0+ Beds for 1+ Guests
Price  $10 - $1000+

Kailua Kona Vacation Rentals and Short Term Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Kailua Kona vacation homes and short term rentals from 11 rental sites including HomeAway, VRBO, TripAdvisor and more, ranging from $37 to $3,500 a night. 
Showing 4,268 personalized results
    $135 / night
    Holualoa Bay Villa 2bdr, 2ba, Ocean View  Kona, HI
    Holualoa Bay Villa 2bdr, 2ba, Ocean View Kona, HI
    2 bed / 2 bath
    Alii Kai, HI
    $289 / night
    Spring Dates! Large Pool Home ~ Location ~ HotTub
    Spring Dates! Large Pool Home ~ Location ~ HotTub
    4 bed / 2 bath
    Kailua Kona, HI
    $130 / night
    Hale Queen Kalama Walk to White Sands Beach
    Hale Queen Kalama Walk to White Sands Beach
    2 bed / 1 bath
    Kailua Kona, HI
    $489 / night
    Stunning Kona Oceanfront Cottage - Kona Moana Hale
    Stunning Kona Oceanfront Cottage - Kona Moana Hale
    1 bed / 2 bath
    Kailua Kona, HI
    $90 / night
    Kalankai Oceanview 1BR: HDTV,WiFi - Book now!
    Kalankai Oceanview 1BR: HDTV,WiFi - Book now!
    1 bed / 1 bath
    Kailua Kona, HI
    $500 / night
    Luxury Oceanfront Living at Affordable Prices!
    Luxury Oceanfront Living at Affordable Prices!
    3 bed / 4 bath
    Kailua Kona, HI
    $149 / night
    Beautiful Condo Just Steps from Rare Sandy Beach
    Beautiful Condo Just Steps from Rare Sandy Beach
    1 bed / 1 bath
    Kailua Kona, HI
    $120 / night
    Coffee Country Cottage
    Coffee Country Cottage
    1 bed / 1 bath
    Holualoa, HI

    Information about Kailua Kona

    Vacation Rentals In Kailua Kona

    Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Kailua Kona offers 4,393 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $190 a night, or a long-term rental for an average price of $2,804 a month.

    These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 3,113 of Kailua Kona’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 3,229 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 3,454 cozy homes.

    Search properties from 11 rental sites in Kailua Kona where the top providers in that area are HomeAway, VRBO, and FlipKey. There are 1,312 HomeAway rentals, 1,071 VRBO short term rentals and 740 FlipKey vacation rentals.

    Traveling with pets? Choose from 414 pet-friendly rentals in Kailua Kona for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.