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Beach Rentals and Condos in Kailua, HI

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    1 / 25
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Welcome to the world of John Walker. A Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr. Walker's inviting presence is felt in the... View all property information
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    Kailua, Oahu 96734
    1 / 31
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Hawaiian Paradise, across the street is a short path to Kailua Beach, voted #1 beach in America by Conde Nast Traveler Magazine. A beautiful rather secluded beach far less crowed than most beaches in Hawaii. This private home is a home away from home. This 3 bedroom, 3 Bath property is completely... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed November 27, 2015
    The house was clean and ready for our arrival. The walk to the beach is easy and short, about 1 block. We had a few people in our party try out the pool and they said the water...
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    1 / 44
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn,... View all property information
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    Kailua, Oahu 96734
    1 / 15
    5 of 5 stars (3) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Location: Kailua, East Oahu, Oahu, Hawaii, USA (Kailua Beach -20 min from Honolulu - 25 min from the Airport) View Map Accommodations: House, 6 Bedrooms + Other (See Description), 3 Baths (Sleeps 11-12) Keywords: Private Home Enjoy your vacation in our island paradise -a spacious, clean and... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 2 weeks ago
    Great house right on the beach. Sunrises every morning. Open floor plan and very spacious and very quiet in the two bedroom areas in the house. I would not have more than 6 as...
    5 of 5 stars Reviewed September 12, 2014
    We could not have been happier with this house. It was absolutely perfect for what we wanted, which was time together, easy beach access, fun for all. The house is beach casual...
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Completely Renovated Cottage in Kailua in very close walking distance to the beach. High Speed Internet with WiFi Access, HD-TV, Oven, Microwave, Toaster, Coffee Maker, Refrigerator, Washer, Dryer, Bathtub. Eastern King Size Bed and additional sleeper couch for another Queen-Size Bed. Our Cottage... View all property information
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    Kailua, Oahu 96734
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Charming, very clean one bedroom house is located 300 steps from Kalama Beach Park. One of the most beautiful beaches of Hawaii. Located off the street in a very quiet residential area. It is 600 sq. ft. and has a full kitchen, all linens, A/C, beach chairs, mats, coolers, bicycles etc. There is... View all property information
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    Kailua, Oahu 96734
    1 / 8
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    Sleep till noon. You'll like the Beach Bungalow at Kailua Guesthouse. This large studio cottage has a California king bed and a queen-size sofa bed. There's a large lanai with park bench and bistro table. Full bath with tub and shower. Complimentary assigned parking on property and laundry... View all property information
    Location Information
    Kailua, Oahu 96734 6734
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    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Cozy Orchid studio in private home. Private entrance and bathroom. Three blocks from the beach. Air-conditioning and ceiling fan. Small covered patio with table & 2 chairs. Little kitchenette for light meal prep. Small Refridg, microwave, toaster, coffee maker, hotplate. Pots, utensils, dishes.... View all property information
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    Kailua, Oahu 96734
    1 / 18
    5 of 5 stars (31) Excellent
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Wi-Fi
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    About this property
    Blossoms and palms welcome you as you enter the property. You are surrounded by shading trees and tropical flora. Just steps away is beautiful Lanikai Beach approximately 30 yards, just across the street. Lanikai is a quaint beachside community in Kailua on the island of Oahu.Our private,... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 4 days ago
    We had a great stay at Lanikai Studios! We got one of the studios on the ground floor. Nice room, comfortable big bed and a nice clean bathroom. There are no beach facilities at...
    5 of 5 stars Reviewed October 6, 2015
    Very nice studio apt. right across from one of the most beautiful beaches in the world. Very clean and comfortable. 3 of us stayed there with no problem. Managers were friendly...
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    1 / 24
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Terrace
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
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    About this property
    Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn,... View all property information
    Location Information
    Kailua, Oahu 96734
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Mountain Views
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    About this property
    Breath-taking views . . . luxurious details . . . This is Shangri-La by the Sea. Leave your worries behind as you step into this magical home. Nourish your soul as the waves break just outside your door. Rejuvenate your mind, and cherish friends and family as you settle into this luxurious,... View all property information
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    Kailua, Oahu 96734
    1 / 33
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Description The Paradise Point Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of... View all property information
    Location Information
    Kailua, Oahu 96734
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. Hear the sounds of the surf at night and the trade winds through the coconut trees. Relax. Walk on the beach. Swim. Lay in the sun. Enjoy life Hawaiian-style. Our home is... View all property information
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    Kailua, Oahu 96734
    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This charming 2 bedroom Kailua Ohana is located just 1 house back from the beach, so just steps the sand (approx. 90). A perfect retreat for your family, this guest house has A/C as well as ceiling fans throughout and comfortably sleeps 4 guests. The first bedroom is furnished with a Queen Bed. The... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed March 29, 2010
    Ive been to Hawaii many times before and stayed at various villas and I have to say Serenity Cottage was perfect for the surprise holiday I planned for my wife ( and would also be...
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    1 / 7
    4.5 of 5 stars (31) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Kailua Hale `Ohana is a spacious studio that can accommodate up to 2 guests. The Hale `Ohana is just a five minute walk away from the world famous Kailua Beach. With lots of nearby local activities such as kayaking, kite boarding, wind surfing, paddle boarding, snorkeling, hiking, and scuba... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed November 18, 2015
    This is a very cute and comfortable room and it was very reasonable for Ohau. My husband and I had stayed right on the ocean and paid a lot more on Kuai, but we were looking for...
    5 of 5 stars Reviewed July 28, 2015
    We were blown away for how great this place was given the pricetag. A beautiful comfortable room in a really great part of Oahu. The host was lovely to deal with. Short walking...
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Located in a lovely beachside town, Kailua By The Sea is a second floor detached studio with a private entrance and lanai (balcony). The room is designed for relaxing and getting into an aloha state of mind. Am easy five-minute stroll around the corner (200 yards) takes you to our secluded beach... View all property information
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    Kailua, Oahu 96734
    1 / 18
    5 of 5 stars (3) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Footsteps to Hawaii's best beach. Newly constructed and fully furnished with all the amenity. It is a short walking distance to Kailua and Lanikai beaches, hiking, shopping, restaurants and fun. View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 12, 2015
    Rick and Nancy's cottage is lovely on the inside, newly renovated, perfectly clean, well stocked, w an incredibly comfortable bed. I have back issues and this bed is as comfy as...
    5 of 5 stars Reviewed July 5, 2015
    This space and location worked perfectly for our stay in Kailua. We were there to visit our son and his family. Our adult daughter rented a cottage also, so we had both the Mauka...
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    1 / 19
    4.5 of 5 stars (3) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Aloha from the island of Oahu, and welcome to paradise! Ko'olau Vista Villa is a large, private, two-story family home with, four-bedrooms plus bonus room ( 5th bedroom), four-bath property located in beautiful Kailua, Hawaii. Known for its small town charm and friendliness, Kailua also offers... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 10, 2014
    Lots & lots of room. Family of 7 - 2 kids (8&10), 2 couples & single. So there was plenty of space that we could stay out of each others hair and off each others nerves. We...
    5 of 5 stars Reviewed December 19, 2013
    Our family of four, my friends family of 5 and my Mom and step father stayed here for 10days. I would recommend it. the beds were comfortable, as was the house. There was no air...
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Endless Summer Getaway.... the name says it all. This fabulous upgraded three bedroom three bath home boasts pride of ownership along with a feeling of hospitality. As you enter into the home you walk into the living/family room, then straight ahead is the sliding door that leads to the outdoor... View all property information
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    Kailua, Oahu 96734
    1 / 28
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    With access to the world-famous Kailua Beach and its turquoise waters being just four houses away and shops, restaurants and grocery nearby, the location of Helen's Beach House could not be more ideal. The exterior maintains a modest aesthetic, but this only serves as a cover of sorts for how... View all property information
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    Kailua, Oahu 96743
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This home & location is a beach lovers paradise. Ideally set within a few steps to Kalama Beach park & world famous Kailua Beach. Fantastic family home with back yard that doesnt end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for more privacy. Gorgeous solarium for... View all property information
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    Kailua, Oahu 96734
    1 / 24
    4.5 of 5 stars (3) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    About this property
    Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed October 19, 2013
    Our family of 11 had an amazing time the 2 weeks we stayed here. The pool was absolutely awesome and the lot was big enough for family time and private time. Loved the outdoor...
    5 of 5 stars Reviewed August 30, 2013
    We want to take a moment to thank Chris for making our stay wonderful and comfortable. This property is huge. I was totally blown away the moment we went beyond the gate and...
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    1 / 16
    4.5 of 5 stars (24) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Beautiful, licensed, newly remodeled 3 Bedrm, 3 Bath Kailua Beach side villa, surrounded with lush tropical gardens, on private estate with swimming pool and jacuzzi.. Just walk down a private beach lane and in less than 2 minutes you would be at the most beautiful beach in the country! It is a... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 23, 2015
    We stayed for one week and rented the three properties available for our extended family. Grandparents and two families of four with small children and babies. The rentals were...
    5 of 5 stars Reviewed April 19, 2014
    We wanted to celebrate a 50 year anniversary with the whole family and this proved to be the perfect setting! Each family of 4 had their own 'home': one was in Kukui House...
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    1 / 33
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Beautiful 1-5 bedrooms private vacation rental units on #1 rated Kailua/Lanikai beach. Just 18 minutes away from Honolulu airport and Waikiki hotels. These surrounded by tropical gardens luxurious villas offer 2 studios, 3 bedrooms condo or a 5 bedrooms house. If you are planning dream vacations... View all property information
    Location Information
    Kailua, Oahu 96734
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    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... View all property information
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    Kailua, Oahu 96821
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Cozy 'Ginger suite' studio in private home. Private entrance and bathroom. Three blocks from the beach. 1 block from the 57 bus stop. 3 blocks to shopping, restaurants and market. Air-conditioning and ceiling fan. Small covered patio. Little kitchenette for light meal prep. Small Refridg,... View all property information
    Location Information
    Kailua, Oahu 96734
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Holiday Palms is a newly remodeled, 600 sq ft, one bedroom private cottage, steps from beautiful Kailua Beach. Tucked away amid tropical palm trees, with your own shady patio and private gated entrance. A very quiet and private location with your own dedicated off street parking area for 2 or more... View all property information
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    Kailua, Oahu 96734
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 9 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    About this property
    After a day of sightseeing or hanging out at the beach, my home welcomes you back with Hawaiian hospitality. Before the evening activities, you might want to take a short nap out back in the hammock, catch up on the latest news on the 47' TV or with the free WiFi, or grill some fresh Hawaiian... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed October 9, 2014
    Thank you for this wonderful stay, in my language I say, U Siyam, utmost respect of thank you! It was a comfortable little cottage that suit my entire family of 9, WOW! Incredible!
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    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
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    About this property
    The Pineapple Ohana is situated in a quiet neighborhood where the local experience of the 50th state comes alive daily. Kailua Town and beach are a 3 block walk. Newly remodeled and furnished, this fun house is filled with all the necessary kitchen and bath amenities along with an outdoor grill and... View all property information
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    Kailua, Oahu
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Balcony
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    • Pet-friendly
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    About this property
    Description Our BEACHFRONT home is designed to provide you with a perfect vacation retreat. The house is as close to the beach as you legally can build. The beach of Kailua is renown for its fine white sand, blue green waters and safety. This is not a crowded beach, but has a pleasant neighborhood... View all property information
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    Kailua, Oahu 96734
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Waterfront
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    • Pet-friendly
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    About this property
    Kaimalino Kai is a two story, 3 bedroom, 3 bathroom oceanfront gem perched elegantly against the backdrop of Kailua Bay. Hear the sound of the waves crashing against the rocky shoreline while magical ocean views complement elegant indoor and lush outdoor spaces. Live each moment of your relaxing... View all property information
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    Kailua, Oahu 96734
    1 / 29
    4 of 5 stars (1) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Washer
    • Patio
    • Grill
    • Waterfront
    • Outdoor Dining Area
    • Satellite TV
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    • Pet-friendly
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    About this property
    Kailua Beach House is a casual, two-story 6 bedroom, 4.5 bath beachfront home with 5,000 square feet of living space. The 1/2 acre privacy-fenced property features a large, free-form swimming pool which has a poolside cabana with a shower and a built-in BBQ. The property decor features light... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 8, 2013
    Wonderful location right on the beach and perfect home to celebrate my birthday with all 16 members of my family. Decor was a little dated but adequate. Loved being on the beach...
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    1 / 25
    3.5 of 5 stars (2) Average
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
    • Grill
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    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Description This European tropical retreat home is located in one of the most convenient areas of Kailua, easy access to Waikiki, Honolulu, the airport and both Waimanalo and Kailua beaches. Executive house is fully furnished and has everything you will need. Beautiful mountain views as soon as you... View all property information
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    Kailua, Oahu 96734
    3 of 5 stars Reviewed November 1, 2015
    The host is very nice and always reachable if needed. He is local. While the bedrooms are spacious.and the home is centrally located to around the Islands in any direction, North...
    4 of 5 stars Reviewed January 7, 2015
    I stayed at the Kailua Retreat over Christmas and New Year's 2014/2015. I was there with family - there were 6 adults and two children. The property was beautiful. It was clean...
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    1 / 24
    5 of 5 stars (6) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Grill
    • Ocean Views
    • Washer
    • Hot Tub
    • Balcony
    • Waterfront
    • Patio
    Suitability
    • Pet-friendly
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    About this property
    BEAUTIFUL BEACHFRONT 1 bedroom 1 bath suite for 2 adults, or the whole 2+ bedroom 2 baths for 4-6 guests. Tropical paradise directly on Kailua beach! This fabulous home is tucked away at the end of a quiet and private beach side lane. Designed with many giant windows and oversized sliding glass... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed September 20, 2015
    We loved our vacation at the White Sands beachfront rental. It literally is on the beach and we were easily able to go to/from the beach to our suite multiple times a day which...
    5 of 5 stars Reviewed July 23, 2015
    Beautiful rental with great views of the water. Great beach location. Monica is very friendly and helpful. We definitely plan to rent this again.
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    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Parking
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    • Pet-friendly
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    About this property
    Come experience the beauty of Kailua. Stay in our charming 'Hale Nalu Palekaiko ' Surf Paradise Home. See why people call Kailua 'Papalani' Heaven on earth! Relax in our charming and comfortable 3 bedroom, 2 bathroom hale. We also have a ohana/cottage that can be rented with the main hale. The... View all property information
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    Kailua, Oahu
    1 / 20
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Private Outdoor...
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    • Hot Tub
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    • Pet-friendly
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    About this property
    Breath-taking views… luxurious details… this is Shangri-La by the sea. Leave your worries behind as you step into this magical home. Nourish your soul as the waves break just outside your door. Rejuvenate your mind, and cherish friends and family as you settle into this luxurious, magical... View all property information
    Location Information
    Kailua, Oahu
    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • Hot Tub
    • Balcony
    • DVD Player
    • Washer
    • Terrace
    • Internet Access
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    • Pet-friendly
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    About this property
    AWAKE IN PARADISE in your own private ocean view vacation rental and just a few minutes walk to the beach. King size bed, bathroom with jacuzzi tub, light cooking, gas BBQ Ocean view deck with seating. Wireless internet, use of washer/dryer and so much more. Beds: 1 King Bed View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 27, 2015
    We thoroughly enjoyed our stay at this gorgeous property! Unbelievably beautiful views, quaint, comfortable and relaxing studio and bonus room, as well as beautiful and private...
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Welcome. This is it! This is the one you've been looking for. Enjoy sleeping on a comfortable King Size Bed. Convenient location in Kailua, clean and breezy, Air conditioned, Wi-Fi, and Ceiling Fans. Fully-Equipped Kitchen includes, microwave, toaster, coffee maker, 4-burner stove with oven, rice... View all property information
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    Kailua, Oahu 96734
    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • Washer
    • Parking
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    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    This European tropical retreat home is located in one of the most convenient areas of Kailua, easy access to Waikiki, Honolulu, the airport and both Waimanalo and Kailua beaches. Executive house is fully furnished and has everything you will need. Beautiful mountain views as soon as you step out of... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed November 27, 2014
    Aloha! This is a beautiful home in an upscale neighborhood. I am from Kauai and was visiting Oahu to celebrate my grandsons first birthday luau. I wanted a home big enough to...
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    1 / 13
    4.5 of 5 stars (15) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Hot Tub
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    • Pet-friendly
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    About this property
    Charming and Newly remodeled 2 Bedroom, 2 Bath Villa on private Beachside Estate with swimming pool and jacuzii. Just a short 2 minute walk to Kailua Beach through the park. Sleeps 4. View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 26, 2015
    I was visiting on my way back from TN and it was a very nice,quaint,quiet place and right outside a beautiful pool with lush landscaping... The couple that managed the place were...
    3 of 5 stars Reviewed February 18, 2015
    There are three separate rental residences on this property, and we rented all of them so that our family (daughter, her husband and two children, as well as our two adult sons...
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    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    About this property
    Description Tropical Beauty! This charming, 3-bedroom 2-bath, exquisitely decorated home, is literally just a 2-minute walk to beautiful Kailua Beach, the most beautiful beach on the island. Located on a private, quiet beach lane, nothing could be more relaxing than lounging on a beach chair, or... View all property information
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    Kailua, Oahu 96734
    1 / 26
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    • Washer
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    • Private Outdoor...
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    About this property
    Description Welcome to the PREMIER PROPERTY ON ALL OF OAHU. This 2-story, 8-bedroom home is indeed majestic. It has a spacious living room to welcome guests, warm beds after a fun day, a private courtyard, a cinema room, a full cooking cabana poolside, laid-back luxury at its finest. And if you're... View all property information
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    Kailua, Oahu 96734
    1 / 12
    5 of 5 stars (5) Excellent
    Studio, 1 Bathroom, Sleeps 5 | Quick View
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    • Private Outdoor...
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    • Waterfront
    • DVD Player
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    • Satellite TV
    • Mountain Views
    • Grill
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    • Pet-friendly
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    About this property
    Spacious Studio with Private Entrance & Bathroom This beautiful studio is located in a quiet neighborhood close to world famous Kailua Beach. Property is on the water with a large swimming pool. The area is surrounded by lush tropical Gardens that offer many private seating areas for morning... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed December 28, 2015
    We just returned from 10 fabulous days at Jacqui's beautiful island home ... we virtually had the entire place to ourselves for the whole time - spacious suite with tons of shady...
    5 of 5 stars Reviewed November 1, 2015
    Lots of water sport opportunities... kayaking and fishing from the house, not forgetting the lovely pool, and close to excellent beaches for swimming, snorkelling and...
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    1 / 7
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Yard
    • Outdoor Dining Area
    • Wi-Fi
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    • Pet-friendly
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    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop. The address is 131 Kuulei road. Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Ginger Studio is a ground floor unit. The Ginger Studio has free off... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 30, 2014
    We were surprised just how spacious this studio is and how nice and fresh it is. Lots of storage and it's well equipped. There were a plate of muffins waiting for us as well as...
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    1 / 15
    1 of 5 stars (1) Terrible
    5 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    • Private Outdoor...
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    • Porch
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    About this property
    A very nice updated 5 bedroom home that is located on a side street with no traffic. The beach entrance is a private street entrance 2 blocks away so you can walk to the beach but not have a large crowd of people on the beach. It is a very safe all white sand beach that is great for family's and... View all property information
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    Kailua, Oahu 96734
    1 / 14
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Mountain Views
    • Satellite TV
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    • Pet-friendly
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    About this property
    Makana's Place is a three bedroom, two bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home. Beautifully decorated with well quality furniture (Koa). Makana's Place features a full kitchen plus... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 1 week ago
    My family stayed this place for a week. Pros: (1) This house was located near the Kailua beach. It takes about 5 minutes by car. It was so convenient to enjoy the most...
    5 of 5 stars Reviewed November 18, 2015
    We stayed here for our first visit to Oahu and enjoyed everything about the apartment. If we ever visit Hawaii again we wouldn't hesitate to rent this apartment again.
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Shared Yard
    • Grill
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    • Pet-friendly
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    • Elder access
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    About this property
    Hawaii Sheffield House is in Kailua Town. is located only 10 houses to Kailua Beach. The address is 131 Kuulei Road. The closest beach access is Ka'apuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite... View all property information
    Location Information
    Kailua, Oahu 96734
    Kailua Vacation Rentals

    Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.

    A Kailua Vacation

    Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.

    Family-Friendly Kailua

    From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.