Photo by Claire Houston

Compare and book 5 Star hotels in Olowalu, Hawaii

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Check availability on Olowalu 5 Star Hotels

Tonight
5 Jul - 6 Jul
Tomorrow
6 Jul - 7 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Top Olowalu 5 Star Hotels

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, (1000)
"Amazing stay and service. Four Seasons always exceeded our expectations. Beautiful resort with nice beaches and pools. Family loved it."
The price is 19.504.100 ₫
23.007.427 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
7 restaurants, breakfast served

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1001)
"We had the best time! The property is absolutely gorgeous and the weather was perfect. "
The price is 25.106.620 ₫
31.056.171 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Grand Wailea Maui, A Waldorf Astoria Resort
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, (1002)
"Excellent hotel and staff. "
The price is 24.713.920 ₫
30.851.592 ₫ total
includes taxes & fees
7 Jul - 8 Jul
The Ritz-Carlton Maui, Kapalua
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Great place for family."
The price is 21.118.097 ₫
26.455.427 ₫ total
includes taxes & fees
16 Jul - 17 Jul
Fairmont Kea Lani Maui
Four Seasons Resort Lanai
Lanai

Four Seasons Resort Lanai

5.0 star property
9.8 out of 10, Exceptional, (216)
"Very good hotel. Recommend for everyone who can afford it)"
The price is 28.667.100 ₫
33.816.284 ₫ total
includes taxes & fees
17 Jul - 18 Jul
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, (134)
"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 20.731.651 ₫
25.999.567 ₫ total
includes taxes & fees
13 Jul - 14 Jul
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 29.164.520 ₫
37.499.326 ₫ total
includes taxes & fees
6 Aug - 7 Aug
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 75.111.991 ₫
90.302.166 ₫ total
includes taxes & fees
11 Jul - 12 Jul
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 66.736.747 ₫
80.261.029 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Fairmont Kea Lani Maui Villa Experience
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
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, (2)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
2 2 Oceanview Modern Resort 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, (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
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.
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy, Lahaina, HI
The price is 14.713.160 ₫ per night from 1 Aug to 2 Aug
14.713.160 ₫
18.869.141 ₫ total
1 Aug - 2 Aug
includes taxes & fees
9/10 Wonderful! (849 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

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 6.955.502 ₫

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.