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    Travelers to Oahu are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    32 Matching Rentals in OahuView all 2,202 rentals
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    Beach Cottage, Romantic, Oahu North Shore Mokuleia1 / 14
    (15)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    The Cottage - North Shore Paradise1 / 12
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Gorgeous Zen 2 Bedroom Cottage1 / 9
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Balcony
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    • Outdoor Dining Area
    • Secure Parking
    • Private Yard
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 14, 2018
    A pocket of gold resting in a quiet cul-de-sac. Its what you would expect when you’re living in a house away from the Honolulu city skylights. Its roughly about a 10-minute...
    Reviewed August 18, 2018
    Jose was a very accomdating host for our visit to Honolulu. We found the location to be convenient for our activities on the UHM campus, and it was well supplied with kitchen...
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    About this property
    By the day, gorgeous, sweeping views of the Honolulu ocean and skyline and beyond. By the night, it becomes a panoramic vista of the sparkling city lights. This is a beautiful, spacious and uniquely situated 2 bedroom cottage, minutes from the heart of Honolulu with easy access to shopping, Waikiki...
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    Honolulu, Oahu 96822
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Ahuimanu Cottage1 / 9
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
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    Reviewed June 22, 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 June 2, 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 96744
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Hale Luana1 / 21
    (3)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Patio
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    • Outdoor Dining Area
    • Porch
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 11, 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 July 21, 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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    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
    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
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    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 14, 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 March 11, 2016
    There we were on vacation in paradise, and I got a sinus infection :-( ugg However....we still had an amazing stay!!!! largely due to the comfortable, relaxing, convenient to...
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    About this property
    Footsteps to Hawaii's best beach and a short walk to town, shopping, restaurants, farmers markets and community center for tennis, pool and gym. Ideally located for many ocean sports, hiking and cycling to just about anywhere in this pedestrian and bike friendly beach town. The cottage is fully...
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    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    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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    • Air Conditioning
    • Mountain Views
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 9, 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 July 10, 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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    Waimanalo, Oahu 96795
    Rental Home - 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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    Reviewed January 17, 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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    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *******-6448-01 This property is a legally established dwelling that is rented for period of 30 consecutive days or more at any one time regardless of actual occupancy. This beautiful hillside cottage with stunning ocean view offers the perfect getaway for a couple, small family, or up to four...
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    Kailua, Oahu 96734
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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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 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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 lanai overlooks the tropical garden and the salt water swimming pool. Quiet and peaceful. The unit has parking provided at the front of the house. Swimming pool available for use....
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step back in time and soak up a peaceful, private Hawaiian vacation experience. The Palm Cottage is close to public transport, Kailua city center, Kailua and Lanikai beach an beach park, art and culture. You’ll love this Hawaiian style Cottage because of the high ceilings, the view, the location,...
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    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Private and tropical cottage within easy walking distance to Kailua Beach, Beach Park and Kailua Town. Private entrance & bath, kitchenette. My place is close to public transport and the city center. You’ll love my place because of the location, the people, and the ambiance. My place is good for...
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    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Nancy's Kailua Cottage Mauka1 / 15
    (8)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    • Mountain Views
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 28, 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 December 29, 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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    Kailua, Oahu 96734
    Rental Home - 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • DVD Player
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    • 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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    Pupukea, Oahu 96712
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Walk to America's best beach. Run around Kailua. Sleep til Noon.1 / 8
    (1)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Kailua, Oahu 96734 6734
    Rental Home - 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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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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    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    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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    Hauula, Oahu 96717
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    • Mountain Views
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    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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path1 / 15
    (60)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Haleiwa, Oahu 96712
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    North Shore Country Charm with Amazing Sunset Views1 / 22
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Haleiwa, Oahu 96712
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Private Country Cottage1 / 21
    (89)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Kaneohe, Oahu 96744
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Beachfront Home at the world famous Banzai Pipeline1 / 24
    (44)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    Haleiwa, Oahu 96712
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 5
    *A hidden Gem*PRIVATE*Clean*New*Country Zen* -5 mins to beach-10 mins to Kailua1 / 50
    (45)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Waimanalo, Oahu 96795
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Beautiful Private Cottage/Home on 1.5 Acres of a lush, gated property1 / 24
    (54)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Haleiwa, Oahu 96712
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Quiet and private compound at the end of the road.  Spectecular and relaxing.1 / 35
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Makaha, Oahu 96792
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    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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    Honolulu, Oahu 96815
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Waimanalo, Oahu 96795
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Ke Nui Cottage (Beach Front)1 / 38
    (39)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Haleiwa, Oahu 96712
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Simple cottage 3 minute walk to great beach1 / 8
    (26)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Waimanalo, Oahu 96795
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    NOV DISCOUNT! Inquire...Country Setting* Private*10min to Kailua*>5 min beach*1 / 24
    (63)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Waimanalo, Oahu 96795
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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