5-Bedroom Homes for Sale in Kailua, HI

Step into a realm of island luxury where architectural brilliance meets the raw beauty of Hawai‘i’s most iconic seascape. Between world-famous Kailua & Lanikai Beaches, this bespoke oceanfront estate—built new in 2018 by award-winning Longhouse Design+Build—is a one-of-a-kind sanctuary for those who demand the best. Wake to a sunrise over the Mokulua Islands w/ panoramic views of turquoise

Olivia Sadeler Compass

PRICE REDUCED!Welcome to your own slice of paradise! This stunning property, nestled on 1.21 lush acres, with an expansive ocean view, is a tropical haven featuring a vibrant orchard of banana, mango, avocado, citrus, papaya, and coffee trees. The home has been tastefully upgraded with newer cabinetry, granite counters and tile flooring in the kitchens and bathrooms, as well as engineered

LesLee Delaney Better Homes and Gardens Real Estate Island Lifestyle

Experience the ultimate Hawaii lifestyle in this stunning, 2002 built and renovated 5-bedroom, 3-bath home situated directly across from world-renowned Kailua Beach. This versatile property features a 3/2 upstairs unit and a 2/1 downstairs unit, each with separate entrances, offering endless possibilities for living arrangements. Enjoy spectacular ocean and mountain views from the 2nd-floor

Jeff Iwashita Locations LLC

Special Newly Renovated 2-Family Residence in KailuaBeautifully remodeled two-story home in the heart of Kailua—ideal for multi-generational living or rental income. This flexible property offers two fully equipped living spaces.Main Level: 3 beds, 2 baths, full kitchen, 2 separate entrances, and yard access.Upper Level: 3 beds, 2 baths, full kitchen, open-concept living with ceiling

Theresia M Wolff Real Broker, LLC

Experience breathtaking ocean and Mokulua Islands views from this exquisite turnkey Lanikai hillside residence. Wake up to stunning sunrises and watch the full moon rise over the islands—all just minutes from Lanikai Beach. Currently configured as 5br/3ba, the home comes fully furnished, including art, kitchenware, linens, beach gear, and an electric golf/beach cart at no extra cost to Buyer.

Evelina Zivatkauskaite Town and Country Real Estate

Priced below market! Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. Built new in 2011, it features seamless indoor/outdoor flow. The gourmet kitchen includes Thermador appliances & abundant custom Pyinkado cabinets. Custom mahogany sliders in the great room open 24' to a

Karen Mayer Corcoran Pacific Properties

Welcome to your own slice of paradise! This stunning property, nestled on 1.21 lush acres, with an expansive ocean view, is a tropical haven featuring a vibrant orchard of banana, mango, avocado, citrus, papaya, and coffee trees. The home has been tastefully upgraded with newer cabinetry, granite counters and tile flooring in the kitchens and bathrooms, as well as engineered hardwood flooring

LesLee Delaney Better Homes and Gardens Real Estate Island Lifestyle

LIVE LOVE LANIKAI! This classic 5BD beach house sits on iconic Lanikai Beach in Kailua, known for its turquoise waters & scenic views of the twin Mokulua Islands. This fabulous spot near the end of the beach offers extra privacy on a spacious 13,000 SF parcel with plenty of room for outdoor gatherings, relaxing, or having fun in the sun. The flexible floor plan is ideal for extended family

Tracy Allen Coldwell Banker Realty

OCEAN VIEW! BEACH ACCESS FROM YARD! SWIMMING POOL! SEPARATE GUEST SUITES! THIS HOME HAS IT ALL.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 entertaining spaces, and an enclosed

Brittany Fee Compass

Oceanfront LANIKAI, Stunning, gated and private Mediterranean-inspired home designed by Jeff Long epitomizes luxurious oceanfront living. Set along the pristine turquoise waters of iconic Lanikai Beach, enjoy captivating views of kiteboarders, kayakers, and outrigger canoes passing gracefully by the renowned Mokulua Islands. The home's impressive two-story layout features expansive double-height

Alesia Barnes Compass

Incredible Lanikai beachfront estate with unbeatable views of the Mokulua Islands and access to the bright blue ocean waters from your backyard! The property is composed of a 2 story main house and a separate 1 bedroom cottage, studio unit, and covered 2 car garage. The main house includes a fully equipped kitchen, living room, dining room, sun room and 4 bedrooms. The backyard lanai boasts 50

Atsuko Sato HOMETIQUE

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

Ruthie Kaminskas Compass

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

Nicole Fujitani Hawaii Life

Welcome home to the captivating Ooma Plantation subdivision, a private enclave featuring only 19 exclusive parcels. Nestled at an ideal elevation, this property boasts a year-round temperate climate and breathtaking ocean views and sunsets stretching as far as the eye can see. Located just 10 minutes from the airport and beautiful white sand beaches, this newly custom-designed modern home is

Misti E.K. Padilla eXp Realty

Discover the pinnacle of oceanfront living at 47 Kailuana Pl, offering ultimate privacy, unmatched views & a rare double-gated entrance on a private peninsula. This one-of-a-kind estate boasts panoramic views of Kailua Bay & the Mokulua Islands from its generous nearly 33,000 sf parcel w/ over 110 linear ft of ocean frontage. This Balinese-Hawaiian-inspired single-level estate offers a history of

Olivia Sadeler Compass

Fully remodeled luxury home in highly desirable Pohakupu, Kailua! This beautifully upgraded 5-bedroom, 3-bath residence blends modern elegance with island comfort. Featuring an open-concept kitchen, soaring vaulted ceilings, and expansive living spaces, this home is designed for both relaxation and entertaining. The second floor is dedicated to a private primary retreat with its own large patio,

Minna Snyder Coldwell Banker Realty

Live the ultimate Kailua lifestyle in this spacious and versatile multi-generational home, minutes from world-renowned Kailua Beach. Whether you're an avid paddler, surfer, kiteboarder, or simply enjoy morning walks along the shore, this location puts you at the heart of Oahu’s best beach and water activities. The front portion offers a 3-bedroom, 2-bath layout with generous living space and a

Nancy Chen Coldwell Banker Realty

PUUHONUA - An oceanfront sandy beach sanctuary on the most desired spot of world renowned Lanikai Beach. The expansive oceanside lawn ensures peace, tranquility, and the utmost privacy on the envious half acre of land. The home is a celebration of luxurious island living, and features an ultra-spacious primary suite with its own private ocean view lanai. All bedrooms are ensuite. The

Anne Oliver Coldwell Banker Realty

Luxurious Kailua Retreat with Stunning Views AND Income Potential! Welcome to your private sanctuary in Keolu Hills, where luxury meets island living. This beautifully designed estate offers the ultimate indoor-outdoor lifestyle with over 1,000 sq. ft of covered lanais, a sparkling pool, and lush tropical landscaping. The main residence features panoramic views of Kailua and the ocean from a

Emily Harness Keller Williams Honolulu

Price is under tax assessment value! Welcome to this stunning, newly built home (2021) in the highly sought-after Coconut Grove neighborhood of Kailua! This spacious single-family residence offers 8 bedrooms, 6 full baths, and 2 half baths, including a legal ADU—ideal for extended family or rental income. Designed with quality craftsmanship and attention to detail, the home features split AC

Vincent Lao Five Star Realty, Inc.

Where modern meets the Kailua lifestyle! This premier location is mere minutes to sandy beaches, surf spots, parks, farmersmarket, Kailua Town, restaurants, shopping, & more! Offering a wonderful opportunity for multi-generational living in the heart of Kailua! A modern entry flanked with a tiled facade greets you to vaulted ceilings with an expansive, open, and seamless floor plan. The upper

Derek Kamm Coldwell Banker Island Prop

Fully Remodeled 5-Bedroom Home with 2 Separate Living Areas – Kona Macadamia AcresStep into modern comfort and island style with this completely remodeled 5-bedroom, 3.5-bathroom home in desirable Kona Macadamia Acres. Featuring two separate living areas, this home offers unmatched flexibility for extended family living, guest accommodations, or rental potential.Every inch of this

Arllen Matsuda Hawaii's Homegrown Realty LLC

Surround yourself with your own hardwood tree forest while enjoying amazing city, coastline, bay and sunset views from this 3-acre estate, situated on the side of Hualalai mountain and nestled on top of rock wall terraces just minutes from Kailua-Kona, Costco and all the amenities of a small Hawaiian resort town... (list of exotic Trees available) •Main Residence 3 bedrooms 2.5 baths plus

Wayne Ross

A spacious single-level 5 bedroom, 3 bath home with an additional study. This rare offering showcases a prime location in Kuulei Tract—beautiful Kailua Beach is just a short stroll from this home. This home really embodies all that Hawaii has to offer. A generous 13,904 sq ft level-lot complete with saltwater pool and lychee tree. This is a mid-century home that has character and charm, including

Shaila Campbell Hawaii Homes & Estates LLC

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 on Oahu, this prestigious property boasts over 255 linear feet of pristine, white powdery sand — the widest beach frontage in Kailua.Spanning two expansive lots, the estate offers two distinct residences with a combined

Brandon Kim List Sotheby's Int'l Realty

Nestled only minutes from the hustle and bustle of Kailua-Kona town you will find peace and relaxation with these TWO three bedroom four bath residential homes with some ocean views.These two homes were designed to offer the best Hawaii-style indoor and outdoor living and are just a short walk to Kailua Kona pier.Lono-Kona Subdivision is a close to Kailua Kona and is perfect for

Saul Brecher COMPASS

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 an impressive 12 beds and 13 baths, this 12,005 square-foot architectural marvel was meticulously designed prioritizing enjoyment with 9 ocean facing bedrooms and 11 private lanais. At 2.2-acres it's the largest residential lot

Stephanie Band Compass

RARE NEWER CONSTRUCTION in highly desirable Enchanted Lake. Completed in 2025, this exceptional home was designed with flexibility and comfort in mind. This secure & gated home offers 2,984 sq ft of modern interior living space. Multiple living areas are ideal for multi-generational living or a spacious family retreat. Beautifully appointed with quartz countertops, sleek tile finishes,

John Peterson Coldwell Banker Realty