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Lanikai Rentals with Pools

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    Don't let other travelers get your favorite Lanikai area vacation rental. You're so close to securing your perfect getaway. Book today.
    46 Matching Rentals in the Lanikai AreaView all 165 rentals
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    Lanikai
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    The following rentals are within 5 miles of Lanikai.
    Tranquil Tropical Beach Retreat1 / 33
    (1)Excellent
    Kailua
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Tropical Kailua Studio on the Water w/Private Pool1 / 12
    (17)Excellent
    Kailua
    Studio, 1 Bathroom, Sleeps 5 Quick View
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    Kailua
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Grill
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable and cheerful Tropical Garden Studio closer to award winning Kailua Beach and Lanikai. The Studio is close to public transport, the city center, Kailua Beach, art and culture. You’ll love my place because of the location and the people. My place is good for couples, solo adventurers,...
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    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Plantation Charm in Kailua1 / 30
    (5)Very good
    Kailua
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 5, 2018
    My family and I had a great time staying at Judy’s place. The location was perfect. It wasn’t too far of a drive to the places we needed to go, like Waikiki. Anywhere we went...
    Reviewed December 29, 2017
    We booked this house for our family Christmas in Hawaii this year. We stayed 8 days: 3 adults and 1 elderly mom. The house is lovely. It's an older home that feels like classic...
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    About this property
    This plantation style home is located 3 blocks from Kailua beach and 2 blocks to Kailua town. It has been renovated to have open floor plan to provide comfortable living space without compromising it's Hawaiian charm. Bedrooms with A/C, ceiling fans, fully equipped kitchen, Patio , BBQ area,...
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    Kailua, Oahu 96734
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Garden of Dreams - swimming pool on property -1 / 19
    (7)Excellent
    Kailua
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    This is an attractive, well-maintained, small apartment off the side of the main house where the owners, Kiki and Joe, live, and has its own entrances and access to a private...
    Reviewed June 12, 2018
    I couldn't have asked for a more perfect place to stay on my first solo visit to Hawaii. The neighborhood is very safe and quiet, the property itself has a complete...
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    About this property
    This air-conditioned Studio is a private retreat away from home. Very well equipped kitchenette for light cooking: microwave, refrigerator, coffee machine, electric tea pot, rice cooker, Crock-Pot/Slow Cooker, Convection Steamer, toaster, vegetable steamer, electric frying pan, mixer. Custom...
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    Kailua, Oahu 96734
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Hale Maluhia Lanikai1 / 6
    (1)Very good
    Kailua
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 13, 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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    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...
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    Kailua, Oahu 96734
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    One bedroom apartment steps from beach, sleeps 2-41 / 19
    (1)Excellent
    Waimanalo
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 13, 2017
    This apt. is an amazing place! clean, with a beautiful pool, and just a very very short saunter to the best beach ever!!! gorgeous views from every window. it's been wonderful.
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    About this property
    Enjoy a truly Hawaiian vacation away from the noisy, crowded city in the quiet, tropical beach town of Waimanalo. The stunning Ko'oloa mountains are at your back door, the white sand and turquoise water of Waimanalo beach is just steps from your front door, and Kailua and Lanakai beaches are a...
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    Waimanalo, Oahu 96795
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1-bedroom apt sleeps 2-4, steps to beach, pool, AC1 / 13
    (1)Excellent
    Waimanalo
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Yard
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 13, 2017
    This vacation rental was great! My husband and I stayed at the upstairs apartment with a view of the pool and the gorgeous mountains. We loved it! Here is a list of the biggest...
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    About this property
    Enjoy a truly Hawaiian vacation away from the noisy, crowded city in the quiet, tropical beach town of Waimanalo. The stunning Ko'oloa mountains are at your back door, the white sand and turquoise water of Waimanalo beach is just steps from your front door, and Kailua and Lanakai beaches are a...
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    Location Information
    Waimanalo, Oahu 96795
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Kailua
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Yard
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come bask in the gentle trades of the windward side at the Kailua Palms Estate Guest House, a fabulous two bedroom, two bath vacation guest house located in sleepy Kailua Town near Kailua Beach. The two bedrooms are spacious and comfortable. You will like the relaxed and casual indoor/outdoor...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Absolutely Oceanfront Kailua Vacation Rental- $1991 / 26
    (4)Very good
    Kailua
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 30, 2017
    Beautiful ocean front rental in a quiet neighborhood. Nice pool area. Very relaxing. We enjoyed our 6 night stay very much!
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    About this property
    Kailua oceanfront deluxe vacation rentals - two units located in oceanfront home in Kailua on the ocean. One unit faces the mountains and the outer faces the ocean. Both have separate entrances, bathrooms, and kitchenette facilities. These are deluxe rooms with 16-foot vaulted ceilings, air...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Charming 1 bedroom  house1 / 12
    (2)Excellent
    Kailua
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Secure Parking
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 19, 2018
    My grand daughter an I had the best time ever!!! Thomas was very nice and the house was perfect, the beach was beautiful . Our stay in Oahu could not have been better!!!
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    About this property
    Charming, very clean one bedroom house is located 300 steps from Kalama Beach Park. One of the most beautiful beaches of Hawaii. Located off the street in a very quiet residential area. It is 600 sq. ft. and has a full kitchen, all linens, A/C, beach chairs, mats, coolers, bicycles etc. There is...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Luxurious 4 BR Kailua Home, Air-Conditioning, Short walk to Beach, Pool!1 / 35
    (4)Excellent
    Kailua
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Had a wonderful five days in Oahu staying at this gorgeous home just a few blocks from the beach. After a five days in a resort we wanted a more home like setting and privacy...
    Reviewed April 20, 2018
    Perfect place to stay, just a short walk to a great beach. We stayed there with 8 people and had plenty of room for all of us. Gracious and attentive hosts.
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    About this property
    This beautiful four bedroom, two bath, Hawaiian style home is just a short 1 1/2 block walk to the pristine white sands of Kailua Beach and 5 min's from Kailua Town. Newly remodeled with new paint, carpets, drapes, ceiling fans, and furnishings this spacious open floor plan offers a serene Hawaiian...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Kailua
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Kailua
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Private Yard
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Theses are the best oceanfront vacation rentals in Kailua. Period... Kailua oceanfront deluxe vacation rentals - two units located in oceanfront home in Kailua on the ocean. One unit faces the mountains and the other faces the ocean. Both have separate entrances, bathrooms, and full size...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Waimanalo
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Hot Tub
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely remodeled in 2015, welcome home to our Waimanalo, Hawaiian Beach Property! With breathtaking views of the majestic lava-formed Koolau mountain range, and # 1 Rated Beach In The World 2015, Waimanalo Beach! Featuring the main house & a separate cottage, this rental allows for...
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    Location Information
    Waimanalo, Oahu 96795
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Sept.Specials~Heated Pool~Amazing Ocean & Mountain Views~Steps to Uncrowded Beac1 / 31
    (1)Excellent
    Waimanalo
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 17, 2018
    We rented this beach house for 8 days (from Feb. 21th to March 1st 2018). We were 8 adults (4 couples). Lovely house, very well equipped. The owner though about everything. The...
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    About this property
    Appointed with quality and beautiful tropical decor throughout, this home is an amazing 4 bedroom, 3 bath, family friendly retreat. There is air conditioning throughout and you'll find all the comforts of home with a well-furnished kitchen, heated pool, sun deck, and a full covered outdoor area...
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    Location Information
    Waimanalo, Oahu 96795
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Kailua
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Terrace
    • Cable/satellite TV
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New, light and airy one room cottage with queen sized bed, bath, kitchenette, sitting area, and lanai. The lanai overlooks the tropical garden with wonderful ocean breezes and the salt water swimming pool. Quiet and peaceful. The unit has parking provided at the front of the house. Swimming pool...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kailua
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Kailua, Oahu 96734
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Kailua
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built by famous stylist Paul Mitchell in the late 1980s. This gated, beachfront, landmark property was designed with natural spaces and architecture that reflect the social and welcoming Polynesian lifestyle - a home that's not only beautiful, but also strikes the perfect balance between privacy,...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    42 feet from Beautiful Kailua Beach  Wonderful 4 Bedroom Home  Lots of Extra's1 / 73
    (5)Excellent
    Kailua
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Ocean Views
    • Internet Access
    • Waterfront
    • DVD Player
    • Washer
    • Mountain Views
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 9, 2018
    We are certainly biased when it comes to ‘beach vacationing.’ We grew making family trips to Myrtle Beach, SC and later to Destin, FL for over 20 years. However, we must say...
    Reviewed May 31, 2015
    Our family got to spend a week in paradise in Dan's home. The view from the lanai is outstanding. Steps to the beach, all the beach and water toys one could ever hope for...
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    About this property
    Our home is located DIRECTLY on the Beach. Arguable the BEST BEACH, the BEST VIEWS, and on the BEST BEACH ACCESS in Hawaii. WONDERFULLY soft and manicured yard. LOTS of TEAK: lounge chairs, rocking chairs, porch swing, picnic tables, and accessories -THE HOUSE: Our home is tastefully decorated...
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    Kailua, Oahu 96734 2324
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Kailua
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your White Sand Beach Awaits... Hale Kimo is located just a beach path away from one of the most beautiful beaches in all of Oahu, Kailua beach! The beach has very limited public access, making for an exclusive beach experience on Oahu! This two story custom home is your perfect Hawaiian Hale...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Kailua
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on a quiet private lane, Kai Nani Villa has direct and private beach access to world-famous Kailua Beach. Recently renovated with tropical hardwoods, imported stone, and a tropical Hawaiian style decor; Kai Nani Villa has everything you need for a relaxed Kailua vacation. This exclusive...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    Kailua
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Washer
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let the tranquil atmosphere of Maluhia whisk you into vacation mode. A favorite of many celebrities and families for the perfect, peaceful getaway, Maluhia is the definition of island contemporary. Its remodeled, modern interior features nearly 5,000 sq. ft. of living space. The villa also offers...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Kailua
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
    • Internet Access
    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description The Ohana Beachfront Villa is a 5-bedroom, 5.5 bathroom estate that offers a great view of Kailua Beach. You can enjoy the view from the ocean lanai and garden lanai, along with the landscaping. One of the best features of this home is a lagoon-style pavilion with tropical waterfalls...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Fabulous Luxury 5 Bedroom Kailua Beachfront-Private Pool and Spa1 / 24
    (1)Excellent
    Kailua
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 2, 2018
    Me and my husband ( grandma and grandpa) and our three adult children, their spouses and their five children just came home from a glorious time in this elegant yet comfortable...
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    About this property
    Three-quarter acre gated estate on Kailua Beach with pool, spa, beach vollyball and unobstructed sunrise ocean views from horizon to horizon. This Luxury Kailua Villa is a fabulous corner of paradise located on world famous Kailua Beach. This property is very secluded, located at the end of a white...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Kailua
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Private Yard
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ONCE YOU VISIT, YOU WILL NEVER WANT TO LEAVE! Beautifully furnished and very spacious. Perfect for the working professional, couple, or 2 singles. Loft in Kailua is just three minutes from world famous Kailua Beach, and the town of Kailua with all of it's fabulous shopping and dining! Includes a...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Kailua
    7 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    • Parking
    • Waterfront
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Essence of Kailua Beach Living Castle Point Estate is an estate built to embody the essence of luxury Kailua Beach living. Bringing in the elements of the ocean, bold colors bounce off soft hues and simplicity offers a space where natural beauty can be enjoyed. Built with intention, it's new...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 15
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    Kailua
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ONCE YOU VISIT, YOU WILL NEVER WANT TO LEAVE! Beautifully appointed two bedroom Hawaiian private residence in quaint Enchanted Lakes. Walking distance to schools, shopping, dining, recreation, entertainment, and fabulous Kailua town. From the koi pond at the front entrance to the swimming pool...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Kailua
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kaimalino Kai is a two story, 3 bedroom, 3 bathroom oceanfront gem perched elegantly against the backdrop of Kailua Bay. Hear the sound of the waves crashing against the rocky shoreline while magical ocean views complement elegant indoor and lush outdoor spaces. Live each moment of your relaxing...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Kailua
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Lanikai Cottage features two dwellings on the same property, providing a total of three bedrooms and two bathrooms. Although separate, the dwellings share a private fenced-in yard with a new pool. Furnished in a beach-chic style, both offer the option of relaxing in air conditioning or...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Kailua
    9 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Brand New Pool is the gathering spot of this majestic island home. Serene and lush landscape, newly built home offers the perfect floor plan to accommodate large groups boasting 3,300 sf of living space with vaulted ceilings and spacious living areas that can be divided into three...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 9 Bedrooms, 6 Bathrooms, Sleeps 20
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    Oasis Villa -  outdoor kitchen, pool and jacuzzi - ID1 / 29
    (1)Very good
    Kailua
    6 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Grill
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 18
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    Kailua
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A lush landscape awaits you as you enter this gated tropical paradise tucked away beachside on a private lane, off Kailua Beach. Surround yourself with Hawaiian ambiance and the feeling of an amazing mini resort all to your own. Enter to this impressive 6-bedroom estate home surrounded by exotic...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Waimanalo
    13 Bedrooms, 11 Bathrooms, Sleeps 26 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description Come and experience luxury at its finest! Moani Ohana Combo is composed of 2 charming homes, the Hale Ohana and the Moani Kai. These exquisite properties are next door nieghbor units. Check out the photos and let the photos say it all. Hale Ohana Experience the beauty and charm...
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    Waimanalo, Oahu 96731
    Rental Home - 13 Bedrooms, 11 Bathrooms, Sleeps 26
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    Kailua
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Kailua, Oahu 96743
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Shangri La By The Sea - Stunning views with pool - ID1 / 21
    (1)Very good
    Kailua
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • DVD Player
    • Hot Tub
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Kailua
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home Away From Home Nestled in an intimate gated community, Kailua Beach House offers privacy, security and all the comforts you'd look for in an ideal vacation home. Featuring 4 bedrooms and 4 bathrooms on a single level, with an open floor plan that offers pool courtyard views from the kitchen...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Kailua
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Over 3500 square feet of indoor living area, with TV, Stereo,, DVD, wireless internet, Gas BBQ and outdoor shower make this private, gated property a tropical retreat in paradise. Gracious living and tropical paradise are yours to enjoy in this magnificent Hawaiian vacation home. Designed for the...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    Kailua
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    GORGEOUS (4B/3B) HOME WITH ATTACHED STUDIO, VERY PRIVATE . ENTIRE PROPERTY SLEEPS 10!!! BRING FAMILY AND FRIENDS ON YOUR HAWAIIAN ADVENTURE!!! NEWLY RENOVATED AND UPDATED. ALL NEW LINENS, TOWELS AND MORE! **********BOOK NOW Specials thru APRIL.....SEE RATES!!!!!*********** **********2014 HONDA...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Waimanalo
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (This rental only accepts one paid booking within a 30 day period.) Transient Accommodation Number  *******-5088-01 More Photos Here:  https://goo.gl/photos/xoHHSMENFZAtZG6Y6 Additional Guests over 12 may be added for $300 per person per night. Relax and enjoy luxury beach life like never...
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    Location Information
    Waimanalo, Oahu 96795
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Place in Paradise - Kailua - Stunning Beachfront, licensed 5 bd/5.5 bath1 / 29
    (12)Excellent
    Kailua
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    other traveler has booked this property
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Place in Paradise - Kailua offers casual oceanfront accommodations on one of the most beautiful beaches in Hawaii. Kailua Beach has been 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...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Kailua
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 3 bath with a private pool is the perfect location to relax and unwind. The entire property is surrounded by lush landscaping, beautiful palm trees and tropical flowers. The spacious yard is perfect for sun bathing, barbecuing or enjoying your favorite cocktail after a dip in the...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    INQUIRE FOR SPECIAL PRICING~ WATER FRONT, ELEVATOR, PRIVATE BEACH ACCESS, POOL!1 / 91
    (5)Excellent
    Waimanalo
    9 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2018
    A short, beautiful drive from Honolulu brought us to the charming area of Waimanalo. We loved being away from the crowds of tourists! The house was easy to find, and located so...
    Reviewed February 3, 2017
    Our stay at the Pahonu estate during April 2016 was amazing! The home is spacious, comfortable and right on the beach! We really enjoyed the large heated swimming pool and spa...
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    About this property
    (This rental only accepts one paid booking within a 30 day period.) Transient Accommodation Number  *******-5088-01 More Photos Here:  https://goo.gl/photos/yfa5AuutP1vxS5sr9 Private Luas now included! (* Full price, 7 day minimum, 14-22 occupants. Special begins for new bookings after October...
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    Location Information
    Waimanalo, Oahu 96795
    Rental Home - 9 Bedrooms, 8 Bathrooms, Sleeps 20
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    Kailua
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Washer
    • Parking
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With 3 separate living spaces, this remodeled and updated Lanikai home is ideal to accommodate up to 14 guests. The main house of Hale Mokulua - Lanikai consists of 3 bedrooms, 3.5 baths with an open floor plan, high ceilings, hard wood floors, modern kitchen and a wonderful, covered lanai for...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Unforgettable Beachfront Oasis1 / 39
    (6)Very good
    Kailua
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Sauna
    • Cable/satellite TV
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Kailua, Oahu 96734
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Lanikai Flight and Weather Info
    Airports nearby (1)
    Plan your day of travel
    HNL
    Daniel K. Inouye Intl Airport
    14.8 miles from Lanikai
    Low airfares recently found by TripAdvisor travelers
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