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Kona Coast Holiday Rentals in Kailua-Kona

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    19 Matching Rentals in Kailua-KonaView all 665 rentals
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    Travellers to Kailua-Kona are booking October dates now. Secure your holiday rental today, and have the perfect trip.
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    About this property
    Paradise awaits you at our spacious tropical luxury home with spectacular coastline and year round Kona sunset views. This beautiful traditional Hawaiian style home offers soaring open beam ceilings, wood floors and an open floor plan. With 2700 sq ft of interior space available there is plenty...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 of 5 bubbles
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    Compare our location to others.You'll see we have the best location for all your activities and needs! This is a large 2 story home, and each of the 2 floors is a home in itself! YOU GET THE ENTIRE HOME! We supply numerous extras, and our home is extremely well stocked. The 1st floor features...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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...
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    Kailua-Kona, Island of Hawaii 96725
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 of 5 bubbles
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    3 BedroomsSleeps 6Quick View
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    Enjoy beautiful Kona sunsets and spectacular ocean views from our third floor Country Club Villas Condo with a private lanai. This vacation condo has spectacular unobstructed views of the ocean and overlooks the 18th fairway of the Kona Country Club. It is situated on the quiet third level of a...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 of 5 bubbles
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    • Mountain Views
    • Children's Pool
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    Na Hale O Keauhou condo description N-4 is building N, only buildings N,H and G are next to the nature preserve with unobstructed panoramic ocean views and privacy. Our home is the largest unit available in the entire gated community. Building N is closest to the ocean, you can see and hear the...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 of 5 bubbles
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    Great ocean view on third floor-no elevator. 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,...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4.5 of 5 bubbles
    4 Reviews
    3 BedroomsSleeps 6Quick View
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    This beautiful home was built in 2012 and is surrounded by a gorgeous tropical landscape with native Hawaiian plants and flowers. You will see amazing sunset and ocean views as you relax on the lanai at your home away from home. Our home is fully equipped with everything you will need to enjoy...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.5 of 5 bubbles
    3 Reviews
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    About this property
    Welcome to 'Kona Bob's' Condo. This lovely first floor newly remodeled (August 2013) ocean view condo at Kona Shores is decorated Hawaiian Island style. There are many upgraded items including granite countertops in both the kitchen and bathroom, custom cabinetry, stainless steel appliances,...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    • Balcony
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    About this property
    E Komo Mai......Welcome! This beautiful and well equipped home is a vacation dream. A great central location in well designed & maintained Ali'i Villas. From your 2nd floor lanai look out over the gardens and pool to the ocean beyond. A leisurely 20-25 minute stroll to town for dining,...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 of 5 bubbles
    1 Review
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    • Waterfront
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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,...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    4.5 of 5 bubbles
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    • Wi-Fi
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    About this property
    Welcome to our condo in Hawaii, we like to give everyone a well deserved and affordable vacation. This is a very private top floor corner unit centrally located in Kailua-Kona, Big Island Hawaii. 350 days of sunny weather in a year with some of the best beaches in the world, all within a short...
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    Kailua-Kona, Island of Hawaii HI 96740
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    5 of 5 bubbles
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    • Satellite TV
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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...
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    Kailua-Kona, Island of Hawaii 96750
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 of 5 bubbles
    6 Reviews
    4 BedroomsSleeps 8Quick View
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    • Mountain Views
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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...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.5 of 5 bubbles
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    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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 of 5 bubbles
    1 Review
    3 BedroomsSleeps 10Quick View
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    Beautifully decorated, quiet home in the Kona Highlands. Away from 'resort style' living, this very local home is the ideal place to get a true flavor of living in Hawai'i. A house that dreams are made and realized. Located in the cooler elevations, it tends to be less muggy and hot. You can...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Second floor end end unit in oceanfront building provides an unobstructed panoramic marine view framed by palm trees from living/dining, kitchen and lanai areas. Full remodel completed in 2014 and stocked to meet your vacation needs. Pristinely landscaped grounds features private beach, heated...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4.5 of 5 bubbles
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    * Ali'i Dr Beach Condo Downtown-On IRONMAN route-10 min walk to Start/Finish/Pier * Perfect location! Lush tropical grounds!. Lovely, clean and comfy seaside studio. Just steps to our beach from our condo! A fabulous setting with Old Hawaii plantation-style architecture and tiki torches creates...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 of 5 bubbles
    2 Reviews
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    Our newly renovated, 566 sf, air-conditioned condominium Kai Ekahi is steps from the ocean. You'll love the location, a tropical paradise midway between Kailua town-shopping, dining and ocean fun-swimming, snorkeling, surfing, diving and paddling. It's perfect for couples, solo adventurers, and...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 of 5 bubbles
    1 Review
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    You can't imagine how good it feels to relax on our lanai and soak in the sights and sounds of the waves rolling in. This corner unit has the benefit of side windows in every room which makes it light and airy. This building also has larger rooms and an elevator which stops on every floor. There is...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 BedroomsSleeps 6Quick View
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    Great, fully furnished 2-bedroom condo, located on Ali'i Drive, just minutes to downtown Kailua Kona shops, bars, beaches and dining. The condo is on the first floor (easy access – NO stairs) and has the comfortable feeling of home. This two-bedroom, beautifully remodeled (April 2016) corner unit...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 of 5 bubbles
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    • Patio
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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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 of 5 bubbles
    5 Reviews
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    • Private Outdoor Pool (Heated)
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    About this property
    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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Just a 10-minute drive to downtown Kona, our quiet, private cottages sit on a 10-acre gated estate. Silver Oaks Ranch is located just five miles from downtown Kailua Kona and five miles from Keahole airport at a cool 1400 feet elevation. Although less than 10 minutes from downtown, we are nestled...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4.5 of 5 bubbles
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    Aloha! <BR><BR>My Unit is #326 and it is a 400 sq ft studio condo in the heart of downtown Kailua-Kona. The studio is a very clean budget accomodation with a lot of aloha! The condo sits off of Alii Drive between Lava Java and Bubba Gumps.<BR> The property has a pool, jacuzzi, BBQ (by pool) and...
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    Kailua-Kona, Island of Hawaii 94760
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Ocean Views
    • Terrace
    • Grill
    • Hot Tub
    • Mountain Views
    • Balcony
    • DVD Player
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Condo, Studio, 1 Bath, (Sleeps 2) 170 feet from shoreline.....And some of the *only* shoreline that features a beach, tide pools and ocean side lawns complete with loungers! Island owners' personal seaside getaway with ocean views from the sofa, bed and balcony. Beautifully maintained older...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • DVD Player
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    • Private Garden
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    About this property
    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...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Air Conditioning
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a one bedroom condo located on Ali'i at the south edge of Historic Kailua-Kona. It is less than a 10 min walk to the main pier where you may enjoy paddle boarding, swimming,kayaking, or catching one of the many boat adventures offered. The condo is recently renovated, fully furnished, and...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Hot Tub
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    • Waterfront
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    • Terrace
    • Parking
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a stay in our private and newly renovated 2 bedroom apartment in my home in Holualoa just 15 minutes outside of Kailua Kona town. Located on an acre of lush tropical landscaping with a pool, the apartment looks out to a peaceful canopy of mature monkey pod trees. If you prefer to be "off the...
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    Kailua-Kona, Island of Hawaii 96725
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Shared Outdoor Pool (Unheated)
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    • Mountain Views
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    This wonderful beach house with private pool is perfect for all your vacation needs! Centrally located one short block from beach and walking distance to Magic Sands and Kahaluu Beach Park. 6 private bedrooms all with their own bathroom. The upper level has Three bedroom suites two with plush...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 18
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    About this property
    The Surf & Racquet Club is located approx. four miles south of Kailua Kona in Keauhou. Surf & Racquet 8303 is a third (top) floor two bedroom w/den garden view condo. Bedding consists of a queen in the master, a double in the loft and a queen futon in the den. It fully furnished with complete...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Grill
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    • Mountain Views
    • Patio
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A private garden of tropical ferns, orchids, and birds greet you as you enter this lower 1 bedroom vacation suite and lower lanai. Beautifully decorated inside and out in Hawaiian decor, designed for your vacation enjoyment. The kitchenette includes: a blender, large coffee maker, cook-top,...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    • Parking
    • Wi-Fi
    • Private Garden
    • Satellite TV
    • Grill
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Satellite TV
    • Secure Parking
    • DVD Player
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    GORGEOUS HOME WITH 2 MASTER SUITES AND PRIVATE POOL. GREAT LOCATION IN KONA. 2 BLOCKS FROM MAGIC SANDS BEACH. (ALII DRIVE) GOURMET KITCHEN WITH ALL UTENSILS, AND DINNING ROOM. WI-FI, CABLE TV, DVD PLAYER W LOADS OF DVD'S. LARGE PRIVATE PATIO AND OUTSIDE EATING AREA WITH GAS BAR-B-QUE, BEACH...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Air Conditioning
    • Housekeeping Included
    • Terrace
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Indulge in the casual comfort and understated elegence of this tropical get-away in the heart of Kailua-Kona. Sip maitais as you relax in style on the beautiful lush lanai. With 3 bedrooms, 3 bathrooms, a full kitchen, dining area, living room, washer and dryer, and just moments from the beach,...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Waterfront
    • Hot Tub
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Oceanfront Property featuring a newly remodeled and updated private gated home with three separate Master Bedroom Suites each with private entrances. Enjoy unobstructed ocean views of the Pacific Ocean, Kona Coast and Kahaluu Beach with stunning sunsets. This property includes a newly...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Grill
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    About this property
    **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...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Mountain Views
    • Grill
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    • DVD Player
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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