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Holiday Rentals and Homes in Kailua, HI

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    €119
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    1 / 19
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
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    €164
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    1 / 14
    5 of 5 stars (3) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    €137
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    1 / 18
    4.5 of 5 stars (11) Very good
    1 Bedroom / 1 Bathroom / Sleeps 3
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    €127
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    1 / 7
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Grill
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    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Walk to Kailua Beach or Town. Located at: Hawaii Sheffield House 131 Kuulei Road Kailua, Hawaii The Hawaii Sheffield House Ginger Studio is located between Kailua Beach and Kailua Town.The Hawaii Sheffield House has its own 'secret garden' with an outdoor dining table. It is a delightful... View all property information
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    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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    €151
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    1 / 30
    5 of 5 stars (2) Excellent
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    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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    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...
    5 of 5 stars Reviewed 20 October 2014
    Nancy's Cottage was recommended to us by friends - it was fabulous! My husband, 19yr old daughter and I went to visit our daughter and boyfriend's family. They only lived about...
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    €617
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    1 / 17
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Our 2,600+ square foot home is the perfect balance between luxury and laid-back comfort. The property has marble floors, tall ceilings, brand new appliances and stylish furnishings. The two master bedrooms (one upstairs, one downstairs) are spacious and comfortable, each with a king size bed. The... View all property information
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    €169
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    1 / 24
    4 of 5 stars (3) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    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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    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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    €160
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    1 / 18
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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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    5 of 5 stars Reviewed 22 September 2014
    We loved this wonderful spot. It was as described 5 minutes walk to the beach, beautifully presented, immaculately clean. Eveything we needed was there, they have really thought...
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    €315
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    1 / 10
    4.5 of 5 stars (7) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    You will find Serenity here. This is the beachfront cottage you've been searching for.This delightful cottage is found in the middle of stunning Kailua Beach. Casually lounge in the small but cozy living room and be astounded by breathtaking views of the beach. Step out your front door and onto... View all property information
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    4 of 5 stars Reviewed 21 August 2013
    Our family (children age 11 and 9) stayed here for our summer vacation. The location is about as perfect as you can get. A short walk across the lawn right onto one of the most...
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    €411
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    1 / 23
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Within half an hour of Honolulu International Airport and Waikiki, this quaint beach house sits on one of the most beautiful beaches in the state of Hawaii - Kailua- miles of white sand, with water sports, dining, sunrise and sunset beach walks, and private hot tub. It is an easy drive to Sea Life... View all property information
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    4 of 5 stars Reviewed 1 March 2015
    Our stay at Kailua beach was lovely. It is a strikingly beautiful beach with very child friendly waters. Great swimming. The cottage is a simple, light-filled, older beach...
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    €182
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    1 / 20
    4.5 of 5 stars (3) Very good
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI is the PERFECT Vacation Rental for the discerning and well travelled guests. Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world... View all property information
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    5 of 5 stars Reviewed 18 December 2014
    This is a rental apartment with the owners living on property. It is nestled into the quiet, private, safe and non-tourist town of Kailua on the western shore. Sure beats paying...
    5 of 5 stars Reviewed 28 August 2014
    We enjoyed our time in Kailua. The apartment was perfect. We had a lot of space and everything was very clean.
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    €100
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    1 / 10
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • x
    • Wheelchair access
    • Elder access
    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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    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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    €182
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    1 / 22
    5 of 5 stars (5) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-MAKAI is the PERFECT Vacation Rental for the discerning and well travelled guests. Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the... View all property information
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    5 of 5 stars Reviewed 17 March 2015
    One of the very best places we have stayed in Kailua. Great location, fabulous amenities including a full kitchen and use of the swimming pool! Many thanks to our hosts John...
    5 of 5 stars Reviewed 8 February 2015
    Between my husband and I, we have been to many different places throughout the world and this by far was the best vacation EVER....and a huge part of it was due to this incredible...
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    €115
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    1 / 16
    5 of 5 stars (5) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find... View all property information
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    5 of 5 stars Reviewed 8 July 2014
    We enjoyed staying in this neat and clean studio apartment. Sabine and Ray were welcoming and have put a lot of thought into providing everything for guests' comfort. We loved...
    4 of 5 stars Reviewed 28 June 2014
    We spent 6 nights at Suite Aloha at the end of April. The studio apartment was very clean, nicely furnished and decorated in Hawaiian style. We made use of the large gas barbecue...
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    €1,325
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    1 / 22
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This getaway’s name, Maluhia, translates into “Peace” in Hawaiian, and it’s not hard to see why—nestled in the region of Kailua, known for its turquoise waters, and white sandy beaches, you’ll feel relaxed in this tranquil space, it’s one of our top Oahu vacation rentals. The low-key area of Kailua... View all property information
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    €127
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    1 / 8
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 3
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    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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    €635
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    1 / 26
    5 of 5 stars (22) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (22) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    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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    €5,116
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    1 / 18
    4.5 of 5 stars (3) Very good
    8 Bedrooms / 4 Bathrooms / Sleeps 18
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    The property is located approx. 10 miles from the city of Honolulu . 15 minutes walk to the nearest beach access. East of the island of Oahu . Surrounded by lush green mountains . The house has tranquil and peaceful atmosphere . This house is fully furnished in an authentic island style. The... View all property information
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    4 of 5 stars Reviewed 19 February 2014
    On our arrival we were met by Sonya (owner) with cup cakes for the boys. She welcomed us and gave us a tour of her house. House was clean, well decorated, and most of all...
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    €114
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    1 / 23
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    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...
    5 of 5 stars Reviewed 29 October 2014
    I really enjoyed my stay here. The location was close to everything. The room was spacious and clean. The bed was super comfortable. The deal was amazing. I certainly would book...
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    €594
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    1 / 19
    6 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This home & location is a beach lovers paradise. Ideally set within a few steps to Kalama Beach park & world famous Kailua Beach. Fantastic family home with back yard that doesn’t end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for more privacy. Gorgeous solarium for breakfast... View all property information
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    €297
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    1 / 22
    4.5 of 5 stars (15) Very good
    7 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    5 of 5 stars Reviewed 11 February 2015
    We were able to find this awesome accommodation last minute. The house is clean, spacious and in such a wonderful location. We were close to shopping, restaurants and the most...
    3 of 5 stars Reviewed 31 December 2014
    Average house, best thing is the location, but burners do not work. Just rather old fixtures. But all in all it was a nice stay.
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    €361
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    4.5 of 5 stars (24) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Mountain Views
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    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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    €242
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    4 of 5 stars (16) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Charming and Newly remodeled 2 Bedroom, 2 Bath Villa on private Beachside Estate with swimming pool and jacuzii. Just a short 2 minute walk to Kailua Beach through the park. Sleeps 4. View all property information
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    5 of 5 stars Reviewed 26 February 2015
    I was visiting on my way back from TN and it was a very nice,quaint,quiet place and right outside a beautiful pool with lush landscaping... The couple that managed the place were...
    3 of 5 stars Reviewed 18 February 2015
    There are three separate rental residences on this property, and we rented all of them so that our family (daughter, her husband and two children, as well as our two adult sons...
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    €364
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    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Experience Hawaii at it's fullest by staying at this amazing 1926 bungalow located between two of the most beautiful beaches in the world. Lanikai and Kailua beaches are just 200 yards away. Kayak, Bicycle, Surfboard, Paddle board and Snorkel Rentals are 200 yards away at Kailua Beach Park. A... View all property information
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    5 of 5 stars Reviewed 18 July 2014
    We had two families totaling 4 adults and 5 kids stay at this house, and had a fabulous time! The house is beautiful, and set right between two lovely beaches. The house is not...
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    €434
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    1 / 14
    4.5 of 5 stars (3) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy the charm of Kailua beach in this delightful kama'aina three bedroom home. Just one house back from the sands of Kailua beach on a private loop, this charming Hawaiiana beach house is a tropical oasis. Three wonderfully appointed bedrooms, a modern kitchen, and spacious, beautifully furnished... View all property information
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    5 of 5 stars Reviewed 17 August 2014
    We stayed here for 7 nights during June of this year. The house was exactly what we were looking for. The location is ideal as it is not more than 1 minute walk from the beach...
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    €206
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    1 / 12
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Dryer
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    • x
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    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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    1 Bedroom / 1 Bathroom / Sleeps 2
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    • x
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    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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    1 Bedroom / 1 Bathroom / Sleeps 3
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    • x
    • x
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    • 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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    1 / 19
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Sauna
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    • Pets allowed
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    • x
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    About this property
    ***As of August, 2014, the Kailua Beachfront Retreat will require at least 10 night stays year round.*** With over 3,000 square feet of living space, this 6 bedroom, 5 bath, Kailua Luxury Beachfront Retreat is the perfect place for friends and family to gather and enjoy an amazing experience... View all property information
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    Studio / 1 Bathroom / Sleeps 5
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    • Private Fishing...
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    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    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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    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Pets allowed
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    • x
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    About this property
    Hawaiian Style Home, Pool, Tropical Setting, 4 Bdrm, 2 Bath, Short Walk To The Beach, Sparkeling Pool, Lush Tropical Yard Hale Pulelehua “The Butterfly House' has a spacious open feeling inside and out. The large windows front and back allow the trade winds to carry the sweet scent of Hawaiian... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
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    • Pets allowed
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    • Suitable for children
    • ?
    • x
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    • ?
    • ?
    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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    1 / 10
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
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    • Mountain Views
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • 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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    1 / 19
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (6) Make Enquiry
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    • Internet Access
    • Mountain Views
    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
    • x
    • x
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    • x
    About this property
    This beach-side cabana was newly constructed in 2001 and remains in immaculate condition. Equipped with many amenities, it is located just 100 steps along a private beach access path to the shore of world-famous Kailua Beach. Enjoy the caressing tradewinds on your private lanai - surrounded by... View all property information
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    5 of 5 stars Reviewed 7 August 2012
    This cabana is in a great location if you are looking for something peaceful and relaxing. We stayed over a weekend after being in Waikiki the week prior, and it was a delightful...
    5 of 5 stars Reviewed 6 February 2012
    We really enjoyed our short stay at Julie's Cabana. It is beautifully decorated and she made us feel especially welcome with a basket of local goodies and ideas and directions to...
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    €183
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    Studio / 1 Bathroom / Sleeps 3
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • 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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    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Suitable for children
    • x
    • x
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    • 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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    €776
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    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • x
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    About this property
    The epitome of island living is experienced in Kailua, Oahu. This home is located at the top of a private road, with direct private access to world renowned Kailua Beach. Enjoy the outdoors and relax in your spacious backyard and private swimming pool. Kailua town is just a short bike ride away,... View all property information
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
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    • Hot Tub
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    • Mountain Views
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • ?
    • ?
    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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    1 / 30
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Safe
    • Satellite TV
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    • Suitable for children
    • ?
    • x
    • ?
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    • Elder access
    • ?
    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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    5 of 5 stars Reviewed 23 February 2015
    This was our first trip to Oahu, and we loved being on the quiet side of the island! What a wonderful home! We hit Costco on the way out from the airport and bouight groceries...
    5 of 5 stars Reviewed 18 November 2014
    This was our first visit to Hawaii and we loved every minute of it. The vacation home and owners were wonderful. The house was as described and perfect for our stay. The owners...
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    €365
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
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    • Suitable for children
    • x
    • ?
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    • x
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    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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    €635
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Balcony
    • Dishwasher
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    • Mountain Views
    • Ocean Views
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • x
    • x
    About this property
    Built in the early 20's, this family beach home offers the perfect setting for a memorable vacation getaway. Situated on the water at Lanikai Beach, Longs at Lanikai is ideal for those in favor of a secluded retreat. This four-bedroom abode is full of classic island architecture and furnishings.... View all property information
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    1 Bedroom / 1 Bathroom / Sleeps 3
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    • x
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    About this property
    Welcome. This is it! This is the one you've been looking for. Enjoy sleeping on a comfortable King Size Bed. Convenient location in Kailua, clean and breezy, Air conditioned, Wi-Fi, and Ceiling Fans. Fully-Equipped Kitchen includes, microwave, toaster, coffee maker, 4-burner stove with oven, rice... View all property information
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    3 Bedrooms / 1 Bathroom / Sleeps 6
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    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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    1 / 23
    5 Bedrooms / 4 Bathrooms / Sleeps 14
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    • x
    • x
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    • ?
    About this property
    Welcome to the world of John Walker. A Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr. Walker's inviting presence is felt in the... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Mountain Views
    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • 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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    1 / 2
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Mountain Views
    • Ocean Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
    About this property
    Breath-taking views . . . luxurious details . . . This is Shangri-La by the Sea. Leave your worries behind as you step into this magical home. Nourish your soul as the waves break just outside your door. Rejuvenate your mind, and cherish friends and family as you settle into this luxurious,... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • x
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    About this property
    Makana's Place is a three bedroom, two bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home. Beautifully decorated with well quality furniture (Koa). Makana's Place features a full kitchen plus... View all property information
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    1 / 32
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • x
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    Endless Summer Getaway.... the name says it all. This fabulous upgraded three bedroom three bath home boasts pride of ownership along with a feeling of hospitality. As you enter into the home you walk into the living/family room, then straight ahead is the sliding door that leads to the outdoor... View all property information
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    1 / 41
    5 of 5 stars (10) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (10) Make Enquiry
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    • Balcony
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
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    About this property
    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 fans, full kitchen,... View all property information
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    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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    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!