Explore top 2026 5 Star Hotels in Olowalu

Name: Royal Lahaina Bungalows & Spa
Price range: $486 total
Rating: 8

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Top Olowalu 5 Star hotels

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$1,048 nightly

$1,244 total

Aug 17 - Aug 18

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)

"Great experiences and hotel"

Reviewed on Aug 9, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$786 nightly

$933 total

Aug 22 - Aug 23

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, ...

8.8/10 Excellent! (1,009 reviews)

"Great for families!"

Reviewed on Aug 9, 2026

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI

Fully refundableReserve now, pay when you stay

$450 nightly

$534 total

Aug 21 - Aug 22

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. ...

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$880 nightly

$1,045 total

Aug 26 - Aug 27

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 ...

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive Kapalua HI

$858 nightly

$1,019 total

Aug 28 - Aug 29

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 ...

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street Kihei HI

Fully refundableReserve now, pay when you stay

$777 nightly

$922 total

Aug 11 - Aug 12

Total with taxes and fees

This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the laundry service, conference center, and valet ...

9.4/10 Exceptional! (1,000 reviews)

"This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend."

Reviewed on Jul 25, 2026

Four Seasons Resort Lanai

1 Manele Bay Road Lanai City HI

$1,210 nightly

$1,436 total

Aug 12 - Aug 13

Total with taxes and fees

This luxury resort features a golf course, a full-service spa, and 7 restaurants. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. ...

Sensei Lanai, A Four Seasons Resort

1 Keomoku Hwy Lanai City HI

A golf course, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, ...

9.8/10 Exceptional! (148 reviews)

"Amazing experience. Totally worth going."

Reviewed on Jun 14, 2026

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Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle Kihei HI

$1,784 nightly

$2,118 total

Aug 29 - Aug 30

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, ...

Royal Lahaina Bungalows & Spa

2780 Kekaa Drive Lahaina HI

Fully refundableReserve now, pay when you stay

$410 nightly

$486 total

Sep 1 - Sep 2

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 ...

8/10 Very Good! (23 reviews)

"I had an absolutely fantastic stay at the Royal Lahaina Bungalows & Spa. Highly recommend this hotel if you are looking for a beautiful beach front hotel minus the large resort/casino vibes. I did a lot of research before booking to stay here and boy am I glad I did! Could not have been happier. ..."

Reviewed on Aug 3, 2026

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Olowalu 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 Olowalu 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. Olowalu 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 Olowalu 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 Olowalu hotel reviews by fellow wanderers

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5

Posted 2 hours ago

Travelocity Verified Review

"Great for families!"

A verified traveler stayed at Grand Wailea Maui, A Waldorf Astoria Resort

OUTRIGGER Kaanapali Beach Resort

4 out of 5

Posted 7 hours ago

Travelocity Verified Review

"We’ve been staying at this resort long before outrigger took over. This stay wasn’t quite as good since the pool chemicals were off requiring the pool to close for over 24 hours. A downside considering my toddler loves to be in the pool in the shallow area independently. The other downside was that we seemed to only have room cleaning for half of our stay. The rest of the time no one seemed to come. It was limited service most of the time which was completely fine but we didn’t have any trash taken out or new towels for several days. Was not the best. We always love the location of the hotel and what it offers but this time was not as we are used to."

A verified traveler stayed at OUTRIGGER Kaanapali Beach Resort