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

A spacious living room with a large window, a ceiling fan, a sofa, a coffee table, and a TV.
A modern living room with a wicker chair, a blue sofa, and a dining area in the background.
A room with a blue cabinet, a mirror, and a plant.
A modern living room with a wooden coffee table, a sofa with blue cushions, a dining area with wicker chairs, and a kitchen with a refrigerator.

1. Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
Central Kihei
United States
Mae
Oceanfront Kihei Paradise Vistas
A balcony with a wooden table, a bottle of champagne, and a flower arrangement.
A hotel with multiple balconies, a well-maintained lawn, and palm trees.
A living room with a blue sofa, a coffee table, and a TV on the wall. There is a balcony with a view of the ocean and palm trees.
A kitchen with a microwave, a knife block, a bottle of Veuve Clicquot champagne, and two glasses on a marble countertop.

2. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
Central Kihei
United States
Carrie
2 2 Oceanview Modern Resort Vistas
A resort with a pool, outdoor seating, and a view of the ocean.
A hotel with multiple balconies, a swimming pool area, and palm trees.
A modern kitchen with a built-in microwave, a dining area with wooden chairs, and a large window offering a view.
A modern kitchen with a large island, stainless steel appliances, and bar stools.

3. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
Central Kihei
United States
Shirley
Aloha Chic Penthouse Vistas
A modern living room with a large TV, comfortable seating, and a balcony with a view of buildings and greenery.
A modern living room with a sofa, coffee table, and a large TV displaying a beach scene.
A kitchen counter with a bottle of Pellegrino water, a box of Mini Bites Lemon, and a potted orchid.
A modern kitchen with a central island, pendant lighting, and a ceiling fan.

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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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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