Homes with Pools for Sale in Kailua Beachside, HI

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70 L'orange Pl, Kailua, HI 96734

OPEN SUN, 2PM TO 5PM

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
Discover the quintessential Kailua Beach House—a charming three-bedroom, two-and-a-half-bath island bungalow nestled in the sought-after enclave of L’Orange Place. This home embodies the spirit of Hawaii’s indoor/outdoor living, with the kitchen, dining room, living room, and primary bedroom seamlessly opening to a spacious lanai, lush gardens, and a fully fenced yard. The layout ensures privacy, with two additional bedrooms located in a separate wing off the kitchen and dining area. Set on approximately 8,840 square feet of land, this property is a beach and ocean lover’s paradise. A short stroll down a private lane leads to gated beach access, revealing the pristin

$2,975,000

3 beds2.5 baths1,612 sq ft

70 L'orange Pl, Kailua, HI 96734

8,840 sq ft lot • 2 garage spots • Car-dependent

200 S Kalaheo Ave, Kailua, HI 96734

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, 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

$21,000,000

4 beds4.5 baths4,062 sq ft

200 S Kalaheo Ave, Kailua, HI 96734

0.41 acre lot • $29 HOA • Garage

17 Laiki Pl, Kailua, HI 96734

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
Welcome to 17 Laiki, now publicly available for the first time. Completed in 2022, it is one of the newest beachfront homes on Kailua Beach. Expansive and private, the home was designed as a “Modern Victorian”. The property has curated touches throughout; Parisian glass art, Murano chandeliers, and antique stained glass. Be captivated by the 180-degree ocean view of Kailua beach and the view of the Mokulua Islands of Lanikai. The property holds a 3-bedroom main house with an oceanfront living room and a large media room overlooking the pool. The large, second-story, primary suite and office are filled with unobstructed shoreline views. The Pool house with ensuite bath and the 3-

$16,800,000

7 beds6.5 baths5,902 sq ft

17 Laiki Pl, Kailua, HI 96734

0.31 acre lot • Pool • Car-dependent

145 Kaimoani Way, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
Experience the best of island living just a house away from the famed white sands of Kailua Beach. Perfectly located in a peaceful cul-de-sac within a coveted Beachside neighborhood, this single-level residence has 3 bedrooms, office/den and 2.5 baths on a generous 11,000 sqft lot. This custom-built oasis features wide-open spaces with soaring 16-foot ceilings, travertine floors, oversized windows that frame the palms. Thoughtfully designed for seamless indoor-outdoor living, ideal for entertaining or relaxing. Step outside to a private tropical sanctuary, where the sounds of ocean waves fill the air. Expansive covered lanai, pool and jacuzzi create an idyllic setting for outdoor dining or

$4,398,000

3 beds2.5 baths3,145 sq ft

145 Kaimoani Way, Kailua, HI 96734

0.25 acre lot • 2 garage spots • Pool

47 Kailuana Pl, Kailua, HI 96734

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
A legacy investment unlike any other! This oceanfront retreat lies in Kailua's most prestigious gated community. Notably selected as a holiday retreat of a former US president, the residence embodies an elite level of luxury, privacy & prestige. Set on an expansive lot of over 33,000 sf, this property is nestled between Kawainui canal & Kailua bay. The ideal single level layout is infused w/ Balinese & Hawaiian influences. Luxurious interiors flow onto spacious covered lanais w/ beautiful gardens & nature infused exteriors. Enjoy a gourmet kitchen, open beam high ceilings & AC available throughout, 5 sumptuously appointed ensuite bedrooms, plus 2 half-baths. In

$15,800,000

6 beds7 baths5,804 sq ft

47 Kailuana Pl, Kailua, HI 96734

0.78 acre lot • Garage • Pool

572C N Kalaheo Ave, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
EXCLUSIVE NEW LISTING. 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 private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar next to a pristine pool, spa, and wading pool all set

$19,800,000

12 beds15 baths14,151 sq ft

572C N Kalaheo Ave, Kailua, HI 96734

0.96 acre lot • Garage • Pool

133 Kailuana Pl, Kailua, HI 96734

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
If you're looking for a beautiful single level home close to the beach in Kailua, look no further! High end, custom finishes with a resort -style feel set this home apart. Enjoy living in one of Oahu's most sought after neighborhoods with access to world famous white sandy beach. This Kailuana home is equipped with a gourmet kitchen and 4/5 bedrooms have en-suite bathrooms. Indoor/outdoor living with a backyard that's great for entertaining.

$5,000,000

5 beds4.5 baths3,914 sq ft

133 Kailuana Pl, Kailua, HI 96734

0.27 acre lot • Garage • Pool

145/151 Kailuana Loop, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
Experience the epitome of oceanfront luxury with the unveiling of this stunning oceanfront estate - Kai Moena, "The House of the Resting Sea. " Given its namesake by the former property owner, Harry Rothschild of the Rothschild Banking Family. This rare and unparalleled legacy estate spans nearly 60,000 sq ft across two completely subdivided parcels along Kailua's world-famous beachfront. Revel in over 255 linear feet of pristine white sandy beach, the most expansive beachfront available on the island of Oahu, offering an idyllic setting that embodies both serenity and maximum privacy. The estate comprises two main residences totaling 10 bedrooms, 8 full baths, and 3 half baths.

$27,500,000

10 beds9.5 baths14,834 sq ft

145/151 Kailuana Loop, Kailua, HI 96734

1.37 acre lot • $17 HOA • Garage

144 Kaimoani Way, Kailua, HI 96734

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
This custom beachside home, built in 2000 by it's current owners, is located on a tranquil cul-de-sac with private access to Kailua Beach. The open layout and ocean-view lanai create an ideal space for modern living and entertaining. Nicely laid out as a 2 bedroom the large office will also work well as a 3rd bedroom. Constructed with durable poured concrete walls and refined finishes offer a low-maintenance beach lifestyle. Located in the desirable Kailuana neighborhood and providing easy access to Kailua town and surf spots, makes this a perfect choice for those seeking a relaxed yet convenient beach lifestyle. With a surf-friendly location and proximity to H-3 for island exploration, thi

$3,750,000

3 beds2 baths2,046 sq ft

144 Kaimoani Way, Kailua, HI 96734

7,797 sq ft lot • Garage • Pool

508 N Kalaheo Ave, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
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 on the Kailua Beachfront. The Primary Hale, boasting 6 beds and 6.5 baths within 5,835 sqft, and the Guest Hale, a companion masterpiece with 6 beds and 6.5 baths spanning 6,170 sqft, offer unparalleled living spaces designed with the perfect combination of luxury comforts and Hawaiian detail. Indulg

$50,000,000

12 beds14 baths12,005 sq ft

508 N Kalaheo Ave, Kailua, HI 96734

2.2 acre lot • Garage • Pool

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548 Kuaaina Way, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, 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!

$1,180,000

2 beds1 bath612 sq ft

548 Kuaaina Way, Kailua, HI 96734

6,050 sq ft lot • Garage • Somewhat walkable

174 Hauoli St, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, 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

$2,340,000

4 beds2 baths1,513 sq ft

174 Hauoli St, Kailua, HI 96734

0.23 acre lot • Pool • Somewhat walkable

75 Kihapai St #12, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, 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

$375,000

1 bed1 bath480 sq ft

75 Kihapai St #12, Kailua, HI 96734

$1,730 HOA • Community pool • Very walkable

602 Halela St, Kailua, HI 96734

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, 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!

$1,095,000

3 beds1.5 baths1,030 sq ft

602 Halela St, Kailua, HI 96734

5,050 sq ft lot • 2 garage spots • Very walkable

703 Kihapai Pl, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, 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, $

$1,939,000

— beds— baths2,080 sq ft

703 Kihapai Pl, Kailua, HI 96734

6,000 sq ft lot • Very walkable

771 Mokapu Rd, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, 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

$2,495,000

5 beds4 baths2,874 sq ft

771 Mokapu Rd, Kailua, HI 96734

0.26 acre lot • Garage • Pool

437 Kawailoa Rd, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
You will love this recently built Kamaaina Beach home with a modern beautiful feel. Clean, Simple, Bright and open as the trees of the Mid Pacific golf course provide you a Fresh Airy Forest feeling. The Large Upstairs lanai "Best Feature of the home" flows into an Open living and kitchen areas. Upstairs and downstairs floor plans match for flexible multi-family use. 3 bed, 2 bath upstairs and 3 bed 2 bath downstairs. There are separate entrances downstairs (4) and upstairs (2) for flexible use. This home is two lanes past Buzz's Steak House, across the street from famous Kailua Beach, on a private lane. Home was STAGED in these pictures 2 years ago. TENANT occupied. Home has Fir

$2,695,000

6 beds4 baths2,512 sq ft

437 Kawailoa Rd, Kailua, HI 96734

5,340 sq ft lot • Car-dependent

431C Kawailoa Rd, Kailua, HI 96734

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
Enjoy Aloha life in Kailua Beach! Modern and luxurious brand new house. Right across Kailua Beach Park. Minutes away from the iconic Lanikai. Total 4 bedrooms, 3.5 bathrooms. A suite of 1 bedroom, 1 bathroom with separate entrance is perfect for multi generational living or extended family/guests. Open floor plan, spacious living rooms and lanais make this sweet home a great place for sharing happiness with family and friends. Split ACs in every rooms. Carefully selected appliances combine functionality and style. EV charger is installed. Come experience this home in the heart of paradise!

$3,190,000

4 beds3.5 baths2,803 sq ft

431C Kawailoa Rd, Kailua, HI 96734

4,860 sq ft lot • Car-dependent

44-275 Kaneohe Bay Dr, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
Prime Kaneohe Bay direct ocean/bayfront property with a land area of over 29,000 square feet. This rare street-to-ocean parcel offers endless options to develop your dream oceanfront residential estate, a hideaway by the sea, or explore development options. A full array of ocean activities directly off the property or just sit back and enjoy the everchanging coastal, mountain, and bay views. Memories of days gone by exude from the existing structure known for its striking blue pagoda-style roof/architecture and rolling downslope topography to the bay. The house is in need of major repairs or to be torn down, it is all about the location. Easy access to the freeway, restaurants, shops, Kaneo

$2,995,000

3 beds3 baths1,968 sq ft

44-275 Kaneohe Bay Dr, Kailua, HI 96734

0.67 acre lot • Very walkable

315 Oneawa St, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
Experience the allure of Kailua in this beautifully renovated 5-bedroom, 2.5 bathroom home. Featuring modern amenities and split AC throughout, this residence perfectly blends contemporary living with the essence of island life. Just a short stroll away, Kailua Beach beckons with its pristine sands, ideal for sunbathing, windsurfing, and boogie boarding. Enjoy the convenience of being close to Kailua town, where you'll find a delightful array of restaurants, shops, and cozy coffee houses. After a day at the beach, relax in your luxurious bathtub before heading out to enjoy live music and entertainment in town! This home is perfect for entertaining, with ample parking for friends and fami

$1,524,000

5 beds2.5 baths1,632 sq ft

315 Oneawa St, Kailua, HI 96734

5,400 sq ft lot • Very walkable

221 B Kihapai St, Kailua, HI 96734

ABOUT THIS HOME
Home with a Pool for sale in Kailua Beachside, HI:
This is your opportunity to build your dream home in Kailua on a lot with a truly unique setting. One of just two lots being offered that back Kawainui Marsh, a nature preserve, with breathtaking panoramic views of the Koolau mountain range. The lot borders City & County land and gives you access to a canal system that eventually leads to Kailua Bay. 98.11 feet of frontage on the marsh/canal. You can go kayaking right from your backyard or just sit back, relax, put your feet up & enjoy the view. You're HOME! No one can block that view! All of this is just a short walk away from Kailua Town with its shops, restaurants, and Farmer's Market plus Kailua Beach. This is just what you'

$825,000

— beds— baths— sq ft

221 B Kihapai St, Kailua, HI 96734

5,000 sq ft lot • Very walkable

Homes with Pools for Sale in Kailua Beachside

There are currently 10 homes with pools for sale in Kailua Beachside at a median listing price of $16.8M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Kailua Beachside stay on the market for 92 days. Popular neighborhoods include Oahu Island, Lanikai Beach, Beachside, Ko'olaupoko, and Enchanted Lake. This map is refreshed with the newest listings in Kailua Beachside every 15 minutes.

In the past month, 1 home has been sold in Kailua Beachside. Find your dream home in Kailua Beachside using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Kailua Beachside are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Kailua Beachside. If you're looking to sell your home in the Kailua Beachside area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kailua Beachside with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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