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5 Star Hotels in Olowalu

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Featured 5 Star Olowalu Hotels

Grand Wailea Maui, A Waldorf Astoria Resort
5 out of 5
  • 42 min drive from Kaanapali Beach
The price is $1,115 per night from Apr 1 to Apr 2
$1,115
includes taxes & fees
Apr 1 - Apr 2
Stay at this 5-star 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 ...
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
5 out of 5
  • 43 min drive from Kaanapali Beach
The price is $879 per night from Apr 1 to Apr 2
$879
includes taxes & fees
Apr 1 - Apr 2
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Four Seasons Resort Maui at Wailea
The Ritz-Carlton Maui, Kapalua
5 out of 5
  • 15 min drive from Kaanapali Beach
The price is $1,233 per night from Mar 16 to Mar 17
$1,233
includes taxes & fees
Mar 16 - Mar 17
Stay at this 5-star luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
The Ritz-Carlton Maui, Kapalua
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Four Seasons Resort Lanai
5 out of 5
  • 32 min drive from Kaanapali Beach
The price is $1,475 per night from Apr 15 to Apr 16
$1,475
includes taxes & fees
Apr 15 - Apr 16
Stay at this 5-star luxury resort in Lanai City. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the property condition in our ...
Four Seasons Resort Lanai
Sensei Lanai, A Four Seasons Resort
5 out of 5
  • 21 min drive from Kaanapali Beach
Stay at this 5-star luxury hotel in Lanai City. Enjoy free WiFi, free parking, and a golf course. Popular attractions Lanai Pine Sporting Clays and Cavendish ...
Sensei Lanai, A Four Seasons Resort
Hotel Wailea, Relais & Chateaux - Adults Only
5 out of 5
Fully refundableReserve now, pay when you stay
  • 43 min drive from Kaanapali Beach
The price is $1,296 per night from Mar 30 to Mar 31
$1,296
includes taxes & fees
Mar 30 - Mar 31
Stay at this 5-star luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our ...
Hotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay
5 out of 5
  • 14 min drive from Kaanapali Beach
The price is $1,454 per night from Apr 12 to Apr 13
$1,454
includes taxes & fees
Apr 12 - Apr 13
Stay at this 5-star luxury hotel in Kapalua. Enjoy free WiFi, a full-service spa, and a beach locale. Popular attractions Kaanapali Beach and Kapalua Beach are ...
Montage Kapalua Bay
Ho‘olei Villas at Grand Wailea
5 out of 5
  • 42 min drive from Kaanapali Beach
The price is $3,449 per night from Apr 1 to Apr 2
$3,449
includes taxes & fees
Apr 1 - Apr 2
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Kamaole Beach ...
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
5 out of 5
  • 43 min drive from Kaanapali Beach
The price is $3,667 per night from Apr 4 to Apr 5
$3,667
includes taxes & fees
Apr 4 - Apr 5
Stay at this 5-star luxury resort in Kihei. Enjoy free valet parking, 3 outdoor pools, and a full-service spa. Popular attractions Wailea Beach and Kamaole Beach ...
Fairmont Kea Lani Maui Villa Experience
Wailea Luxury Hilltop Resort Vistas
5 out of 5
  • 42 min drive from Kaanapali Beach
Stay at this 5-star luxury apartment in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Kamaole Beach Park are ...
Wailea Luxury Hilltop Resort Vistas
Oceanfront Kihei Paradise Vistas
5 out of 5
  • 31 min drive from Kaanapali Beach
Stay at this 5-star luxury apartment in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park are located ...
Oceanfront Kihei Paradise Vistas
Centrally Located Elegant Vistas
5 out of 5
  • 36 min drive from Kaanapali Beach
Stay at this 5-star luxury condo in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park are located ...
Centrally Located Elegant Vistas
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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.

5-Star Hotel in Olowalu

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Olowalu.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Olowalu for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $879.

  • Amenities: Olowalu skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in Olowalu—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Olowalu your way.