Explore top 2026 5 Star Hotels in Paia

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Top Paia 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
$813 nightly
The price is $965 total per night from Nov 1 to Nov 2
$965 total
Nov 1 - Nov 2
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, ...
Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$450 nightly
The price is $534 total per night from Oct 30 to Oct 31
$534 total
Oct 30 - Oct 31
Total with taxes and fees
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$1,080 nightly
The price is $1,282 total per night from Nov 7 to Nov 8
$1,282 total
Nov 7 - Nov 8
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. There's fun for all ages with a free kid's club and a children's ...
9.6/10 Exceptional! (1,001 reviews)
"The Four Seasons Wailea is a truly exceptional property. The Amenities were all first class and service was in a class of its own. Our experience met and exceeded all expectations on all measures."

Reviewed on Oct 16, 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
$958 nightly
The price is $1,137 total per night from Oct 20 to Oct 21
$1,137 total
Oct 20 - Oct 21
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 6 restaurants. There's fun for all ages with a children's pool and a playground, and families ...
Opens in a new windowThe Ritz-Carlton Maui, Kapalua
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5 out of 5
3700 Wailea Alanui Dr Kihei HI
$629 nightly
The price is $747 total per night from Nov 15 to Nov 16
$747 total
Nov 15 - Nov 16
Total with taxes and fees
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's pool and a waterslide, ...
9.2/10 Wonderful! (1,003 reviews)
"Not sure if you can beat the pools, value, location, views, snorkel, and staff on the island! Loved our stay!"

Reviewed on Oct 18, 2026

Opens in a new windowWailea Beach Resort - Marriott, Maui
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,158 nightly
The price is $1,375 total per night from Oct 24 to Oct 25
$1,375 total
Oct 24 - Oct 25
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's ...
Opens in a new windowFairmont Kea Lani Maui
Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
555 Kaukahi Street, Maui Wailea HI
Fully refundableReserve now, pay when you stay
$814 nightly
The price is $967 total per night from Oct 31 to Nov 1
$967 total
Oct 31 - Nov 1
Total with taxes and fees
This luxury resort includes 3 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, ...
9.4/10 Exceptional! (1,002 reviews)
"Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!"

Reviewed on Oct 19, 2026

Opens in a new windowHotel Wailea Maui
The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui

5 out of 5
One Bay Drive Lahaina HI
$1,144 nightly
The price is $1,358 total per night from Nov 18 to Nov 19
$1,358 total
Nov 18 - Nov 19
Total with taxes and fees
A full-service spa, 5 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's fun for all ages with a children's club and a children's ...
Opens in a new windowThe Resort at Kapalua Bay, Maui
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5
146 Ho'olei Circle Kihei HI
$1,776 nightly
The price is $2,108 total per night from Nov 9 to Nov 10
$2,108 total
Nov 9 - Nov 10
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury resort. Bring the family and enjoy the children's club, children's pool, ...
9.6/10 Exceptional! (54 reviews)
"Amazing property with an incredible staff. A+++ all the way around!"

Reviewed on Aug 25, 2026

Opens in a new windowHo‘olei Villas at Grand Wailea
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
2780 Kekaa Drive Lahaina HI
Fully refundableReserve now, pay when you stay
$338 nightly
The price is $401 total per night from Nov 7 to Nov 8
$401 total
Nov 7 - Nov 8
Total with taxes and fees
A full-service spa, 2 outdoor pools, and 11 outdoor tennis courts are all featured at this luxury aparthotel. Unwind with a drink at one of the 2 bars/lounges ...
Opens in a new windowRoyal Lahaina Bungalows & Spa
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Paia Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Paia 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 5-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. Paia 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 Paia 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.

Recent Paia hotel reviews by fellow wanderers

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"Couldn’t be happier with the services provided at the Western in Maui. Me and my family had a really great time. We were traveling with two children and they had nothing but fun a lot of excitement for the whole family. Thanks again, Weston Maui resort and spa."
A verified traveler stayed at The Westin Maui Resort & Spa, Ka'anapali
The Westin Maui Resort & Spa, Ka'anapali

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