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Kailua-Kona Vacation Homes

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    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 bubbles (6) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 18 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Homes Over Kona: Property Description<BR><BR>Enjoy luxury living on hillside slopes at a perfect elevation. Aromatic tropical breezes, spring-like temperatures, and birds singing in this sub-climate are to be sure to tickle your senses. Not too hot, not too cold, Homes Over Kona are located... View all property information
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    Kailua-Kona, Island of Hawaii 96725
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    We purchased this second floor condominium unit because of the beautiful oceanfront pool and pretty partial ocean view with only 20 minutes walk to tourists attractions along the famous Alii Drive. We furnished the place with high quality solid wood furnishings for your comfort. We clean the place... 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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    Located in Keauhou, approx four miles south of Kailua Kona town, the Surf & Racquet Club is a frequent choice for first time as well as repeat visitors. Surf & Racquet 5102 is a first floor oceanfront two bedroom (king in master, two twins in guest), two bath condo. Fully furnished and equipped,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This home is new to Flipkey but has all 5 star reviews on vrbo/706724 OCEAN FRONT BEAUTY! Feast your palate with this 2nd floor ocean front condo in the heart of Kailua Kona's 'surf city'. Spectacular early morning and evening sunset views awaits. HAWAII AT ITS BEST! From the privacy lanai, you... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    If you are looking for vacation rental condo in a great resort, that is within easy walking distance to Kailua-Kona, then the Kona Reef is the place. Located on the edge of town, with an oceanfront pool and spa, each air conditioned condo is fully equipped for an enjoyable stay in Kailua-Kona.... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 10
    4.5 of 5 bubbles (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Keauhou Gardens (also known as Kona Coast Resort) is located approx. four miles south of Kailua Kona. Its walking distance to the Keauhou Shopping Village and just down the road from the Kahaluu snorkeling beach. Keauhou Gardens 3104 is a one bedroom (king) plus sleeper sofa with a tranquil garden... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Palm Hale's King Palm is on the top (2nd) floor of the home. It is 1 bedroom with King bed, bathroom, screened in lanai, living room with a sleeper couch that makes in to a queen bed, dining room, ocean view from all rooms, kitchen with full size refrigerator, stove, oven, dishwasher, microwave,... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
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    1 / 46
    4 of 5 bubbles (1) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    You may see our additional listing however this listing increases your living space dramatically including the guest quarters offering more sleeping bathrooms parking as well as a second kitchen area. The home is a wonderful property that family and friends have been coming to enjoy on the big... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This condo has a wonderful ocean view that looks out over the sparking pool and hot tub, lovely tropical grounds and next to a Koi pond. It has all you need for a comfortable vacation and the complex even has boogie boards, beach chairs, snorkel items and a book library. However the condo is... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (32) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    This beautifully restored oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Offered as a vacation rental for the first time in 2013, the view and location are spectacular. In 2014, The Guardian newspaper listed Kona Moana Hale as one of the Top... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 of 5 bubbles (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The Ultimate Affordable Oceanfront Experience - Tripadvisor's 2013 Traveler's Choice #1 destination for vacation areas on the rise in the US is Kailua Kona! <BR><BR>Our studio condo, aka 'Honu Haven', is located 10 yards from the ocean so it is truly oceanfront, not 'ocean view'. As Iz says, 'Let... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 52
    4 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Large 1200sq' guest house located in Kona Hawaii to large bedrooms with private baths, large living room with cooking facilities.. Huge deck with hot tub..Lots of parking 3 minutes from awesome beach.. Ocean views 25 miles south of Kailua Kona easy access. Pick your own breakfast from our... View all property information
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    Kailua-Kona, Island of Hawaii 96704
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    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Ocean view and ocean close. Summer vacation in Hawaii right in the heart of Kona, and right across oceanfront Alii Drive from the ocean. AVAILABLE SUMMERS ONLY: summer dates are still available (each year between June 15-July 13 only; see specific dates below and on FlipKey calendar). Ocean... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 28
    5 of 5 bubbles (19) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Special rates for fall and winter. Cheaper than hotel for entire home away from home. Are you looking for something unique and Island style, not a cramped, cookie cutter hotel room? Come experience the Aloha spirit of Hawaii in your own private ground floor Ohana (in-law unit) and enjoy your home... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Wonderful house in a quiet neighborhood. Less than 2 blocks from Magic Sands Beach and Snorkel beach if you want to just enjoy the local Beaches. Studio with queen bed, full bath, screened in lanai with ocean view, kitchenette (Full size refrig, induction cook plate, microwave, toaster oven, coffee... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Enjoy paradise in this 2 bedroom, 1 bath downstairs condo - steps from an Oceanside pool, BBQ, & the warm pacific ocean! Walk to restaurants, beaches & shopping. Enjoy the Oceanside pool and BBQ while watching the beautiful Hawaiian sunsets. Located close enough to downtown Kailua-Kona to walk to... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 / 31
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Stay in a beautiful renovated and remodeled studio condo in the heart of Kona Village. A must see condo...all new...truly the best in the house! Extra large tile shower in the new bathroom. Largest kitchenette in the complex with full size refrigerator, microwave, rice cooker, pasta maker,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 of 5 bubbles (8) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
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    About this property
    Newly remodeled unit, with ocean view, we also have a screened in Lanai, queen size bed and queen size sleeper sofa bed. Kitchen has new appliances, stove, microwave oven, refrigerator.It sleeps four very comfortably, flat screen TV, VCR, stereo, air conditioner, ceiling fans in every room. Unit... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    AIR CONDITIONING FREE WIFI FREE PARKING OCEANVIEW New remodel on ground floor with new bamboo floors,new granite in kitchen & baths,new cherry cabinets, new SS appliances, new front load washer/dryer, ceiling fan in every room (yes, even bathrooms), fully equipped home. Comfy beds & furnishings.... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    STUDIO - 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... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Our tropical two bedroom condo has a view of the ocean and beautiful. pool. The complex has a new remodeled pool, brand new hot tub for you to enjoy and a fire table with several chairs for conversation. The condo includes a complete kitchen, laundry and all linen towels and even some snorkel and... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    We've named our condo 'Alii Breeze' for its oceanfront location on Alii Drive and the wonderful ocean breeze that reaches our lanai (balcony) by day and night. Located on the main north-south drive along the ocean, our spacious, sunny Alii Breeze has many amenities to offer. It's central location... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Keauhou Gardens (also known as Kona Coast Resort) is located approx. four miles south of Kailua Kona. Keauhou Gardens 11303 is a top floor (two flights of stairs) one bedroom (king plus sleeper sofa) oceanview. Its large lanai has plenty of room to spread out and watch the Kona sunset. 11303 is... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Our Kona Bali Kai (Unit 305) 2 Bedroom/2 Bathroom with Full Width Lanai Condominium is DIRECT OCEAN FRONT with an underhand rock toss to the sea wall. You can't get any closer and stay dry. If you want DIRECT Ocean Front, DIRECTLY in front of the most popular Island surf break in a TOTALLY... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 bubbles (10) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Our condo is ready for your Hawaiian vacation. Enjoy a tropical paradise at Kona Makai, close to town, but as peaceful as the Upcountry. Enjoy ocean views from the lanai. Barbeque at the water's edge. Be as busy or as lazy as you want while staying at Kona Makai. Kona Makai is a resort style... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (6) 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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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Studio with full bath, kitchenette with induction cook plate, microwave, toaster oven, coffee maker, wifi, cable t.v., off street parking, closet, gazebo with bbq, coin op laundry on site. It has a Queen bed and a sleeper couch that makes in to a queen bed, suite capable of sleeping 4 guests. We... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    3 of 5 bubbles (1) Average
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    SIT and Enjoy the Sunset Views from your Lanai and Condo. This Condo is Bigger than its Size and Comes fully stocked. There is a Swimming Pool and Hot Tub with BBQ Grills for your use. There are Onsite Washers and Dryers, Free Parking Onsite on a first come basis. Contact us right away for your... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    ROYAL SEA CLIFF RESORT, KAILUA KONA<BR> An architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Ocean views of Local Fisherman, Cruise Ships, Whales and Dolphins, Surfers, and Parasailing. With over 7 tropical acres,... 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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    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.<BR><BR>It is fully equipped... 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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    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
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    Kailua-Kona, Island of Hawaii 96740
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Hot Tub
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    ROYAL SEA CLIFF RESORT, KAILUA KONA<BR> An architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Ocean views of Local Fisherman, Cruise Ships, Whales and Dolphins, Surfers, and Parasailing. With over 7 tropical acres,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (5) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    This very attractive Holiday Rental is straight across from Kailua Bay with a full and fantastic oceanfront view and beyond. This condo is centrally located with one bedroom and 2 full bath. The interior is fully updated, spacious and very comfortable. There is a very large gated pool for the use... 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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    A Step Back to Authentic Hawaiian Pleasures. When you stay at Wyndham Kona Hawaiian Resort in Kailua-Kona on the Big Island’s west coast, you’ll feel as if you’re stepping back in time to a simpler, unspoiled era. Every detail has been designed to re-create the charming island ambiance found back... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    3.5 of 5 bubbles (6) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    This three bedroom two bath house with pool and peak a boo view of the ocean from the lanai is located in the White Sands Estates area just 4 miles from the Center of Kailua-Kona Town. Close enough to go in for dinner but far enough away from the noise and traffic. This home is tucked away in a... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Keauhou Kona Surf & Racquet Club is located approx. four miles south of Kailua Kona. Surf & Racquet 1201 is a second floor two bedroom two bathroom oceanfront condo with a large wraparound lanai for watching whales or a green flash from a Kona sunset. It's turnkey furnished with a full kitchen,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Ocean View Estates is fully furnished, has Gorgeous Sunsets From Your Magnificent Private Lanai, Close to Beaches, Town & Airport. A Tranquil Private Road leads to this Kona Paradise with Breathtaking Views of the Kona Coast. Hard to Believe This Beautiful Home sitting on 3 Acres Estate with your... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Hale Honu Maku'e (The Brown Turtle House) is a spacious 5 bedroom 3.5 bath hillside retreat overlooking Kailua Kona. This is a two level home, rented in its entirety. Each level offers breathtaking panoramic views from beautiful lanais that wrap around three sides of the house. Level one (upper)... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    The Casa De Emdeko is located one and a quarter miles south of downtown Kailua-Kona on the ocean side of Alii Drive. This newly remodeled Condo is a top floor unit in a small three story complex. Our Condo offers a view of the ocean as well as the mountains. The covered lanai features a beautiful... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
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    SPECIAL DISCOUNT MARCH 19-28, 2017 (request quote). Beautiful, all newly upgraded, completely furnished, fully equipped, turnkey, 2 bedroom, 2 bath end unit on second floor (see photos) in the exclusive Keauhou area, surrounded by oceanfront, championship golf courses. It's just a short 5-6 minute... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    **Please note that the property manager lives on site in a separate home (about 30 feet from the rental home, separated by a large area of trees)** This quaint 2-bedroom, 1-bathroom house on the Big Island of Hawaii sleeps 4 and won’t disappoint! With WiFi, a full kitchen and more, you’ll feel... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 bubbles (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 Bedroom 1 Bath with Ocean Views, infinity Pool and cool breezes<BR><BR>This private residential vacation rental with infinity pool in beautiful Kailua Kona is exceptional. Located in a quality neighborhood, providing privacy, expansive views and cool breezes.<BR><BR>This remarkable private... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1850 sq. ft. | 3 Bedroom | 2 Bath | Sleeps 6 Panoramic, 180 degree Ocean Views Fully equipped Gourmet Kitchen Beautiful Teak Furniture, Window Coverings, & Linens Cable TV in 2 Rooms Unlimited, Free Telephone Calls within Hawaii, the Continental U.S. & U.S. Territories Room Descriptions Entry... View all property information
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    Kailua-Kona, Island of Hawaii 60872
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Say "Aloha" to wonderful ocean views & light breezes from the lanai of this South Kona home in the heart of coffee country. Located in a quaint & quiet neighborhood just 19 miles south of the airport & 15 minutes from downtown Kailua-Kona, you're in for a true Hawaiian delight! Honu reef is an... View all property information
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    Kailua-Kona, Island of Hawaii 96750
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    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    We have updated this one bedroom, two-bath condominium with new carpet and furniture throughout, including a beautifully-restored wicker bedroom set with a new king-sized mattress. Most all the appliances have been replaced as well as all kitchen items and towels . We are especially proud of the... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    All our beds and furniture is new and very comfortable. We have a new washer and dryer oven refrigerator and dishwasher. Kitchen has been totally remodeled equipped with LED lights. Beautiful new granite countertops. Our condo is very close to the front of the complex so we Great views of... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740