Houses for Rent in Kailua, HI

Experience tropical living in this fully furnished 4-bedroom, 3-bathroom home featuring an upgraded kitchen with Bosch appliances, a detached studio, and a large garden with fruit trees. Enjoy mornings on the wrap-around lanai and proximity to world-renowned Lanikai Beach. This private oasis offers both comfort and style, perfect for your next long-term stay. Available November 1, 2025, with utilities included.

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.

This charming single-level family home offers 1,570 sq ft of comfortable living with 3 bedrooms and 2 bathrooms. Enjoy A/C in every bedroom, a private washer/dryer, and a dishwasher. The manicured garden, complete with fruit trees, provides a serene setting for outdoor meals under the shaded patio. Located near stunning beaches, Whole Foods, and local hikes, this dog-friendly home is perfect for those seeking an active lifestyle in a beautiful community.

Residents of 606B Kaulani Way enjoy a private two-bedroom, one-bath cottage in desirable Kailua Town, just a quick 4-minute drive to the beach. Featuring ample street parking and dog-friendly policies with a pet deposit, this home includes electricity, water, and sewer in the rent. Minutes away from shops and dining, it’s perfect for easy, coastal living! With a vibrant community atmosphere and easy access to outdoor activities, this is island life at its best.

This inviting single-level 3-bedroom, 2-bath home spans approximately 1,494 sq. ft. and features both a living room and a separate family room. Enjoy modern comforts with plank vinyl flooring, split AC systems, and gas cooking. A large storage room complements outdoor space. Conveniently located near Kailua Beach, shopping, and schools, this home includes yard service in the rent, providing a hassle-free living experience. No pets or smoking allowed.

This inviting 2-bedroom, 1-bath townhouse features soaring vaulted ceilings that enhance its spacious feel. The bright living area welcomes natural light, and the oversized kitchen island offers plenty of space for gatherings. A large master bedroom benefits from refreshing cross breezes, while a private yard space provides a perfect outdoor retreat. Conveniently located near schools, beaches, and the Marine Corps base, this pet-friendly home is ready for you!

Embrace island living in this 1,700 sq. ft. Kailua home nestled on a generous 10,400 sq. ft. lot. Stay cool year-round with split AC units in every room, and enjoy the convenience of included electric and water in the rent. Located in the sought-after Kalaheo Hillside neighborhood, this residence is just minutes from Aikahi Elementary, local shopping, and the renowned beaches of Kailua. Perfect for those seeking comfort, space, and accessibility to the best of Kailua!

Experience modern living in this beautifully remodeled 4-bedroom, 3-bath Kailua home, featuring a stylish kitchen with double ovens and a gas cooktop. The spacious layout includes a large screened-in patio perfect for entertaining, plus a private in-law suite with its own entrance. Enjoy the comfort of air conditioning in every bedroom, sleek bathrooms with double vanities, and fresh landscaping. Close to the beach and local shops, this home offers a true island lifestyle.

This newly upgraded 4-bedroom, 2-bath residence features luxury vinyl plank flooring, fresh paint, and new kitchen appliances. The open floor plan includes a living room, family room, and indoor patio, perfect for relaxation. Enjoy a spacious fenced yard with a large shaded area and a screened-in sitting room. Located on a quiet cul-de-sac just blocks away from Kailua beach, this home combines comfort and convenience with a two-car garage and yard service included.

This beautifully furnished 3-bed, 1-bath home in Kailua is a serene retreat with a shaded lanai and private yard. Just minutes from Kailua Beach and local dining, it offers comfort with A/C in every room, in-unit laundry, and parking for up to 3 vehicles. Ideal for short or long-term stays, this pet-friendly abode provides easy access to beachside living and Honolulu adventures. Enjoy included utilities like cable and internet for complete convenience.

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.

This charming 2-bedroom, 2-bath townhouse features 900 sq ft of comfortable living space, with cozy carpeting in the bedrooms and living room. Enjoy a small lanai and ceiling fans for added comfort. One covered parking stall is included, and utilities like water and sewer are covered. Conveniently located just minutes from stunning Kailua Beach, this unit is perfect for those seeking a laid-back lifestyle in paradise. Ready for immediate move-in!

This charming single-family home boasts 3 bedrooms, 3 bathrooms, and a versatile bonus room, all within approximately 2,719 sq ft of living space. Enjoy serene mountain views and ample outdoor areas perfect for relaxation and entertainment. Located near the stunning Kailua Beach and outdoor adventures like Lanikai Pillbox Hike, this home is also close to shopping, dining, and schools. Ideal for those seeking comfort and convenience in one of Oahu’s desirable communities.

Enjoy gorgeous ocean views from this charming 2-bedroom, 1-bathroom home in Lanikai. With a spacious 1,250 sq. ft. layout, it features ample storage, a bonus room, and a private 500 sq. ft. lanai for relaxing outdoors. The kitchen is equipped with essential appliances, and the bathroom boasts double sinks. Freshly painted with new ceiling fans throughout, this delightful home includes utilities and shared laundry facilities. Perfect for those seeking tranquility near the coastline.

This beautifully appointed 1-bedroom, 2-bathroom ADU features 792 sq ft of modern living space, located above a garage. Enjoy the large lanai off the bedroom, complete with new appliances including in-unit laundry. Stay cool with split A/C and ceiling fans, plus one designated parking spot. Perfect for those seeking a cozy retreat in Kailua with all the comforts of home!

Luxurious oceanfront living awaits in this stunning Mediterranean-style home featuring 6 bedrooms, 4 bathrooms, and 4,000 sq. ft. of exquisite design. Enjoy captivating views of Lanikai Beach from generous windows and a contemporary chef’s kitchen. The serene primary suite includes a private den and exclusive lanai perfect for soaking in sunrises. Outdoor dining beneath moonlit skies completes the tropical experience, providing a private paradise for residents seeking tranquility and beauty.

Experience unparalleled resort-style living in this Balinese-Hawaiian-inspired estate stretching over 5,800 sq ft and featuring breathtaking views of Kailua Bay. This property boasts 7 spacious bedrooms, including an opulent primary suite, and 6.5 bathrooms. An entertainer's dream, it offers a chef's kitchen equipped with high-end appliances and extensive outdoor spaces, including a gorgeous pool, spa, and gym. Perfect for long-term stays, this estate combines luxury and privacy in a picturesque setting.

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.

Experience the charm of this remodeled 3-bedroom, 2-bath home featuring split air conditioning and a photovoltaic solar system. The dual yards boast beautiful landscaping, perfect for outdoor enjoyment. Inside, built-in living room cabinets and modern, double-pane windows enhance the living space. The property includes ample storage options and a security system. Enjoy a smoke-free environment with included yard service and recycling. Ideal for your next long-term rental!

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.

Embrace island living in this beautifully renovated 4-bedroom, 3-bathroom home, located just a three-minute walk from a quiet beach. Spanning approximately 1,580 sq. ft., it features an open-concept layout, a cozy living area, and a fully equipped kitchen. A separate studio adds privacy for extra guests. Surrounded by lush greenery and offering breathtaking views, this serene haven is perfect for families or groups looking to explore Kailua’s natural beauty and outdoor adventures.

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.