Maui Vacation Rentals

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1,425 condos

“Restful Vacation in Paradise” We were fortunate to have almost two weeks to enjoy this lovely home located just a few minutes walk from beautiful Po'ipu Beach. We enjoyed hours on the lanai over coffee in the AM, and cocktails in the evening. Our long flight from the east coast meant our bodies were ready for the day at 5AM so we took advantage by observing the amazing stars giving way to the sunrise on both Shipwreck and Po'ipu beaches. The helpful hints inside the house binder gave us directions to some "off the grid" activities like waterfall hikes and rope swings - which our teenagers loved. (Bear in mind that the directions assume you're coming from Lihue, not the house - so plan your route accordingly!) The layout of the house is perfect for privacy whether you are traveling with teens or other couples. The house was stocked with the essentials and then some, which made our trip relaxed and fun. We didn't need to contact the caretakers during our trip, as everything we could have needed had been anticipated and provided for -the house was spotless upon arrival and easy to maintain while we were there. We can't wait to return.

Responds fast! avg. 3 hours 49 minutes

Match: Garden Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$1,203

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Quintessential of luxury

Keauhou house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 47 minutes

1 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$1,316

Honolulu's Luxurious Cliff House (Min 30-days)

Hawaii Kai house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

1 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$3,435

Haleakala Cottage - Beautiful Garden Views

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Garden, Private outdoor pool (heated), Shared outdoor pool (unheated)

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Price per night from

$453

Kolea 16A

Waikoloa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 39 minutes

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$591

Mahina Surf Unit 227

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$280

“Great location at an affordable price!” This little condo was perfect for our needs. The location served as the perfect place for me to experience Waikiki for the first time. Just a short walk to Waikiki beach, Dukes, Island Vintage coffee, and shopping. We really only used the room for showers and sleeping (3 days 2 nights) so the size was just fine. If the stay was longer I would have preferred a more conventional kitchen with a range but we ended up eating out for the most part. Mark was great, very accessible by phone and took care of a little hiccup with the cleaner timely and professionally. I would absolutely stay here again for short trips to Waikiki!

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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$126

OCEANFRONT ELEGANCE AT OCEAN DREAMS GRAND RESIDENCE 2203 MONTAGE KAPALUA

Kapalua villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“Heavenly” Lovely amenities in this condo...perfect location for our family's activities. Relaxing and the staff is amazing!!! We had a couple issues with the appliances and the staff was there immediately. The entire experience was perfect. The Swimming pool and the private grottos, plantings not to mention the size of it, was awesome.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$1,749

“Maui” WE loved the location, and the extra snorkel gear in the patio box was perfect. The property was well cared for but could have been cleaner. The bathroom needed a good wipe when we arrived. But I would absolutely recommend this property.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$422

“127” This is a wonderful place to stay. It's almost heaven...watching the ocean, swimming in the great pool, really nice other tenants and great location.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$569

“Wiohuli Beach” Love it here and will come back. People are friendly and nice. Clean and relaxing.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$442

“Great 2 bdrm condo in central location” Very nice home away from home.Great location, convenient to lots of activities. Will recommend to friends and family.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$620

“Good stay” Good stay

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$422

“Great place to stay!” Great location, clean, affordable, comfortable, helpful owners/management.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$569

“The view... sigh, the view” We stayed on Maui for a week and really enjoyed the central location and ocean view from this property. It's big and comfortable enough for two people and the updates to the unit did not go unnoticed. Would definitely stay again if we were lucky enough to come back!

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$392

“Wonderful in every way” We loved the size, cleanliness, and amenities of this condo. The price was well worth it. Its location is perfect for exploring all of Maui, but especially the southern area. We will be back.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$464

Kihei Garden Estates #C-208 Fully Renovated Loft-Style unit, Shared Hot Tub

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$475

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$608

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,108

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$374

“This was a great place to stay in Kehei.” The pool was great. The unit was very nice and was just what we needed. The beach was nice for sunsets and sunrises and walks on the beach but the one draw back was there was a large amount of seaweed on the beach and in the water which made swimming there not very desirable. There are other great Beaches for swimming and snorkeling not very far away.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$440

“Our Maui Holiday” Although I didn't personally stay in #214 ..... I rented that unit for my daughter and her children, I know they had a wonderful time but did leave a short list of items that were of concern. It is a beautiful location and a wonderful place to holiday.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$405

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$519

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$770

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$413

“First Maui Visit” This was a great spot for the kids and to relax. Beach was just a walk across the grounds which made it convenient for all of us and reduced the stress of traveling. We had three condos all close together which made it a great trip for all of us.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$464

“A sweet sunset view, right on the ocean” The unit was fine; very clean and quiet, on the second floor with a terrace with an ocean view. We were glad to find plenty of towels, sheets, kitchen equipment, and even beach chairs and umbrellas. The grounds are beautiful and well maintained. We did notice a few unsavory characters hanging out and drinking nearby, but we never felt in danger from them. The beach, though pretty, isn't great for swimming, but happily, we spotted sea turtles feeding along the shore at sunset several times. And terrific swimming/snorkeling beaches are a quick drive away.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$440

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$442

“Zowie in Maui” The rental had the most equipped kitchen I've ever stayed in. The place was spacious and I love the art work throughout. The beds were comfortable. I liked the view and the proximity to the grocery store. The pool was lovely. It wasn't a place I would want to hang out in though, and the beach isn't that great; but we loved it for its cleanliness and proximity to various "day trip destinations" like the road to Hana, Haleakana, Big Beach, a coral reserve, a farmer's market, the Iao Needle, etc. in Maui. We enjoyed our stay. The only problem I had is that I wish we could have paid the entire fee by credit card and I would have glad paid an extra fee to do so for the convenience.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$389

Wyndham Bali Hai ツ 2 Bedroom Resort Vacation Condo!

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent” My kids and I had a great time, we felt like we were at home. The condo was clean and had everything we needed. Location is perfect!

1 of 3 match: Garden, Private outdoor pool (heated), Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$160

Hamakua Coast Retreat

Hakalau house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 3 match: Garden, Private outdoor pool (heated), Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$165

Ground floor condo with AC!

Poipu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Garden, Private outdoor pool (heated), Shared outdoor pool (unheated)

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Price per night from

$376

“Great trip to Maui” My family and I enjoyed our time at Ekahi. Loved the view from the balconies, and chairs and other beach equipment was there for our use. The property management was very accomodating and when we had one thing missing from the condo, it was there the next day. I think this is a great condo for a family of 2 adults 2 the layout offers privacy in the master suite and a pool, is just outside the condo. Just be advised, it is a bit of a walk to the beach, however, you can drive down and park. The grounds are beautifully maintained. Quiet and pleasant. Lovely pool and rec area at the beach. I would stay here again, just a little closer to the beach.

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$465

Kahana Sunset A8 - Direct Oceanfront - Two Lanais - Free Fun

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$434

Kahana Sunset E4E - Beautiful Sandy Beach - Swimming and Snorkeling!

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$209

Responds fast! avg. 2 minutes

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$272

Napili Shores D-125 - Napili Bay and Complimentary Activities

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 minutes

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$206

Kahana Sunset A2 - Direct Oceanfront - Pristine Pacific Views - Free Fun

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

2 of 3 match: Garden, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$457

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