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Holiday Apartments in Kailua

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    Travellers to Kailua are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 53 Rentals in Kailua
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    Absolutely Oceanfront - Legal - 60ft waterfall lap pool - $2201 / 26
    (4)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Plantation Charm in Kailua1 / 30
    (5)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Lanikai Cottage1 / 13
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    SUITE ALOHA – Remodeled, Romantic Island Retreat1 / 36
    (29)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Outdoor Dining Area
    • Cable/satellite TV
    • Parking
    • Washer
    • Wi-Fi
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2019
    This is an awesome location with the beach an easy couple of block walk. It is also an easy walk to the city center for restaurants, stores, and more. And you can't ask for...
    Reviewed 4 April 2019
    When you stay in Suite Aloha in Kailua you are guaranteed to have an extremely friendly welcome from Sabine and Ray and to enjoy your stay enormously. The accommodation is...
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    About this property
    Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find comfort...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2019
    This place was wonderful. Quiet and lovely beachfront home. We stayed in the Mountain Suite and took advantage of the saltwater pool with the waterfalls. The only issue was the...
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    About this property
    Theses are the best oceanfront vacation rentals in Kailua. Period... Kailua oceanfront deluxe vacation rentals - two units located in oceanfront home in Kailua on the ocean. One unit faces the mountains and the other faces the ocean. Both have separate entrances, bathrooms, and full size...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Sheffield Studio  Walk to Kailua Beach or Town1 / 7
    (3)Very good
    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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    96734, Kailua, Oahu
    Private Room - 1 Bathroom, Sleeps 2
    Kailua Beach Aloha Cottage1 / 13
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 January 2018
    First up Ryan said he wanted us to have a 5 star experience in his messaging to me. We booked this for first 3 nights of 2018. Kailua is a great area. You did get was stated but...
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    About this property
    Renovated attached cottage, 10 minute walk to Famous Kailua Beach! Perfect location for your Hawaiian get away. Fully renovated 1 bedroom, 650 sqft attached cottage. Private bedroom and pull out sofa bed to sleep two additional guests. There is a full double door refrigerator and freezer, You can...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to this Charming Cottage in beautiful Lanikai. Enjoy the convenience of relaxing on a beautiful Short walk to the beach nightly, and get lost in the comforts of a cozy home with an efficiency kitchen and your own washer and dryer in the home. There is One split AC unit. Property has a Large...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOVE RENTALS - FIND YOUR BLISS Ocean-themed studio. Bike to Kailua Town shops, dining, or to the beach! Safe, quiet neighborhood allows for a great experience on your vacation. This studio has a stove top, rice cooker, coffee maker, refrigerator and all things you need to make at-home meals. Relax...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Hale Luana1 / 21
    (3)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Patio
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Outdoor Dining Area
    • Porch
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2016
    Clearly put, Cheryl's Ohana is top of the line. We just got home from a 10 day stay in Kailua at Cheryl's wonderful place. We had read all of her reviews and knew that it would...
    Reviewed 21 July 2015
    We really enjoyed our stay at the House of Serenity! Very close to beaches (not 1, but 3!) and all the amenities available for your use. Cheryl prepared fresh flowers and ice...
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    About this property
    Kailua is first and foremost a beach community. Kailua Beach Park has been named “America's Best Beach”, 'Most Beautiful; Sunrise in the World'; and the world's pre-eminent windsurfing and kitesurfing destinations. Hale Luana, meaning a house to be at leisure and enjoy pleasant surroundings is...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Kailua, Cozy, Spacious Duplex Home, carport, yard, 30 day min.1 / 20
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2017
    We enjoyed our recent stay at the duplex home. The living area is very spacious with a fully stocked kitchen. Owner has done an exceptional job with the lighting and ventilation...
    Reviewed 30 August 2017
    Great place with very helpful hosts. Can't wait to go back! Near a number of excellent beaches and places to see.
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    About this property
    This 850 sq ft duplex consists of a very spacious living room with a vaulted ceiling, 1 bedroom, 1 full bath and a full kitchen with oven. All the areas come with ceiling fans and the home is indirectly ventilated with a whole house fan. The bedroom has a queen bed and comfortably sleeps two...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Nancy's Kailua Cottage Makai1 / 32
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    • Parking
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 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 12 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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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Sheffield Suite Walk to Kailua Beach or Town1 / 13
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Outdoor Dining Area
    • Parking
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • 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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    96734, Kailua, Oahu
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
    Kailua, Cozy, 2 bedroom, duplex home, carport, yard, 30 day min1 / 22
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2018
    We loved the beaches that are close to this quaint duplex. Everything you need for the beach is provided - boogie boards, sand toys, mats, umbrellas, towels, cooler. We also...
    Reviewed 30 December 2017
    We enjoyed our stay at this place. J &R were great with suggestions and making us feel at home. The location was great, near 2 of the best beaches in Hawaii. When I was told...
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    About this property
    This 850 sq ft duplex consists of a master bedroom with a queen bed and a huge walk-in closet. Access to the full bathroom is through the master bedroom. The other bedroom also has a queen bed. All the areas come with ceiling fans and the home is indirectly ventilated with a powerful whole house...
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    96734, Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Beachfront Kailua, Oahu1 / 13
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Grill
    • Wi-Fi
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 November 2018
    My husband and I took our adult children to this beautiful beach front home. On the beach yet set back enough to enjoy complete privacy. The house was perfect for our needs...
    Reviewed 9 April 2016
    We spent a wonderful vacation at this quiet beachfront property. All the little extras were there waiting for us--even down to ziploc bags and paper towels. (too many times we...
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    About this property
    Just steps across your private lawn is the deep blue of the Pacific Ocean on Oahu's famed Windward side. Windsurf, boogie board or simply stroll along the beach, it is all right there for you. The house is private and fully stocked with everything you might need for your getaway vacation. From...
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    96734, Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Nancy's Kailua Cottage Mauka1 / 15
    (8)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • Mountain Views
    • Washer
    • Outdoor Dining Area
    • Patio
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 March 2019
    This was the ideal spot for us, a pair of retired Canadians escaping a cold winter. Imagine walking just a few blocks to a gorgeous mile-long sandy beach, and just a few more...
    Reviewed 30 December 2018
    This was the perfect cottage for me, my wife and two young sons. She was on a maternity leave and I can work wherever there's Internet, so we relocated our family for six weeks...
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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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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bathroom, Sleeps 4
    Pristine X lg 1 bdrm 1 bath aprt w/Sweeping Views of Kailua All Taxes Included1 / 62
    (21)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Patio
    • Washer
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2018
    We loved our stay with Patty and she made everything very comfortable and pleasant. We loved the view on the lanai and I would definitely stay there again. Lovely welcome...
    Reviewed 24 May 2018
    Loved staying at Patty & Bob's Kauhale apartment. There are lovely views of the mountains and wonderful breezes throughout the apartment which is very large and comfortable...
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    About this property
    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...
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    96734, Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Oahu Apartment w/ Patio - Steps to Kailua Beach!1 / 24
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2018
    Exceptional hospitality; the owner is on site and very responsive. She greeted us and did everything to make our stay enjoyable. The appartment is well maintained and...
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    About this property
    ** 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...
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    96734, Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    96734, Kailua, Oahu
    Condo/Apartment - 1 Bathroom, Sleeps 2
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Patio
    • Secure Parking
    • Grill
    Suitability
    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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    96734, Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Attractive, ground floor, 2 bedroom unit with living room and private entry. On the island Oahu, you'll find comfort, relaxation here while on vacation. 6-8 minute walk away awaits you to world famous Kailua Beach, The busy night life of Waikiki is a short 20 minute drive. Tradewind Bungalow is the...
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    96734, Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    About this property
    Spacious and inviting one bedroom apartment is on the upstairs of our beautiful Kailua home. With a separate gated entrance, the flat features an outdoor deck surrounded with palm trees and a view of the lush Koolau mountains. The interior is cool and inviting, with plenty of ventilation plus...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Ocean Views
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    96821, Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Patio
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    • Private Garden
    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A bright, 1000 sq ft island home in an upscale Kailua neighborhood is your destination for a wonderful Hawaii vacation. Just a 7 minute drive from beautiful Kailua and Lanikai beaches. We offer a spacious master bedroom with a $3,000 California King bed, a second bedroom with a Queen size bed and...
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    96734, Kailua, Oahu
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    About this property
    Located in the heart of Kailua, one block from a private beach access, our VW Vanagon camper has everything you need to have the most authentic Hawaii experience possible. Stationary unless an additional fee is paid (only for insurance purposes). Comes with access to a 2 man kayak, washer/dryer,...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    A bright and very spacious 500 sq ft studio in an upscale Kailua neighborhood is your destination for a wonderful Hawaii vacation. Just a 7 minute drive from beautiful Kailua and Lanikai beaches. This cozy hide away has a cool prevailing ocean breeze and a quiet setting. In addition, this lanai is...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Your Private Place in Paradise - Sleeps 2 to 4!1 / 16
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    96734, Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    96734, Kailua, Oahu
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home located can accommodate up to 12 people comfortably and can also be split in half to accommodate smaller parties. Located directly across the street from the Kailua Beach Park and Boat Launch, this modern rebuilt two-story home has a front main house consisting of 4 bedrooms, 4...
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    96734, Kailua, Oahu
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    Pet friendly
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    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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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    With front row seats to the ocean and the famous Mokulua Islands of Kailua, Lanikai Oceanside offers the best seats in the house. Newly renovated, this tropical chic and modern oceanfront beach home is open and spacious, yet warm and intimate. Wake up to the sounds of the sea, inhale the fragrant...
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    96734, Kailua, Oahu
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    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...
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    96734, Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Walk to America's best beach. Run around Kailua.1 / 8
    (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...
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    96734 6734, Kailua, Oahu
    Holiday Rental House - 1 Bathroom, Sleeps 3
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    A bright and very spacious 600 sq ft 1 bedroom in an upscale Kailua neighborhood is your destination for a wonderful Hawaii vacation. Just a 7 minute drive from beautiful Kailua and Lanikai beaches. This cozy hide away has a cool prevailing ocean breeze and a quiet setting. In addition, this lanai...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    96734, Kailua, Oahu
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Patio
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    • Housekeeping Included
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    Pet friendly
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    Smoking allowed
    About this property
    E Komo Mai Private bedrooms are attached ' Ohana' to the main house with private entrance. Home provide a lovely the laid-back Kailua town and the beach lifestyle on the beautiful Windward side of O'ahu for your trip. Guest Access Guest have access to the attached 2 bedrooms along with beach...
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    96734, Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
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    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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    96743, Kailua, Oahu
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
    Beachfront Hideaway1 / 12
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 26 August 2017
    The house had everything we needed. The home is peaceful. A quick walk across the lawn and you're at the beach. How great is that! Early morning walks and coffee on the beach...
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    Be prepared for absolute seclusion, with an electronic gate that opens and closes upon your arrival. Once inside the property, all you will hear are the birds, the sound of the surf pounding, and the rustle of the palm fronds from the many coconut trees on site. The house is right on the beach, and...
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    96734, Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Mountain Views
    • Washer
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    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A TASTE OF PARADISE LIVING: There is no better way to experience our island lifestyle than living oceanfront in beautiful Lanikai. This property is the perfect destination for capturing all that your hearts and minds conjure up when you dream about tropical paradise living. Your only limitation to...
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    96734, Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
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    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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    96734, Kailua, Oahu
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    ** Please note that the homeowner lives onsite in a separate unit ** Treat yourself to an unforgettable Kailua getaway and stay at 'Beachside Apartment,' a 1-bed, 1-bath vacation rental apartment! Boasting sleeping for 2-4, an updated interior, and close proximity to the beach, this property is...
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    96734, Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    In accordance with City and County of Honolulu ordinances, this property is rented for periods of no less than 30 consecutive days. Rates are based on number of occupants and season. Please inquire about specials, last minute discounts and all current availability. Beautiful beachfront home set...
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    96734, Kailua, Oahu
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note the homeowner lives on-site, in a completely separate unit with some shared amenities and may be present during your stay ** Experience an idyllic Hawaiian stay at this Kailua vacation rental home. Outfitted with a pool, patio and great location just 2 miles from Kailua Beach Park,...
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    96734, Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    * Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay * Experience the Hawaiian Islands like never before at this remodeled vacation rental studio apartment! This Kailua studio offers a tastefully furnished interior, a well-equipped...
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    96734, Kailua, Oahu
    Condo/Apartment - 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • DVD Player
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    • Ocean Views
    • Internet Access
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will enjoy your one bedroom, king size bed, and fully furnished kitchen. Beautiful full service resort with a beautiful beach. Your ocean view room gives you views of Molokai Island. Watch the surfers, outriggers, kite surfing from your large balcony. Two world class golf courses close by. The...
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    96761, Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    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...
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    96734, Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    ** 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...
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    Location Information
    96734, Kailua, Oahu
    Condo/Apartment - 1 Bathroom, Sleeps 3
    1
    Kailua holiday rentals

    Kailua is a town on the Windward Coast of Oahu in Hawaii. The coast in general is renowned as an area of outstanding natural beauty, and Kailua is a great place to see some spectacular sunrises. With some great beaches and a laidback lifestyle, Kailua is the ideal destination for a relaxed family holiday. And with a huge amount of self-catered accommodation available in the town, you can find a home from home in this idyllic island setting. A trip to Hawaii might not sound like a money saving holiday, but there are rental homes available to suit every budget, and free up cash to enjoy the rest of your family holiday.

    What to do in Kailua

    Kailua Beach Park will be the first stop for many tourists, and this amazing ocean beach is bound to take up a few days of your visit. Work on your tan, and admire the sea turtles which can be seen in the area. Also, watersports enthusiasts will love the opportunities provided by Kailua Beach, including kayaking, windsurfing, kiteboarding and scuba diving. All necessary equipment can be hired nearby for some unforgettable holiday experiences. Quite apart from exploring the rest of the Windward Coast and Oahu in general, you will also have to take a boat out to the Mokulua Islands, two small islands just off Oahu's coast which provide great surfing opportunities and slightly less crowded white sandy beaches.

    Renting an apartment in Kailua

    With a huge variety of family friendly rental homes available in and around Kailua, it is easy to find deals on luxurious apartment rentals. With rental costs starting from just £390 for apartments large enough to accommodate a family of four or more, it can work out much less expensive than booking hotel rooms for the entire family. Many of the apartments come with spectacular ocean views, as well as access to private pools, tennis courts and other facilities, so it will certainly not feel like a low cost option! The extra privacy and space that comes with a rented holiday property also means that they're great for kids - the youngest members of your family can run around and let off steam without you having to worry about them disturbing the neighbours!

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