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Villas and Holiday Rentals in Island of Hawaii, HI

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    Travellers to Island of Hawaii are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 65
    Puako
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 17
    4 of 5 bubbles (5) Very good
    Kailua-Kona
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 23
    Waikoloa
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 28
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    **Brand new Property in our Vacation Rental Inventory, that we're proud to represent!!** **TAKE A VIRTUAL TOUR OF THE PROPERTY! -If link is not shown, please inquire within! This is a gorgeous ocean front townhouse corner unit. Being an end unit with additional side windows allows for additional... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 26
    4.5 of 5 bubbles (7) Very good
    Kailua-Kona
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The Maluna Palm home features 3 bedrooms, 2 baths, and a convertible bed which allows for sleeping arrangements for up to 8 people. Are you ready to unwind, relax and have fun? Come and enjoy your vacation at Maluna Palms! You will appreciate the privacy of your own pool and spectacular ocean... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 27
    5 of 5 bubbles (1) Excellent
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Hale Pohaku 3- Complete Refresh Feb 2016 and professionally decorated! The large covered oceanfront lanai puts you front and center for watching dolphins and whales play in the waves. You'll also have a great seat for enjoying famous Kona sunsets. The lanai is situated over the pool... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 24
    5 of 5 bubbles (12) Excellent
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Touched by the spirit of Hawaii’s past and blessed by the Kahunas of Hawaii’s present, this beautiful home sits in Keauhou Bay where Kamehameha the III, the last King of Hawaii, was born. This 2700 square foot multi-level home faces the lovely Bay with views from each level of swaying palm trees... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 26
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy an amazing Hawaiian vacation in this completely remodeled spacious Air Conditioned, 1200 sq ft 2 bedroom, 2 bath third-floor top floor unit in a private 15-unit, elevator equipped, shoreline complex. This unit has spectacular ocean views from both the living room, master bedroom, as well as... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 21
    4.5 of 5 bubbles (7) Very good
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Ocean views greet you as you enter this two bedroom, 2 bath, second floor condo. Ocean views from the living room, kitchen and master bedroom. The master bedroom has a queen bed, bathroom and access to the lanai. The second bedroom has a queen bed as well. There is a sofa bed in the living room... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 11
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Kona Coast Resort Located walking distance to Keahou Shopping Center. Movie Complex , restaurants, grocery. Complete turn key 2 bdrm 2 bath Condo.Overlooking the Kona Country Club fairways and the Pacific Ocean . Close to town of Kailua Kona. Perfect for visitors or competitors of Ironman. Nearby... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
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    1 / 20
    Kailua-Kona
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    SIX night min stay charge , you may stay for less - but pay for 6 nights. Home has all new - furniture, equipment, appliances , supplies, bed linens , towels, kitchenware , WIFI as of March 2015 . Large 5 bedroom 4 bath. two level walk in parking on each floor level. Fantastic... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    Waikoloa
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Waikoloa Fairways - where the VOG is less and sunshine is more. Join us in thinking that Waikoloa Fairways is the best place to stay on the Big Island - enjoy the quiet surroundings in this premier gated community. WE ARE LOCATED IN THE VILLAGE OF WAIKOLOA (not the Beach Resort Area),... View all property information
    Location Information
    Waikoloa, Kohala Coast 96738
    1 / 34
    5 of 5 bubbles (1) Excellent
    Waimea
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    KA NOHONA KAI LA'AKEA, which translates in Hawaiian to 'seaside home of sacred light/happiness' only begins to describe what you are about to experience when you stay in this lovely home. Located in the famous Mauna Lani Resort, the award winning architecture of Fairways # 1101 is the perfect place... View all property information
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    Waimea, Island of Hawaii 96743
    1 / 39
    Waimea
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Wai'ula'ula, located on the 'mauka' or mountain side of the highway in the Uplands development, accessed through the Hapuna Prince Resort entrance. This gated community is surrounded by the fairways of the Hapuna golf course and boasts panoramic ocean and mountain views at an elevation that... View all property information
    Location Information
    Waimea, Island of Hawaii 96743
    1 / 19
    Waikoloa
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Bay Club at Waikoloa Beach at over 50% off the retail rates! Two bedroom, two bath, sleeps 6 with full kitchen. Fully furnished with equipped kitchen and linens and towels provided. Mid- week cleaning included. Available only: Dec.14-21, 2017. No sales tax or cleaning fees due. Unit also has a... View all property information
    Location Information
    Waikoloa, Kohala Coast 96738
    1 / 20
    4 of 5 bubbles (16) Very good
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Located within easy walking distance (1/2 mile) of charming downtown Kona, and only 3-5 minutes from other shops and open markets. The Kona Reef has free parking, both covered and open, elevators, air conditioning and ceiling fans. From the upper parking lot, it’s only 9 stair steps up to the 4th... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 26
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    AVAIL ONLY JULY 30-AUG 13 ONLY---Walk to town &snorkeling beaches. So much adventure, from snorkeling with turtles, hiking in tropical jungles, walking on lava flows, viewing glowing lava, getting wet under breathtaking waterfalls...this island has it all. 1 bedroom condo, 2nd floor, sleeps 4 with... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 30
    Hilo
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • Ocean Views
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    About this property
    Begin your vacation to the Big Island of Hawaii in a way rarely seen by tourists at the Hilltop Legacy Vacation Rental located in Downtown Hilo Bay. Discover The Big Island's famous Volcanoes National Park, Rainbow & Akaka falls as well as zip line at the World Botanical Gardens. Located on a... View all property information
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    Hilo, Island of Hawaii 96720
    1 / 16
    Hakalau
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Ocean Views
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    • x
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    About this property
    Hale Mala Pua (Garden Home) is the perfect place for family and friends to gather or for a romantic getaway on the stunning Hamakua Coast. This spacious plantation house (2,200 square feet) is located just north of Hilo in the lush and tropical environment of World Botanical Gardens in Hakalau.... View all property information
    Location Information
    Hakalau, Island of Hawaii 96710
    1 / 24
    4.5 of 5 bubbles (31) Very good
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
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    • x
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    This 2 bedroom 2 bath at Kona Alii is a penthouse unit. Fully equiped to also include a sun deck! Star gaze or get a serious tan! The Ocean Front Lanai looks over the sea wall in down town Kailua Kona. Unit has a full kitchen. Both bedrooms have Queen size beds. You will have to see the... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 / 17
    Waikoloa
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • x
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    About this property
    ~Aloha~ Our condo is located in the sunny Waikoloa Beach Resort on the Big Island of Hawaii. It's not nicknamed the Gold Coast by coinsidence. It is the most sunny part of the island with the least amount of rainfall. The Waikoloa Beach Resort is 25 miles from Kona and 18 miles north of the... View all property information
    Location Information
    Waikoloa, Kohala Coast 96738
    1 / 33
    5 of 5 bubbles (26) Excellent
    Kailua-Kona
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    SPECTACULAR OCEANFRONT TOWNHOME - Welcome to Hale Kai O'Kona #7, an Oceanfront Island Home. Hale Kai O'Kona is an exclusive oceanfront Hawaii vacation home one mile south of the town of Kailua-Kona, on the Big Island of Hawaii. Our home is a 2400 Sq. Ft. end property with no connecting walls. The... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 18
    5 of 5 bubbles (6) Excellent
    Waikoloa
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Location, Location, Location!! Sited on the famous Beach Course at Waikoloa, this lovely condo is a short walk to many interests...A-Beach, the Hilton Waikoloa Village, shopping, restaurants, galleries. The sunsets from the lanai are nothing short of magnificent, and it's fun to see the golfers... View all property information
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    Waikoloa, Kohala Coast 96738
    1 / 30
    Waikoloa
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • x
    About this property
    Experience the year-round beauty of Hawaii’s best kept secret from the comfort of this wonderful Waikoloa vacation rental condo. Perfectly situated on the 9th fairway of a golf course designed by Robert Trent Jones, you’ll be near some of the Big Island’s most popular attractions, yet surrounded by... View all property information
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    Waikoloa, Kohala Coast 96738
    1 / 6
    Kailua-Kona
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Secure Parking
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    • Mountain Views
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    • x
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    About this property
    Our cottage is a 1 bedroom 2 bath with a den. There is a queen bed and 2 twins. The twins are in a den area that is semi private. The kitchen is new and both baths have been updated. It is 1 block from the ocean with public access. Attached is a caretaker unit. View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 27
    5 of 5 bubbles (1) Excellent
    Kailua-Kona
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    About this property
    Experience Big Island living and dining directly on the water along Alii Drive. Our property has direct access into the ocean! A large private garden with palms, lawns, flowers, surround the property and a lava rock pathway leads out to tide pools. This Hawaiian style beach home, decorated with... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 21
    4.5 of 5 bubbles (22) Very good
    Kailua-Kona
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    This is a 1 bedroom, 2 bath condo in the Kona Pacific condo in the town of Kailua Kona on the Big Island. This condo has been renovated beautifully and designer decorated. There is a large lanai (balcony) that is accessed from both the living room and bedroom. A wonderful part of the Kona Pacific... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 21
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • x
    About this property
    This beautiful one bedroom, one bath air conditioned ocean front condo offers a feel of being miles away….. with no traffic noise, but is just a very short walk from the down town Kailua Kona area. Relax on the Lanai with an exquisite cup of local Kona coffee while taking in the spectacular ocean... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 74
    Puako
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This spacious and elegant home sits on a large half acre lot right on the beach. With over 3000 square feet of living space, vaulted ceilings, large lanai, gourmet kitchen, and beautiful hard wood floors in the living room this home is sure to please even the most discerning guest. There are two... View all property information
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    Puako, Kohala Coast 96743
    1 / 24
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • x
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    • x
    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 96740
    1 / 27
    Kailua-Kona
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    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
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 25
    5 of 5 bubbles (11) Excellent
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202! This beautiful, DIRECT oceanfront condo is Hawaiian Living at it's finest! Hear the ocean directly from the living room, lanai, and master bedroom. This condo is located on the 2nd floor of building 3. The condo has beach gear available for... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 24
    5 of 5 bubbles (49) Excellent
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Located along Alii Drive and walking distance to Keauhou Shopping Center, this beautiful one bedroom one bath condo was fully furnished and equipped with comfort and pleasure in mind. A King bed, Bose surround sound stereo, steps to the famous Kahaluu Beach Park where you'll find concession stands,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 22
    Kailua-Kona
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    This beautifully appointed Villa, built in 2005, has recently been professionally decorated with all new furnishings. It is located on the sunny west side of the Big Island of Hawaii. Na Hale O Keauhou is a gated community with well-maintained, lush tropical landscaping reminiscent of a golf... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 17
    Holualoa
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Private Garden
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    • x
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    About this property
    Enjoy a relaxing stay in our cozy guest house (ohana) on our 6 acre coffee and macadamia farm in the heart of the Kona Coffee Belt. Secluded yet within 15 min of Keauhou Bay and the beaches along Ali'i Drive. Private and serene at a cool 1700' elevation. Our nightly rental rates are inclusive of... View all property information
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    Holualoa, Island of Hawaii 96725
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    Pahoa
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    Jr. 1 bedroom/ Studio fully furnished and waiting to be your second home. Quiet neighborhood, clear sky, bright stars, only 10 minutes to downtown Pahoa, 20 to downtown Hilo. Right in the middle of it all, but away from the hustle and bustle. Enclosed garage with auto opener and private... View all property information
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    Pahoa, Island of Hawaii 96778
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    Captain Cook
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Papalani's organic farm is located 30 miles south of Kailua-Kona and 60 miles north of Volcano National Park at 1650' elevation which is perfect year round temperatures. The ohana is separated from the main farmhouse but under the same roof. It features indoor and outdoor living spaces overlooking... View all property information
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    Captain Cook, Island of Hawaii 96704
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    5 of 5 bubbles (10) Excellent
    Kailua-Kona
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Get a better feel for the unit and the complex with the unique property video. Go to Vimeo and search Kanaloa1004. 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... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    3.5 of 5 bubbles (2) Average
    Kailua-Kona
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Under new management, Pacific Edge Kona, a gracious oceanfront island style beach home! From the lanai of this waterfront vintage Hawaiian home see breaching humpback whales (when in season) and spinner dolphins frolic by day, spectacular sunsets at twilight and watch the universe unfold into a... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    ~Welcome to Paradise~ There are many beautiful features to this completely remodeled unit. Very inviting & spacious. Almost Ocean Front, 920 sq ft, one of only 9 Deluxe condos in this complex. Living Room~ There is a clean, open feeling to this area. Newly beautiful maple hardwood floor,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    Lovely oceanfront 2nd floor unit totally upgraded and showing beautifully. Lanai seats four for outside dining with fab views of Kona Bay and those unforgettable Kona Sunsets. Very popular vacation complex with Oceanfront Pool and Hot Tub, BBQ and Picnic grounds. Watch the dolphins frolic and... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    This unit is in immaculate condition and envelopes you with the fresh, cool comfort of tile floors and is decorated in warm island colors with tropical decor. There are peaceful views into the garden and partial ocean vistas from the private lanai of this very quiet, desirable south side, third... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    The Casa de Emdeko is located just 1.5 miles from downtown Kailua-Kona & away from traffic noise. The complex is constructed with reinforced concrete walls between the units, so you never hear your neighbors. This 1-bedroom unit has an ocean view from the covered lanai and overlooks a very quiet,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    Kailua-Kona
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Kona Pacific is located on the South edge of downtown Kailua Kona, just off of Alii Drive. This complex is conveniently located within walking distance to most downtown attractions, shopping, dining and the ocean, while still being quiet & peaceful to make your stay enjoyable. Kona Pacific offers a... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 27
    5 of 5 bubbles (1) Excellent
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    Located just across beautiful Alii Drive from one of Kona's most popular sandy beaches, Magic Sands! This unit offers 2 bedroom 2 bathrooms and central AC. Master bedroom features a King bed, TV and en-suite bathroom, second bedroom offers 2 twin beds. It features island style décor with a sofa... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    Kailua-Kona
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    Stunning Ocean Front Home - Hale Moana Kona Enjoy your mornings, afternoons and evenings on the spacious lanai of this impeccably designed and maintained ocean front home. This is an amazing place to watch the beautiful Kona sunsets, watch a pod of spinner dolphins, Humpback whales or just relax... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 24
    4.5 of 5 bubbles (2) Very good
    Kailua-Kona
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    Welcome to paradise. Our recently acquired 2 bedroom, 2 bath, 1161 sq. ft. condo is completely remodeled in 2014 and ready for you to enjoy. The large 25’ lanai puts you incredibly close to the water. You’ll love the oceanfront dining and relaxing, where you can enjoy breakfast, lunch or dinner... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 28
    4.5 of 5 bubbles (14) Very good
    Keauhou
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    This oceanfront townhouse is beautifullly furnished, very clean, and cozy. It has Wifi, HD Television & DVR! Have a bigger group? We manage Townhome#4 RIGHT NEXT DOOR! This property sleeps 4, and next door sleeps 6! A great option for 10 to be RIGHT NEXT TO THE BEACH! Townhomes number 1-5 at the... View all property information
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    Keauhou, Island of Hawaii 96740
    1 / 11
    Kailua-Kona
    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 96740
    1 / 29
    4 of 5 bubbles (56) Very good
    Kailua-Kona
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    "The Cottage", Mahina Meli Makai (Oceanside Honey Moon) This truly oceanfront Cottage, captures spectacular coastline views as well as the captivating ocean right in front of you. The "Honeymoon Getaway" begins the moment you arrive and step through the gate. Once inside you will see nothing but... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740