Kailua, HI Homes for Sale under $2,000,000

Live on ONE LEVEL with a very private backyard oasis complete with Pool, Jacuzzi and covered Patio!Enjoy high open-beamed ceilings throughout the home. A quality kitchen with real wood cabinets and granite countertops. Updates include a 30,000 BTU split A/C, Roof re-coating, Acasia flooring, windows, Pentair Pool Pump, new pool skimmer, a new ABS sewer line from street to house, new incoming

Sean Lopez Corcoran Pacific Properties

Great value, located in one of Kailua's most desirable neighborhoods! no through traffic, and surrounded by Gold Course & Canal front homes. Spacious layout, with lots of potential to bring your creative touch to take it to the next level. This home features 4 bedrooms and 3 full bathes (one bedroom has separate entrance), enclosed garage, and lots of storage space. 25 owned PV panels with net

Leon Mosher Coldwell Banker Realty

With stunning upgrades in the last year,, this five bedroom home located in Kailua Bluffs has unobstructed views of the Olomana peaks, a private greenbelt backdrop, and no rear neighbors — just mountain, sky, and quiet. Inside, the home has been updated with care: fully renovated kitchen with new cabinets, countertops, appliances, and flooring. Updated bathrooms. New paint, baseboards, and canned

Jeffrey Samuels Jeffrey Samuels Realty

Experience the perfect blend of modern comfort and island living. Tucked away on a private flag lot, this five-bedroom, three-bathroom residence offers a rare combination of modern efficiency and versatile island living. Spanning 1,800 square feet of thoughtfully updated space, the home’s layout is designed for flexibility, easily accommodating various living arrangements or providing excellent

Sean Wingate Compass

Land. Location. Opportunity. Rare 10,000+ sq ft corner lot in desirable Enchanted Lakes offered below recent appraised value. Whether you're looking to renovate, rebuild, develop, or create your dream Kailua property, opportunities like this are increasingly difficult to find. The property includes owned photovoltaic panels and potential future development possibilities, subject to buyer

Peter Enomoto-Hahn HI Roots Realty LLC

Welcome home to this sweet house on a quiet cul-de-sac in Keolu Hills. This charming 4 bedroom 3 bathroom with an open concept floor plan makes for easy island living. Numerous renovations including a beautiful kitchen remodel (So much counter space - it even has a prep sink!) that was completed in 2021. A new primary suite, which was just completed in 2025, has a walk in closet and a beautiful

Marisa Villalba Homequest LLC

Experience elevated island living in this fully remodeled, single-level home in the heart of Kailua. Renovated from head to toe, this 3-bedroom, 2-bath residence feels virtually new and offers a perfect blend of modern design and everyday comfort. An attached studio with its own private entrance and bathroom adds exceptional flexibility—ideal for guests, extended family, or potential rental

Solana Grover SC Realty, LLC

Excellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhoods. This Large level and very private lot is 8,470 sq ft of usable land. Plenty of room for your vehicles or even a boat or pool. This 4 bedroom 2 bath Single Level home is 1,598 sqft and has been tastefully upgraded throughout, new shaker cabinets, quartz countertops, luxury vinyl plank flooring and modern

Clinton Criado NextHome All Islands

Step into your own private tropical retreat in desirable Keolu Hills. This beautifully updated 6-bedroom, 2-bath home offers exceptional flexibility with 3 bedrooms and 1 bath upstairs and 3 bedrooms and 1 bath downstairs, each with its own entrance—ideal for multigenerational living, extended family, guests, or a variety of living arrangements.Modern upgrades blend seamlessly with the home's

Nicole Mosk Coldwell Banker Realty

SPACE, PRIVACY & FLEXIBILITY ON A 15,373 SQ FT LOT IN MAUNAWILI. Set on a 15,373 sq ft lot in sought-after Maunawili, this beautifully updated property combines a spacious 3-bedroom, 2-bath main residence featuring hardwood flooring, split AC, double-wall construction, and a beautifully renovated primary suite with a spa-inspired bath, along with a private 1-bedroom, 1-bath living space complete

Crystal Cabansag Coldwell Banker Realty

Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed for both comfort and functionality, this home offers generous living spaces and a versatile layout perfect for everyday living. Inside, enjoy an open-concept design featuring a den/office area, dining space, and a large family room

Melanie Mitsunaga Coldwell Banker Realty

Step into your own slice of island paradise & prepare to fall in love. This exceptional property on1.21 acres captures ocean views & the essence of tropical living. Wander the lush grounds and enjoy your own orchard filled with banana, mango, papaya, avocado, orange, lemon, lime, papaya, lychee, starfruit, jaboticaba, cacao, loquat, guava, breadfruit, many coffee trees and many floral

LesLee Delaney Better Homes and Gardens Real Estate Island Lifestyle

Hidden Flag Lot Home. Kalama Tract Modernized. Powered by the Sun.

Derek Kamm Coldwell Banker Island Prop

A rare Kailua opportunity in a highly desirable location. Situated on a spacious 10,000+ sq. ft. lot, on a cul-de-sac, this beautifully updated single-level 4-bedroom, 2-bath home offers the perfect blend of island living, modern comfort, and convenience. Enjoy being just minutes from Kailua Town, world-famous Kailua Beach, restaurants, shopping, and everything this special community has to

Corinda Wong Hawaii Modern Realty

Welcome to 609 Olomana Street, a newer-built residence in the highly desirable Coconut Grove neighborhood of Kailua. Constructed in 2022 this expansive property offers 8 bedrooms, 6 full bathrooms, and 2 half bathrooms, including a permitted Accessory Dwelling Unit (ADU) —providing exceptional flexibility for multigenerational living, guest accommodations, or potential rental income.The home

Carlin Yamashita Island Life Homes

Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate structures --- a cute, detached cottage studio with a full bath and kitchenette, plus a classic home offering 3 bedrooms, 2 full baths, a great open floor plan, and a separate dining area with large windows looking out to the

Laura Awana Lewis Homes of Hawai'i Real Estate

Welcome to this well-maintained single-level home located in a highly desirable location close to dining, shopping, super market, schools and the ocean. This inviting residence features upgraded vinyl flooring throughout the main living areas, a beautiful koa wood built in cabinet and split air conditioning. The flexible floor plan offers excellent versatility, including a front bedroom with its

Michelle Richardson Forward Realty

ASSUMABLE LOAN AT 2.75 % Multi-Generational view home with extensive indoor-outdoor living has a flexible floor plan with two private living spaces including separate entrances - but can easily be reconfigured into a 3-bedroom home. Perched in the highly sought-after Hillcrest enclave of Kailua, this fully reimagined 3-bedroom, 2.5-bath residence delivers the lifestyle buyers compete for, with

Celester Thomas Soldier To Soldier HI Realty

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 of lush land fronting the Mid-Pacific Country Club golf course & surrounded by preservation land, Bluestone offers a rare sense of seclusion with sweeping golf course, Ko'olau mountain, & sunset views rarely found in townhome

Sally Suemoto Lau & Associates, LLC

Rarely available is this enchanting Holualoa Estate with two homes on one beautifully curated acre. Discover a rare piece of Kona history with this breathtaking, one-acre Holualoa estate. The grounds are anchored by a majestic Brazilian Fern Tree, officially registered as an Exceptional Tree with the County of Hawaii, offering a private, park-like setting. Designed for effortless

Angie Metriyakool eXp Realty