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

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Check availability on Kailua 5 Star Hotels

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

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 kitchen with white cabinets, a marble island, and a view of the ocean.
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.
A room with a blue cabinet, a mirror, and a plant.

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 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.
A modern kitchen with grey cabinets, a built-in oven, and a white countertop. There is a dining area with a wooden table and blue chairs.

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 living room with a large TV, a dining area, and a kitchen.

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 modern kitchen with a central island, pendant lighting, and a ceiling fan.
A kitchen counter with a bottle of Pellegrino water, a box of Mini Bites Lemon, and a potted orchid.

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
8.290.901 ₫
10.761.514 ₫ total
17 Oct - 18 Oct
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
9.327.263 ₫
11.072.580 ₫ total
6 Oct - 7 Oct
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
12.753.234 ₫
16.511.826 ₫ total
28 Oct - 29 Oct
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?
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 10.761.514 ₫
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.

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