Maui Vacation Rentals

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Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$585

“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. 1 hour 2 minutes

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$332

Milo Cottage

Paia house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$976

Beachfront, Spectacular Views, Close to Everything

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$311

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$820

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Video player, Pets, Private outdoor pool (unheated), Secure parking

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Price per night from

$1,824

KAMAOLE SANDS BLDG 4 - OCEAN CLOSE - LARGE LANAI

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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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: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$287

Luxurious and Private Maui Home with Swimming Pool

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Serenity in Maui” My husband and I spent eight days at this lovely property, and quite simply, was the best house rental, and the best vacation we have ever taken. There are not enough words to tell you how beautiful the home is with all the stunning landscaping, yummy fruit trees,and great, private saltwater pool. The home is immaculate, and luxurious. Extremely clean, and absolutely stunning. Very comfortably furniture and great beds. Claudia, the owner is charming, and will be there when you need her for anything. Please, do yourself a favor and stay in this home. It is paradise!

2 of 4 match: Video player, Pets, Private outdoor pool (unheated), Secure parking

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Price per night from

$1,033

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$607

Actual Owner! 2 bedroom Villa / Oceanfront - Sleeps 8 - All dates

Lahaina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 8 minutes

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$639

Westin Beach Villa - Studio

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$558

Private Home; Walk into the Heart of Lahaina Town!

Lahaina house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$231

Panoramic Oceanfront In Kahana/Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$316

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.

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$373

The Whaler Maui-Suite 802-Spectacular Ocean Front

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“WHY this is THE B E S T Condo Experience on Kaanapali Beach!!” Why this is the B E S T Condo Experience on Kaanapali Beach!! 1 – The Closest Oceanfront Condo location on Kaanapali Beach 2 – Luxurious Condo with the comforts of home 3 – Gourmet Kitchen with extensive accessories and staples 4 – Condo Owners COMMITTED to Excellent Customer Service 1 – Our family has stayed in every Kaanapali property (excluding the Sheraton) on Kaanapali Beach. They all have their own special characteristics and charm. The Whaler Condo 802 has the best location, comfort, and luxurious amenities. Most of the resorts are all set back from the ocean, and you do not have that feeling of being right on the ocean. Condo 802 is directly in front of the ocean. The soothing ocean sounds truly enhances the level of relaxation during both awake and sleeping hours. The beach in front of The Whaler is one of the best beach sites on Kaanapali Beach for relaxing and swimming. There is a reef directly in front of The Whaler that is good for snorkeling. Black Rock is a short walk from The Whaler that has OUTSTANDING snorkeling and turtle siting opportunities. 2 – The Condo is breathtakingly beautiful and immaculate. The owners, Simon and JaNell, are committed to comfort and luxury. The beds are extremely comfortable. I have sleep challenges “on the mainland” but not in Condo 802. I could not believe how well I slept. This is our 2nd time staying in Condo 802, and I have now stayed in both the guest and master rooms. The sleep situation was outstanding in both rooms. The Master Suite is spectacular. Both rooms are wonderful. However, the Master Suite is incredible! Also, the Lanai is so wonderful. As stated previously, you cannot get any closer to the ocean. We were able to directly watch the whales and site turtles as they swim along the beach line. We even saw a small pod of dolphins swimming close by, as well!! 3 – The kitchen is fantastic! We stayed for 12 nights in Condo 802. (For this trip, we decided to stay more days and dine out less.) We prepared the majority of our meals in the condo. (Martha Stewart would not be disappointed.) Every kitchen utensil and appliance is available. Spices and staples are on hand. We had many gourmet dinners, and we were never deficit for the proper accoutrements. 4 – Simon and JaNell Zemel are outstanding owners. We have stayed in many other Whaler condos. All of The Whaler owners have been wonderful. However, Simon and JaNell set a very high bar for customer service. Shortly after our arrival we received a welcome call from JaNell. She called to ensure that everything in the Condo was accommodating our needs, and she wanted to make certain that we were enjoying our stay in their home. The owners are immediately responsive to any request or issue. We had a minor garbage disposal malfunction. It was immediately addressed and resolved. Simon and JaNell are committed to making your experience in Condo 802 to be relaxing and luxurious. I believe the difference in staying at a 5 Star Resort, and The Whaler Condo 802, is that Condo 802 feels like home. There are wonderful kitchen supplies, toiletries, and laundry supplies. Condo 802 is also stocked with beach gear, which eliminates the need to rent beach gear that you may need during your vacation. Again, the owners are outstanding. They make you feel like you are close friends staying in their home. The only negative issue is leaving. The reentry into reality is very tough after staying at The Whaler Condo 802.

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$1,148

One Bedroom, Renovated, Closest to Beach

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$339

Maui by the Sea cottage

Paia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Loved Maui by the Sea!” Valerie, We loved our stay at the cottage. Couldn't have been better! Tavares beach was our favorite, just watching turtles and hanging out. Paia is a great town. It really felt like home and we hope to be back soon. Thank you to you and Craig for the hospitality. Mahalo, Tom and Michelle

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$368

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$4,415

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: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$5,559

ROMANTIC MAUI BEACH HOME, 3-BR/3 BATH, 3 MINUTES TO BABY BEACH

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 4 match: Secure parking, Video player, Pets, Private outdoor pool (unheated)

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Price per night from

$1,715

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 23 minutes

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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!

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$424

Haiku, Maui Vacation Rental-Bamboo Valley Inn

Haiku house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Family Vacation Paradise” We had our second family vacation stay in the Haleakala Suite and loved it! Tom and Vicki's attention to detail made our vacation so easy and enjoyable. We love the beautiful surroundings, furnishings, and serene atmosphere away from the bustling tourist areas. Yet it's still only a short drive to the beach and excellent restaurants like Mama's Fish House and Hali'imaile General Store. We also spent mornings and evenings in making our own breakfasts and grilling dinners on the patio. The kitchen had everything we needed to make nice home-cooked meals. We made good use of the beach supplies like the cooler, beach towels, and sand bucket. :) Our time at Bamboo Valley Inn was cherished time - especially our daughter getting to visit Tom and Vicki's horse each morning. We're sure this will be a fond memory for her, and we plan to visit again as often as we can. Don't miss out on this gem of a vacation home!

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$345

Beautiful, luxury Resort Condo with LOW rates!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Vaca” We loved it! We loved the location, easy access to multiple beach parks, eating and shopping. Can't wait to go back!

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

1 of 4 filters match

Price per night from

$194

Private, Romantic Cottage, Panoramic Ocean View, King-Bed, Hot Tub

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Even better than expected” I stayed at this cottage for 11 nights. I felt so much at home that I did not want to leave, not even to go to the beach. The views are stunning. It is very private and quiet. I really liked the sound of the water fall in the gulch below. The cottage offers anything one can dream of... fully equipped kitchen, washer, dryer, towels, beach chairs, sun umbrellas, deck chairs, BBQ, outside showers, TV, DVD and a very fast and stable internet. Haiku town is only a few minutes by car (3 minutes to be precise) where you can find groceries, restaurants and a fitness centre (which offers weekly and daily passes for tourists). Paia town and beaches can easily be reached within 15 minutes, Makawao town is also around the corner. Barbara and Hank, the owners of this beautiful property, are very nice people and extremely helpful.

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

1 of 4 filters match

Price per night from

$411

Valley Isle Resort 1-Bedroom, 6th Floor, Oceanfront Corner Unit

Lahaina hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“A little piece of paradise!” We stayed two weeks at Valley Isle Resort. It was an awesome experience. Condo was lovely. We had everything we needed. Pool area was never crowded, no problem with beach chairs being available, grills available for barbecuing. Great location. Bus stops out front if you are without a vehicle. We definitely plan on returning.

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

1 of 4 filters match

Price per night from

$251

Westin Kaanapali Ocean Resort Villas

Lahaina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

1 of 4 filters match

Price per night from

$1,140

A Tortise and Bird Refuge

Lahaina private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$160

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

1 of 4 filters match

Price per night from

$454

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

Wailuku house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

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Price per night from

$142

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

1 of 4 filters match

Price per night from

$362

KIHEI BEACH, #110

Kihei condo

  • 2 bedrooms
  • sleeps 6

1 of 4 match: Private outdoor pool (unheated), Video player, Secure parking, Pets

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Price per night from

$235

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

1 of 4 filters match

Price per night from

$351

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

1 of 4 filters match

Price per night from

$351

Ocean Views from Heliconia 2302 Residences

Lahaina apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 31 minutes

1 of 4 match: Secure parking, Video player, Pets, Private outdoor pool (unheated)

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Price per night from

$1,114

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 4 match: Private outdoor pool (unheated), Video player, Secure parking, Pets

1 of 4 filters match

Price per night from

$326

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 4 match: Private outdoor pool (unheated), Video player, Pets, Secure parking

1 of 4 filters match

Price per night from

$3,901

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