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Holiday Rentals and Apartments Kailua-Kona, HI

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    Travellers to Kailua-Kona are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    3.5 of 5 stars (10) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    3.5 of 5 stars (3) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located directly across the street from Magic Sands Beach Comfortable and quiet garden view location sets the tone for this 2 bedroom 2 bath condo. Units offers a Queen and 2 twins. The twin beds which can be made into a king (please advise at time of booking). Tiled thru out and decorated with a... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 26
    5 of 5 stars (5) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    A true sanctuary for relaxation and fun. Send us your dates and we'll reply with our best offer!The house has an open living area layout with vaulted ceilings in the Great Room, Kitchen, and Dining Room, as well as in the Master and 1 of the other bedrooms. Most all rooms open out to Lanai and... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 stars (19) Excellent
    7 Bedrooms, 2 Bathrooms, Sleeps 16 | Quick View
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    • DVD Player
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    Convenient - Comfortable - Clean - Quiet 3 Bedrooms, 4 mini bedrooms, 2 baths. The perfect base to that all the Big Island has to offer and a great place to just chill and relax. This new home is located on a quiet cul-de-sac 1 mile from the heart of Kailua Kona. Set on 2 private acres in new... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    About this property
    Beautiful and all new recently remodeled, modern and clean, with the best views in Kona area! This unit has a prime 3rd floor view RIGHT over the ocean. You can see the fish in the waves below! Amazing Sunsets too! Kona Magic Sand Beach is right out of the front door. Lovely new furnishings, new... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 stars (17) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Outstanding value! Superb Location! Just steps to a rare sandy beach, farmers' market, downtown Kailua-Kona. Watch spinner dolphins, surfers, and boogie boarders from your lanai. Swim in the pool, soak in the hot tub, barbeque your dinner and then watch for the green flash at sunset. This... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 23
    4 of 5 stars (11) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Great Views of the ocean from the Lanai. Watch whales during the season or dolphins all year around. Sip your Kona Coffee in the morning looking at the lush tropical landscaping of this community. This condo has 2 bedrooms both with a King bed, There is additional sleeping with a sofa sleeper... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii? This two-bedroom, two-bath condominium gives you all of that and more! Recently remodeled with all... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 stars (23) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Just steps from famed Kahaluu Beach Park considered by many to be the best snorkeling spot in Hawaii. Fed by a fresh water spring, up to 10 million gallons per day. These waters are almost always calm, with colorful corals, rock formations, and 100+ species of fish. Swim with schools of colorful... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 14
    4.5 of 5 stars (35) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Hot Tub
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    About this property
    This direct oceanfront 1 condo is located at the water's edge in scenic Kailua-Kona. The complex is beautifully landscaped, fastidiously maintained and blissfully tranquil. Kona Reef is in a terrific location. It's just a short walk to picturesque Kailua Village with its shops, seaside... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 29
    5 of 5 stars (23) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Kanaloa at Kona offers a lushly landscaped 18-acre oceanfront setting overlooking stunning Keauhou Bay. The complex offers 24 hour gated security, private lanais, 3 pools, 2 lighted newly resurfaced tennis courts, and BBQ and recreation areas. An adult only pool a stone’s throw away from the front... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Punahele A301-2 Bedroom with a loft and 3 bathrooms and a spectacular view! This condo has a spacious lanai with high quality lanai furniture for dining or lounging and enjoying the spectacular views. The living room, dining area and kitchen also have the same great views. The Master bedroom... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Ocean Views, beautiful 2 bedroom, 2 bathroom with a loft, sleeps 5 in the highly desired Alii Cove Complex KK22 This beautiful island home features professional interior décor with a tropical flare. Start your day by enjoying your coffee in the morning while taking in the fantastic ocean views... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 20
    4.5 of 5 stars (20) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Kona Makai 3-203 is a beautifully appointed 2nd floor condo with a partial ocean view. The owner has completely remodeled the bathroom in 2015! This condo is fully equipped with everything you may need for your Vacation! Wifi is offered by the complex, and is accessible in the unit! Air... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 23
    4 of 5 stars (8) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    This complex is a great location for being near downtown Kailua Kona, yet you are right across the street from the beautiful Kona Coast Sunsets, fun restaurants and convenient shopping. You'll find treasures at the Kona International Marketplace, find local and exotic fresh fruits at several... View all property information
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    Kailua-Kona, Island of Hawaii
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Kanaloa 3203 is a spacious second floor two bedroom plus sleeping loft oceanfront condo. There is a king bed in the master, two twins in the guest and two twins in the loft. In addition, there is a jacuzzi in the attached master bath as well as a private office space off the master bedroom. Other... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 5
    4 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Enjoy spectacular sunsets from you private lanai. Dine inside or on the lanai. This condo has a master bedroom with cable TV and private bathroom with shower. Washer and dryer is located in master bath too. Guest bedroom has 2 twins, guest bath has tub/shower. Living room has cable TV with DVD/VCR,... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 22
    5 of 5 stars (10) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
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    About this property
    Just steps from the ocean and golf, we invite you to be our guest in our vacation condominium at Kanaloa at Kona, a four-star resort. The 18 acres of beautifully manicured grounds are situated between Keauhou Bay and the Pacific Ocean on the west, and the Kona Country Club Golf Course on the east.... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 / 11
    4 of 5 stars (6) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Some of the best views can be enjoyed from this newly remodeled 1 bedroom 1 bath ocean front unit! As one of the MOST RECENTLY remodeled condo's in the complex, it is well presented and fully stocked and offers guests free WIFI, 1 queen bed, a queen murphy bed, and a washer and dryer in the condo.... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 19
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    About this property
    Our home was built in 2009 and features all of the latest amenities. New to the vacation rental market! Ocean view from our wrap around lanai. Awesome shower and deep jacuzzi tub. Our home is stand alone and includes a two car garage. There is another home on the property separated by a quarter... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
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    About this property
    This beautiful one bedroom condo on the third floor overlooking the pool and the ocean is upgraded with wood floors in the living area and bedroom. It is suitable for a stay from a few days to a month or more. It has a great ocean view, and also overlooks the pool area. It is fully equipped with... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 stars (39) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Welcome to Hui o Kulia, where the view from A-15 at the Kona Reef will take your breath away. Relax and watch the whales and dolphins swim by, cruise ships pass, or the surfing which takes place right before your eyes. Enjoy the oceanfront pool, or spend the day sightseeing in the quaint town of... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 24
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    E komo mai, Hawaiian for welcome, come in. You feel the Hawaiian spirit from the moment you step inside this lovely condo, newly redecorated with you in mind. The kitchen is well stocked with the tools you need to whip up a great meal. In the hallway closet you will find beach mats, beach... View all property information
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    Kailua-Kona, Island of Hawaii 96740 2371
    1 / 13
    3.5 of 5 stars (4) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Casa#219 is a DIRECT oceanfront 2 bedroom. 2 bath property that sits right on the water. HUGE lanai! This unit has everything you will need to feel like you are rolalty a great big king bed and two twin sized beds. It also has a fully stocked kitchen. with a view of the ocean as well.Casa De... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 27
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Slice of Heaven, home away from home! Sunsets included... Kanaloa 2101 a large Ocean Front One Bedroom, Two Bath Condo, sleeps 4! Recently remodeled condo at Kanaloa' s ocean front complex. This one bedroom, two bath condo features a murphy bed in the living room for extra guests and two... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 8
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    A large private home on a l/4 acre with huge swimming pool. Private back yard with pavillion and croquet yard. Home is two story with large lanai with ocean view. Best snorkeling on the island is 3/4 miles away and Magic Sands beach is l/2 block... best for boogie boarding.. Open dining room... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 20
    4.5 of 5 stars (40) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The peaceful surrounding of this condominium is not only a perfect romantic getaway, but also a great place for a family vacation. Within walking distance there are plenty of activities suited for the whole family to enjoy. Central A/C along with wireless internet access, sofa sleeper, and inside... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 12
    3 of 5 stars (6) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Set over the fairways of the Keauhou Golf Course with awesome ocean views this wonderfully upgraded 1 bedroom 1 bath is comfortable and private. A large master suite with private bath is situated on the lower level, nicely furnished includes Queen bed, TV, washer/dryer and has its own lanai. Upper... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 24
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This spacious 4400 square foot, 4 bedroom, 4.5 bath Private Estate is located in the gated community which is located in upcountry Kona. The estate enjoys 180 degree coastline ocean views, spacious indoor and outdoor living and upscale finishes and fine furnishing. The home is located about 9... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This over the top deluxe studio condo is the perfect place to spend a luxurious, relaxing vacation right on the ocean's edge! Literally 20 feet from the ocean, you cannot beat the view from the lanai or inside the unit. . . perfect for lounging, dining, reading or cooking wonderful meals in the... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Lovely top floor unit overlooking the beautiful Keauhou golf course with breathtaking tropical ocean views! Make plans for the family to come and enjoy this spacious fully equipped condo. Tiled throughout with 2 bedrooms, a loft with 2 twin beds and its own bath, 2 TV's (large flat screen in... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 6
    4.5 of 5 stars (46) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Great location and great unit! Second floor, ocean front Studio with an the extra large lanai to enjoy the 180 degree ocean views. Comfortable unit with tropical decor, tile flooring, equipped with A/C, ceiling fans, fully stocked kitchen, TV, one queen Murphy bed and one queen sofa sleeper. Unit... View all property information
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    Kailua-Kona, Island of Hawaii
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    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    Kaloko Mauka Guest Cottage.Located above Kailua Kona, on the slopes of Hualalai, this unique 1200 sq foot cottageis just the place to enjoy your Big Island adventure.Conveniently located just minutes from Kona Airport, Costco, and Kailua Kona Town, you won't miss a beat. Great activities, beaches... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 stars (13) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 18 | Quick View
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    Our island home is located above Magic Sands beach, just a mile from shopping, restaurants and nightlife.We love entertaining family and friends in our newly decorated 2700+ square foot home; there are great spaces for groups, and also quiet, private spaces for relaxing with a favorite book. The... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 of 5 stars (6) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Enjoy the tropical ocean breezes from this adorable Studio - absolute ocean front! This tastefully decorated nicely upgraded unit may not boost size but has lots to offer guests for a Hawaiian getaway. Easy access situated on the lower level adjacent to the Magic Sands Beach. Unit is tiled, has a... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Kailua Bay Resort is a hidden gem, great location right in Historic Kailua Kona Village. Second floor overlooking gorgeous tropical landscaping. Walk to everything, no need to have a car when you stay at Kailua Resort 3206. Enjoy the beautiful pool and hot tub, then relax on your lanai and watch... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 stars (7) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Total ocean front and totally remodeled! Gorgeous upgrades and incredible ocean front views can be enjoyed in this 1 bedroom 2 bath condo at Kona Bali Kai. With a fully stocked gourmet kitchen, designer furnishings, and breathtaking views from you own private lanai, why would you want to leave?... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    We bought this condo and remodeled it for our father to retire in because it is located in the middle of town where everything is a walking distance away including a small beach just down the street less than 5 minutes away.. When he is not in the unit, you can rent this place for a great value. We... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    E Komo Mai (welcome) to the Kona Billfisher Resort, where true aloha spirit awaits your arrival. Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher Resort is well within walking distance to beaches, shops, restaurants, clubs, and many other... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii?This one or two-bedroom, two-bath condominium gives you all of that and more! A complete remodel has... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 16
    4.5 of 5 stars (19) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
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    Just steps from famed Kahaluu Beach Park considered by many to be the best snorkeling spot in Hawaii. Fed by a fresh water spring, up to 10 million gallons per day. These waters are almost always calm, with colorful corals, rock formations, and 100+ species of fish. Swim with schools of colorful... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 25
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Aloha and Welcome! Come and experience our absolutely fabulous, oceanfront, air conditioned, and spacious tastefully remodelled and interior designed penthouse condo with the most spectacular ocean views. Our top floor (4th floor) condo is in a secure and private building with elevator, pool,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 9
    4.5 of 5 stars (7) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Wow...Enjoy Kona coffee mornings on the lanai, or watch the sunset over White Sands Beach from the pool deck! What could be better than celebrating another great Hawaii day by grilling steak and seafood in the barbecue area? Stay in this newly updated second floor unit with Travertine tile... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 33
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Enjoy cool breezes and incredible views from your private lanai in front of the Ohana Suite. The suite is a studio apartment attached to a home in the quiet Sunset Terrace neighborhood of Kailua Kona. Located at 600 feet above sea level in a lovely green belt you will see glorious sunsets almost... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Lovely top floor unit overlooking the beautiful Keauhou golf course with breathtaking tropical ocean views! Make plans for the family to come and enjoy this spacious fully equipped condo. Tiled throughout with 2 bedrooms, a loft with 2 twin beds and its own bath, 2 TV's (large flat screen in... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    NEW PICS ARE HERE OF NEW REMODEL AND DECOR - CHECK IT OUT! GORGEOUS, clean, air-conditioned studio sleeps 2 comfortably with the ambience of 'old Hawaii' in the beautiful native vegetation and meandering walkways that lead to the beach and the heart of Kailua Kona's art and entertainment district.... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    ***$90 special for all of December!! Contact Blake Kessner at to get best rate!!*** Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds enjoying the water features in the garden. Enjoy our garden pool located... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Come and unwind at wonderful Waiulu 137D, overlooking the Pacific Ocean and the Punawai Pond, the 5th hole of the Ke`olu Golf Course. All the facilities of the fabulous Hualalai Resort are right on your doorstep. Your luxurious home from home has everything you need for the perfect island getaway.... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740