Photo by Claire Houston

Find 5 Star Hotels in Olowalu, HI from AED 2,401

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Check availability on Olowalu 5 Star Hotels

Tonight
1 Feb - 2 Feb
Tomorrow
2 Feb - 3 Feb
Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb

Compare Olowalu 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Grand Wailea Maui, A Waldorf Astoria Resort
Exterior

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1004)
"Great services"
The price is AED 3,375
AED 4,184 total
includes taxes & fees
2 Feb - 3 Feb
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Exterior

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1003)
"Generally speaking, we had a fabulous time at this property. My husband and I were there for a baby moon, and everything went really smoothly. The concierge booked all of our dinners for us. Everywhere we had food was impeccable. All of the food on the property was impeccable. We did book a Mountain View room, and I will say that being right next to the Pickleball courts is not ideal and we were awoken every morning by the sound of Pickleball at about 730 or the sound of workers who were...
The price is AED 2,644
AED 3,119 total
includes taxes & fees
4 Feb - 5 Feb
Four Seasons Resort Maui at Wailea
The Ritz-Carlton Maui, Kapalua
View from property

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1002)
"very good"
The price is AED 3,265
AED 4,054 total
includes taxes & fees
28 Feb - 1 Mar
The Ritz-Carlton Maui, Kapalua
Sensei Lanai, A Four Seasons Resort
Interior

Sensei Lanai, A Four Seasons Resort

5.0 star property
9.8 out of 10, Exceptional, (124)
" I had an incredible experience at Lanai Sensei Four Seasons Hotel. The atmosphere is wonderfully quiet and peaceful, surrounded by stunning natural beauty. The range of activities and classes offered is truly impressive, catering to both physical and mental well-being. It’s the perfect place to rejuvenate your soul. One of my favorite highlights was the hot tub—it was so relaxing and thoughtfully designed. The food was also excellent, with a variety of delicious and healthy options to choose...
Sensei Lanai, A Four Seasons Resort
Four Seasons Resort Lanai
Lobby

Four Seasons Resort Lanai

5.0 star property
9.8 out of 10, Exceptional, (210)
"Very good hotel. Recommend for everyone who can afford it)"
The price is AED 4,830
AED 5,697 total
includes taxes & fees
2 Mar - 3 Mar
Four Seasons Resort Lanai
Hotel Wailea, Relais & Chateaux - Adults Only
Pool

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (997)
"Hotel Wailea is a gem! Beautiful grounds and stunning architectural designs! Impeccable service and attention to guest needs. No better hotel in Maui!"
The price is AED 3,853
AED 4,761 total
includes taxes & fees
2 Feb - 3 Feb
Hotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay
Exterior

Montage Kapalua Bay

5.0 star property
9.8 out of 10, Exceptional, (194)
"Our stay was amazing! I can’t say enough great things about the accommodations and the staff. The only thing I had a hard time with was the valet parking. The constant in and out every time you just want to stop by for an hour to change for dinner or something is a hassle with dropping the car off and requesting it again. Other than that it was fabulous!"
The price is AED 4,606
AED 5,692 total
includes taxes & fees
28 Feb - 1 Mar
Montage Kapalua Bay
Ho‘olei Villas at Grand Wailea
Pool

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (38)
"Best property in Maui "
The price is AED 6,857
AED 8,327 total
includes taxes & fees
23 Feb - 24 Feb
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
Exterior

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (4)
"It’s a decent hotel to stay for the family."
The price is AED 10,705
AED 12,844 total
includes taxes & fees
8 Feb - 9 Feb
Fairmont Kea Lani Maui Villa Experience
Oceanfront Kihei Paradise Vistas
Living area

Oceanfront Kihei Paradise Vistas

5.0 star property
10.0 out of 10, Exceptional, (1)
Oceanfront Kihei Paradise Vistas
Wailea Luxury Hilltop Resort Vistas
Beach/ocean view

Wailea Luxury Hilltop Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (1)
"We loved staying here! The property is lovely and the lanai was perfect for sunsets. It has everything you need and you can walk anywhere you need to go. Will be back! "
Wailea Luxury Hilltop Resort Vistas
Centrally Located Elegant Vistas
Pool

Centrally Located Elegant Vistas

5.0 star property
10.0 out of 10, Exceptional, (1)
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"
Centrally Located Elegant Vistas
2 2 Oceanview Modern Resort Vistas
Exterior

2 2 Oceanview Modern Resort Vistas

5.0 star property
2 2 Oceanview Modern Resort Vistas
Upscale Luxurious Ocean Resort Vistas
Pool

Upscale Luxurious Ocean Resort Vistas

5.0 star property
Upscale Luxurious Ocean 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.
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy, Lahaina, HI
The price is AED 2,401 per night from Feb 27 to Feb 28
AED 2,401
AED 3,044 total
includes taxes & fees
27 Feb - 28 Feb
8.8/10 Excellent! (678 reviews)
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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.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Olowalu?
How much you pay for a 5-star hotel in Olowalu depends on factors like when you plan to travel and the length of your vacation. Our top tip for landing the best deal? Use our pricing filters to compare the available accommodations for your preferred dates.

  • Search for the lowest price per night from AED 2,401

What makes a hotel 5 stars in Olowalu?
From gourmet dining venues and fitness centers to pools and superior bedding, the 5-star experience in Olowalu is all about luxury and relaxation. But it calls for more than just top-notch amenities to get a 5-star rating. Hotels must also provide exceptional guest-centric services like in-room massages, dry cleaning and laundry and concierge services.
Are there any 5-star all-inclusive resorts in Olowalu?
Use our filter tool to find a high-end retreat in Olowalu where most of what you need is included in the price. After your initial search, refine your results for hotels that have a rating of 5 stars and are listed as “All inclusive.” The most important thing on the agenda at these stays? Pure enjoyment and indulgence.
Are there any 5-star vacation rentals in Olowalu?
You won’t find any 5-star vacation rentals in Olowalu on our site, but there are a few other top-rated options worth looking into. Browse our vacation rentals in Olowalu to book the perfect place for your getaway.