Photo by Bruce Brown

Maalaea 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
  • Be picky

    Search almost a million properties worldwide

Check availability on Maalaea 5 Star Hotels

Our top choices for Maalaea 5-star hotels

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$23,551
NT$27,782 total
includes taxes & fees
Dec 19 - Dec 20
Four Seasons Resort Maui at Wailea

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, (1001)
"Awesome place to stay with kids "
United States
Sandeep
The price is NT$20,390
NT$26,076 total
includes taxes & fees
Dec 18 - Dec 19
Grand Wailea Maui, A Waldorf Astoria Resort

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1006)
"Beautiful amenities and friendly staff! "
United States
Laura
The price is NT$26,634
NT$33,268 total
includes taxes & fees
Dec 18 - Dec 19
Fairmont Kea Lani Maui

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.0 out of 10, Wonderful, (1002)
"Amenities were great. Wonderful stay!"
United States
Joseph
The price is NT$21,805
NT$27,745 total
includes taxes & fees
Dec 17 - Dec 18
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, (1001)
"Great"
United States
Joseph
The price is NT$26,630
NT$33,275 total
includes taxes & fees
Dec 17 - Dec 18
Hotel Wailea, Relais & Chateaux - Adults Only

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$34,659
NT$44,848 total
includes taxes & fees
Jan 10 - 2026/1/11
Montage Kapalua Bay

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$56,522
NT$69,133 total
includes taxes & fees
Jan 8 - 2026/1/9
Ho‘olei Villas at Grand Wailea

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
10.0 out of 10, Exceptional, (1)
"I had a wonderful stay here! The location is perfect, right by a peaceful beach that made the whole experience incredibly relaxing. I stayed in the bungalows, which were amazing—spacious, comfortable, and not crowded at all. The atmosphere felt private and serene. The staff were outstanding—friendly, attentive, and always ready to help. Their hospitality truly made the stay special. Overall, this is the ideal place if you’re looking for relaxation, great service, and a beautiful setting."
United States
Karina Soto
The price is NT$9,535
NT$12,913 total
includes taxes & fees
Dec 17 - Dec 18
Royal Lahaina Bungalows & Spa

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$95,949
NT$115,024 total
includes taxes & fees
Dec 17 - Dec 18
Fairmont Kea Lani Maui Villa Experience

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

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

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

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

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

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 (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)

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)

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

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)

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

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Maalaea.
Still don't see what you're looking for?
See all properties in Maalaea.
You can also use these popular filters to refine your search.
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 Maalaea

Harbor-side whale watching tours depart daily, making Maalaea a prime spot to see humpbacks during winter months. Families love the interactive exhibits at Maui Ocean Center, where you can walk through underwater tunnels surrounded by sharks.

Maalaea

Top Maalaea Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Maalaea?
The amount you pay for a 5-star hotel in Maalaea depends on things like when you plan to go and the length of your getaway. Our insider tip for landing the best deal? Use our pricing filters to compare all of the available accommodations for your preferred dates.

  • Search for the lowest price per night from NT$11,433

What makes a hotel 5 stars in Maalaea?
Flawless guest service is the defining feature of every 5-star hotel in Maalaea. From the minute you arrive, staff attend to your every need, whether offering luggage assistance and storage or providing a turn-down service. In addition, hotels must feature superior conveniences to meet the standard for a 5-star rating. These can include luxury bath products, an on-site spa, pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Maalaea?
Our filters are the quickest way to find exactly what you want. Select "5-star" and "All inclusive" to show the finest properties in Maalaea where your meals, lodging, activities and entertainment are included in the upfront price. At these stays, your vacation is pure indulgence from the moment you arrive.

Explore a world of travel with Expedia