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Holiday Rentals in Kailua-Kona, HI

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    All 625 Rentals in Kailua-Kona
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    Travellers to Kailua-Kona are booking October dates now. Secure your holiday home today, and have the perfect trip.
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    ₹400,064
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    ₹31,609
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    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    ₹7,024
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    ₹127,714
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    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    About this property
    Are you looking for a comfortable custom residence with all the amenities of the most discerning luxury accommodations and a short distance to one of the premier hotel properties in the world? We think you may have found it in this remodeled 5 bedroom, 5 bath home on Pakui Street at beautiful... View all property information
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    ₹87,803
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    10 Bedrooms / 11 Bathrooms / Sleeps 20
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    • Mountain Views
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    About this property
    Welcome to Paradise! The Oceanview Kona Estate 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
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    ₹25,223
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
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    • x
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    About this property
    Last minute deals available from $299 per night!! Please call for full details!! A new virtual tour of this property is available. Please contact us for the link. This site does not allow us to post the link. Hale Kai O’Kona is a small, very private complex with only seven oceanfront homes.... View all property information
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    ₹7,982
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    4 Bedrooms / 5 Bathrooms / Sleeps 22
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    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
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    ₹38,314
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    5 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Suitable for children
    • x
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    • Elder access
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    About this property
    The spectacular Kona Ocean View Villas is one of the Big Islands most luxurious, spacious and unique vacation properties on the Kona Coast. The Villas at the Kona Plantation gated community allow for single or multiple property usage with larger groups including family reunions, weddings and... View all property information
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    ₹18,455
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Hot Tub
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    • Private Outdoor...
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    • Washer
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    • Pets allowed
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    • Suitable for children
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    About this property
    Perfect Family Home, at the perfect location! Large Pool, Hot Tub, & shaded Lanai. Kona Sunset is located on the gentle slopes of Kona at the perfect elevation. Minutes to town, but away from the crowds, traffic, and the HEAT of downtown at sea level! The Home is in an Upscale... View all property information
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    ₹206,577
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    1 / 47
    15 Bedrooms / 11 Bathrooms / Sleeps 34
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    • Wi-Fi
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    About this property
    Description Create new memories Hawaiian style! Kona Beach Bungalows is conveniently located 1 mile south of downtown Kailua-Kona and 7 miles south of Honokohau Boat Harbor. Nearby, you will find Hawaii's best Scuba diving, big-game fishing, kayaking, dolphin and whale watching and other ocean... View all property information
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    ₹10,217
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    1 / 17
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
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    • Satellite TV
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    • Pets allowed
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    • Suitable for children
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    About this property
    Keauhou-Kona Surf & Racquet Club (KKSRC) is a gated, oceanfront complex located 5 miles south of Kailua-Kona and 14 miles south of Kona International Airport at Keahole (KOA). We are nestled between Kona Country Club and the Pacific Ocean on more than 17 beautifully landscaped tropical acres.... View all property information
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    ₹18,199
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    1 / 10
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Private Outdoor...
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    • x
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    About this property
    A Spacious Vacation Home, with Ocean Views, and centrally located for all the fabulous activities Kona has to offer - snorkeling, kayaking, surfing, diving, hiking, shopping, dining and whale and dolphin watching, just to name a few. The Lighthouse is ideal for family and group vacations. You... View all property information
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    ₹47,893
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    1 / 29
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
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    About this property
    Welcome to Keauhou Lani This magnificent home features panoramic coastline views, luxurious pool, jacuzzi and a gourmet kitchen. This is an exquisite private residence located in the gated community of Keauhou Estates. Step into the grand entry of Keauhou Lanis 3600 square foot home, featuring 4... View all property information
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    ₹46,935
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    6 Bedrooms / 7 Bathrooms / Sleeps 18
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    • Mountain Views
    • Private Outdoor...
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    • Suitable for children
    • x
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    About this property
    Welcome to the Oceantop Villa! Swim in our beautiful pool while you enjoy breathtaking views of the Pacific. Our Spacious 6 bedroom, 6.5 bathroom plantation style home is perfect for family reunions or multifamily visits. Privacy and relaxation are what we strive for and I am sure you will agree... View all property information
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    ₹51,086
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    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Internet Access
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    • Satellite TV
    • Water Views
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    About this property
    Beds: 3 kings - 2 queens - 3 singles This is 'IT'! The Flagship, plantation villa 'MALEKA'. Drive up to the resort size Porte cochere and you know you have ARRIVED IN PARADISE! Perched high up for the ultimate panorama ocean view, this villa sprawls over 2 acres of lush tropical landscape.... View all property information
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    ₹26,181
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
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    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    The Honu (means Turtle) Bungalow is a 3-bedroom 2-bath spacious home with an amazing ocean view. This Kona home away from home lends itself to a relaxing fun vacation on the coast of the Big Island of Hawaii. The home's gorgeous living room has a tasteful Hawaii design and it's with flat screen... View all property information
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    ₹41,507
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    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    If you haven't been to the Big Island of Hawaii before, it is the 'exploring' island, from the 'wet' side of Hilo with the volcano tour, to the 'west' side with dry, beautiful sunsets over Kona. This magnificent villa is located in the luxury gated community of Keauhou, just 7 minutes south of... View all property information
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    ₹92,593
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    1 / 21
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
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    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    This breathtaking newly remodeled 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 home is completely... View all property information
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    ₹15,326
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    1 / 10
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    Hawaii Wyndham Royal Sea Cliff PLEASE NOTE NO SALES TALK ARE REQUIRED THIS IS MY TIMESHARE deeded property AVAILABILITY AT THE RESORTS WILL DEPEND ON DATES WANTED PLEASE EMAIL THE DATES WANTED TO ME. Sometimes the cost may vary depending on the date and month I WILL THEN SEE IF THOSE DATES ARE... View all property information
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    ₹4,789
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    1 / 4
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Ping Pong Table
    • Pool Table
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    E Komo Mai (welcome) to the Kona Billfisher Resort, where true aloha spirit awaits your arrival. Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii. Recently remodeled 1 bdrm unit on 3rd floor with king bed and sleeper sofa. Enjoy amazing view of Kailua-Kona... View all property information
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    ₹134,100
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    1 / 4
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Shared Outdoor Pool...
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    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
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    About this property
    Beautiful RESORT!! TWO WEEKS OPEN at this RESORT SOME rooms have Ocean Views; Resort on other side of the street from the Ocean; Beaches are a short walk away; GREAT location 1- mile from donwtown KONA /On the running path for IRONMAN Two beautiful pools! and spa with sand walk in!... View all property information
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    ₹12,771
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    1 / 5
    1 Bedroom / 4 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Ocean Views
    • Safe
    • Shared Outdoor Pool...
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    This beautiful condo has 2 bathrooms, kitchen, dining room, living room with flat screen tv, and washer and dryer. Kona Coast Resort has 2 pools, 3 hot tubs, fitness centre, restaurant, and tennis court. The grounds are great for strolling through Hawaiian vegetation during the day or lit up for... View all property information
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    ₹4,406
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    1 / 6
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    About this property
    Located on the Big Island, stay at The Kona Billfisher Condomimiums. No need to spend money on a rental car - the condo is walking distance to town for shopping, fine & casual dining, groceries, local beaches and water sports. World-class sport fishing at Honokohau Harbor or splurge for the... View all property information
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    ₹10,536
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    2 Bedrooms / 1 Bathroom / Sleeps 6
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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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    ₹5,747
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Hot Tub
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
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    • ?
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    • x
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    • x
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    About this property
    Large ocean view home private suite with own entrance above the airport, pool & hot tub. The location is perfect, close access to airport, beaches and popular sites while escaping touristville of downtown Kona (7 mil away). We aren't just saying this because it's our home but if we were visiting... View all property information
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    ₹159,642
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
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    About this property
    Come and enjoy a vacation in our beautiful 2 bedroom, 2 bathroom condo with private lanai. This property is located in the heart of Kailua-Kona. Very close to shopping and the Alii Drive Farmer's Market. Also very close to beaches, local surfing areas, snorkeling, and boat tours. It is near the... View all property information
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    ₹44,636
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    1 / 23
    4 Bedrooms / 4 Bathrooms / Sleeps 13
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    • Air Conditioning
    • Balcony
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    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
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    • Pets allowed
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    • x
    • x
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    About this property
    Welcome to Lyman's Hale. This beautiful 4 bedroom, 4 bath, absolute oceanfront home can accommodate up to 12. Every bedroom has an ocean view. The lanai offers stunning views of Holualoa Bay, Kamoa Point, Keolonahihi State Park, miles of coastline, and the world famous Lyman's and Banyan's surfing... View all property information
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    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • x
    About this property
    Welcome to Kamoa Hale. This beautiful 4 bedroom, 4 bath, absolute oceanfront home can accommodate up to 12. Every bedroom has an ocean view. The lanai offers stunning views of Holualoa Bay, Kamoa Point, Keolonahihi State Park, miles of coastline, and the world famous Lyman's and Banyan's surfing... View all property information
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    ₹9,579
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    2b/2b condo is located in downtown of #Kona, close to a banks, shopping, grocery stores, outlet malls, restaurants and gift shops. It is 1 block down off to the ocean. There is all kinds of ocean activities, wonderful scuba diving and snorkeling, boating and fishing. There are coffee farms (Kona... View all property information
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    ₹7,024
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    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Your Royal Aloha condominium with full kitchen is located at the Keauhou-Kona Surf & Racquet Club, just a few miles south of Kailua-Kona, on the island's sunny leeward coast. The area's deep-sea fishing grounds are world-renowned. A favorite playground for residents and vacationers alike, the Kona... View all property information
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    ₹9,515
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    1 / 26
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Homes Over Kona: Property Description Enjoy luxury living on hillside slopes at a perfect elevation. Aromatic tropical breezes, spring-like temperatures, and birds singing in this sub-climate are to be sure to tickle your senses. Not too hot, not too cold, Homes Over Kona are located centrally... View all property information
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    ₹19,157
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Mountain Views
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    • x
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    About this property
    PLEASE SEE END OF THIS DESCRIPTION. DATES FOR YOUR IRONMAN STAY WILL NOT BE SPLIT. CHECK IN OCT 5TH CHECK OUT OCT 13TH~ 8 NIGHTS TOTAL. THIS IS 2 RESERVATIONS ON MY END SO THERE IS A SMALL CHANCE YOU WILL HAVE TO SWITCH ROOMS AFTER THE FIRST RESERVATION (after 4th NIGHT)~ THIS SELDOM HAPPENS, BUT... View all property information
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    ₹11,175
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    • Balcony
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    About this property
    2 CONDOS TO CHOOSE FROM… ASK FOR A COPY OF OUR FIVE STAR REVIEWS. Rent one or both condos just one building apart...one with a total ocean/bay front view and the one bedroom with a nice ocean view. Unique and immaculate First Class renovation and a view to die for; no detail left to the... View all property information
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    The Little Cottage by Kahalu'u- Surf and Racquet #58- These pictures are pre-remodel and refurnishing! Please read description below for information about what it will look like by the time you are here! Located on world-famous Ali'i Drive the Keauhou Kona Surf and Racquet Club is a 4-star... View all property information
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    ₹348,020
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    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    Views that go on forever with breathtaking sunsets every night fully complimenting this gorgeous luxury home. Open floor plan with vaulted ceilings and architectural design features everywhere you look. Large pocket doors slide away to open the interior out to a huge lanai and infinity pool. The... View all property information
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    ₹6,386
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    1 Bedroom / 2 Bathrooms / Sleeps 4
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    This Keauhou Akahi condo with beautiful sweeping ocean views overlooks the newly resurfaced Akahi swimming pool and 9th tee of the famous Kona Country Club Golf Course. Accommodated with flat-screen HD Cable TV, high-speed internet, Tempur-Pedic king-sized master bed, washer/dryer, dishwasher,... View all property information
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    This is the real deal - a direct oceanfront condo in a oceanfront complex. Not an oceanview condo in an oceanfront complex!! $$$$ sale - only $125/nt for stays until dec 7, 2014. Sale price reflects discount and is good for new reservations only, not valid for existing reservations!! Ironman... View all property information
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    • Ping Pong Table
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    ROYAL SEA CLIFF RESORT, KAILUA KONA An architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Ocean views of Local Fisherman, Cruise Ships, Whales and Dolphins, Surfers, and Parasailing. With over 7 tropical acres,... View all property information
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    Direct Ocean Front - only 30 ft from the water. The largest floor plan at the Kona Reef with two bedrooms, and two baths. This top floor unit is completely remodeled, and equipped with everything you could need for a comfortable stay. After flying thousands of miles to get to paradise, shouldn't... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Dishwasher
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    • Pets allowed
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    We have named our Kona home Hale Aheahe (House of Gentle Breeze). It sits on a very secluded 6/10 acre lot with mature tropical landscaping lime and grapefruit trees. Usually have enjoyable light breezes. The house is very spacious and has an open floor plan. It has three bedrooms with a king bed... View all property information
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    Take one step into Pilialoha ('beloved') Kona ocean condo and experience casual Hawaiian luxury at its best. This spectacular oceanfront condo provides a completely unobstructed view of Crystal Clear Blue Ocean. Open the floor-to-ceiling sliding glass doors, step onto the wrap-around lanai and... View all property information
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    ₹6,705
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds enjoying the water features in the garden. Enjoy our garden pool located in the middle of a tropical setting. Casa also has one of the few oceanfront pools... View all property information
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    5 of 5 stars (12) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Balcony
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    • x
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    Condo 1-102 at the Keauhou Kona Surf and Racquet Club Resort is as close as you can get to the ocean on the Big Island of Hawaii. The condo section of the Keauhou Kona Surf and Racquet Club Resort was built when the construction permits didn't require resorts to be set back from the ocean as they... View all property information
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    5 of 5 stars (14) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
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    • x
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    Fairway View Location Expansive Fairway & Mountain Views Central Air Conditioning (A/C) Kitchen & Washer/Dryer Two Spacious Lanais Additional amenities include: beach towels, crock pot, beach chair, kitchen - full, cooking utensils provided, beach - 5 min walk, internet - wireless [free], iron and... View all property information
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    ₹4,406
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    4.5 of 5 stars (21) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Balcony
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    • Mountain Views
    • Shared Outdoor Pool...
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    Recently Remodeled Great 2BR, 2BA fairway view condo! Our unit is located on the first floor. Building #7 The Master bedroom has a golf course view and a Queen-size bed. The Second bedroom has two twin beds. Two full bathrooms for convenience There is a full kitchen, and a comfortable living room... View all property information
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    4.5 of 5 stars (6) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
    • Dishwasher
    • Mountain Views
    • Shared Outdoor Pool...
    • Water Views
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    • Pets allowed
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    • x
    • ?
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    Great 2BR, 2BA fairway view condo! Our unit is located on the second floor. Building #6 The Master bedroom has a golf course view and a King size bed The Second bedroom has two twin beds. There is a full kitchen, and a living room with a flat screen TV You can relax on the lanai overlooking the... View all property information
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Dryer
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    • Mountain Views
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    • x
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    Large one bedroom close to town, Quiet back private entrance unit. Close to town walking distance to town and beach (10 minutes) King size bedroom with Areobed for guests. Local knowledge of quiet beaches and turtles. $10.00 per person per night after 2 people. Newly remodeled unit everything you... View all property information
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    5 of 5 stars (39) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
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    • Gym
    • Hot Tub
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    • Water Views
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    • Pets allowed
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    • x
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    About this property
    Panoramic, 180 degree Ocean Views from Both Levels of the Townhome Spacious 3 Bedroom, 3 Bath Townhome Covered Lanais Fully Equipped Gourmet Kitchen Beautifully Furnished by Hawaii's Top Interior Designer 600 Count Linens Well Appointed Fixtures & Lamps Sleeps up to Six Guests Ample Parking... View all property information
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    ₹6,322
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    5 of 5 stars (47) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
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    • Gym
    • Hot Tub
    • Shared Outdoor Pool...
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • ?
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    About this property
    Enjoy expansive ocean and golf course views from both upper and lower lanais and famous Kona sunsets right in front the upper lanai. Designer furnishings, Pacific Rim antiques and tropical décor. Original local artist works. The fully equipped gourmet kitchen will satisfy a gourmet chef.... View all property information
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    ₹12,708
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    4.5 of 5 stars (6) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Hot Tub
    • Shared Outdoor Pool...
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Beautiful 3 bedroom 3 bath Townhome with beautiful ocean and sunset views. This unit feels brand new and is luxuriously furnished. It is also is close to pool and fitness center. Great location!!! Additional amenities include: snorkeling - 1 min walk, coffee maker, beach - 1 min walk, cooking... View all property information
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