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Olowalu Vacation Rentals

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Vacation Rentals in Olowalu

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

10.0 out of 10, Exceptional, (65)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
The price is CA $1,969
CA $3,852 total
includes taxes & fees
Jul 18 - Jul 19
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Charming Direct Oceanfront North Shore Beach House

9.0 out of 10, Wonderful, (32)
"We had a great time at this VRBO! It was so clean and was the perfect lay out for our family. The beds were comfortable and the views were gorgeous! We will definitely be staying again. "
The price is CA $907
CA $1,101 total
includes taxes & fees
Jul 28 - Jul 29
Charming Direct Oceanfront North Shore Beach House

Beautiful 3-bedroom townhome in Kihei

9.6 out of 10, Exceptional, (4)
"We loved our stay! The place had everything the family needed for visiting the beach and the place was clean and comfortable. Would stay again! "
The price is CA $235
CA $632 total
includes taxes & fees
Aug 2 - Aug 3
Beautiful 3-bedroom townhome in Kihei

Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

10.0 out of 10, Exceptional, (6)
"Clean, cozy and nicely designed. This condo has an amazing view and access to the beach and pool. Kitchen is well equipped, even has a milk warmer/frother which I appreciate so much as a lover of lattes. We'll happily stay here again on our next trip to Maui. "
The price is CA $421
CA $997 total
includes taxes & fees
Jul 26 - Jul 27
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

Sugar Beach PH17 - Direct Oceanfront 1 bedroom

The price is CA $320
CA $812 total
includes taxes & fees
Aug 1 - Aug 2
Sugar Beach PH17 - Direct Oceanfront 1 bedroom

Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home

The price is CA $309
CA $789 total
includes taxes & fees
Aug 3 - Aug 4
Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

10.0 out of 10, Exceptional, (1)
"Place was great and would definitely stay again! There was a nice yard and a closet full of beach gear, chairs and coolers we made use of. Only thing that would have been better was if the hot tub was not on a timer that shuts off later at night. Great spot!!"
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

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

9.8 out of 10, Exceptional, (109)
"The property was clean, well maintained, and in a sweet, quiet neighborhood-a perfect home base for lots of day trips around Maui with tons of toys for beach-going. We hope to visit again! And a beautiful backyard and amenities!"
The price is CA $295
CA $886 total
includes taxes & fees
Jul 28 - Jul 29
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

9.6 out of 10, Exceptional, (106)
"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"
The price is CA $748
CA $1,848 total
includes taxes & fees
Aug 4 - Aug 5
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

Menehune Shores 121: 2 BR, 2 BA Condominium in Kihei, Sleeps 4

10.0 out of 10, Exceptional, (186)
"We all loved it!"
The price is CA $342
CA $968 total
includes taxes & fees
Jul 19 - Jul 20
Menehune Shores 121: 2 BR, 2 BA Condominium in Kihei, Sleeps 4

Oceanfront Paradise in North Kihei

The price is CA $150
CA $739 total
includes taxes & fees
Jul 25 - Jul 26
Oceanfront Paradise in North Kihei

NB 210 Direct Ocean Views from this Napili Bay Studio Steps from the Sand Ocean

The price is CA $191
CA $939 total
includes taxes & fees
Aug 3 - Aug 4
NB 210 Direct Ocean Views from this Napili Bay Studio Steps from the Sand Ocean

Dream Hawaiian Getaway at Stunning Oceanfront Maui Sunset!

The price is CA $220
CA $874 total
includes taxes & fees
Aug 6 - Aug 7
Dream Hawaiian Getaway at Stunning Oceanfront Maui Sunset!

NS H262 BeachFront Condo w Ocean Views Pool Hot Tub

The price is CA $225
CA $997 total
includes taxes & fees
Aug 11 - Aug 12
NS H262 BeachFront Condo w Ocean Views Pool Hot Tub

KGE G207 Newly Updated 2BD South Maui Condo Amazing Location, Walk to the Beach!

The price is CA $235
CA $1,102 total
includes taxes & fees
Aug 3 - Aug 4
KGE G207 Newly Updated 2BD South Maui Condo Amazing Location, Walk to the Beach!

Oceanfront Hideaway on the Beach

The price is CA $1,645
CA $3,461 total
includes taxes & fees
Jul 27 - Jul 28
Oceanfront Hideaway on the Beach

Selfie wall, walk to beach, TVs in rooms

The price is CA $301
CA $756 total
includes taxes & fees
Jul 20 - Jul 21
Selfie wall, walk to beach, TVs in rooms

Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!

10.0 out of 10, Exceptional, (15)
"Great location with restaurants either way within walking distance. Beaches nearby with nice walking areas."
The price is CA $834
CA $1,913 total
includes taxes & fees
Aug 3 - Aug 4
Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!

Perch - Kihei Ali‘i Kai Front Row Penthouse | Walk to Beach & Food

The price is CA $321
CA $938 total
includes taxes & fees
Aug 4 - Aug 5
Perch - Kihei Ali‘i Kai Front Row Penthouse | Walk to Beach & Food

Central 1 bedroom gorgeous beaches

The price is CA $549
CA $1,525 total
includes taxes & fees
Jul 19 - Jul 20
Central 1 bedroom gorgeous beaches
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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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?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This vacation home rental near Olowalu is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Olowalu?

Explore the area and family-friendly sights such as Maui Fish Pipe, 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.