Olowalu Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Olowalu vacation 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 ¥29,367
¥70,774 total
includes taxes & fees
May 20 - May 21
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
8.4 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 ¥8,545
¥84,213 total
includes taxes & fees
May 21 - May 22
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 ¥27,439
¥74,902 total
includes taxes & fees
Jun 17 - Jun 18
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 ¥8,996
¥85,176 total
includes taxes & fees
Jun 3 - Jun 4
The Ocean View Residence

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.2 out of 10, Wonderful, (12 reviews)
"The house was perfect for the 6 of us and near a beautiful cove. "
United States
Vanessa C.
The price is ¥48,559
¥104,588 total
includes taxes & fees
May 19 - May 20
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 ¥30,002
¥82,613 total
includes taxes & fees
May 21 - May 22
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 ¥15,715
¥55,733 total
includes taxes & fees
May 25 - May 26
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

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 ¥24,144
¥74,328 total
includes taxes & fees
May 22 - May 23
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 ¥22,224
¥71,106 total
includes taxes & fees
Jun 7 - Jun 8
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, (70 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 ¥42,384
¥152,775 total
includes taxes & fees
May 22 - May 23
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 ¥27,002
¥76,502 total
includes taxes & fees
May 18 - May 19
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.
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 ¥32,573
¥138,934 total
includes taxes & fees
Jun 7 - Jun 8
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, (909 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 ¥40,510
¥48,091 total
includes taxes & fees
May 18 - May 19
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 ¥20,636
¥72,215 total
includes taxes & fees
Jun 15 - Jun 16
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 ¥42,542
¥96,168 total
includes taxes & fees
May 28 - May 29
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 ¥34,897
¥92,186 total
includes taxes & fees
May 31 - Jun 1
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 ¥27,859
¥74,360 total
includes taxes & fees
May 25 - May 26
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 ¥30,573
¥138,129 total
includes taxes & fees
May 30 - May 31
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Olowalu Hotel Reviews

Find out more about Olowalu

Search for holiday rentals in Olowalu on Expedia! You can easily find your home rentals, villas, holiday apartments in Olowalu using one of the methods below:

  • View our selection of featured holiday rentals in Olowalu
  • Use the map to find apartments and other holiday homes in the Olowalu neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Olowalu while they last

Look no further and take a look at our great range of rental properties in Olowalu!

Frequently asked questions

Are there vacation rentals in Olowalu?

Yes, we have vacation rentals near the most popular local attractions in Olowalu, or you can go with a secluded option if you want a relaxing place to 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 vacation rentals that Olowalu has to offer?

Kaiholo Hale: This vacation home rental near 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 vacation rental in Olowalu like?

A vacation rental is a private property you can stay in for several days or longer in Olowalu. Vacation rentals offer amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.