25

Kailua, HI Homes for Sale with Private Pool

Section Image Section Image
  • /25

    $4,250,000 Open Sun 2PM - 5PM

    • 3 Beds
    • 2.5 Baths
    • 3,291 Sq Ft

    1110 Ilikala Place, Kailua, HI 96734

    Your dream waterfront Kailua residence. This hidden jewel fronting Kawainui Canal with access to the ocean offers an exceptional blend of contemporary design and Kama‘aina elegance. Architecturally designed and tastefully refreshed, this 3 bdrm, 2.5 ba residence with 3,291 sq ft of living space offers vaulted ceilings (which elevate the sense of space and natural light), fresh interior/exterior

    Agent Photo

    Myron Kiriu

    REMAX Hawaii

    (808) 460-4545

    1110 Ilikala Place, Kailua, HI 96734
  • /25

    $18,880,000

    • 12 Beds
    • 16 Baths
    • 14,151 Sq Ft

    572 C N Kalaheo Ave, Kailua, HI 96734

    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 the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a

    Agent Photo

    Myron Kiriu

    REMAX Hawaii

    (808) 646-5869

    572 C N Kalaheo Ave, Kailua, HI 96734
  • /24

    $15,000,000

    • 6 Beds
    • 7 Baths
    • 7,761 Sq Ft

    766 Mokulua Dr, Kailua, HI 96734

    Step into a realm where modern architectural brilliance meets the captivating allure of oceanfront living! Perfectly poised between Kailua & Lanikai Beach, this oceanfront masterpiece is an exquisite retreat. Wake up to mesmerizing sunrises over sparkling turquoise waters as sea turtles glide by & kite surfers float across the horizon. Sweeping ocean & mountain views envelop every corner of the

    Olivia Sadeler Compass

    766 Mokulua Dr, Kailua, HI 96734
  • /30

    $3,798,000

    • 4 Beds
    • 3.5 Baths
    • 3,998 Sq Ft

    75-5521 Kona Bay Dr, Kailua Kona, HI 96740

    Seize the opportunity to acquire a custom-built, three-level luxury residence holding a transferable Short Term Vacation Rental (STVR) Permit, perfectly positioned within the exclusive, gated Kona Bay Estates in desirable downtown Kona. With over 5,000 square feet under roof, this property is impeccably designed to maximize guest enjoyment, hosting capacity, and rental revenue. A distinctive

    Angel Wannemacher Better Homes and Gardens Real Estate Island Lifestyle

    75-5521 Kona Bay Dr, Kailua Kona, HI 96740
  • /25

    $1,490,000

    • 5 Beds
    • 3 Baths
    • 1,644 Sq Ft

    1233 Keolu Dr, Kailua, HI 96734

    Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a 3/1 plus a spacious studio). An additional remodeled studio (5th bedroom), separated by the saltwater pool, enjoys treetop and mountain views of Enchanted Lake, along with cool breezes and privacy. Ideal for multigenerational

    Michael DeMello Redfin Corporation

    1233 Keolu Dr, Kailua, HI 96734
  • /25

    $2,458,000

    • 3 Beds
    • 3 Baths
    • 1,816 Sq Ft

    427 Akoakoa Place, Kailua, HI 96734

    3 BR, 3 Full Baths, on a cul-de-sac! Mango Tree! Two Lanais!! This elegant, fully remodeled & equipped, single level home, is an oasis & is ready for you to move in now. Open kitchen w/ large, center island includes Cambria Quartz Counter Tops, pop-up outlets & self-closing drawers. This home has fine Miele appliances, including a steam convection oven. In addition, a Wolf Gas Cooktop Range &

    Carol Paris Keller Williams Honolulu

    427 Akoakoa Place, Kailua, HI 96734
  • /22

    $1,575,000

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft

    1204 Kahili St, Kailua, HI 96734

    Offering a spacious 1,848 sq ft interior 3-bed 2-bath single-level home in the desirable Enchanted Lake neighborhood with an enclosed garage, 20 PV solar panels, a Tesla backup battery, and hot water solar panels. Nicely landscaped front and back yard, a covered lanai, and a jacuzzi hot tub. 2 living rooms for comfort and space, plus 5 split air conditioning units. All building permits have been

    Kelly Lee Pacific Core Properties HI LLC

    1204 Kahili St, Kailua, HI 96734
  • /22

    $2,295,000

    • 5 Beds
    • 3 Baths
    • 2,143 Sq Ft

    531 Kaiemi St, Kailua, HI 96734

    Discover a rare opportunity to live in the heart of Kailua’s highly desirable Ko‘olaupoko neighborhood. This beautifully maintained 5-bedroom, 3-bath residence offers a total of approximately 2,143 sq. ft. of interior living space on a generous 9,201 sq. ft. lot. The main home features 3 Bed/2 Bath, highlighted by custom cedar ceilings, luxury vinyl flooring, & an inviting indoor-outdoor flow.

    Ana Kuna Compass

    531 Kaiemi St, Kailua, HI 96734
  • /25

    $4,270,000

    • 6 Beds
    • 5.5 Baths
    • 5,423 Sq Ft

    337 Wanaao Rd, Kailua, HI 96734

    Tucked away in the heart of Kailua, this beautifully remodeled luxury residence is a rare blend of striking architectural design & authentic Hawaiian charm. Thoughtfully crafted with rich lava rock accents & natural textures throughout, the home offers a warm, elevated island lifestyle that feels both refined & relaxed. The main residence features 5 spacious bedrooms & 4 bathrooms, showcasing

    Sasha Mason Corcoran Pacific Properties

    337 Wanaao Rd, Kailua, HI 96734
  • /19

    $1,499,000 Open Sun 2PM - 5PM

    • 6 Beds
    • 3 Baths
    • 1,560 Sq Ft

    951 Holoholo St, Kailua, HI 96734

    A PERFECT HOME TO ENTERTAIN! 6 bedrooms / 3 full bathrooms on a large 8,600+ sq ft level lot with 8 FT DEEP tiled pool and 37 owned PV panels to lower utility costs. The flexible single story layout makes this home an excellent fit for multi-generational living & entertaining. Recent improvements include newer roof (2024), exterior paint (2020), updated kitchen (2019), and newer

    Natasha Bailey Coldwell Banker Realty

    951 Holoholo St, Kailua, HI 96734
  • /25

    $2,585,000

    • 8 Beds
    • 5 Baths
    • 4,001 Sq Ft

    304 Ilimano St, Kailua, HI 96734

    Discover the heart of Windward side living in coveted Kalaheo Hillside. This rare multigenerational sanctuary offers the perfect harmony of connection and independence, designed for a lifestyle where everyone has a place to call their own. The unique side-by-side wings (6-3 and 2-2) provide separate, private retreats for extended family or guests, while a versatile "middle" area allows the home

    Shari Hooks Coldwell Banker Realty

    304 Ilimano St, Kailua, HI 96734
  • /19

    $2,400,000

    • 6 Beds
    • 3.5 Baths
    • 3,036 Sq Ft

    1439 Akuleana Place, Kailua, HI 96734

    This legal multi-family property (10,716 sq ft) features two spacious detached homes (a 4-bedroom/2-bath and a 2-bedroom/1.5-bath) with separate fenced yards and a large pool equipped with a removable Guardian Pool Fence. Ideal for entertaining, this setup allows you to live in one unit and rent out the other. The private walkway to the "A" home provides convenient access and privacy for both

    Marsha Forsythe Corcoran Pacific Properties

    1439 Akuleana Place, Kailua, HI 96734
  • /15

    $2,300,000

    • 3 Beds
    • 2.5 Baths
    • 2,042 Sq Ft

    325 Hamakua Dr, Kailua, HI 96734

    LOCATION, LOCATION, LOCATION – NEW ENCHANTED LAKE LISTING ON THE WATER - This well maintained 3bed/2.5bath single level home is located in desirable Enchanted Lake and features a LARGE 14,756sf lot, open floorplan, high ceilings, quiet cul-de-sac, ample storage, natural lighting, multiple fruit trees, cool trade winds, very private, beautiful pool, split AC’s, large yard, & large open lanai space

    Mark Young True Real Estate Hawaii LLC

    325 Hamakua Dr, Kailua, HI 96734
  • /25

    $2,499,000

    • 4 Beds
    • 3 Baths
    • 2,182 Sq Ft

    1182 Akuila Place, Kailua, HI 96734

    Welcome to your lakefront retreat in coveted Enchanted Lake. Tucked away on a quiet cul-de-sac, this fully renovated 4-bedroom, 3-bath home offers the perfect blend of privacy, flexibility, and modern island living. With direct lake frontage and breathtaking views of the Olomana peaks, the setting feels peaceful and picturesque from sunrise to sunset. The open-concept interior is designed for

    Robert Koncal eXp Realty

    1182 Akuila Place, Kailua, HI 96734
  • /29

    $725,000

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    75-234 Nani Kailua Dr Unit 69, Kailua Kona, HI 96740

    **Treat Yourself to a Stand-Alone Condo, with the Feel of a Single-Family Home** Welcome to a truly exceptional residence in The Pines at Kailua-Kona I—a rare stand-alone condo that lives like a single-family home and showcases unmatched pride of ownership. Thoughtfully expanded and tastefully renovated, this home has been meticulously designed to maximize space, comfort, and indoor-outdoor

    Mara Miller eXp Realty

    75-234 Nani Kailua Dr Unit 69, Kailua Kona, HI 96740
  • /30

    $940,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    75-5787 Lopeka Place, Kailua Kona, HI 96740

    Well-built, charming, and bright 3-bedroom, 2-bath home with an open-concept layout and great natural light throughout. The backyard looks out toward Hualālai Mountain and includes an outdoor shower, hot tub, and an additional access gate for convenience. A separate office space with doors that open to a front patio creates a flexible area for working from home, hobbies, or guests. The landscaped

    Melemalie Ke Go Luxe Realty

    75-5787 Lopeka Place, Kailua Kona, HI 96740
  • /25

    $7,888,000

    • 5 Beds
    • 3.5 Baths
    • 4,612 Sq Ft

    846 Mokulua Dr, Kailua, HI 96734

    Fabulous Waterfront Estate in Lanikai!! A tropical serene oasis where you can entertain with ease in multiple outdoor areas, designed for seamless indoor-outdoor living. Lounge by the pool or gather on the expansive veranda while enjoying the gentle ocean breeze, sounds of lapping waves and regular turtle visits. Once inside this solidly built home, breathtaking panoramic views of the Pacific

    Joel Cavasso eXp Realty

    846 Mokulua Dr, Kailua, HI 96734
  • /25

    $31,000,000

    • 9 Beds
    • 9.5 Baths
    • 10,326 Sq Ft

    1240 Mokulua Dr, Kailua, HI 96734

    The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Mokulua Islands from nearly every vantage point. With over 150 linear feet of ocean frontage and a private gated entrance, the estate provides an ideal blend of seclusion, security, and harmony with its natural surroundings.

    Drew Read List Sotheby's Int'l Realty

    1240 Mokulua Dr, Kailua, HI 96734
  • /25

    $3,850,000

    • 6 Beds
    • 4.5 Baths
    • 2,682 Sq Ft

    49 Pilipu Place, Kailua, HI 96734

    $125K Price Improvement!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 surf, then freshen up in your outdoor shower & start your day! In the eve, swim laps in your pool,

    Nicole Fujitani Hawaii Life

    49 Pilipu Place, Kailua, HI 96734
  • /25

    $1,900,000

    • 3 Beds
    • 2 Baths
    • 2,801 Sq Ft

    1202 Lola Way, Kailua, HI 96734

    Discover a rare opportunity in the quiet Maunawili community, tucked against the majestic Ko'olau mountain range. This 3-bedroom, 2-bath home, with a bonus den, sits on an oversized 12,090 sq. ft. lot at the end of a cul-de-sac and features one of its most unique highlights—an indoor heated swimming pool in a screened-in lanai. Large windows and sliding doors open to an expansive wraparound deck

    Tracey Stott Kelley Horita Realty LLC

    1202 Lola Way, Kailua, HI 96734
  • /22

    $17,500,000

    • 4 Beds
    • 4.5 Baths
    • 4,062 Sq Ft

    200 S Kalaheo Ave, Kailua, HI 96734

    AMAZING NEW PRICE! Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and

    Beth Chang Coldwell Banker Realty

    200 S Kalaheo Ave, Kailua, HI 96734
  • /25

    $3,155,000

    • 4 Beds
    • 2 Baths
    • 2,515 Sq Ft

    610 Milokai St, Kailua, HI 96734

    This architecturally striking home is nestled in the serene Kaimalino Neighborhood, situated in a tranquil cul-de-sac just steps from ocean access. Experience your personal oasis with a heated saltwater pool and spa in the courtyard. The property features a newly remodeled kitchen, split air conditioning, owned photovoltaic panels, and a fully-gated yard with an electric driveway gate, offering

    Ruthie Kaminskas Compass

    610 Milokai St, Kailua, HI 96734
  • /21

    $3,288,000

    • 5 Beds
    • 4 Baths
    • 3,962 Sq Ft

    676 Mokapu Rd, Kailua, HI 96734

    BEAUTIFUL FLEX HOME! Prestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathroom home offers versatile living options with possible seperate entrances, 3 bedrooms and 2 bathrooms downstairs, 2 bedrooms and 1 bathroom upstairs, plus a bonus studio area perfect for in-laws, guests, or rental opportunities. The open layout is designed for comfort and flexibility, while outdoor living

    Sean Sonoda Keller Williams Honolulu

    676 Mokapu Rd, Kailua, HI 96734
  • /25

    $4,995,000 Open Sun 3PM - 5PM

    • 4 Beds
    • 5 Baths
    • 3,908 Sq Ft

    1319 Mokulua Dr, Kailua, HI 96734

    Steps from the ocean, this stunning island retreat offers the perfect blend of luxury, comfort & convenience. Thoughtfully renovated with modern touches, the home invites you to embrace beachside living—so bring your swimsuit & paddle board; there’s ample storage for all your ocean gear. Enjoy breathtaking ocean & mountain views from this serene oasis, featuring 2 spacious primary suites, a

    Ralph Gray Hawaii Homes International

    1319 Mokulua Dr, Kailua, HI 96734
  • /21

    $50,000,000

    • 12 Beds
    • 15 Baths
    • 12,005 Sq Ft

    508 N Kalaheo Ave, Kailua, HI 96734

    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

    508 N Kalaheo Ave, Kailua, HI 96734

Home Trends in Kailua, HI

Housing Trends

Median Sale Price
$1,497,500
Median Single Family Sale Price
$1,740,000
Median Townhouse Sale Price
$980,000
Median 2 Bedroom Sale Price
$719,000
Median 1 Bedroom Sale Price
$471,999
Average Price Per Sq Ft
$1,001
Number of Homes for Sale
81
Last 12 months Home Sales
356
Months of Supply
2.70
Median List Price
$1,548,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
5%
How to Buy a Home How to Finance a Home How to Sell a Home