Olowalu Vacation Rentals

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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, (197 reviews)
"Such a great place to stay! Location could not have been better. Quiet neighbors, walking distance to Mama’s Fish house and the beach. Traffic can be a little loud, but that has nothing do to with the owner or space. We would stay here again!"
United States
Allison S.
$378 nightly
The price is $443
Feb 24 - Feb 25
Total with taxes and fees
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
$341 nightly
The price is $343
Mar 2 - Mar 3
Total with taxes and fees
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)
"Very clean, quiet, nice people all around. Good location."
Canada
Betty T.
$748 nightly
The price is $780
Mar 4 - Mar 5
Total with taxes and fees
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.
$417 nightly
The price is $488
Feb 18 - Feb 19
Total with taxes and fees
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Oceanfront penthouse with amazing views at Kauhale Makai

Oceanfront penthouse with amazing views at Kauhale Makai
Central Kihei
9.8 out of 10, Exceptional, (78 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.
$482 nightly
The price is $565
Mar 10 - Mar 11
Total with taxes and fees
Oceanfront penthouse with amazing views at Kauhale Makai

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, (164 reviews)
"It was a really nice stay. "
Canada
KATHRYN M.
$435 nightly
The price is $509
Mar 8 - Mar 9
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

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, (13 reviews)
"Wonderful place to stay. Awesome host. We had a great time and hopefully be back soon!"
United States
Jennifer D.
$407 nightly
The price is $477
Mar 2 - Mar 3
Total with taxes and fees
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

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.
$647 nightly
The price is $758
Mar 9 - Mar 10
Total with taxes and fees
Paia 2 Bedroom 2 Bathroom

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
$369 nightly
The price is $432
Mar 16 - Mar 17
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

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
$544 nightly
The price is $637
Mar 3 - Mar 4
Total with taxes and fees
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

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.
$381 nightly
The price is $445
Mar 15 - Mar 16
Total with taxes and fees
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

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.
$440 nightly
The price is $515
Mar 5 - Mar 6
Total with taxes and fees
Ocean View 2-bedroom condo with pool and AC in wonderful 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, (269 reviews)
"Great stay"
United States
Noah C.
$402 nightly
The price is $470
Mar 15 - Mar 16
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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, (263 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.
$438 nightly
The price is $513
Mar 7 - Mar 8
Total with taxes and fees
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking

Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (169 reviews)
"Desperately needs AC in the bedroom!"
United States
Tami M.
$438 nightly
The price is $513
Mar 10 - Mar 11
Total with taxes and fees
Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking

Winter Avail! Partial Ocean View Condo with pool - just steps from the beach.

Winter Avail! Partial Ocean View Condo with pool - just steps from the beach.
North Kihei
10.0 out of 10, Exceptional, (61 reviews)
"Very nice place that was clean and provided everything we needed for a great vacation. "
United States
Eric
$479 nightly
The price is $561
Feb 19 - Feb 20
Total with taxes and fees
Winter Avail! Partial Ocean View Condo with pool - just steps from the beach.

Luxury Reno 10-2025 Sunrise & Sunset Views Bose Bidets Walk to Pool & Resorts

Luxury Reno 10-2025 Sunrise & Sunset Views Bose Bidets Walk to Pool & Resorts
Wailea
9.8 out of 10, Exceptional, (182 reviews)
"Beautiful area. Pool and spa were closed. Air in living room leaked."
United States
Mike R.
$500 nightly
The price is $585
Mar 11 - Mar 12
Total with taxes and fees
Luxury Reno 10-2025 Sunrise & Sunset Views Bose Bidets Walk to Pool & Resorts

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, (36 reviews)
"we really enjoyed our stay here. It is clean and maintained well and close to the beach."
United States
stuti s.
$478 nightly
The price is $560
Mar 5 - Mar 6
Total with taxes and fees
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, (203 reviews)
"10/10 recommendation this place. The beach access right in front is unbeatable. Near the pool, clean, had the comfiest bed, very well stocked kitchen supplies. We stayed 7 nights and already booked another 9 next year. Joan is very responsive and really took care of us! "
United States
Ginny S.
$461 nightly
The price is $539
Feb 24 - Feb 25
Total with taxes and fees
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
North Kihei
9.6 out of 10, Exceptional, (293 reviews)
"Great room, affordable, clean, sufficient, well maintained, easy access"
United States
John K.
$378 nightly
The price is $442
Mar 9 - Mar 10
Total with taxes and fees
Ai Recommended! - Split AC, Clean, Free WiFi and Parking, 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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Olowalu vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olowalu vacation 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 low season months. For more hustle and bustle, you may prefer to visit Olowalu in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $322 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Olowalu rentals

At Expedia, we put the best Olowalu vacation 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 vacation.

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 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?

Kapalua Golf Villas by KBM Resorts: This vacation home near Olowalu is located on the beach and has an outdoor pool, a balcony, and a barbecue grill 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 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.