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Holiday Homes in Hawaii Kai

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    Travellers to Hawaii Kai are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 25 Rentals in Hawaii Kai
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    LIVING LOCAL WITH PRIVATE POOL & SAUNA1 / 24
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Kalama Valley Studio Apartment1 / 13
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Kaiwiki Place is a true Hawaii escape nestled away on a cul-de-sac right off of Maunalua Bay Beach. Hanuma Bay is close by, where you can bask in the sun all day long. The world-famous attractions of Honolulu including Diamond Head and Waikiki Beach are also a short drive or Uber away....
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom is just a block from the beach in Hawaii Kai. It offers the best balance between being close to everything Waikiki has to offer (just 10 min away) but is away from the hustle and bustle of the city. Here you can relax on the beach which is safe for children and adults of all ages...
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    Hawaii Kai, Oahu 96821
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha! Welcome to Modern Hawaiian Living! New from top to bottom!!! Newly built and beautifully decorated with custom teak furniture from Bali and the most comfortable sofas, beds, linens and more! This home is equipped with everything you need, truly a home away from home! Recreational gear...
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    Hawaii Kai, Oahu 96825
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    BEACH COTTAGE ON PORTLOCK, HAWAII KAI, MAUNALUA BAY, EAST HONOLULU1 / 88
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2017
    We had such an enjoyable stay at this AIRBNB I fear my feedback will come across as fake! Stop looking at other options – book this place! It is fantastic. Tess was extremely...
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    About this property
    LOCATION! Here on Oahu's most exciting and active coastline, 'Hale Kahakai' (Beach House) offers extraordinary access to your own beachfront without a hotel in sight. This vintage 1940's cottage sits among the large beach estates on East Honolulu's beautiful and tranquil Maunalua Bay. Be among the...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Wi-Fi
    • Terrace
    • Washer
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare to be wowed by unforgettable views at this 4BR/3BA home, ideally situated in Honolulu’s beautiful Hawaii Kai. Overlooking Maunalua Bay, Koko Marina, and Hawaii Kai, you’ll enjoy sweeping ocean and Koko Head vistas from almost every room in the home as well as on two private lanais. Ample...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Executive 1 bedroom, recently renovated, Portlock area.1 / 20
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 February 2018
    Spotless clean, nice location, near the ocean and several shopping centers, very easy in and out.Very spacious and the included parking and washer/dryer in the apartment are...
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    About this property
    This spacious and luminous 1 bedroom features all laminate floors in the bedroom and living room areas, granite counters, full size refrigerator, stove with oven, floor to ceiling marble bathroom with tempered glass doors walking shower. Front loading top of the line LG washer and dryer. The...
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    Hawaii Kai, Oahu 96825
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Wow!' is the usual reaction of folks seeing the view from this traditional Hawaiian home. Furnished comfortably, with attention to detail for a wonderful, relaxing vacation. Spectacular sunsets. In winter, humpback whales cavort in the ocean just below the house. At night, you can sleep to the...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a newly renovated and spacious studio with a Hawaiian Tiki Bar! This studio has a separate entrance and has all the conveniences of home with its own washer and dryer, walk- in closet, A/C, hardwood floors, 2 burner cooktop, sink, refrigerator, microwave oven, cove lighting, full bathroom,...
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    Hawaii Kai, Oahu 96825
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    8 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha! Welcome to Modern Hawaiian Living! Luxuriously appointed open style living for 18 guests. 3 Living Rooms, 3 BBQs, 3 Outdoor BBQ areas and lots of on property parking and more! Recently built and beautifully decorated with custom teak furniture from Bali and the most comfortable sofas,...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 18
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oahu's Newest Luxury Estate Ocean House is the newest residence in the collection of ultra-luxury homes designed by renowned Hawaii Architect Jim McPeak and built by San Diego based developer Mark Gosselin. This estate is a modern take on Oahu's well-known Banyan House. It captures a similar style...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this East Oahu private guest suite, ideal for 2 adults + 2 children. Conveniently located close to Waimanalo & Haunama Bay, with lots of shopping and dining in Hawaii Kai & Aina Haina. Easy drive to Waikiki or Honolulu. Family- and kid-friendly. 1 queen bed, 2 twin beds in loft (low head room...
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    Hawaii Kai, Oahu 96821
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Newly decorated, Pool, Spa! Great family home!1 / 25
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    • Washer
    • Mountain Views
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 February 2017
    We stayed in this rental house for a week in Hawaii, Kai (East Honolulu). Our first rental did not work out and I was so grateful that I had inquired about this place before we...
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    About this property
    This three bedroom, three bath, newly updated, pool/spa home is now available for rent! The home has been outfitted with ALL NEW furnishings – including beds, mattresses, bed and bath linens. The home has a brand new kitchen, laundry facilities, BBQ and updated bathrooms. The downstairs TV room...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Ocean Views
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find serenity, island style, at Hale Laulea. This Oahu vacation rental, whose Hawaiian name translates to “house of peace and happiness,” is a beautifully designed contemporary retreat close to some of the island’s best beaches. Invite up to eight friends or family members to enjoy this...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Mountain Views
    • Grill
    • Patio
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note that there is another vacation rental unit on the premises, and there may be other travelers present during your stay * Your Hawaiian holiday begins at the 'Lanai House,' a newly renovated 2-bedroom,1-bathroom home in Honolulu. This vacation rental boasts 1,500 square feet of...
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    Hawaii Kai, Oahu 96825
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • DVD Player
    • Patio
    • Washer
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on the west slope o Koko Head crater, adjacent to Hanauma Bay this casual, island-style home offers panoramic ocean views over Maunalua Bay toward Diamond Head and the mountains beyond. The lower level consists of the pol and pool deck which is solar heated to help maintain a comfortable...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Mountain Views
    • Internet Access
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note that there is another vacation rental unit on the premises, and there may be other travelers present during your stay * Experience the best of paradise at this charming studio vacation rental that sleeps 2 in Honolulu. This home is nestled between the Koko Crater and the pristine...
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    Hawaii Kai, Oahu 96825
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous property overlooks the Ala Moana marina with sweeping views of mountain ranges Hawaii is known for. Escape to this home away from home located in the heart of Waikiki. This is a fully-equipped unit that will allow you and your family to entertain friends with ease. With one king bed...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Terrace
    • Wi-Fi
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just outside of Honolulu’s downtown area, surrounded by some of Hawaii’s most famous beaches and golf courses, Hanohano Villa is hillside luxury home with a spectacular view of Kalama Valley and Koko Head. With four well-appointed en-suite bedrooms and plenty of spacious indoor/outdoor...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Terrace
    • Cable/satellite TV
    • Patio
    • Washer
    • Parking
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay ** Come experience pure paradise in Honolulu, Hawaii! If you’re dreaming of a tropical escape in the sand, surf, and sun, then this tranquil Honolulu vacation rental home is just the...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover your own private, gated nook of Hawaii just minutes from gorgeous beaches and look out points right on Koko Marina, in Hawaii Kai. The luxurious, incredible location supplies the hale with marina and Koko Head views from every room. Once you have entered the gated property, Ohana Kai is...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gaze out at the Pacific Ocean and Diamond Head from your own private pool terrace at Aloha Nalu. This luxury Oahu vacation rental, whose name translates to “warm, welcoming sea” occupies a prime location in the exclusive Portlock neighborhood, on the slopes of Koko Crater and only a few miles’...
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    Hawaii Kai, Oahu 96825
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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