Oahu Homes with Sidewalks Community Features

Welcome to Oahu, the vibrant heart of Hawaii, where the lush landscapes meet the azure waters of the Pacific Ocean. Known as "The Gathering Place," Oahu is a melting pot of cultures, offering a unique blend of natural beauty, rich history, and modern conveniences. From the iconic Diamond Head crater to the bustling streets of Waikiki, this island has something for everyone.

One of the standout features of Oahu is its diverse communities, particularly those with homes nestled in neighborhoods that prioritize walkability. Imagine strolling along tree-lined sidewalks, greeting friendly neighbors, and enjoying the fresh island breeze as you explore local parks, shops, and cafes. Communities with sidewalks promote an active lifestyle and foster a sense of connection among residents.

In Oahu, you’ll find a variety of homes that embrace this community-centric approach. Whether you’re searching for a cozy single-family home, a contemporary townhouse, or a luxurious oceanfront property, the options are plentiful. Many of these residences are designed with outdoor living in mind, allowing you to soak in the stunning surroundings right from your own backyard.

Living in a sidewalk community on Oahu means more than just a beautiful home; it’s about embracing a lifestyle that values health, connection, and the great outdoors. Picture weekend strolls to local farmer's markets, evening walks along the beach, or bike rides through scenic neighborhoods.

Discover the charm of Oahu’s sidewalk communities and experience the perfect blend of island living and community spirit. Your dream home awaits in this paradise!

Newest Oahu Homes with Sidewalks Community Features

$1,695,000

202615017 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

RARE OPPPORTUNITY to own one of East Honolulu's premier homesites in the coveted Napali Haweo neighborhood. This exceptional 12,000+ sq. ft. level perimeter lot showcases breathtaking, unobstructed panoramic views stretching across the Pacific Ocean, Koko Head, and the picturesque Hawaii Kai Marina. Surrounded by quality custom residences, this prestigious setting offers the perfect canvas to design and build your luxury island retreat. Wake each morning to spectacular sunrises, enjoy refreshing trade winds, and experience the tranquility and privacy that make Napali Haweo one of Hawaii Kai's most desirable neighborhoods. Perfectly positioned within an International Baccalaureate school district and just minutes from Costco, shopping, dining, beaches, parks, hiking trails, golf, and the conveniences of Honolulu, this remarkable property offers an exceptional combination of natural beauty, lifestyle, and accessibility. Bring your architect and imagination to create a legacy residence that captures the very best of island living.

132 Hoolako Place, Honolulu

$2,750,000

202614756 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Build your legacy in the heart of Honolulu. Rarely does an opportunity like this become available. Set in Wilhelmina, this exceptional 13,246 sf vacant parcel offers breathtaking 180-degree views of Diamond Head, the Pacific Ocean, sparkling city lights, and unforgettable sunset vistas. This premier estate lot provides the perfect canvas for an exceptional custom estate. The generous lot size and favorable development potential allow for your dream lifestyle residence. The design allows for 3 -5 car garage plus, room for 6+ cars in the driveway A separate dwelling can also be built if desired. Conceptual plans and architectural renderings by local, award-winning architect Jim Schmit are available; the permitting process is underway. Buyers may obtain the plans and continue the process toward bringing this extraordinary vision to life. Enjoy a sought-after scenic island lifestyle that combines privacy, prestige, and convenience, just minutes from the vibrant dining, shopping, cafés, and beaches. This is a rare chance to secure a landmark property and build a legacy home. Being sold with TMK 1-3-3-032-031-0001.

3950 Sierra Drive, Honolulu

$1,490,000

202614604 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM

Level, buildable lot in East Oahu. First time available in 79 years! An exceptional 11,250 SF level homesite on a quiet Kuli‘ou‘ou Valley side street. With beautiful mountain and valley views. Design the custom home you’ve always imagined. 75' by 150' = room for the whole family. Stop by and take a peak anytime

360 Dalene Way, Honolulu

$2,750,000

202613984 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM

3950 Sierra Drive Unit A, Honolulu

$1,250,000

202613576 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM

Build your dream home on this beautiful vacant lot located in desirable Honolulu Country Club, Lakeside residential neighborhood directly across the street from the golf course. Boasting an extra-wide street frontage, this property offers exceptional design possibilities, including additional parking, a circular driveway, or even a grand porte cochère. Newer sidewalks enhance the property's curb appeal, while a water meter has already been installed with a shut-off valve in place for the future owner. A Survey Map & Report will be available shortly and a Topographic Map is included in the supplements for your review. The lot features a gentle approximate 6-foot elevation change from the rear to the front, providing ideal natural drainage and flexibility for custom home design. Bring your vision, architect, and contractor to explore the possibilities of creating a stunning custom residence in one of Honolulu's sought-after neighborhoods. Contact your Realtor for additional information and available property documents for this incredible opportunity.

1483 Ala Hahanui Street, Honolulu

$2,700,000

202612662 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM

"Pacific Pinnacle Peak" is a remarkable vacant lot located in the prestigious, luxury-gated community of Hawai'i Lo Ridge. Perfectly positioned in "The Pointe", with a secondary privacy/security gate, this extraordinary parcel captures sweeping, unobstructed ocean vistas that stretch endlessly across the Pacific from Koko Head to Diamond Head. Currently, the ridge's only lot available for purchase it is an irreplaceable canvas for those who seek the finest in island living. While priced below the ridges median $135 per sq. ft. this lot is being offered at $108 per sq ft. It presents a truly rare

549 Moaniala Street, Honolulu

$1,400,000

202611019 MLS ⋅ FS - Fee Simple Tenure ⋅ 50 DOM

Stunning property with amazing views in the gated Hawaii Loa Ridge. Build your dream home on the beautiful South and East facing property. Hawaii Loa Ridge has 24-hour gated security, tennis courts, a clubhouse, a children's playground, barbeque area, open-air pavilions, and a incredible hiking trail. Very few remaining vacant land to build in this private community.

938 Ikena Circle, Honolulu

$1,700,000

202605974 MLS ⋅ FS - Fee Simple Tenure ⋅ 134 DOM

AMAZING OPPORTUNITY to build your DREAM HOME on the prestigious Hawaii Loa Ridge. This rare rim lot features panoramic views of the Ko’olau Mountain Range, Koko Head, and the ocean. In addition, this lot has ideal topography for a builder to develop on. Hawaii Loa Ridge is a premier gated community, with 24/7 security, private park, tennis courts, club house, BBQ areas and open air pavilions!!!

804 Moaniala Street, Honolulu

$3,980,000

202605729 MLS ⋅ FS - Fee Simple Tenure ⋅ 147 DOM

Rare 0.807 acres south-facing waterfront lot ready to build your exclusively private Hawaiian dream home. A rare opportunity to build your custom oceanfront estate in Honolulu’s coveted Portlock neighborhood. This expansive, south-facing 35,155 sq ft rim lot offers exceptional privacy and security, with breathtaking panoramic views of Maunalua Bay. Enjoy seasonal sightings of turtles, dolphins, and whales right from your future home. Preliminary architectural plans are available for a stunning 11,000+ sq ft multi-level modern residence, thoughtfully designed to maximize the natural beauty, topography, and integrity of the land. SMA permits approved. Build as designed or bring your own vision, the possibilities are endless. This is more than land, it is a rare and prestigious opportunity to create a true oceanfront masterpiece.

3 Poipu Drive, Honolulu

$699,000

202519248 MLS ⋅ FS - Fee Simple Tenure ⋅ 344 DOM

Builders welcome! Build your dream home on this 7,397 sq. ft. lot on Wai Kaloi in Makakilo. Beautiful ocean and mountain views. A rare find.

92-1180 Pueonani Street, Kapolei

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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.