Beachside Real Estate

Welcome to Beachside, a hidden gem nestled in the heart of Kailua on the beautiful island of Oahu, Hawaii. This enchanting neighborhood is renowned for its stunning beaches, vibrant community, and laid-back island lifestyle. With its picturesque palm-lined streets and breathtaking ocean views, Beachside is the epitome of tropical paradise.

As you stroll through the area, you’ll discover pristine shores that invite you to bask in the sun, swim in crystal-clear waters, and enjoy a variety of water sports. The famous Kailua Beach Park is just a stone’s throw away, offering a perfect spot for families to gather, picnics to be enjoyed, and sunset strolls to be cherished. The gentle trade winds and warm sun create an inviting atmosphere that makes every day feel like a vacation.

Beachside is not just about natural beauty; it’s a community that thrives on connection and camaraderie. Local farmers' markets, charming boutiques, and delightful eateries serve up the best of Oahu’s culinary scene, from fresh poke bowls to mouthwatering shave ice. The neighborhood is also home to a range of cultural events and festivals, fostering a sense of belonging among residents and visitors alike.

Families will appreciate the top-rated schools and safe, friendly environment that Beachside offers. With its unique blend of relaxation and recreation, Beachside in Kailua is more than just a neighborhood; it’s a lifestyle. Whether you’re looking for a permanent home or a vacation retreat, Beachside promises a life filled with sunshine, laughter, and the spirit of Aloha. Come and experience the magic for yourself!

Newest Listings in Beachside

$2,495,000

5 Beds ⋅ 5 Baths ⋅ 202618299 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM

Unbeatable value for a beachside estate inside Hale Kai Surf & Racquet Club, a private 14-home community in Kailua. A private access lane leads straight to the sand at Kailua Beach. This spacious home features nearly 4,000 sq. ft. of interior space, with 5 bedrooms and 4.5 baths. Soaring ceilings, with many living areas. A brand new split AC system was installed throughout. Four bedrooms are on the main level with the primary suite on the entire upper floor, with two closets, a sunroom. Enjoy Tennis, pickleball, basketball, a sparkling pool, and a clubhouse right across from the home and included in this community. Kailua town's coffee shops and restaurants are an easy bike ride away. Bring your own ideas and make it yours. Opportunities at this price and this close to Kailua Beach don't come up often, do not miss this opportunity!

824 N Kalaheo Avenue Unit A, Kailua

$4,859,999

6 Beds ⋅ 4 Baths ⋅ 202617181 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM

This elegant two-story 6 bedroom and 4 bathroom home blends functional layout with a distinct tropical Hawaiian aesthetic. The expansive main floor includes two living areas. A dining room and multiple bedrooms. The primary kitchen features rich cherry wood cabinetry, granite countertops, stainless steel wall ovens and hardwood flooring. A secondary kitchenette includes dark granite counters and a cozy dining nook. The main living areas showcases gleaming engineered floors, tropical-style ceiling fans, and large sliding glass doors that open directly to an outdoor pool and covered patios, ideal for seamless indoor-outdoor living. Bedrooms are generously sized, with three primary ensuite bedrooms. Plantation shutters, hardwood floors, ceiling fans, and split AC’s throughout the home. The upstairs ensuite bedroom features a walk in closet and separate office area. Bathrooms are well-appointed, green mosaic tile accents, and tropical-themed décor. The home carries a warm island-inspired character with vibrant natural materials. A gated, keyed, beach entrance is available exclusively for neighbors on this street.

56 Namala Place, Kailua

$2,785,000

4 Beds ⋅ 3 Baths ⋅ 202617316 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM

Just three homes from Kailua Beach. This is exactly the kind of location most people only dream about. Morning walks on the sand, an afternoon swim, paddle before sunset. When the beach is this close, it becomes part of your everyday life. Come back from a day at the beach and enter directly into the downstairs bath to rinse off the sand, then step outside to the private patio, where casual dinners and barbecues are a must. Upstairs features four bedrooms and one full bath, with the primary bedroom offering peek-a-boo ocean views. Off the main living room, a separate studio adds valuable flexibility for family, guests or rental income. The entire property has previously rented for more than $10,000 a month. Fresh exterior paint and newly installed split-air conditioning adds cool comfort throughout the year. This home offers, less yard to maintain and more of Kailua to enjoy! It is not just about living near to the beach. It’s about having Kailua Beach become part of the way you live. Watch the video to see for yourself just how close paradise really is. Aloha!

156C N Kalaheo Avenue, Kailua

$2,800,000

4 Beds ⋅ 2 Baths ⋅ 202616703 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM

See this single-level beachside residence. First time on the market. Kamaaina redwood mid century style with private pool that perfectly captures the essence of Island living. Move-in ready with the opportunity to make thoughtful updates and create a style that’s uniquely yours! Set on a private, fee simple level 10,002 sq ft. lot, this property offers a serene oasis with mature, fruit-bearing trees—including varieties of guava, lemon, tangerines. pomegranate. Home features a newly remodeled kitchen 2020 and bathroom 2022/2023. Upgraded flooring throughout. LAND….POOL….BEACH ACCESS….POTENTIAL! Four doors from private beach access. Have fun in the sand...and take in the sunset!! Prestigious Kailua Beach...with miles of beautiful white sand!! This home is situated in a quiet lane featuring luxury estates! Enjoy the close proximity to Kailua's boutique shops and restaurants. Easy H-3 commute to either direction of the island.

50 Kalaka Place, Kailua

$2,999,999

3 Beds ⋅ 3 Baths ⋅ 202615416 MLS ⋅ FS - Fee Simple Tenure ⋅ 47 DOM

Kailua Beachside living at its finest, where an exceptional corner lot, incredible outdoor living, and one of Kailua’s most coveted neighborhoods come together to create the ultimate Hawaiian lifestyle. W/ deeded private beach access, this spacious residence invites you to start your mornings walking the white sands of Kailua Beach, enjoy an afternoon swim, & return home to your own private backyard oasis. Set on over 12,000 sqft of outdoor space, the fully fenced yard offers room to relax and entertain, w/ a private pool deck & outdoor sitting area. Inside, the generous floor plan provides plenty of space to live & gather, w/ new engineered hardwood floors throughout the main living area, updated bathroom w/ marble-top vanity, large laundry room, & a private office off one of the bedrooms. The home is ready for a fresh vision, offering the opportunity to renovate & create a residence uniquely your own while taking advantage of its exceptional size, layout, & location. W/ its corner lot, private pool, spacious floor plan, & unbeatable location in Kailua Beachside, this is a rare opportunity to create the beach home you’ve always dreamed of in one Oahu's most desirable communities.

138 Kailuana Place, Kailua

$3,995,000

4 Beds ⋅ 3 Baths ⋅ 202615408 MLS ⋅ FS - Fee Simple Tenure ⋅ 55 DOM

Just 2 houses from the beach, this immaculate three-story, 4-bedroom, 2.5-bath home offers direct ocean views & a rare opportunity to live just steps from the sand. A private deeded lane leads directly to FlagPoles Beach, the widest stretch of sand on Kailua Bay, offering an exceptional setting for swimming, beach walks, paddling, surfing, kitesurfing, & relaxed days by the ocean. Perched on a hill & exposed to cooling sea breezes, the home stays naturally comfortable year-round. Bathed in beautiful natural light, the interior feels bright & welcoming. Freshly painted inside & out, it features new light fixtures, ceiling fans, & appliances for a clean, fresh, move-in-ready feel. The flexible floor plan offers options for separate living spaces, ideal for multi-generational living, guests, a home office, or added privacy. A spacious 2-car garage provides excellent parking & storage. The 10,000 sq ft lot is framed by lush landscaping & towering palm trees. Ask agent about the home potentially coming w/ approved permitted plans for an ADU, pool, & main-home expansion, bringing the total living area to more than 5,000 sq ft. A rare Kailua beachside opportunity you won’t want to miss!

110 N Kalaheo Avenue Unit B, Kailua

$3,899,900

4 Beds ⋅ 4 Baths ⋅ 202609693 MLS ⋅ FS - Fee Simple Tenure ⋅ 122 DOM

Open Sun 9/20, from 2-5pm. Beautifully renovated mid-century modern Kailua beach house with deeded beach access, high end finishes, and room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous white sand beach, down one of Kailua's most quiet lanes. Recently expanded to 4 bedrooms, 3.5 baths, this beach house sits on a large flat lot with a beautifully landscaped yard, in one of Hawaii's most coveted neighborhoods! Featuring a brand new kitchen with Wolf appliances, custom cabinets, new tile floors, and a grand living space with soaring high ceilings. The home was just recently renovated to include a brand new primary bedroom and bathroom and a new mud room with a new butler's pantry, a new laundry room, and all new plumbing and electrical. All new Fleetwood windows and sliding doors for smooth, luxurious indoor/outdoor living. And yes there is plenty of room to install a pool! Mahiloa Pl is one of Kailua's hidden gems, on a beautiful part of Kailua beach with minimal public foot traffic. This home has been lovingly remodeled from top to bottom, and is ready for a new owner to move in!

85 Mahiloa Place, Kailua

$5,280,000

3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ FS - Fee Simple Tenure ⋅ 131 DOM ⋅ Kamaaina Beach BLDG.

KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct beach frontage, this charming 1950's cottage harkens back to a slower time in the Islands. Expansive front lawn leads to a Powder White Sand Beach with gentle rolling waves suitable for all ages. Perfect location to build a dream home, restore the existing structure or simply slow down and enjoy the property. Kama'aina Beach CPR. Sold with contents and strictly As-Is. A Rare Beachfront find at this price.

140C N Kalaheo Avenue, Kailua

$17,500,000

4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure ⋅ 147 DOM

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 Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, Kailua

$12,995,000

3 Beds ⋅ 4 Baths ⋅ 202606968 MLS ⋅ FS - Fee Simple Tenure ⋅ 175 DOM

Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxury, privacy, & effortless island living. Enter through a private tropical courtyard featuring a sunny pool & hot tub, beautifully redesigned in 2016 by DeBiasi Pacific, along with a spacious BBQ area ideal for entertaining. Inside, sweeping ocean views pour through floor-to-ceiling windows, filling the great room, chef’s kitchen, & primary suite with natural light. The stunning kitchen is anchored by a curved island with seating, creating an inviting gathering space for family & guests. Seamless indoor-outdoor flow extends to multiple lanai areas—perfect for relaxing poolside or taking in the ocean views. A detached guest suite or fitness room, complete with a Murphy bed, offers flexibility & privacy just off the pool area. The home is thoughtfully buffered from the beach by a lush, grassy lawn, providing both privacy & direct access to the soft sands of Kailua Beach. Enjoy the comfort of central A/C, or drift off to sleep with the soothing sound of the waves and gentle trade winds. Beachfront living at its finest.

396 Dune Circle, Kailua

$50,000,000

12 Beds ⋅ 15 Baths ⋅ 202327941 MLS ⋅ FS - Fee Simple Tenure ⋅ 1025 DOM

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. Indulge in resort-style living with a 96,000 gallon pool showcasing a waterfall, slide, jacuzzi, and a private grotto. The 2,000 sqft Pool Cabana with a full kitchen, full bath, spacious loft, and laundry facilities adds an extra touch of convenience and comfort. Mele Komo provides the utmost in privacy and efficiency, featuring 94 photovoltaic panels, privately owned beach access, and stunning views of the famed Mokulua Islands. A unique opportunity to own a true jewel of the Hawaiian coastline.

508 N Kalaheo Avenue, 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.