View All Kailua HI Mid-Century Modern Homes Listings
Discover a rarely available mid-century modern retreat in beachside Kailua. First time on the market. This single-level home showcases timeless design, featuring a classi...
- 4 Beds
- 2 Baths
- 202613516 MLS
- FS - Fee Simple Tenure
- 10 DOM
Set on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island retreat captures the charm and spirit of old Hawai‘i. Nestled at the peaceful end o...
- 4 Beds
- 4 Baths
- 202611655 MLS
- FS - Fee Simple Tenure
- 34 DOM
Beautifully renovated mid century modern Kailua beach house with room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous whi...
- 4 Beds
- 4 Baths
- 202609693 MLS
- FS - Fee Simple Tenure
- 52 DOM
Charming 3-bedroom, 1-bath home in the Keolu Hills neighborhood of Kailua. This property offers classic mid-century character with redwood walls, canec ceilings, and orig...
- 3 Beds
- 1 Baths
- 202524562 MLS
- FS - Fee Simple Tenure
- 58 DOM
Experience Iconic Beachside Living at 28 Pu‘ukani Place, Kailua. Nestled on a private road in one of Hawaii’s most coveted coastal communities, this mid-century modern tw...
- 3 Beds
- 3 Baths
- 202516766 MLS
- FS - Fee Simple Tenure
- 31 DOM
NEWLY PRICED! Kailua Beachside Living at 101 Kailuana unlocks the Lifestyle you’ve been dreaming of! Rare Large Lot with Pristine Pool. Enjoy Beach Access by Fob to Surf...
- 4 Beds
- 3 Baths
- 202519042 MLS
- FS - Fee Simple Tenure
- 176 DOM
Located in the highly desirable Kailua beach community, this spacious mid-century modern, single-level home offers 1,828 square feet of relaxed island living. Designed wi...
- 4 Beds
- 2 Baths
- 202515758 MLS
- FS - Fee Simple Tenure
- 58 DOM
Imagine waking to the soothing rhythm of waves, stepping onto your private lanai, and gazing out at the iconic Mokulua Islands—this dream becomes your daily reality at th...
- 3 Beds
- 4 Baths
- 202517939 MLS
- FS - Fee Simple Tenure
- 311 DOM
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...
- 5 Beds
- 3 Baths
- 202506508 MLS
- FS - Fee Simple Tenure
- 99 DOM
Welcome home to resplendent and world-renowned views of sweeping turquoise waters, iconic Mokulua Islands, and spectacular sun and moon rises. Light filled ambiance and ...
- 3 Beds
- 3 Baths
- 202507966 MLS
- FS - Fee Simple Tenure
- 197 DOM
PRICE IMPROVEMENT! Best value in Kailua. This rare offering showcases a prime location--steps to Kailua Beach Park, Kalapawai Market, Island Snow, and more. The area feat...
- 5 Beds
- 3 Baths
- 202506923 MLS
- FS - Fee Simple Tenure
- 275 DOM
Offering the perfect blend of style and comfort, 120 Kuupua is a rare & private retreat in the heart of Kailua. This home seamlessly merges mid-century architectural char...
- 4 Beds
- 3 Baths
- 202505284 MLS
- FS - Fee Simple Tenure
- 81 DOM
Mid-Century Modern luxury seamlessly blends with island living, in Kailua's desirable Kaimalino neighborhood. This beautifully remodeled single-level home, with attached ...
- 4 Beds
- 3 Baths
- 202502693 MLS
- FS - Fee Simple Tenure
- 49 DOM
Privacy lovers & golfers dream! Mid century Lanikai hillside retreat perfectly situated next door to Mid Pacific Country Club. This light & bright home is perfect for fam...
- 4 Beds
- 3 Baths
- 202424702 MLS
- FS - Fee Simple Tenure
- 70 DOM
Kailua Hawaiian Mid-Century Modern home mere steps away from the beautiful white sand beaches and inviting turquoise waters of Kalama beach! This spacious 3-bedroom, 3-b...
- 3 Beds
- 3 Baths
- 202400595 MLS
- FS - Fee Simple Tenure
- 119 DOM
This Lovely Home, with Magnificent Views of Mount Olomana, is what Kailua Dreams are made of. Resting in a quiet cul-de-sac, this Mid-Century Modern Beauty has been lovin...
- 3 Beds
- 2 Baths
- 202313169 MLS
- FS - Fee Simple Tenure
- 45 DOM
Welcome to this stunning home located on Enchanted Lake, Kailua. This home, was built in 1968 and designated the "Formica Home of Tomorrow!" Today it offers a blend of ti...
- 4 Beds
- 2 Baths
- 202424320 MLS
- FS - Fee Simple Tenure
- 40 DOM
Located just three houses from iconic Kailua Beach, this vintage family retreat, built in 1953 and lovingly maintained by its original owners, embodies the timeless charm...
- 4 Beds
- 2 Baths
- 202403251 MLS
- FS - Fee Simple Tenure
- 49 DOM
Step back in time and embrace kama’aina beach living in Tutu’s Hale, a cherished mid-century 4/3 Beachside Kailua home, situated just two homes away from the confection-s...
- 4 Beds
- 3 Baths
- 202317515 MLS
- FS - Fee Simple Tenure
- 48 DOM
Welcome home to 513 Paopua Place, nestled in the heart of Enchanted Lake! Located in one of Kailua’s most sought-after neighborhoods, this mid-century modern home offers ...
- 3 Beds
- 2 Baths
- 202414605 MLS
- FS - Fee Simple Tenure
- 92 DOM
Your Kailua oasis awaits with this newly renovated home located on a prime street in Kalaheo Hillside. This transformative remodel evokes a mid-century modern and Japanes...
- 4 Beds
- 2 Baths
- 202410661 MLS
- FS - Fee Simple Tenure
- 72 DOM
4 Five 7 Iliaina is more than a home, it's a sanctuary. It’s apparent the moment you enter & are surrounded with Zen inspired indoor/outdoor living. Inside the walled ent...
- 3 Beds
- 2 Baths
- 202423582 MLS
- FS - Fee Simple Tenure
- 62 DOM
Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Kailua, HI · Curated MLS Search
Mid-Century Modern Homes in Kailua, HI
An editorially curated view of every active mid-century modern homes listing in Kailua, HI. Updated in real time from the local MLS, presented without the noise.
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