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Our top choices for Olowalu 5-star hotels

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,016 reviews)
"Great hotel. Had an awesome stay and staff was very friendly. Beautiful property and love that you could walk right onto the beach from the resort."
United States
Dustin
The price is 21.706.013 ₫
27.474.634 ₫ total
includes taxes & fees
2 Jul - 3 Jul
Grand Wailea Maui, A Waldorf Astoria Resort

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,001 reviews)
"Wonderful Hotel Great restaurants staffed by true professionals "
United States
John
The price is 24.862.950 ₫
31.233.084 ₫ total
includes taxes & fees
8 Jul - 9 Jul
Four Seasons Resort Maui at Wailea

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,005 reviews)
"The resort was excellent and made for a great trip!"
United States
Ed
The price is 29.703.990 ₫
36.823.961 ₫ total
includes taxes & fees
25 Jun - 26 Jun
Fairmont Kea Lani Maui

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.2 out of 10, Wonderful, (1,004 reviews)
"Our stay was wonderful, "
United States
Christopher
The price is 23.652.690 ₫
29.921.334 ₫ total
includes taxes & fees
28 Jun - 29 Jun
The Ritz-Carlton Maui, Kapalua

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,002 reviews)
"We had a good time. Comfortable hotel. "
United States
andrea
The price is 21.021.690 ₫
26.517.031 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Hotel Wailea, Relais & Chateaux - Adults Only

Four Seasons Resort Lanai

Four Seasons Resort Lanai
5.0 star property
Lanai City
9.8 out of 10, Exceptional, (227 reviews)
"Beautiful property. Fabulous service. If you want stay in a nice hotel in Lana’i, this is the only game in town. "
United States
Nicholas
The price is 31.572.000 ₫
37.479.754 ₫ total
includes taxes & fees
11 Jul - 12 Jul
Four Seasons Resort Lanai

Sensei Lanai, A Four Seasons Resort

Sensei Lanai, A Four Seasons Resort
5.0 star property
Lanai City
9.8 out of 10, Exceptional, (145 reviews)
"The spa was the best one I have ever been to. Great amenities, and gorgeous place overall. The staff was incredibly kind. Would love to be back"
United States
Andrea
Sensei Lanai, A Four Seasons Resort

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (47 reviews)
"Womderful home, terrific service, access to hotel amenities was key."
United States
ALAN
The price is 56.071.346 ₫
68.270.408 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Ho‘olei Villas at Grand Wailea

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.2 out of 10, Very good, (16 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is 9.303.216 ₫
12.440.570 ₫ total
includes taxes & fees
19 Jun - 20 Jun
Royal Lahaina Bungalows & Spa

The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui
5.0 star property
Lahaina
9.6 out of 10, Exceptional, (212 reviews)
"Beautiful setting, views, rooms and spa"
Canada
Rachel
The price is 33.650.490 ₫
45.725.371 ₫ total
includes taxes & fees
7 Jul - 8 Jul
The Resort at Kapalua Bay, Maui

2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
9.8 out of 10, Exceptional, (9 reviews)
"Beautifully renovated. Everything you need to enjoy the beach is there for you to use."
United States
Carrie
2 2 Oceanview Modern Resort Vistas

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is 118.368.690 ₫
142.062.500 ₫ total
includes taxes & fees
11 Jul - 12 Jul
Fairmont Kea Lani Maui Villa Experience

Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2 reviews)
"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. "
United States
Mae
Oceanfront Kihei Paradise Vistas

Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (4 reviews)
"Condo was very well stocked and very clean. Thank you for great accommodations."
United States
Shirley
Aloha Chic Penthouse Vistas

Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
5.0 star property
Kapalua
Kapalua Bay Villas Resort by KBM

Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"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!"
United States
Edwin
Centrally Located Elegant Vistas

Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
5.0 star property
Kaanapali
The price is 29.917.706 ₫
48.415.189 ₫ total
includes taxes & fees
19 Jun - 20 Jun
Hale Ona Loa HOL-102 by KBM

Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (2 reviews)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas

Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas

Honua Kai Konea Collection by KBM - 3 Units on same floor (201/203/209)

Honua Kai Konea Collection by KBM - 3 Units on same floor (201/203/209)
5.0 star property
Kaanapali
Honua Kai Konea Collection by KBM - 3 Units on same floor (201/203/209)
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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 17.230.945 ₫

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.