Photo by Rachel Elyse

Olowalu Hotel Guide - 5 Stars Hotels in Olowalu, Hawaii

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Check availability on Olowalu 5 Star Hotels

Our top choices for Olowalu 5-star hotels

Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1000)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is Rp12.567.730
Rp14.825.146 total
includes taxes & fees
19 Dec - 20 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

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1001)
"Awesome place to stay with kids "
United States
Sandeep
The price is Rp10.739.167
Rp13.748.128 total
includes taxes & fees
15 Dec - 16 Dec
Grand Wailea Maui, A Waldorf Astoria Resort
View from room
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1006)
"Beautiful amenities and friendly staff! "
United States
Laura
The price is Rp13.003.023
Rp16.320.406 total
includes taxes & fees
17 Dec - 18 Dec
Fairmont Kea Lani Maui
3 outdoor pools, pool cabanas (surcharge), pool loungers
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.0 out of 10, Wonderful, (1002)
"Amenities were great. Wonderful stay!"
United States
Joseph
The price is Rp11.635.554
Rp14.805.524 total
includes taxes & fees
15 Dec - 16 Dec
The Ritz-Carlton Maui, Kapalua
Lanai
Four Seasons Resort Lanai

Four Seasons Resort Lanai

Four Seasons Resort Lanai
5.0 star property
Lanai City
9.8 out of 10, Exceptional, (222)
"Absolutely a wonderful experience, fabulous staff and amenities!"
United States
lynn
The price is Rp21.972.720
Rp26.084.254 total
includes taxes & fees
5 Jan - 6 Jan 2026
Four Seasons Resort Lanai
Breakfast, lunch, dinner served; al fresco dining
Sensei Lanai, A Four Seasons Resort

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

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Great"
United States
Joseph
The price is Rp14.132.454
Rp17.659.033 total
includes taxes & fees
16 Dec - 17 Dec
Hotel Wailea, Relais & Chateaux - Adults Only
On the beach, beach towels, snorkelling, surfing
Montage Kapalua Bay

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 Rp18.393.830
Rp23.800.894 total
includes taxes & fees
10 Jan - 11 Jan 2026
Montage Kapalua Bay
Outdoor pool, pool loungers
Ho‘olei Villas at Grand Wailea

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 Rp29.713.110
Rp36.130.171 total
includes taxes & fees
21 Dec - 22 Dec
Ho‘olei Villas at Grand Wailea
Exterior
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
10.0 out of 10, Exceptional, (1)
"I had a wonderful stay here! The location is perfect, right by a peaceful beach that made the whole experience incredibly relaxing. I stayed in the bungalows, which were amazing—spacious, comfortable, and not crowded at all. The atmosphere felt private and serene. The staff were outstanding—friendly, attentive, and always ready to help. Their hospitality truly made the stay special. Overall, this is the ideal place if you’re looking for relaxation, great service, and a beautiful setting."
United States
Karina Soto
The price is Rp5.060.384
Rp6.852.900 total
includes taxes & fees
17 Dec - 18 Dec
Royal Lahaina Bungalows & Spa
View from property
Fairmont Kea Lani Maui Villa Experience

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 Rp52.751.174
Rp63.203.626 total
includes taxes & fees
16 Dec - 17 Dec
Fairmont Kea Lani Maui Villa Experience
Outdoor pool, pool umbrellas, pool loungers
2 2 Oceanview Modern Resort Vistas

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-sized fridge, microwave, oven, stovetop
Wailea Luxury Hilltop Resort Vistas

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, pool loungers
Oceanfront Kihei Paradise Vistas

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

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
KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203

KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203

KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203
5.0 star property
Kapalua
KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203
BBQ/picnic Area
Upscale Luxurious Ocean Resort Vistas

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, a waterfall pool, pool umbrellas, pool loungers
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)

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

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) | 3 bedrooms, laptop workspace, iron/ironing board, bed sheets
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

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
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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 Rp8.023.372 per night from 4 Jan to 5 Jan
Rp8.023.372
Rp10.486.844 total
4 Jan - 5 Jan 2026
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
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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

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"Beautiful amenities and friendly staff! "
Laura 3-night trip
Posted 6 days ago
Fairmont Kea Lani Maui

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Olowalu?
There are a variety of pricing options for a 5-star hotel in Olowalu on Expedia. The amount you pay will depend on when you want to travel, trip length and other factors. Compare all of the available accommodation for your preferred dates and use our pricing and other filters to discover the ideal high-end stay.

  • Search for the lowest price per night from Rp6.067.534

What makes a hotel 5 stars in Olowalu?
Impeccable guest service is the defining feature of every 5-star hotel in Olowalu. From the second you arrive, staff ensure your every need is met, whether arranging customised tours or providing a turn-down service. In addition, hotels must offer upscale conveniences to be eligible for a 5-star rating. These can include luxury bathrobes, saunas or spas, pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Olowalu?
Find a luxury getaway that includes your lodging, meals, drinks and entertainment in Olowalu with our filter tool. Search for properties with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the purchase price. That way, you're ready to take advantage of the premium perks on offer from the moment you get there.

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