Olowalu Holiday Rentals

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Our top choices for Olowalu holiday rentals

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (207 reviews)
"Great location near Paia shops and short walk to Mama's Fish House, & beach. Enjoyed our stay at Kuau Plaza. The condo was just as described and pictured. Nicely furnished & decorated. Comfy bed, everything you could need in the kitchen, nice bathroom...all looked brand new! Although right next to the road, we barely heard the traffic. We would stay here again."
United States
Kimberly
The price is AU$613
includes taxes & fees
20 May - 21 May
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.2 out of 10, Very good, (25 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is AU$688
includes taxes & fees
14 May - 15 May
Signature Residences at Maui Banyan

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.2 out of 10, Wonderful, (32 reviews)
"Everything was set up to be an amazing experience and we would definitely stay again."
Canada
Tamara
The price is AU$591
includes taxes & fees
16 May - 17 May
Kihei Ali'i Kai Condos with Free Parking

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is AU$879
includes taxes & fees
3 June - 4 June
The Ocean View Residence

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.2 out of 10, Wonderful, (11 reviews)
"The house was perfect for the 6 of us and near a beautiful cove. "
United States
Vanessa C.
The price is AU$916
includes taxes & fees
19 May - 20 May
Paia 2 Bedroom 2 Bathroom

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (54 reviews)
"Really enjoyed our stay beautiful condo Will recommend to our friends thanks again "
United States
Michael P.
The price is AU$687
includes taxes & fees
15 May - 16 May
Top Floor Beachfront Condo with Ocean view

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (169 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is AU$534
includes taxes & fees
27 May - 28 May
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui

SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui
North Kihei
10.0 out of 10, Exceptional, (149 reviews)
"Our host was helpful and answered our questions in a timely manner. The amenities were great and the beach was not crowded."
United States
Thomas F.
The price is AU$809
includes taxes & fees
21 May - 22 May
SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
North Kihei
9.8 out of 10, Exceptional, (28 reviews)
"Nice place"
Canada
PC SHOP
The price is AU$637
includes taxes & fees
14 May - 15 May
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (16 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is AU$565
includes taxes & fees
14 May - 15 May
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

Ekahi Ocean View Escape and close to beach (21F)

Ekahi Ocean View Escape and close to beach (21F)
Wailea
9.8 out of 10, Exceptional, (69 reviews)
"This condo has everything you need for an amazing stay in Maui! This was our first time here and it has exceeded all our expectations. Thank you to our hosts for sharing this wonderful space with us, we’re already planning our next trip back!"
United States
Mary C.
The price is AU$1,302
includes taxes & fees
23 May - 24 May
Ekahi Ocean View Escape and close to beach (21F)

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Central Kihei
10.0 out of 10, Exceptional, (111 reviews)
"Beautiful views, lovely beach, convenient parking and good amenities nearby. "
United States
Tesha T.
The price is AU$652
includes taxes & fees
16 May - 17 May
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Updated Kauhale Makai unit 610 1 bedroom top floor, king bed, AC

Updated Kauhale Makai unit 610 1 bedroom top floor, king bed, AC
Central Kihei
10.0 out of 10, Exceptional, (71 reviews)
"Great location, condo was very nice and organized and had all the essentials."
United States
Natalia O.
The price is AU$587
includes taxes & fees
14 May - 15 May
Updated Kauhale Makai unit 610 1 bedroom top floor, king bed, AC

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (57 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is AU$1,173
includes taxes & fees
8 June - 9 June
Bright, Beautiful, Remodeled Island Sands 505 Condo

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (907 reviews)
"Staff was amazing and nice! The GM is a huge Kansas City Chiefs fan. The property is beautiful and is a perfect walking distance for anything Kīhei/Wailea. Great TV channels as well. There are cute roosters, lizards and birds everywhere. Will be staying here again for sure! "
Canada
Ethan
The price is AU$418
includes taxes & fees
16 May - 17 May
Aston Maui Hill

Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (170 reviews)
"Clean, across the street from beach and whale center. Great location to get to other places on the island. "
Canada
wayneiversonphotosk
The price is AU$617
includes taxes & fees
14 May - 15 May
Steps to the Beach, Affordable w/Free Parking

MARCH DEALS- Beachfront Condo With Amazing Oceanfront Views.

MARCH DEALS- Beachfront Condo With Amazing Oceanfront Views.
North Kihei
9.6 out of 10, Exceptional, (40 reviews)
"We have stayed at sugar beach many times and we absolutely loved our unit. It was welcoming and homey and a beautiful view. There was everything you could need we give it a 10! Thank you for sharing your home with usher "
United States
karen S.
The price is AU$830
includes taxes & fees
16 May - 17 May
MARCH DEALS- Beachfront Condo With Amazing Oceanfront Views.

Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home

Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home
North Kihei
9.4 out of 10, Exceptional, (44 reviews)
"The pool and hot tub are great and very easy to access. The views are stunning. And the grounds are kept incredibly clean and groomed. "
United States
Guy C.
The price is AU$795
includes taxes & fees
31 May - 1 June
Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home

Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (117 reviews)
"Condo is fully stocked and decorated beautifully! "
United States
erin t.
The price is AU$638
includes taxes & fees
25 May - 26 May
Sugar Beach Resort Oceanview 1 bed/1 bath

Panoramic Maui Sunset Ocean Views

Panoramic Maui Sunset Ocean Views
Central Kihei
9.2 out of 10, Wonderful, (54 reviews)
"The view was spectacular."
United States
Brett S.
The price is AU$1,178
includes taxes & fees
15 May - 16 May
Panoramic Maui Sunset Ocean Views
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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Top Olowalu Hotel Reviews

Find out more about Olowalu

Everything you need to know about Olowalu holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Olowalu holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olowalu holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Olowalu holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olowalu. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Olowalu holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Olowalu holiday rentals we have selected for you start as low as AU$364 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Olowalu rentals

At Expedia, we put the best Olowalu holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Olowalu rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olowalu holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olowalu. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Olowalu?

Yes, there are holiday rentals close to the most popular sights in Olowalu, or you can select a more secluded option if you're looking for a relaxing stay. Olowalu is known for its shopping and restaurants. Make sure you have time to check out the beaches while you're in the area.

What are some of the best holiday rentals that Olowalu has to offer?

Kaiholo Hale: This holiday home rental outside of Olowalu is by the ocean, and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What’s there to see and do in Olowalu?

Explore the area and family-friendly sights such as Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or get out into nature at a spot like Mile Marker 14 Beach. Kaanapali Beach and Whalers Village are other popular places to visit in the area.

What’s a holiday rental in Olowalu like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Olowalu. Holiday rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.