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Search Vacation Homes in Olowalu

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Compare 321 Vacation Homes in Olowalu with updated reviews, rates, and availability.

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (186)
"A bit dated but honestly was part of its charm. Spotless & utterly comfortable. Great location. Managed well. "
Kaiholo Hale

Lana’i Oasis and Gem, The Artist's House

10.0 out of 10, Exceptional, (177)
"We had such a nice time enjoying this lovely home and its beautiful patio and garden. We spent most of our time exploring the island after reading all the information that is located in a book put together by the owner. Comfortable beds! "
The price is SAR 1,558
SAR 2,969 total
includes taxes & fees
25 Nov - 26 Nov
Lana’i Oasis and Gem, The Artist's House

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (58)
"After staying here for a 3rd time, I decided to leave a review. This is such a fantastic home in the best location on Maui. We LOVE having the private beach in our own backyard, plenty of space to gather as a family with privacy in the bedrooms if we want it. The teens work out in the fitness center, the kids play in the pool and the adults lay out on the beach, all without leaving! Thank you so much"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

10.0 out of 10, Exceptional, (42)
"Everything was well above our expectations! Great property and location. Could not stop raving about it to everyone visiting for the wedding. "
WOW! Stunning Ocean Views, Large Deck &Luxury Beds

Private & Fabulous views! Exclusive pool, spa and 1 acre yard

10.0 out of 10, Exceptional, (124)
"This place was amazing! The view and pool were spectacular as advertised . Close to all the great beaches. We had an amazing stay and will be back!"
Private & Fabulous views! Exclusive pool, spa and 1 acre yard

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

10.0 out of 10, Exceptional, (77)
"The location is perfect, about a mile from the beach and close access to the highway. Nice quiet neighborhood. The beds were fantastic. The kitchen had everything we needed. They have beach chairs, umbrellas and a large cooler. The washer and dryer came in very handy. Dan and Kelly were very responsive and brought us fresh harvested bananas in addition to the homemade banana bread in the fridge. We really enjoyed the accommodations. It was a great family trip."
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

10.0 out of 10, Exceptional, (3)
"We had our whole family with us in Hawaii and it was wonderful! This home was perfect for us- each little family with their own room and bathroom. The pool was perfect for the grandkids and the adults loved the fitness room. Napili Bay beach was so close and convenient for our kids young families. It was the best family vacation we’ve ever taken. "
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!

10.0 out of 10, Exceptional, (160)
"We loved our stay here - the home is cozy and the views are amazing. We enjoyed paddleboarding with turtles and seeing them not only on the beach and in the water but from the house as well. The owner and property manager were great and responsive, the home is older, but very well kept and clean. Absolutely would stay here again! No AC, but open windows and fans cooled the place down nicely, especially at night. Would highly recommend!"
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!

Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

10.0 out of 10, Exceptional, (28)
"Very clean… all the amenities. Loved the pool, deck and movie room. Kurt was an amazing host! Would definitely be back. "
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (3)
"This is truly an exceptional property, if I could give it 6 stars I would. It had everything you could possibly need for a Maui vacation. The upstairs has a game room equipped with ping pong, air hockey and video games that would rival most arcades. The fitness facility was as well equipped as the fitness center we work out at in Denver. The bedrooms, bathrooms, kitchen and living areas are all beautiful and spacious, way more than enough room for our group of 12. There are tons of beach chairs,...
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

Private gated home with 300 Foot private beach front, beach toys and much more!

10.0 out of 10, Exceptional, (53)
"Are you looking for the premier stay in all of Maui? Look no further than this amazing beach house. We stayed here for 7 days in August, and fell in love with all this place has to offer. The entire house was spotlessly clean, with plenty of towels and toiletries. The bedrooms each have their own climate control, the beds are all super comfortable, and all bedrooms have stunning views of the ocean. We spent a great deal of time watching the waves and turtles from the sitting area off the kitchen...
Private gated home with 300 Foot private beach front, beach toys and much more!

Modern 3 Bedroom Family Friendly Kihei Home Near Beach

9.8 out of 10, Exceptional, (138)
"Wonderful location with plenty of amenities to make for a great Maui vacation. In-laws booked the 2nd unit next door and we had a wonderful time hanging out on the large deck. Would absolutely book again."
Modern 3 Bedroom Family Friendly Kihei Home Near Beach

Spacious Maui Beach House, Private Pool, AC, Sleeps 6

10.0 out of 10, Exceptional, (42)
"The place was Amazing! Super close to the ocean, to food & restaurants- Perfect place to stay! Best Family Vacation Ever!!!"
Spacious Maui Beach House, Private Pool, AC, Sleeps 6

Luxurious 3 Bedroom Villa at Ho'olei! Perfect for Families! Ho'olei 55-2

9.6 out of 10, Exceptional, (78)
"We came to Hawaii to visit our son and grandchildren who live in Maui. This home was perfect for our needs, well stocked, and the pool area was fantastic."
Luxurious 3 Bedroom Villa at Ho'olei! Perfect for Families! Ho'olei 55-2

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

10.0 out of 10, Exceptional, (2)
"If you seek a large home that can accommodate large groups, if you seek close proximity to the most amazing beach - this is the home for you! It feels like Napili Bay is in your front yard! Napili Bay has long been our favorite beach on all of Maui, and now we finally have a home next to it, that we can return and rent each year. We had small kids, teens and adults and the home and management just couldn’t be better. 5 stars all the way around."
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Panoramic Ocean View Condo on Golf Course close to Beaches

10.0 out of 10, Exceptional, (7)
"Beautiful property with many upgrades and amazing ocean views. Great proximity to the beach and shops and a very quiet and relaxing location. The place was also very well equipped with cooking supplies, appliances and beach accessories. We would definitely stay here again!"
Panoramic Ocean View Condo on Golf Course close to Beaches

Kapalua Golf Villas by KBM Resorts

3.5 star property
10.0 out of 10, Exceptional, (3)
"Privacy was very important to me. "
The price is SAR 1,346
SAR 3,301 total
includes taxes & fees
8 Dec - 9 Dec
Kapalua Golf Villas by KBM Resorts

Spacious Hawaiian home 50 steps from Sugar Beach!

8.8 out of 10, Excellent, (63)
"Fabulous spot for a family with kids (3, in our case). Quiet neighborhood just a few minutes away from great food and stores. Plenty of space in the house and a cute backyard to boot. Incredibly easy to walk to the beach (crosswalk and access path). Good spot for day trips north and west. A+"
Spacious Hawaiian home 50 steps from Sugar Beach!

BEACHFRONT MAUI KIHEI HOUSE

9.8 out of 10, Exceptional, (150)
"Great home for 7 adults and 2 children. Central location right on the beach. Great views. Loved the Turtles that came right up on the beach. Great hosts with great communication. Would recommend!"
BEACHFRONT MAUI KIHEI HOUSE

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

9.8 out of 10, Exceptional, (188)
"Great location, central to everything on the island, beautiful property, well maintained. Owner was very accommodating & easy to work with. Great outdoor living spaces including a lovely pool. Plenty of beach & pool accessories"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
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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Other property types in Olowalu

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3350)
"We had an excellent time staying three nights at the Aston! We ate at the restaurant and it was great. The amenities are great and the staff went above and beyond our expectations. We used the concierge for booking a luau and it was fantastic. Five stars all around! "
The price is SAR 1,329
SAR 1,679 total
includes taxes & fees
8 Dec - 9 Dec
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2627)
"Some things were not working in our room, e.g. master bedroom balcony door would not open, table in the balcony was very wobbly, dryer was not operating properly. All these issues were resolved by the staff when I called them, but they seem to be basic checks that property management should have checked before giving us keys and not have me call about them. "
The price is SAR 826
SAR 2,963 total
includes taxes & fees
8 Dec - 9 Dec
OUTRIGGER Honua Kai Resort & Spa

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1080)
"Loved the shuttle to whalers village. Had to request housekeeping service twice during our stay as our room was missed ?"
The price is SAR 1,798
SAR 2,121 total
includes taxes & fees
30 Nov - 1 Dec
The Westin Ka'anapali Ocean Resort Villas
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.