Maui Vacation Rentals

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Old Hawaii Oceanfront Feel + Modern Eco-friendly and Hi-tech Living

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Every detail taken care of...” We loved the Maui Sands condo, it was completely perfect for us.Every detail was so thoughtfully taken care of that we really didn’t have to worry about a thing. From the provided cooler, beach chairs, and umbrella, to the snorkel gear and ocean shoes. Almost every time it occurred to us that we needed something, we found it in the condo. The complex grounds were so well maintained and quiet. We used the grill one night, as well as the lovely pool. The availability of recycling was very important to us, we really appreciated that. The beds and linens were very comfortable and tasteful. We also really appreciated the Condo Manual – it answered every question we could possibly have. Beautiful place to stay! It's not every morning you get to have coffee while watching the whale show - but that's the norm here. Ryan was also wonderful to work with throughout our whole planning phase, and into the week of our vacation. Very easy to communicate with and helpful.

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

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Price per night from

$568

Whaler on Kaanapali Studio Ground Floor Condo

Ka'anapali apartment

  • 1 bathroom
  • sleeps 4

“Home away from home.” My third time staying at the condo. Love the location right next to the Whaler's Shops, great value and the beautiful beach just a few steps away from your balcony. Every time I call Larry to make my reservations he is very courteous and helpful. Always a great vacation!!!

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

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Price per night from

$270

Hale Kamaole #309 -Spacious 2+ bdrm Kihei Condo

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Hale Kameole #309 - A great find!!” We ust returned from a glorious holiday to Maui (10 days) and the Molokai (4 days). This is our 7th trip to the Islands, and I fall more in love every time! Maui had last been a destination in 1995 and although we found a lot of changes - much has stayed the same. We stayed, for the first time, in #309 (Hale Kamaole) - a 3rd story condo with an ocean view - renting the unit through Vrbo. This was a very clean and well appointed condo and allowed the four of us (2 couples) ample room and comfotable surroundings. The owner (Brenda) was easy to deal with and always helpful and honest. We loved so much about this location - it's proximitiy to Kamaole 3 Beach (right across the road, and a really great beach in it's own), shopping, dining and, of course, the beaches in Wailea (Ulua and Big Beach). The condo was extremely clean and...well, comfortable - the kind of place that you're anxious to return to after a long and tough day of beaching or shopping. Do not think we missed having cocktails on the lanai one day, watching the sun go down to the tunes of other residents performing their "conch" ceremony (not to be missed). We all loved this place, and would not hesitate to stay here again.

Responds fast! avg. 3 hours 34 minutes

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

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Price per night from

$454

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 4 match: Climbing frame, Private fishing lake or river, Private outdoor pool (heated), Staffed property

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Price per night from

$373

South Maui is open! Come enjoy our brand new kitchen!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$252

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (heated)

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Price per night from

$4,413

LUXURY BEACH HOME POOL EXCELLENT LOCATION

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Wonderful stay in the perfect home. Great golf and beach locatio” My friends and I stayed in this high-end well-appointed home while we were on Maui. Our main purpose was to fit in as many games of golf as possible as our wives shopped and relaxed by the pools and enjoyed the beaches. This plan worked out perfectly since we were located right on golf course and a short walk from the beach. Everyone was more than happy with our accommodations and being able to rent a spacious home in the center of a luxury resort was ideal. This home was an exceptional value when you consider that most of the hotel rooms in the Wailea/Kihei area go for the same price for just one room. Everyone in our group felt as though this was our own home in Maui and we expect we will return again as soon as we can. We highly recommend this place and would like to thank the owners for extending us their every kindness. Sincerely, Don M

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (heated)

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Price per night from

$5,561

“Wonderful time!” My husband and I had the opportunity to spend 10 days at Tracy's place and loved everyday! She has stocked everything needed to make it a worry free vacation. It was wonderful to watch the sunset each night from our place. Also, there are a bunch of delicious places to eat at nearby. It was nice to be able to bring home leftovers, to enjoy the next day. Highly recommend Tracy's place.

Responds fast! avg. 59 minutes

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$332

“Incredibly relaxing!” It's a home away from home with everything you might need - with quality stuff too. Bright, beachy, quite and so relaxing.

Responds fast! avg. 59 minutes

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$355

Beautiful Ocean Front/View 2 bedroom condo resort

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place to stay” Took a chance on a different rental and glad we did. Condo is very well equipped with necessities, clean and in walking distance to beach. There's lots off good restaurants to venture to, plus fast food if care to go that way. Grocery stores near by. Really enjoyed our stay.

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$332

Luxury Maalaea Banyans- Perfect Honeymoon Spot! FABULOUS OCEAN VIEWS.

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“What a wonderfully relaxing get-a-way!” From the moment we arrived, we received such a warm welcome! Every detail thought of: a welcome basket of fruit, beautiful flowers in the room & all amenities you need in the condo. We loved this unit & thought it was really cozy. The balcony view was fantastic & we could not get enough of whale & turtle watching along with all the daily boat activities.

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (heated)

1 of 4 filters match

Price per night from

$339

Cozy Quiet Garden View Condo, Kihei Kai Nani, Maui

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Near the action yet quiet.” It was a short walk to a beautiful beach and quite a lot of traffic before there but the condo was quiet with the sounds of birds and a cool breeze passing through so AC wasn't needed even in the heat of summer.

Responds fast! avg. 3 hours 3 minutes

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$207

“This Place Has Everything You're Looking for on Maui” We really enjoyed staying at Maui Kai 806. The setting suns and moons as well as the layout of the unit, and the extremely helpful staff (especially Rowena) made our stay wonderful. We would recommend this place to our closest friends and relatives. It is ideally situated with access to all that Maui has to offer. Close to terrific beaches (snorkeling, sunning, etc.), close enough to beautiful sightseeing around Maui, and access to wonderful Lahaina, this place is simply amazing. It was my first trip to Hawaii and definitely a 5 star stay. This place rocks!

2 of 4 match: Climbing frame, Private fishing lake or river, Private outdoor pool (heated), Staffed property

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Price per night from

$424

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

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (heated)

1 of 4 filters match

Price per night from

$230

South Maui 3 bedroom at Kamaole One Beach Park

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great Location and host” Plenty of space for 5 adults and being so close to the beach and shops meant that we could get away from each other whenever we wanted to. We all thoroughly enjoyed our first trip to Maui!

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$517

A Tortoise and Bird Refuge #2

Lahaina private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$194

“Perfect Stay in Paradise!” Tracy's condo was perfect for our 30th wedding anniversary stay! We would not stay anywhere else on Maui except in one of Tracy's amazing rentals! The condo has a great location (across from the beach) and close to restaurants and shops. It is brightly decorated with happy cheerful colors and special touches! It was like a ray of sunshine! Both my husband and I loved the fact that the condo was well supplied --- everything from shampoo to an ice cooler and more. Tracy has thought of everything you need for a terrific stay --- even electric candles! The bed was so comfortable and relaxing! Tracy's binder on the coffee table was full of tips for a great vacation as well as menus from area restaurants. We loved seeing the large sea turtles swimming in the lagoon section at the beach across the street. The property is extremely clean and well maintained and we enjoyed the pool and jacuzzi at the condo as well. We were sorry to leave and return home. We can't wait to return to stay again at one of Tracy's Tropical Treasures condos! We enjoyed it so much that I have recommended it to a recently engaged friend for her honeymoon. Thank you Tracy for providing such wonderful accommodations and making our 30th wedding anniversary so memorable! We will definitely be back!

Responds fast! avg. 59 minutes

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$332

Kamaole Villa Maui County Conditional Permit 2003/0009

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (heated)

1 of 4 filters match

Price per night from

$2,525

KAMAOLE SANDS BLDG 4 - OCEAN CLOSE - LARGE LANAI

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$201

The Sands of Kahana on the West Coast of Maui 2BR, 2BA, Sleeps 6

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$287

GoVisitMaui presents K103 at Honua Kai - Ground Floor with view of ocean

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$2,296

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$411

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (heated)

1 of 4 filters match

Price per night from

$218

Westin Kaanapali Ocean Resort Villas studio north/south

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$573

Renovated; Clean Ground Floor Unit; Walk to Top Rated Kihei Beach!

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$401

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (heated)

1 of 4 filters match

Price per night from

$498

Sunshine & Rainbows 402 Valley Isle Resort

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$270

Mahina Surf Unit 227

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (heated)

1 of 4 filters match

Price per night from

$281

Maui ocean front paradise with miles of beach at Menehune Shores

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$276

Responds fast! avg. 3 hours 3 minutes

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$207

SPECIAL SPRING RATE FOR AN "ALOHA" OCEAN VIEW AT MAUI KAMAOLE G-212

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$316

Stunning and Spacious! Premier and Oceanfront 1 bed/1 bath Suite Sleeps 4

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$373

Stunning Penthouse Oceanfront 1 bedroom 1 bath, sleeps 2 adults only

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$402

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$351

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (heated)

1 of 4 filters match

Price per night from

$326

Christmas 3Bdrm Beachfront Nanea Westin Kaanapali

Ka'anapali villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$4,591

“A Maui trip to remember” What a great birthday getaway!!! The condominium, its location and proximity to the beach, and its overall amenities exceeded all of my and my mate’s expectations. I would positively jump at the chance to stay there again. A great place for both relaxation and celebration. So a mahalo nui loa to the renters and to Flip Key for making this holiday one for the ages.

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$327

Maui Budget Luxury: 3bd/2ba Modern Beachfront w/Central Air

Kapalua condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 45 minutes

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$1,033

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