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Holiday Rentals nearby Lanikai Pillboxes

382 Kaelepulu Dr, Aalapapa Drive, Kailua, Oahu, Hawaii 96734-3312
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    Travellers to Kailua are booking August dates now. Secure your holiday home today, and have the perfect trip.
    All 100 Rentals in Kailua
    Tropical Kailua Studio on the Water w/Private Pool1 / 12
    (17)Excellent
    1.0 kilometres from Lanikai Pillboxes
    Studio, 1 Bathroom, Sleeps 5 Quick View
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    SUITE ALOHA – Remodeled, Romantic Island Retreat1 / 36
    (25)Excellent
    1.5 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hale Ohana steps to Kailua Beach1 / 15
    (38)Very good
    1.3 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Best Location in Kailua! D&D's Cottage1 / 15
    (1)Excellent
    1.4 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 January 2018
    My stay was the perfect vacation. The place is quaint, convenient to everything, and Dayna went way beyond expected in taking care of my needs. I wasn't expecting luxury at this...
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    About this property
    Private and tropical cottage within easy walking distance to Kailua Beach, Beach Park and Kailua Town. Private entrance & bath, kitchenette. My place is close to public transport and the city center. You’ll love my place because of the location, the people, and the ambiance. My place is good for...
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    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Nancy's Kailua Cottage Makai1 / 32
    (8)Excellent
    1.4 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
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    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2016
    Wow! This was the perfect spot for us as we could walk or ride bikes to Kailua beach. The space was clean and adorable with great owners willing to help with anything. Close...
    Reviewed 11 March 2016
    There we were on vacation in paradise, and I got a sinus infection :-( ugg However....we still had an amazing stay!!!! largely due to the comfortable, relaxing, convenient to...
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    About this property
    Footsteps to Hawaii's best beach and a short walk to town, shopping, restaurants, farmers markets and community center for tennis, pool and gym. Ideally located for many ocean sports, hiking and cycling to just about anywhere in this pedestrian and bike friendly beach town. The cottage is fully...
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    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Nancy's Kailua Cottage Mauka1 / 15
    (6)Excellent
    1.4 kilometres from Lanikai Pillboxes
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • Mountain Views
    • Washer
    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2017
    Nancy's Kailua Cottage is a wonderful place to stay. It was within walking distance to both the beach and Kailua town. The cottage is filled with all the amenities to make your...
    Reviewed 10 May 2016
    Nancy's Cottage was better than we expected, it was new, clean and had all the amenities we needed for our stay. It was also perfectly located, close to the beach and shops...
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    About this property
    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. Tourist License / Licencia de turismo N °: TATax ID #W40799764-01
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    Kailua, Oahu
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    1.6 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Terrace
    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Grill
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable and cheerful Tropical Garden Studio closer to award winning Kailua Beach and Lanikai. The Studio is close to public transport, the city center, Kailua Beach, art and culture. You’ll love my place because of the location and the people. My place is good for couples, solo adventurers,...
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    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Plantation Charm in Kailua1 / 30
    (5)Very good
    2.8 kilometres from Lanikai Pillboxes
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 January 2018
    My family and I had a great time staying at Judy’s place. The location was perfect. It wasn’t too far of a drive to the places we needed to go, like Waikiki. Anywhere we went...
    Reviewed 29 December 2017
    We booked this house for our family Christmas in Hawaii this year. We stayed 8 days: 3 adults and 1 elderly mom. The house is lovely. It's an older home that feels like classic...
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    About this property
    This plantation style home is located 3 blocks from Kailua beach and 2 blocks to Kailua town. It has been renovated to have open floor plan to provide comfortable living space without compromising it's Hawaiian charm. Bedrooms with A/C, ceiling fans, fully equipped kitchen, Patio , BBQ area,...
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    Kailua, Oahu
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    2.2 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Terrace
    • Cable/satellite TV
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    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Cottage is ideal for a small family and sleeps up to 2 adults and 2 children in a queen-size bed and one twin day-beds plus a futon matress in the living area. After walking down your tropical pathway, enter this gated garden and lanai. The sunny area is filled with tropical flowers - the...
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    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Open Air Loft, Steps from beach1 / 16
    (11)Excellent
    0.5 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    • DVD Player
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2017
    Bright Cheery! Close to everything!! And the beach!! My commute to work was awesome and traffic free! Cant wait to go back!!
    Reviewed 9 October 2017
    We spent 11 nights here and could have stayed much longer. With 2 beautiful beaches at the end of the road, fabulous snorkeling and incredible scenery all around, what more...
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    About this property
    Very spacious and breezy apartment, a wonderful place to relax and enjoy the beautiful island. It is on a second story above the main house, has a comfortable, welcoming and sunny Lanai. The beach is just a minute walk to the beach. Fully equipped kitchenette with microwave, hot plate, toaster...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.9 kilometres from Lanikai Pillboxes
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Washer
    • Mountain Views
    • Grill
    • Parking
    • Cable/satellite TV
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Kailua, Oahu
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.8 kilometres from Lanikai Pillboxes
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    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 Kailua. There are...
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    Kailua, Oahu
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.3 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Banyan Guesthouse is a spacious (400 sq. ft) studio cottage in a private, serene, garden setting a block and a half from world famous Kailua Beach on Oahu's windward side. The former artists studio is newly renovated, beautifully furnished and finished in natural woods. It is very private with off...
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    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.7 kilometres from Lanikai Pillboxes
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Patio
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s a reason why Kailua is consistently voted as one of the top beach destinations in the world: it’s spectacular. This beautiful home is located on a beachfront paradise within walking distance to Buzz’s Steak House and the quaint Hawaiian town of Kailua. The property is secluded with a...
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    Kailua, Oahu
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Lanikai Cottage1 / 13
    (2)Excellent
    1.1 kilometres from Lanikai Pillboxes
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • Wi-Fi
    • Porch
    • Cable/satellite TV
    • Grill
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2015
    I enjoyed our stay in Lanikai, the cottage was perfect. The fully stocked kitchen made making tea to cooking a breeze. It was so easy to get to the beach and easy to find hikes...
    Reviewed 9 April 2015
    Lanikai cottage is less than 1 block from Lanikai beach, with a fantastically equipped kitchen- toaster, blender, mixer etc . There are ceiling fans in every room. Views are of...
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    About this property
    This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean,...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.3 kilometres from Lanikai Pillboxes
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy guesthouse is a separate 2 bedroom cottage located in the back of main house. It is located 1.5 blocks from the beautiful Kailua Beach. On your way to the beach pick up an early morning coffee (they have a variety) breakfast or lunch at Kalapawai Market. You can sit or walk the two and...
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    Kailua, Oahu
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.4 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This spacious room has a private bathroom and its own entrance. Located just 5-10 walking minutes from Kailua Beach and Beach Park. Enjoy the shade of the Plumeria trees. This room is furnished with a queen size bed, small refrigerator, television and coffee maker. High speed internet access is...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.4 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Cable/satellite TV
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    500 square feet Apartment with 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 and mats, beach chairs and small cooler, a Pack 'n...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.6 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Terrace
    • Cable/satellite TV
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New, light and airy one room cottage with queen sized bed, bath, kitchenette, sitting area, and lanai. The lanai overlooks the tropical garden with wonderful ocean breezes and the salt water swimming pool. Quiet and peaceful. The unit has parking provided at the front of the house. Swimming pool...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.4 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step back in time and soak up a peaceful, private Hawaiian vacation experience. The Palm Cottage is close to public transport, Kailua city center, Kailua and Lanikai beach an beach park, art and culture. You’ll love this Hawaiian style Cottage because of the high ceilings, the view, the location,...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Ginger studio, private entry/bathroom, near beach1 / 12
    (1)Excellent
    1.5 kilometres from Lanikai Pillboxes
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2018
    Enjoyed our stay here. Room was clean and comfortable. Very convenient to rest of island and lots to do in Kailua too. I think this area one of the nicest and not as crowded...
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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,...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Hale Maluhia Lanikai1 / 6
    (1)Very good
    0.2 kilometres from Lanikai Pillboxes
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2015
    The pictures of this home on TripAdvisor do not do it justice. This is a high-quality 3BR, 3BA home. Each BR has its own en suite. Perhaps not suitable for very young kids...
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    About this property
    Old Hawaiiana steps from the world-famous, Lanikai Beach, this three bedroom, three bath retreat has the true feel of the Hawaii of yester-year. Hale Maluhia is tropically decorated with all amenities for your comfort. Art work has been hand selected from local artists. Marble and Travertine...
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    Kailua, Oahu
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Serenity Beachfront Cottage1 / 8
    (1)Very good
    1.4 kilometres from Lanikai Pillboxes
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Reviewed 25 February 2017
    This is a modest 2-bedroom, 1-bathroom cottage in a wonderful location. You take exactly 85 steps across the private lawn shown in the PR photo and are on one of the most...
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    About this property
    Charming beachfront cottage right on Kailua Beach! This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room. Step out your front door and onto Kailua Beach, three miles of pristine white sand and...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Holiday Palms - Private -5 min from Kailua beach1 / 12
    (1)Very good
    1.6 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Mountain Views
    • Grill
    • Balcony
    • Air Conditioning
    • Washer
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 February 2017
    This accommodation was very clean and well stocked for day trips whether they be for picnics or a day at the beach! Wonderful
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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...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Affordable Place on the Best Beach in Hawaii1 / 18
    (1)Excellent
    1.3 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    Pet friendly
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    Reviewed 1 February 2018
    I took a chance booking this rental for a last minute trip to Kailua to help my son relocate to the area. I have never booked a rental through Tripadvisor before so was a bit...
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    About this property
    Welcome to the one of the most beautiful spots in Hawaii. Far away reef protects us from big waves, white sands invite for long walks on the beach and the ocean calls for all water activities. Prime location, just 2 minutes walk to the beach from the house, close to the airport and all Oahu...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cozy Cottage 5 Minute Walk to Kailua Beach1 / 13
    (18)Very good
    1.4 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Garden
    • Grill
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We have been to Kailua before and knew we loved the beach park, the Kalapawai General Store and Buzz's Steak House. All three of these were in very quick / easy walking distance...
    Reviewed 1 April 2018
    The cottage is a one bedroom located within walking distance to beach and shopping area that has a variety of restaurants, local stores and chains (Whole Foods and Longs...
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    About this property
    Our 1 bedroom/1 bath Cottage is located on our Ali'i property which is centrally located in Kailua with a short 5 minute walk to one of the top rated beaches in the world Kailua Beach, and a 10-15 minute walk into Kailua town. Our cozy cottage is equipped with king size beds, spacious living room...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    ON BEAUTIFUL KAILUA BEACH1 / 16
    (1)Excellent
    1.3 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    • Private Garden
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2018
    Ania, the owner, was friendly and helpful. The location is ideal - just around the corner from a beach with few people and trees for shade. Plenty of restaurants nearby. We had...
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    About this property
    Welcome to the most beautiful spots in Hawaii. Perfect location- just 1 min barefoot walk to warm sands and close to Oahu attractions. Comfortable, large studio with king size bed and double futon, kitchenette, AC Free Wi-Fi, parking , laundry, kayaks, snorkeling equipment, bikes, flat boards....
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Sheffield Studio open 7/7-10, 7/14-25, 8/13-25, 8/22-27, 8/30-9/7, 9/9-11, 9/28+1 / 7
    (3)Very good
    1.9 kilometres from Lanikai Pillboxes
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2017
    I returned to Sheffield Studio in Aug 2017 with my husband for an 11 night stay and it was very much as remembered from my previous visit in 2014. The location is great, you...
    Reviewed 1 February 2017
    This studio really fulfilled all the expectations that me and my wife have when we are out travelling and searching for good accomodation. Rachel and her husband are very...
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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...
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    Location Information
    Kailua, Oahu
    Private Room - 1 Bathroom, Sleeps 2
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    1.0 kilometres from Lanikai Pillboxes
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kehaulani is a stunning luxury villa in Kailua, on the Windward Coast of Oahu, just minutes from the beaches of Lanikai. With spectacular views of the Pacific Ocean and Mokulua Islands, this four-bedroom vacation rental is ideal for families, friends, and destination wedding guests seeking palatial...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1.3 kilometres from Lanikai Pillboxes
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the most beautiful beach in Hawaii. Perfect location-just 1 min barefoot walk to warm sands. Modern , clean, safe and comfortable accommodations close to all Oahu attractions and just 17 min away from Honolulu airport. The 3 bedrooms , 3 bathrooms, the kitchen and the living room condo...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.4 kilometres from Lanikai Pillboxes
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Private entry and bathroom, so no breakfast . Small meal prep are with small Refrig, coffee maker, hot plate, microwave, pots, dishes , utensils. Linens. Towels. Very small outside area, table & 2 chairs. Residential family home. Quiet, mellow owner prefer like minded renters. Not a home for...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1.9 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Outdoor Dining Area
    • Parking
    • Patio
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    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Kailua, Oahu
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1.3 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to the most beautiful spots in Hawaii. Perfect location- just 1 min barefoot walk to warm sands and close to Oahu attractions. Comfortable, large studio with king and queen size beds, kitchenette, AC Free Wi-Fi, parking , laundry, kayaks, snorkeling equipment, bikes and flat boards....
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedroom/ 2 Bath Unit -5 Min Walk to Kailua Beach1 / 22
    (21)Very good
    1.4 kilometres from Lanikai Pillboxes
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Mountain Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2016
    If you're looking for 5 star accomodation, this is not the place for you, however if you want a place to stay that's comfortable in a convenient location, then this will suit...
    Reviewed 14 May 2016
    This house was everything we saw online. The managers went out of their way to provide us with a VitaMix to make our morning smoothies. We thought there would be bicycles...
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    About this property
    A short peaceful 5 minute walk to the stunningly beautiful Kailua Beach will leave you in a state of bliss. Indulge yourself in an array of beach activities including swimming, snorkeling, kayaking, windsurfing and sunbathing as the tropical trade-winds pass by taking your worries with them....
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Peaceful - Romantic - On #1 Rated Beach1 / 20
    (24)Very good
    1.3 kilometres from Lanikai Pillboxes
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Balcony
    • Air Conditioning
    • DVD Player
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    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    What a great location! It was an easy walk to the beach. The house had plenty of space for all 12 of us. It is definitely a family friendly house. The house only 4 minutes...
    Reviewed 19 July 2017
    After two years of planning a long overdue family vacation, we decided that renting a house rather than staying at a hotel, was the best choice. After several searches online...
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    About this property
    Welcome to the one of the most beautiful spots in Hawaii! Far away reef protects us from big waves, white sands invite for long walks on the beach, warm ocean calls for all water activities. Prime location, just 2 minutes walk to the beach from the house, close to the airport and all Oahu...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    2.4 kilometres from Lanikai Pillboxes
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely hideaway two bedrooms are attached ' Ohana' to the main house with two private entrances. Home provide a lovely the laid-back Kailua beach town and the Hawaiin lifestyle on the beautiful Windward side of O'ahu for your trip. Guest Access Guest have access to the attached 2 bedrooms along...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Kailua by the Sea Studio1 / 24
    (2)Very good
    2.0 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
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    • DVD Player
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    • Balcony
    • Outdoor Dining Area
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2017
    Pros: close to a very nice, non busy beach. Very private for being on atop of a homeowners garage. Very Clean and updated. Good location to town and other amenities. Close to...
    Reviewed 11 September 2016
    We have been to Oahu before and it is rare to find such a modern/ updated place to stay. It was clean and so convenient. We had enough toiletries, bath towels etc. for our 3...
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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...
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    Location Information
    Kailua, Oahu
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.5 kilometres from Lanikai Pillboxes
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Cozy Orchid studio in private home. Private entrance and bathroom. Three blocks from the beach in One Direction and 3 to 5 blocks to Kailua town shopping in the other direction . Air-conditioning and ceiling fan. Small covered patio with table & 2 chairs. Small light meal prep. area. Small...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Large Spacious Studio - 5 Min Walk to Kailua Beach1 / 7
    (4)Average
    1.4 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    • Mountain Views
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2016
    I stayed with a friend who has never been to Hawai'i! It was great showing her the part of the Island I grew up on. We walked to Kailua beach almost every morning. Everything we...
    Reviewed 26 February 2016
    Nice place to stay!!!!! I stayed with my 15 years old son for about 10 days.. This studio was very confortable and very well ubicated, we walk around Kailua from the studio and...
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    About this property
    Lets be honest... one of the main reasons you're visiting Hawaii is for the beautiful weather year round and the jaw dropping beaches. Our vacation rentals are all within walking distance to one of the worlds most beautiful beaches, Kailua beach. Our properties Ali'i property is a short 5 minute...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charming 1 bedroom  house1 / 12
    (2)Excellent
    2.7 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
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    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2018
    My grand daughter an I had the best time ever!!! Thomas was very nice and the house was perfect, the beach was beautiful . Our stay in Oahu could not have been better!!!
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    About this property
    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...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.0 kilometres from Lanikai Pillboxes
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Charming Cottage in beautiful Lanikai. Short walk to the beach. Enjoy comforts of home with efficiency kitchen and own washer and dryer. One split AC unit. Large lanai to extend the living space and room to BBQ and dine. Garden setting. Licensed B&B. This vacation home has been registered as a...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    1.2 kilometres from Lanikai Pillboxes
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Lanikai Beach community, this beach house is perfect for a family vacation, getaway with friends, or a couples retreat. The villa is divided between the three-bedroom Main House, and single dwelling Pool House and Studio Cottage, both with en-suites and kitchenettes, so privacy is...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    1.1 kilometres from Lanikai Pillboxes
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built by famous stylist Paul Mitchell in the late 1980s. This gated, beachfront, landmark property was designed with natural spaces and architecture that reflect the social and welcoming Polynesian lifestyle - a home that's not only beautiful, but also strikes the perfect balance between privacy,...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    0.8 kilometres from Lanikai Pillboxes
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Mountain Views
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Walk to America's best beach. Run around Kailua.1 / 8
    (1)Very good
    1.4 kilometres from Lanikai Pillboxes
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    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...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bathroom, Sleeps 3
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    2.3 kilometres from Lanikai Pillboxes
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    42 feet from Beautiful Kailua Beach  Wonderful 4 Bedroom Home  Lots of Extra's1 / 73
    (5)Excellent
    2.0 kilometres from Lanikai Pillboxes
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
    • Internet Access
    • Waterfront
    • DVD Player
    • Washer
    • Mountain Views
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2018
    We are certainly biased when it comes to ‘beach vacationing.’ We grew making family trips to Myrtle Beach, SC and later to Destin, FL for over 20 years. However, we must say...
    Reviewed 31 May 2015
    Our family got to spend a week in paradise in Dan's home. The view from the lanai is outstanding. Steps to the beach, all the beach and water toys one could ever hope for...
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    About this property
    Our home is located DIRECTLY on the Beach. Arguable the BEST BEACH, the BEST VIEWS, and on the BEST BEACH ACCESS in Hawaii. WONDERFULLY soft and manicured yard. LOTS of TEAK: lounge chairs, rocking chairs, porch swing, picnic tables, and accessories -THE HOUSE: Our home is tastefully decorated...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.3 kilometres from Lanikai Pillboxes
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ONCE YOU VISIT, YOU WILL NEVER WANT TO LEAVE! Beautifully appointed two bedroom Hawaiian private residence in quaint Enchanted Lakes. Walking distance to schools, shopping, dining, recreation, entertainment, and fabulous Kailua town. From the koi pond at the front entrance to the swimming pool...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.3 kilometres from Lanikai Pillboxes
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Grill
    • Waterfront
    • Internet Access
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Walker's Lanikai Beach House. John Walker, was 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...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    2.2 kilometres from Lanikai Pillboxes
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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