Kailua, Hawaii listings for sale


$6,900,000 - Kailua, HI

1318 Mokulua Drive Kailua, HI - Centered on one of the world's most scenic locations this Lanikai Oceanfront property includes building plans for a Peter Vincent-designed home that is through extensive permitting and is nearly build-ready. Live an incomparable lifestyle with calm waters, prized beaches, offshore islands, barrier reefs, and nearby surf breaks, in a location with unmatched views and watersports opportunities. Generously sized 17,170 square foot property with a legal seawall is ready for a family to create their iconic legacy. Enhanced conceptual images of plans are included.
? | 0 | 0 | 17,170 sqft.
$6,200,000 - Kailua, HI

47 Kaapuni Drive Kailua, HI - Exquisite Beachside home near the world-renowned Kailua Beach. Experience modern luxury in this exceptional, elegant home ideally located on a sought-after private street just one lot away from the white sand and ocean activities of Kailua Bay. Enjoy watching the vibrant blue colors of the sea from your rooftop deck and take advantage of a rejuvenating sauna session next to your serene koi pond - all part of the tranquil ambiance of the entire property. Features include an expansive layout with stunning primary suite boasting ocean views, large covered lanais perfect for gatherings, multiple dining areas, gourmet kitchen equipped with top-tier appliances, two stylish bars, a yard with ample space for play, newly-installed (2023) high-quality roof. You'll appreciate the added sustainable living features such as a top-tier solar PV system with fully-owned solar panels, battery storage, and an EV charging station in the garage. Accommodations include a spacious guest unit with separate entrance, offering privacy for visiting friends and family. With ample parking and a perfect blend of indoor & outdoor living spaces, this home is truly the dream Hawaii residence!
1951 | 6 | 6 | 5,521 sqft.
$5,200,000 - Kailua, HI

876 Aalapapa Drive Kailua, HI - LANIKAI OASIS Secretly nestled at the start of Lanikai, this architectural accomplishment sits amidst a canopy of tropical treetops. The main living level greets you with vaulted ceilings and walls made of doors and windows that disappear so you feel as if you are in a treehouse. A stately office & powder room join this main level along with a formal dining room, eat-in kitchen, & spacious living room w/2 covered lanais. A spiral staircase leads to a rooftop deck with views of the ocean. Another staircase leads down to a pool & spa w/waterfalls in the jungle. Downstairs, 3/2 + 2-car garage. Primary suite offers a walk-in closet & French doors to a private lanai. Every room connects to covered wrap-around lanai, even the bathrooms. Amidst the mature landscape, a grassy open area for kids and pets to play. This home was made to breathe with clerestory windows both indoors and out, leaving you feeling more connected to the land and nature. Many custom details and quality materials were used to create this timeless Hawaii estate. Just 1 block to the nearest beach entrance, 1 block to Mid-Pac, and 2 blocks to both Lanikai & Kailua Beach Parks, you couldn’t ask for a better location!
2007 | 4 | 2 | 3,201 sqft.
$5,200,000 - Kailua, HI

1039 Koohoo Place Kailua, HI - Perched above the prestigious neighborhood of Lanikai, this one-of-kind property boasts expansive views of the Mokulua Islands & coral reefs with a deep blue Pacific backdrop that is truly an incomparable tropical oasis. The private, gated location has over 1.5 acres of land and 3786 sq.ft. of living space, making it one of the truly unique trophy properties of Lanikai! The 6 bedroom/4 bathroom home has been completely remodeled in 2023, has 3 separate living areas all with full kitchens, bathrooms & bedrooms making it ideal for multigenerational living or as an investment property. Each separate living area has its own individual character & the seamless indoor to outdoor living space takes full advantage of Windward Oahu’s refreshing climate & trade winds. The extra-large lanai area surrounds a newly tiled, in-ground swimming pool w/ sweeping 180-degree views of the Lanikai neighborhood & coveted Mokulua Islands. Additional amenities include a 2 car garage, 2 fireplaces, tatami room, & large walk-in sauna with deck. The home is just a block away from famous Lanikai beach where you can soak up the sun, snorkel, kayak, fish & swim. Do not miss this exceptional opportunity!
1970 | 6 | 5 | 3,786 sqft.
$4,788,000 - Kailua, HI

114 Kaelepulu Drive Kailua, HI - This beautifully remodeled 5-bedroom, 3-bathroom home is a rare find, just 2 houses from the world-famous Lanikai Beach. Situated on an 11,662 square foot lot, the property offers a fully landscaped yard with copper lighting, fruit trees, and a serene water feature. The 180 square foot separate flex space provides additional versatility for office space or work out area. The entire home was thoughtfully remodeled in 2024, featuring new windows and doors throughout, a state-of-the-art kitchen with Cafe appliances, and stunning white oak flooring. Vaulted, combed cedar ceilings create an open and airy atmosphere, and the home is adorned with luxury light fixtures from Beachside Lighting. The open floor plan includes a spacious living room and family room, ideal for entertaining. The primary suite has its own wing fully separated from the other rooms. Also has a secondary suite great for guests. The 2-car garage boasts an epoxy floor and a brand-new garage door. With ample room for a swimming pool, this home offers endless possibilities for customization and enjoyment. Don’t miss out on this exquisite island retreat. Fresh and brand new!! MLS info and tax records differ.
1966 | 5 | 3 | 2,346 sqft.
$4,000,000 - Kailua, HI

61 Kai One Place Kailua, HI - This Beachside Kailua retreat is a mid-century modern coastal gem just four homes from the water, offering direct beach access from the yard that leads out to sandy beach. Set on a 10,000 sq. ft. lot, this 3,100 sq. ft. home features a stunning pool, two yard spaces, and an enclosed garage, creating the perfect island sanctuary. The renovated main home boasts 3 bedrooms, 2 bathrooms, elegant travertine flooring, a dual sided fireplace, and split AC throughout. Designed for seamless indoor-outdoor living, it’s ideal for relaxation and entertaining. Two detached studios, each with a full bath (one with ocean views), provide perfect guest accommodations or rental opportunities. In the front yard you will find a stunning Plumeria tree, and a variety of fruit trees in the backyard. Nestled on a quiet street with no road noise, yet just minutes from Kailua’s vibrant shops, dining, and outdoor adventures. A rare opportunity to own in this stunning beachfront community
1965 | 5 | 4 | 3,100 sqft.
$3,999,000 - Kailua, HI

50 Kamani Kai Place Kailua, HI - This is Kailua Beachside living! Steps to Kailua Beach with private gated beach access. This stunning home was designed by renowned architect, George Hogan, known for his mid-century homes with peaceful elegance, indoor/outdoor living and natural ventilation. Step into this newly remodeled home and be wowed by the amazing ceilings, beautiful hardwood flooring, new custom designed kitchen with unique copper range hood and lead-paned windows. A chefs dream with Fisher & Paykel appliances including an elegant 8 burner range and double drawer dishwasher. Be charmed by the thoughtful floor plan with open concept living and separate areas for flexibility. The primary suite includes a newly remodeled bathroom with separate shower and tub. 3 additional bedrooms are found on the other side of the home and share their own remodeled bathroom. The new guest suite occupies another area and includes a private entrance, wet bar and bathroom. Being outside is second nature with the covered lanai which opens to the beautiful heated pool, perfect for entertaining or just relaxing after a long day. Close to Kailua's trendy shops and restaurants, this location can't be beat!
1968 | 5 | 3 | 2,660 sqft.
$3,980,000 - Kailua, HI

119 Kuailima Drive Kailua, HI - Prime Lanikai Location and Large, Level Land! This lot is 40% larger than a standard Lanikai lot and it’s just yards from the best of Lanikai’s sandy beach. New concrete block perimeter wall built by First Choice Concrete, completed this year. Newly updated original 1930’s Cottage, currently tenant occupied. Collect rent while you finalize your building plans. This is the canvas to make your Lanikai dream a reality. (Property taxes can be significantly lower for owner-occupant)
1932 | 3 | 1 | 1,000 sqft.
$3,975,000 - Kailua, HI

49 Pilipu Place Kailua, HI - Designed w/ elegance & functionality, this expansive 6 bdrm, 4.5-bath home goes above & beyond to capture the magic & luxuries of Kailua beach living. Walk out your private gate & a quick stroll down the path leads you to the iconic white sand of Kailua Beach. Go for a quick surf, then freshen up in your own outdoor shower to start your day! In the eve, swim laps in your pool, then reward yourself w/ a soak in your hot tub under a star filled sky to the sound of palm fronds in the breeze, mesmerized by the flickering flame of tiki torches. The thoughtful layout of this home is versatile for entertaining guests, or multi generational living w/ the main house of 4 bdrms & 2.5 baths, while the guest cottage can be utilized as 2 studio guest suites or perhaps used as 1 bdrm, 2 bath for potential rental income. For culinary enthusiasts, this home boasts a chef's kitchen, complete w/ Thermador refrigerator & dbl oven gas range. Cook delicious feasts & host large gatherings w/ ease. True Hawai’i living happens outdoors & this home’s lanai offers exactly that. Whether hosting al fresco family dinners, or watching the game, the lanai exudes the essence of Hawaiian hospitality & charm.
1957 | 6 | 4 | 2,682 sqft.
$3,700,000 - Kailua, HI

146 Kaluamoo Street Kailua, HI - First time on the market, this cherished Kalama neighborhood gem is a rare opportunity to own in one of Kailua’s most sought-after beachside neighborhoods. Situated on a generous 20,000 sq ft R-10 zoned level lot, this single-level home is rich in character and crafted with quality materials, including stunning Philippine mahogany throughout. High ceilings, spacious living areas, and an original design offer timeless charm and endless potential. A large carport with ample storage and a flexible layout hint at possible rental or multigenerational living options. Just a block from Kalama Beach Park, enjoy strolls to the white sands of Kailua Beach and optional membership (with application) to the private Kalama Beach Club. This is a legacy property ready for its next chapter. All information is subject to Buyer's verification. Property being sold as-is, where-is. Seller will make no repairs nor provide any credits. Do not disturb occupants - there is no sign on property.
1952 | 4 | 3 | 1,858 sqft.