Explore top 2026 5 Star Hotels in Paia

Name: 2 2 Oceanview Modern Resort Vistas
Rating: 10

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Top Paia 5 Star hotels

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$755 nightly

$891 total

Dec 8 - Dec 9

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! (1,000 reviews)

This property has long been one of my global Four Seasons favorites, and I remain truly grateful for the warm hospitality I always receive. I was also very appreciative of the wonderful upgrade to an ocean-view room — mahalo for that thoughtful gesture. I’ve been visiting this resort regularly since ...

Reviewed on Dec 2, 2025

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$700 nightly

$826 total

Dec 19 - Dec 20

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! (1,010 reviews)

Incredible stay

Reviewed on Dec 1, 2025

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$831 nightly

$980 total

Dec 10 - Dec 11

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! (1,011 reviews)

very nicely rennovated hotel and rooms very convenient shuttle service very good food the staff was sometimes variable in quality and experience the concierge service can be improved - lacking concrete tips and details related to trip to hana, no supporting documentation, poor leasing staff

Reviewed on Nov 30, 2025

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive Kapalua HI

$754 nightly

$889 total

Dec 12 - Dec 13

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 ...

9/10 Wonderful! (1,016 reviews)

Spotless and courteous

Reviewed on Dec 2, 2025

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street Kihei HI

Fully refundableReserve now, pay when you stay

$822 nightly

$969 total

Dec 16 - Dec 17

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 ...

9.2/10 Wonderful! (1,001 reviews)

Great

Reviewed on Dec 3, 2025

Montage Kapalua Bay

One Bay Drive Lahaina HI

$1,171 nightly

$1,408 total

Dec 12 - Dec 13

Total with taxes and fees

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! (204 reviews)

Super nice

Reviewed on Jun 16, 2025

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle Kihei HI

$1,842 nightly

$2,173 total

Dec 15 - Dec 16

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! (43 reviews)

Perfect for Families. Quite spacious and great for a relaxing Family vacation.

Reviewed on Jun 15, 2025

Royal Lahaina Bungalows & Spa

2780 Kekaa Drive Lahaina HI

Fully refundableReserve now, pay when you stay

$345 nightly

$407 total

Dec 7 - Dec 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. Enjoy beachfront dining and relax with beach cabanas ...

Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A Kihei HI

$3,069 nightly

$3,620 total

Dec 11 - Dec 12

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 ...

9.6/10 Exceptional! (6 reviews)

It’s a decent hotel to stay for the family.

Reviewed on Aug 22, 2024

2 2 Oceanview Modern Resort Vistas

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.

10/10 Exceptional! (5 reviews)

Great/convenient location with awesome views!! Spotless, comfortable and they even provided welcome Hawaiian cookies and coffee! Also extra beach chairs, coolers, games, etc. Beds were very comfy. A/C worked great. Close to Pickleball if you like to play. The competition is varied but mostly strong ...

Reviewed on Oct 8, 2025

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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.