Photo by Claire Houston

Find 5 Star Hotels in Olowalu, HI from SAR 2,232

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Check availability on Olowalu 5 Star Hotels

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

Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1006)
"Spent our honeymoon here, and it was everything we dreamed of and then some! Beautiful views, amazing staff, the ocean! We didn’t want to leave and can’t wait to go back! Thank you to everyone at the Grand Wailea for an amazing time! Mahalo! The Foster’s"
The price is SAR 3,373
SAR 4,185 total
includes taxes & fees
1 Apr - 2 Apr
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1005)
"Very enjoyable experience, we stayed on the Club Level and felt the perks were worth it."
The price is SAR 2,795
SAR 3,297 total
includes taxes & fees
1 Apr - 2 Apr
Four Seasons Resort Maui at Wailea
The Ritz-Carlton Maui, Kapalua
3 outdoor pools, cabanas (surcharge), sun loungers

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1008)
"Amazing hotel with amazing service! I left my jackets behind and they FedEx it back to me for free! Thank you."
The price is SAR 3,748
SAR 4,627 total
includes taxes & fees
11 Mar - 12 Mar
The Ritz-Carlton Maui, Kapalua
Four Seasons Resort Lanai
Lanai

Four Seasons Resort Lanai

5.0 star property
9.8 out of 10, Exceptional, (213)
"Very good hotel. Recommend for everyone who can afford it)"
The price is SAR 4,502
SAR 5,311 total
includes taxes & fees
13 Mar - 14 Mar
Four Seasons Resort Lanai
Sensei Lanai, A Four Seasons Resort
Breakfast, lunch, dinner served; alfresco dining

Sensei Lanai, A Four Seasons Resort

5.0 star property
9.8 out of 10, Exceptional, (126)
"Amazing property - one of the best we’ve ever stayed at!"
Sensei Lanai, A Four Seasons Resort
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1002)
"I can’t recommend Hotel Wailea enough! From the moment we arrived to the moment we left, we had an absolutely spectacular stay. Everyone was friendly and accommodating and helpful. The hotel itself is magical. The suites are private and so well equipped and decorated beautifully. My husband loved the fact that he could ask for more cookies on demand. Sometimes it’s the little things. Being an adult only resort was the main attraction for us but once we arrived, we realized there was so much more...
The price is SAR 3,935
SAR 4,864 total
includes taxes & fees
25 Mar - 26 Mar
Hotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay
On the beach, beach towels, snorkeling, surfing

Montage Kapalua Bay

5.0 star property
9.8 out of 10, Exceptional, (195)
"I liked everything except the dining service. The staff was unfriendly and rude. They should not work there.- they kept us in the bar in excess of 15 minutes even after 4 tables had been open We had to walk over to tell them that tables had been open. "
The price is SAR 4,337
SAR 5,380 total
includes taxes & fees
10 Apr - 11 Apr
Montage Kapalua Bay
Ho‘olei Villas at Grand Wailea
Outdoor pool, sun loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (39)
"Best property in Maui "
The price is SAR 10,764
SAR 12,940 total
includes taxes & fees
5 Apr - 6 Apr
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
View from property

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (5)
"It’s a decent hotel to stay for the family."
The price is SAR 11,317
SAR 13,570 total
includes taxes & fees
9 Apr - 10 Apr
Fairmont Kea Lani Maui Villa Experience
Wailea Luxury Hilltop Resort Vistas
Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

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
Oceanfront Kihei Paradise Vistas
Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, sun loungers

Oceanfront Kihei Paradise Vistas

5.0 star property
10.0 out of 10, Exceptional, (1)
Oceanfront Kihei Paradise Vistas
Centrally Located Elegant Vistas
Luxury Condo | Balcony

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
Outdoor pool, pool umbrellas, sun loungers

2 2 Oceanview Modern Resort Vistas

5.0 star property
2 2 Oceanview Modern Resort Vistas
Upscale Luxurious Ocean Resort Vistas
BBQ/picnic area

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.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI
The price is SAR 4,047 per night from Apr 2 to Apr 3
SAR 4,047
SAR 4,995 total
includes taxes & fees
2 Apr - 3 Apr
9.4/10 Exceptional! (1,005 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 2,232

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.