Homes with Pools for Sale in Kailua, HI

Home with a Pool for sale in Kailua, HI:

JUST LISTED! Incredible opportunity to own a charming 3 BR/1 BA single family home on a quiet street in the popular neighborhood of Keolu Hills in Kailua. This home features an open concept floor plan, spacious living area, and large picture windows that provide incredible views of the Olomana and Koolau mountain ranges, as well as beautiful sunsets on a daily basis. Bonus features include a rear lanai and shed in the back of the property. Conveniently located just minutes from Enchanted Lake Shopping Center and Kailua Beach Park, this property is perfectly situated for you to enjoy that Kailua lifestyle you've been dreaming about. Here is your chance to own a single family home in Keolu H

Home with a Pool for sale in Kailua, HI:

Welcome to Lanikai of the past. The quiet side of the loop, away from the rental cars, the hikers and beach goers. Located in the final block of prestigious Mokulua Dr. Enjoy the beautiful beach home which was meticulously restored with classic touches of a bygone era. The home is just yards from a small secluded beach or make your way to the main beach of Lanikai. Come home from the beach and enjoy the updated kitchen with high end appliances with all the charm of 1940’s beach cottage. The home sits on a large level lot which includes a large storage shed, perfect of ocean toys, a one-car carport and a separate cottage in the back. Split AC through out cool the main home.

Home with a Pool for sale in Kailua, HI:

Welcome to your beautiful new home—just 37 stairs away from your own slice of paradise! This lovely single-family house features two spacious bedrooms and two bathrooms, making it perfect for comfortable living. As you enter, you’ll be greeted by an open living area that is filled with natural light and connects beautifully to the kitchen. The kitchen offers lots of counter space and a versatile portion that converts into a desk, along with a rolling kitchen island that matches the decor, providing you with the flexibility to adapt the space to your needs. The wrap-around lanai is the ideal spot to take in breathtaking sunrise and ocean views while enjoying the tropical breeze.

Home with a Pool for sale in Kailua, HI:

Come and discover this delightful 2BR/1 BA cottage with low maintenance living. Perfect for first-time homebuyers, downsizers, or those looking for a peaceful alternative to condo life. Enjoy the freedom of your own yard, perfect for gardening, pets, or entertaining, all without HOA fees or shared walls! The enclosed, spacious yard provides room to relax, play, or even expand, giving you flexibility and future potential not found in condo living. Conveniently located in Coconut Grove, it is within close proximity to all of the amenities that Kailua has to offer. This charming cottage is a must see!

Home with a Pool for sale in Kailua, HI:

EXCELLENT New Price! KEY WORDS ARE VERSITILITY & VALUE! This beautiful home has an exceptionally versatile floorplan for current & future options. Mostly single level living & ideal for a large family, multigenerational-family living, separate rental options + home office space. The main single level living areas includes 3+ bedrooms, 3 bathrooms connecting to a spacious flexible area that includes additional bedrooms, bath, wet bar/dining area. The second-floor rooms are also flexible spaces for a 4th bedroom adjacent to an additional living room with a wet bar area - both privately on the right of the home. Located in the coveted Kukanono Neighborhood, with rare rim loca

Home with a Pool for sale in Kailua, HI:

Welcome home to your tropical oasis This exquisite high-rise condo offers an unparalleled blend of luxury and convenience. At almost 1000 sq ft, this residence features a spacious primary bedroom, a second bedroom currently used as a sitting room, and two beautifully renovated bathrooms, including a primary ensuite with a separate shower. The condo features a contemporary living space enhanced by floor-to-ceiling windows that fill the home with natural light and provide breathtaking ocean views. The open layout seamlessly connects the living area to a modern, fully renovated kitchen and dining area, perfect for entertaining or enjoying a quiet evening at home. Stylish new luxury vinyl floor

Home with a Pool for sale in Kailua, HI:

Great opportunity to own a custom home without the custom price! Ready to make your own, this 4/3 home needs your personal touch and is truly a Diamond in the Rough. Boasting beautiful ocean views from Living Room & Primary Bedroom with a flowing floor plan that is great for entertaining, open and spacious. Property does have in-ground pool and stand alone spa area on covered lanai. Lender-owner property sold as-is. No repairs will be completed. Contact your Realtor today to see this Jewel before it's gone!

Home with a Pool for sale in Kailua, HI:

Welcome to your private oasis in Kailua! Enjoy indoor-outdoor living at its best in the quiet neighborhood of Keolu Hills. This beautifully crafted home comes with 3 living areas, all with its own entrances. Live in one and have family visit and stay in the other spaces, or great for rental potential. The main house has spectacular views of Kailua and the ocean from your private rooftop space. Over 1,000 sq ft of covered lanai throughout to appreciate the tropical landscape and privacy in the back overlooking the pool. The main house includes a very large primary bedroom and en suite bathroom that invites you to escape for moments of seclusion with a soaking tub, an area to lounge and watch

Home with a Pool for sale in Kailua, HI:

Classic Island home in Coconut Grove, Kailua. This 3 bedroom 1 bath house has a new Vinyl fence, fresh sod, Landscaping and sprinkler system. Minutes from Kailua Beach, Kailua town, Shopping and restaurants. Priced to sell; with tons of potential.

Home with a Pool for sale in Kailua, HI:

Solid Masonry Home in Coconut Grove Kailua. This spacious 2 bedroom 1 bath home has a new vinyl fence and landscaping. Minutes from Kailua Beach, Kailua Town, shopping and restaurants. Priced to sell with tons of potential. Property has natural gas for cooking and water heater. See it today!!!!

Home with a Pool for sale in Kailua, HI:

Experience elevated island living in this beautifully updated top floor unit located in the desirable Poinciana Manor in the heart of Kailua town. Nestled in a serene, lush setting, this move-in ready unit offers a tranquil retreat with the perfect blend of comfort and convenience. This home boasts a vaulted ceiling in the dining area, creating an open and spacious feel. The updated kitchen is equipped with modern appliances and ample counter space, perfect for cooking and entertaining. The primary bedroom is a peaceful sanctuary, complete with an en-suite bathroom for added privacy and accessibility. The second bedroom is equally spacious, perfect for guests or a home office. Both bathroom

Home with a Pool for sale in Kailua, HI:

Serene, private and very pretty . .. this 3-bedroom, 2-bath lagoon front condo in Windward Harbor boasts 1,200 square feet with 2 secure covered parking stalls. We are bright and airy, freshly painted, bamboo flooring, featuring large windows, tall ceilings and a spacious lanai that provides tranquil views of the lush lagoon and cascading waterfall that encircle the building—a perfect spot to relax and unwind. The primary bedroom w ensuite bath features travertine flooring, stone countertops, and a new white subway tiled shower enclosure. Great layout design, including a full-size washer and dryer, and the primary bedroom is away from the guest rooms for more privacy. Residents enjoy

Home with a Pool for sale in Kailua, HI:

Welcome to your new retreat at Windward Passage! This 1-bedroom, 1-bathroom condo offers 737 square feet of comfort, with breathtaking panoramic Ko'olau Mountain views. Enjoy the convenience of this fantastic location, close to Kailua town shopping, restaurants and iconic Kailua beach! On site resident manager, 24-hr security, in-unit washer/dryer & surfboard/bike storage. This building has it all and is pet friendly with a dog run! Dive into the pool, unwind in the hot tub, or workout in the fitness center, complete with sauna. With parking and a storage unit included, this home has everything you need for a relaxed lifestyle. Seize the opportunity to own in this prestigious building

Home with a Pool for sale in Kailua, HI:

Discover this spacious 7-bedroom, 4-bath home in the desirable Olomana neighborhood. With ample living space for families or guests, this residence is perfect for your needs. It's conveniently located just minutes from Kailua Town, Castle Hospital, and highway access, making commuting a breeze.

Home with a Pool for sale in Kailua, HI:

Welcome to a newly renovated home a block to Kalama Beach Park located in a highly desirable neighborhood of Kalama Tract. This one story home with vaulted ceilings boast 4 bedrooms, 2 baths and a bonus room that can be used as an office/den, yoga/exercise room or an art studio. Other features include shaker cabinets, quartz countertops, stainless steel appliances, beverage fridge, pantry, tile & LVP flooring, ceiling fans, split AC, soaker tub and updated electrical & plumbing. Primary bedroom with sliding door opens out to a large brand new hot tub where you can enjoy private time to unwind & relax or spend time with family and friends. The expansive and spacious outdoor

Home with a Pool for sale in Kailua, HI:

Live the Kailua lifestyle in this renovated 2 bedroom, 1.5 bathroom unit with 1 parking stall in the pet friendly, Koolau Vista. Top floor unit with lots of natural light and no one above you. Unit is in move in condition and ready for new owners. Lots of upgrades including newer kitchen cabinets with granite countertops. Popcorn ceiling has been removed which gives the unit a much more modern feel. Wood laminate flooring throughout the downstairs with brand new carpet upstairs. The interior has been freshly painted as well plus there is a washer and dryer in the unit. Just around the corner you will find all the neighboring shopping and restaurants without the need to drive. Located just m

Home with a Pool for sale in Kailua, HI:

This beautiful, two homes in one style home, with a potential studio downstairs, is located on a quiet, private road on a remote hilltop with over 15,000 Sq Ft of land in Kailua. This lovely home has multiple living possibilities as a one or two unit home; one unit is a six bedroom and the second unit a four bedroom. Both with a total of 5 full baths plus 2 half baths. There are two spacious garages on each end, with large decks skirting the back of the home overlooking the gorgeous Ko'olau mountains and ocean. The backyard has a huge breadfruit tree with plenty of space for children to play. There are not many homes of this size and in such a lovely setting with views from all rooms. This

Home with a Pool for sale in Kailua, HI:

Welcome to this beautifully renovated 2-bedroom, 2-bath ocean view condo in Windward Passage! This spacious unit features parking for two vehicles and additional storage space, making it perfect for your lifestyle needs. Enjoy a host of amenities, including a tennis court, racquetball court, dog park, BBQ area, and a heated pool—ideal for relaxation and recreation. Safety and security are paramount, with a dedicated security guard on-site. The building is pet friendly. The convenience of an in-unit washer and dryer adds to the appeal. Located just moments from Kailua town, you'll have easy access to a variety of shopping centers filled with fantastic restaurants and shops, as well as

Home with a Pool for sale in Kailua, HI:

Welcome to live in this stunning home with the golf course next to the backyard. Discover your dream living in one of Kailua's most sought-after enchanted lake neighborhoods on a very quiet and safe street! This beautiful house sits on a spacious, nearly level lot of 11,747 sq. ft. , providing ample room for outdoor activities, relaxation, gardening, or future expansion. Located in close proximity to the iconic Kailua Beach and Lanikai Beach, the famous Lanikai Pillbox hiking trail, this home offers the perfect blend of relaxation and outdoor adventure. There are a total 2218 sq. ft living areas. In addition to 1,774 sq. ft. main living area, it includes a bonus 324 sq. ft. office or guest

Home with a Pool for sale in Kailua, HI:

Experience the perfect blend of comfort and serenity in this 4-bedroom, 2-bath home with breathtaking Koolau Mountain views. Highlights include a stylish kitchen, tranquil screened-in lanai, and a private hot tub off the primary suite. Enjoy energy efficiency with an owned photovoltaic system and 3 Tesla batteries, plus full air-conditioning for year-round comfort. The fully fenced backyard boasts a koi pond, raised garden beds, and space to expand. Conveniently located near the Kawainui Marsh trailhead with easy H-3 access, this home is a rare gem. Schedule your tour today!

Home with a Pool for sale in Kailua, HI:

Open House Sun 12/15, 2-5pm. Rarely available 5BR/3BA home with a 2 car garage in Kailua for under $1.5M! Meticulously designed and renovated with luxury touches throughout such as; Cambria quartz counters, double waterfall island, under cabinet lighting, marbled bathrooms with floating solid white oak cabinet doors. Downstairs conveniently has a bedroom & full bath. You are greeted with a large enclosed patio and two upstairs lanai's totaling approx. 477s. f. of outdoor space. Ample storage including 2 attic spaces and Harry Potter closet under the stairs. Located on “Road 1” of the 10 acre lake front planned development. The preferred road where the heated pool, BBQ area

Home with a Pool for sale in Kailua, HI:

BEAUTIFUL! Desirable rarely available Windward Cove end-unit home with landscaped tropical views & lovely designer aesthetics throughout. Floor-to-ceiling windows offer premiere tropical garden views of Windward Cove's beloved palm garden & koi ponds. NEW contemporary kitchen with Samsung Bespoke Induction range & LG QuadWash dishwasher. Premium line cabinetry with under-counter lighting, Calacatta quartz countertops, champagne subway tile surround, & deluxe Kohler sink & accessories. GORGEOUS Engage Genesis commercial-grade luxury vinyl plank flooring throughout. Freshly painted interior with coastal designer neutral palette. Expansive roof-top lanai is perfec

Home with a Pool for sale in Kailua, HI:

HUGE VALUE!!! Welcome Home to this highly sought after Aikahi Gardens 3 bedroom townhouse with 2.5 baths! The kitchen, bathrooms, floors, windows and floors were renovated in 2019. To top it off we are priced $35K below comps!!! Inside you'll find a gorgeous kitchen with stainless appliances and beautiful solid wood cabinetry. The large open concept living room and dining area with lots of light and plus a laundry room with a half bath! Upstairs is a spacious primary bedroom with a balcony, walk in closet, AC and updated ensuite bathroom. Down the hall are two bedrooms with full size closets and peek a boo ocean views! They share a full hall bathroom! Home features upgraded double insul

Home with a Pool for sale in Kailua, HI:

Discover this unit nicknamed "The Waena, " a beautifully upgraded 1-bedroom, 1-bathroom condo with 1 dedicated parking space, perfectly situated in the heart of Kailua. This stunning unit has been meticulously renovated for the discerning buyer, featuring brand-new floors, countertops, light fixtures, washer, dryer and appliances. This intimate complex boasts a refreshing pool, perfect for those days when you prefer to relax at home. When you're feeling more adventurous, hop on your bike and take a short ride to the pristine white sand beaches that make Kailua world-renowned. Live your best life just minutes away from everything you need – Whole Foods, UFC Gym, and a variety

Home with a Pool for sale in Kailua, HI:

Fully Renovated Kailua Corner Property on a large lot boasts luxurious finishes and functional design! Don’t miss out on this over 9,000 sq ft front, side, and backyard home with room to expand! Rarely available in the ideal ENCHANTED LAKES NEIGHBORHOOD, this single-story residence prioritizes open-concept living with modern finishes. The dream kitchen features white oak cabinets, top-notch appliances, and a beautifully designed butler’s pantry transitioning into the internal laundry room. The floor plan emphasizes easy entertaining, with a bar area, wine chiller, floating shelves, and living room views of the Ko‘olau Mountains. Retreat to the primary bedroom, complete wit

Home with a Pool for sale in Kailua, HI:

Location location! Lanikai living at an affordable price. Enjoy island lifestyle at its best in this resort style home with 3BR/2.5BA in the gated Bluestone community. This home is perched on the hillside overlooking the Koolau’s and ocean, while providing added privacy. Also located by the heated pool, whirlpool, sauna, BBQ area, tennis/pickle ball courts, & board racks. Renovated with care and a layout that feels spacious. You are greeted at the entrance with a breakfast room, half bathroom and modernized kitchen. The grand ceilings open above the dining room area transitioning to the living room and leading to one of two covered lanais with views and additional retractable awn

Home with a Pool for sale in Kailua, HI:

JUST IN! Up to $20,000 in seller concessions are NOW available for your closing costs or interest rate buydown! Welcome to Windward Cove, your own personal oasis in Kailua Town! This delightful three bedroom, two bath apartment is a true sanctuary. Enjoy serene mornings and tranquil evenings in this pet-friendly complex, surrounded by lush gardens and the soothing sounds of nearby fountains. The dining and living room area are equipped with recessed lighting and entertainment center. The primary ensuite has ample storage coupled with access to your private lanai. Enjoy entertaining your friends with Windward Cove's wonderful amenities that include a rooftop pool, whirlpool, and multiple bar

Home with a Pool for sale in Kailua, HI:

Like-New and Ready to Impress! This completely remodeled home feels brand new, offering modern design, high-end finishes, and exceptional value. Featuring a versatile flex space, it can be used as a family room, mother-in-law’s quarters, or a rental unit—perfect for added comfort or income potential. Every detail has been thoughtfully upgraded, making this home a perfect blend of style and function. Experience the benefits of new construction without the wait—move in today and enjoy a fresh, modern lifestyle with incredible flexibility

Home with a Pool for sale in Kailua, HI:

Welcome to Kailua! This welcoming 3 bedroom, 1.5 bath single level home is conveniently located in the heart of Kailua Town, in the Coconut Grove neighborhood. Kailua is a vibrant town with fun shops, dining spots, entertainment and so much more. Minutes to Kailua, Kalama and Lanikai Beaches, as well as hiking trails and biking. This home has been freshly painted, new carpet and vinyl flooring, and tent fumigated. Enjoy this spacious level lot, ideal for gatherings and relaxation. Don’t miss out on this opportunity to view this home and call it your own!

Home with a Pool for sale in Kailua, HI:

A2 zoned 6,000sq ft lot with two duplexes (4 units total, current total rental income $8,675 per month) just a few blocks away from Kailua town. Beautiful mountain views and Maunawilli stream frontage. Walking distance to shops and restaurants, easy access to the Pali Highway. Each unit is a 2bed/ 1bath. 4 electric meters, recently applied for permitting to upgrade all 4 electric meters to 100amp each. One water meter, recently upgraded all water supply lines to copper. The average rent per unit currently is approx $2,169/month. Some rents are below market value. Great tenants, all of them currently are on month-to-month leases and would love to stay. Current monthly expenses: $400 water, $

Home with a Pool for sale in Kailua, HI:

Looking for an investment property with steady cash flow or an owner occupant property in great condition. Consider this unit at the waterfront community of Enchanted Lake in Kailua which is peaceful, pet friendly, has resort like amenities and is just minutes to Kailua Town shops and restaurants. For the investor, this townhouse comes with 4 tenants on 12 month leases earning $8670 per month in gross monthly income; For the Owner Occupant, the seller will consider ending current leases early to facilitate owner occupancy for an acceptable offer. The property floorplan has been successfully modified from current tax records and renovated to maximize rental income (4 beds and 4 associated ba

Home with a Pool for sale in Kailua, HI:

ASSUMABLE LOAN WITH 2.25% INTEREST RATE AVAILABLE! Discover your dream home in the highly desirable Yacht Club Knolls community! Imagine waking up every day to panoramic views of Kaneohe Bay! This amazing 3-bedroom, 2-bath townhome features a spacious first-floor primary suite that opens to a private lanai perfect for enjoying your morning coffee. Open-concept living and dining areas flow seamlessly to a covered lanai, an ideal space for entertaining or enjoying peaceful evenings while taking in the stunning sunsets. Wonderful luxury kitchen featuring custom cabinetry with ample storage, granite countertops. Large windows that showcase the breathtaking bay views. Proximity to Kailua and Ka

Home with a Pool for sale in Kailua, HI:

OPEN HOUSE on SUNDAY 12/15 from 2-5pm. Seller is offering a one year interest rate buy down for the first two homes sold! Welcome to your dream home in the enticing Enchanted Lake neighborhood of Kailua, Hawaii! This brand-new construction boasts impeccable craftsmanship and thoughtful design throughout. Step into a spacious and airy living area that seamlessly flows into a modern kitchen, creating the perfect space for entertaining family and friends. The kitchen is equipped with top-of-the-line appliances and stylish finishes, making it a culinary haven. With 3 bedrooms and 2.5 baths, this home offers ample space for comfortable living. As well, there is a flex space making for a great o

Home with a Pool for sale in Kailua, HI:

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 entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua

Home with a Pool for sale in Kailua, HI:

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 remodeled and upgraded. Situated on a large 11,280 sq. ft. lot, special features include a 2nd floor 2/1 Ohana unit with a full kitchen, washer/dryer, and a separate entrance; P/V panels with battery storage, split air conditioning throughout, and a spacious attached 2 car garage with extra storage. The fully fenced backyard with a swimming pool, tropical landscaping with auto sprinklers, and covered lanai is perfect for enjoying Hawaii's year-round