Explore top 2025 5 Star Hotels in Olowalu

Name: Royal Lahaina Bungalows & Spa
Price range: $382 total

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Top Olowalu 5 Star hotels

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Kihei, HI

$745 nightly

$879 total

Nov 8 - Nov 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! (1,006 reviews)

Prime location to enjoy the Hawaiian natural beauty from the pools or while dining. Helpful and professional staff, from front desk to housekeeping.

Reviewed on Oct 13, 2025

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive, Kapalua, HI

$904 nightly

$1,066 total

Nov 19 - Nov 20

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! (1,017 reviews)

Amazing.

Reviewed on Oct 16, 2025

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei, HI

$632 nightly

$746 total

Nov 13 - Nov 14

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! (1,009 reviews)

Wonderful accommodations!

Reviewed on Oct 10, 2025

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI

$848 nightly

$1,001 total

Oct 27 - Oct 28

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! (1,012 reviews)

This was a beautiful property and was lovely every day we were there.

Reviewed on Oct 14, 2025

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, ...

9.6/10 Exceptional! (135 reviews)

Transformative experience! Highly recommended - unlike any other vacation!

Reviewed on Aug 18, 2025

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Four Seasons Resort Lanai

1 Manele Bay Road, Lanai City, HI

$1,070 nightly

$1,262 total

Oct 28 - Oct 29

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. ...

9.6/10 Exceptional! (219 reviews)

The bed was perfect. We even brought some pillows. The food was excellent at NoBu thank you for a lovely experience. 🌺

Reviewed on Aug 16, 2025

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street, Kihei, HI

Fully refundableReserve now, pay when you stay

$924 nightly

$1,090 total

Oct 26 - Oct 27

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)

This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!

Reviewed on Sep 23, 2025

Montage Kapalua Bay

One Bay Drive, Lahaina, HI

$1,074 nightly

$1,286 total

Nov 13 - Nov 14

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

$2,037 nightly

$2,403 total

Nov 15 - Nov 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

$324 nightly

$382 total

Nov 16 - Nov 17

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 ...

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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.