An aerial view of a coastal town with clear turquoise waters, two prominent islands, and lush green hills.

Find 5 Star Hotels in Kailua, HI from ¥65,162

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Check availability on Kailua 5 Star Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Kailua 5-star hotels

1. Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
Central Kihei
United States
Mae
Oceanfront Kihei Paradise Vistas

2. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
Central Kihei
United States
Carrie
2 2 Oceanview Modern Resort Vistas

3. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
Central Kihei
United States
Shirley
Aloha Chic Penthouse Vistas

4. Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
South Kihei
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
¥50,204
¥65,162 total
Oct 17 - Oct 18
includes taxes & fees
9.4/10 Exceptional! (400 reviews)
Hilton Grand Vacations Club Maui Bay Villas
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

532 Keolani Place Kahului HI
¥56,479
¥67,046 total
Oct 5 - Oct 6
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Courtyard Maui Kahului Airport
Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

5031 Hana Hwy Hana HI
¥77,224
¥99,983 total
Oct 28 - Oct 29
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Hana-Maui Resort, a Destination by Hyatt Residence
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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

Check out Haleakala National Park—just one of the popular sights to explore around Kailua.

See all hotels in Kailua
An aerial view of a coastal town with clear turquoise waters, two prominent islands, and lush green hills.

Top Kailua Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Kailua?
The amount you pay for a 5-star hotel in Kailua can vary according to what time of year you travel and how long you plan to be away, among a number of factors. Take advantage of our price per night filter and other search tools to find the best deal on a plush stay.
  • Search for the lowest price per night from ¥65,162
What makes a hotel 5 stars in Kailua?
In Kailua, a hotel needs to provide a certain amount of upscale amenities to earn 5 stars. These may include on-site gyms, spas and saunas, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their guest-focused standard of service. You can look forward to things like in-room massages, nightly turn-down services and concierge services. Some may also offer special touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Kailua?
Use our handy filters to find a high-end retreat in Kailua where everything you need is included. From there, narrow down your results for resorts that have 5 stars and are described as "All inclusive." The main thing on the schedule at these stays? Pure enjoyment and indulgence.

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