you’ll discover a lifestyle steeped in warmth, community, and the enchanting allure of island living. Come experience the magic of Kailua Town, where every day feels like a vacation!

Newest Kailua Town Homes with Garden View

$690,000

2 Beds ⋅ 2 Baths ⋅ 202614286 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM ⋅ Poinciana Manor BLDG.

Experience the best of Kailua living! This beautifully updated 959 sq ft unit offers a modern kitchen with updated cabinets & countertops, updated bathroom vanities, and stainless steel appliances. Enjoy the convenience of a full-size washer and dryer, fresh paint throughout, newly installed luxury vinyl plank flooring, contemporary light fixtures, and a brand-new ceiling fan. The unit also includes two side-by-side covered parking stalls and a spacious 266 sq ft lanai, providing added privacy with an exterior-facing view. Located in the heart of Kailua, you're just steps away from boutique shops, local restaurants, cafes, bookstores, grocery stores, and the world-renowned Kailua Beach. The complex boasts fantastic amenities such as a saltwater pool, BBQ areas, gazebos, a kids’ playground, a koi pond, bike/surfboard storage, guest parking, on-site security, and a resident manager. The complex is fully insured and pet-friendly making it an excellent place to call home!

1015 Aoloa Place Unit 247, Kailua

$759,000

1 Beds ⋅ 1 Baths ⋅ 202613740 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM ⋅ Ka Malanai At Kailua BLDG.

Tucked away in one of the most peaceful locations within Ka Malanai, this desirable one-bedroom residence enjoys a quiet back corner, top floor setting surrounded by lush tropical landscaping, offering exceptional privacy and a serene island atmosphere. Fresh new carpet and a bright, well-maintained interior create a welcoming space ready to enjoy, while the convenient in-unit washer and dryer make everyday living effortless. Two parking stalls provide the flexibility and convenience that are rarely found with a one-bedroom home. Perfectly positioned in the heart of Kailua, this residence offers easy access to world-famous Kailua Beach, where turquoise waters and powder-soft sand invite morning swims, paddling, and sunset strolls. Kailua Town's vibrant collection of boutiques, cafés, restaurants, grocery stores, and everyday conveniences are just moments away, creating an ideal balance of relaxation and accessibility. Nearby Kailua District Park offers tennis courts, sports fields, fitness opportunities, and community events, completing the lifestyle that makes Ka Malanai one of Kailua's most sought-after communities.

445 Kailua Road Unit 5304, Kailua

$925,000

3 Beds ⋅ 2 Baths ⋅ 202608120 MLS ⋅ FS - Fee Simple Tenure ⋅ 68 DOM ⋅ Windward Harbour BLDG.

Wake up to breathtaking mountain views and end your day on your own private rooftop lanai. This rare, 3-bedroom 2-bathroom gem at Windward Harbor blends modern Kailua elegance with resort-style amenities. This is island living at its finest. From the floor-to-ceiling windows that bathe the open-concept of indoor and outdoor living space with a screened in lanai to enjoy the tropical water features and landscapes. The Primary Suite is located downstairs with a large walk in closet and shower and two bedrooms plus full bathroom upstairs. Enjoy two covered side by side parking right at the walk way for easy entry. Conveniently located in the heart of Kailua Beach Town, Whether you're strolling to Kailua Town for your morning coffee or hitting the sands of world-famous Kailua Beach, this isn't just a condo—it’s your personal sanctuary. Gated Community with amenities including an on-site manager, pool, jacuzzi, sauna, BBQ, car wash, Pickleball and Tennis courts. This is a pet-friendly building!

1030 Aoloa Place Unit 2/302B, Kailua

$1,150,000

2 Beds ⋅ 2 Baths ⋅ 202611496 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM ⋅ Ka Malanai At Kailua BLDG.

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 heart of Kailua town - minutes from Kailua Beach, weekly farmers' markets, shops and restaurants yet set back on a peaceful courtyard. Inside, the kitchen offers generous counter space and abundant storage. It opens to the living and dining area, which flows to the spacious lanai overlooking the courtyard - an easy spot for morning coffee or dinner outdoors. The primary suite features double vanities, a step-in shower, luxurious deep soaking tub and a thoughtfully designed walk-in closet, while the second bedroom and full bath offer flexibility for guests or a home office. Don't miss the opportunity to own in one of Kailua's most desirable communities. Assumable 2.25% VA loan available to qualified buyers - inquire for details. Shown by private appointment.

361 Kailua Road Unit 8108, Kailua

$800,000

3 Beds ⋅ 2 Baths ⋅ 202612305 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM ⋅ Windward Cove BLDG.

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 private 3-bedroom, 2-bath corner unit offers an open-concept layout with floor-to-ceiling windows that fill the space with natural light. Recent updates include new kitchen cabinets, quartz countertops, refrigerator, dishwasher, vinyl flooring and fresh paint throughout. Enjoy indoor-outdoor living with a spacious 395 sq. ft. rooftop deck—perfect for BBQs and entertaining. Located just 1.1 miles from Kailua Beach and close to shopping, dining, and the weekly Farmers Market. Community amenities include a pool, sauna, tennis court, on-site security, resident manager, and pet-friendly policies. Don’t miss this rare opportunity to own a peaceful retreat in one of Oahu’s most desirable neighborhoods! Assumable VA mortgage at 2.25%interest rate/ monthly payment $2100/ balance is approx $455,000.

1020 Aoloa Place Unit 311B, Kailua

$619,000

2 Beds ⋅ 2 Baths ⋅ 202609776 MLS ⋅ FS - Fee Simple Tenure ⋅ 45 DOM ⋅ Poinciana Manor BLDG.

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 courtyard, garden, and koi pond. Enjoy peace and quiet, the faint sound of birds, and a trickling fountain. The open, flowing layout has tropical terracotta tile from kitchen to dining to living to covered lanai to open lanai; the hallway and baths have same tile as well. Two covered parking stalls, storage closet in parking area, easy entry and elevator access, bike and surfboard storage, security, plenty guest parking, car wash area... all features of great convenience that enhance your everyday living! Lovely walking pathways, lush lawn courtyard, picnic areas, and nice pool round out the features to enjoy. Cabinets are original, offering more than adequate storage. The full-size washer/dryer and dishwasher are newer. This is a home to enjoy, experience, and feel everything out while you decide if you want to just decorate or remodel. Enjoy the beach-town lifestyle Kailua offers, a few blocks from beaches, dining, shopping, for an affordable price in a well-managed development. Seller is offering credits.

1015 Aoloa Place Unit 219, Kailua

$598,000

2 Beds ⋅ 2 Baths ⋅ 202610419 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM ⋅ Poinciana Manor BLDG.

Best value in Poinciana Manor! Bright and breezy top-floor end unit featuring peaceful garden views, cathedral ceiling, and two private lanais. This unit includes two covered parking stalls and a remodeled kitchen, while offering the opportunity to customize the rest to your personal style. Conveniently located in the heart of Kailua, close to shopping, dining, schools, and beaches. Poinciana Manor offers beautifully maintained grounds with a pond, water features, swimming pool, recreation and BBQ areas, plus guest parking. Property is being sold AS-IS. Unit is currently unstaged and includes no appliances except for a dishwasher. Photos shown are from the prior listing.

1015 Aoloa Place Unit 437, Kailua

$859,000

3 Beds ⋅ 2 Baths ⋅ 202608782 MLS ⋅ FS - Fee Simple Tenure ⋅ 88 DOM ⋅ Windward Passage BLDG.

Completely renovated from top to bottom! Freshly painted throughout! No popcorn ceilings! New vinyl flooring throughout. New tile on the lanai. New kitchen cabinets, appliances and lighting. New bathroom vanities, mirrors and lighting. This cool side of the building has wonderful windward breezes. Peek-a-boo ocean view. 3 new AC units. This beautiful Kailua condo has everything you could need: tennis courts, BBQ area, onsite dog park, salt water pool, spa, bike/ surfboard /kayak racks, fitness room, racquetball, and gorgeous views of Kailua. Close to Kailua Town with shopping galore and numerous restaurants. Don't forget world famous Kailua Beach just moments away.

322 Aoloa Street Unit 611, Kailua

$700,000

2 Beds ⋅ 2 Baths ⋅ 202609173 MLS ⋅ FS - Fee Simple Tenure ⋅ 90 DOM ⋅ Hokulani In Kailua BLDG.

Wonderful 2 Bedroom 2 Bath at Hokulani in Kailua! Covered Parking Space and ample guest parking! High, vaulted ceilings, laminate floors, and a bright kitchen with Corian counter tops. No one above you! Both baths have upgraded vanities and ceramic tile flooring. Covered Lanai. The Hokulani recently installed new windows and sliding doors and are now completing a parking cover renovation. Nestled with a park-like setting and gazebo. Located in the heart of Kailua conveniently located near restaurants, Whole Foods, Foodland, Target, Coffee Shops, the Post Office and world-famous Kailua Beach!

355 Aoloa Street Unit G205, Kailua

$795,000

2 Beds ⋅ 2 Baths ⋅ 202528258 MLS ⋅ FS - Fee Simple Tenure ⋅ 153 DOM ⋅ Windward Passage BLDG.

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, smooth/no-popcorn ceiling, fresh paint, new lighting & fans, & new primary bedroom carpet. Oak cabinets & granite counters with a breakfast bar, complement the expanded kitchen area. This condo has great storage & includes a separate exterior locker, as well as common spaces for surfboard, bike, & kayak storage. Building amenities are many: on-site manager, 24/7 security, pool, spa, fitness center, dog park, recreation area near pool, recreation/party room, & even tennis & pickle ball courts. The Windward Passage plumbing project is also complete, meaning new toilets, as well as new drain & supply lines, & shut-off valves for all units in building. Garage spalling project ongoing & near completion. This building is very well-maintained & already includes sprinklers & other fire safety measures. Pet friendly & the minimum rental period is 6 mo. The building is ideally located in the center of Kailua, within a mile of Kailua Beach & just a few blocks to shopping (Target/Whole Foods/Safeway etc.) & many restaurants.

322 Aoloa Street Unit 505, Kailua

$695,000

2 Beds ⋅ 2 Baths ⋅ 202600370 MLS ⋅ FS - Fee Simple Tenure ⋅ 210 DOM ⋅ Poinciana Manor BLDG.

Discover island living in this beautifully maintained 2 bdrm/2 bath condo at desirable Poinciana Manor in Kailua. Offering 959 sq ft of interior living space, this residence features fresh interior paint, a contemporary kitchen with stainless steel appliances, and a spacious lanai ideal for relaxing or entertaining. Enjoy the convenience of 2 covered parking stalls and a thoughtfully designed layout. Poinciana Manor offers amazing amenities including a swimming pool, BBQ area, recreation space, and an on-site resident manager. Ideally located near Kailua’s popular restaurants, shopping, and world-famous beaches, this condo combines comfort, convenience, and an exceptional lifestyle opportunity.

1015 Aoloa Place Unit 217, Kailua

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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.