One of the largest, most private and secluded vacation rental residences on the island of Oahu, Kailua Shores Estate offers a spectacular beachfront location and all the amenities of a luxury resort, making it ideal for a family reunion, an escape to paradise with a group of friends, or an intimate...

Take advantage of our vacation rental in Kailua Oahu, and enjoy a family style atmosphere where you are provided with all of the comforts of home. Whether it be barbecuing under the covered lanai, or taking a walk to our award winning beaches, there is something here for everyone. A short drive to...

TAT: TA-*******-3968-01 Amazing Mountain Views in a Lush and Peaceful Setting If you appreciate lush and green surroundings you have come to the right place in an exclusive Kailua neighborhood. Kapakai Cottage is a newly renovated modern island style apartment on the second story of our home in...

TAT-*******-7072-01 This property is a legally established dwelling that is rented for period of 30 consecutive days or more at any one time regardless of actual occupancy. Steps from the beach on a private lane. Large peaceful studio with cathedral ceilings, kitchenette, and private yard...

510 square feet Apartment with queen bed in separate bedroom, queen size pull out sofa bed in Living room, washer dryer, full equipped kitchenette, free parking and free Wifi. We offer boogie boards, snorkel equipment, yoga mat, some beach toy's, beach towels, mats and beach chairs. This unique...

TAT-*******-7072-01 This property is a legally established dwelling that is rented for period of 30 consecutive days or more at any one time regardless of actual occupancy. Steps from the beach on a private lane in the best neighborhood in Kailua. Large peaceful studio with kitchenette. Close to...

Take advantage of our vacation rental in Kailua Oahu, and enjoy a family style atmosphere where you are provided with all of the comforts of home. Whether it be barbecuing under the covered lanai, or taking a walk to our award winning beaches, there is something here for everyone. A short drive to...

Please note that this rental requires a minimum stay of 30 or more days. This spacious 1 bedroom features all laminate floors in the bedroom and living room areas, granite counters, full size refrigerator, stove with oven, floor to ceiling marble bathroom with tempered glass doors walking shower....

Please note that due to Honolulu City and County regulations, the MINIMUM RENTAL PERIOD FOR THIS UNIT IS 30 DAYS OR LONGER. This is a newly renovated 800 sql 1 bedroom apartment attached to a main house with separate private entrance. Perfect for those requiring longer than usual stays due to work...

Aloha! We are in compliance with Honolulu City and County Ordinance 18-19 (Bill 89), we welcome 30 day renters. The price is negotiable depending on number of occupants and length of stay. Please email owner for questions, current availability and pricing. Our ohana (family) welcomes you to...

** Please note that there is another vacation rental unit on the premises, with a shared yard, and there may be other travelers present during your stay ** Pack your bags and escape to the sleepy beach town of Kailua to stay at this 1-bedroom, 1-bathroom vacation rental apartment. Up to 4 lucky...

This one bedroom has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished with a comfortable King bed. (Has a day bed for a third person at no extra charge). 2 HD TV's with cable, free internet wifi, and a kitchen with granite countertops and all the utensils you...

WElCOME TO PARADISE! Kailua is one of the most sought after vacation destinations in Oahu. Kailua is located on the Windward side of Oahu just 12 miles northeast of Honolulu - over Nu'uanu Pali, tallest mountain peak in the Ko'olau mountain range. Kailua offers picturesque, uncrowded beaches, great...

Enjoy this East Oahu private guest suite, ideal for 2 adults + 2 children. Conveniently located close to Waimanalo & Haunama Bay, with lots of shopping and dining in Hawaii Kai & Aina Haina. Easy drive to Waikiki or Honolulu. Family- and kid-friendly. 1 queen bed, 2 twin beds in loft (low head room...

This unique marina-front home offers island luxury and gorgeous Koko Head views. At Lani Wai, meaning “heavenly waters,” guests will revel in opportunities to watch the sunrise from the back yard, play in the pool during the day, and enjoy an evening glass of wine in the jacuzzi. With bedrooms in...

Let the tranquil atmosphere of Maluhia whisk you into vacation mode. A favorite of many celebrities and families for the perfect, peaceful getaway, Maluhia is the definition of island contemporary. Its remodeled, modern interior features nearly 5,000 sq. ft. of living space. The villa also offers...

Welcome Home to 'Moana Lani'! Are you ready for a truly private and awe-inspiring waterfront vacation? This oceanfront estate designed by Philip 'Pip' White, offers sunsets and views galore! All while being centrally located 10 minutes to Kahala and 5 minutes to Hawaii Kai!! Enjoy early morning...

Nestled in the highly sought after wonderful Lanikai community, this beautiful executive home was newly built in 2014. This home is a perfect vantage point. It boasts 3 bedrooms en suite that are generous in size and more than ample in comfort. Guests will find that the spacious living area is...

Charming Lanikai Cottage features two dwellings on the same property, providing a total of three bedrooms and two bathrooms. Although separate, the dwellings share a private fenced-in yard with a new pool. Furnished in a beach-chic style, both offer the option of relaxing in air conditioning or...

This beautifully crafted redwood home is perched just above the famous 'Spitting Caves' in Oahu’s prestigious Portlock neighborhood. The elegant three bedroom, three full bath home comfortably sleeps 7, with additional sleeping options to accommodate 12 if the occasion arises. Designed to take...

Ke’aloha means “love,” and once you step inside this beachside Kailua cottage you’ll see why the name is so fitting. This four-bedroom, 2.5-bathroom home provides everything you need to enjoy island life. Separate guest quarters with a private entrance offer additional flexibility in accommodating...

One of the largest, most private and secluded vacation rental residences on the island of Oahu, Kailua Shores Estate offers a spectacular beachfront location and all the amenities of a luxury resort, making it ideal for a family reunion, an escape to paradise with a group of friends, or an intimate...

The best little Kailua beachtown getaway, this is a private apartment on a residential property. All the conveniences you need to make your vacation the best ever, at an affordable price. Privacy, Comfort and Convenience, with attention to details. Walking distance to shopping and restaurants, it...

The majestically beautiful Koolau mountains, palm trees swaying in the distance, beautiful bougainvillea and other tropical flora plus spectacular sunrises are all yours in this large, airy one-bedroom lower level of a two-story home. Tranquil, and safe, this home is in a quiet residential upscale...

This home away from home is a short walk (across the street and down the path) to Kailua Beach or head into Kailua Town. There is a bus stop nearby as well and buses run all over the island. It has everything you need for a short or long stay. Ask us about extended stay rates. This is a large 1...

** Please note that there is another vacation rental unit on the premises, with a shared yard, and there may be other travelers present during your stay ** Say 'aloha' to this quaint vacation rental studio in the beachside town of Kailua! Make the most of your romantic getaway with a myriad of...

Pet friendly, quiet and peaceful studio with enclosed yard. Seeking tenant surfer, body boarder, horseback rider, hiker etc. Many wonderful sites to explore in the vicinity... Hanauma Bay, Koko Head, Jet Ski and Parasailing, Horse Back at Koko Head Stables, Sandyʻs Beach, Bellows and Waimanalo...