5 Stars Hotels in Wailuku, Hawaii from CA $500

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Check availability on Wailuku 5 Star Hotels

Tonight
May 1 - May 2
Tomorrow
May 2 - May 3
This weekend
May 1 - May 3
Next weekend
May 8 - May 10

Our top choices for Wailuku 5-star hotels

9 outdoor pools, cabanas (surcharge), sun loungers

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, (1,000 reviews)
"Perfect location for day drinking "
United States
William
The price is CA $1,213
CA $1,528 total
includes taxes & fees
Jun 2 - Jun 3
Grand Wailea Maui, A Waldorf Astoria Resort
Exterior detail

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful place"
United States
Laci
The price is CA $1,507
CA $1,870 total
includes taxes & fees
Jun 1 - Jun 2
Fairmont Kea Lani Maui
3 outdoor pools, cabanas (surcharge), sun loungers

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.2 out of 10, Wonderful, (1,000 reviews)
"Awesome resort!!!"
United States
Clifford
The price is CA $1,221
CA $1,545 total
includes taxes & fees
May 17 - May 18
The Ritz-Carlton Maui, Kapalua
Property grounds

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 CA $1,148
CA $1,363 total
includes taxes & fees
May 25 - May 26
Four Seasons Resort Maui at Wailea
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,000 reviews)
"We had a good time. Comfortable hotel. "
United States
andrea
The price is CA $1,050
CA $1,327 total
includes taxes & fees
May 19 - May 20
Hotel Wailea, Relais & Chateaux - Adults Only
Aerial view

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.6 out of 10, Excellent, (14 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is CA $500
CA $666 total
includes taxes & fees
May 17 - May 18
Royal Lahaina Bungalows & Spa
Restaurant

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (46 reviews)
"This was a beautiful villa across the street from the grand wailea. Booking included full use of the resort, which was excellent. Included was a shuttle service with uber-like app that we could use to go anywhere within a 1 mile radius. This was a great stay"
United States
Daniel
The price is CA $2,308
CA $2,828 total
includes taxes & fees
May 8 - May 9
Ho‘olei Villas at Grand Wailea
Balcony

2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
9.8 out of 10, Exceptional, (8 reviews)
"The condo was very clean, loved all of the decor, was very beautiful. Had everything you could possibly need in kitchen and bathrooms. Would definitely stay again! Everyone we talked to was very nice and helpful! "
United States
Paulina
2 2 Oceanview Modern Resort Vistas
Ohia Lehua 4-Bedroom, Residence, Ocean View | Living room

The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui
5.0 star property
Lahaina
9.6 out of 10, Exceptional, (211 reviews)
"Even though we booked under the montage name, the hotel met all standards even with new ownership. The property itself is one of the most magical places we have been. We are very excited to come back in the future with our family. "
United States
Olivia
The price is CA $1,737
CA $2,360 total
includes taxes & fees
May 23 - May 24
The Resort at Kapalua Bay, Maui
Condo (1 Bedroom)

Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
5.0 star property
Kapalua
The price is CA $2,026
CA $2,966 total
includes taxes & fees
May 10 - May 11
Kapalua Bay Villas Resort by KBM
View from property

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 CA $4,616
CA $5,560 total
includes taxes & fees
Jun 1 - Jun 2
Fairmont Kea Lani Maui Villa Experience
Luxury Apartment, Ocean View | Living area

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
Luxury Apartment | Beach/ocean view

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
BBQ/picnic area

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
Luxury Condo | Living area

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
Condo (1 Bedroom) | Pool

Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
5.0 star property
Kaanapali
The price is CA $597
CA $1,270 total
includes taxes & fees
May 3 - May 4
Hale Ona Loa HOL-102 by KBM
Luxury Apartment, 2 Bedrooms, Kitchen, Ocean View | Living area

Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas
Condo (Multiple Bedrooms) | Pool

Honua Kai Hokulani Collection by KBM - 3 Units on same floor (201/203/204)

Honua Kai Hokulani Collection by KBM - 3 Units on same floor (201/203/204)
5.0 star property
Kaanapali
Honua Kai Hokulani Collection by KBM - 3 Units on same floor (201/203/204)
Condo (4 Bedrooms) | Front of property

Honua Kai Hokulani 2 Free Rental Cars KBM Resorts Front Of Resort W Bbq 2 Units, 4 Bedrooms Ml-1868

Honua Kai Hokulani 2 Free Rental Cars KBM Resorts Front Of Resort W Bbq 2 Units, 4 Bedrooms Ml-1868
5.0 star property
Kaanapali
Honua Kai Hokulani 2 Free Rental Cars KBM Resorts Front Of Resort W Bbq 2 Units, 4 Bedrooms Ml-1868
Condo (3 Bedrooms) | Property entrance

KBM Resorts Free CAR Luxury Oceanfront Villa in the Resort at Kapalua Bay Private Lanai and BBQ Mon-5203

KBM Resorts Free CAR Luxury Oceanfront Villa in the Resort at Kapalua Bay Private Lanai and BBQ Mon-5203
5.0 star property
Kapalua
KBM Resorts Free CAR Luxury Oceanfront Villa in the Resort at Kapalua Bay Private Lanai and BBQ Mon-5203
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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 Wailuku.
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI
The price is CA $891 per night from May 29 to May 30
CA $891
CA $1,136 total
May 29 - May 30
includes taxes & fees
9.2/10 Wonderful! (1,004 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.

Learn more about Wailuku

Nestled in Maui's heart, this historic town charms with its plantation-era buildings and laid-back vibe. Hike the 'Iao Valley State Park's lush trails, then explore local art galleries and savour Hawaiian cuisine at family-run eateries.

See all hotels in Wailuku
Photo by Hawaii Visitors and Convention Bureau
Open Photo by Hawaii Visitors and Convention Bureau

Top Wailuku Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

8/10 Good
"Cleaning service was slow"
george 6-night trip
Posted 3 days ago
Grand Wailea Maui, A Waldorf Astoria Resort

Find out more about Wailuku

Five Star Hotels in Wailuku

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Wailuku so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Wailuku and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Wailuku

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Wailuku

The results are in, and Wailuku 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Wailuku! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Wailuku today and settle down in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Wailuku?
How much you pay for a 5-star hotel in Wailuku depends on factors like when you plan to travel and the length of your stay. An insider tip for scoring an awesome deal? Use our pricing filters to compare the available options for your selected dates.

  • Search for the lowest price per night from CA $500

What makes a hotel 5 stars in Wailuku?
In Wailuku, a hotel is required to offer a certain amount of upscale features to be designated 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their guest-centric service. You'll enjoy things like in-room massages, concierge services and nightly turn-down services. Some may also offer extra touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Wailuku?
Find a luxurious retreat that includes your lodging, food, activities and entertainment in Wailuku with our filters. Search for properties with a 5-star rating and click on the "All inclusive" filter. Be sure to check what's included in the upfront price. This way, you can take full advantage of all the perks on offer from the moment you arrive.

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