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Holiday Rentals and Apartments Kailua-Kona, HI

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    Travellers to Kailua-Kona are booking February dates now. Secure your holiday rental today, and have the perfect trip.
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Our stunning Hawaiian Paradise home is located just a few blocks from the waterfront village of Kona, Hawaii in a private gated community of luxury homes. With a nearly constant year around temperature in the 80s, and a cool ocean breeze, this custom Hawaiian home is as tropical as you can get.... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii? This two-bedroom, two-bath condominium gives you all of that and more! Nicely upgraded, clean unit... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    About this property
    Experience the Big Island of Hawaii from a unique perspective! Hale KarmaSu is part of KarmaSu Coffee Estate Farm, a 9-acre coffee orchard located on the gentle slope of Mt. Hualalai, in Kailua-Kona. The estate is seclude and private, perfect retreat with all modern amenities for family vacation.... 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
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This impressive ocean view home is situated in the guarded gated community of Keauhou Estates. There is over 3800 sq-ft of interior living area which includes a great room, dining room, totally equipped kitchen, 3 bedrooms all with en-suite bathrooms and a half bath for guests. These is a massive... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Keauhou Kona Surf / Racquet Club is located approximately 16 miles south of the Kona airport. Upon exiting the airport turn right (south) on Highway 19 which becomes Highway 11. Remain on Highway 11 until you reach the light at King Kamehameha III Road, approximately 13 miles - on your right you... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Settle in at Kilohana Vista and let the warm gentle trade wind breeze envelope you as you view an unmatched spectacular view of the harbor and Cruise Ships from your Lanai, Spa or Pool provided by the perfect 500 foot elevation. Close to the center of town for shopping, dining and entertainment,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    It doesn't get any better than this! Start your paradise holiday overlooking panoramic ocean and beautiful golf course views. Country Club Villas is a premier condo complex in Keauhou.<BR>Our completely remodelled first floor condo has breathtaking views of the ocean while situated on the 18th tee... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 / 12
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    On the Big Island of Hawaii, where beaches, waterfalls, golf courses, and rainforests are ordinary as the air we breathe, sits our five-bedroom, five-bath house, Elua Akai, nestled in the quaint subdivision of Magic Sands Estates. Elua Akai is a 3800-square-foot, island-style home that offers a... 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, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The home sits on a very private .65 acre lot at about 800 feet in elevation on a dead end road. The neighborhood is very quiet and this house is perfect for those looking for a quiet place to relax. This house is not suitable for large social gatherings or parties . Our home is in the perfect... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii? This two-bedroom, two-bath condominium gives you all of that and more! Recently remodeled with all... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    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
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (13) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Private Oceanfront Home, Kailua- Kona Coast, Big Island, Hawaii, USA The "Apple Oasis" has ocean access to paddle to Kahaluu surf break and your own private beach and fire-pit next to shoreline. Walk to Kahaluu Beach Park and White Sands Disappearing Beach. House is equipped with snorkel gear,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This incredible home is secluded in a 24 hour guard gated oceanfront community, yet is close to all that Kona has to offer. It is located just a short walk from the classic old Hawaiian town of Kailua and the start/finish of the Ironman. Please note that there is a home in the final stages of being... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii?This one or two-bedroom, two-bath condominium gives you all of that and more! A complete remodel has... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    New Luxury Vacation Rental Residence with New High-End Furnishings.  In a tranquil residential pocket in the Hawaiian paradise of the Big Island, you’ll discover one of Kona’s premier luxury properties. E Komo Mai is a sophisticated, modern, 5 bedroom residence that contrasts sharp, modernist... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Kona Makai is an oceanfront condominium complex of about 100 one and two bedroom units located one mile from the beautiful town of Kailua-Kona. This completely remodeled condo is open, airy and modern with amazing ocean views. Amenities include an ocean-side swimming pool, jacuzzi, tennis courts,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Kanaloa at Kona is located approximately 16 miles south of the Kona airport. Upon exiting the airport turn right (south) on Highway 19 which becomes Highway 11. Remain on Highway 11 until you reach the light at King Kamehameha III Road, approximately 13 miles - on your right you will see a lava... View all property information
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    Kailua-Kona, Island of Hawaii
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    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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 96740
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Welcome to Paradise! Simply one of the most coveted locations in all of Kailua Kona. This immaculately upgraded 1 bedroom/1 bathroom unit enjoys stunning, unobstructed Kailua Bay and Hualalai views. Due to its location and orientation, it is one of the very few on the island that has a mountain,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 of 5 bubbles (25) Very good
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    About this property
    Enjoy all Kona has to offer! Studio condo, oceanfront complex, available for rent in center of Kona village with our own private white sands beach just steps to everything You will enjoy that "Old Hawaii" feeling here We own other units all at the same location all top floor and decorated the... 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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    About this property
    The ultimate Hawaiian escape awaits in this 1-bedroom, 1-bathroom Kailua Kona vacation rental. Featuring a private garden, outstanding amenities and a close proximity to the area’s main attractions - your tropical getaway begins here!  Let this prime Kailua Kona vacation rental apartment serve as... 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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    About this property
    over 12 miles of Kailua-Kona shoreline views. The sun sets straight out from this panoramic view home - awesome. watch the whales swim, the charter fishing boats head out from the harbor and the surfers riding Lymans Bay below. This huge 5 bedroom 4 bath located is located in... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 bubbles (8) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our unit is nicely decorated and has been remodeled throughout. From the Lanai, which overlooks the Pool and Jacuzzi, you can watch cruise ships tender their passengers to the Kailua Pier, catch sight of migrating Whales, watch for Dolphins and Manta Rays, and oh yes, those Beautiful Sunsets. In... 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
    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
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Great Views of the ocean from the Lanai. Watch whales during the season or dolphins all year around. Sip your Kona Coffee in the morning looking at the lush tropical landscaping of this community. This condo has 2 bedrooms both with a King bed, There is additional sleeping with a sofa sleeper... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 bubbles (7) Very good
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    About this property
    Kanaloa at Kona is located approximately 16 miles south of the Kona airport. Upon exiting the airport turn right (south) on Highway 19 which becomes Highway 11. Remain on Highway 11 until you reach the light at King Kamehameha III Road, approximately 13 miles - on your right you will see a lava... View all property information
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    Kailua-Kona, Island of Hawaii
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    4 of 5 bubbles (1) Very good
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    About this property
    Aloha & E Komo Mai to the beautiful Keauhou Punahele Resort, located seven miles from downtown Kailua-Kona. You are within walking distance to Keauhou Bay or a short drive to Kahalu'u Beach one of the best snorkeling beaches on the Big Island.There are two bedrooms, two baths and decorated with... 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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    Spectacular sunsets and direct Ocean Front views await you in this nicely upgraded 2 bedroom/2 bathroom condo. The spacious lanai is the perfect setting to enjoy the calming waves of the Pacific while relaxing with your favorite beverage. There are 2 chaise lounge chairs available as well as a... 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
    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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    5 of 5 bubbles (21) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Seaside Zen Cottage Located on the makai (ocean) side of Alii Drive, 2.5 miles from Kailua-Kona, this three bedroom, three bathroom cedar home was once a school teacher's house in Hilo. It was dismantled and reassembled at the beach in the 1930's. In keeping with the Hawaiian... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 of 5 bubbles (6) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Come and join us in paradise in this 1 bedroom, 1 bathroom #107 and enjoy the fragrant plumeria drifting on warm tropical Hawaiian Breezes. Relax and let the Hawaiian sun melt away your stress. The Pacific Ocean beckons you to come and swim in the warm coastal waters of Hawaii. For those that... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii?This two-bedroom, two-bath condominium gives you all of that and more! Updated with stainless... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    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
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Luxury Two Bedroom Suites, Ocean Views with Lanai & Yard This Time... Stay In A Villa. Guests love the experience of this luxury, ocean-view Villa within the Hualalai Resort. The Villa is decorator-furnished with separate bedroom suites, each with a full bath. The Owner's Suite also features a... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    This upscale 4 bedroom 3 1/2 bath home with private swimming pool and spa will amaze you with the incredible coastline views from the moment you walk in the front door. The main floor has three bedrooms, 2 bathrooms, a large living room with 55' flat screen TV, billiard room, fully equipped kitchen... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 22
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
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    Welcome to our newly remodeled 2 bedroom condo in beautiful Kona walking distance to town, with parking only steps to the front door. It is fully furnished with everything you will need for your time in paradise. In the living room you will find a flat screen TV with Time Warmer cable. There is a... 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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    • Hot Tub
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    • Balcony
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    • Pet-friendly
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    • x
    • x
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    • x
    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
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 13
    4.5 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This unique oceanfront unit has all the feel of Hawaii from it's tropical decor & palm trees to the ocean below! Recently upgraded with new kitchen, bathrooms and appliances. Watch the surfers from your private lanai. Fall asleep and wake up to the sound of the ocean waves as thy break not 50 feet... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Fantastic Ocean Views, Walking Distance to Keauhou Bay! This lovely two bedroom island home is the perfect place to relax and get away from it all. Located in the Keauhou area of Kona, the complex is quiet and peaceful. The two covered lanai's enjoy great ocean and tropical views. The main living... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 5
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Satellite TV
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Perfect Hawaiian getaway with all the bells and whistles for just what you're dreaming of this Christmas! Close to beaches, shopping, entertainment, restaurants, gorgeous sunrises & sunsets. Pictures and more details listed on their website. Wonderful Holiday adventures in beautiful Hawaii, end... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 30
    4 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    Keauhou Punahele is located approximately 16 miles south of the Kona airport. Upon exiting the airport turn right (south) on Highway 19 which becomes Highway 11. Remain on Highway 11 until you reach the light at King Kamehameha III Road, approximately 13 miles - on your right you will see a lava... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 12
    4 of 5 bubbles (1) Very good
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • x
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    easy walking access to all the amenities the village of Kailua-Kona has to offer. Approximately a half mile from the pier. It is the most affordable Unit to Fit Your Budget. You might sit on the beach across the street in the serenity of the sun setting or browse the quaint village shops. You... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Washer
    • Mountain Views
    • Grill
    • Ocean Views
    • Balcony
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 96740
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Mountain Views
    • Satellite TV
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    • DVD Player
    • Ocean Views
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ideally located just across the beach from Kahalu'u Beach Park. This is a great place to stay if you like to snorkel, surf and swim. If not it is close to everything else. Easily accessible, convenient and with good under water scenery, Kahalu'u Bay is the most user friendly snorkel Beach on the... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 24
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • DVD Player
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    • Satellite TV
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Luxury oceanfront villa! This beautiful 1900 square foot villa is steps from the ocean with a 450 foot private lanai complete with a dining area, lounge chairs and grassy backyard. Enjoy magnificent sunsets year round and watch the whales and dolphins play. This villa is perfectly situated between... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 26
    3 of 5 bubbles (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Waterfront
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 96740
    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    4 MILES SOUTH OF DOWNTOWN KAILUA KONA, HAWAII<BR><BR>525 SQ FT. DELUXE STUDIO APARTMENT AS LARGE AS A ONE BEDROOM BUT OPEN AND AIRY <BR><BR>QUEEN SIZE BED<BR><BR>FULL BATH<BR><BR>PRIVATE DECK<BR><BR>MOTHER-IN-LAW APARTMENT<BR><BR>PARKING IS IN FRONT OF OUR HOUSE WALK UP THE LITTLE DRIVEWAY TO YOUR... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740