Kailua Homes with Driveway Parking Features

Welcome to Kailua, a picturesque gem nestled on the eastern coast of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and vibrant community, Kailua is a paradise for those seeking a blend of relaxation and adventure. With its crystal-clear waters and gentle trade winds, this charming town offers a perfect backdrop for outdoor enthusiasts and beach lovers alike. From kayaking in the tranquil waters of Kailua Bay to hiking the scenic trails of the nearby Olomana Mountains, there's no shortage of activities to enjoy in this tropical haven.

Kailua is not just about natural beauty; it is also a thriving community with a rich cultural heritage. The town boasts a delightful array of local shops, cafés, and restaurants, making it a perfect place to savor the flavors of island life. The Kailua Farmers Market is a must-visit, offering fresh produce and artisanal goods that showcase the best of Hawaii’s bounty.

When it comes to finding your dream home in Kailua, you’ll be pleased to know that many properties feature convenient driveway parking. This amenity not only enhances your living experience but also adds an extra layer of convenience, especially in a community where outdoor activities are a way of life. Imagine returning home after a day at the beach and having a dedicated space to park your vehicle, making life just a little bit easier.

Whether you’re looking for a cozy bungalow or a spacious family home, Kailua offers a diverse selection of properties with driveway parking, ensuring you can enjoy all the comforts of home while embracing the stunning surroundings. Discover the allure of Kailua today, where paradise meets practicality!

Newest Kailua Homes with Driveway Parking Features

$2,200,000

4 Beds ⋅ 4 Baths ⋅ 202615042 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes four bedrooms, four baths, two kitchens, and two living room rooms! Inside, enjoy a spacious open-concept layout with high ceilings, creating a bright and airy feel throughout. The home features Koa hardwood cabinets, solid wood flooring, luxury vinyl plank, granite flooring, split AC units, and two modern kitchens with stone countertops, a large waterfall art piece made of slate and copper, brand new Kitchen Aid appliances and brand new solar hot water heater. Perfect for everyday living and entertaining. The permitted ohana unit can be separated into a 1-bedroom, 1-bath living area, ideal for extended family or guests. Step outside to a large private, lush backyard, perfect for relaxing or hosting while taking in the surrounding greenery. Fruit trees include: avocado, apple banana, dessert banana, papayas, Noni, and Ah Ping mango. Landscaping includes Hala trees, Areca palms, giant birds of paradise, plenty of open space for entertaining. A rare opportunity to own a move-in ready home at this size and price in highly desirable Kailua. Owner is listing agent.

823 Halula Place, Kailua

$1,729,000

4 Beds ⋅ 4 Baths ⋅ 202615230 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Beautifully appointed 4-bedroom, 3.5-bath home offering spacious living, stunning mountain views, and an ideal indoor-outdoor Hawaii lifestyle. The thoughtfully designed floor plan includes one bedroom and full bath conveniently located downstairs, perfect for guests, extended family, or a private retreat. Owned PV and split A/C's are an additional plus. The bright, open-concept living area features soaring ceilings, abundant natural light, warm terracotta tile flooring, and beautiful architectural details. Multiple living spaces flow effortlessly together, creating an inviting setting for both everyday living and entertaining. Step outside to the expansive, level lawn, surrounded by lush tropical landscaping and framed by a white fence. Enjoy sweeping views of the majestic green mountains and the peaceful natural beauty beyond. With its flexible floor plan, generous outdoor space, and spectacular setting, this exceptional home captures the best of comfortable island living and effortless entertaining.

1622 Paukiki Street, Kailua

$2,980,000

4 Beds ⋅ 2 Baths ⋅ 202612669 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Rare opportunity to own in the Kailua Beachside neighborhood of Kainalu Park w/private beach access! Enjoy the best of island-style living in this single-level home located just minutes from Kailua Beach & popular “Castles” surf spot. This spacious home features 4 beds/2 baths plus a large bonus room ideal for family/dining area, home office, playroom or potential extra bedroom. Situated on a generous 11,800 sqft lot, the large backyard & covered lanai provide plenty of room to create your own tropical retreat w/lush landscaping, outdoor living, and a pool. Lovingly cared for & well maintained, this home was updated around 1995 & has been improved as needed over the years. It has great bones & provides the perfect opportunity to add your own personal touches while enjoying the coveted Kailua Beach lifestyle. Major improvements include a new roof in 2017 & new luxury vinyl flooring throughout in 2022. Conveniently located near Kailua Town, Aikahi Shopping Center, schools, restaurants, shops & everyday amenities. Currently tenant occupied but moving out 8/16/26. Private showings only. Vacant photos taken in 2022 prior to tenant occupancy & have been enhanced/virtually staged.

162 Kailuana Loop, Kailua

$1,580,000

3 Beds ⋅ 2 Baths ⋅ 202612434 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM

NEW LISTING! Beautifully updated 3 bedroom, 2 bath single-level home with stunning Koolau mountain views in a peaceful neighborhood setting. This Enchanted Lake charmer sits on a level 7,500-sqft lot and features a newly renovated kitchen, 25 owned PV panels, and a spacious flex room that's great for guests or entertaining. Bright-and-airy living room features new tile flooring that leads to a wide-open kitchen with a welcoming breakfast bar, luxurious African Canyon granite countertops, stainless steel appliances and farmhouse sink. The primary suite includes direct backyard access and a large walk-in closet. Enjoy indoor-outdoor living from the fully fenced yard with cool trade winds, natural shade, and a plumeria tree that adds to the relaxed island ambiance. Additional upgrades include high open-beam ceilings, multiple split ACs, fresh exterior paint and an EV outlet at the spacious carport. Located in a walkable neighborhood with ample street parking and easy access to Kailua Town, Kailua Beach, Lanikai Pillbox, Mid-Pacific Country Club, schools, shopping and freeways. Don’t miss this Windward gem!

903 Alahaki Street, Kailua

$1,600,000

9 Beds ⋅ 4 Baths ⋅ 202615061 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Rarely available, massive Kailua opportunity! This highly versatile property boasts an impressive 9 bedrooms and 4 bathrooms, featuring 2,823 sq ft of interior living space situated on a generous 7,500 sq ft lot. Perfect for multi-generational living or a high-yield investment. The entire home has been beautifully refreshed from top to bottom with brand new vinyl flooring, fresh interior and exterior paint, and sleek stainless steel appliances. Best of all, it comes equipped with 24 owned solar PV panels to keep electricity bills low year-round. Nestled in an incredibly convenient pocket of the Windward side, you are just down the street from a vibrant mix of dining options, local eateries, and major grocery hubs. Kailua is a world-famous, laid-back beach town renowned for its pristine turquoise waters, active outdoor lifestyle, and charming boutique core. Commuters will love the strategic location, placing you just minutes from the Pali Highway for a quick, seamless drive over the mountain into Honolulu. Don't miss this turnkey gem!

1225 Ulupii Street, Kailua

$2,498,000

3 Beds ⋅ 2 Baths ⋅ 202615055 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

139 Hauoli Street, Kailua

$2,185,000

4 Beds ⋅ 3 Baths ⋅ 202614657 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow the cool ocean breezes to flow through. Large front windows overlook a welcoming tropical garden. There’s something for everyone! A large gourmet kitchen, open floor plan, sparkling tiled pool, indoor laundry, attached garage with workshop area, 4 bedrooms and three full bathrooms. Included in the 4 bedrooms is a studio with private entrance, kitchen, washer/dryer and ensuite bathroom totally separate from the rest of the house! Room for all and great for multi-generational living or long-term rental income. Ideally located with close proximity to Aikahi elementary school, Kalaheo High School, Aikahi Shopping Center, Kaneohe Marine Corp Base, H-3, Kailua Beach and mere minutes from Kailua town. Outside, a shower is conveniently located for washing off the beach sand and toys. The grounds surrounding the house are filled with beautiful Hawaiian flora, green grass lawn and mango, avacado and starfruit trees. On a quiet night you can even hear the sound of the breaking waves!

361 Iliaina Street, Kailua

$1,699,000

3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, split AC, double wall construction, leased PV on tile roof. 2 car garage. Minutes to Kailua Beach. From this house in Hillcrest, the views arrive at your windows. 180 degrees of Kailua, windward O'ahu, Enchanted Lake unobstructed from nearly every room. Sunrise over water, sunsets behind the Ko'olaus. Enjoy fruit trees and puakenikeni. Open the interior stairwell and it’s one home — 1,950 sq ft, 3 bed, 2.5 bath, primary on the main level overlooks the front garden, oversized closet, dedicated laundry. Leave it closed and the lower level stays a private one bed, one bath rental with its own entrance and lanai. The floor plan can change. The expansive views never will.

1312 Aupapaohe Street, Kailua

$988,000

3 Beds ⋅ 1 Baths ⋅ 202614578 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Rarely available corner lot. New electrcial rewiring and panel done in 2025.

1037 Kina Street, Kailua

$1,980,000

5 Beds ⋅ 3 Baths ⋅ 202610133 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM

Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear neighbors and a beautiful hillside backdrop, this 5-bedroom, 3-bath home has remained in the same family for nearly six decades. With endless potential, it offers an ideal opportunity for multi-generational living or update a well-built home in an exceptional location. The expansive covered lanai opens to the lush backyard creating the perfect space for effortless island-style living, whether you’re relaxing in privacy or entertaining family and friends. Positioned at a higher elevation, the home naturally captures cooling trade winds and Koolau mountain sunsets. Located in one of Oahu’s most sought-after communities, this unique property must be seen to fully appreciate its scale, privacy, and setting. Schedule your private showing today. Number of bedrooms listed doesn't match tax records. Buyer to do their own due diligence. House has alarm system. Must have confirmed appointment before showing. Appraisal valued at $1,950,000 (March 2024). Open house Sunday, August 16 from 2 to 4 PM.

970 Apokula Place, Kailua

$1,550,000

4 Beds ⋅ 2 Baths ⋅ 202614500 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM

Beautifully remodeled in 2009, this 4-bedroom, 2-bath home combines quality finishes with the peaceful setting of Maunawili. The light-filled, open floor plan features elegant travertine flooring throughout and a spacious primary suite with brand-new carpeting and double closets. The beautifully appointed kitchen showcases African Mahogany shaker cabinetry, granite countertops, Bosch appliances, a gas cooktop, and a wine refrigerator. Both bathrooms have been tastefully upgraded, with the primary bath featuring a new walk-in shower and the hall bath featuring custom African Mahogany cabinetry. Split A/C units provide added comfort, while the two-car carport offers convenient covered parking. Situated on an expansive 8,000+ sq. ft. lot, lush tropical landscaping creates a private, tranquil setting ideal for relaxing or entertaining. Enjoy the quiet charm of Maunawili with convenient access to Kailua Town, hiking trails, parks, and major commuter routes. A wonderful opportunity to own a beautifully maintained home in one of Windward Oahu's most desirable neighborhoods.

1176 Lunaai Street, Kailua

$4,995,000

4 Beds ⋅ 4 Baths ⋅ 202614221 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM

RARE DUNE CIRCLE OPPORTUNITY WITH PRIVATE BEACH ACCESS. Beautifully crafted custom single level island residence on highly coveted Dune Circle, this exceptional property is the only non-beachfront home currently available in this coveted beachside enclave. Enjoy private beach access just across the street to the world renowned shores of Kailua Beach. Exceptional quality & timeless island inspired design blend seamlessly w/an expansive indoor/outdoor floor plan. The Great Room features hardwood floors, dramatic vaulted open truss ceilings w/tongue & groove detailing & an exceptional chef's kitchen w/coastal inspired custom cabinetry, prof. stainless steel appliances, wraparound butcher block countertops, striking natural stone island w/ beverage center. 4 spacious bedroom suites feature vaulted ceilings w/custom wood detailing & plantation shutter doors & open to wraparound lanais w/random pattern lava stone decking, expansive grassy lawn areas, mature tropical landscaping & natural coral privacy walls. A brand new standing seam metal roof completes this exceptional residence just moments from Kailua's turquoise waters, white sand beaches, boutique shopping, cafés and restaurants.

343 Dune Circle, Kailua

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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.