Photo by Tim & Nat ✈

Search Holiday Rentals in Kaupo

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
18 Aug - 19 Aug
Tomorrow
19 Aug - 20 Aug
This weekend
22 Aug - 24 Aug
Next weekend
29 Aug - 31 Aug

Top Holiday Rentals in Kaupo

Wailea Ekolu - CoralTree Residence Collection
Exterior

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (258)
"Wonderful property, very comfortable and well provisioned. Location is great!!"
The price is 8.656.625 ₫
20.655.998 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Wailea Ekolu - CoralTree Residence Collection
Luxurious Wailea Ocean Vistas
Luxury Condo | Living area | Smart TV

Luxurious Wailea Ocean Vistas

4.5 star property
10.0 out of 10, Exceptional, (7)
"Very clean and beautiful apartment, we will definitely consider staying here again and again! "
Luxurious Wailea Ocean Vistas
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaupo Hotel Reviews

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

10/10 Excellent
"Beautiful property with amazing views. We were complimentary upgraded to our own cottage with two adjoining rooms for our family of 4...it was perfect. Would definitely stay here again."
Chris 2-night trip
Posted 4 days ago
Hana-Maui Resort, a Destination by Hyatt Residence

Frequently asked questions

Are there holiday rentals in Kaupo?

Yes, there are holiday rentals close to the most popular sights in Kaupo, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Kaupo?

Explore the area and family-friendly sights such as Waikamoi Preserve, or get out into nature at a spot like Haleakala National Park. Bamboo Forest and Wailua Falls are a couple of places you'll find in the wider area.

What’s a holiday rental in Kaupo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaupo. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.