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    Travellers to Oahu are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    18 Matching Rentals in OahuView all 1,234 rentals
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    Cottage on the Beach, Romantic, Oahu North Shore Mokuleia (Licensed!)1 / 28
    (15)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Ahuimanu Cottage1 / 9
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Gorgeous Zen 2 Bedroom Cottage1 / 9
    (12)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Nancy's Kailua Cottage Makai1 / 32
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    • Parking
    • 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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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Patio
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be a part of Hawaii's history by staying at E Komo Mai Hale and have a true Hawaiian experience. It offers the utmost Hawaiian relaxation & tranquility in a real plantation setting. Feel the tropical Hawaiian sun, dive into the crystal aqua waters & enjoy your private yard under the palm tree and...
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    Location Information
    Makaha, Oahu 96792
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
    The Cottage - North Shore Paradise1 / 12
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Balcony
    • Wi-Fi
    • Ocean Views
    • Patio
    • Washer
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2018
    We stayed at the cottage for 12 days to celebrate our 20th anniversary, and it was perfect. High atop the mountain looking down at the North Shore watching the sunset and the...
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    About this property
    If you love the Northshore, but want a nice, cozy, clean, place with Ocean Views from the Kitchen, Bathroom and Patio; European Flair; stainless steel appliances, granite counter tops, fully furnished away from the traffic noise on Kamehameha Hwy. Look no further. Off street parking. Just...
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    Location Information
    Pupukea, Oahu 96712
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Kailua Beach Aloha Cottage1 / 13
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 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 96734
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Terrace
    • Wi-Fi
    • Washer
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Beachwalk Bungalow is ideal for 2 adults. With one queen-size bed in the bedroom and one twin day-beds in the living area. This charming Hawaiian style Cottage is located on a private property just minute away from world famous Kailua beach and close to Kailua town. Walk down the private...
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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Terrace
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New, light and airy one room cottage with queen sized bed, bath, kitchenette, out door sitting area by the pool. The sun provides for 70 % electricity used in this eco friendly Cottage. The lanai overlooks the tropical garden and the salt water swimming pool. Quiet and peaceful. The unit has...
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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Nancy's Kailua Cottage Mauka1 / 15
    (8)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Mountain Views
    • Washer
    • Outdoor Dining Area
    • Patio
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 February 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 29 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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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 1 Bathroom, Sleeps 4
    Open Palms Plantation 'A Slice of Heaven in Paradise' NEW- Honeymoon Suite!1 / 51
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 October 2019
    Unforgettable memory with peaceful and relax time that we could spend at Open Palms Plantation. The accomodations were clean and comfortable.This is a place that is a rarity...
    Reviewed 10 July 2019
    Open Palms Plantation, Kitty, the owner, is a joy to work with and provided everything we needed to make our stay a wonderful experience! Excellent location, beautiful...
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    About this property
    'A Slice of Heaven in Paradise' is what you'll find at Open Palms Plantation. Relax and enjoy the peace and serene island lifestyle. A beautiful retreat nestled in Oahu's horse country on a 2.5 acre plantation setting located at the base of the spectacular Koolau mountain range. We are just 3...
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    Location Information
    Waimanalo, Oahu 96795
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Walk to America's best beach. Run around Kailua. Sleep til Noon.1 / 48
    (2)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Spent 4 nights relaxing on Windward coast. Will was a great host, would book again when we return to the island!
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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 96734 6734
    Holiday Rental House - 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for Paradise, this is IT. The location of this Little Cottage is 30 feet out the front door to the most beautiful sandy beach. The snorkeling and fishing are exciting. There is a pool on the property, exercise room, Bar-B-Q area and parking. This cottage is completely furnished...
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    Location Information
    Hauula, Oahu 96717
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Mountain Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vintage Hawaiian décor -- including lovely teak furniture and vibrant pops of color -- welcomes you to an authentic Honolulu vacation. The 2BR configuration is perfect for a small family or friends traveling together. Within walking distance to many Honolulu highlights, including legendary Waikiki...
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    Honolulu, Oahu 96815
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    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 96734
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Grill
    • Parking
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find yourself just down the street from the Honolulu Zoo and Aquarium and right at the edge Kapiolani Park -- the largest park on Oahu. Adventurous vacationers will appreciate that legendary surfing at Waikiki Beach...
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    Location Information
    Honolulu, Oahu 96815
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Washer
    • Mountain Views
    • Patio
    • Cable/satellite TV
    • Parking
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A relaxing and welcoming place to stay while on Oahu. Conveniently located minutes from world famous beaches, our local grocery store, local restaurants, shopping & night life while providing a relaxing escape up the hill from any unwanted interactions. Perfect for all types of travelers. Enjoy...
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    Location Information
    Pupukea, Oahu 96712
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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