Vacation Homes in Kaupo, HI

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Vacation Homes in Kaupo

Don't see what you're looking for?
See all available properties in Kaupo
View all properties
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.

Top hotels in Kaupo

Kaupo Vacation Home Rentals

What kind of vacation do you want in Kaupo? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation home is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Kaupo that will speak to you.

Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Kaupo, including luxury vacation home rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.

Take a look at what we have on offer. You’ll find rental houses close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation homes a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.

Kaupo Vacation Homes essential information

Accommodation
35 Vacation Homes
Lowest Price
$285
Highest Price
$899
Popular accommodation
STHA-2017/0002 Across from Hana Bay, Fisher's Hana Bay Hale, Across from Hana Bay, Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!, Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub, Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios., Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm , Very private. Fabulous views! Private pool, spa and yard on 1 acre! , Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities, Hana Bay Oceanfront Cottage, 3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006, Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach, IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'