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, Housekeeping Included, 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!!!

2 of 4 match: Climbing frame, Private fishing lake or river, Housekeeping Included, 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, Housekeeping Included, 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.

1 of 4 match: Climbing frame, Housekeeping Included, Private fishing lake or river, Staffed property

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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: Climbing frame, Private fishing lake or river, Staffed property, Housekeeping Included

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Price per night from

$1,148

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

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Climbing frame, Housekeeping Included, Private fishing lake or river, Staffed property

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Price per night from

$252

“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, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$332

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, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$332

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, Housekeeping Included, Private fishing lake or river, Staffed property

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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, Housekeeping Included, Staffed property

2 of 4 filters match

Price per night from

$424

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, Housekeeping Included, 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

2 of 4 match: Climbing frame, Private fishing lake or river, Housekeeping Included, Staffed property

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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, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$332

KAMAOLE SANDS BLDG 4 - OCEAN CLOSE - LARGE LANAI

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 4 match: Climbing frame, Housekeeping Included, 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, Housekeeping Included, 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, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$2,296

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: Climbing frame, Private fishing lake or river, Staffed property, Housekeeping Included

1 of 4 filters match

Price per night from

$640

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$411

Westin Kaanapali Ocean Resort Villas studio north/south

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Housekeeping Included, 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, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$401

Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua

Lahaina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Housekeeping Included

1 of 4 filters match

Price per night from

$1,195

Sunshine & Rainbows 402 Valley Isle Resort

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Climbing frame, Private fishing lake or river, Housekeeping Included, Staffed property

2 of 4 filters match

Price per night from

$270

“Great place” It had everything you needed and a great location. I will try to get her place again. We have been coming to Maui for over 10 years and this is my favorite place.

1 of 4 match: Climbing frame, Private fishing lake or river, Staffed property, Housekeeping Included

1 of 4 filters match

Price per night from

$408

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, Housekeeping Included, 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, Housekeeping Included, 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, Housekeeping Included, 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, Housekeeping Included, 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, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$402

1 of 4 match: Climbing frame, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$351

Christmas 3Bdrm Beachfront Nanea Westin Kaanapali

Ka'anapali villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 4 match: Climbing frame, Private fishing lake or river, Housekeeping Included, Staffed property

2 of 4 filters match

Price per night from

$4,591

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

2 of 4 match: Climbing frame, Private fishing lake or river, Housekeeping Included, Staffed property

2 of 4 filters match

Price per night from

$1,033

10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 4 match: Climbing frame, Private fishing lake or river, Housekeeping Included, Staffed property

2 of 4 filters match

Price per night from

$431

THE WHALER ON KAANAPALI BEACH LUXURIOUS OCEAN VIEW CORNER UNIT

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 4 match: Climbing frame, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$798

Wailea Ekolu 2/2 - Elegant, Spacious, Modern, Ocean View!

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Climbing frame, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$446

1 of 4 match: Climbing frame, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$689

1 of 4 match: Climbing frame, Housekeeping Included, Private fishing lake or river, Staffed property

1 of 4 filters match

Price per night from

$689

Christmas in Maui!

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Climbing frame, Private fishing lake or river, Housekeeping Included, Staffed property

2 of 4 filters match

Price per night from

$296

Maui Westin Ka'anapali Premium Studio Villa

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Climbing frame, Private fishing lake or river, Housekeeping Included, Staffed property

2 of 4 filters match

Price per night from

$574

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