Kailua Hotel Guide - 5 Stars Hotels in Kailua, Haiku

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Check availability on Kailua 5 Star Hotels

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Kailua 5-star hotels

Outdoor pool, pool umbrellas, pool loungers
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
United States
Jarrod
2 2 Oceanview Modern Resort Vistas
Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, pool loungers
Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
United States
Mae
Oceanfront Kihei Paradise Vistas
Luxury Condo | Balcony
Centrally Located Elegant Vistas

Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"
United States
Edwin
Centrally Located Elegant Vistas
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Kailua.
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
The price is Rp6.024.621 per night from 14 Jan to 15 Jan
Rp6.024.621
Rp7.745.686 total
14 Jan - 15 Jan 2026
includes taxes & fees
9/10 Wonderful! (222 reviews)
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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.

Learn more about Kailua

Venture to Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum—just two of the sights around Kailua.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Kailua?
How much you pay for a 5-star hotel in Kailua depends on factors such as when you want to go and the length of your trip. Our top tip for bagging an awesome deal? Use our pricing filters to compare the available hotels for your chosen dates.

  • Search for the lowest price per night from Rp7.745.686

What makes a hotel 5 stars in Kailua?
In Kailua, a hotel needs to provide a specific level of top-notch amenities to be rated 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their outstanding service. You can look forward to things like concierge services, in-room massages and nightly turn-down services. Some may even offer special touches like a welcome gift.
Are there any 5-star all-inclusive resorts in Kailua?
Find a luxurious getaway that includes your lodging, food, activities and entertainment in Kailua with the help of Expedia's filter tool. Search for properties rated 5 stars and select the "All inclusive" filter. Make sure you check what's included in the purchase price. This way, you'll be ready to maximise the premium perks on offer from the moment you arrive.