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Kailua-Kona House Rentals

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    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Serenity Villa is one of the few newly constructed four bedroom homes on the entire Kohala coast for rent. This home provides a perfect setting for your Hawaii getaway and is well suited for large groups of up to 10 people. We have been visiting the Big Island for over 13 years as renters and... 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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    Discover your private romantic paradise. The Villa itself is absolutely gorgeous with everything one could possible ask for in luxury and amenities. Twice featured in West Hawaii Today for its outstanding qualities, you will find Collessie by the Sea nestled in an exclusive community overlooking... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Words can hardly capture the beauty of this luxury oceanfront estate. Truly the best location on the entire Kona coast. The house is located in exclusive Kona Bay Estates. This community has 24 hour security and is gated. You can walk to Kona village where there is fine dining, shopping, and lots... 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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    This gorgeous luxury 3 bedroom ocean view villa has recently been redesigned by the celebrated international design expert Eric Henderson. The refined grace and clean lines of the decor coupled with panoramic ocean and sunset views make this property striking indeed. Whether vacationing with... 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, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Central Air Now Included! The soaring ocean views from almost every room will take your breath away at this luxury Hawaiian resort home Located in the award winning gated community of Kahakai Estates, this 3 bedroom, 2 bath home offers a free-form inground swimming pool and over 900 square feet... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This breathtaking newly remodeled Architecturally designed oceanfront home offers great privacy at the end of a private street, and rises above the ocean's edge next to a beautiful lava rock bluff, offering a panoramic view of the Kona Coast on Hawaii, the Big Island. This beautiful oceanfront... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    SIX night minimum stay charge , you may stay for less - but pay for 6 nights Private - awesome views, Gas BBQ,sleeps 7 + kids . 4/2 home includes screened-in sleeping porch (in addition to 3 bedrooms). 5 minute drive to downtown Kona. Quiet court off the main street in an upscale... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    1 / 19
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Luxury Home with the Best Views on the Kona Coast (Big Island of Hawaii). You'll love our heated pool! (This is not very common in Hawaii, but it is nice!) Brand new travertine decking around the pool for the ultimate luxury. You won't want to leave! Picture yourself lounging around the... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    SIX night minimum stay charge , you may stay for less - but pay for 6 nights. 50 yards to the beach, sleeps 6 plus kids,gas BBQ,great for kids. 2nd Home from the Magic Sands / Whitesands Beach at La'aloa Beach Park. Gated driveway on a quiet street, yet 40 yards to the ocean. 1st bedroom has... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    A large private home on a l/4 acre with huge swimming pool. Private back yard with pavillion and croquet yard. Home is two story with large lanai with ocean view. Best snorkeling on the island is 3/4 miles away and Magic Sands beach is l/2 block... best for boogie boarding.. Open dining room... 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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    We welcome you to experience Na Punahele, our 1,200 square foot, 2 bedroom, 2 bath condo. Enjoy the BBQ on your spacious lanai or relax and enjoy the view while sipping a cocktail. This second floor condo is decorator furnished with a tropical island flair. Ceiling fans throughout, flat screen TV,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    SIX night minimum stay charge , you may stay for less - but pay for 6 nights Large private pool vacation home, awesome sunset views, Gas BBQ, 5 Minutes to town, beaches & shopping. We provide boogie boards, beach towels, beach chairs, and ice chests for your use. Also, cable & wireless... 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
    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
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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
    You will love this Heavenly beach house- An absolute WOW property, incredible ocean views and the relaxing sound of the waves right outside your door!Turtles sleep and play a few feet away from your lanai or stay indoors and watch your favorite shows on a 72' Flat Screen TV! *Gated Private... 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
    Aloha Place- Luxurious 3 Bedroom, 3 Bathroom Home with Spectacular Ocean Views! This luxury home is new to the vacation rental market and is has undergone redecorating and refurnishing with Jeanne Marie Imports. The home has a Bali style theme throughout. The redesign of the interior was... 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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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Featuring 2,650 square feet of indoor space, this centrally located villa is in one of the most highly desired residential areas at the Four Seasons resort. Enjoy breathtaking views of the beautiful Punawai Lake, Hualalai Mountain and Southwest Pacific Ocean sunsets from the comfort of our warm,... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    3 of 5 bubbles (1) Average
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    About this property
    This property is located at about the 1000 Ft. Elevation giving guests the view of the entire Kailua-Kona Coastline. Being at this elevation allows guests the opportunity to enjoy the Cooler evenings and warm daytime breezes. Sitting out on the lanai with your morning coffee is truly a wonderful... 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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    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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Pu'uwai Villa is on a landscaped half-acre on a private road with plenty of off-street parking. Private, very quiet, one of only six homes on the road. A large open space borders the property. Three bedrooms, two and a half baths. Pu’uwai Villa has 2700 square feet of living area and sleeps up... 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
    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
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Are you ready to recharge, refresh and indulge in luxury in the tropics? Our amazing last minute special can help make your dreams of Hawaiian sunshine come true. Availability will not last long - these are the lowest prices ever offered this time of year - book quickly and give yourself the gift... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (14) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Our island home is located above Magic Sands beach, just a mile from shopping, restaurants and nightlife.We love entertaining family and friends in our newly decorated 2700+ square foot home; there are great spaces for groups, and also quiet, private spaces for relaxing with a favorite book. The... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Welcome to the Kona Shangrila! Kona's premier property that feels like a resort! With breathtaking views of the ocean and landscape, this home is sure to help you relax and enjoy the beauty that the Big island offers. The property is right on the ocean and minutes from surf spots, shopping, and... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Kona Bliss is under New Ownership!! Kona Bliss is located within an exclusive gated community of 12 freestanding homes at Kona Onenalo next to White Sands beach, about 4 miles south of the village of Kailua-Kona. Very serene setting on a promontory point that offers unobstructed ocean views. Last... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (29) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Plantation Manager's Beach House Located on the makai (ocean) side of Alii Drive, 2.5 miles from Kailua-Kona, this four bedroom, four bathroom home was built in 1947 from a recycled redwood railroad bridge. The gracious plantation manager's beach home is reminiscent of Hawaii's... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (3) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    BIG OCEAN VIEW...NICEST UNIT we have, DISCOUNTS, Peaceful HAWAIIAN HOME WITH STUDIOS n HAWAIIAN TOUCH , VERY Close to Beaches, Galleries, Aloha live theater, many restarants, DownTown & Chocalate/Coffee farms tax and extra person fee due on arrival ( 2 incl) 20 each day per person over SPECAIL... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    4.5 of 5 bubbles (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    *Free mid-size car while cars are available. Not valid with any other special offers. Car can be upgraded for minimal fee. SEA VILLAGE 4207 What do you get when you combine unrivaled oceanfront views from a private lanai with gorgeous, high-end interiors? You get Sea Village 4207 and one... 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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    Situated on one acre with beautiful ocean and mountain views. Private - brand new ( 2014) house - with sliding glass doors in every room. 2 Master Suites, Amazing ocean views from your bed, with private baths 1 guest room with private bath. Private Lanai with mountain view Truly a chefs kitchen!... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    5 of 5 bubbles (1) Excellent
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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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    4.5 of 5 bubbles (6) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    Incredible views from Living Room, Dining Room and Kitchen! Beautiful tri-level custom designed Oceanfront house with separate units, located on the water at beautiful Lyman's Bay just two miles south of Kailua Kona town. Penthouse Suite is 2BR / 2BA unit with fully equipped kitchen. Orchid Suite... View all property information
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    Kailua-Kona, Island of Hawaii 96740
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    We are a 10 minute drive from the airport our OLU OLU home is 2 bedrooms 1 king ,1 double ,1 double bed futon in office area, 1 bath, beautiful, bright ,very clean, Parking for 3 vehicles Amenities:BBQ, pool ,jacuzzi, treehouse, all the beach items you may need. The humpback whales arrive in... 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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    • x
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    About this property
    Looking for the ultimate Hawaiian vacation get away? This stunning custom estate has everything you would expect plus built in features that make it a true sanctuary. From the relaxing sounds of the waterfall to the serenity of the pool and spa to the lush landscaping – you can’t help but... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Keauhou Estates Aloha Shores - 3 Master Suites, Pool & Fantastic Ocean Views! This STUNNING 3 bedroom 3.5 bathroom single level home is located in the gated community of Keauhou Estates! Enjoy panoramic views of the Kona Coastline from Kailua Kona to Keauhou and beyond while lounging on your... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 17 | Quick View
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    • Internet Access
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    • DVD Player
    • Porch
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    Kahaluu Beach Holmes is a super vacation rental property within steps of the famous snorkeling area at Kahaluu Beach Park. Owner operated with a commitment to providing clean, quality, well constructed, and furnished, accommodations in Kona. A beautiful, maintained home with an ideal location and... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 33
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • x
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    • x
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    Lani Ahe - "Heavenly Breezes" with Divine 180 Degree Ocean Views! This angelic home with breathtaking views offers a private swimming pool and spa, spacious tropical yard, covered gazebo and lanai with plenty of comfortable furniture to enjoy the beauty of the outdoors. The home sits high above... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
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    3 of 5 bubbles (1) Average
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    About this property
    E Komo Mai (Welcome) to Bay Watch Experience this private oceanfront home tucked away in Heeia Bay, on the sun-kissed southwest shores of the Big Island of Hawaii. This classic Hawaiiana residence is situated above the ocean’s edge next to a beautiful lava rock bluff, offering a spectacular view... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This exquisitely appointed, almost beachfront home is perfectly maintained with cozy comfort in every room. Spectacular ocean views from the home and the special vista viewing tower makes this 4BD/3BA the perfect Hawaiian getaway. The 1/4 acre lot is completely fenced in for privacy and relaxation... View all property information
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    Kailua-Kona, Island of Hawaii 96740
    1 / 24
    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
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 33
    5 of 5 bubbles (26) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • DVD Player
    • Satellite TV
    • Internet Access
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
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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 / 14
    4 Bedrooms, 5 Bathrooms, Sleeps 22 | Quick View
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    • Parking
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    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This large oceanview estate family home with of course a pool and jacuzzi has everything for the perfect time on the island. Enjoying the panoramic sunset view with a poolside BBQ ... this indeed is resort living. A total of four bedrooms, three bedroom Main House + one bedroom separated 'Ohana'... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 34
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Washer
    • Waterfront
    • Wi-Fi
    • Mountain Views
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    MIN stay = pay for 6 nights & MAX stay 16 nights ...our Exclusive Kona Bay Estates neighborhood has manned guard shack at gate, Fortune 500 neighbors, and walking access to downtown and Old Airport Park – playground, jogging paths, beach, basketball gym, Olympic pool. 30 ft. + Oceanfront Pool with... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96745
    1 / 28
    10 Bedrooms, 11 Bathrooms, Sleeps 20 | Quick View
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    • Air Conditioning
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to Paradise! The Ahina PalaunaEstate is the perfect destination to relax and enjoy all that the Big Island has to offer. With activities ranging from snorkeling, golfing, to just laying out by the pool, there is something for everyone! Not to mention you have beautiful views of the ocean... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 37
    5 of 5 bubbles (8) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • Grill
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Children's Pool
    • Internet Access
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    **NEW UPDATES as of June 2015 : Salt water pool, solar hot water system (120 gallon storage tank), and 12 kW photo-voltaic system to reduce carbon footprint***<BR><BR>This fabulous ocean-view rental home is just 1 block from family-friendly White Sands Beach. You will know that you have arrived at... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 88
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Ocean Views
    • Grill
    • Washer
    • Terrace
    • DVD Player
    • Balcony
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to the newest home in our Hawaiian Luxury Collection. Pacific Vista Retreat in Kahakai Estates is a wonderful newer 5-bedroom home minutes away from downtown Kailua-Kona with some of the most amazing views of the Pacific Ocean and entire coast line of any vacation rental on the Big Island.... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    1 / 14
    8 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • Internet Access
    • Washer
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Ohana Retreat is the perfect spot for a large family to enjoy the beauty of Hawaii. We offer an immaculate island-style home with spacious bedroom suites. Each with private bath, wet bar, refrigerator and private deck. Enjoy indoor/outdoor living with large decks and rooms for group gatherings... View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740