Photo by Claire Houston

Find 5 Star Hotels in Olowalu, HI from SAR 1,829

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

Four Seasons Resort Maui at Wailea
Exterior

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1030)
"The staff is very friendly and dining options are amazing! The resort has so many complimentary activities to participate, would be visiting again."
The price is SAR 2,986
SAR 3,522 total
includes taxes & fees
30 Nov - 1 Dec
Four Seasons Resort Maui at Wailea
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, (1158)
"Very nice resort and everyone was super friendly "
The price is SAR 2,963
SAR 3,702 total
includes taxes & fees
1 Dec - 2 Dec
Grand Wailea Maui, A Waldorf Astoria Resort
The Ritz-Carlton Maui, Kapalua
Outdoor pool

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1053)
"Had a wonderful stay for our anniversary and we definitely will be back! The service was impeccable and everyone was SO friendly wherever we went in the hotel, even the housekeeping when passing in the halls. It's so rare these days, even in top hotels. Breakfast was a little overpriced for the ala carte menu, but the food in every restaurant was very good. Had the best massage of my life at the spa (Holly is AMAZING) and wished we had planned to spend more time there. Have stayed at other...
The price is SAR 2,700
SAR 3,392 total
includes taxes & fees
1 Dec - 2 Dec
The Ritz-Carlton Maui, Kapalua
Four Seasons Resort Lanai
Lobby

Four Seasons Resort Lanai

5.0 star property
9.8 out of 10, Exceptional, (204)
"The staff were amazing and our room was spotless. Everything was walkable and the scenery was surreal."
The price is SAR 4,695
SAR 5,538 total
includes taxes & fees
2 Dec - 3 Dec
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, (981)
"Great place to rest and enjoy the island. Very quiet and relaxed place. The only down side would be very limited dining option in the resort. Restaurants are very, very expensive but they do not offer many options for dining. Not a great kind of restaurant for a hotel resort. You can go once maybe twice and eat, and you already tried everything on the menu. Two person dinner at least $450 and breakfast at least $150-$200 which is just too crazy. "
The price is SAR 3,902
SAR 4,825 total
includes taxes & fees
5 Dec - 6 Dec
Hotel Wailea, Relais & Chateaux - Adults Only
Sensei Lanai, A Four Seasons Resort
Interior

Sensei Lanai, A Four Seasons Resort

5.0 star property
9.8 out of 10, Exceptional, (123)
"The staff was so friendly and accommodating it made our stay so wonderful. The grounds are well maintained and so beautiful it was very relaxing. The resort lived up to the hype. I would definitely stay there again. "
Sensei Lanai, A Four Seasons Resort
Montage Kapalua Bay
Exterior

Montage Kapalua Bay

5.0 star property
9.8 out of 10, Exceptional, (193)
"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 SAR 4,676
SAR 5,780 total
includes taxes & fees
9 Dec - 10 Dec
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, (37)
"Best property in Maui "
The price is SAR 5,880
SAR 7,180 total
includes taxes & fees
9 Dec - 10 Dec
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 SAR 7,914
SAR 9,556 total
includes taxes & fees
16 Dec - 17 Dec
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)
"very nice place and location 🤗"
Wailea Luxury Hilltop Resort Vistas
Upscale Luxurious Ocean Resort Vistas
Pool

Upscale Luxurious Ocean Resort Vistas

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

2 2 Oceanview Modern Resort Vistas

5.0 star property
2 2 Oceanview Modern Resort Vistas
Centrally Located Elegant Vistas
Pool

Centrally Located Elegant Vistas

5.0 star property
"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
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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.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI
The price is SAR 2,232 per night from Dec 4 to Dec 5
SAR 2,232
SAR 2,854 total
includes taxes & fees
4 Dec - 5 Dec
9.2/10 Wonderful! (999 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 SAR 1,829

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.