Photo by Claire Houston

Search Resort Hotels in Olowalu from CA $235

April 2025

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Next weekend
Apr 18 - Apr 20
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Apr 25 - Apr 27
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May 9 - May 11
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Jun 6 - Jun 8

Browse Select Olowalu Resorts

Four Seasons Resort Maui at Wailea
3 outdoor pools, sun loungers

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"This must be the most beautiful and welcoming property in Maui. Yes, it is expensive but they do everything right. Cultural experiences, sporting experiences, poolside retreats, etc, etc all included. It is also on the best beach on the island. We loved our entire trip. Thank you very much to all the staff! "
The price is CA $978
CA $1,154 total
includes taxes & fees
May 2 - May 3
Four Seasons Resort Maui at Wailea
The Ritz-Carlton Maui, Kapalua
3 outdoor pools, cabanas (surcharge), sun loungers

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Everything was perfect. A week we will remember forever."
The price is CA $1,247
CA $1,548 total
includes taxes & fees
Apr 14 - Apr 15
The Ritz-Carlton Maui, Kapalua
OUTRIGGER Kaanapali Beach Resort
Property grounds

OUTRIGGER Kaanapali Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (1011)
"Resort is on the beach. Truly enjoyed walking along the paved walkway that is all along the beach from one resort to another each morning. Very nice renovated room with balcony that we truly enjoyed. Parking deck adjacent on property. "
The price is CA $345
CA $480 total
includes taxes & fees
May 11 - May 12
OUTRIGGER Kaanapali Beach Resort
Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1001)
"loved it lots of families tho"
The price is CA $1,178
CA $1,466 total
includes taxes & fees
May 1 - May 2
Grand Wailea Maui, A Waldorf Astoria Resort
Hyatt Regency Maui Resort & Spa
6 outdoor pools, cabanas (surcharge), pool umbrellas

Hyatt Regency Maui Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (1007)
"Always paradise 🌴 "
The price is CA $710
CA $918 total
includes taxes & fees
Apr 24 - Apr 25
Hyatt Regency Maui Resort & Spa
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1008)
"Loved staying here at the Fairmont Kea Lani Maui. It was not as busy as some of the other hotels in the area. It has its own beach, driving distance to a lot of areas, restaurants, shopping, beaches, and supermarkets. The children had lots of fun. The staff were all professional, friendly, and willing to help. I even liked the koi feeding in the morning and the boat tour they offered. We saw lots of whales. The gym was good and never busy in the evening. The room was very nice, clean, and...
The price is CA $1,400
CA $1,733 total
includes taxes & fees
May 7 - May 8
Fairmont Kea Lani Maui
Wailea Beach Resort - Marriott, Maui
4 outdoor pools, pool umbrellas, sun loungers

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (968)
"Beautiful property, spread out so it didn’t feel crowded."
The price is CA $942
CA $1,191 total
includes taxes & fees
May 4 - May 5
Wailea Beach Resort - Marriott, Maui
Sheraton Maui Resort & Spa
View from room

Sheraton Maui Resort & Spa

4.0 star property
8.4 out of 10, Very good, (1009)
"Very walkable. Beautiful beach and property."
The price is CA $708
CA $915 total
includes taxes & fees
Apr 14 - Apr 15
Sheraton Maui Resort & Spa
Andaz Maui at Wailea Resort - a concept by Hyatt
5 outdoor pools, cabanas (surcharge), pool umbrellas

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1003)
"Amazing hotel and service!"
The price is CA $1,386
CA $1,717 total
includes taxes & fees
Apr 22 - Apr 23
Andaz Maui at Wailea Resort - a concept by Hyatt
Four Seasons Resort Lanai
Lanai

Four Seasons Resort Lanai

5.0 star property
9.8 out of 10, Exceptional, (213)
"Very good hotel. Recommend for everyone who can afford it)"
The price is CA $1,686
CA $1,989 total
includes taxes & fees
May 3 - May 4
Four Seasons Resort Lanai
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Peaceful and beautiful "
The price is CA $1,247
CA $1,553 total
includes taxes & fees
Apr 26 - Apr 27
Hotel Wailea, Relais & Chateaux - Adults Only
Ka'anapali Beach Club: Beach Bliss & Stunning Pools- 1 Bd. Scenic View
Pool

Ka'anapali Beach Club: Beach Bliss & Stunning Pools- 1 Bd. Scenic View

2.0 star property
9.6 out of 10, Exceptional, (38)
"We loved our time at this resort! We spent most of our time at the pool and my husbands favorite part was the slide! The room was very spacious and clean and we would definitely stay here again! "
Ka'anapali Beach Club: Beach Bliss & Stunning Pools- 1 Bd. Scenic View
Ho‘olei Villas at Grand Wailea
Outdoor pool, sun loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (40)
"Best property in Maui "
The price is CA $2,625
CA $3,186 total
includes taxes & fees
May 14 - May 15
Ho‘olei Villas at Grand Wailea
SPECIAL DEALS Honua Kai 8th Flr Remodeled Suite in Paradise ONE-OF-A-KIND
Outdoor pool, a heated pool

SPECIAL DEALS Honua Kai 8th Flr Remodeled Suite in Paradise ONE-OF-A-KIND

9.8 out of 10, Exceptional, (126)
"The condo was updated, clean and a noticeably super comfortable bed! Check-in/out was simple and the host was very quick to answer any questions you may have. Appreciated the stocked closet of beach gear and the nice Tommy Bahama chairs (best beach chairs IMO). Would definitely stay again!"
The price is CA $235
CA $1,007 total
includes taxes & fees
Apr 20 - Apr 21
SPECIAL DEALS Honua Kai 8th Flr Remodeled Suite in Paradise ONE-OF-A-KIND
1-Bedroom Ocean View at Hilton Ka'anapali: Stunning Views, Pools & Island Luxury
Pool

1-Bedroom Ocean View at Hilton Ka'anapali: Stunning Views, Pools & Island Luxury

2.0 star property
9.6 out of 10, Exceptional, (11)
"The property overall is great. There are some renevarions underway so in the future it will be even nicer. For the price this is an excellent choice. The pool is outstanding!"
1-Bedroom Ocean View at Hilton Ka'anapali: Stunning Views, Pools & Island Luxury
WHALE Watching & OCEAN Views! Honua Kai Penthouse- Top Floor- Remodeled June'24
Outdoor pool, a heated pool

WHALE Watching & OCEAN Views! Honua Kai Penthouse- Top Floor- Remodeled June'24

10.0 out of 10, Exceptional, (20)
"Beautiful property, thank you!"
The price is CA $581
CA $1,571 total
includes taxes & fees
May 9 - May 10
WHALE Watching & OCEAN Views! Honua Kai Penthouse- Top Floor- Remodeled June'24
Kaanapali Shores Ocean View POST FIRE SAVINGS Unit 203 2BR 2BA
Outdoor pool

Kaanapali Shores Ocean View POST FIRE SAVINGS Unit 203 2BR 2BA

9.8 out of 10, Exceptional, (114)
"Great location and amenities. This unit was very comfortable for our family of 5. Kitchen and bathrooms well stocked. Great pool and ocean view. Zero complaints! Would definitely stay here again!"
Kaanapali Shores Ocean View POST FIRE SAVINGS Unit 203 2BR 2BA
Fairmont Kea Lani Maui Villa Experience
View from property

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (5)
"It’s a decent hotel to stay for the family."
Fairmont Kea Lani Maui Villa Experience
Honua Kai Resort, partial Oceanview 1 Bedroom,1 bath, 8th floor H840
Outdoor pool

Honua Kai Resort, partial Oceanview 1 Bedroom,1 bath, 8th floor H840

9.4 out of 10, Exceptional, (98)
"We enjoyed our stay. The bell boys were amazing and helpful. The resort was nice and clean and perfect location for everything we needed "
Honua Kai Resort, partial Oceanview 1 Bedroom,1 bath, 8th floor H840
SPECIAL RATE Unique Honua Kai REMODEL 2BD 2BA Private Oversized Corner XL Lanai
Outdoor pool, a heated pool

SPECIAL RATE Unique Honua Kai REMODEL 2BD 2BA Private Oversized Corner XL Lanai

10.0 out of 10, Exceptional, (54)
"Great location and host- had everything we needed!"
The price is CA $470
CA $1,472 total
includes taxes & fees
Apr 27 - Apr 28
SPECIAL RATE Unique Honua Kai REMODEL 2BD 2BA Private Oversized Corner XL Lanai
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.
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Other property types in Olowalu

Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2381)
"Beautiful beach and we loved the sunsets"
The price is CA $297
CA $473 total
includes taxes & fees
Apr 17 - Apr 18
Aston Maui Kaanapali Villas
Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3531)
"beautiful property, many more trips back here in the future. people are great to work with room was fantastic."
The price is CA $302
CA $397 total
includes taxes & fees
Apr 14 - Apr 15
Aston Kaanapali Shores
Sands of Kahana 354
Pool

Sands of Kahana 354

4.0 star property
Sands of Kahana 354
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.

Frequently asked questions

What can I expect from a resort vacation in Olowalu?
Longing for a relaxing escape? You deserve all the comforts and luxuries of a resort, where you can find everything you want for your vacation from tasty dining options to activities and shopping. Browse the resorts in the area and discover the right one for you, whether you picture yourself sipping drinks by a sprawling pool or heading to the spa for a deep-tissue massage.
What's the best resort in Olowalu?
Our top-rated resorts near Olowalu: Four Seasons Resort Maui at Wailea - Luxury resort, 10-minute walk from Wailea Beach. 14.9 mi (23.9 km) from Olowalu. Features 3 outdoor pools, 3 restaurants, and 2 poolside bars. OUTRIGGER Kaanapali Beach Resort - Beach resort, 10-minute walk from Kaanapali Beach. 9 mi (14.6 km) from Olowalu. Has beach sun loungers, a shopping mall, and a snack bar/deli. Popular for its great location. Fairmont Kea Lani Maui - Luxury resort. 15.1 mi (24.2 km) from Olowalu. Enjoy the 3 outdoor pools, 6 restaurants, and 2 bars. The Ritz-Carlton Maui, Kapalua - Luxury resort. 13.2 mi (21.3 km) from Olowalu. Amenities include 3 outdoor pools, 6 restaurants, and 3 bars. Grand Wailea Maui, A Waldorf Astoria Resort - Luxury resort less than 10 minutes from Wailea Beach. 14.8 mi (23.8 km) from Olowalu. Highly rated for its pool. Access to 9 outdoor pools, 7 restaurants, and 2 poolside bars.
What can I do in Olowalu?
Maui Nui Botanical Gardens offers fun for the whole family, while Kaanapali Beach is one of the most popular places to visit nearby. In the area, other attractions include Mile Marker 14 Beach and Wailea Beach.
What's the weather like in Olowalu?
The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and January with an average of 73°F. Average annual precipitation for Olowalu is 11 inches.
What's the best way to get to and around Olowalu?
Fly into West Maui Airport (JHM), which is located 10.9 mi (17.6 km) away from the heart of the city. You can also search for flights into Kahului Airport (OGG), which is 13.2 mi (21.3 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.