Holiday Rentals in Olowalu

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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, (198 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 €376
includes taxes & fees
7 Mar - 8 Mar
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, (22 reviews)
"Clean and convenient"
United States
Ilya L
The price is €308
includes taxes & fees
17 Mar - 18 Mar
Kuau Surf 2.0 Maui North Shore Locally-Owned

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.6 out of 10, Exceptional, (54 reviews)
"Stay was great, condo was well equipped, great location and beautiful view."
United States
Tara C.
The price is €645
includes taxes & fees
4 Mar - 5 Mar
Bright, Beautiful, Remodeled Island Sands 505 Condo

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.
The price is €411
includes taxes & fees
2 Mar - 3 Mar
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

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 €706
includes taxes & fees
13 Mar - 14 Mar
The Ocean View Residence

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.0 out of 10, Wonderful, (10 reviews)
"Host was very accommodating when we needed some extra bedding! Beautiful little condo! Great location ;)"
United States
Daunne S.
The price is €700
includes taxes & fees
3 Mar - 4 Mar
Paia 2 Bedroom 2 Bathroom

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, (166 reviews)
"It was a really nice stay. "
Canada
KATHRYN M.
The price is €341
includes taxes & fees
8 Mar - 9 Mar
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Oceanfront penthouse with amazing views at Kauhale Makai

Oceanfront penthouse with amazing views at Kauhale Makai
Central Kihei
9.8 out of 10, Exceptional, (79 reviews)
"This was our first stay in Kihei and we had a wonderful time! The location was great and we appreciated the quietness of our space. We were able to walk to a nearby shopping plaza where we found delicious food and coffee. Our host was kind and communicated promptly and efficiently. We will be back! "
United States
Paige O.
The price is €481
includes taxes & fees
10 Mar - 11 Mar
Oceanfront penthouse with amazing views at Kauhale Makai

Panoramic Maui Sunset Ocean Views

Panoramic Maui Sunset Ocean Views
Central Kihei
9.2 out of 10, Wonderful, (51 reviews)
"Great location beautiful ocean view"
United States
Eileen R.
The price is €690
includes taxes & fees
19 Mar - 20 Mar
Panoramic Maui Sunset Ocean Views

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (40 reviews)
"We had a wonderful stay! Host was wonderful! Being steps from the beach was the cherry on top! Would definitely stay again!!!"
United States
Stacie K.
The price is €404
includes taxes & fees
15 Mar - 16 Mar
Romantic Beachfront Getaway

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
North Kihei
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful! This was steps from a beautiful uncrowded beach where my family had a blast. We enjoyed watching the sunrise from the balcony every morning. I wish we could have stayed longer. "
United States
Sharon
The price is €542
includes taxes & fees
1 Mar - 2 Mar
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

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, (63 reviews)
"The room was perfect! "
United States
Gillian
The price is €356
includes taxes & fees
16 Mar - 17 Mar
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

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, (14 reviews)
"Wonderful place to stay. Awesome host. We had a great time and hopefully be back soon!"
United States
Jennifer D.
The price is €399
includes taxes & fees
2 Mar - 3 Mar
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Lahaina
9.8 out of 10, Exceptional, (264 reviews)
"Great stay. Very easy & the owner was very quick to reply to any questions. Lovely neighborhood & beaches. Would stay here again! "
United States
Tyler M.
The price is €413
includes taxes & fees
7 Mar - 8 Mar
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

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, (269 reviews)
"Great stay"
United States
Noah C.
The price is €387
includes taxes & fees
15 Mar - 16 Mar
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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.
Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home

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, (144 reviews)
"Our host was so responsive, kind and helpful! "
United States
Laura C.
The price is €497
includes taxes & fees
15 Mar - 16 Mar
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, (23 reviews)
"Convenient nice place to stay on Maui"
United States
Giovanni B.
The price is €425
includes taxes & fees
5 Mar - 6 Mar
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
Paia
10.0 out of 10, Exceptional, (182 reviews)
"It was a nice place. We had a great time easy in and out close to everything."
United States
Angela O.
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

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, (302 reviews)
"Everything was exactly as promoted, we had a wonderful stay."
United States
Dominick T.
The price is €413
includes taxes & fees
6 Mar - 7 Mar
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
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 €300 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?

Kapalua Golf Villas by KBM Resorts: This holiday home rental outside Olowalu is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

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 Wailea Beach 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.