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Holiday Rentals and Homes in Kailua, HI

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    From
    €191
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    1 / 24
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3
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    €110
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    1 / 16
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
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    1 / 12
    5 of 5 stars (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    €3,210
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    1 / 30
    4.5 of 5 stars (7) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Private Outdoor...
    • Water Park Nearby
    • Internet Access
    • Satellite TV
    • Stereo System
    • Watersports Nearby
    • There Are Tennis...
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha and welcome to your beach house. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style. Come on in and make yourself comfortable. As soon as you walk through the door the stress of everyday life will melt away. Most of the... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 12 August 2015
    We have dreamed of going to Hawaii all of our lives and finally had the opportunity to go for our dream trip. I have to say that all of our expectations of Hawaii were filled...
    2 of 5 stars Reviewed 10 July 2015
    At arrival we met Joe, who showed us the house. We thought we rented the house for our selves, but Joe and his wife also lives in the house...not as expected! We were two...
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    €345
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    1 / 16
    4.5 of 5 stars (24) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Mountain Views
    • Water Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Beautiful, licensed, newly remodeled 3 Bedrm, 3 Bath Kailua Beach side villa, surrounded with lush tropical gardens, on private estate with swimming pool and jacuzzi.. Just walk down a private beach lane and in less than 2 minutes you would be at the most beautiful beach in the country! It is a... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 23 February 2015
    We stayed for one week and rented the three properties available for our extended family. Grandparents and two families of four with small children and babies. The rentals were...
    5 of 5 stars Reviewed 19 April 2014
    We wanted to celebrate a 50 year anniversary with the whole family and this proved to be the perfect setting! Each family of 4 had their own 'home': one was in Kukui House...
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    €332
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    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Refrigerator
    • DVD Player
    • Gym
    • Satellite TV
    • Dryer
    • Washer
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. BRAND NEW LANIAKI vacation rental! 3br/2ba The charming beach cottage has two separate dwellings on property that are rented together to provide 3 bedrooms and 2 baths. The main house is 2br/1 bath main house; the studio is a 1br/1ba unit with its... View all property information
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    Kailua, Oahu 96734
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    €607
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    1 / 26
    5 of 5 stars (22) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Water Views
    • Shared Outdoor Pool...
    • Deck
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gorgeous, beautifully furnished Ocean View home is a stone's throw from Kailua Beach and sleeps up to 8 comfortably. There is a large, sparkling, fully tiled swimming pool, 2 jacuzzi tubs, central air conditioning, 3 large bedrooms with ocean views, and 4 baths. Dolphin Manor is an... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 25 August 2014
    This is a lovely and comfortable home, just steps from Kailua Beach, that will give any traveler a wonderful taste of Hawaii. We walked the beach every morning, spent time in the...
    5 of 5 stars Reviewed 7 July 2014
    We rented the house for a family vacation and to attend our son's wedding wedding. It was everything we could of wanted. No surprises and in excellent condition. Great location...
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    €3,057
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    If you're looking for a perfect spot to call home during your stay in Kailua, you'll love this one bedroom/one bath apartment in walking distance of world-famous Kailua and Lanikai Beaches. This unit, which has just been made available as a monthly vacation rental, is tucked away in a quiet,... View all property information
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    Kailua, Oahu 96734
    From
    €79
    / Night
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    Studio, 1 Bathroom, Sleeps 2
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Dryer
    • DVD Player
    • There Are Tennis...
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Watersports Nearby
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Cozy studio in private home. Private entrance and bathroom. Three blocks from the beach. 1 block from the 57 bus stop. 3 blocks to shopping, restaurants and market. Air-conditioning and ceiling fan. Small covered patio. Little kitchenette for light meal prep. Small Refridg, microwave, toaster,... View all property information
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    Location Information
    Kailua, Oahu 96734
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    €83
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    1 / 10
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2
    other travellers have booked this property
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    Amenities & Details
    • Washer
    • Patio
    • DVD Player
    • Linens Provided
    • Dryer
    • TV
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy the peace and quiet in this quaint, private cottage. The property offers a queen-size bed, kitchenette, lovely tropical yard and covered lanai with outdoor seating to relax in after a day at the beach. Wash the sand off in the private outside shower. Located only 1-1/2 blocks to famous Kailua... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 7 January 2015
    Happy we stayed here - Janet was friendly and easy to reach before and during our visit. Wonderful place for our staycation! Quiet neighborhood, comfy bed, clean accommodations...
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    €284
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    1 / 22
    4.5 of 5 stars (17) Very good
    7 Bedrooms, 2 Bathrooms, Sleeps 8
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Washer
    • Grill
    • Staffed Property
    • Wi-Fi
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A short peaceful 5 minute walk to the stunningly beautiful Kailua Beach will leave you in a state of bliss. Indulge yourself in an array of beach activities including swimming, snorkeling, kayaking, windsurfing and sunbathing as the tropical trade-winds pass by taking your worries with them.... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 11 August 2015
    We loved staying in this house. My family of 3, my mother, and my sister and one of her kids stayed in this house. It was perfect for cooking meals, and hanging out. The front...
    4 of 5 stars Reviewed 21 May 2015
    Recently stayed at this property with our two kids and our nanny plus her friend. Location is perfect! Walk to a lot of shops and restaurants and to the beach. There is a park...
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    €764
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    1 / 6
    4 of 5 stars (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Stereo System
    • Mountain Views
    • Internet Access
    • DVD Player
    • Satellite TV
    • Deck
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Old Hawaiiana steps from the world-famous, Lanikai Beach, this three bedroom, three bath retreat has the true feel of the Hawaii of yester-year. Hale Maluhia is tropically decorated with all amenities for your comfort. Art work has been hand selected from local artists. Marble and Travertine... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed 13 August 2015
    The pictures of this home on TripAdvisor do not do it justice. This is a high-quality 3BR, 3BA home. Each BR has its own en suite. Perhaps not suitable for very young kids...
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    €109
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    1 / 21
    4.5 of 5 stars (7) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    Amenities & Details
    • TV
    • Washer
    • Refrigerator
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Dryer
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    We have 2 properties located directly across the street from one another with two 1 bedroom/ 1 bathroom units between the two properties as well as a two spacious studios & 4 private rooms. All our units have their own private entrances and outside sitting areas. Both these properties are centrally... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 2 April 2015
    We stayed here during the second half of our trip and it is so much better than staying in Waikiki. The area feels much less busy than Honolulu and is very scenic. The room was...
    5 of 5 stars Reviewed 14 February 2015
    We wanted to avoid the big city feel and crowds of Honolulu so we looked in Kailua. It was perfect. We were minutes from the sites in Honolulu but on the most beautiful beach on...
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    €306
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    1 / 13
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Overview Reviews (2)
    Amenities & Details
    • Patio
    • Satellite TV
    • Internet Access
    • Porch
    • Washer
    • Refrigerator
    • Dryer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean,... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 9 July 2015
    I enjoyed our stay in Lanikai, the cottage was perfect. The fully stocked kitchen made making tea to cooking a breeze. It was so easy to get to the beach and easy to find hikes...
    5 of 5 stars Reviewed 9 April 2015
    Lanikai cottage is less than 1 block from Lanikai beach, with a fantastically equipped kitchen- toaster, blender, mixer etc . There are ceiling fans in every room. Views are of...
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    From
    €170
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    Overview
    Amenities & Details
    • Wi-Fi
    • Patio
    • There Are Tennis...
    • Washer
    • Air Conditioning
    • TV
    • Dryer
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Aloha and welcome to Hau'oli Hale! Listen to the sounds of the nearby ocean in this private oasis in peaceful Kailua. This is a newly constructed customized spacious unit with excellent airflow, high ceilings, a beautiful walk in tiled shower with a hydro-rail dual shower head fixture, custom... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €253
    / Night
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    3 Bedrooms, 1 Bathroom, Sleeps 6
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha and welcome to this comfortable three bedroom one bath house. There is a large back deck with a hot tub. This vacation home sleeps 6 - 7, it has one new Sealy Posturepedic queen size bed, one new Sealy Posturepedic king and two twin size beds, with a sleeper sofa in the living room. This... View all property information
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    Kailua, Oahu 96734
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    €130
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    1 / 12
    5 of 5 stars (3) Excellent
    Studio, 1 Bathroom, Sleeps 5
    other travellers have booked this property
    Overview Reviews (3) Make Enquiry
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Waterfront
    • Private Outdoor...
    • Water Views
    • Mountain Views
    • Private Fishing...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Spacious Studio with Private Entrance & Bathroom This beautiful studio is located in a quiet neighborhood close to world famous Kailua Beach. Property is on the water with a large swimming pool. The area is surrounded by lush tropical Gardens that offer many private seating areas for morning... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 16 July 2015
    Very nice place. Our family of 5 stayed there for 4 days and we really enjoyed it. We were all eager to go back to"our Kailua home" between each activity to relax. We felt we...
    5 of 5 stars Reviewed 9 July 2015
    Studio is very nicely decorated and landscaped. We arrived early without letting them know and everything was ready for us. We have 3 teenagers/young adults and we all fit in the...
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    €126
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    1 / 7
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3
    other travellers have booked this property
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    Amenities & Details
    • Linens Provided
    • Wi-Fi
    • Patio
    • TV
    • Air Conditioning
    • Refrigerator
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Ginger Studio is a ground floor unit. The Ginger Studio has free off street parking, free extreme hi... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed 31 January 2014
    We were surprised just how spacious this studio is and how nice and fresh it is. Lots of storage and it's well equipped. There were a plate of muffins waiting for us as well as...
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    €135
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    1 Bedroom, 1 Bathroom, Sleeps 3
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    • Refrigerator
    • Grill
    • Shared Outdoor Pool...
    • TV
    • Wi-Fi
    • Air Conditioning
    • Linens Provided
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite has free off street parking, free extreme hi... View all property information
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    Kailua, Oahu 96734
    From
    €180
    / Night
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    2 Bedrooms, 1 Bathroom, Sleeps 5
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    Amenities & Details
    • Dryer
    • Patio
    • Internet Access
    • Satellite TV
    • Refrigerator
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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... View all property information
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    Location Information
    Kailua, Oahu 96734
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    €144
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    1 / 30
    4.5 of 5 stars (3) Very good
    Studio, 1 Bathroom, Sleeps 2
    other travellers have booked this property
    Overview Reviews (3) Make Enquiry
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Patio
    • Stereo System
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 8 April 2015
    This was our first stay in Hawaii. We wanted to be close to Kailua and Lanikai beaches and have easy access to food and shops. Nancy and Rick's cottage was perfect, 5 minutes easy...
    5 of 5 stars Reviewed 24 November 2014
    I highly recomend staying at one of Nancy's cottages in Kailua. The cottage I stayed in was immaculate and had every amenity you could wish for. The owners have created a true...
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    €121
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    1 / 8
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3
    other travellers have booked this property
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    Overview Reviews (1)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Location Information
    Kailua, Oahu 96734 6734
    4 of 5 stars Reviewed 12 March 2015
    Location au calme. Le propriétaire a pensé à tout..vous trouverez tout ce dont vous aurez besoin et plus encore.. Accueil sympa, propriétaire discret. Les plages des environs sont...
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    €166
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    1 / 24
    4 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool...
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning one-bedroom. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 9 November 2014
    My husband and I stayed at Lanikai Love for 10 days for our honeymoon. We absolutely loved every second of our stay here! The property is exactly as described and even more...
    3 of 5 stars Reviewed 20 September 2014
    Not pravite pool and hot tub, shared with others lived in that house. No late check out option 11:00 too early. Living room got only fan it's kind hot dining there.
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    €118
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    1 / 19
    5 of 5 stars (2) Excellent
    Studio, 1 Bathroom, Sleeps 2
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Washer
    • Dryer
    • Mountain Views
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning studio. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 29 May 2015
    This was out first time to Hawaii and we absolutely LOVED Kailua. This studio was perfect for my Husband and I and our 19 month old son. The studio was private although attached...
    5 of 5 stars Reviewed 23 February 2015
    This studio was perfect for my husband and myself. We had most of our meals in the studio, but we did enjoy eating in town at a couple of places. We enjoyed the pool and spa in...
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    €1,572
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    1 / 31
    6 Bedrooms, 3 Bathrooms, Sleeps 14
    Overview Make Enquiry
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    • Washer
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. One-of-a-kind beachside home on an exclusive street in Kailua. Perfect for a large family with kids or two families to share. Single level architect-designed home was completely rebuilt and renovated in 2007 with the highest quality tropical... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €153
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    1 / 18
    5 of 5 stars (3) Excellent
    Studio, 1 Bathroom, Sleeps 4
    other travellers have booked this property
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    Amenities & Details
    • Dryer
    • Air Conditioning
    • Mountain Views
    • Stereo System
    • Patio
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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. View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 12 August 2015
    Rick and Nancy's cottage is lovely on the inside, newly renovated, perfectly clean, well stocked, w an incredibly comfortable bed. I have back issues and this bed is as comfy as...
    5 of 5 stars Reviewed 5 July 2015
    This space and location worked perfectly for our stay in Kailua. We were there to visit our son and his family. Our adult daughter rented a cottage also, so we had both the Mauka...
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    From
    €349
    / Night
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other traveller has booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Washer
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • There Are Tennis...
    • Children's Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful 2 bedroom & 2 bathroom guest house, with private entrance, in a tropical and quiet setting. Lovely saltwater swimming pool with waterfall and relaxing surroundings. Private barbecue area, outdoor dining, also a luxury kitchen inside. Within walking distance to white sand Kailua Beach,... View all property information
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    Kailua, Oahu 96734
    From
    €174
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 3
    other travellers have booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Watersports Nearby
    • There Are Tennis...
    • Dryer
    • Wi-Fi
    • Mountain Views
    • Washer
    • TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Completely Renovated Cottage in Kailua in very close walking distance to the beach. High Speed Internet with WiFi Access, HD-TV, Oven, Microwave, Toaster, Coffee Maker, Refrigerator, Washer, Dryer, Bathtub. Eastern King Size Bed and additional sleeper couch for another Queen-Size Bed. Our Cottage... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €371
    / Night
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    4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
    Amenities & Details
    • TV
    • Deck
    • Wi-Fi
    • Dryer
    • Washer
    • Grill
    • Refrigerator
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    E Komo Mai! (welcome) Your memorable stay starts as you drive down your private lane into the serenity of a tropical outdoor paradise, providing you with the ultimate island vacation location. Staying true to its Hawaiian charm the 3 bedroom 2 bathroom main home and 1 bed 1 bath separate cottage... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €1,048
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    1 / 23
    6 Bedrooms, 4 Bathrooms, Sleeps 19
    Overview Make Enquiry
    Overview
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    • Internet Access
    • Dishwasher
    • Grill
    • Dryer
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    rivacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
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    Location Information
    Kailua, Oahu
    From
    €153
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    1 / 19
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3
    other traveller has booked this property
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Wi-Fi
    • Patio
    • TV
    • Refrigerator
    • Mountain Views
    • Cooker
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our newly renovated studio is the perfect get-away located in the heart of Kailua. Light-filled and breezy this is the perfect space for one or a couple, just minutes away from the beach by foot or bike. Kailua Seahorse Studio is PERFECT. It's even more beautiful in person than in the pictures.... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 21 April 2015
    This little studio was perfect for our needs. We stayed 4 nights and enjoyed every second! Cindy was accessible by text/call and very knowledgeable about the area, she's able to...
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    €197
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful Single Family Home is sought after neighborhood in Kailua. 15 minutes walk to the beach, Fully furnished with dishes, linens, kitchenware - everything you need. Accommodates 4-6 Some standout features are -- -- 2270 sq feet of house plus a yard that is about 1800 sq feet. -- beautiful... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €175
    / Night
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    Studio, 1 Bathroom, Sleeps 3
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy the secluded breath taking beach from our fully furnished one-bedroom hideaway for groups from 1-3. Relaxed, casual beach home living, just steps away to Lanikai’s heavenly reef-protected waters and natural stretch of white sand beach, with an amazing sunrise and moonrise of one of the... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €175
    / Night
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    1 / 21
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (2) Make Enquiry
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    Amenities & Details
    • Air Conditioning
    • Horse Riding Nearby
    • Watersports Nearby
    • Wi-Fi
    • Housekeeping...
    • Washer
    • There Are Tennis...
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 21 July 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...
    5 of 5 stars Reviewed 15 July 2015
    Stayed at 2blocksfromthebeach over July 4th. I loved everything about the rental from the location, the accommodations, the nightly shaved ice, the adorable ice cubes Cheryl left...
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    €5,240
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    1 / 24
    7 Bedrooms, 7 Bathrooms, Sleeps 14
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Balcony
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn,... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €70
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    1 / 9
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Refrigerator
    • Watersports Nearby
    • Dryer
    • Washer
    • Mountain Views
    • Wi-Fi
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Airy and bright bedroom with private bathroom in house with resident owner in Kailua. Backyard faces a canal that empties into ocean. Dock and barge boat for afternoon relaxation. Hiking, windsurfing and ocean sports, lovely beaches, and shopping within 2 miles. Waikiki and airport easy to... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 29 July 2015
    Georgia T is an excellent host whose hospitality made my stay in Kailua really memorable. As well as the large, en suite room I stayed in, I had access to kitchen, lounge and...
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    €148
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    1 / 16
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3
    other traveller has booked this property
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    Overview Reviews (1)
    Amenities & Details
    • Shared Outdoor Pool...
    • Wi-Fi
    • There Are Tennis...
    • TV
    • Horse Riding Nearby
    • Watersports Nearby
    • Air Conditioning
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    BOOK DIRECTLY THROUGH OWNER AND SAVE 5%! Step back in time and soak up a peaceful, private, quintessential Hawaiian vacation experience. (if this suite is booked, please ask me about our other suites!) Please note we do charge $15 extra per night for a third person. The PINEAPPLE SUITE is a NEWLY... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 11 June 2015
    Hula Breeze war für uns die perfekte Basis während unseres fünftägigen Aufenthalts auf Oahu. Absolut ruhig in einem Wohnviertel am Ende einer Sackgasse gelegen, aber nicht...
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    From
    €2,904
    / Week
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Watersports Nearby
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Mountain Views
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Ocean Front House, 2 Bdrm/2 Bath + Ohana Room, Sleeps 4-6. Great outdoor spaces. Honu Hale Lanikai (Honu means turtle, Hale means house) is a simple and comfortable two bedroom oceanfront vacation home in beautiful Lanikai on the island of Oahu. It has one bedroom/one bath in the main house and a... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €2,970
    / Month
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    View Details
    1 Bedroom, 1 Bathroom, Sleeps 3
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Watersports Nearby
    • DVD Player
    • TV
    • There Are Tennis...
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful new 1 bedroom, 1 bath, furnished unit in brand new luxury condominiums available for minimum 30 day stays. The beachy chic designer unit has upgraded flooring and cabinetry, central air, stainless steel appliances, custom built in shelving and bedside tables. Located in the heart of... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €262
    / Night
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    1 / 10
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (16) Make Enquiry
    Overview Reviews (16)
    Amenities & Details
    • Grill
    • Dryer
    • Refrigerator
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Blossoms, palms and tiki's welcome you as you enter the 1/4 acre property tucked away beach side on a private lane. This spacious home is surrounded by exotic tropical gardens, and is just steps to Kailua's beautiful beach, 75 yards via private right of way. We offer a two bedroom rental unit... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 20 October 2014
    This is a well appointed, spacious apartment, very close to the beach. Plenty of space for four adults and one small child. Only real negative, is, apart from a small balcony...
    5 of 5 stars Reviewed 10 March 2014
    I have always loved Kailua Beach and the windward side of the island but never stayed there. This bungalow was perfect - easy to find, helpful owners, steps from a path to the...
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    From
    €105
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 5
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Watersports Nearby
    • Air Conditioning
    • TV
    • There Are Tennis...
    • Housekeeping...
    • Pool Table
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Holiday Palms is a newly remodeled, 600 sq ft, one bedroom private cottage, steps from beautiful Kailua Beach. Tucked away amid tropical palm trees, with your own shady patio and private gated entrance. A very quiet and private location with your own dedicated off street parking area for 2 or more... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €127
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Grill
    • Wi-Fi
    • TV
    • Air Conditioning
    • DVD Player
    • Deck
    • Refrigerator
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located in a lovely beachside town, Kailua By The Sea is a second floor detached studio with a private entrance and lanai (balcony). The room is designed for relaxing and getting into an aloha-zen state of mind. A five-minute stroll around the corner (200 yards) takes you to our secluded beach... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €129
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Dryer
    • DVD Player
    • Washer
    • Air Conditioning
    • TV
    • Deck
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The majestically beautiful Koolau mountains, palm trees swaying in the distance, beautiful bougainvillea and other tropical flora plus spectacular sunrises are all yours in this large, airy one-bedroom lower level of a two-story home. Tranquil, and safe, this home is in a quiet residential upscale... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €218
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 3
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Boat Available
    • Washer
    • Satellite TV
    • Dryer
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy a restful respite in this private cozy cottage. We are in Lanikai, across the street from the ocean and the beautiful Mokulua islands. The cottage is a separate building located on the back corner of a 10,000 sq. ft. lot. It is a comfortable roomy self-contained one-bedroom cottage... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €786
    / Night
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    1 / 40
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Lanikai oceanfront house is perfect for your vacation. This special beach house enjoys glorious views of the Mokulua islands and beautifully landscaped grounds. Lanikai blue ocean waters beckon for a swim. A perfect setting to relax on the lawn under swaying palms. Romantic garden gazebo as... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €92
    / Night
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    Studio, 1 Bathroom, Sleeps 2
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Refrigerator
    • DVD Player
    • Grill
    • Satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located in Kailua and only minutes away from Kailua beach. Come and enjoy the nicest beaches on Oahu and one of the most beautiful stretches of sand in the world. This private unit is located off the main roads in residential Kailua, part of a family home. The suite is similar to a one-bedroom... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €174
    / Night
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    View Details
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Terrace
    • Balcony
    • Wi-Fi
    • Secure Parking
    • Towels Provided
    • Linens Provided
    • Private Garden
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Lovely Guest House with lots of upgrades Large Bathroom with paintings of Lanikai Beach California King Bed and 60inch Flat-Screen TV Super Fast High-Speed Internet up to 60MB/s with WiFi Access Full Kitchen with top of the line appliances Washer and Dryer Amazing patio with outdoor... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €192
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Dryer
    • Refrigerator
    • Mountain Views
    • Washer
    • Air Conditioning
    • TV
    • Balcony
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lovely Guest House with lots of upgrades. Large Bathroom with paintings of Lanikai Beach California King Bed with 60inch Flat-Screen TV Fast High Speed Internet up to 60MB/s with WiFi Access Full Kitchen with Top of the line appliances. Washer and Dryer Amazing patio with outdoor furniture to... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    €162
    / Night
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    1 / 42
    5 of 5 stars (10) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Reviews (10) Make Enquiry
    Overview Reviews (10)
    Amenities & Details
    • Mountain Views
    • Washer
    • Stereo System
    • Dryer
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    TAT ID# OII968I4-OI Our ohana (family) welcomes you to 'Kauhale' our beautiful Hawaiian home. We offer a large cool and breezy 1000 sq ft, 1 bedroom, 1 bath, private, 2nd floor apartment, includes all utilities, located in a great family neighborhood, vaulted open beam ceilings with 5 ceiling... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 15 May 2014
    Bob & Patty made us feel right at home from the time we drove into the driveway. This is a very clean and quite place to vacation. They have everything you would want or need to...
    5 of 5 stars Reviewed 12 January 2014
    Patty & Bob were such welcoming hosts, it felt like we were visiting old friends. They gave us great tips about local areas and had all the gear (kayaks, paddle boards), etc. to...
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    From
    €699
    / Night
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    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • Dryer
    • Private Outdoor...
    • Washer
    • Satellite TV
    • Stereo System
    • Internet Access
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. The epitome of island living is experienced in Kailua, Oahu. Kailua is known for its beautiful weather and small town atmosphere. Kailua town is just a short bike ride away, where you will find great boutiques, and restaurants. Or hike the Lanikai... View all property information
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    Location Information
    Kailua, Oahu 96734
    Kailua holiday rentals

    Kailua is a town on the Windward Coast of Oahu in Hawaii. The coast in general is renowned as an area of outstanding natural beauty, and Kailua is a great place to see some spectacular sunrises. With some great beaches and a laidback lifestyle, Kailua is the ideal destination for a relaxed family holiday. And with a huge amount of self-catered accommodation available in the town, you can find a home from home in this idyllic island setting. A trip to Hawaii might not sound like a money saving holiday, but there are rental homes available to suit every budget, and free up cash to enjoy the rest of your family holiday.

    What to do in Kailua

    Kailua Beach Park will be the first stop for many tourists, and this amazing ocean beach is bound to take up a few days of your visit. Work on your tan, and admire the sea turtles which can be seen in the area. Also, watersports enthusiasts will love the opportunities provided by Kailua Beach, including kayaking, windsurfing, kiteboarding and scuba diving. All necessary equipment can be hired nearby for some unforgettable holiday experiences. Quite apart from exploring the rest of the Windward Coast and Oahu in general, you will also have to take a boat out to the Mokulua Islands, two small islands just off Oahu's coast which provide great surfing opportunities and slightly less crowded white sandy beaches.

    Renting an apartment in Kailua

    With a huge variety of family friendly rental homes available in and around Kailua, it is easy to find deals on luxurious apartment rentals. With rental costs starting from just £390 for apartments large enough to accommodate a family of four or more, it can work out much less expensive than booking hotel rooms for the entire family. Many of the apartments come with spectacular ocean views, as well as access to private pools, tennis courts and other facilities, so it will certainly not feel like a low cost option! The extra privacy and space that comes with a rented holiday property also means that they're great for kids - the youngest members of your family can run around and let off steam without you having to worry about them disturbing the neighbours!