Find 5 Star Hotels in Maalaea, HI

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

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

Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (1003)
"Amazing Resort!"
The price is $875
$1,090 total
includes taxes & fees
Jul 9 - Jul 10
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Club Suite, 1 Bedroom | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1000)
"Top notch. Every need met. Special thanks to the pool and club personnel. They really go out of their way. "
The price is $995
$1,174 total
includes taxes & fees
Jun 26 - Jun 27
Four Seasons Resort Maui at Wailea
The Ritz-Carlton Maui, Kapalua
3 outdoor pools, cabanas (surcharge), sun loungers
The Ritz-Carlton Maui, Kapalua
5.0 star property
9.2 out of 10, Wonderful, (1002)
"Service is what you would expect from a Ritz Carlton property: top notch. The property itself is beautiful but the rooms are in need of updating/renovating."
The price is $1,088
$1,338 total
includes taxes & fees
Jun 14 - Jun 15
The Ritz-Carlton Maui, Kapalua
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, (953)
"Perfect all around."
The price is $899
$1,108 total
includes taxes & fees
Jun 14 - Jun 15
Hotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea
5.0 star property
9.6 out of 10, Exceptional, (37)
"Best property in Maui "
The price is $2,154
$2,600 total
includes taxes & fees
Jun 14 - Jun 15
Ho‘olei Villas at Grand Wailea
Montage Kapalua Bay
On the beach, beach towels, snorkeling, surfing
Montage Kapalua Bay
5.0 star property
9.8 out of 10, Exceptional, (191)
"Fantastic experience! Great SPA! All resort’s staff goes above and beyond. "
The price is $1,347
$1,660 total
includes taxes & fees
Jul 13 - Jul 14
Montage Kapalua Bay
Oceanfront Kihei Paradise Vistas
Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, sun loungers
Oceanfront Kihei Paradise Vistas
5.0 star property
Oceanfront Kihei Paradise Vistas
Fairmont Kea Lani Maui Villa Experience
View from property
Fairmont Kea Lani Maui Villa Experience
5.0 star property
10.0 out of 10, Exceptional, (3)
"Good property "
The price is $4,499
$5,366 total
includes taxes & fees
Jun 22 - Jun 23
Fairmont Kea Lani Maui Villa Experience
Hale Kai at Maui Kamaole
Outdoor pool
Hale Kai at Maui Kamaole
5.0 star property
Hale Kai at Maui Kamaole
Kalea at Kuleana
Property grounds
Kalea at Kuleana
5.0 star property
Kalea at Kuleana
Hale Hau'oli
Outdoor pool
Hale Hau'oli
5.0 star property
Hale Hau'oli
Upscale Luxurious Ocean Resort Vistas
BBQ/picnic area
Upscale Luxurious Ocean Resort Vistas
5.0 star property
Upscale Luxurious Ocean Resort Vistas
Kihei Garden Estates F-203
Condo, Multiple Beds, Balcony, Pool View (F-203) | Living area | TV
Kihei Garden Estates F-203
5.0 star property
Kihei Garden Estates F-203
Wailea Luxury Hilltop Resort Vistas
Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea Luxury Hilltop Resort Vistas

Ready for an incredible adventure? Add an extra layer of pleasure on your next trip to Maalaea by treating yourself to the best of the best when it comes to lodging. It's an ideal pairing. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Maalaea so popular in the last year. There's no reason to delay a getaway to Maalaea any longer. Besides, the accommodations in Maalaea offer great customer service, averaging 3.9 in our ranking system, so you know you're in good hands. Reserve one of our 5-star hotels in Maalaea and indulge in the finer things in life for a while. What are you waiting for?

Get a Great Deal on 5-Star Hotels in Maalaea

A stay in one of these hotels is bound to be wonderful. Spa treatments, delicious meals, and attentive guest service are all at your fingertips. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? A mud wrap treatment that will leave you feeling great? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A deep-tissue massage to help your cares fall away? Don't want to take our word for it? Plenty of visitors recommend this location.

Can't wait to get outside? You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Maalaea are waiting for you to relax after a busy day.

Your Getaway Starts Today

The results are in, and Maalaea 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. It's time to indulge yourself -- Expedia can help you land a great deal on accommodation. Decide on one of the 5-star hotels in Maalaea today and decompress in the lap of luxury tomorrow.

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 factors like when you plan to travel and the length of your stay. An insider tip for scoring the best deal? Use our pricing filters to check out the available hotels for your selected dates.

  • Search for the lowest price per night

What makes a hotel 5 stars in Maalaea?
In Maalaea, a hotel needs to provide a specific amount of upscale features to be designated 5 stars. These can include gourmet restaurants, saunas and spas, on-site gyms, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their guest-focused standard of service. You can expect things like nightly turn-down services, in-room massages and concierge services. Some may also offer special touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Maalaea?
Find an indulgent escape that includes your room, meals, activities and entertainment in Maalaea with the help of Expedia’s filter tool. Search for hotels rated 5 stars and select the “All inclusive” filter. Be sure to check what’s included in the upfront price. That way, you’ll be ready to maximize all the perks on offer from the moment you step into the lobby.
Are there any 5-star vacation rentals in Maalaea?
Our site doesn’t offer any 5-star vacation rentals in Maalaea. However, you can still find a few top-rated retreats where the only thing on your agenda will be to relax and enjoy yourself. Discover what’s available by checking out our vacation rentals in Maalaea.

Recent reviews of Maalaea hotels
Expedia verified reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5/5 Excellent
"Amazing Resort!"
A verified traveler stayed at Grand Wailea Maui, A Waldorf Astoria Resort
Posted 3 days ago
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5/5 Excellent
"Top notch. Every need met. Special thanks to the pool and club personnel. They really go out of their way. "
A verified traveler stayed at Four Seasons Resort Maui at Wailea
Posted 4 days ago
Four Seasons Resort Maui at Wailea