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Vacation Rentals in Kailua-Kona, Big Island Hawaii, Hawaii

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  • 5 stars Guest Rating

    This condo is perfect for those who don't want to spend their time driving around in their car. You are close to shopping, restaurants, activities, open markets, and of course the beach. Fully…

    $85-$100 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 2
    • 1 bedroom,
    • 1½ bathrooms
    • No Pets
  • 5 stars Guest Rating

    Relax in this large one bedroom 2 bath condo located within Keauhou Palena! The condo features a remodeled kitchen, a large floor plan, in unit W/D, lanai, and lovely golf course views. The community…

    $90-$125 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 2
    • 1 bedroom,
    • 2 bathrooms
    • No Pets
  • 5 stars Guest Rating

    This oceanfront condo located along the world famous Alii Drive is a one bedroom/one bathroom unit that sleeps four quite comfortably. Located on the third (top) floor of this wonderful complex, it…

    $95-$140 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 4
    • 1 bedroom,
    • 1 bathroom
    • No Pets
  • 5 stars Guest Rating

    Lovely tropical gardens along with spinner dolphins and whales, are what you might find sitting on your lanai in this bright and cheery unit, which is fifth from the edge of the turquoise Pacific…

    $110-$125 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 2
    • 1 bedroom,
    • 1 bathroom
    • No Pets
  • 5 stars Guest Rating

    Direct oceanfront 2bd/2bth second floor unit. Light Bright and airy with several upgrades including new paint, furnishings, tile and appliances.

    $145-$175 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 6
    • 2 bedrooms,
    • 2 bathrooms
    • No Pets
  • 5 stars Guest Rating

    The Keauhou-Kona Surf & Racquet Club is a private, lush, 16 acre gated community adjacent to the Kona Country Club Golf Course. Within walking distance of the Keauhou Shopping Center with grocery…

    $150-$199 per night*
    • Kailua-Kona
    • Vacation Home
    • Sleeps 6
    • 2 bedrooms,
    • 2 bathrooms
    • No Pets
  • 5 stars Guest Rating

    Ocean Front 2 bedroom 2 bath! Newly remodeled 2 bedroom with 1 queen and 2 singles. "Hale Nui Ohu" means House of Big Wave. The surf bashes this shore line! Enjoy Hawaii!

    $155-$250 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 4
    • 2 bedrooms,
    • 2 bathrooms
    • No Pets
  • 5 stars Guest Rating

    Welcome to our two bedroom two bath tropical oceanfront condo. You will find ecological features including on demand hot water, filtered water through the refrigerator, energy star appliances and a…

    $160-$200 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 6
    • 2 bedrooms,
    • 2 bathrooms
    • No Pets
  • 5 stars Guest Rating

    This newly built home is the perfect vacation destination for families coming to the Big Island of Hawaii. Located halfway between the Kona International Airport and downtown Kona, this home boasts…

    $200-$300 per night*
    • Kailua-Kona
    • Vacation Home
    • Sleeps 8
    • 4 bedrooms,
    • 3 bathrooms
    • No Pets
  • 5 stars Guest Rating

    Thank you for your interest in our tropical Oceanfront Kailua Kona Vacation Rental. You will thoroughly enjoy your vacation to the Big Island of Hawaii, there are so many beautiful beaches,…

    $215-$245 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 4
    • 2 bedrooms,
    • 2 bathrooms
    • No Pets
  • 5 stars Guest Rating

    UNBELIEVABLE RATES AS LOW AS $599!This spectacular, newly built 3 bedroom , 3 bath oceanfront home is right in the heart of Kailua-Kona on Alii Drive. You are situated between 2 of the best beaches…

    $499-$1,599 per night*
    • Kailua-Kona
    • Vacation Home
    • Sleeps 10
    • 3½ bedrooms,
    • 3 bathrooms
    • No Pets
  • 5 stars Guest Rating

    Casa de Emdeko, affectionately known as the 'Crown Jewel of the Kona Coast' is an oceanfront complex located on Alii Drive--One mile south of the village of Kona and about ten miles south of the…

    $99-$120 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 2
    • 1 bedroom,
    • 1 bathroom
    • No Pets
  • 5 stars Guest Rating

    This is called the Bamboo Condo due to the unique oversized Bamboo Furnishings. Sit in a large chair or couch while searching for a breaching whales. 2 bedrooms 2 baths provide ample

    $155-$250 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 4
    • 2 bedrooms,
    • 2 bathrooms
    • No Pets
  • 5 stars Guest Rating

    This wonderful 3 bedroom, 2.5 bath townhome features a terrific ocean view and great location near Kahaluu and White Sands Beaches and Keauhou. Enjoy a BBQ or evening cocktail on your private lanai…

    $165-$189 per night*
    • Kailua-Kona
    • Vacation Home
    • Sleeps 6
    • 3 bedrooms,
    • 2½ bathrooms
    • No Pets
  • 5 stars Guest Rating

    OCEAN VIEW WITH POOL/WATERFALL AND A/C

    $350-$400 per night*
    • Kailua-Kona
    • Vacation Home
    • Sleeps 6
    • 3 bedrooms,
    • 2 bathrooms
    • No Pets
  • 5 stars Guest Rating

    Equisitely furnished exceptional oceanfront property. Wading Pool, Hot Tub, and Central Air

    $599-$650 per night*
    • Kailua-Kona
    • Vacation Home
    • Sleeps 12
    • 4 bedrooms,
    • 4 bathrooms
    • No Pets
  • 5 stars Guest Rating

    This top floor condo has been totally remodeled and will surpass your dreams of an affordable vacation in Paradise. Situated amoungst tropical gardens and breathtaking views of the Pacific Ocean, you…

    $100-$140 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 4
    • 1 bedroom,
    • 1 bathroom
    • No Pets
  • 5 stars Guest Rating

    FREE NIGHTS!Kona Makai is an Ocean Front community with pool, hot tub, tennis and more. Sunsets are a regular at the Kona Makai. This unit is a 1 bedroom with a loft decorated in a beach theme. 1…

    $120-$195 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 4
    • 1 bedroom,
    • 1 bathroom
    • No Pets
  • 5 stars Guest Rating

    The Kona Riviera Villas is twenty minutes south of Kona Int'l Airport and is an easy 1.5 walking distance south of downtown Kona. Your condo is just a short distance from Magic Sands Beach a local…

    $135-$160 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 4
    • 1 bedroom,
    • 1 bathroom
    • No Pets
  • 5 stars Guest Rating

    This 2 bedroom with loft sits at the top of building 6 in the Kona Makai Ocean Front community. Sleeping 6 with a Cal King, Queen and 2 singles as well as a queen pull out. Views from the Lanai…

    $145-$225 per night*
    • Kailua-Kona
    • Condominium
    • Sleeps 8
    • 2 bedrooms,
    • 2 bathrooms
    • No Pets
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*Final rates are based on travel dates and other factors.

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