Maui Vacation Rentals

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“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: Shared outdoor pool (unheated) Private outdoor pool (heated) Walking trips

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Price per night from

$1,203

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Haleakala Cottage - Beautiful Garden Views

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$453

BEST KEPT SECRET ON MAUI. OCEANFRONT 2B, 2B LUXURY CONDO AT AFFORDABLE PRICE

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Peaceful and relaxing” We had a relaxing stay at this condo. The pool and common areas were well kept and our neighbors were polite and friendly. We did not use the beach access here but did drive to nearby beaches. The condo had some upgrades such as the large kitchen island. In fact, the openness of the kitchen to the living room was very nice. We also enjoyed the lanai for eating meals and for whale watching. Watching the sunset from the property was a favorite way to end the day. The amenities were improving with the addition of new washers and driers in the community laundry room. Some may find this condo to be more rustic than luxurious but it met our expectations within the price point as cozy and a nice place to stay after adventure filled days. A big plus is that this condo community seems to attract a very considerate group of people. It was peaceful and relaxing to stay here and our overall impression was favorable.

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

2 of 3 filters match

Price per night from

$373

Milowai #204--Tropical Maui Oceanfront Condo

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Breathtakingly beautiful” From the morning sunrises with coffee on the lanai to the afternoon/evenings watching the turtles this place is simply amazing. It is very quiet away from the hustle and bustle of being near all the hotels yet very centrally located and easy to get anywhere on the island. We didn't want to leave and can't wait to come back. This will be our Maui home unless we do something crazy and invest in our own piece of paradise

Responds fast! avg. 27 minutes

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

2 of 3 filters match

Price per night from

$229

Hale Mahina #B102

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$319

Pohailani #201

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$286

Royal Kahana #319

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$150

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$218

Kolea 16A

Waikoloa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 39 minutes

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

2 of 3 filters match

Price per night from

$591

Maui Kaanapali Villas #C255

Ka'anapali studio

  • Studio
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$300

Garden view 1BR/1BA (sleeps 4) Kihei Condo by Kamaole 2 Beach (#125)

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$201

Renovated Specious Studio with Great View

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$141

RELAX in paradise at The Salty Mermaid!

Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$315

The Lookout House - - Private Hottub + Access to 44ft Pool!

Haiku house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$908

Exclusive area, heated infinity pool, ocean view, private yard, putting green

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$1,602

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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

2 of 3 filters match

Price per night from

$916

Responds fast! avg. 3 hours 49 minutes

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

2 of 3 filters match

Price per night from

$2,044

Great Location! Incredible View!

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$287

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

2 of 3 filters match

Price per night from

$350

Mahina Surf Unit 227

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

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: Walking trips, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$126

“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: Walking trips, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

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: Walking trips, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

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: Walking trips, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

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: Walking trips, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$620

“Good stay” Good stay

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

2 of 3 filters match

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: Walking trips, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

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: Walking trips, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

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: Walking trips, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$475

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

2 of 3 filters match

Price per night from

$608

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

2 of 3 filters match

Price per night from

$1,108

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

2 of 3 filters match

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: Walking trips, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

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: Walking trips, Shared outdoor pool (unheated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$405

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

2 of 3 filters match

Price per night from

$519

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

2 of 3 filters match

Price per night from

$770

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

2 of 3 filters match

Price per night from

$413

Viewing 38 of 1,403
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