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
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 beach view with palm trees, a clear sky, and a distant mountain.
A resort with a beach, pool, and ocean view.
A dining area with a wooden table set for four, two chairs, and a view of the ocean.
A room with a sofa, dining table, chairs, and large windows offering a view of the ocean.

1. Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows
Kannapali Beach Area
United States
PHUONG
￥74,315
￥96,623 total
includes taxes & fees
Oct 26 - Oct 27
Royal Lahaina Resort & Bungalows
A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A resort with a pond, a wooden bridge, and lush greenery.
A resort with multiple buildings, a beach, and a mountainous backdrop.
An aerial view of a beach resort with rows of sun loungers, palm trees, and a view of the ocean.

2. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
Jason
￥126,648
￥160,552 total
includes taxes & fees
Oct 12 - Oct 13
Grand Wailea Maui, A Waldorf Astoria Resort
A resort with a large pool, palm trees, and a view of the ocean.
A beach with palm trees and a rainbow over the ocean.
A woman in a swimsuit standing by a pool with a view of the ocean and palm trees.
A gazebo with white columns and a metal roof, surrounded by lush tropical plants and a small water feature.

3. The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali
Kannapali Beach Area
United States
Eugene
￥65,900
￥87,322 total
includes taxes & fees
Oct 27 - Oct 28
The Westin Maui Resort & Spa, Ka'anapali
A resort with a swimming pool, palm trees, and a view of the ocean.
An aerial view of a resort with a beach, a swimming pool, and a large building with solar panels.
A balcony with a view of a beach and palm trees.
An aerial view of a resort with a swimming pool, palm trees, and a beach.

4. OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort
Kannapali Beach Area
United States
Derick
￥43,881
￥60,495 total
includes taxes & fees
Oct 5 - Oct 6
OUTRIGGER Kaanapali Beach Resort
A balcony with a view of the ocean and palm trees.
A beach with palm trees, umbrellas, and people.
A resort with a swimming pool, solar panels, and a view of the ocean.
A modern hotel with a large entrance, palm trees, and a sign indicating it is the Maui Coast Hotel.

5. Maui Coast Hotel

Maui Coast Hotel
South Kihei
United States
Veronica
￥30,858
￥43,913 total
includes taxes & fees
Sep 29 - Sep 30
Maui Coast Hotel
A resort with a central swimming pool, palm trees, and a beach view.
A lobby with wicker furniture, a large mirror, and a view of the outdoors.
A resort with multiple swimming pools, palm trees, and a view of the ocean.
A beach with a clear sky, a rainbow, and palm trees.

6. AEI at Maui Kaanapali Villas Resort

AEI at Maui Kaanapali Villas Resort
Kannapali Beach Area
United States
karl
AEI at Maui Kaanapali Villas Resort
A restaurant with outdoor seating overlooking a pond and waterfall, featuring wicker chairs and tables with green napkins.
An outdoor dining area with tables set for a meal, overlooking a body of water.
A pool area with a bridge, surrounded by lush greenery and a view of the sea.
A beach view with palm trees, a clear sky, and a calm sea.

7. Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa
Kannapali Beach Area
United States
Yoav
￥71,594
￥94,139 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Regency Maui Resort & Spa
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
A serene outdoor seating area with two tables covered in white tablecloths and wooden stools, overlooking a coastal view with the ocean and a distant island.
A deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.
A well-maintained golf course with a clear view of the ocean and a winding path.

8. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Amalia
￥94,840
￥123,603 total
includes taxes & fees
Oct 25 - Oct 26
Wailea Beach Resort - Marriott, Maui
A spacious balcony with wicker furniture, a view of the ocean, and a mountain in the distance.
A resort pool area with a waterfall, palm trees, and a building with balconies.
A stone wall with the text "MAUI BAY VILLAS" and "HILTON GRAND VACATIONS" indicating a hotel location.
A multi-story hotel with balconies, a well-maintained lawn, and palm trees.

9. Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
North Kihei
United States
Mary Joy
￥50,204
￥65,162 total
includes taxes & fees
Oct 17 - Oct 18
Hilton Grand Vacations Club Maui Bay Villas
A resort with a large pool, palm trees, and a view of the ocean.
A resort with a large pool, beachfront, and a mountain backdrop.
A hotel with a large building, a pond, and various tropical plants.

10. Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui
Kaanapali
United States
Jordan
￥39,999
￥53,084 total
includes taxes & fees
Oct 10 - Oct 11
Hilton Vacation Club Ka'anapali Beach Maui
A pool area with lounge chairs and palm trees, overlooking the ocean.
An aerial view of a coastal area with a sandy beach, clear turquoise waters, and dense green forest.
An outdoor dining area with tables and chairs, palm trees, and string lights against a backdrop of the ocean and sky.
A covered outdoor seating area with a fire pit, overlooking a pool and lush greenery.

11. The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
Kapalua
United States
TAMIKA
￥125,667
￥160,199 total
includes taxes & fees
Oct 5 - Oct 6
The Ritz-Carlton Maui, Kapalua
A pathway leading to a house with a speed limit sign of 5, surrounded by palm trees and a grassy area.
An outdoor patio area with a covered seating area, tables, and a barbecue grill.
A compact kitchen with a dining area, a refrigerator, a stove, and a window with curtains.
A wooden house with a balcony, surrounded by lush greenery and palm trees.

12. Gods Peace Of Maui

Gods Peace Of Maui
Makawao
United States
Len
￥26,187
￥31,085 total
includes taxes & fees
Sep 29 - Sep 30
Gods Peace Of Maui
A hotel entrance with a sign reading 'MAUI SEASIDE HOTEL,' a wooden walkway, and a stone wall.
A pool area with lounge chairs and a view of a body of water and mountains.
A hotel room with a large bed, a desk with a chair, a window with a view of palm trees, and two wall-mounted lamps.

13. Maui Seaside Hotel

Maui Seaside Hotel
Kahului
United States
Anthony
￥26,125
￥35,681 total
includes taxes & fees
Oct 28 - Oct 29
Maui Seaside Hotel
A staircase with a view of a garden, palm trees, and a bridge.
A resort with a large swimming pool, palm trees, and a view of the ocean.
A resort pool area with lounge chairs, umbrellas, and palm trees.
A balcony with a view of the ocean and sunset.

14. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
Blanca Veronica
￥172,851
￥216,211 total
includes taxes & fees
Oct 23 - Oct 24
Fairmont Kea Lani Maui
A resort with multiple swimming pools, a beach, and a mountain in the background.
A balcony with two rocking chairs and a small table, overlooking a pool and a beach with palm trees and a sunset view.
A resort with multiple buildings, a beach, and a pool area.
A resort with a swimming pool, palm trees, and a beach view.

15. Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa
Kannapali Beach Area
United States
Eugene
￥60,238
￥80,601 total
includes taxes & fees
Oct 4 - Oct 5
Sheraton Maui Resort & Spa
A beach with clear turquoise water, a sandy shore, and a resort with multiple buildings and palm trees.
A spacious living area with a high ceiling, wicker furniture, a round dining table, and a television.
A golf course with a view of the ocean and palm trees.
A pool area with lounge chairs, a cabana, and palm trees at sunset.

16. Napili Kai Beach Resort

Napili Kai Beach Resort
Lahaina
United States
Christi
Napili Kai Beach Resort
A grassy area with white lounge chairs, palm trees, and a view of the ocean.
An aerial view of a beach with clear turquoise water, a sandy shore, and patches of green vegetation.
A kitchen with a view of the ocean, a ceiling fan, and a coffee maker.
A hotel room with two beds, a sofa, and a large window offering a view of the sea.

17. Maui Beach Hotel

Maui Beach Hotel
Kahului
United States
Elison
￥24,886
￥33,277 total
includes taxes & fees
Oct 11 - Oct 12
Maui Beach Hotel
A modern bar area with a long counter, multiple stools, and a large TV screen displaying a scenic view.
A spacious indoor area with multiple tables and chairs, large windows offering views of the outdoors, and hanging pendant lights.
A multi-story hotel with a central courtyard, balconies, and a view of the ocean.
An outdoor seating area with wicker chairs and orange cushions, a fire feature, and a view of the hotel building in the background.

18. Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
Wailea
United States
Keala
￥72,034
￥85,513 total
includes taxes & fees
Oct 22 - Oct 23
Residence Inn by Marriott Maui Wailea
A resort with multiple swimming pools, palm trees, and a view of the ocean.
A circular fire pit with seating around it, outdoor umbrellas, and a view of the ocean at dusk.
A buffet with various food items including fruits, cheeses, and vegetables.
A bar with a wooden sign, multiple bar stools, and a patterned wall.

19. Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
Wailea
United States
Ma Gabriella
￥117,488
￥148,748 total
includes taxes & fees
Oct 27 - Oct 28
Andaz Maui at Wailea Resort - a concept by Hyatt
A beach with palm trees, a clear sky, and a view of the ocean.
A hotel room with a balcony, a bed, a sofa, a TV, and a ceiling fan.
A pool area with palm trees, a beach view, and a building with a sign reading "Five Palms Beach Grill".
A hotel with a modern architectural design, featuring a prominent building with multiple floors and a flat roof.

20. Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental
South Kihei
United States
Baijumon
￥86,304
￥114,861 total
includes taxes & fees
Sep 29 - Sep 30
Mana Kai Maui- Official Onsite Rental
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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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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.

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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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