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Holiday Rentals in Kailua-Kona, HI

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    ₹ 13,387 Average
    ₹ 67,000+
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    Travellers to Kailua-Kona are booking October dates now. Secure your holiday home today, and have the perfect trip.
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Our home is spacious and private. It is located in a beautiful area of Kona. There is a balcony where you can relax and enjoy panoramic ocean views and beautiful, unobstructed sunsets. The home is centrally located and only 10 minutes from town and local beaches. We are 15 minutes from the airport.... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • Terrace
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    • Ocean Views
    • DVD Player
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    • Child-friendly
    • x
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    About this property
    'THE RETREAT' is in a high standard and very quiet residential area. Spend your most prescious time at 'THE RETREAT' in one of the most exclusive and luxury condominium complexes on the Kona Coast. Enjoy the leisure pool including lap-swimming, hot tub, fitness-center and keiki-pool or sunbath on... View all property information
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    Kailua-Kona, Island of Hawaii
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    4.5 of 5 stars (15) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Kona Makai 1 bedroom with loft in an Ocean Front Community. Community includes a nightly gates entry, wireless internet, tennis courts a pool and hot tub. From this lanai you can see dolphins and whales when in season. Kona Makai is an oceanfront condominium complex of about 100 one and two... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    We absolutely love our condo at Kona Pacific Condos and we're sure you will too. Just a 5 minute walk to town and a 3 minute walk to the beach, the condo complex is incredibly quiet and the grounds and building are kept super clean and manicured by the amazing staff. The condo itself is a one... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This 1-bedroom, 1-bath condo is one of the few in the complex that does NOT require using stairs to access it. The remodeled kitchen and second door access to the bathroom help make it unique. The king-sized bed, queen-sized sleeper-sofa, AC, fans throughout, washer/dryer in the unit,... 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
    This spacious, upgraded and tastefully decorated three bedroom home has sweeping ocean view and located in the quiet gated community of Kahakai Estates, 1.5 mile south from the historic downtown Kailua-Kona. Enjoy the morning coffee from the large patio overlooking the ocean and watch the sunset on... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This experience is one of a kind- ocean front cottage by the sea! Enjoy the crashing surf at one of Kona's best resorts. Townhome #182 is the perfect location for your Big Island vacation! Watching for dolphins, whales and for the famous Kona Sunsets on your ocean front lanai! Making meals from... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii
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    1 / 24
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
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    • Pet-friendly
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    • x
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    About this property
    Sitting on a knoll, guests at this villa enjoy gentle Hawaiian breeze as well as blue ocean views from the major rooms - living/dinning/kitchen /master bedroom /outdoor living rooms. 270 degree of tropical garden/lawn surround this villa. <BR>All on one level and no stairs to climb.<BR><BR>Top of... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Your next Hawaiian escapade awaits in this magnificent 1-bedroom, 1-bathroom Kailua-Kona apartment! With sleeping space for 4, a waterfront location and a wealth of amenities, this tropical haven is just what you’ve been looking for! Nestled on the western coast of the Big Island, this immaculate... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • x
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    About this property
    Experience the best that the Big Island has to offer by staying at this wonderful Kailua-Kona vacation rental condo, perfectly situated next to some of the island’s most pristine beaches, yet enveloped in total peace and tranquility. This delightful 1-bedroom, 1-bathroom condo can comfortably... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Kona Pacific is a beautifully landscaped condo complex located in the heart of Kona that provides walking distance to Kona's restaurants, beaches and shops. The complex offers a cabana, sitting area, BBQ Area, swimming pool and covered parking. Kona Pacific is a smoke free community. No smoking in... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • Internet Access
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    • Balcony
    • Shared Outdoor Pool...
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    • x
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    • x
    About this property
    Our condo is on the second floor, providing increased privacy while giving an outstanding panoramic view of the ocean and Kailua Bay. From our lanai you can see all the activity in Kailua Bay and at night you can see the lights of Kailua Kona. Often you can also see spinner dolphins or whales from... View all property information
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    Kailua-Kona, Island of Hawaii
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    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Kona Islander Inn is approximately 9 miles south of the Kona airport. As you leave the airport turn right (south) on Hwy 11 which becomes Hwy 19. Turn right at light on Palani. Take a left at Kuakini Hwy. About 2 miles on the right you will see KONA ISLANDER INN. Parking is open. If there is no... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    STUDIO CONDO - Sleeps 4 -FULL SIZE Everything in a COMPACT Space, INDUCTION BUILT-IN COOKTOP, Full Size Fridge With Ice Maker, Microwave/Convention, Murphy Bed, Sofabed, FLAT Screen TV Separate Vanity & Sink separated Toilet and Tiled Shower with pocket door. Comes Complete with linens, BEACH... 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
    *** Only $95/night July, August and September! *** For the tropical getaway of a lifetime, come stay at this phenomenal Kailua-Kona vacation rental apartment, ideally situated in a quiet residential area just 1 mile away from downtown Kona, the ocean, and the Ironman race start and finish lines.  ... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Keauhou Gardens 11-101 is a spacious one bedroom/one bath unit located in the Keauhou Gardens section of the Kona Coast Resort situated on 21 acres of beautifully landscaped tropical Gardens. Keauhou Gardens 11-101 is a privately owned unit with access to all the amenities the resort has to offer,... 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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    • Air Conditioning
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    • Children's Pool
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    • Pet-friendly
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    • x
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    • x
    About this property
    FULLY TURNKEY CONDO IN KAILUA-KONA, JUST MINUTES FROM TOWN. ALMOST 900SF INCLUDES 3 BEDROOMS/2 BATHS .<BR>LOVELY LANAI FACING MAIN POOL AREA. FAMILY COMPLEX WITH 2 PARKING SPACES, GROUND FLOOR LEVEL. SUITABLE FOR ALL AGES. <BR>UNIT IS NO SMOKING/NO DRUGS/NO PETS.<BR><BR>2 QUEEN BEDS AND TWO... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii
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    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Private Garden
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    • Pet-friendly
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    • x
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    • x
    About this property
    Property description Upscale and immaculate private apartment in a classic Hawaiian plantation-style home, a two minute stroll from White Sands (Magic Sands) beach. One bedroom plus a separate living area, kitchenette, bathroom, and secluded outdoor lanai and garden. This beautiful, tropical beach... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Kona Isle is a beautiful oceanfront condominium unit has been designed with tropical tastes in mind with comfortable furnishings and all the amenities to make your vacation relaxing & carefree. It is located on the top floor (third) for the most desirable views where you can watch the parasailers,... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Your Royal Aloha condominium with full kitchen is located at the Keauhou-Kona Surf & Racquet Club, just a few miles south of Kailua-Kona, on the island's sunny leeward coast. The area's deep-sea fishing grounds are world-renowned. A favorite playground for residents and vacationers alike, the Kona... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
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    • x
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    • x
    About this property
    Penthouse with great location with fantastic views of the ocean, mountains and Kailua Village. Just a short 5 minute walk to the Village, the oceans edge, beaches, restaurants and shopping. This top floor, end unit enjoys the fantastic views throughout its 1350 square feet and especially from the... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    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
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    Kailua-Kona, Island of Hawaii
    1 / 20
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • x
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    About this property
    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... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    PRIVATE EXTERIOR ENTRANCE to this exquisite, 1BR suite. 500 sq/ft of clean, luxurious comfort. Gorgeous gardens. Insightful, onsite owners make it special, pointing you to great farmer's markets, art, food, beaches, snorkeling, culture, and more. There is a difference in Kona lodgings--we are... 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
    Welcome to La'Aloa Hale! The perfect location for individuals or couples in search of a tranquil environment. Close enough to be lulled to sleep when the surf is up yet tucked away from the bustle of Ali'i Drive.<BR><BR>The apartment is located on a quiet street just off Ali'i Drive and super close... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 26
    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Three bedromm - Two Bath Townhome located on the Kona Coast of the Big Island of Hawaii at the well known Keauhou-Kona Surf and Racquet Club. Ths oceanfront complex is just five miles down the beach road from Kailua-Kona and is centrally located to all of the wonderful sights the Big Island of... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This is a beautiful and spacious 2 brdm top floor unit with an expansive 120 degree ocean and city view from the large 17'x11' covered patio lanai with ceiling fan. The newly remodeled unit has travertine flooring and high ceilings throughout, and is in immaculate condition. A huge master bedroom... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    This beautifully furnished 1 bedroom 1 bathroom unit has been completely renovated. Situated on the ground floor, it leads to easy access to the property grounds and the ocean. Relax on the spacious lanai while taking in the sights of the great Pacific Ocean. The tropical décor is comfortable and... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautifully updated 2 bedroom with king size Tempurpedic mattresses in each, and a queen size sofa sleeper with memory foam mattress for extra guests in alcove off the great room. New appliances and fully stocked kitchen. Washer and Dryer. Second floor unit with great light and fresh air flowing... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    **End of Summer Special! Reserve your dates from now until September 30, 2016, & receive a nightly rate of $129 with a minimum stay of 6 nights!** This well-appointed 2 bedroom unit is located in the Na Hale O Keauhou complex. The community has great views with large swimming area and hot tub.... View all property information
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    Kailua-Kona, Island of Hawaii
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Aloha and Mahalo for visiting our Home away from home vacation rental sight. Our 3 bedroom 3 bathrooms is a great vacation rental for larger families that have a hard time finding the place big enough for the whole family (2 extra rooms upon request). This lovely tropical property is in downtown... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This beautifully remodeled condo is on the top floor and is located directly on the ocean! It has been completely remodeled with beautiful décor and is equipped with everything for your vacation needs. Fully equipped kitchen, Ductless AC units in living area and bedroom, Free WIFI and a Queen... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Sea Village Resort sits right on the sea wall. Located on prestigious Alii Drive. The well kept grounds surround a newly renovated pool, spa, barbeque and tennis court. Walk to town for a morning cup of the famous Kona coffee, shopping and evening ocean front dining. Big Island activities include... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 11
    2 Bedrooms, 5 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Hale Makolea 11 gives you privacy, tranquility, and world class snorkeling. This lovely garden level two bedroom, two bath condo is in The Makolea, a small condo building just ½ block from Kahalu’u Beach Park, and some of the best (and easiest) snorkeling you’ll ever enjoy. Hale Makolea 11 offers... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 11
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    A cozy 3 bedroom 1 bath home . Newly renovated, Offering all the amenities one would need. Enjoy the beautiful Kona sunsets from the front yard overlooking the ocean. Located in the heart of Kailua. It's the perfect location for anyone visiting our beautiful Hawai'i Island. Just a 5 min walk to the... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • x
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    • Smoking allowed
    • x
    About this property
    Beautiful condo located on the 2nd floor overlooking the golf course that leads to a lovely ocean view. This spacious 1 bedroom 2 bathroom unit, offers a fully equipped kitchen, washer/dryer, wireless internet and a TV located both in the living area as well as in the bedroom. The spacious lanai... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Located on the Big Island's (Hawaii) Kona Coast, this condo resort overlooks the ocean and is adjacent to a 36-hole golf course. A shopping center is across the street, and a beach is a half-mile away. Resort Features. This 21-acre Kona Coast Resort features two pools: a family pool with a... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    One-of-a- kind Penthouse on the property of Kona Coast Resort. The Penthouse faces the golf course, and the crashing surf. Sleeps 8. One King and three queens (2 are hideaways) Two living rooms, 2 bathrooms, 2 laundry rooms, two kitchens. A stunning place to stay. It can be locked off so that two... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    The newly remodeled 760 sq ft 1 bedroom 1 full bath in my 'Little Surf Shack' has a great patio to kick back for alfresco dinners Very close to the best surf spots on the Big Island. Those of you who don't surf, the harbor, town and many other water/ sightseeing activities are just minutes... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Mountain Views
    • Grill
    • Ocean Views
    • Balcony
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Aloha and welcome to our home in Kona. This unit is new to the vacation rental market so we are offering it at introductory pricing until December. Check out the rates section. $105 for 2 people!!!! We have 5 star reviews at our other unit at Kona Isle and we want you to come visit, be happy with... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Terrace
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    • Child-friendly
    • x
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    • x
    About this property
    For a virtual tour of this property scroll down to the bottom of the text and click on the link. Watch the Dolphins frolic and the whales in season from your own private lanai where the soft ocean breezes and the gentle waves lapping against the shoreline will relax your mind and body. Kona Bay... View all property information
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    Kailua-Kona, Island of Hawaii
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • Washer
    • Terrace
    • Grill
    • DVD Player
    • Balcony
    • Ocean Views
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Can't beat the price for this Wonderful spacious ocean view condo unit. A Home away from Home! White Sands Village is directly across from beautiful White Sands Beach (with its spectacularly clear water) on the Kona coastline - one of the few beaches in Kona! It is one of the few concrete... 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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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Aloha! Welcome to our spacious garden level luxury condo located in desirable Alii Park Place, one of Kona's favorite locations. Come home after a day at the beach to our luxuriously appointed 3 bedroom 2 bath condo with central AC, the master suite has a king bed adjoining the private lanai. The... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    In town yet tucked away older hawaiian home its a simple place with a hawaiian touch , not a condo or hotel The quiet area and the view at about 1000 feet over looking the ocean Dolphins SPOTTED..... HAD A MAKE OVER BIG OCEAN VIEW Dolphins Spotted and Swam With I swam with the... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Set in lush gardens overlooking mountains, this sprawling, relaxed resort is a 5-minute walk from both Keauhou Bay and the Kona Country Club. Featuring mountain or golf course views, this tropical-themed 1-bedroom villa includes a kitchen with washer/dryer, living room with sofabed and dining... View all property information
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    Kailua-Kona, Island of Hawaii
    1 / 13
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Private Outdoor...
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    • x
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    About this property
    Alii Point an oceanfront home located in one of the best locations along the Kona Coast, is tucked away on a point within an exclusive quiet gated community. Within this gated community with fewer than 20 homes, you will find a pool, a tennis court, and a small private beach for your holiday... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii
    1 / 16
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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