Photo by Hawaii Visitors and Convention Bureau

Wailuku 5 Stars Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Wailuku 5 Star Hotels

Tonight
Nov 22 - Nov 23
Tomorrow
Nov 23 - Nov 24
Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Compare Wailuku 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (1001)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is NT$23,724
NT$27,986 total
includes taxes & fees
Nov 30 - Dec 1
Four Seasons Resort Maui at Wailea
7 restaurants, breakfast served
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
Wailea
9.0 out of 10, Wonderful, (1002)
"Great hotel "
United States
Suzi
The price is NT$18,496
NT$23,845 total
includes taxes & fees
Dec 15 - Dec 16
Grand Wailea Maui, A Waldorf Astoria Resort
View from room
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5.0 star property
Wailea
9.4 out of 10, Exceptional, (1005)
"Beautiful hotel, amazing place, really relaxing. "
United States
Iulian
The price is NT$25,347
NT$31,754 total
includes taxes & fees
Nov 29 - Nov 30
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
9.0 out of 10, Wonderful, (1005)
"Great amenities and staff. Great location"
Canada
Jeongwon
The price is NT$21,840
NT$27,789 total
includes taxes & fees
Dec 16 - Dec 17
The Ritz-Carlton Maui, Kapalua
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, (1001)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
United States
Margaret
The price is NT$26,678
NT$33,323 total
includes taxes & fees
Dec 16 - Dec 17
Hotel Wailea, Relais & Chateaux - Adults Only
On the beach, beach towels, snorkeling, surfing
Montage Kapalua Bay

Montage Kapalua Bay

5.0 star property
Lahaina
9.6 out of 10, Exceptional, (204)
"We used Spa, expedia mentioned there is 20% discount and we didn't get it"
United States
Ronak
The price is NT$31,423
NT$40,403 total
includes taxes & fees
Dec 13 - Dec 14
Montage Kapalua Bay
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is NT$57,319
NT$69,653 total
includes taxes & fees
Nov 30 - Dec 1
Ho‘olei Villas at Grand Wailea
Exterior
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5.0 star property
Lahaina
The price is NT$8,558
NT$11,763 total
includes taxes & fees
Dec 7 - Dec 8
Royal Lahaina Bungalows & Spa
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)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is NT$96,123
NT$115,233 total
includes taxes & fees
Dec 2 - Dec 3
Fairmont Kea Lani Maui Villa Experience
Outdoor pool, pool umbrellas, sun loungers
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
United States
Jarrod
2 2 Oceanview Modern Resort Vistas
Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas

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

Oceanfront Kihei Paradise Vistas

5.0 star property
Central Kihei
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. "
United States
Mae
Oceanfront Kihei Paradise Vistas
Luxury Condo | Balcony
Centrally Located Elegant Vistas

Centrally Located Elegant Vistas

5.0 star property
South Kihei
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!"
United States
Edwin
Centrally Located Elegant Vistas
Condo (3 Bedrooms) | Front of property
KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203

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

5.0 star property
Kapalua
KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203
BBQ/picnic area
Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas

5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas
Condo (5 Bedrooms) | BBQ/picnic area
Honua Kai Konea Collection by KBM - 3 Units on same floor (812/816/820)

Honua Kai Konea Collection by KBM - 3 Units on same floor (812/816/820)

5.0 star property
Kaanapali
Honua Kai Konea Collection by KBM - 3 Units on same floor (812/816/820)
Condo (6 Bedrooms) | Pool
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

5.0 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)
Condo (3 Bedrooms) | Property entrance
NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302

NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302

5.0 star property
Kapalua
NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302
Condo (6 Bedrooms) | Terrace/patio
Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)

Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)

5.0 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)
Condo (Multiple Bedrooms) | Pool
Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)

Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)

5.0 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 NT$13,747 per night from Dec 4 to Dec 5
NT$13,747
NT$18,023 total
Dec 4 - Dec 5
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Still don't see what you're looking for?
See all properties in Wailuku.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 savor Hawaiian cuisine at family-run eateries.

See all hotels in Wailuku
Wailuku featuring landscape views and mountains
Photo by Hawaii Visitors and Convention Bureau
Open Photo by Hawaii Visitors and Convention Bureau

Top Wailuku Hotel Reviews

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent
"yes"
Karine 5-night trip
Posted 3 days ago
The Ritz-Carlton Maui, Kapalua

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Wailuku?
You can find several pricing options for 5-star hotels in Wailuku on Expedia. The amount you pay will depend on when you want to travel, length of stay and other factors. Compare all of the available properties for your preferred dates and use our pricing and other filters to score the ideal high-end stay.

  • Search for the lowest price per night from NT$10,473

What makes a hotel 5 stars in Wailuku?
From high-end restaurants and fitness centers to pools and luxury bedding, the 5-star experience in Wailuku is all about comfort and indulgence. But it requires more than just top-notch conveniences to get a 5-star rating. Stays also have to deliver superior services like in-room beauty treatments, on-site dry cleaning and laundry and concierge services.
Are there any 5-star all-inclusive resorts in Wailuku?
Use our filter tool to find a high-end retreat in Wailuku where most of what you need is included in the price. After your initial search, narrow down your results for hotels that have a rating of 5 stars and are described as "All inclusive." The first thing on the to-do list at these stays? Pure indulgence and relaxation.

Explore a world of travel with Expedia