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Holiday Rentals near Windward Community College

45-720 Keaahala Rd, Kaneohe, Oahu, Hawaii 96744
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    Travellers to Kaneohe are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 88 Rentals in Kaneohe
    Kokokahi1 / 22
    (3)Very good
    3.5 kilometres from Windward Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Spacious Hawaiian Hale Minutes from Kailua Beach1 / 18
    (1)Very good
    1.3 kilometres from Windward Community College
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    4.8 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Hale Ikena1 / 28
    (12)Very good
    5.4 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2018
    A most enjoyable, relaxing, senic stay.The owner was very accommodating.We had a great experience.
    Reviewed 7 September 2017
    You can't appreciate the views in the photos until you see it in person. Outstanding! John was great as a host. He has all the snorkeling gear, boogie boards, and even a kayak...
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    About this property
    No better view on Oahu! Peaceful, quiet, private, luxury, private pool with waterfall. Perfect for honeymoons or a vacation in true paradise. Short drive from Honolulu but feels like an outer-island retreat. We have been in business on other sites for 16 years and have yet to have a...
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    Kaneohe, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.2 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1 Bedroom 1 bath apartment is cozy and comfortable set in the beautiful Koolau Mountain Range. The neighborhood is a quiet residential area with excellent views just out the front door. Guests have one garage parking spot and have a private entrance to the home, which is a downstairs/first...
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    Kaneohe, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Koolau Haven1 / 14
    (1)Very good
    2.1 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Mountain Views
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2017
    Perfect location in residential Kaneohe on the Windward side, near Kailua and Lanikai beaches. This lovely little condo is stocked with everything you will need to make your...
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    About this property
    Newly renovated.. A complete overhaul. Come enjoy this completely new studio. With magnificent Koolau Mountains views. Centrally located with easy access to all parts of the island. Shopping Malls, Supermarkets within minutes away. 15 minutes away from one of the most beautiful beaches in the...
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    Kaneohe, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    OCEANFRONT  DREAMHOUSE RETREAT1 / 35
    (1)Excellent
    5.1 kilometres from Windward Community College
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Parking
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2015
    My husband, 14 year old daughter and I rented this property for 30 days during July 2015. Kurt and Irene were fantastic hosts who made us feel like we were home as soon as we...
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    About this property
    OCEANFRONT PARADISE DREAMHOME 'NEW LISTING' available July 1, 2014 Fish & sea come to greet you 'Aloha' in the morning as you wake up to a glassy blue green pristine bay.Located on the best part of Kaneohe Bay you will hear the waves lullabye you to sleep. You see Chinaman's Hat Island and feel...
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    Kaneohe, Oahu
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2.5 kilometres from Windward Community College
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Parking
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Grill
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description The Sea Breeze Villa is a 3-bedroom, 3-bath home located in Kaneohe. The living room has bay windows with sitting area. Extra futons are provided. The 3rd bedroom has an attached bathroom and there are two bathrooms adherent to two bedrooms Each room has its own AC units. Two to three...
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    Kaneohe, Oahu
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Ahuimanu Cottage1 / 9
    (2)Excellent
    4.8 kilometres from Windward Community College
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2016
    This cottage was reasonably spacious and quite bright, airy with all of its windows. The location was very convenient to shopping with various beaches and other sights nearby...
    Reviewed 3 June 2015
    Our family is originally from Oahu but relocated to Las Vegas, Nevada. We traveled back home to scatter my brother-in-law's ashes. We stayed at a couple of other hotels before...
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    About this property
    Enjoy the real Hawai'i 'local style' and discover all that the windward side of the island has to offer. With its beautiful beaches, majestic waterfalls, scenic drives and array of restaurants, farmers markets and local delicatessens you will be glad you stayed in the country. The Ahuimanu...
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    Kaneohe, Oahu
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Sea Breeze House 4bd w/ shared pool and hot tub!1 / 24
    (3)Excellent
    2.5 kilometres from Windward Community College
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Ocean Views
    • Waterfront
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2018
    Actually two buildings linked by the pool/hot tub. Personally, I stayed in the octagonal room which is perfectly outfitted for a single or couple: king size bed which was quite...
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    About this property
    This beautifully appointed house is a 4-bedroom property with everything you will need with gorgeous beds and baths. It has a fully equipped modern kitchen and is located in a private gated estate setting. The location has breathtaking scenic views of the ocean and the mountains. Relax in the...
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    Kaneohe, Oahu
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    2.5 kilometres from Windward Community College
    12 Bedrooms, 10 Bathrooms, Sleeps 33 Quick View
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    • Hot Tub
    • Waterfront
    • Patio
    • Air Conditioning
    • Washer
    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description  The Sea Breeze Estate composed of 3 homes – the Sea Breeze Manor, the Sea Breeze House and Sea Breeze Villa. These have a total of 12 bedrooms and 10 bathrooms and can sleep up to 30 guests. Sea Breeze Manor This beautifully appointed manor is a 5-bedroom home with everything you...
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    Kaneohe, Oahu
    Holiday Rental House - 12 Bedrooms, 10 Bathrooms, Sleeps 33
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    Sea Breeze Manor (5bd) - w/ shared pool, hot tub1 / 50
    (4)Very good
    2.5 kilometres from Windward Community College
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Waterfront
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully appointed manor is a 5-bedroom home with everything you will need from a media room to gorgeous beds and baths. It has fine furnishing with beautiful marble flooring and Australian wood. It has a fully equipped modern kitchen, a grand piano, and with peaceful three acre fish pond...
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    Kaneohe, Oahu
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
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    Luxury, Private Executive Kaneohe Bay Home!1 / 19
    (1)Excellent
    2.2 kilometres from Windward Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    • Balcony
    • DVD Player
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 May 2017
    The house was great for our family of 5 , all adults. Beautiful view and lots of comfortable seating in the house. Well equipped kitchen, and useful extras like beach chairs...
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    About this property
    A L O H A ! Welcome to 'Okalani, My Beautiful Home ... From Heaven! Luxurious 2,500 Square-Foot, Air Conditioned Private, One-Level Home in this Tropical Oasis & Paradise of Kaneohe. This Upscale Hawaiian Home is equipped with the Finest Quality Furniture & Furnishings. Nestled on a Private,...
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    Kaneohe, Oahu
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4.8 kilometres from Windward Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • Waterfront
    • Grill
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home sits back on large quiet property less than 5 minutes drive to Kailua Beach This beautiful home sits one house up from the water and offers the most breathtaking views of the water and Ko'olau mountains. You can sit on the deck and sip your drink while watching the sailboats go by and enjoy...
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    Kaneohe, Oahu
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ali'i Zen Haven-Pool/spa/firepit;Spectacular Views1 / 52
    (8)Excellent
    2.5 kilometres from Windward Community College
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Internet Access
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2016
    We have found paradise! Once you pass the gates you enter a world of true serenity. Perched above beautiful Kanehohe Bay you leave the hubbub and congestion of Oahu to the...
    Reviewed 8 June 2016
    This property is an absolute oasis. I stayed with a group of friends and would definitely go back or recommend it to others. To give you an idea of what to expect - you drive...
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    About this property
    Description Ali'i Zen Haven is located on east Oahu along beautiful Kaneohe Bay with breathtaking views of the bay, ocean, and mountains. If you’ve never stayed on this natural, scenic, and serene part of the island, you don’t know what you’re missing. The area is tailor-made for getting away...
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    Kaneohe, Oahu
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    2.8 kilometres from Windward Community College
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Waterfront
    • Washer
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description This beautiful 3600 square foot, 6 bedroom bay front home, is not only in the perfect location but also offers everything you need for a wonderful stay. A large yard, private pool and bbq area are some of the home's amazing features! Enjoy staying in this prime waterfront property...
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    Kaneohe, Oahu
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 15
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    Sea Breeze Homes (9bd) w/ hot tub, pool1 / 60
    (1)Excellent
    2.6 kilometres from Windward Community College
    9 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Washer
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2017
    14 of us had a very comfortable vacation stay in the Sea Breeze Estate. The house is beautiful, spacious, and well kept, the location is very picturesque, quiet, and convenient...
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    About this property
    This beautifully appointed estate consists of a 5-bedroom home, with an adjacent 3-bedroom, and studio. It has everything you will need from a media room to gorgeous beds and baths. This lovely home has fine furnishing with beautiful marble flooring and Australian wood. It has a fully equipped...
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    Kaneohe, Oahu
    Holiday Rental House - 9 Bedrooms, 7 Bathrooms, Sleeps 20
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    1.4 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Your Vacation Rental has very easy access via the H3, Likelike Hwy and Pali Hwy to Waikiki and Honolulu which is approximately a 20-30 minute drive (depending on traffic, of course!) … Kailua Town is only a 15 minute drive to the world famous Kailua and Lanikai beaches … if you’re on a tight...
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    Kaneohe, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Heeia Fishpond Estate1 / 23
    (1)Excellent
    5.7 kilometres from Windward Community College
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2017
    Now this place, WOW! Couldn't have asked for a more enjoyable stay in a Hawaiian oceanfront location. Beautiful, mountain and ocean views, barbequing, standup paddle boarding...
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    About this property
    The space This former home of US Senator Hiram Fong sprawls over two acres with a large lawn and a working Hawaiian fishpond. Hawaiian fishponds are unique to the islands. They served as an advanced form of aquaculture to supply the Hawaiians with a constant supply of fresh fish and are found...
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    Kaneohe, Oahu
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Kaneohe Bay's Best B and B1 / 15
    (1)Average
    2.6 kilometres from Windward Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Secure Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 April 2017
    The owner was helpful during our visit, and the location of this property is breathtaking but the pictures are somewhat deceptive. Granted, we were there during some pretty bad...
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    About this property
    This house is a guest home on my property adjacent to the main house. It has sweeping views of the Koolau Mountains and Kaneohe Bay. There is a blurred edge of indoor/outdoor living with panoramic sliding glass doors overlooking Makani Kai Marina and an old Hawaiian fish pond on one side and the...
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    Kaneohe, Oahu
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.7 kilometres from Windward Community College
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Parking
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    • Ocean Views
    • Mountain Views
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Matamoana, where we have panoramic views of the Ko'olau mountains and ocean. Our newly renovated home is the perfect place to unwind. Cool down inside with the AC on, or bask in the Hawaiian sun while you picnic in the shared BBQ area. 20 minute drive to town, or take the scenic country...
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    Kaneohe, Oahu
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    1.7 kilometres from Windward Community College
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Balcony
    • Washer
    • Ocean Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in our newly renovated private upstairs two-bedroom unit. Each room includes AC, tv, mini-fridge and wet-bar with hotplate. Sip on your favorite beverage while enjoying the sunrise and sunset from your private balcony. Shared bathroom connecting the two rooms, with separate private entrances...
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    Kaneohe, Oahu
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pulelehua - Pool, Spa, Waterfront, View Home!1 / 20
    (9)Excellent
    4.2 kilometres from Windward Community College
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Mountain Views
    • Washer
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 December 2017
    This house was spotlessly clean, equipped with everything you could desire and elegantly decorated. We enjoyed days in the pool which looks out to the bay, followed by a hot tub...
    Reviewed 6 January 2017
    We had 3 couples and a 12 year old during the week of Thanksgiving. The home is setup perfectly for that. Each bedroom had it's own bathroom (one is a Jack & Jill setup...
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    About this property
    Pulelehua is a four bedroom, three bath, single story, stand alone home ideal for family, couples or a retreat. It has one king, two queens and two twins. The home is outfitted with an ALL NEW kitchen, furnishings, beds, linens, housewares, BBQ, art, etc... Each room has a spectacular...
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    Kaneohe, Oahu
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.7 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Washer
    • Balcony
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in our newly renovated private upstairs bed and bathroom unit. Amenities include AC, tv, mini-fridge and wet-bar with hotplate. Your private open-air balcony is perfect to sip on your favorite beverage while watching the sunrise & sunset. Enjoy the panoramic mountain and ocean scenery at...
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    Kaneohe, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.7 kilometres from Windward Community College
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in our newly renovated private two-bedroom unit. Each room includes AC, tv, mini-fridge and wet-bar with hotplate. Shared bathroom with separate private entrances to each room. Enjoy the panoramic mountain and ocean scenery at Chinaman's Hat as you picnic in the shared BBQ area under the...
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    Kaneohe, Oahu
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Kailua, Cozy, 2 bedroom, Duplex Home1 / 29
    (2)Excellent
    6.4 kilometres from Windward Community College
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 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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    Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Tranquil Tropical Beach Retreat1 / 33
    (1)Excellent
    6.6 kilometres from Windward Community College
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Terrace
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2018
    We had the most amazing vacation solely due to our hosts, Amber and Matt, in their beautiful guest house. We absolutely had everything available to us that we could think of...
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    About this property
    Come enjoy this two story private Hawaiian style guesthouse in a tranquil setting of tropical flowers and fruit trees. Sip a cup of coffee or glass of wine while you enjoy the view of the Ko'olau mountains and listen to the birds sing from your covered upstairs lanai. Take a dip and catch some...
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    Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Kailua, Cozy, Spacious Duplex Home1 / 23
    (3)Excellent
    6.4 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 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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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Cute Beachwalk Bungalow1 / 19
    (1)Excellent
    7.5 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    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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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Perfect Oasis, Steps to the Beach!  100% Solar!1 / 14
    (6)Excellent
    6.9 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2018
    Could not have asked for a peaceful and relaxing location! Close to everything yet a world away from Waikiki. Bob & RonI were unobtrusive but available; we were always able...
    Reviewed 19 April 2018
    We loved this little cottage in a quiet neighborhood in Kailua, O’ahu, Hawaii. Bob provides a booklet of necessary information that he titled “Tranquility Base” . It truly is a...
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    About this property
    This quiet 400-square foot cottage sits by the blue-tiled pool and offers the perfect resting spot after a full day of activities or a sleepy day on the beach. It offers a full bath and kitchenette with full-sized refrigerator, microwave, and toaster oven. The studio is detached from the...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kailua Beach Aloha Cottage1 / 13
    (1)Average
    6.7 kilometres from Windward Community College
    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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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Garden of Dreams - swimming pool on property -1 / 19
    (7)Excellent
    7.0 kilometres from Windward Community College
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 June 2018
    This is an attractive, well-maintained, small apartment off the side of the main house where the owners, Kiki and Joe, live, and has its own entrances and access to a private...
    Reviewed 13 June 2018
    I couldn't have asked for a more perfect place to stay on my first solo visit to Hawaii. The neighborhood is very safe and quiet, the property itself has a complete...
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    About this property
    This air-conditioned Studio is a private retreat away from home. Very well equipped kitchenette for light cooking: microwave, refrigerator, coffee machine, electric tea pot, rice cooker, Crock-Pot/Slow Cooker, Convection Steamer, toaster, vegetable steamer, electric frying pan, mixer. Custom...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    7.2 kilometres from Windward Community College
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come bask in the gentle trades of the windward side at the Kailua Palms Estate Guest House, a fabulous two bedroom, two bath vacation guest house located in sleepy Kailua Town near Kailua Beach. The two bedrooms are spacious and comfortable. You will like the relaxed and casual indoor/outdoor...
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    Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Plantation Charm in Kailua1 / 30
    (5)Very good
    7.0 kilometres from Windward Community College
    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 30 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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    Location Information
    Kailua, Oahu
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Luxurious 4 BR Kailua Home, Air-Conditioning, Short walk to Beach, Pool!1 / 35
    (4)Excellent
    6.8 kilometres from Windward Community College
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2018
    Had a wonderful five days in Oahu staying at this gorgeous home just a few blocks from the beach. After a five days in a resort we wanted a more home like setting and privacy...
    Reviewed 21 April 2018
    Perfect place to stay, just a short walk to a great beach. We stayed there with 8 people and had plenty of room for all of us. Gracious and attentive hosts.
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    About this property
    This beautiful four bedroom, two bath, Hawaiian style home is just a short 1 1/2 block walk to the pristine white sands of Kailua Beach and 5 min's from Kailua Town. Newly remodeled with new paint, carpets, drapes, ceiling fans, and furnishings this spacious open floor plan offers a serene Hawaiian...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    KAILUA DREAMS-PALI, the perfect mix of Beach/Town1 / 24
    (5)Excellent
    7.9 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Secure Parking
    • Balcony
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2015
    Best location - walk to beach, walk to town (many, many restaurants to choose from). Apartment is very clean, modern, and comfortable, pictures are true to experience. Location...
    Reviewed 12 April 2015
    I know people do not want to overstate their claims about their rental property. These accommodations were over the top!. We had friends who lived in the same side of the...
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    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI is the PERFECT Blend of Town and Beach Living................... Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world famous...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Kailua by the Sea Studio1 / 24
    (2)Very good
    7.8 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
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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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    Sheffield Studio  Walk to Kailua Beach or Town1 / 7
    (3)Very good
    7.9 kilometres from Windward Community College
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Patio
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    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 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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    Absolutely Oceanfront Kailua Vacation Rental- $1991 / 26
    (4)Very good
    7.9 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Ocean Views
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2017
    Beautiful ocean front rental in a quiet neighborhood. Nice pool area. Very relaxing. We enjoyed our 6 night stay very much!
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    About this property
    Kailua oceanfront deluxe vacation rentals - two units located in oceanfront home in Kailua on the ocean. One unit faces the mountains and the outer faces the ocean. Both have separate entrances, bathrooms, and kitchenette facilities. These are deluxe rooms with 16-foot vaulted ceilings, air...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    7.0 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very spacious, newly renovated, 1-b/1-b suite located just 1.5 blocks away from beautiful Kailua Beach. Enjoy your vacation in our Ohana unit, attached to our home, but with a separate entrance and private/fenced yard, kitchenette, and large living room. You will safe and secure behind our locked...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    7.9 kilometres from Windward Community College
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Beachfront Kailua, Oahu1 / 13
    (3)Excellent
    7.9 kilometres from Windward Community College
    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 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...
    Reviewed 24 March 2016
    While this property only rents for a month at a time, it was a great retreat from the world. With private beach access to a wide sandy beach and the wind in the palm trees, you...
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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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    Location Information
    Kailua, Oahu
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.5 kilometres from Windward Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Washer
    • Cable/satellite TV
    • DVD Player
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    • Air Conditioning
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description The Jungle Waterfall Retreat is tucked into the rainforest of Kailua. Get the quiet relaxation of living surrounded by mountains while only being a 5-minute drive to the beach. It's just 20 minutes to the airport and Waikiki, but you will feel like you are on another island. Enjoy...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    8.0 kilometres from Windward Community College
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Washer
    • Mountain Views
    • Grill
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    • 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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    Location Information
    Kailua, Oahu
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cozy Kailua Apartment w/ Patio - Steps To Beach!1 / 24
    (1)Excellent
    7.9 kilometres from Windward Community College
    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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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    7.1 kilometres from Windward Community College
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kailua Beachfront Villa is a pretty, family-friendly vacation home located in Kailua on the beautiful coast of Oahu. You and your guests will be pampered in this classic vacation rental. Kailua Beachfront Villa is perfectly situated with panoramic views of the gorgeous Pacific Ocean right from your...
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    Location Information
    Honolulu, Oahu
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    7.9 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Kailua, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    7.1 kilometres from Windward Community College
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Royal Kailua Estate is the crown jewel of Kailua's beachfront properties. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of over sized stones met with manicured grass provides the driveway that meanders past the luscious green...
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    Location Information
    Kailua, Oahu
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    7.9 kilometres from Windward Community College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    The Artist's Hideaway will be a unique cozy part of the ArtZone Complex. One of 3 spaces. Please see the Unique Atrium Studio and Unique Art Gallery Theater Home. All spaces are very private and designed with this in mind. The Artist's Hideaway will have a bathroom with two 4 ft glass doors! ......
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    Location Information
    Honolulu, Oahu
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    7.9 kilometres from Windward Community College
    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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    Location Information
    Kailua, Oahu
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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