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Kailua-Kona Vacation Rental Properties

• A WorldWeb.com Travel Guide to Vacation Rental Properties in Kailua-Kona, Hawaii.
Looking for a vacation rental property in Kailua-Kona? WorldWeb.com offers detailed information — including amenities, rates, descriptions and more — on a large variety of Kailua-Kona vacation rentals.

If you are a Kailua-Kona vacation home or suite and your property is not listed in our directory, it only takes a few minutes to add a complimentary listing.


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Nestled at the bottom of the Hualalai Volcano, is the main western city of Kailua-Kona. In ancient times, this area was considered the premier place to live due to the excellent weather and good water. Many kings made their homes here. This charming town has restaurants and shops abound.
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The Kona by the Sea is an oceanfront condo offering 1 and 2 bedroom suites equipped with a complete kitchen, a washer/dryer and a private lanai.
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Nestled at the bottom of the Hualalai Volcano, is the main western city of Kailua-Kona. In ancient times, this area was considered the premier place to live due to the excellent weather and good water. Many kings made their homes here. This charming town has restaurants and shops abound.
Website Book Now More Details Map Save
Nestled at the bottom of the Hualalai Volcano, is the main western city of Kailua-Kona. In ancient times, this area was considered the premier place to live due to the excellent weather and good water. Many kings made their homes here. This charming town has restaurants and shops abound.
Website Book Now More Details Map Save
Enjoy the sounds and freshness of tropical breezes in the evenings as you sip a cool tropical drink. Reminisce about the days frolicking at the beach and develop an appreciation of the relaxation that comes from being in Hawaii.
Website Book Now More Details Map Save
Enjoy the sounds and freshness of tropical breezes in the evenings as you sip a cool tropical drink. Reminisce about the days frolicking at the beach and develop an appreciation of the relaxation that comes from being in Hawaii.
Website Book Now More Details Map Save
Nestled at the foot of the Hualalai Volcano, is the main western city of Kailua-Kona. In ancient times, this area was considered the premier place to live due to the excellent weather and good water. Many kings made their homes here. This charming town has restaurants and shops abound.
Website Book Now More Details Map Save
Perched in the middle of the vast Pacific, Hawaii dazzles with natural wonder and exciting vacation attractions. The drama of live volcanoes, the peace of the seemingly endless beaches and the rhythm of the waves, the water sports and more - Hawaii offers all you could want in a vacation.
BulletKona Oceanfront Home
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Kona Ocean Front Homes is on the relaxing Big Island of Hawaii. This vacation home rental is an ideal getaway for families.
BulletKona Ocean Villa
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Enjoy gorgeous ocean views right on the golf course in the tastefully decorated vacation rental condo. Guests will have air conditioning, free wifi Internet access, widescreen TV, gourmet kitchen and more. Close to shopping, restaurants, beaches and other activities.
BulletKona Plaza Vacation Condo
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This top-floor, one-bedroom unit is centrally located beside the historic stone church in the heart of the quaint Kona village and only steps from the Kona waterfront and pier, shops and restaurants. Sleeps up to 6. Perfect for honeymoons.
BulletHawaii Dream Condos
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This Hawaiian vacation rental is suitable for up to eight guests. The town home has three bedrooms and three bathrooms in 2000 sq ft of living space. Ocean and sunset views are seen from the lanai. The rental is located in the Kona Coast Resort on the Big Island and has easy access to beaches, tennis and golf.
BulletKeauhou-Kona Surf and Racquet
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Fully equipped two bedroom, two bath oceanfront townhouse. Pool and tennis courts available.
BulletHualalai Luxury Villa Rental
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Hualalai Luxury Villa for rent by owner on the Kohala Coast 4 Seasons Resort. Lavish 3-bedroom, 3.5-bath Hawaiian vacation rental w/oceanview lanai, 50" flat-screen HDTV, gourmet kitchen, washer/dryer, golf cart, 3 queens, king master w/outdoor shower garden! Sleeps 8
BulletKailua-Kona Vacation Rentals
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Vacation Rentals by owner in Kailua-Kona on the Big Island of Hawaii. Choose from condos, cottages and private homes.
BulletHawaiiBeach Vacation Rentals
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Hawaiibeach Vacation Rentals presents over a dozen beach homes and pool homes for rent in Hawaii. Choose from studios to seven-bedroom homes, most within walking distance to the beach or with a pool or hot tub. Kids stay free at these rentals and baby equipment, like strollers and high chairs, can be provided.
BulletKona Upscale Condo Lodging
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Large and luxurious two-bedroom condo rental at the Kanaloa at Kona resort. Great private location, 1500 sq. ft. unit with shady lanai, affordable rates and discount specials.
BulletIsland Vacation Home
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Hale Komohana, near the old village of Kailua Kona on the Big Island of Hawaii. Over 3000 sqft, four bedrooms, four baths with a jacuzzi tub in the master bath, two covered lanais, pool, and barbeque. Air conditioned on ground floor. Close to town, no resort hustle. Wide variety of fresh fruit on property such as mango, papaya, pineapple and bananas trees. Enjoy activities such as biking, golfing,and scuba diving. High speed wireless internet available for an extra charge.
BulletKona Makai Condo, Big Island of Hawaii
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Kailua-Kona condo on the Big Island of Hawaii. A beautiful, oceanfront 1-bed vacation rental from $90/night.
BulletKeauhou Palena Vacation Rental Kailua-Kona
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Located on the 11th fairway of the Kona Country Club and within walking distance of Keauhou Bay, this quiet, spacious two-bedroom condo makes a relaxing vacation getaway.
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