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Compare 337 Vacation Homes in Olowalu with updated reviews, rates, and availability.

Front of property
Kaiholo Hale
3.0 star property
9.4 out of 10, Exceptional, (179)
"This was an excellent trip. I would recommend this Plato any one! The hosts were very accommodating to our late flight out. "
Kaiholo Hale
Open floor plan for entertaining large groups.  With incredible ocean views
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, (48)
"I came with my group of around 30 and we had such a lovely time! Everyone had a comfortable place to sleep and we all enjoyed the closeness to the beach. Also, the host were very communicative and helpful throughout our stay. Highly recommend this place to anyone who wants to stay in Maui!"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Private pool with in pool sunbathing shelf and slide.
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
10.0 out of 10, Exceptional, (73)
"We spent a wonderful week with our 6 adult children, their spouses and our young grandchildren. The home is very spacious and provided comfortable rooms and bathrooms for everyone. The backyard and pool were a fantastic addition to the beach time. It was perfect for the little ones to enjoy, as wells as the adults. The lanai provided a perfect place to enjoy breakfast and dinners. Napili is a great location. We were within walking distance of the beach and a short drive to the Kapalua Coastal...
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
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View from private deck with palms
Lana’i Oasis and Gem, The Artist's House
10.0 out of 10, Exceptional, (170)
"We stayed in the Artist’s House for five nights. You can enjoy the comforts of home with paradise a few steps away. Nestled in a residential neighborhood with lush plants providing a lovely outdoor space and a sense of privacy. We opened the door to a welcoming living/dining/kitchen area. The open space was perfect for the three of us to enjoy a cup of coffee and relax after a busy day on the island. The master bedroom had a comfortable king sized bed with a en-suite bath that included a...
Lana’i Oasis and Gem, The Artist's House
Beach
Spacious Hawaiian home 50 steps from Sugar Beach!
8.8 out of 10, Excellent, (58)
"Thai is a fabulous location. Truth about how close to beach! Our only issue was there was no table to sit at inside. No table for cards or coffee. Outside wasn’t always appropriate. Major construction going on next door was an eyesore…"
Spacious Hawaiian home 50 steps from Sugar Beach!
Living area
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
10.0 out of 10, Exceptional, (37)
"My wife and I just enjoyed our third visit to this property, and once again it is was just perfect. This property is a gem. The hosts are great and we will keep going back. Highly recommended."
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
Pool
Celebrity Estate, Across the Street From Beach! Brand New! 6 Bedroom W/Pool
10.0 out of 10, Exceptional, (2)
"After looking at dozens of home for rent, we decided on this property and do not regret the decision. It’s beautifully appointed with brand new furniture, plenty of room for a large group (we had 16) and my goodness, that beach across the street, divine! There are several areas to dine, a gorgeous pool with pool and beach toys included, and what felt like a private concierge with the manager (who lives close by). Thank you for an unforgettable vacation with my family. We will cherish the...
Celebrity Estate, Across the Street From Beach! Brand New! 6 Bedroom W/Pool
Private kitchen
Stunning Two Story Townhouse located in Ekahi Village!
10.0 out of 10, Exceptional, (26)
"Location and accommodation was excellent, thank you!"
Stunning Two Story Townhouse located in Ekahi Village!
Property grounds
Modern 3 Bedroom Tropical Kihei Home Near Beach
9.8 out of 10, Exceptional, (133)
"Lovely home in Kihei, well appointed, modern and comfortable. Easy walking distance to beaches, restaurants and the food trucks at South Maui Gardens!"
Modern 3 Bedroom Tropical Kihei Home Near Beach
One of the largest condo pools in Kihei!
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
9.6 out of 10, Exceptional, (84)
"Clean, modern condo on a great location. Beautifully kept grounds. There’s a putting green right outside the back door and it’s only a few more steps to the pool and beach. Easy and open parking. Air conditioners worked great and we were never hot. Everyone we met at the resort was very friendly. Looking forward to returning soon. Highly recommend."
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
The outdoor lanai (patio) has great ocean views and overlooks one of two landscaped courtyards with pool.
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
10.0 out of 10, Exceptional, (2)
"Loved everything about our stay here. Will book again."
The price is AED 829
AED 2,553 total
includes taxes & fees
30 May - 31 May
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Stunning Koa Resort 3bd Villa w/ private Jet Spa
Stunning Koa Resort 3bd Villa w/ private Jet Spa
Our heated pool with the beach just 50 feet past our lava rock wall.
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
9.8 out of 10, Exceptional, (178)
"We loved our stay here! Our family of 17 had plenty of room and the house is very well stocked! We enjoyed being across from a great beach and absolutely loved having our own pool. We would stay here again in a heartbeat!"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Panoramic view from the deck.  Master bedroom view is even better !
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
10.0 out of 10, Exceptional, (114)
"This property exceeded our expectations and was amazing. 10 out of 10. Everything was as it should be and there was no reason to contact the Owner Mark or property manager during our stay. The views from the mid deck are amazing and the perfect place to hang out. We didn't want to leave! Mark, the Owner, is excellent and answered all of our questions prior to our stay!"
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
10.0 out of 10, Exceptional, (114)
"The Summit house was just what we needed for our family of ten. Ample room for all. Communication excellent for all our needs. The welcome basket was a special treat. Wish we could live together there forever! There is no way we could have been soo comfortable renting separate condos. Game room and weight rooms were used by all and appreciated."
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Kitchen Area
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
10.0 out of 10, Exceptional, (73)
"Dan & Kelly thought of everything with their home. It is beautiful, warm and welcoming. Had great family card games every night outside. Great location to any and everything. Would stay again for sure. Thank you!"
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Beach
Stunning Beach Front Townhouse
10.0 out of 10, Exceptional, (78)
"We had an incredible holiday while staying on this property recently. The title of this property describes it perfectly. The owner was a great host and very responsive to any questions. Our family thoroughly enjoyed staying here and would 100% recommend it to anyone considering to do so. It is special indeed."
Stunning Beach Front Townhouse
Back yard view w/ Lots of Lushes Green Grass to enjoy the breath taking views.
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, (198)
"We all (8 of us) liked the property. It had everything you need for cooking etc. Very nice appointments. We all enjoyed our stay there."
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Property grounds
Ho'olei Villas - Luxury Wailea Residence
10.0 out of 10, Exceptional, (7)
"Love the place and can't wait to return."
Ho'olei Villas - Luxury Wailea Residence
Pool
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!
9.6 out of 10, Exceptional, (32)
"We came as a family of 10. 2 grandparents, 4 parents, 4 teens. This house fit us very well. It is as described in the listing, but so much more. Generous supplies (bathroom, kitchen, pantry, laundry, linens, bbq, including bath/beach towels), games, books, boogie boards, beach chairs galore, comfortable furniture, very clean, working order of all utilities. Our property manager Brinton was promptly and kindly accessible for questions (answered immediately), excellent recommendations and reponses...
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!
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See all available properties in Olowalu
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.

Other property types in Olowalu

Pool
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3007)
"Parking spots are quite small. Luckily we had a small car. "
The price is AED 873
AED 1,137 total
includes taxes & fees
27 May - 28 May
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2153)
"Very comfortable, big rooms and very peaceful!"
The price is AED 873
AED 1,310 total
includes taxes & fees
27 May - 28 May
Aston Maui Kaanapali Villas
Exterior
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2533)
"Loved staying and celebrating Mother’s Day and my son’s birthday! Couldn’t have asked for a better stay! "
The price is AED 1,055
AED 3,188 total
includes taxes & fees
10 Jun - 11 Jun
OUTRIGGER Honua Kai Resort & Spa
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.

Recent reviews of Olowalu hotels
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