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Villas in Olowalu

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Compare Villas in Olowalu with updated reviews, rates, and availability.

Pool
Stunning unit! Wailea Beach Villa I-204
10.0 out of 10, Exceptional, (50)
"Beautiful condo with distant water view. Great amenities. Comfortable bed and pillows. Really love adult pool. Landscaping on property is lush and colorful."
Stunning unit! Wailea Beach Villa I-204
Pool
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
9.6 out of 10, Exceptional, (34)
"Fantastic stay. Property as described. Enjoyed our time very much."
The price is $175
$743 total
includes taxes & fees
May 16 - May 17
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Pool
REALLY NICE, OCEAN FRONT~ ON SALE: 5/28> 6/23 ~ Platinum Maui Vacations ~ NEW AC ~
10.0 out of 10, Exceptional, (52)
"Nestled in a serene corner of Maui, our stay at this property offered more than just luxury—it was an escape into a tropical haven. The quiet, semi-private beach provided a tranquil retreat, and the ocean view showcased jumping, playing whales, adding a magical touch to each day. A stroll to the sacred labyrinth by Dragon’s Teeth added a spiritual and cultural dimension, making our experience not only luxurious but also culturally enriching. There are excellent dining options within walking...
The price is $399
$791 total
includes taxes & fees
May 15 - May 16
REALLY NICE, OCEAN FRONT~ ON SALE: 5/28> 6/23 ~ Platinum Maui Vacations ~ NEW AC ~
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Outdoor pool, a heated pool
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location
10.0 out of 10, Exceptional, (56)
"Our extended family met for a week in Hawaii and loved our time at this Villa. Great communication and the place was perfect for our family. Would certainly stay here again if our travels bring us back to West Maui."
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location
Outdoor pool, a heated pool
We are OPEN 3bedroom3bath Luana Villa18B,Ground Floor,Oceanfront Resort,Poolview
10.0 out of 10, Exceptional, (8)
"Such a wonderful place for my family to stay. Loved having 3 bathrooms and all the beds were so comfortable! Cannot go wrong by staying here. No complaints only positives!!"
We are OPEN 3bedroom3bath Luana Villa18B,Ground Floor,Oceanfront Resort,Poolview
Aerial view
We are OPEN, KLVR presents Honua Kai Luana Garden Villa 17C
We are OPEN, KLVR presents Honua Kai Luana Garden Villa 17C
Pool
Westin Nanea Award winning beach! Breathtaking Sunsets!
10.0 out of 10, Exceptional, (6)
"WOW! We will definitely be staying here again at the Westin Nanea Ocean Villas and at Terri's. She was so responsive and very informative with everything! The Westin was so clean, right by the ocean. We felt very safe here too! Great location and beautiful beach! We liked that they have 2 restaurants on site and all the amenities you can think of. It was nice having the concierge too for any bookings we were needing. Thanks again Terri!! 100% perfect! Missing MAUI already!"
Westin Nanea Award winning beach! Breathtaking Sunsets!
Aerial view
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
9.6 out of 10, Exceptional, (26)
"Location was great with lots of pristine beaches and snorkeling spots close by. The villa itself was clean and easy to access. Some of the patio furniture was worn from the elements but that was about it. Overall a great area to stay in if you like a quiet relaxing place."
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
Aerial view
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
9.8 out of 10, Exceptional, (41)
"Incredible view from the giant bay windows where we were able to whale watch. Huge bathroom. Well equipped kitchen. Very comfortable bed and well-decorated accommodations. Our only warning would be that if you have a serious fear of bugs and critters, choose a room that’s on a higher floor. We did have 5 cockroaches visit over our 3 day stay (and one small frog!)"
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Beach
Oceanview Penthouse, sleeps up to 16 guests!
9.4 out of 10, Exceptional, (10)
"First time in Hawaii, came with family and friends: this house is just spectacular… great vibe, awesome location. Beds are comfortable, just great!"
Oceanview Penthouse, sleeps up to 16 guests!
Outdoor pool, an infinity pool
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
10.0 out of 10, Exceptional, (55)
"We had an amazing stay!!! Everything was perfect! The location is sooooo perfect! Will definitely be back!"
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
A waterfall pool
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
9.6 out of 10, Exceptional, (39)
"All good with this residence. Location great grounds beautiful. Had a few minor issues with air conditioning unit as was not working properly upon arrival. It took 2 days to fix. They were diligent and resolved. Key cards kept demagnetizing and had to be replaced twice. Other than those 2 minor issues would definitely recommend."
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
A heated pool
Hawaii Life Vacations Hoolei Wailea Lux Residence Overlooking Resort Pool
10.0 out of 10, Exceptional, (21)
"The property is located in an ideal location. Right in the heart of restaurants and shops. The beach is right across the street. The unit is high end. The beds were comfortable and we enjoyed the lanai every morning and night."
Hawaii Life Vacations Hoolei Wailea Lux Residence Overlooking Resort Pool
An infinity pool
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Upper Floor VIlla
10.0 out of 10, Exceptional, (27)
"Great property, service with amazing snorkeling. Pools and exercise facility perfect. The two bedroom suite with kitchen with view to Lanai and an accordion sliding door to patio…amazing! The Royal Ka’anapali golf course was terrific as well and offers challenge for low index players. Will definitely stay here again."
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Upper Floor VIlla
Pool
Maui Resort Rentals: Marriott's Maui Ocean Club 3 Bedroom Oceanfront Villa
9.8 out of 10, Exceptional, (69)
"Super place"
Maui Resort Rentals: Marriott's Maui Ocean Club 3 Bedroom Oceanfront Villa
Pool
AMAZING LOCATION in the HEART of WAILEA!! WBV H102!
9.8 out of 10, Exceptional, (55)
"The condo and property are beautiful. The condo was fully stocked with everything we needed which was appreciated. It was not an issue for us but the walk to the pool could be difficult for some people as there is a hill to the pool/beach area. We had a great stay and enjoyed many parts of Maui."
AMAZING LOCATION in the HEART of WAILEA!! WBV H102!
Outdoor dining
Great Price ~ 4/12- 4/19 OPEN ~ Platinum Maui Vacations ~ Warm Tropical Infusion
9.0 out of 10, Wonderful, (4)
"Everything about our stay was fantastic. Nice quiet location, 10 minute walk to Napili bay beach or Kapalua Bay, and short drive to Kaanapali and other beaches."
Great Price ~ 4/12- 4/19 OPEN ~ Platinum Maui Vacations ~ Warm Tropical Infusion
On the beach, sun loungers, beach towels
We are OPEN, KLVR presents 2 Villas Luana building 11Resort& Pool views
10.0 out of 10, Exceptional, (16)
"It was awesome. Beautiful, spacious, and exactly how it looks online. I would definitely come back here."
We are OPEN, KLVR presents 2 Villas Luana building 11Resort& Pool views
Pool
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
10.0 out of 10, Exceptional, (49)
"Had an amazing time staying at this beautiful condo! Everything you need is at your finger tips. The pool is just down the street and is so relaxing. Used it everyday along with the workout area. Exceptional! Would recommend to anyone coming to the wailea area. Perfect location to beaches, shops and restaurants. Golf is minutes away."
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
On the beach, sun loungers, beach towels
We are OPEN KLVR presents Honua Kai Resort, Luana Villas 6B/7A
We are OPEN KLVR presents Honua Kai Resort, Luana Villas 6B/7A
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See all available properties in Olowalu
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.

Other property types in Olowalu

Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2994)
"We had a great stay at this hotel. Yes, it's a little old but it's clean. It has a restaurant on site which serves good food and drinks. We ate there twice during our 4-night stay. The swimming pools and hot tubs are very nice and well-maintained. The staff are helpful and friendly. There are restaurants and supermarket across the street and there are also food trucks next to the hotel. Dukes is walking distance if you walk on the boardwalk and the beach. It's a nice location. It is...
The price is $263
$340 total
includes taxes & fees
May 14 - May 15
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2142)
"Beautiful beachfront property. Well maintained with a friendly, helpful staff. Free coffee every morning available between 6:00 am and 9:00 am Nice restaurant/bar with great breakfast and view of the ocean. "
The price is $221
$337 total
includes taxes & fees
May 15 - May 16
Aston Maui Kaanapali Villas
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2531)
"I loved everything about this resort. "
OUTRIGGER Honua Kai Resort & Spa
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

How much do villas in Olowalu cost?
Villas in Olowalu range between and per night. These escapes give you the privacy of your own space at a price that won’t stretch the budget. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Olowalu?
Olowalu has villas to select from. Find a stay that’s right for you quickly and easily by selecting the “Villa” checkbox under the “Property type” tab in our handy filter tool.
Why book your villa in Olowalu with Expedia?
With Expedia, it’s a cinch to find your ideal villa in Olowalu. Vacationing with the family? Use our helpful filters to look for stays with amenities like a pool and WiFi. If you have a budget, click on how much you’d like to spend and the star rating of the property. We’ll help you find the right fit that matches your taste and style.
How can I find cheap villas in Olowalu?
Expedia is here to help you search for cheap villas in Olowalu. Use the filter tool to select amenities, star rating and budget to refine your search and find an awesome place to stay in a couple of quick clicks.
What is there to do near my villa in Olowalu?
You’ll find plenty of wonderful things that’ll fill up your itinerary in Olowalu. Don’t miss popular attractions like Kaanapali Beach, Maui Ocean Center and Black Rock. Whalers Village Museum, Drums of the Pacific Lu au and Maalaea Beach are other must-see’s.