Find 5 Star Hotels in Olowalu, HI from SAR 1,377

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Olowalu 5 Star Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Olowalu 5-star hotels

Exterior detail

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,001 reviews)
"The resort was excellent and made for a great trip!"
United States
Ed
The price is SAR 4,162
SAR 5,164 total
includes taxes & fees
28 Jun - 29 Jun
Fairmont Kea Lani Maui
9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,009 reviews)
"Great place for families"
United States
guillermo
The price is SAR 2,920
SAR 3,710 total
includes taxes & fees
20 Jun - 21 Jun
Grand Wailea Maui, A Waldorf Astoria Resort
Property grounds

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,000 reviews)
"Wonderful Hotel Great restaurants staffed by true professionals "
United States
John
The price is SAR 3,603
SAR 4,277 total
includes taxes & fees
26 Jun - 27 Jun
Four Seasons Resort Maui at Wailea
3 outdoor pools, cabanas (surcharge), sun loungers

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.2 out of 10, Wonderful, (1,003 reviews)
"Our stay was wonderful, "
United States
Christopher
The price is SAR 3,374
SAR 4,268 total
includes taxes & fees
14 Jun - 15 Jun
The Ritz-Carlton Maui, Kapalua
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,001 reviews)
"We had a good time. Comfortable hotel. "
United States
andrea
The price is SAR 2,999
SAR 3,783 total
includes taxes & fees
15 Jun - 16 Jun
Hotel Wailea, Relais & Chateaux - Adults Only
Exterior

Four Seasons Resort Lanai

Four Seasons Resort Lanai
5.0 star property
Lanai City
9.8 out of 10, Exceptional, (227 reviews)
"Beautiful property. Fabulous service. If you want stay in a nice hotel in Lana’i, this is the only game in town. "
United States
Nicholas
The price is SAR 4,504
SAR 5,347 total
includes taxes & fees
12 Jun - 13 Jun
Four Seasons Resort Lanai
Breakfast, lunch and dinner served

Sensei Lanai, A Four Seasons Resort

Sensei Lanai, A Four Seasons Resort
5.0 star property
Lanai City
9.8 out of 10, Exceptional, (144 reviews)
"The spa was the best one I have ever been to. Great amenities, and gorgeous place overall. The staff was incredibly kind. Would love to be back"
United States
Andrea
Sensei Lanai, A Four Seasons Resort
Restaurant

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (47 reviews)
"This was a beautiful villa across the street from the grand wailea. Booking included full use of the resort, which was excellent. Included was a shuttle service with uber-like app that we could use to go anywhere within a 1 mile radius. This was a great stay"
United States
Daniel
The price is SAR 7,435
SAR 9,070 total
includes taxes & fees
7 Jun - 8 Jun
Ho‘olei Villas at Grand Wailea
Aerial view

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.2 out of 10, Very Good, (16 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is SAR 1,327
SAR 1,775 total
includes taxes & fees
19 Jun - 20 Jun
Royal Lahaina Bungalows & Spa
Outdoor pool, pool umbrellas, sun loungers

The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui
5.0 star property
Lahaina
9.6 out of 10, Exceptional, (211 reviews)
"Beautiful setting, views, rooms and spa"
Canada
Rachel
The price is SAR 4,800
SAR 6,523 total
includes taxes & fees
23 Jun - 24 Jun
The Resort at Kapalua Bay, Maui
Villa, 1 Bedroom (Ocean View, Sleeps 4 (KBV-15B3)) | 1 bedroom, laptop workspace, iron/ironing board, bed sheets

Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
5.0 star property
Kapalua
Kapalua Bay Villas Resort by KBM
Balcony

2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
9.8 out of 10, Exceptional, (9 reviews)
"Beautifully renovated. Everything you need to enjoy the beach is there for you to use."
United States
Carrie
2 2 Oceanview Modern Resort Vistas
View from property

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is SAR 16,135
SAR 19,375 total
includes taxes & fees
24 Jun - 25 Jun
Fairmont Kea Lani Maui Villa Experience
Luxury Apartment, Ocean View | Living area | Hulu, streaming services

Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2 reviews)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
United States
Mae
Oceanfront Kihei Paradise Vistas
BBQ/picnic area

Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (4 reviews)
"Condo was very well stocked and very clean. Thank you for great accommodations."
United States
Shirley
Aloha Chic Penthouse Vistas
Luxury Condo | Living area | 90-inch Smart TV with digital channels, Hulu, streaming services

Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"
United States
Edwin
Centrally Located Elegant Vistas
Villa, 1 Bedroom (Ocean View, Sleeps 4 (HOL-102)) | Pool | Outdoor pool

Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
5.0 star property
Kaanapali
The price is SAR 2,275
SAR 4,541 total
includes taxes & fees
4 Jun - 5 Jun
Hale Ona Loa HOL-102 by KBM
Luxury Apartment | Beach/ocean view

Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (2 reviews)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
Luxury Apartment, 2 Bedrooms, Kitchen, Ocean View | Living area | 700-inch Smart TV with cable channels, pay movies

Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas
Condo (6 Bedrooms) | View from room

Honua Kai Konea Collection by KBM - 3 Units on same floor (201/203/209)

Honua Kai Konea Collection by KBM - 3 Units on same floor (201/203/209)
5.0 star property
Kaanapali
Honua Kai Konea Collection by KBM - 3 Units on same floor (201/203/209)
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Olowalu.
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI
The price is SAR 2,800 per night from Jun 28 to Jun 29
SAR 2,800
SAR 3,541 total
28 Jun - 29 Jun
includes taxes & fees
9.2/10 Wonderful! (1,041 reviews)
Still don't see what you're looking for?
See all properties in Olowalu.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Olowalu

Trip time! Discover the local cuisine and beaches in romantic Olowalu.

See all hotels in Olowalu
Photo by Rachel Elyse
Open Photo by Rachel Elyse

Top Olowalu Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

8/10 Good
"Great place and beautiful. Pool is a dream for kids but prepare to pay an obscene amount for everything including the hilarious 20+ bucks for a basic peanut butter and jelly sandwich Walls between rooms are thin for a fancy hotel. Can hear with crystal clarity what the people next door weee saying. Ceilings are well insulated on the other hand. Also factor in all the “resort fees” (yes.. your room charge does not include using the pool for some reason) the taxes, and required valet parking fees (if you bring a car) and your nightly stay just increased 200 bucks a night for the room. So add this you what you see as the price per night."
Matt 4-night trip
Posted 23 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Olowalu?
How much you pay for a 5-star hotel in Olowalu depends on factors like when you plan to travel and the length of your vacation. Our top tip for landing the best deal? Use our pricing filters to compare the available accommodations for your preferred dates.

  • Search for the lowest price per night from SAR 1,377

What makes a hotel 5 stars in Olowalu?
From gourmet dining venues and fitness centers to pools and superior bedding, the 5-star experience in Olowalu is all about luxury and relaxation. But it calls for more than just top-notch amenities to get a 5-star rating. Hotels must also provide exceptional guest-centric services like in-room massages, dry cleaning and laundry and concierge services.
Are there any 5-star all-inclusive resorts in Olowalu?
Use our filter tool to find a high-end retreat in Olowalu where most of what you need is included in the price. After your initial search, refine your results for hotels that have a rating of 5 stars and are listed as "All inclusive." The most important thing on the agenda at these stays? Pure enjoyment and indulgence.

Explore a world of travel with Expedia