Photo by Rachel Elyse

Find 5 Star Hotels in Olowalu, HI from SAR 1,182

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Compare Olowalu 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (1004)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is SAR 2,832
SAR 3,340 total
includes taxes & fees
30 Nov - 1 Dec
Four Seasons Resort Maui at Wailea
7 restaurants, breakfast served
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
Wailea
9.0 out of 10, Wonderful, (1003)
"Great hotel "
United States
Suzi
The price is SAR 2,220
SAR 2,862 total
includes taxes & fees
8 Dec - 9 Dec
Grand Wailea Maui, A Waldorf Astoria Resort
View from room
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5.0 star property
Wailea
9.4 out of 10, Exceptional, (1007)
"Beautiful hotel, amazing place, really relaxing. "
United States
Iulian
The price is SAR 3,025
SAR 3,790 total
includes taxes & fees
29 Nov - 30 Nov
Fairmont Kea Lani Maui
3 outdoor pools, cabanas (surcharge), sun loungers
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5.0 star property
Kapalua
9.0 out of 10, Wonderful, (1006)
"Great amenities and staff. Great location"
Canada
Jeongwon
The price is SAR 2,622
SAR 3,336 total
includes taxes & fees
12 Dec - 13 Dec
The Ritz-Carlton Maui, Kapalua
Lanai
Four Seasons Resort Lanai

Four Seasons Resort Lanai

5.0 star property
Lanai City
9.8 out of 10, Exceptional, (221)
"Absolutely a wonderful experience, fabulous staff and amenities!"
United States
lynn
The price is SAR 4,426
SAR 5,220 total
includes taxes & fees
10 Dec - 11 Dec
Four Seasons Resort Lanai
Breakfast, lunch, dinner served; alfresco dining
Sensei Lanai, A Four Seasons Resort

Sensei Lanai, A Four Seasons Resort

5.0 star property
Lanai City
9.8 out of 10, Exceptional, (135)
"great stay, great experience"
United States
Ardalan
Sensei Lanai, A Four Seasons Resort
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, (1001)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
United States
Margaret
The price is SAR 3,184
SAR 3,977 total
includes taxes & fees
16 Dec - 17 Dec
Hotel Wailea, Relais & Chateaux - Adults Only
On the beach, beach towels, snorkeling, surfing
Montage Kapalua Bay

Montage Kapalua Bay

5.0 star property
Lahaina
9.6 out of 10, Exceptional, (204)
"We used Spa, expedia mentioned there is 20% discount and we didn't get it"
United States
Ronak
The price is SAR 3,751
SAR 4,822 total
includes taxes & fees
15 Dec - 16 Dec
Montage Kapalua Bay
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is SAR 6,835
SAR 8,306 total
includes taxes & fees
17 Dec - 18 Dec
Ho‘olei Villas at Grand Wailea
Exterior
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5.0 star property
Lahaina
The price is SAR 1,021
SAR 1,404 total
includes taxes & fees
8 Dec - 9 Dec
Royal Lahaina Bungalows & Spa
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)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is SAR 11,473
SAR 13,754 total
includes taxes & fees
2 Dec - 3 Dec
Fairmont Kea Lani Maui Villa Experience
Outdoor pool, pool umbrellas, sun loungers
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
United States
Jarrod
2 2 Oceanview Modern Resort Vistas
Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas

5.0 star property
Wailea
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, sun loungers
Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas

5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2)
"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
Luxury Condo | Balcony
Centrally Located Elegant Vistas

Centrally Located Elegant Vistas

5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"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
Condo (3 Bedrooms) | Front of property
Montage Kapalua Bay 5203 Free CAR KBM Resorts

Montage Kapalua Bay 5203 Free CAR KBM Resorts

5.0 star property
Kapalua
Montage Kapalua Bay 5203 Free CAR KBM Resorts
BBQ/picnic area
Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas

5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas
Condo (5 Bedrooms) | Pool | Outdoor pool
Honua Kai Konea Collection by KBM - 3 Units on same floor (812/816/820)

Honua Kai Konea Collection by KBM - 3 Units on same floor (812/816/820)

5.0 star property
Kaanapali
Honua Kai Konea Collection by KBM - 3 Units on same floor (812/816/820)
Condo (6 Bedrooms) | Pool
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

5.0 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)
Condo (3 Bedrooms) | Property entrance
NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302

NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302

5.0 star property
Kapalua
NEW KBM Resorts Free CAR Hale Nalu At Montage Kapalua Bay, Sleeps 10! Oceanfront 3-bedroom Condo With Daily Housekeeping, Spa! Mon-6302
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 1,650 per night from Dec 1 to Dec 2
SAR 1,650
SAR 2,163 total
1 Dec - 2 Dec
includes taxes & fees
9/10 Wonderful! (1,016 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
This was a great local spot for snorkeling and much less crowded than the main beaches. You literally park alongside the road at mile marker 14 and walk out onto the beach. Close to shore the water is a little cloudy but if you swim about 50 yards out, the depth increases to about 15 feet and you have clear views of some amazing fish 🐠🐟
Photo by Rachel Elyse
Open Photo by Rachel Elyse

Top Olowalu Hotel Reviews

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Everything was impeccable - from staff and service to amenities and resort space. "
Sarah 2-night trip
Posted 2 days ago
Four Seasons Resort Maui at Wailea

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 1,182

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