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Holiday Rentals with Pools in Kailua

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    Travellers to Kailua are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    $198
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    1 / 12
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 5
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    $293
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    1 / 18
    4 of 5 stars (6) Very good
    1 Bedroom / 1 Bathroom / Sleeps 3
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    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    $253
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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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    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool...
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • 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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    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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    1 / 19
    5 of 5 stars (2) Excellent
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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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 30 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 / 23
    5 of 5 stars (5) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Mountain Views
    • Stereo System
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    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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    Kailua, Oahu 96734
    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 9 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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    $353
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    1 / 13
    4 of 5 stars (16) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Water Views
    • Stereo System
    • Air Conditioning
    • Shared Outdoor Pool...
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 27 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 19 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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    $926
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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
    • 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 26 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 8 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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    $1,199
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    1 / 19
    5 of 5 stars (2) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Deck
    • Air Conditioning
    • DVD Player
    • Boat Available
    • Mountain Views
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Located in the most prestigious area of Kailua, only a few houses away from where President Obama spends his Christmas vacation. This house is only one off the beach with Private Beach access. The house is 4 bedrooms with an additional room that can convert to a sleeping room. There are 4... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 5 March 2015
    The home was clean, well maintained and a great place to rent with extended family. The little kids had fun doing laps around the house!
    5 of 5 stars Reviewed 22 April 2014
    We just returned from renting this home in Kailua. We were very happy with the home and the owners. The beach was a very short walk and was not crowded at this end. Kailua is a...
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    $205
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    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
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    Amenities & Details
    • 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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    Location Information
    Kailua, Oahu 96734
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    $533
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveller have booked this property
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    • 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
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    $1,372
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    1 / 24
    4.5 of 5 stars (3) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 15
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Stereo System
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Privacy 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 96734
    5 of 5 stars Reviewed 5 July 2012
    Stayed one week at this beautiful home. Traveled with 7 adults and 2 teens. Everyone had a room and plenty of space. The home is situated so that breeze flow through out the...
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    $866
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    1 / 19
    4.5 of 5 stars (3) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • DVD Player
    • Fireplace
    • Mountain Views
    • Deck
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Aloha from the island of Oahu, and welcome to paradise! Ko'olau Vista Villa is a large, private, two-story family home with, four-bedrooms plus bonus room ( 5th bedroom), four-bath property located in beautiful Kailua, Hawaii. Known for its small town charm and friendliness, Kailua also offers... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 11 January 2014
    Lots & lots of room. Family of 7 - 2 kids (8&10), 2 couples & single. So there was plenty of space that we could stay out of each others hair and off each others nerves. We...
    5 of 5 stars Reviewed 20 December 2013
    Our family of four, my friends family of 5 and my Mom and step father stayed here for 10days. I would recommend it. the beds were comfortable, as was the house. There was no air...
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    $213
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    1 / 22
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool...
    • There Are Tennis...
    • Watersports Nearby
    • Mountain Views
    • Hot Tub
    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
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    $526
    / Night
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    1 / 16
    4.5 of 5 stars (24) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (24) Make Enquiry
    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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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 24 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 20 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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    $866
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    1 / 21
    6 Bedrooms / 3 Bathrooms / Sleeps 10
    travellers have booked this property
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    Amenities & Details
    • Grill
    • Satellite TV
    • Deck
    • Air Conditioning
    • Internet Access
    • Dryer
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    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 doesnt end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for more privacy. Gorgeous solarium for... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $599
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    1 / 31
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Mountain Views
    • Fireplace
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Dryer
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Hawaiian Paradise, across the street is a short path to Kailua Beach, voted #1 beach in America by Conde Nast Traveler Magazine. A beautiful rather secluded beach far less crowed than most beaches in Hawaii. This private home is a home away from home. This 3 bedroom, 3 Bath property is completely... View all property information
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    Kailua, Oahu 96734
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    $1,165
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    1 / 6
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
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    • 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
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    $1,199
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    1 / 2
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Private Outdoor...
    • Hot Tub
    • Wi-Fi
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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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    Kailua, Oahu 96734
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    $733
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    1 / 32
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
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    Amenities & Details
    • Satellite TV
    • Stereo System
    • DVD Player
    • Deck
    • Wi-Fi
    • Private Outdoor...
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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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    Kailua, Oahu 96734
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    1 / 27
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Hot Tub
    • Deck
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This Custom beachside home is steps from beautiful Kailua beach. It features a refreshing cobalt blue pool and spa, as well as, a gas firepit for those evenings by the pool. As it's a custom home it offers an indoor fire place and vaulted ceilings, wood floors, berber carpet and the original art... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $5,994
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    1 / 33
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Gym
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description The Paradise Point Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $7,991
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    1 / 26
    7 Bedrooms / 9 Bathrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • DVD Player
    • Hot Tub
    • Washer
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description Welcome to the PREMIER PROPERTY ON ALL OF OAHU. This 2-story, 8-bedroom home is indeed majestic. It has a spacious living room to welcome guests, warm beds after a fun day, a private courtyard, a cinema room, a full cooking cabana poolside, laid-back luxury at its finest. And if you're... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,425
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    1 / 23
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Wi-Fi
    • Grill
    • Private Outdoor...
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description This beautiful oceanfront home is located in Lanikai, Hi. It has amazing views of the Mokulua Islands. It's private, has gated lot with pool, hot tub, large grass lawn and separate guest house. The home has an open floor plan, a large, newly remodeled kitchen and bathroom, dining room... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $758
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    1 / 18
    2 of 5 stars (1) Poor
    5 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Parking
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool...
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description A very nice updated 5-bedroom home located on small cul de sac street with no traffic. You can walk to Kailua Beach accessible just 2 blocks away. The beach entrance is a private street entrance so you can walk to the beach and not have a large crowd on the beach. The white sands of... View all property information
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    Location Information
    Kailua, Oahu 96734
    2 of 5 stars Reviewed 7 January 2015
    This property looks OK in pictures and description, but that is where it ends. 1. The kitchen lighting was so poor that we could barely see to cook. We brought in bedroom lamps...
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    $1,498
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    1 / 2
    6 Bedrooms / 5 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Satellite TV
    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Washer
    • Hot Tub
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Privacy 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 96734
    From
    $1,197
    / Night
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    1 / 1
    8 Bedrooms / 4 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Washer
    • Dryer
    • Garage
    • Deck
    • Private Outdoor...
    • TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Description Tranquility House is located at the east part of the island of Oahu. It is surrounded by lush green mountains and just a few minutes walk to the sandy beach. The property has a peaceful atmosphere. Enjoy relaxing in this fully furnished home with an authentic island style. In this... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,352
    / Night
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    1 / 21
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Hot Tub
    • Washer
    • Private Outdoor...
    • Stereo System
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Description 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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    Location Information
    Kailua, Oahu 96734
    From
    $1,998
    / Night
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    1 / 24
    5 of 5 stars (12) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Water Views
    • Shared Outdoor Pool...
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Casual accommodations located on Kailua Beach, voted 'Best Beach in the United States' by a variety of publications. Five bedrooms and five and half baths make this an ideal home to enjoy on your next Oahu visit. Large outdoor deck spaces provide the perfect place to relax in the sun or enjoy a... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $225
    / Night
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    1 / 16
    5 of 5 stars (1) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 3
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    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 12 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
    $240
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    1 / 26
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Water Views
    • Washer
    • Stereo System
    • Private Outdoor...
    • Internet Access
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    5 Minute Walk To Beach * Ocean View Beachside Home * Wrap-around Lanai * Spacious 2,200 SF 3BR, 2.5BA Home * Pool * Full Service Gourmet Kitchen * BBQ * Huge Master * Indoor Laundry * TV & WIFI * Parking * 2 Mile Walking Loop * Golf * Hiking Trail * Playground * Park * More... This Hawaii ocean... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed 10 May 2015
    enjoyed to time at the house. fun time with family to relax, sightseeing, beach adventures.... family enjoyed time here.
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    $1,099
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    5 of 5 stars (1) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Stereo System
    • Dryer
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A Hawaiian oasis awaits you, located on the island of Oahu, just a spectacular 20 minute drive from Honolulu and Waikiki. This Polynesian luxury home is an open and spacious beach house with exquisite tropical decor and high-end furnishings that flow gracefully out to the beautiful covered lanai... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 26 August 2014
    We loved the Kailua home. The home was well furnished and beautiful. The pool and location was amazing. Sheila (owner) was wonderful to work with and accommodating. If you are...
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    From
    $1,199
    / Night
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    1 / 38
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Private Outdoor...
    • Washer
    • Gym
    • Internet Access
    • Stereo System
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Your beachside 4 bedroom, 4 bathroom kamaaina home away from home on an exclusive street in Kailua that only a privileged few may experience.arge, fenced back yard solar-heated salt water pool, top-of-the-line designer kitchen, stroll 100+ steps down your private path to world famous Kailua Beach.... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $2,797
    / Night
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    1 / 19
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Plumeria Hale is a gorgeous vacation home located on the Windward side of Oahu, near famous Kailua Beach Park and Lanikai. The home offers four bedrooms, all with plush furnishings. Two bedrooms have en-suite baths. The living space is designed around a great room that is perfect for family time... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,265
    / Night
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    1 / 28
    6 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Grill
    • Stereo System
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    With access to the world-famous Kailua Beach and its turquoise waters being just four houses away and shops, restaurants and grocery nearby, the location of Helen's Beach House could not be more ideal. The exterior maintains a modest aesthetic, but this only serves as a cover of sorts for how... View all property information
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    Location Information
    Kailua, Oahu 96743
    From
    $666
    / Night
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    1 / 15
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Private Outdoor...
    • Boat Available
    • Air Conditioning
    • Washer
    • Stereo System
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come experience the beauty of Kailua. Stay in our charming 'Hale Nalu Palekaiko ' Surf Paradise Home. See why people call Kailua 'Papalani' Heaven on earth! Relax in our charming and comfortable 3 bedroom, 2 bathroom hale. We also have a ohana/cottage that can be rented with the main hale. The... View all property information
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    Location Information
    Kailua, Oahu
    From
    $599
    / Night
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    1 / 15
    5 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Stereo System
    • Washer
    • Satellite TV
    • Dryer
    • DVD Player
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A very nice updated 5 bedroom home that is located on a side street with no traffic. The beach entrance is a private street entrance 2 blocks away so you can walk to the beach but not have a large crowd of people on the beach. It is a very safe all white sand beach that is great for family's and... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,332
    / Night
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    1 / 16
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Sauna
    • Private Outdoor...
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Step back in time and experience a peaceful, private Hawaiian lifestyle at this one of a kind beach house located on a million dollar beach front lot. This home has over 3,100 spacious square feet of living space. The 6 bedrooms surround the large courtyard with a private pool, creating a very... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $6,646
    / Night
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    1 / 13
    8 Bedrooms / 8 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Linens Provided
    • Water Views
    • Fireplace
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    8 bedroom, 18,000 square feet under roof, main and guest houses, private courtyard, cinema room, full cooking cabana poolside, laid-back luxury at its finest. View all property information
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    Location Information
    Kailua, Oahu
    From
    $7,459
    / Week
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    1 / 13
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Internet Access
    • Private Outdoor...
    • Refrigerator
    • Dryer
    • Cooker
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This two bedroom, master-crafted luxury home is located on a quiet lane just steps from world renown Kailua Beach - voted one of the world's best beaches in numerous surveys. The home's island-inspired architecture provides a wonderful sense of place among the tropical vegetation and resort-like... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,998
    / Night
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    1 / 25
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Private Outdoor...
    • Grill
    • Wi-Fi
    • Balcony
    • Ocean Views
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of a modern... View all property information
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    Location Information
    Kailua, Oahu 96734