Photo by Claire Houston

5 Star Hotels in Olowalu, Hawaii

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Check availability on Olowalu 5 Star Hotels

Top Olowalu 5 Star Hotels

Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1002)
"One of the best resorts in Hawaii "
The price is €766
includes taxes & fees
19 Jun - 20 Jun
Four Seasons Resort Maui at Wailea
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, (1002)
"Absolutely gorgeous resort. Their garden is out of this world and stunning. Their waterfall pool is beautiful along with their restaurants and beach. Best resort in Maui for sure. A+++++"
The price is €1,027
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
9.2 out of 10, Wonderful, (1001)
"Excellent hotel and staff. "
The price is €1,020
includes taxes & fees
16 Jun - 17 Jun
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)
"My family and I enjoyed staying at this property. "
The price is €884
includes taxes & fees
14 Jul - 15 Jul
Fairmont Kea Lani Maui
Four Seasons Resort Lanai
Lanai

Four Seasons Resort Lanai

5.0 star property
9.8 out of 10, Exceptional, (215)
"Very good hotel. Recommend for everyone who can afford it)"
The price is €1,287
includes taxes & fees
13 Jul - 14 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 €819
includes taxes & fees
6 Jul - 7 Jul
Hotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay
On the beach, beach towels, snorkelling, surfing

Montage Kapalua Bay

5.0 star property
9.6 out of 10, Exceptional, (200)
"Beautiful resort!"
The price is €1,226
includes taxes & fees
6 Jul - 7 Jul
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, (41)
"Best property in Maui "
The price is €2,987
includes taxes & fees
20 Jun - 21 Jun
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 €3,532
includes taxes & fees
8 Jul - 9 Jul
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, (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
Wailea Luxury Hilltop Resort Vistas
Luxury Apartment | Private kitchen

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, (1)
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
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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 €628 per night from 22 Jun to 23 Jun
€628
22 Jun - 23 Jun
includes taxes & fees
9/10 Wonderful! (826 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?
The amount you pay for a 5-star hotel in Olowalu depends on things like when you want to go and the length of your getaway. An insider tip for landing the best deal? Use our pricing filters to check out all of the available accommodation for your preferred dates.

  • Search for the lowest price per night from €296

What makes a hotel 5 stars in Olowalu?
Flawless guest service is the hallmark of every 5-star hotel in Olowalu. From the minute you step through the door, staff attend to your every need, whether answering room service calls 24/7 or providing a turn-down service. What’s more, hotels must feature superior amenities to qualify for a 5-star rating. These can include luxury toiletries, spa facilities, swimming pools, gourmet kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Olowalu?
Use Expedia’s filter tool to find a luxury getaway in Olowalu where everything you need is included in the price. After your initial search, refine your results for accommodation that have a rating of 5 stars and are listed as “All inclusive.” The most important thing to look forward to at these stays? Pure relaxation and indulgence.