Photo by Joe Ratliffe

Luxury Hotels in Kaupulehu

your current months are February, 2025 and March, 2025.
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March 2025
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Luxury Hotels in Kaupulehu

Four Seasons Resort Hualalai
4 bars/lounges, swim-up bar

Four Seasons Resort Hualalai

5.0 star property
9.6 out of 10, Exceptional, (450)
The price is $1,400
includes taxes & fees
$1,188 per night
Mar 2 - Mar 3
Four Seasons Resort Hualalai
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.
On a rooftop patio

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Top landmarks in Kaupulehu

Kailua Pier featuring general coastal views, tropical scenes and a bay or harbor

Kailua Pier

If you're planning a bit of sightseeing head to Kailua Pier— just one of the monuments in Historic Kailua Village. Why not take a stroll along the beaches and watch the sunset while you're here?

See properties in Kailua Pier
Kailua Pier

Frequently asked questions

What are the cheapest luxury hotels in Kaupulehu?
You’ll find some affordable luxury hotels in Kaupulehu where you can live the high life for less. Enter your preferred dates, then fine-tune your search by budget, amenities and more. Prices can vary depending on the season, so try to have flexibility with your plans. You can also sign up for One Key, our rewards program, to earn discounts on future stays.
What is the best time to stay in a luxury hotel in Kaupulehu?
The best time to stay in a luxury hotel in Kaupulehu comes down to your travel style. Go in peak season if you thrive on a lively vibe, or choose a low season for smaller crowds and potentially more affordable hotels. Also consider the weather you prefer and the activities on your to-do list.
Are there any luxury hotels in Kaupulehu with parking?
Select the “Parking” filter to find a luxury hotel in Kaupulehu, then check the listing for further details. Perfect for road trippers, these getaways make coming and going hassle-free. Plus, you can relax knowing your ride is safe and nearby during your stay.