Houses for Rent in Kailua, HI

Experience beachside living in this gorgeous 3-bedroom, 3.5-bath home, boasting 2,600 sq ft of elegant space. Built in 2016, enjoy high-end materials, a gourmet kitchen with Thermador appliances, and a seamless flow to the expansive covered lanai with an outdoor kitchen and saltwater pool. Just 50 yards from a quiet beach, this home features lush landscaping, a master suite with garden views, and a private indoor/outdoor shower, making it the perfect getaway.

Embrace island living in this fully-furnished 4-bedroom, 4-bathroom home just steps from Lanikai Beach. The open layout features stunning wooden vaulted ceilings, a gourmet kitchen with high-end appliances, and a primary suite with ocean views and a sun deck. Enjoy a large outdoor space with tropical fruit trees and ample room for relaxation. Two laundry areas and off-street parking add convenience. Ideal for those seeking a vibrant beachfront lifestyle in beautiful Kailua.

Nestled in Kailua, this charming home features a cozy 1,200 square feet with two spacious bedrooms and modern conveniences. An open floor plan brings warmth and light to the living, dining, and kitchen areas, perfect for relaxing or entertaining. Enjoy the serene outdoor space and the gentle Hawaiian breeze. Located in the heart of Kailua, residents have easy access to local shops, dining, and the stunning nearby beaches—experience island living at its best!

Experience island living in this serene 1-bedroom, 1-bathroom home featuring vaulted ceilings and cozy carpeted flooring. The fenced yard offers a perfect retreat for relaxation or entertaining, flanked by lush greenery. Stay connected with cable and internet readiness, and enjoy easy parking with a dedicated driveway. Located near parks, this charming oasis provides the ideal blend of privacy and convenience in one of Hawaii's most desirable areas.

This delightful 1-bedroom, 1-bath home epitomizes island living with a cozy 600 sq. ft. layout and stunning mountain views. Enjoy a private lanai with garden access and water views, perfect for relaxation. Conveniently located near schools and popular beaches, this rental includes essential utilities and yard service, ensuring a hassle-free lifestyle in one of Oahu’s most sought-after communities. Perfect for anyone seeking comfort and charm in Kailua!

This fully furnished 2-bed, 1-bath townhome offers serene lake and mountain views in a peaceful neighborhood. The spacious living/dining area opens to a covered lanai, perfect for entertaining outdoors. Enjoy beautiful grounds with walking paths leading to the swimming pool, hot tub, and barbecue area. An enclosed garage adds ample storage, and there's additional guest parking available. Experience comfort and convenience in this lovely Enchanted Lake retreat.

This inviting 2-bedroom, 1-bath duplex offers 1,300 sq ft of comfortable living space with tile and vinyl flooring throughout. Enjoy the convenience of a kitchenette, washer/dryer, and split ACs for climate control. A charming front lanai provides a perfect spot to relax outdoors. Located in a pet-friendly neighborhood, this home is move-in ready with a minimum one-year lease. Ideal for those seeking comfort and flexibility near Hawaii’s beautiful landscapes.

This 1,000+ sq ft upstairs home features 2 bedrooms and 2 bathrooms, boasting a large wrap-around lanai and stylish plank flooring. The kitchen is equipped with full-sized appliances and ample cabinet space, complemented by an individual washer and dryer. With 1 dedicated parking stall and guest street parking, enjoy the convenience of being just a 4-minute drive to the beach and minutes from Kailua Town. Water and sewer included in rent.

This freshly renovated ground floor cottage features 1 cozy bedroom and a spacious bathroom with both shower and tub. Enjoy cooking in the full kitchen and relaxing with plank flooring throughout. Additional highlights include a split AC system, in-unit washer/dryer, and 1 dedicated parking space. Experience the comfort of modern living while being just minutes from Kailua's beautiful surroundings. Ideal for anyone looking for a stylish and convenient rental!

Embrace refined island living in this stylish 500 sq ft studio, built in 2018. Featuring a sophisticated kitchen, full bath, in-unit laundry, and premium split AC, comfort is ensured. A private entrance adds to the exclusivity. Located a mere 5-minute walk to pristine beaches and downtown's vibrant shopping and dining scene, this studio offers the perfect blend of convenience and tranquility. Water, sewer, and WiFi are included; only electricity is the tenant's responsibility.

This cozy 3-bedroom, 1-bathroom home offers a comfortable and inviting atmosphere with modern vinyl plank flooring and ceiling fans throughout. Enjoy a covered carport and a large yard, ideal for outdoor activities or relaxation. Located near Kalama Beach Park and various dining and shopping options, this pet-friendly rental ensures convenience in a vibrant community. Perfect for those looking to embrace the laid-back Kailua lifestyle with easy access to local amenities.

Embrace island living in this remarkable beachfront home featuring 4 bedrooms and 4 bathrooms across 2,782 square feet. With a gourmet kitchen and open living spaces adorned with vaulted ceilings, this property invites relaxation and entertainment. Enjoy sweeping ocean views from the large lanai, while the primary suite offers a private retreat with celestial skylights and exquisite finishes. Experience the ultimate in luxury and tranquility just steps from the pristine beach.

This spacious 4-bedroom, 2-bathroom home is fully furnished and offers a perfect blend of comfort and adventure in Kailua. Equipped with high-speed WiFi and an office with a stunning mountain view, this property is ideal for work and play. Enjoy beach toys, bicycles, and air conditioning throughout. Located in the serene Coconut Grove neighborhood, it's a short walk to Kalama Beach Park and local shops. A true Hawaiian base for your adventures!

This fully furnished 3-bedroom, 2.5-bath townhouse offers a roomy layout with split air conditioning in every room, an enclosed lanai, and in-unit laundry. Located in the Kukilakila complex, it includes two parking stalls and guest parking. Just minutes from Kailua Town and the beach, it's an ideal temporary rental for those seeking easy island living. Rent is $4,000 monthly, covering most utilities with an electric cap. Enjoy the convenience of this vibrant Windward side oasis!

This stunning 4-bedroom, 2-bath home offers a serene retreat with a spacious layout and abundant natural light. The chef’s kitchen features modern appliances and two pantries. Relax in the luxurious master suite with a soaking tub and tiled shower. Enjoy outdoor gatherings in the private yard or make use of the rare 4-car garage. With a new solar system for low electric bills, this home perfectly blends comfort and efficiency in a peaceful neighborhood.

Embrace the tranquility in this charming 5-bedroom, 3-bath home, offering 2,171 sq. ft. of indoor-outdoor living space with breathtaking views of Kailua Bay. Perfect for relaxation or entertainment, the backyard is an ideal launching point for water activities. Close to shopping, dining, and just a short drive to beautiful Kailua Beach, this Turnkey furnished home captures the essence of island living, enhanced by visits from the delightful Kolea plover.

Experience island living in this delightful 3-bedroom, 2-bath home featuring 1,374 sq ft of comfortable living space in a serene neighborhood. Enjoy two outdoor areas for relaxation, split AC units for comfort, and a two-car garage. Located near shopping, dining, and beautiful beaches, this pet-friendly residence also offers yard service, making it an ideal retreat just moments from local amenities.

This freshly updated single-story home features three bedrooms and one and a half bathrooms, ideal for comfortable living. Enjoy modern quartz countertops, new appliances, and luxury vinyl flooring throughout. The property boasts a spacious, fully fenced 7,000-square-foot yard, perfect for pets. Located in a convenient cul-de-sac, it's just minutes from beautiful beaches, schools, dining, and hiking trails, making it a delightful retreat in paradise.

This delightful detached 2-bedroom cottage offers island charm in the coveted Coconut Grove neighborhood. Featuring a bright, airy layout with hardwood floors and a spacious kitchen, it's perfect for comfortable living. Enjoy a split A/C unit, two dedicated parking spaces, and easy access to shopping, cafes, and breathtaking beaches. Conveniently located near scenic hiking trails and public transport, this home is an exceptional opportunity in Kailua.

Experience island living in this exquisite 4-bed, 3-bath Kailua home, perfect for family getaways. Enjoy seamless indoor/outdoor spaces, a renovated kitchen, and entertainment options like a game room with pinball and ping pong. Relax by the private pool or take a short stroll to nearby beaches. With 2,987 sq ft of space, this retreat is ideal for entertaining and unwinding with stunning ocean peek-a-boo views.

This breathtaking 4-bedroom, 3.5-bath home spans 3,360 square feet and offers direct access to the stunning Kailua Beach. A captivating indoor-outdoor design invites ocean breezes, while the centerpiece is a private pool courtyard surrounded by swaying palms. Enjoy a fully equipped chef's kitchen and a separate pool house with a Murphy bed. With ocean views, a spacious yard, and relaxing lounge areas, this is the ultimate retreat for those seeking luxury beachfront living.

Embrace the island lifestyle in this charming 3-bed, 2-bath beachfront home, perfect for longer stays. Boasting 1,690 sq. ft., enjoy stunning ocean views, a spacious backyard lanai, and a fully equipped kitchen. Air conditioning, high-speed Wi-Fi, and proximity to vibrant Kailua shops and beaches ensure comfort and convenience. Explore Oahu's natural wonders, savor local cuisine, or simply relax in the sun. This serene retreat is ideal for families and adventurers alike.

Experience sophistication and island charm at Leaf House, a custom-built 5-bed, 4.5-bath sanctuary. This expansive 5,361 sq. ft. home features a private pool, ocean views, and top-tier amenities, including a movie theater and outdoor kitchen. Nestled in the sought-after Lanikai area, moments from the iconic Lanikai Beach, this residence offers the ultimate Hawaii getaway with breathtaking vistas and privacy.

Embrace island elegance in this stunning 4-bed, 2.5-bath residence, offering 3,723 sq ft of modern comfort. Just moments from Kailua Beach, it features an open-concept layout bathed in natural light, a gourmet kitchen, and a private outdoor oasis with a sparkling pool and spa. The spacious primary suite boasts en-suite amenities and a walk-in closet, while the beautifully landscaped yard invites relaxation and gatherings. Perfect for longer stays, this home combines luxury with serene beachside living.

Experience ultimate island luxury in this exquisite 5-bedroom, 6.5-bathroom beachfront estate. Spanning 6,700 sq. ft., it features ocean-view suites, a private heated pool, and lush tropical grounds. Enjoy seamless indoor-outdoor living with a chef's kitchen and expansive lanai, perfect for al fresco dining. Direct beach access opens the door to Lanikai’s pristine sands, ideal for swimming and relaxation. Pamper guests with a tranquil retreat that caters to larger groups or families.

This charming 1-bedroom rental features a fully remodeled kitchen with modern appliances, an upgraded bathroom with a glass-enclosed shower, and luxurious finishes throughout the 700 sq ft space. Enjoy included utilities, quiet split AC, and ceiling fans for comfort. Conveniently located near Aikahi Park Shopping Center and just a half-mile from the beach, this pet-friendly home offers a perfect blend of comfort and convenience, making it an ideal getaway in Kailua.

Immerse in luxury at this 4-bed, 3-bath remodeled sanctuary offering 2,400 sq ft of elegance and comfort in Kailua. Featuring a modern kitchen, expansive lanai with entertainment setup, and a unique primary suite with an outdoor shower, this home accommodates up to nine guests. Enjoy a 10-minute stroll to Lanikai Beach or relax in the landscaped paradise with a bocce ball court. Ideal for longer stays between 1-6 months.

Embrace ultimate island living in this stunning 5-bed, 3-bath Kailua oasis with 2,680 sqft. Featuring two master suites, seamless indoor-outdoor spaces, and a private backyard gate leading to Kailua Beach. The open plan boasts vaulted ceilings and a renovated kitchen with polished concrete floors, perfect for entertaining. Relax by the pool under plumeria trees or explore nearby attractions and dining.

Discover unparalleled island living in this exquisite 4-bed, 3.5-bath estate just steps from Kailua's pristine beaches. Ideal for longer stays, it features a spacious 3,800 sq. ft. layout with a main house and guesthouse, both offering an elegant open-plan design. Enjoy lush tropical gardens, wraparound decks, and lanai perfect for outdoor relaxation. Experience Kailua's vibrant beach town lifestyle with cafés and markets nearby.

Immerse in luxury at this 4-bed, 3.5-bath ocean villa with stunning Mokulua Island vistas. The 4,385 sq ft home boasts island-inspired interiors, a gourmet kitchen, and an expansive oceanside lanai. Enjoy seamless indoor-outdoor living with direct beach access, spacious entertainment areas, and elegant ensuite bedrooms. A private driveway, smart technology, and eco-friendly features make this Kailua retreat a perfect island escape.

Nestled in Kailua’s Lanikai neighborhood, this beautifully renovated 4-bedroom, 3-bath home offers a perfect blend of island charm and contemporary style. Just a short walk to stunning beaches, it features bright open spaces, a chef-ready kitchen, and a separate studio for added privacy. Enjoy tropical outdoor living with a lush yard and furnished lanai, split A/C for comfort, and easy access to the renowned Lanikai Pillbox. Experience the best of Hawaii in this peaceful paradise.

Experience luxury and tranquility in this elegantly updated 4-bedroom, 4-bath sanctuary in the exclusive Lanikai neighborhood. Enjoy being steps from Lanikai Beach with serene mountain views. Features include a chef’s kitchen, open-plan living area, spacious recreation room, and a multifunctional office space. Each bedroom boasts smart TVs and plush comfort, making this home a perfect haven for relaxation and entertainment.

Perched on Oahu's scenic northern shores, this luxurious 3-bedroom, 4-bathroom retreat offers breathtaking ocean views from every angle. With 2,888 sq ft of elegant living space, a private pool, and lanai, it seamlessly blends indoor-outdoor living. Just a 7-minute walk to Lanikai Beach, it features modern amenities, a spacious kitchen, and an open living area perfect for relaxation or entertaining. Enjoy the tranquility and natural beauty of this exclusive getaway.

This stunning 6-bedroom beachfront villa in Kailua offers breathtaking ocean views and an expansive open-air design. Surrounded by palm trees, it features spacious common areas, a large kitchen, and a covered lanai ideal for entertaining. Enjoy serene island life steps from the ocean, enhanced by cooling trade winds and ceiling fans for ultimate comfort. Ideal for extended stays, soaking up Hawaii's natural beauty.

Experience paradise in this luxurious 5-bedroom, 5-bathroom villa with an optional sixth bedroom, offering breathtaking ocean views and 4,000 sq. ft. of modern elegance. Enjoy a spacious open-air design, private pool, and easy access to Oahu's stunning beaches and lively Kailua town. Relax on the lanai, explore the island's natural beauty, or indulge in downtown Honolulu's vibrant offerings. A perfect Hawaiian retreat awaits.

Enjoy luxury living in this executive 3-bed, 3.5-bath home in the coveted Lanikai community, just steps from Oahu's pristine beaches. Built in 2014, it features an open living area, gourmet kitchen with granite countertops and stainless appliances, and spacious en suite bedrooms. Relax in the lush lawn and outdoor spaces with breathtaking views. Experience the best of Kailua's beach lifestyle with nearby water activities and serene island beauty.

Immerse in island luxury at Lanikai Oceanside, a newly renovated 5-bedroom, 4-bath masterpiece on a sprawling 25,000 sq. ft. lot. With stunning ocean views, mid-century modern interiors, and a separate guest house, enjoy both elegance and history just steps from Lanikai Beach. Experience vibrant Kailua town and iconic Waikiki with ease. Perfect for extended stays inviting you to savor the Hawaiian lifestyle.

Embrace island living at Villa Hui Hou on O’ahu's windward coast. This newly remodeled 5-bed, 4.5-bath home accommodates up to 12 guests and boasts a private pool, gourmet kitchen, and a media room. Enjoy the backyard playground, mango-laden treehouse, and putting green. Just steps from Lanikai Beach, this expansive 4,920 sq ft retreat merges indoor-outdoor lifestyles seamlessly, offering unparalleled comfort and tranquility.

Experience the beauty of Lanikai from this stunning beach house, offering 4 beds, 3.5 baths in 2,100 sq. ft. Enjoy panoramic views of the Mokulua Islands, relax in lush gardens, and entertain on the grand deck. The newly renovated kitchen boasts premium appliances, perfect for any culinary enthusiast. Ideal for extended stays, this serene retreat promises peace and unparalleled oceanfront living.

Escape to this stunning villa featuring nearly 5,000 sq. ft. of contemporary island living. With vaulted ceilings, a stone fireplace, and elegant travertine floors, enjoy indoor/outdoor relaxation. The tropical pool, BBQ lanai, and heated jacuzzi offer ultimate luxury. Situated next to Kailua Beach and local attractions, indulge in a peaceful Hawaiian retreat in this 4-bedroom, 4-bathroom home.

Discover the charm of this beach-chic Lanikai retreat featuring two separate dwellings, offering a total of 3 beds and 2 baths. Enjoy a private fenced yard, a refreshing pool, and beach access just steps away. With air-conditioned comfort and island breezes, guests can unwind in a serene setting or venture out for kayaking and snorkeling adventures. Perfect for longer stays, this Kailua hideaway combines relaxation and adventure.

Experience the ultimate island escape at this stunning Lanikai home, steps from the beach. Enjoy a spacious 5-bedroom, 4.5-bath layout, including a separate guest suite, gourmet kitchen, and lush pool courtyard. Hand-picked furnishings and up-cycled wood accents offer a blend of luxury and beach style. Relax in the lanai and soak in mountain views. Perfect for a Hawaiian getaway with proximity to shops, dining, and turquoise waters.

Embrace island living in this charming ground-floor rental featuring 2 bedrooms and a den, along with 2 baths and a full kitchen. The large, open living room flows seamlessly to a covered lanai, perfect for relaxing. Located just a 4-minute drive from the beach and minutes from Kailua Town, this home comes with included internet, water, and sewer. Ideal for those seeking comfort and convenience in a vibrant community.