Find 5 Star Hotels in Wailuku, HI

  • 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
2 Feb - 3 Feb
Tomorrow
3 Feb - 4 Feb
This weekend
6 Feb - 8 Feb
Next weekend
13 Feb - 15 Feb

Our top choices for Wailuku 5-star hotels

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)
"Service was good"
Canada
kathy
The price is AED 2,920
AED 3,706 total
includes taxes & fees
2 Mar - 3 Mar
Four Seasons Resort Maui at Wailea
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, (1,003 reviews)
"Beautiful Resort "
United States
JOANN
The price is AED 2,600
AED 3,325 total
includes taxes & fees
22 Feb - 23 Feb
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, (1,002 reviews)
"Wonderful staff and facility"
United States
Sheila
The price is AED 3,369
AED 4,217 total
includes taxes & fees
27 Feb - 28 Feb
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, (1,003 reviews)
"Top notch property with amazing service and staff"
Canada
Delaine
The price is AED 3,816
AED 4,769 total
includes taxes & fees
5 Mar - 6 Mar
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, (1,001 reviews)
"Everything was exceptional! Great property, quiet and peaceful "
United States
Abdulla
The price is AED 3,669
AED 4,574 total
includes taxes & fees
3 Feb - 4 Feb
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor pool, pool umbrellas, sun loungers

Montage Kapalua Bay

Montage Kapalua Bay
5.0 star property
Lahaina
9.6 out of 10, Exceptional, (206 reviews)
"The views are next level. We enjoyed the pools, spa, restaurant and more. It was our second stay there and definitely going back. "
United States
Mandy D
The price is AED 4,044
AED 5,233 total
includes taxes & fees
3 Mar - 4 Mar
Montage Kapalua Bay
Restaurant

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (44 reviews)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is AED 7,408
AED 9,033 total
includes taxes & fees
7 Feb - 8 Feb
Ho‘olei Villas at Grand Wailea
Aerial view

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.4 out of 10, Exceptional, (3 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is AED 1,708
AED 2,223 total
includes taxes & fees
3 Feb - 4 Feb
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 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is AED 12,485
AED 15,036 total
includes taxes & fees
28 Feb - 1 Mar
Fairmont Kea Lani Maui Villa Experience
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, (7 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
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
Luxury Apartment, Ocean View | Living area | Hulu, streaming services

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 Condo | Living area | 90-inch Smart TV with digital channels, Hulu, streaming services

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 (3 Bedrooms) | Property entrance

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
Luxury Apartment, 2 Bedrooms, Kitchen, Ocean View | Living area | 700-inch Smart TV with cable channels, pay movies

Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas
Condo (5 Bedrooms) | View from room

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
The price is AED 51,030
AED 66,600 total
includes taxes & fees
3 Mar - 4 Mar
Honua Kai Konea Collection by KBM - 3 Units on same floor (812/816/820)
Condo (6 Bedrooms) | Property entrance

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) | Property entrance

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) | Property entrance

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
The price is AED 245,149
AED 292,394 total
includes taxes & fees
22 Feb - 23 Feb
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

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

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Wailuku?
The amount you pay for a 5-star hotel in Wailuku can vary according to what time of year you travel and how long you plan to stay, among a number of factors. Use our price per night filter and other search tools to score the best deal on an indulgent stay.

  • Search for the lowest price per night

What makes a hotel 5 stars in Wailuku?
Exemplary guest service is the defining feature of every 5-star hotel in Wailuku. From the second you arrive, staff cater to your every need, whether recommending activities or providing in-room beauty treatments. Plus, hotels must offer upscale conveniences to meet the standard for a 5-star rating. These can include luxury bath products, a wellness center, swimming pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Wailuku?
Find a luxurious escape that includes your lodging, food, activities and entertainment in Wailuku with the help of Expedia's filter tool. Search for hotels with a 5-star rating and select the "All inclusive" filter. Make sure you check what's included in the price. That way, you'll be ready to maximize all the perks on offer as soon as you arrive.

Explore a world of travel with Expedia