Kailua Homes with Playground Community Features

Welcome to Kailua, a picturesque gem on the windward coast of Oahu, Hawaii. Renowned for its stunning beaches, vibrant community, and breathtaking natural beauty, Kailua offers a unique blend of laid-back island living and modern conveniences. With its soft white sands and crystal-clear waters, Kailua Beach and Lanikai Beach are perfect for sunbathing, kayaking, and paddleboarding, making this locale a paradise for outdoor enthusiasts.

Kailua is not just about its stunning landscapes; it boasts a charming town center filled with boutique shops, delightful cafes, and local eateries that showcase the rich flavors of Hawaiian cuisine. The community is known for its friendly atmosphere and active lifestyle, with numerous parks and recreational areas that encourage family-friendly activities.

One of the standout features of Kailua is its family-oriented neighborhoods, particularly those with homes that come equipped with playground community features. These homes are designed to foster a sense of community while providing safe and fun spaces for children to play and grow. Imagine your little ones enjoying the outdoors just steps from your door, making friends and creating memories in the neighborhood playgrounds.

With a strong sense of community and a wealth of amenities, Kailua is not just a place to live; it’s a lifestyle. Whether you’re a young family, a retiree, or anyone in between, Kailua offers the perfect backdrop for your next chapter. Explore the possibilities and discover why so many choose to call this enchanting town home.

Newest Kailua Homes with Playground Community Features

$1,928,000

3 Beds ⋅ 3 Baths ⋅ 202614109 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Great location! Don't miss this incredible opportunity to own a charming newly Completely renovated 3-bedroom, 2.5-bathroom home plus an work space in the main bedroom and a recreation room that can be use for extra living or exercise/TV room with a BBQ decking on a spacious 7677 sq ft level lot located at Enchanted lake kailua. The renovation includes new exterior and interior wall, new windows and doors, new roofing, new flooring, new cabinets and granite counter top, new appliances, new splits AC in every room, new gutter, new electric and plumbing lines and fixtures, new rock wall, new landscape and water sprinkler system etc. Enjoying beautiful mountain and lake views and the extra privacy the waterway that separates the property from its neighbors. This like new home is one of must see with endless possibilities in the big extra space in the back of the house. Enjoying peaceful living just minutes to kailua's beach, shops, and dining. Tax record not updated with the new renovation, First open house on 8/9/2026 from 2pm-5pm.

743 Akumu Street, Kailua

$690,000

2 Beds ⋅ 2 Baths ⋅ 202614286 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 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

$619,000

2 Beds ⋅ 2 Baths ⋅ 202609776 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 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

$2,395,000

4 Beds ⋅ 4 Baths ⋅ 202612015 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM

A brand new roof and now offered at $105,000 below original list price — your opportunity to own in Kailua just got even better! 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 to provide long-term comfort and independence for the owner's parent. 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 yard w/an auto. gate for privacy. Wonderful location just min. from world-famous Kailua Beach!

409 Wanaao Road, Kailua

$674,000

2 Beds ⋅ 2 Baths ⋅ 202611825 MLS ⋅ FS - Fee Simple Tenure ⋅ 53 DOM ⋅ Poinciana Manor BLDG.

New Price & Now Available with a 3.125% VA Assumable Interest Rate! – Incredible Value in the Heart of Kailua! Move-in ready and priced to sell, this 2-bedroom, 2-bath condo in Poinciana Manor offers the perfect blend of comfort, convenience, and island living. Enjoy luxury vinyl plank flooring throughout the main living areas, updated bathroom vanities and countertops, AC throughout, and a kitchen with stainless steel appliances. Relax on your private, covered lanai surrounded by bamboo landscaping with beautiful Ko'olau mountain views. Additional highlights include two side-by-side covered parking stalls, a dedicated storage locker, and in-unit washer/dryer. Just minutes from world-famous Kailua Beach, shopping, dining, and everything Kailua has to offer. Don't miss this opportunity to own one of Kailua's best values! (As of 8/5/26: 3.125% interest rate, $461,303.51 remaining balance, P&I: $2,491.42/month)

1015 Aoloa Place Unit 335, Kailua

$695,000

2 Beds ⋅ 2 Baths ⋅ 202600370 MLS ⋅ FS - Fee Simple Tenure ⋅ 214 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.