Five Bedroom Single-Family Homes for Sale in Kailua, HI Between Free and $3,700,000

(1 - 15 of 81)
  1. This kamaaina ranch style home on a massive corner lot in the heart of Aina Haina will welcome you home. Well situated and unmatched in the neighborhood for ambience and privacy. Enter into your own little sanctuary and enjoy lots of yard and outd...
    Marylu Surratt ·3 hours ago on RealtyWW
  2. NEW LISTING!! Stunning unobstructed and panoramic ocean, Koko Head/Koko Crater and coastline views await you from this meticulously maintained 5 bdrm/4.5 bath executive style residence in the highly desirable Kahala Kua gated community. Nestled in...
    Myron Kiriu ·1 day ago on RealtyWW
  3. $100K Price REDUCTION!! EXCEPTIONAL VALUE!!! Nestled in the Kaopa neighborhood, this expansive residence is perfectly suited for multi-generational living, those seeking rental opportunities, or 1031x property as it has 3 distinct living areas. Th...
    Corinda Wong ·4 days ago on RealtyWW
  4. Check out this stunning home with gorgeous mountain and bay views. The main level features 4 bedrooms and 2 bathrooms, while the downstairs offers a 1 bedroom, 1 bathroom unit with a separate entranceperfect for guests or rental potential (current...
    Lectie Altman ·1 week ago on RealtyWW
  5. Walk into the magical home of renown Hawaiian Architect, Theodore Vierra, whose historic home reflects the mid century modern beauty of Hawaii's most iconic buildings, hotels, museums and even International Airport, with the simple grandeur and se...
    Elise Lee ·2 weeks ago on RealtyWW
  6. This specious 3/3 main house with a separate 2/1 Ohana unit, located in the popular Aikahi Park neighborhood of Kailua is ready to move right into! This property is for that discriminating buyer who appreciates a home that has been extensively rem...
    Mary Beddow, Broker ·2 weeks ago on RealtyWW
  7. Welcome to the highly desirable neighborhood of Kaimuki! First time on the market after three generations! This well loved, family home, has been extensively renovated for immediate occupancy, or bring your creativity to potentially make this prop...
    Judith Niimi ·2 weeks ago on RealtyWW
  8. This Level 10, 000 sq. ft lot is a true rarity in Kahala offering endless possibilities for creating a dream estate. The existing tiled pool sets the stage and is the centerpiece of a future oasis. Single level, 4 bedroom, 2 bath, redwood home als...
    Katherine Ingoglia ·2 weeks ago on RealtyWW
  9. Discover the charm of a bygone era with modern comforts in this 1925 Manoa Craftsman, designed by renowned architect Hart Wood. This 5-bedroom, 4-bath home combines classic elegance with contemporary amenities. The main, single-level portion offer...
    Sally Palafox ·3 weeks ago on RealtyWW
  10. Nestled on a shared private lane, this charming home offers a perfect blend of comfort and convenience. With two entrances, it easily divides into two distinct living units with a connecting door. The primary unit has 4 bedrooms/2 baths, the secon...
    Laura Baker ·3 weeks ago on RealtyWW
  11. Stunning home in upper Waialae Iki with expansive ocean views has been fully renovated with complete attention to detail. Brand new roof and gutters; new split ac's, renovated baths, new appliances and ceiling fans; foundation reinforced with stee...
    Heidi Ho ·3 weeks ago on RealtyWW
  12. Prime location on Kapiolani Blvd: One of the three detached houses CPR houses (Condominium Property Regime), Five bedroom/3 baths built in 2015 with stucco exteriors and garages. Each home features a spacious interior with a separate entrance. Wal...
    Chow Elaine ·3 weeks ago on RealtyWW
  13. Beautifully renovated farmhouse, 5 bed, 3 bath with a blend of classic charm and contemporary updates. Newly renovated kitchen with quartz countertops, new fridge, dishwasher and oven. Split A/C in bedrooms and living room. New solar hot water hea...
    Trace Harrington ·4 weeks ago on RealtyWW
  14. Excellent location! Recently upgraded with over $200, 000 in renovations! This beautiful single level home features 2 legal units with a total of 5 bedrooms and 3 bathrooms. Main house is 3 bedrooms, 2 bathrooms. The ADU unit is 2 bedrooms and 1 b...
    Chan Stephanie ·4 weeks ago on RealtyWW
  15. Tropical beachside living at its best! Tradewinds gently drift through this one-of-a-kind home. The spacious open floor plan flows into a large interior covered lanai and garden. Expansive garage. Main house has 5 bedrooms and 2.5 baths. Home sits...
    Joseph Kaleo Ahina ·4 weeks ago on RealtyWW
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