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Featured Maui 5 Star hotels

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is CA $1,095 per night from May 9 to May 10
CA $1,095
CA $1,389 total
May 9 - May 10
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,000 reviews)
Cleaning service was slow

Reviewed on Apr 29, 2026

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is CA $1,503 per night from May 2 to May 3
CA $1,503
CA $1,866 total
May 2 - May 3
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
9.6/10 Exceptional! (1,004 reviews)
The room price is only the beginning. There are significant additional charges for nearly every single activity. Very expensive

Reviewed on Apr 26, 2026

Opens in a new windowFairmont Kea Lani Maui
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
The price is CA $1,221 per night from May 30 to May 31
CA $1,221
CA $1,545 total
May 30 - May 31
includes taxes & fees
Book a stay at this luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (1,000 reviews)
Staff was pleasant, gym needs renovations and the food at the lobby cafe was limited and too many processed food options

Reviewed on Apr 27, 2026

Opens in a new windowThe Ritz-Carlton Maui, Kapalua
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is CA $1,156 per night from May 25 to May 26
CA $1,156
CA $1,372 total
May 25 - May 26
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (1,001 reviews)
Clean room Quite room Kindful staff

Reviewed on Apr 25, 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street Kihei HI
Fully refundableReserve now, pay when you stay
The price is CA $1,062 per night from May 30 to May 31
CA $1,062
CA $1,342 total
May 30 - May 31
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our ...
9.4/10 Exceptional! (1,000 reviews)
Everything was Amazing!! Will be coming back

Reviewed on Apr 18, 2026

Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5
146 Ho'olei Circle Kihei HI
The price is CA $2,308 per night from May 9 to May 10
CA $2,308
CA $2,828 total
May 9 - May 10
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Shops at Wailea ...
9.6/10 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

Reviewed on Apr 19, 2026

Opens in a new windowHo‘olei Villas at Grand Wailea
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

5 out of 5
938 S Kihei Rd Kihei HI
Book a stay at this luxury condo in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Waipuilani Park are located ...
Opens in a new window2 2 Oceanview Modern Resort Vistas
The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui

5 out of 5
One Bay Drive Lahaina HI
The price is CA $1,737 per night from Jun 1 to Jun 2
CA $1,737
CA $2,360 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this luxury hotel in Kapalua. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Whalers Village and Kaanapali Beach ...
9.6/10 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.

Reviewed on Apr 3, 2026

Opens in a new windowThe Resort at Kapalua Bay, Maui
Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM

5 out of 5
500 Bay Drive Kapalua HI
The price is CA $4,058 per night from May 2 to May 3
CA $4,058
CA $5,569 total
May 2 - May 3
includes taxes & fees
Book a stay at this luxury condo in Kapalua. Enjoy free parking, 2 outdoor pools, and a beach locale. Popular attractions Whalers Village and Napili Bay are ...
Opens in a new windowKapalua Bay Villas Resort by KBM
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5 out of 5
4100 Wailea Alanui Dr-Building A Kihei HI
The price is CA $4,711 per night from May 31 to Jun 1
CA $4,711
CA $5,673 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free breakfast, free valet parking, and 3 outdoor pools. Popular attractions Wailea Beach and Polo Beach are ...
Opens in a new windowFairmont Kea Lani Maui Villa Experience
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Five Star Hotels in Maui

Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Maui to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the five star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Maui 5 star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5 star hotels in Maui before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

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