Holiday Rentals in Olowalu

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Our top choices for Olowalu holiday rentals

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
9.0 out of 10, Wonderful, (19 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is €451
includes taxes & fees
18 Apr - 19 Apr
Signature Residences at Maui Banyan

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, (203 reviews)
"Recently renovated and spotless! This condo had everything we needed and was comfortable and conveniently located. Highly recommend!"
United States
Allison H.
The price is €382
includes taxes & fees
15 Apr - 16 Apr
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

Kuau Surf 2.0 Maui North Shore Locally-Owned

Kuau Surf 2.0 Maui North Shore Locally-Owned
Paia
9.2 out of 10, Wonderful, (24 reviews)
"Clean and convenient"
United States
Ilya L
The price is €303
includes taxes & fees
28 Apr - 29 Apr
Kuau Surf 2.0 Maui North Shore Locally-Owned

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.0 out of 10, Wonderful, (10 reviews)
"The house was perfect for the 6 of us and near a beautiful cove. "
United States
Vanessa C.
The price is €560
includes taxes & fees
20 Apr - 21 Apr
Paia 2 Bedroom 2 Bathroom

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (109 reviews)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (273 reviews)
"Perfectly situated on Maui island to easily visit everything and come back to condo to sleep."
Canada
Jean-Philippe R.
The price is €335
includes taxes & fees
2 May - 3 May
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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, (109 reviews)
"Beautiful views, lovely beach, convenient parking and good amenities nearby. "
United States
Tesha T.
The price is €410
includes taxes & fees
19 Apr - 20 Apr
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

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 €384
includes taxes & fees
21 Apr - 22 Apr
Sugar Beach Resort Oceanview 1 bed/1 bath

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is €410
includes taxes & fees
15 Apr - 16 Apr
Romantic Beachfront Getaway

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (57 reviews)
"Stay was great, condo was well equipped, great location and beautiful view."
United States
Tara C.
The price is €805
includes taxes & fees
2 May - 3 May
Bright, Beautiful, Remodeled Island Sands 505 Condo

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, (15 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is €363
includes taxes & fees
20 Apr - 21 Apr
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (67 reviews)
"The room was perfect! "
United States
Gillian
The price is €304
includes taxes & fees
25 Apr - 26 Apr
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
North Kihei
10.0 out of 10, Exceptional, (39 reviews)
"The host was very welcoming, the condo was well stocked with everything needed for the stay, it was super clean and everything worked really well. "
United States
Ellen B.
The price is €390
includes taxes & fees
25 Apr - 26 Apr
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
North Kihei
9.8 out of 10, Exceptional, (206 reviews)
"Gorgeous condo right on the beach! Zero complaints! Thank you for sharing your home."
United States
Susan C.
The price is €410
includes taxes & fees
17 Apr - 18 Apr
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

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, (26 reviews)
"Nice place"
Canada
PC SHOP
The price is €401
includes taxes & fees
15 Apr - 16 Apr
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

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, (167 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is €460
includes taxes & fees
28 Apr - 29 Apr
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (306 reviews)
"Super cute place to stay and the host was very helpful. Great location on the island and everything was super clean and easy to use. Best place to stay!!!!"
United States
Anonymous traveller
The price is €337
includes taxes & fees
27 Apr - 28 Apr
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (51 reviews)
"Kristal was a very welcoming host. Place was exactly what we were looking for. Great location, convenient stores nearby. The local beach was peaceful and relaxing. Had an amazing trip."
Canada
Vicki R.
The price is €452
includes taxes & fees
16 Apr - 17 Apr
Top Floor Beachfront Condo with Ocean view

Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (169 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 €391
includes taxes & fees
5 May - 6 May
Steps to the Beach, Affordable w/Free Parking

Oceanfront, Million-Dollar-View, B421

Oceanfront, Million-Dollar-View, B421
Central Kihei
10.0 out of 10, Exceptional, (194 reviews)
"We greatly enjoyed our stay at the condo. Everything was very clean, and the condo was extremely well stocked with kitchen items and water supplies. The views were stunning, and our family of 6 had an amazing stay! "
United States
Maureen G.
Oceanfront, Million-Dollar-View, B421
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, apart-hotels, 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 favorite 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 depends 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 €299 per night. Entering your travel dates in the search wizard you might find 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 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.