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Vacation Rentals near Kalama Beach Park

248 N Kalaheo Ave, Kailua, Oahu, Hawaii 96734-2318
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    Travelers to Kailua are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Kailua
    Absolutely Oceanfront Kailua Vacation Rental- $1991 / 26
    (4)Very good
    1.5 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Plantation Charm in Kailua1 / 30
    (5)Very good
    0.5 miles from Kalama Beach Park
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Open Air Loft, Steps from beach1 / 16
    (13)Excellent
    1.2 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hale Ohana steps to Kailua Beach1 / 15
    (38)Very good
    0.8 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Shared Yard
    • Parking
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2018
    We thoroughly enjoyed our time at Hale Ohana. It was the perfect spot to base ourselves as we explored Oahu & it’s beautiful countryside & beaches. Tina is so friendly...
    Reviewed February 23, 2018
    Stayed at Hale Ohana on a girls trip last March (sorry that it took me so long to post this) and we had an awesome time! The location is perfect, close to the most beautiful...
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    About this property
    Kailua Hale `Ohana is a spacious studio that can accommodate up to 2 guests. The Hale `Ohana is just a five minute walk away from the world famous Kailua Beach. With lots of nearby local activities such as kayaking, kite boarding, wind surfing, paddle boarding, snorkeling, hiking, and scuba...
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kailua, Cozy, Spacious Duplex Home1 / 25
    (3)Excellent
    0.7 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed November 12, 2017
    We enjoyed our recent stay at the duplex home. The living area is very spacious with a fully stocked kitchen. Owner has done an exceptional job with the lighting and ventilation...
    Reviewed August 29, 2017
    Great place with very helpful hosts. Can't wait to go back! Near a number of excellent beaches and places to see.
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    About this property
    This 850 sq ft duplex consists of a very spacious living room with a vaulted ceiling, 1 bedroom, 1 full bath and a full kitchen with oven. All the areas come with ceiling fans and the home is indirectly ventilated with a whole house fan. The bedroom has a queen bed and comfortably sleeps two...
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Kailua Guesthouse with Pool and Views!1 / 24
    (1)Very good
    1.4 miles from Kalama Beach Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Yard
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 16, 2018
    We enjoyed our time staying at the guesthouse, the grounds are beautiful and the area is quiet and close to all the things we wanted to see, wish we could have stayed longer. We...
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    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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    Kailua, Oahu
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Affordable Place on the Best Beach in Hawaii1 / 18
    (1)Excellent
    0.7 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 1, 2018
    I took a chance booking this rental for a last minute trip to Kailua to help my son relocate to the area. I have never booked a rental through Tripadvisor before so was a bit...
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    About this property
    Welcome to the one of the most beautiful spots in Hawaii. Far away reef protects us from big waves, white sands invite for long walks on the beach and the ocean calls for all water activities. Prime location, just 2 minutes walk to the beach from the house, close to the airport and all Oahu...
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Tranquil Tropical Beach Retreat1 / 33
    (2)Excellent
    0.9 miles from Kalama Beach Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Terrace
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 20, 2018
    Accurate pictures of the property, very clean, and quiet with access to many of the islands neat places to visit. The owner was warm and engaging and provided prompt responses...
    Reviewed March 13, 2018
    We had the most amazing vacation solely due to our hosts, Amber and Matt, in their beautiful guest house. We absolutely had everything available to us that we could think of...
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    About this property
    Come enjoy this two story private Hawaiian style guesthouse in a tranquil setting of tropical flowers and fruit trees. Sip a cup of coffee or glass of wine while you enjoy the view of the Ko'olau mountains and listen to the birds sing from your covered upstairs lanai. Take a dip and catch some...
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    Kailua, Oahu
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Perfect Oasis, Steps to the Beach!  100% Solar!1 / 14
    (7)Excellent
    0.6 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 14, 2018
    My wife and i love this place,it is simply beautiful.Great place to relax and enjoy the beach, pool, georgous scenery. The owner is super nice and helpful. We strongly recommend...
    Reviewed June 17, 2018
    Could not have asked for a peaceful and relaxing location! Close to everything yet a world away from Waikiki. Bob & RonI were unobtrusive but available; we were always able...
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    About this property
    This quiet 400-square foot cottage sits by the blue-tiled pool and offers the perfect resting spot after a full day of activities or a sleepy day on the beach. It offers a full bath and kitchenette with full-sized refrigerator, microwave, and toaster oven. The studio is detached from the...
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kailua, Cozy, 2 bedroom, Duplex Home1 / 30
    (3)Excellent
    0.7 miles from Kalama Beach Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 17, 2018
    We loved the beaches that are close to this quaint duplex. Everything you need for the beach is provided - boogie boards, sand toys, mats, umbrellas, towels, cooler. We also...
    Reviewed December 30, 2017
    We enjoyed our stay at this place. J &R were great with suggestions and making us feel at home. The location was great, near 2 of the best beaches in Hawaii. When I was told...
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    About this property
    This 850 sq ft duplex consists of a master bedroom with a queen bed and a huge walk-in closet. Access to the full bathroom is through the master bedroom. The other bedroom also has a queen bed. All the areas come with ceiling fans and the home is indirectly ventilated with a powerful whole house...
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    Kailua, Oahu
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Best Location in Kailua! D&D's Cottage1 / 15
    (2)Excellent
    0.9 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 27, 2018
    My stay was the perfect vacation. The place is quaint, convenient to everything, and Dayna went way beyond expected in taking care of my needs. I wasn't expecting luxury at this...
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    About this property
    Private and tropical cottage within easy walking distance to Kailua Beach, Beach Park and Kailua Town. Private entrance & bath, kitchenette. My place is close to public transport and the city center. You’ll love my place because of the location, the people, and the ambiance. My place is good for...
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    KAILUA DREAMS-PALI, the perfect mix of Beach/Town1 / 24
    (5)Excellent
    0.5 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Secure Parking
    • Balcony
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 25, 2015
    Best location - walk to beach, walk to town (many, many restaurants to choose from). Apartment is very clean, modern, and comfortable, pictures are true to experience. Location...
    Reviewed April 12, 2015
    I know people do not want to overstate their claims about their rental property. These accommodations were over the top!. We had friends who lived in the same side of the...
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    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI is the PERFECT Blend of Town and Beach Living................... Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world famous...
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    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Tropical Garden Studio - Free Wifi1 / 17
    (2)Excellent
    0.7 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Terrace
    • Shared Outdoor Pool (Unheated)
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    • 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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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    ON BEAUTIFUL KAILUA BEACH1 / 16
    (1)Excellent
    0.7 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 24, 2018
    Ania, the owner, was friendly and helpful. The location is ideal - just around the corner from a beach with few people and trees for shade. Plenty of restaurants nearby. We had...
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    About this property
    Welcome to the most beautiful spots in Hawaii. Perfect location- just 1 min barefoot walk to warm sands and close to Oahu attractions. Comfortable, large studio with king size bed and double futon, kitchenette, AC Free Wi-Fi, parking , laundry, kayaks, snorkeling equipment, bikes, flat boards....
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    Kailua, Oahu
    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
    0.5 miles from Kalama Beach Park
    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 July 5, 2018
    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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    Kailua, Oahu
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.8 miles from Kalama Beach Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy guesthouse is a separate 2 bedroom cottage located in the back of main house. It is located 1.5 blocks from the beautiful Kailua Beach. On your way to the beach pick up an early morning coffee (they have a variety) breakfast or lunch at Kalapawai Market. You can sit or walk the two and...
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    Kailua, Oahu
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    SUITE ALOHA – Remodeled, Romantic Island Retreat1 / 36
    (26)Excellent
    0.8 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • DVD Player
    • Outdoor Dining Area
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    • Washer
    • Wi-Fi
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 13, 2018
    Suite Aloha is a great place to stay while visiting Hawaii. We stayed 8 days, it had everything we needed to make our anniversary stay memorable. Sabine greeted us on our...
    Reviewed June 23, 2018
    Good central location on the east side of Oahu. Near excellent scenic beaches. A few minutes drive to many restaurants. A short drive to several must-see sites.Room is clean...
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    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 comfort...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Nancy's Kailua Cottage Makai1 / 32
    (8)Excellent
    0.7 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
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    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 14, 2016
    Wow! This was the perfect spot for us as we could walk or ride bikes to Kailua beach. The space was clean and adorable with great owners willing to help with anything. Close...
    Reviewed March 11, 2016
    There we were on vacation in paradise, and I got a sinus infection :-( ugg However....we still had an amazing stay!!!! largely due to the comfortable, relaxing, convenient to...
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    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...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.8 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Banyan Guesthouse is a spacious (400 sq. ft) studio cottage in a private, serene, garden setting a block and a half from world famous Kailua Beach on Oahu's windward side. The former artists studio is newly renovated, beautifully furnished and finished in natural woods. It is very private with off...
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cute Beachwalk Bungalow1 / 20
    (1)Excellent
    0.3 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Cottage is ideal for a small family and sleeps up to 2 adults and 2 children in a queen-size bed and one twin day-beds plus a futon matress in the living area. After walking down your tropical pathway, enter this gated garden and lanai. The sunny area is filled with tropical flowers - the...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Kailua Beach Aloha Cottage1 / 13
    (1)Average
    0.4 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed January 17, 2018
    First up Ryan said he wanted us to have a 5 star experience in his messaging to me. We booked this for first 3 nights of 2018. Kailua is a great area. You did get was stated but...
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    About this property
    Renovated attached cottage, 10 minute walk to Famous Kailua Beach! Perfect location for your Hawaiian get away. Fully renovated 1 bedroom, 650 sqft attached cottage. Private bedroom and pull out sofa bed to sleep two additional guests. There is a full double door refrigerator and freezer, You can...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.7 miles from Kalama Beach Park
    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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.8 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    500 square feet Apartment with separate bedroom, queen size pull out sofa bed in Living room, washer dryer, full equipped kitchenette, free parking and free Wifi. We offer boogie boards, snorkel equipment, yoga mat, some beach toy's, beach towels, mats and beach chairs. This unique private...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Sheffield Studio  Walk to Kailua Beach or Town1 / 14
    (3)Very good
    0.4 miles from Kalama Beach Park
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 27, 2017
    I returned to Sheffield Studio in Aug 2017 with my husband for an 11 night stay and it was very much as remembered from my previous visit in 2014. The location is great, you...
    Reviewed February 1, 2017
    This studio really fulfilled all the expectations that me and my wife have when we are out travelling and searching for good accomodation. Rachel and her husband are very...
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    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop. The address is 131 Kuulei road. Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Ginger Studio is a ground floor unit. The Ginger Studio has free off...
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    Location Information
    Kailua, Oahu
    Private Room - 1 Bathroom, Sleeps 2
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    0.9 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Smoking allowed
    About this property
    Step back in time and soak up a peaceful, private Hawaiian vacation experience. The Palm Cottage is close to public transport, Kailua city center, Kailua and Lanikai beach an beach park, art and culture. You’ll love this Hawaiian style Cottage because of the high ceilings, the view, the location,...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.9 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This spacious room has a private bathroom and its own entrance. Located just 5-10 walking minutes from Kailua Beach and Beach Park. Enjoy the shade of the Plumeria trees. This room is furnished with a queen size bed, small refrigerator, television and coffee maker. High speed internet access is...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kailua by the Sea Studio1 / 24
    (2)Very good
    0.3 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Balcony
    • Outdoor Dining Area
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 16, 2017
    Pros: close to a very nice, non busy beach. Very private for being on atop of a homeowners garage. Very Clean and updated. Good location to town and other amenities. Close to...
    Reviewed September 11, 2016
    We have been to Oahu before and it is rare to find such a modern/ updated place to stay. It was clean and so convenient. We had enough toiletries, bath towels etc. for our 3...
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    About this property
    Located in a lovely beachside town, Kailua By The Sea is a second floor detached studio with a private entrance and lanai (balcony). The room is designed for relaxing and getting into an aloha state of mind. Am easy five-minute stroll around the corner (200 yards) takes you to our secluded beach...
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    Location Information
    Kailua, Oahu
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.5 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    0.4 miles from Kalama Beach Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Washer
    • Mountain Views
    • Grill
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    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. Hear the sounds of the surf at night and the trade winds through the coconut trees. Relax. Walk on the beach. Swim. Lay in the sun. Enjoy life Hawaiian-style. Our home is...
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    Location Information
    Kailua, Oahu
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Holiday Palms - Private -5 min from Kailua beach1 / 12
    (1)Very good
    0.7 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Mountain Views
    • Grill
    • Balcony
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    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 18, 2017
    This accommodation was very clean and well stocked for day trips whether they be for picnics or a day at the beach! Wonderful
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    About this property
    Holiday Palms is a newly remodeled, 600 sq ft, one bedroom private cottage, steps from beautiful Kailua Beach. Tucked away amid tropical palm trees, with your own shady patio and private gated entrance. A very quiet and private location with your own dedicated off street parking area for 2 or more...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Beachfront Kailua, Oahu1 / 13
    (4)Excellent
    0.4 miles from Kalama Beach Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Grill
    • Wi-Fi
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    My husband and I took our adult children to this beautiful beach front home. On the beach yet set back enough to enjoy complete privacy. The house was perfect for our needs...
    Reviewed April 9, 2016
    We spent a wonderful vacation at this quiet beachfront property. All the little extras were there waiting for us--even down to ziploc bags and paper towels. (too many times we...
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    About this property
    Just steps across your private lawn is the deep blue of the Pacific Ocean on Oahu's famed Windward side. Windsurf, boogie board or simply stroll along the beach, it is all right there for you. The house is private and fully stocked with everything you might need for your getaway vacation. From...
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    Location Information
    Kailua, Oahu
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.3 miles from Kalama Beach Park
    2 Bedrooms, 2 Bathrooms, Sleeps 2 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    0.5 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Outdoor Dining Area
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    • Air Conditioning
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hawaii Sheffield House is in Kailua Town. is located only 10 houses to Kailua Beach. The address is 131 Kuulei Road. The closest beach access is Ka'apuni 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...
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    Location Information
    Kailua, Oahu
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    0.7 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the one of the most beautiful spots in Hawaii. Far away reef protects us from big waves, white sands invite for long walks on the beach and the ocean calls for all water activities. Prime location, just 2 minutes walk to the beach from the house, close to the airport and all Oahu...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cozy Cottage 5 Minute Walk to Kailua Beach1 / 13
    (18)Very good
    0.9 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Yard
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 5, 2018
    We have been to Kailua before and knew we loved the beach park, the Kalapawai General Store and Buzz's Steak House. All three of these were in very quick / easy walking distance...
    Reviewed March 31, 2018
    The cottage is a one bedroom located within walking distance to beach and shopping area that has a variety of restaurants, local stores and chains (Whole Foods and Longs...
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    About this property
    Our 1 bedroom/1 bath Cottage is located on our Ali'i property which is centrally located in Kailua with a short 5 minute walk to one of the top rated beaches in the world Kailua Beach, and a 10-15 minute walk into Kailua town. Our cozy cottage is equipped with king size beds, spacious living room...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charming 1 bedroom  house1 / 12
    (2)Excellent
    0.2 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
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    • 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Nancy's Kailua Cottage Mauka1 / 15
    (6)Excellent
    0.7 miles from Kalama Beach Park
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    • Mountain Views
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 2, 2017
    Nancy's Kailua Cottage is a wonderful place to stay. It was within walking distance to both the beach and Kailua town. The cottage is filled with all the amenities to make your...
    Reviewed May 10, 2016
    Nancy's Cottage was better than we expected, it was new, clean and had all the amenities we needed for our stay. It was also perfectly located, close to the beach and shops...
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    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. Tourist License / Licencia de turismo N °: TATax ID #W40799764-01
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bathroom, Sleeps 4
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    0.7 miles from Kalama Beach Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the most beautiful beach in Hawaii. Perfect location-just 1 min barefoot walk to warm sands. Modern , clean, safe and comfortable accommodations close to all Oahu attractions and just 17 min away from Honolulu airport. The 3 bedrooms , 3 bathrooms, the kitchen and the living room condo...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.5 miles from Kalama Beach Park
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Patio
    • Internet Access
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    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s a reason why Kailua is consistently voted as one of the top beach destinations in the world: it’s spectacular. This beautiful home is located on a beachfront paradise within walking distance to Buzz’s Steak House and the quaint Hawaiian town of Kailua. The property is secluded with a...
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    Location Information
    Kailua, Oahu
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    42 feet from Kailua Beach. Available for Thanksgiving and until mid-December1 / 73
    (5)Excellent
    0.3 miles from Kalama Beach Park
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
    • Internet Access
    • Waterfront
    • DVD Player
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    • 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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    Location Information
    Kailua, Oahu
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.3 miles from Kalama Beach Park
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    • Ocean Views
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    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home located can accommodate up to 12 people comfortably and can also be split in half to accommodate smaller parties. Located directly across the street from the Kailua Beach Park and Boat Launch, this modern rebuilt two-story home has a front main house consisting of 4 bedrooms, 4...
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    Location Information
    Kailua, Oahu
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    0.7 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the most beautiful spots in Hawaii. Perfect location- just 1 min barefoot walk to warm sands and close to Oahu attractions. Comfortable, large studio with king and queen size beds, kitchenette, AC Free Wi-Fi, parking , laundry, kayaks, snorkeling equipment, bikes and flat boards....
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.3 miles from Kalama Beach Park
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
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    • Private Outdoor Pool (Unheated)
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    • 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
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    0.4 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the Windward side of Oahu in beautiful Kailua. On site parking. Private entrance down a lava rock pathway. Lock box entry. Free WiFi and a cable service equipped 50” smart TV, invite you to watch your favorite shows from the clean and comfy seating area. In the fully equipped kitchen,...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedroom/ 2 Bath Unit -5 Min Walk to Kailua Beach1 / 66
    (22)Very good
    0.9 miles from Kalama Beach Park
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Grill
    • Mountain Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2018
    Awesome location-Kailua/Lanikai beach right down the street. Shopping/restaurants right there in Kailua. No need to travel outside Kailua, all inclusive. 4-bedroom home was...
    Reviewed July 13, 2016
    If you're looking for 5 star accomodation, this is not the place for you, however if you want a place to stay that's comfortable in a convenient location, then this will suit...
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    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....
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    Location Information
    Kailua, Oahu
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    The quaint Kailua-Kalama 'Cottage'1 / 10
    (1)Excellent
    0.2 miles from Kalama Beach Park
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 6, 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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    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...
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    Location Information
    Kailua, Oahu
    Rental Home - 1 Bathroom, Sleeps 2
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    1.2 miles from Kalama Beach Park
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Central Heating
    • Wi-Fi
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Those who are familiar with Hawaiian history know that pineapples played a crucial role in the island’s development. The sweet fruit were grown out of large...
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    Location Information
    Kailua, Oahu
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Ginger studio, private entry/bathroom, near beach1 / 12
    (1)Excellent
    0.8 miles from Kalama Beach Park
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 3, 2018
    Enjoyed our stay here. Room was clean and comfortable. Very convenient to rest of island and lots to do in Kailua too. I think this area one of the nicest and not as crowded...
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    About this property
    Cozy 'Ginger suite' studio in private home. Private entrance and bathroom. Three blocks from the beach. 1 block from the 57 bus stop. 3 blocks to shopping, restaurants and market. Air-conditioning and ceiling fan. Small covered patio. Little kitchenette for light meal prep. Small Refridg,...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1.5 miles from Kalama Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    0.8 miles from Kalama Beach Park
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Cozy Orchid studio in private home. Private entrance and bathroom. Three blocks from the beach in One Direction and 3 to 5 blocks to Kailua town shopping in the other direction . Air-conditioning and ceiling fan. Small covered patio with table & 2 chairs. Small light meal prep. area. Small...
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    Location Information
    Kailua, Oahu
    Condo/Apartment - 1 Bathroom, Sleeps 2
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