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Oahu Smoking Allowed Holiday Rentals

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    Travellers to Oahu are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    18 Matching Rentals in OahuView all 2,085 rentals
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Hale Halai1 / 30
    (14)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 25 Quick View
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    Beach Villas BT-2051 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    One bedroom with a queen bed and one converta-couch in the living room. Ideal for two but sleeps up to four. Fun decor, beautiful views of Halawa Valley, clean, quiet and affordable. It was renovated in 2018. This is a small unit attached to a home. The whole unit is yours. Private entrance and...
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    Aiea, Oahu 96701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Oahu Sprinter Tiny home1 / 5
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 March 2018
    I had a very pleasant experience on my trip to Hawaii. I rented a camper van from Corey. I was traveling alone and found the van to be very spacious. I was able to cook my...
    Reviewed 7 March 2018
    I rented a camper van with my husband for our stay in Oahu. It was easy to get the van from Corey. He was very accommodating and willing to answer our questions about the area...
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    About this property
    2005 T1N Mercedes Sprinter van converted into tiny home. 6ft/ 2 meters headroom 2 burner stove with oven great for making pizzas. Faucet running water. Hot shower on the back. Queen size bed cut to 5 foot wall to wall. 21 mpg diesel turbo engine. Cabinets cabinets storage. This Sprinter tiny...
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    Kahala, Oahu 96815
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    OVH-WAIKIKI LUXURIOUS since 2009 BBB A+1 / 19
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
    • Ocean Views
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2017
    OVH - Splendor on the Ridge, sits back a bit from Waikiki, very central to Interstates and easy to get to and from. We were on the side of a mountain with the most spectacular...
    Reviewed 17 August 2014
    My group of friends and I were absolutely gobsmacked by the incredible view of Diamondhead and the ocean when we walked through the door. So beautiful!This house had everything...
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    About this property
    Perched on a ridge high above Waikiki's Gold Coast, our 3-bedroom home presents stunning observatory views of Diamond Head, tropical hills & valleys, the rainforest, Honolulu's dramatic skyline, and the never-ending coastline. E komo mai [Welcome]! Our guests tell us these views are even more...
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    Honolulu, Oahu 96816
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    OVDH-WAIKIKI*HotTub&Van* BEAUTIFUL since'09 BBB A+1 / 25
    (35)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Washer
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2016
    What a great experience. Less than 2 miles from wakiki beach. Great views. Pictures are accurate. We were eight in out party. 5 adults and 3 kids. We enjoyed our time greatly...
    Reviewed 24 June 2015
    We had 9 adults and 2 children in our group and this house was perfect for us. It had great linens & very clean. The location was easy on/off the interstate. The big bonus was...
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    About this property
    Step onto our wraparound lanai (balcony), inhale the sweet scent of tropical flowers, wiggle your toes in the grass, and greet an amazing, elevated view of Honolulu's modern skyline and Diamond Head's distinctive volcanic silhouette. E komo mai [Welcome]! Step onto our wraparound lanai...
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    Kahala, Oahu 96816
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Washer
    • Air Conditioning
    • Mountain Views
    • Grill
    • Wi-Fi
    • Patio
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This homey one bedroom / two bathroom Turtle Bay condo offers the perfect true Hawai'i get-away for up to four lucky humans! The closest condo to the beach and sitting on the 18th hole of PGA Fazio Course, we welcome you to the coveted North Shore! **The Condo** New owners and an updated unit...
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    Location Information
    Kahuku, Oahu 96731
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kailua, a relaxed lifestyle, and a Hawaiian home to relax and vacation with your family and friends. The beauty of Judys' Beachside Corner is that you can have one bedroom upstairs, or open up the downstairs and have an additional bedroom that can sleep 2-4 more guests. Upstairs is the master...
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    Kailua, Oahu 96734
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Mountain Views
    • Hot Tub
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • Grill
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Condominium is nestled beneath the quiet majestic mountains of the Makaha Valley. There is a view of the mountain and the ocean and it boasts of a resort style of living. It has two bedrooms and 1 bathroom. It sleeps 4-5 and has a full kitchen and dining area. There are ceiling fans in every...
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    Location Information
    Waianae, Oahu 96792
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • Parking
    • Balcony
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It’s big house 7,650 sqft can easily provide comfortable space for a large group Grand living room of 2,000 sqft can accommodate big parties . 5 miles away from big Ala Moana mall and famous beaches. Surrounded by tropical forest. It’s always cooler up there with fresh breeze. Famous look outs...
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    Location Information
    Honolulu, Oahu 96822
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Most Contemporary Estate 10 Minutes From Waikiki-Luxury Living1 / 51
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 24 Quick View
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    • Grill
    • Patio
    • Wi-Fi
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Ocean Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2017
    We had a wonderful time at the house! Very beautiful view! Clean and organized house ! The owners are very helpful and nice ! Enjoyed the fact that the rental car was included
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    About this property
    ***Please note we do not post a calendar for this house due to privacy and security reasons. Please email us for availability. A Stunning Brand New Estate On a Verdant Hillside is Simply Like No Other. This Home Is Located in the Famed Neighborhood Where Hawaii 5-0 and The Movie The Descendants...
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    Location Information
    Honolulu, Oahu 96813
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 24
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    OVW-WAIKIKI*FREE VAN*CAPTIVATING since2009 BBB A+1 / 27
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2015
    The house was awesome! We really enjoyed our stay! The house was very well equipped to meet all our needs! We enjoyed the hot tub!
    Reviewed 27 March 2014
    Pros - I would start by saying this house is very nice and the photos don't really give you a feel for the property. It's owners are very nice and close by and very responsive...
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    About this property
    You'll feel like you're living in a big lighthouse at our 4-bedroom 3-bath home, thanks to its high ridgeline location and huge walls of glass overlooking the Honolulu skyline, the ocean, and Diamond Head's commanding profile. E komo mai [Welcome]! Our goal is to pass on the 'aloha spirit'...
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    Location Information
    Honolulu, Oahu 96816
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Grill
    • Washer
    • Patio
    • Waterfront
    • Ocean Views
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ATTENTION LADIES AND GENTLEMAN! This is an absolute rarity! Most houses in the state of Hawaii were built in the early 1950's 60's 70's.... This house was just built on September of 2017!!! Everything in this house is brand new and built with ONLY VERY HIGH END equipment. As you can see in the...
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    Location Information
    Laie, Oahu 96762
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Cable/satellite TV
    • Parking
    • Internet Access
    • Washer
    • DVD Player
    • Air Conditioning
    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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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    OVK-WAIKIKI*FREE VAN*IMPECCABLE since 2009 BBB A+1 / 18
    (4)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Ocean Views
    • Waterfront
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 January 2017
    This apartment catered for my family of 9 easily. The view was amazing and over the News Years Eve we decided to have a BBQ on the deck and watch the city light up fireworks all...
    Reviewed 6 September 2015
    Just a fabulous location just back from Waikiki Beach, big home we had seven adults and fit comfortably. Well worth the effort of being back from the strip for a very different...
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    About this property
    Ocean View Kahala creates a modern oasis with a gleaming kitchen, 3 porcelain-tiled bathrooms and hardwood floors. From the lanai (balcony) take in panoramic views of ancient, volcanic Diamond Head, the ocean just beyond, and the surrounding valley. E komo mai [Welcome]! The Diamond Head...
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    Location Information
    Honolulu, Oahu 96816
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Ocean & Mountain Views, Relax or Have a Wedding!1 / 17
    (25)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 January 2014
    Our family spent two weeks over Christmas in this beautiful house and we had an awesome time. Edgar made sure we had everything we needed and was super helpful with any...
    Reviewed 2 October 2013
    We stayed for 9 nights and the house is excellent. There is plenty of room and Edgar is excellent. He is happy to help out and chat if you want but also gives you space. The...
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    About this property
    This Hawaiiana designed home sits at the end of Koko Head and looks directly across Maunalua Bay at Diamond Head and Kahala. This neighborhood is known for its beautiful private homes, open ocean views (great for whale watching in the winter months),ocean access through city and county maintained...
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    Location Information
    Honolulu, Oahu 06825
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 16
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Washer
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Introductory Pricing $975 per night. The space. Current Offering Guests access to 2 Villa Suites, Main Living room and Kitchen Villa, Manicured Yard with natural rock Pool and Spa. Please Note: The Exclusion of Separate Master Villa which currently owner occupied. A PRIVATE gorgeous house with 2...
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    Location Information
    Kahala, Oahu 96816
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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