Find and compare 5 Star hotels in Paia

Name: 2 2 Oceanview Modern Resort Vistas
Rating: 9.8

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Featured Paia 5 Star hotels

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

CA $1,224

CA $1,542 total

Mar 21 - Mar 22

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)

Staff was spectacularly welcoming and courteous!

Reviewed on Feb 26, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

CA $904

CA $1,162 total

Mar 12 - Mar 13

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)

Everything was great especially the grounds absolutely stunning. The only knock i would give it is the outside of the overall hotel needs a bit of paint or some refreshment other than that the rooms were spacious clean and the grounds were gorgeous kids loved the pool and beach very much overall ...

Reviewed on Feb 25, 2026

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

CA $1,266

CA $1,584 total

Mar 6 - Mar 7

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 ...

9.4/10 Exceptional! (1,004 reviews)

Incredible sunset views Great beach Friendly staff that were good at turning over unused sunbeds on the beach and cocktail staff at the restaurants were particularly good Resort was very clean and beautifully designed Liked the water refill in the lovely fairmont bottles Minor quibbles Limited non ...

Reviewed on Feb 21, 2026

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive Kapalua HI

CA $1,558

CA $1,938 total

Mar 1 - Mar 2

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! (1,001 reviews)

Room and property was amazing!

Reviewed on Feb 21, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street Kihei HI

Fully refundableReserve now, pay when you stay

CA $1,448

CA $1,801 total

Mar 1 - Mar 2

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! (1,003 reviews)

abslout great

Reviewed on Feb 26, 2026

Montage Kapalua Bay

One Bay Drive Lahaina HI

CA $1,887

CA $2,442 total

Mar 1 - Mar 2

includes taxes & fees

Book a stay at this luxury hotel in Kapalua. Enjoy free WiFi, a full-service spa, and a beach locale. Popular attractions Kaanapali Beach and Napili Bay are ...

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

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle Kihei HI

CA $2,720

CA $3,317 total

Mar 1 - Mar 2

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! (44 reviews)

We stayed in Villa 99-5. . To sum it up quickly, the price to experience was in our opinion way too high. Also as a member an elite member, I did not get the discounts on the Cabana rentals and beach chair. The restaurant staff and food was very good. For the price we believe that there should be ...

Reviewed on Oct 22, 2025

Royal Lahaina Bungalows & Spa

2780 Kekaa Drive Lahaina HI

Fully refundableReserve now, pay when you stay

CA $544

CA $718 total

Mar 29 - Mar 30

includes taxes & fees

Stay at this 5-star luxury aparthotel in Lahaina. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Kaanapali Beach and Whalers Village ...

9.6/10 Exceptional! (5 reviews)

Staff was excellent and very responsive. The grounds were stunning and well taken care of, rooms could be cleaner bu the location is excellent.

Reviewed on Feb 13, 2026

Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A Kihei HI

CA $4,430

CA $5,339 total

Feb 28 - Mar 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 ...

2 2 Oceanview Modern Resort Vistas

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 ...

9.8/10 Exceptional! (7 reviews)

The condo was very clean, loved all of the decor, was very beautiful. Had everything you could possibly need in kitchen and bathrooms. Would definitely stay again! Everyone we talked to was very nice and helpful!

Reviewed on Dec 26, 2025

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Five Star Hotels in Paia

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 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. 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.