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Kailua Villas

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    $3,207 Average
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    Travellers to Kailua are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    10 Matching Rentals in KailuaView all 135 rentals
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    Peaceful - Romantic - On #1 Rated Beach1 / 40
    (24)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the one of the most beautiful spots in Hawaii. Far away reef protects us from big waves, white sands invite for long walks on the beach and the ocean calls for all water activities. Prime location, just 2 minutes walk to the beach from the house, close to the airport and all Oahu...
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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • Wi-Fi
    • Hot Tub
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Those who are familiar with Hawaiian history know that pineapples played a crucial role in the island’s development. The sweet fruit were grown out of large plantation estates, which serve as the inspiration for Plantation at Paradise Point whose lavish architecture is inspired in part by those...
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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Parking
    • Grill
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a beautiful 6 bedroom, 5 bath beachfront home reminiscent of Old Hawaii. Coconut trees abound throughout the spacious lush green lawns which leads directily on to the white sandy beach of Kailua. The home sits on one of the most breath taking beaches in the world. Walk the beach in the...
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    Location Information
    Kailua, Oahu 96734 2726
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Grill
    • Hot Tub
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Lanikai Beach community, this beach house is perfect for a family vacation, getaway with friends, or a couples retreat. The villa is divided between the three-bedroom Main House, and single dwelling Pool House and Studio Cottage, both with en-suites and kitchenettes, so privacy is...
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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built by famous stylist Paul Mitchell in the late 1980s. This gated, beachfront, landmark property was designed with natural spaces and architecture that reflect the social and welcoming Polynesian lifestyle - a home that's not only beautiful, but also strikes the perfect balance between privacy,...
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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kehaulani is a stunning luxury villa in Kailua, on the Windward Coast of Oahu, just minutes from the beaches of Lanikai. With spectacular views of the Pacific Ocean and Mokulua Islands, this four-bedroom vacation rental is ideal for families, friends, and destination wedding guests seeking palatial...
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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Over 3500 square feet of indoor living area, with TV, Stereo,, DVD, wireless internet, Gas BBQ and outdoor shower make this private, gated property a tropical retreat in paradise. Gracious living and tropical paradise are yours to enjoy in this magnificent Hawaiian vacation home. Designed for the...
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    Location Information
    Kailua, Oahu 96734
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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