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 ele...
TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite,...
VA Assumable Loan with very small Gap (available to qualified buyers). Experience resort-style living at Windward Cove, one of Kailua's most sought-after gated communitie...
Welcome to Windward Passage, one of Kailua’s most established and desirable condominium residences, ideally positioned in the heart of Kailua Town. This exceptional addre...
Tucked away in one of Kailua’s most desirable beachside enclaves, this 3-bed, 2-bath residence offers the rare combination of private resort-style living and effortless a...
Two blocks from turquoise water and best strip of sandy beach for miles, nestled between Kailua Beach and Lanikai, this classic Hawaiian style home offers the perfect bal...
New Price! Welcome to Bluestone, an exceptional 3-bedroom, 2.5-bath townhome in one of Kailua’s most private and prestigious gated communities. Set across nearly 50 acres...
Windward Cove, a highly desirable gated community in the heart of Kailua. This 3-bedroom, 2-bath condo offers a spacious open layout, upgraded kitchen, and renovated prim...
Exceptional Kalama/Coconut Grove turnkey home privately set back from the road in a peaceful cul-de-sac setting just steps from Kailua Town and less than a mile from worl...
Welcome to Windward Cove, a gated tropical oasis in the heart of Kailua. This beautifully refreshed ground-floor 3-bedroom, 2-bath residence offers the best of beach-town...
One of Kailua’s most tranquil resort-style communities, loved for its tropical landscaping, meandering koi ponds, and peaceful garden ambiance. This beautiful, well situa...
This spacious single-level home offers refined island living with exceptional indoor-outdoor flow. The main residence features 4 bedrooms and 3 bathrooms with light-fille...
Welcome home to this luxurious tri-level 3-bedroom, 2.5-bath corner townhouse in Bluestone, Kailua’s premier gated community. Bordered by preservation land and the Mid Pa...
Rarely available: large lot with 2 homes on one of Lanikai’s most coveted beach streets. It's easy to fall in love with this dream property where privacy, luxury, and lif...
On the makai side of the bldg with a coastline view. Unit fire sprinklers & bldg plumbing update has been completed. Both baths have walk-in showers. Updated kitchen ap...
Welcome to Bluestone: Live the ultimate Kailua lifestyle! Discover this exquisite, light-filled 3-bed, 3-bath retreat in one of O'ahu's most desired gated communities....
LOCATION, LOCATION, LOCATION! BLUESTONE spans over 50 acres of gated hillside overlooking Mid-Pacific Country Club, backed by acres of tranquil preservation land. Unbeata...
Discover the ultimate island retreat at the prestigious Complex Bluestone, nestled in the heart of Lanikai and just moments away from the world-renowned Lanikai Beach. Th...
SELLER MOTIVATED & PRICE REDUCED. Lowest-Priced Residence in Bluestone. Rarely available, generously sized 2-bedroom, 2.5-bath residence offering over 1,500sqft of interi...
Experience island living with this turn-key 6-bedroom, 4-bath Kailua retreat! Located on a private cul-de-sac, this home offers a resort-style lifestyle with a pool, wat...
This beautiful 2-bedroom, 2-bathroom condo comes with 2 side-by-side, covered parking stalls and a storage unit, offering both comfort and convenience in the heart of Kai...
Welcome to Bluestone, one of O‘ahu’s most sought-after gated communities. This rare corner unit captures refreshing ocean breezes, abundant natural light, and serene priv...
Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in ...
Experience refined island living in this beautifully renovated luxury condo at Windward Harbour. This spacious ground-floor 3-bedroom, 2-bathroom unit combines modern ele...
Discover the joys of oceanfront living at 47 Kailuana Pl, a majestic single-level oceanfront retreat, offering views, privacy & a rare double-gated entry on a private pen...
BRAND NEW CONSTRUCTION- Modern Luxury meets Island Living. Discover this stunning newly completed residence centrally located in Kailua. Thoughtfully designed with over 3...
OPEN HOUSE SUNDAY, June 22 from 2:00 PM - 5:00 PM! Discover your dream home in the heart of highly coveted Kailua! This stunning 2-bedroom, 2-bathroom residence, fully re...
Welcome to your Hawaiian Oasis! This single-level, 4-bedroom island-style home offers exceptional quality and a flexible layout ideal for multi-generational living. Loca...
Enjoy island living in this beautifully updated 2-bedroom, 2-bathroom condo in the desirable Windward Passage community in Kailua. This bright and breezy home features br...
***VA Assumable Rate at 2.75%*** Embrace the spirit of aloha in this beautiful 3-bedroom, 2-bath Condo at Windward Cove, nestled in the heart of Kailua. Surrounded by lus...
VA ASSUMABLE LOAN at 2.25%! Live the island dream in the heart of Kailua—just minutes from the world-renowned shores of Kailua and Lanikai Beach. This spacious unit off...
Lowest Priced 3 bed/2 bath in Kailua Beautifully refreshed ground floor 3-bed, 2-bath in highly sought-after Windward Cove, a secure gated community located just 1 mil...
Experience the pinnacle of luxury living with this extraordinary beachfront estate, set on over 60,000 square feet of prime oceanfront land. As one of the largest parcels...
Come home to resort living and tropical gardens in this gorgeously remodeled Windward Cove condo. This 3 BR/2BA is on the ground floor and its cool, neutral color scheme ...
Enjoy the beauty of the Ko'olau, Olomana, and Ka'elepulu right out of your windows with this high-level one-bedroom unit on the south-facing side of Windward Passage. Enj...
Experience the stunning vistas of the Ko’olaus from this bright and spacious one-bedroom unit on the south-facing side of Windward Passage. Enjoy the beauty of the mounta...
Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With ...
Creating luxury living at this extraordinary Estate in Kailua! Set on a 19,141 sq.ft. lot, this private and gated oasis alongside a resort-style pool with a rock wall wa...
Enjoy resort style living in this 3BR/2BA located in the heart of Kailua. It’s truly a tropical paradise with cool breezes, landscaping and water feature right outside yo...
Revel in the beauty of this resort-style executive home in the desirable Kailua neighborhood of Enchanted Lake. Boasting 4 bedrooms and 3 bathrooms, this elegant abode e...
This beautiful Lanikai Bluestone home offers resort-style living with a saltwater pool, hot tub, sauna, tennis and pickle ball courts, all conveniently located just up th...
4 Five 7 Iliaina is more than a home, it's a sanctuary. It’s apparent the moment you enter & are surrounded with Zen inspired indoor/outdoor living. Inside the walled ent...
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.
Kailua, HI · Curated MLS Search
An editorially curated view of every active resort community homes listing in Kailua, HI. Updated in real time from the local MLS, presented without the noise.
Browse Active Listings