Photo by Claire Houston

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Check availability on Olowalu 5 Star Hotels

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sep - 7 Sep

Top Olowalu 5 Star Hotels

Our top choices for Olowalu 5-star hotels

The Ritz-Carlton Maui, Kapalua
3 outdoor pools, pool cabanas (surcharge), pool loungers

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.0 out of 10, Wonderful, (1003)
"The staff is very attentive and friendly."
The price is 21.323.622 ₫
26.863.879 ₫ total
includes taxes & fees
5 Sept - 6 Sept
The Ritz-Carlton Maui, Kapalua
Grand Wailea Maui, A Waldorf Astoria Resort
9 outdoor pools, pool cabanas (surcharge), pool loungers

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1002)
"Good food great area "
The price is 18.345.959 ₫
23.351.367 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Beautiful resort "
The price is 21.485.724 ₫
26.899.585 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1002)
"This was an exceptional property and we literally had the most amazing stay. Staff were attentive and all car journies were complkmentary. "
The price is 21.745.350 ₫
25.651.251 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Four Seasons Resort Maui at Wailea
Four Seasons Resort Lanai
Lanai

Four Seasons Resort Lanai

5.0 star property
9.8 out of 10, Exceptional, (219)
"Absolutely a wonderful experience, fabulous staff and amenities!"
The price is 35.187.930 ₫
41.508.386 ₫ total
includes taxes & fees
19 Sept - 20 Sept
Four Seasons Resort Lanai
Sensei Lanai, A Four Seasons Resort
Breakfast, lunch, dinner served; al fresco dining

Sensei Lanai, A Four Seasons Resort

5.0 star property
9.8 out of 10, Exceptional, (135)
"great stay, great experience"
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, (1001)
"This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again."
The price is 23.507.382 ₫
29.284.529 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Hotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay
On the beach, beach towels, snorkelling, surfing

Montage Kapalua Bay

5.0 star property
9.8 out of 10, Exceptional, (201)
"Super nice "
The price is 26.358.000 ₫
33.890.742 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Montage Kapalua Bay
Ho‘olei Villas at Grand Wailea
Outdoor pool, pool loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (42)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
The price is 53.373.369 ₫
64.670.401 ₫ total
includes taxes & fees
28 Aug - 29 Aug
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 50.835.357 ₫
61.513.882 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Fairmont Kea Lani Maui Villa Experience
2 2 Oceanview Modern Resort Vistas
Outdoor pool, pool umbrellas, pool loungers

2 2 Oceanview Modern Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (4)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
2 2 Oceanview Modern Resort Vistas
Wailea Luxury Hilltop Resort Vistas
Luxury Apartment | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Wailea Luxury Hilltop Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
Wailea Luxury Hilltop Resort 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
Oceanfront Kihei Paradise Vistas
Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, pool loungers

Oceanfront Kihei Paradise Vistas

5.0 star property
10.0 out of 10, Exceptional, (2)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
Oceanfront Kihei Paradise Vistas
Upscale Luxurious Ocean Resort Vistas
BBQ/picnic Area

Upscale Luxurious Ocean Resort Vistas

5.0 star property
Upscale Luxurious Ocean Resort Vistas
Honua Kai Hokulani Collection by KBM - 3 Units on same floor (515/520/524)
Condo (5 Bedrooms) | Living room | TV

Honua Kai Hokulani Collection by KBM - 3 Units on same floor (515/520/524)

5.0 star property
Honua Kai Hokulani Collection by KBM - 3 Units on same floor (515/520/524)
Honua Kai Hokulani Collection by KBM - 4 Units on same floor (515/520/524/529)
Condo (Multiple Bedrooms) | Living room | TV

Honua Kai Hokulani Collection by KBM - 4 Units on same floor (515/520/524/529)

5.0 star property
Honua Kai Hokulani Collection by KBM - 4 Units on same floor (515/520/524/529)
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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.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr, Kihei, HI
The price is 20.453.808 ₫ per night from 23 Sept to 24 Sept
20.453.808 ₫
25.675.198 ₫ total
23 Sept - 24 Sept
includes taxes & fees
9.2/10 Wonderful! (997 reviews)
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Learn more about Olowalu

Trip time! Discover the local cuisine and beaches in romantic Olowalu.

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Photo by Claire Houston
Open Photo by Claire Houston

Top Olowalu Hotel Reviews

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 5.408.662 ₫

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.