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)
"Recently renovated and spotless! This condo had everything we needed and was comfortable and conveniently located. Highly recommend!"
United States
Allison H.
$381 nightly
The price is $446
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

[RARE] Upscale 2BR/2BA Kuau Paia - Walk to Beach

[RARE] Upscale 2BR/2BA Kuau Paia - Walk to Beach
Paia
9.8 out of 10, Exceptional, (41 reviews)
"Wonderful Property"
United States
Kristin M.
$671 nightly
The price is $720
Feb 26 - Feb 27
Total with taxes and fees
[RARE] Upscale 2BR/2BA Kuau Paia - Walk to 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

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
$463 nightly
The price is $550
Feb 25 - Feb 26
Total with taxes and fees
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.
$652 nightly
The price is $763
Mar 8 - Mar 9
Total with taxes and fees
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, (165 reviews)
"It was a really nice stay. "
Canada
KATHRYN M.
$389 nightly
The price is $455
Mar 8 - Mar 9
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (168 reviews)
"Amazing place to stay, loved it. "
United States
Jacqueline
$272 nightly
The price is $322
Mar 9 - Mar 10
Total with taxes and fees
Napili Village Hotel

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.
$719 nightly
The price is $747
Mar 4 - Mar 5
Total with taxes and fees
Bright, Beautiful, Remodeled Island Sands 505 Condo

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
$542 nightly
The price is $633
Mar 1 - Mar 2
Total with taxes and fees
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
$366 nightly
The price is $428
Mar 16 - Mar 17
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

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.
$832 nightly
The price is $974
Mar 1 - Mar 2
Total with taxes and fees
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

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.
$506 nightly
The price is $591
Mar 15 - Mar 16
Total with taxes and fees
SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui

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!

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (651 reviews)
"Great Hotel! Super clean! Has everything you need for perfect vacation!"
United States
Sergii
$281 nightly
The price is $334
Feb 24 - Feb 25
Total with taxes and fees
Napili Sunset on the Beach

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, (204 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!!!

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.
$428 nightly
The price is $501
Feb 24 - Feb 25
Total with taxes and fees
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

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.
$522 nightly
The price is $611
Mar 25 - Mar 26
Total with taxes and fees
Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home

BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach

BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach
North Kihei
10.0 out of 10, Exceptional, (134 reviews)
"Beautiful place to stay and rest. Ate all our meals on the lani in ocean front beauty. All you need for a beautiful vacation "
United States
Ruth
$526 nightly
The price is $615
Mar 24 - Mar 25
Total with taxes and fees
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach

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.
$769 nightly
The price is $802
Mar 19 - Mar 20
Total with taxes and fees
Panoramic Maui Sunset Ocean Views

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
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.