Kaupulehu Vacation Homes

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Featured Vacation Homes in Kaupulehu

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Kaupulehu

    Four Seasons Resort Hualalai

    Four Seasons Resort Hualalai

    72-100 Ka'upulehu Drive, Kailua-Kona, HI
    $1,408 nightly
    The price is $1,659 total per night from Jul 10 to Jul 11
    $1,659 total
    Jul 10 - Jul 11
    Total includes taxes and fees
    9.6/10 Exceptional! (459 reviews)
    Kona Village, A Rosewood Resort

    Kona Village, A Rosewood Resort

    72 300 Maheawalu Drive, Kailua-Kona, HI
    $1,304 nightly
    The price is $1,538 total per night from Jul 13 to Jul 14
    $1,538 total
    Jul 13 - Jul 14
    Total includes taxes and fees
    9.4/10 Exceptional! (56 reviews)
    Royal Kona Resort

    Royal Kona Resort

    75-5852 Alii Dr, Kailua-Kona, HI
    $214 nightly
    The price is $253 total per night from Jul 10 to Jul 11
    $253 total
    Jul 10 - Jul 11
    Total includes taxes and fees
    8/10 Very Good! (2,598 reviews)

Kaupulehu Vacation Homes

Book vacation homes in Kaupulehu
Next time you take a group getaway top Kaupulehu, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Kaupulehu vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Kaupulehu vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Kaupulehu; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Kaupulehu rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Kaupulehu is sure to be a winner.

Kaupulehu Vacation Homes essential information

Accommodation
1113 Vacation Homes
Lowest Price
$253
Highest Price
$1,659
Popular accommodation
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10, Walk to White Sands Beach or Relax by Your Private Pool, BBQ, New Air Conditioning and upgrades! , Oceanfront Kona Beach House, Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club, 🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai, 🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included, Island Stay – Price Just Dropped