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
$998 nightly
The price is $1,184 total per night from Apr 4 to Apr 5
$1,184 total
Apr 4 - Apr 5
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers ...
8.8/10 Excellent! (1,005 reviews)
Enjoyed everything about this property. Great service and amenities!

Reviewed on Mar 5, 2026

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$1,305 nightly
The price is $1,549 total per night from Mar 9 to Mar 10
$1,549 total
Mar 9 - Mar 10
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and ...
9.6/10 Exceptional! (1,005 reviews)
Staff

Reviewed on Feb 28, 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,010 nightly
The price is $1,199 total per night from Mar 9 to Mar 10
$1,199 total
Mar 9 - Mar 10
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 ...
9.4/10 Exceptional! (1,006 reviews)
The hotel feels so clean and new and modern.

Reviewed on Mar 6, 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
$1,318 nightly
The price is $1,565 total per night from Mar 11 to Mar 12
$1,565 total
Mar 11 - Mar 12
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 6 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. There's ...
9.2/10 Wonderful! (1,005 reviews)
Clean and friendly

Reviewed on Mar 6, 2026

Opens in a new windowThe Ritz-Carlton Maui, Kapalua
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
$1,099 nightly
The price is $1,305 total per night from Apr 5 to Apr 6
$1,305 total
Apr 5 - Apr 6
Total with taxes and fees
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet ...
9.4/10 Exceptional! (1,001 reviews)
abslout great

Reviewed on Feb 26, 2026

Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay

Montage Kapalua Bay

5 out of 5
One Bay Drive Lahaina HI
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. There's fun for all ages with a children's club and a children's ...
9.6/10 Exceptional! (208 reviews)
Staff was great. Some maintenance issues, leaking water dispenser on fridge leading to pooling and warping of floor. Same on large lanai. Otherwise, great

Reviewed on Feb 14, 2026

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Opens in a new windowMontage Kapalua Bay
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5
146 Ho'olei Circle Kihei HI
$2,412 nightly
The price is $2,863 total per night from Mar 7 to Mar 8
$2,863 total
Mar 7 - Mar 8
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! (45 reviews)
Womderful home, terrific service, access to hotel amenities was key.

Reviewed on Feb 28, 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
This condo features an outdoor pool and a hot tub. Free self parking, laundry facilities, and a virtual front desk are also on offer.
9.4/10 Exceptional! (8 reviews)
We had an extremely difficult time finding the building and our room. The address did not match the online address and we do not receive room info until the day we arrived and we were already traveling and not able to check emails. I will not be staying here again.

Reviewed on Mar 3, 2026

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Opens in a new window2 2 Oceanview Modern Resort Vistas
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5 out of 5
4100 Wailea Alanui Dr-Building A Kihei HI
$3,398 nightly
The price is $4,034 total per night from Mar 12 to Mar 13
$4,034 total
Mar 12 - Mar 13
Total with taxes and fees
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with beach cabanas ...
Opens in a new windowFairmont Kea Lani Maui Villa Experience
Centrally Located Elegant Vistas

Centrally Located Elegant Vistas

5 out of 5
2219 S Kihei Rd Kihei HI
This condo features an outdoor pool and a hot tub. Free self parking, a terrace, and a garden are also offered.
10/10 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!

Reviewed on Nov 24, 2024

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Opens in a new windowCentrally Located Elegant Vistas
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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

Maui Seaside Hotel

Maui Seaside Hotel

5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"We stayed in a renovated room. The property was very clean, updated, convenient to the airport, quiet and had super comfortable beds. The staff was super friendly. We only stayed one night because our longer term property was ready the next day. The area is a bit busier than some of the resort spots but the property is quiet. "
A verified traveler stayed at Maui Seaside Hotel
Maui Seaside Hotel

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