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Check availability on Olowalu 5 Star Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Olowalu 5-star hotels

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.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
nicholas gaetano
19.649.511 ₫
25.007.758 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Grand Wailea Maui, A Waldorf Astoria Resort
A resort with a large pool, palm trees, and a view of the ocean.
A woman in a swimsuit standing by a pool with a view of the ocean and palm trees.
A beach with palm trees and a rainbow over the ocean.
A resort with multiple swimming pools, palm trees, and a beach view.

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

The Westin Maui Resort & Spa, Ka'anapali
Kannapali Beach Area
United States
Eugene
10.865.508 ₫
14.397.447 ₫ total
includes taxes & fees
21 Oct - 22 Oct
The Westin Maui Resort & Spa, Ka'anapali
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
A bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.
A resort with a pool, beach, and mountain view.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
26.563.900 ₫
33.226.593 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Four Seasons Resort Maui at Wailea
A pool area with lounge chairs and palm trees, overlooking the ocean.
A golf course with a pool and resort buildings.
An aerial view of a coastal area with a sandy beach, clear turquoise waters, and dense green forest.
A covered outdoor seating area with a fire pit, overlooking a pool and lush greenery.

4. The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
Kapalua
United States
TAMIKA
23.298.484 ₫
29.473.253 ₫ total
includes taxes & fees
16 Oct - 17 Oct
The Ritz-Carlton Maui, Kapalua
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 well-maintained golf course with a clear view of the ocean and a winding path.
A spa setting with a bathtub, candles, flowers, and a champagne bottle.

5. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Christina
15.212.692 ₫
19.874.450 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Wailea Beach Resort - Marriott, Maui
A staircase with a view of a garden, palm trees, and a bridge.
A balcony with a view of the ocean and sunset.
A resort with a large swimming pool, palm trees, and a view of the ocean.
A spacious lobby with a curved wooden arch, seating areas, and a bar.

6. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
James
26.408.404 ₫
33.165.103 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Fairmont Kea Lani Maui
A two-story hotel with a waterfall, lush greenery, and a balcony overlooking the water.
A tropical resort with a pool, palm trees, and a beach view.
A spacious lounge with a long wooden table, comfortable seating, and large windows offering a view of the ocean and palm trees.
A spacious bedroom with a large bed, a ceiling fan, a view of the ocean, and a dining area with a view.

7. Four Seasons Resort Lanai

Four Seasons Resort Lanai
Lanai City
United States
Jeffrey
26.191.320 ₫
31.092.240 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Four Seasons Resort Lanai
A serene outdoor pool area with a wooden deck and seating, surrounded by lush greenery and palm trees.
A serene garden with a pond, lush greenery, and a wooden building with large windows.
A resort with a waterfall, lush greenery, and a covered outdoor seating area.
A spacious room with a large window, a sofa, a dining table, and a decorative frog statue.

8. Sensei Lanai, A Four Seasons Resort

Sensei Lanai, A Four Seasons Resort
Lanai City
United States
Marie Dianne
Sensei Lanai, A Four Seasons Resort
A poolside area with a fire pit, lounge chairs, and umbrellas.
A spacious indoor area with a high ceiling, large windows, and a view of the ocean.
A bar area with a view of palm trees and the ocean at sunset.
A room with a view of the ocean and lush greenery.

9. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Rashonner
23.312.868 ₫
29.214.495 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Hotel Wailea Maui
A spacious living area with a high ceiling, a dining set, and a sofa facing a large window overlooking the ocean at sunset.
A coastal golf course with a view of the ocean, a clear sky, and a golfer on the green.
A sunset view with palm trees and an infinity pool.
A resort with multiple buildings, a swimming pool, and a beachfront.

10. The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui
Lahaina
United States
John
27.963.364 ₫
38.887.541 ₫ total
includes taxes & fees
14 Nov - 15 Nov
The Resort at Kapalua Bay, Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.
A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.
A golf course with a pond, trees, and a view of the ocean.
A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies.

11. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
44.606.101 ₫
54.634.225 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Ho‘olei Villas at Grand Wailea
A resort with multiple bungalow-style buildings, a swimming pool, and a beach.
A beachfront property with a large tree, a well-maintained lawn, and a view of the ocean.
A resort with a beach, a swimming pool, and a large building.
A hotel room with a large bed, a desk with a chair, a view of the ocean, and a balcony with a hanging light fixture.

12. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
Lahaina
United States
AURA MARINA
8.046.918 ₫
10.937.091 ₫ total
includes taxes & fees
7 Nov - 8 Nov
Royal Lahaina Bungalows & Spa
A staircase with a view of a garden, palm trees, and a bridge.
A spacious outdoor lounge area with multiple seating options, including sofas and chairs, surrounded by lush greenery and architectural features like arches and a pergola.
A resort with multiple buildings, a swimming pool, and a view of the ocean.
A resort with multiple swimming pools, palm trees, and a view of the ocean.

13. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
67.614.844 ₫
82.082.192 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Fairmont Kea Lani Maui Villa Experience
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 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.

14. 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 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.

15. 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 pool area with a hot tub, lounge chairs, and palm trees.
A golf course with a water body, trees, and a distant mountain.
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.
Hiking

16. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
24.430.278 ₫
44.609.362 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Villa, Garden View, 2-bedroom
A room with a large glass door leading to a balcony with a view of the ocean and palm trees.
A spacious living area with a large window overlooking the ocean, a ceiling fan, and a wooden floor.
A spacious living area with a view of the ocean, a dining area, and a kitchen.
A resort with a swimming pool, palm trees, and ocean views.

17. Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
Kapalua
United States
Mariana
9.645.926 ₫
24.164.826 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Kapalua Bay Villas Resort by KBM
A resort with a pool, outdoor seating, and a view of the ocean.
A modern living room with a large TV, a dining area, and a kitchen.
A hotel with multiple balconies, a swimming pool area, and palm trees.
A modern kitchen with a large island, stainless steel appliances, and bar stools.

18. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
Central Kihei
United States
Shirley
Aloha Chic Penthouse Vistas
A rooftop terrace with a view of the ocean, palm trees, and outdoor seating.
A living room with a sofa, coffee table, TV, and a ceiling fan.
A modern living room with a sofa, coffee table, and a decorative lamp.
View from room

19. Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
Kaanapali
Hale Ona Loa HOL-102 by KBM
A modern kitchen with white cabinets, stainless steel appliances, and a large island.
A modern kitchen with white marble countertops, wooden flooring, and large windows offering a view of the outdoors.
A kitchen with a large window offering a view of a tropical landscape, a coffee maker, and a sink.
A modern kitchen with white cabinets, a large marble island, stainless steel appliances, and wicker pendant lights.

20. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
Wailea
United States
Maryna
Wailea Luxury Hilltop Resort 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 Olowalu.
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI
5.714.478 ₫
8.168.464 ₫ total
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,913 reviews)
Royal Lahaina Resort & Bungalows
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

200 Nohea Kai Dr Lahaina HI
11.382.307 ₫
15.142.800 ₫ total
30 Oct - 31 Oct
includes taxes & fees
Hyatt Regency Maui Resort & Spa
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

2605 Kaanapali Pkwy Lahaina HI
9.096.516 ₫
12.490.712 ₫ total
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Sheraton Maui Resort & Spa
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A person relaxing on a beach under a tree with a view of the sea and distant mountains.
Photo by Rachel Elyse

Top Olowalu Hotel Reviews

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"We were here with our adult children for a family trip and really enjoyed the pools, spa, Spago, the complementary car service and every employee we came in contact with! A great trip!"
Quinn 5-night trip
Posted 11 days ago
Four Seasons Resort Maui at Wailea

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Olowalu?
There are a variety of pricing options for a 5-star hotel in Olowalu on Expedia. The amount you pay will depend on when you want to travel, trip length and other factors. Compare all of the available accommodation for your preferred dates and use our pricing and other filters to discover the ideal high-end stay.
  • Search for the lowest price per night from 8.168.464 ₫
What makes a hotel 5 stars in Olowalu?
Impeccable guest service is the defining feature of every 5-star hotel in Olowalu. From the second you arrive, staff ensure your every need is met, whether arranging customised tours or providing a turn-down service. In addition, hotels must offer upscale conveniences to be eligible for a 5-star rating. These can include luxury bathrobes, saunas or spas, pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Olowalu?
Find a luxury getaway that includes your lodging, meals, drinks and entertainment in Olowalu with our filter tool. Search for properties with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the purchase price. That way, you're ready to take advantage of the premium perks on offer from the moment you get there.

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