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Top Holiday Rentals in Olowalu

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

10.0 out of 10, Exceptional, (64)
"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 £2,093
includes taxes & fees
12 Jul - 13 Jul
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 £598
includes taxes & fees
28 Jul - 29 Jul
Charming Direct Oceanfront North Shore Beach House

Beautiful 3-bedroom townhome in Kihei

9.4 out of 10, Exceptional, (3)
"This stay was very nice, me and my friends enjoyed the things provided in the house specially the snorkeling equipment. Would highly recommend for any family or friends traveling to Maui. This home was convenient for any beaches, shops, or any outdoor activity."
The price is £344
includes taxes & fees
2 Aug - 3 Aug
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 £526
includes taxes & fees
8 Jul - 9 Jul
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

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

The price is £431
includes taxes & fees
13 Jul - 14 Jul
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!!"
The price is £1,371
includes taxes & fees
15 Jul - 16 Jul
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)
"Quiet neighborhood setting. Nice backyard for relaxing. Well equipped with beach accessories including snorkel gear. Large whirlpool tub and comfortable bed. Be prepared for carrying luggage to second floor."
The price is £481
includes taxes & fees
27 Jul - 28 Jul
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 £1,025
includes taxes & fees
4 Aug - 5 Aug
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 £528
includes taxes & fees
26 Jul - 27 Jul
Menehune Shores 121: 2 BR, 2 BA Condominium in Kihei, Sleeps 4

Oceanfront Paradise in North Kihei

The price is £429
includes taxes & fees
25 Jul - 26 Jul
Oceanfront Paradise in North Kihei

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

The price is £536
includes taxes & fees
3 Aug - 4 Aug
NB 210 Direct Ocean Views from this Napili Bay Studio Steps from the Sand Ocean

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

The price is £598
includes taxes & fees
3 Aug - 4 Aug
KGE G207 Newly Updated 2BD South Maui Condo Amazing Location, Walk to the Beach!

Oceanfront Hideaway on the Beach

Oceanfront Hideaway on the Beach

Selfie wall, walk to beach, TVs in rooms

The price is £449
includes taxes & fees
20 Jul - 21 Jul
Selfie wall, walk to beach, TVs in rooms

Charming 2-bedroom 2 bath ground floor condo

Charming 2-bedroom 2 bath ground floor condo

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 £939
includes taxes & fees
11 Jul - 12 Jul
Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!

Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach

10.0 out of 10, Exceptional, (53)
"Amazing stay here! Property managers very responsive and gorgeous property. Would definitely recommend!"
The price is £1,073
includes taxes & fees
15 Jul - 16 Jul
Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

9.4 out of 10, Exceptional, (58)
"We had a wonderful stay. Loved the location and size of condo."
The price is £431
includes taxes & fees
8 Jul - 9 Jul
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
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 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?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This holiday home rental outside of Olowalu is located on the beach, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 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.