Maui Vacation Rentals

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1,717 condos

Luxurious Whaler Ocean View Ground Floor w/ Grassy Yard

Lahaina apartment

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 3 minutes

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$327

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.

Responds fast! avg. 35 minutes

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$773

OCEANFRONT GETAWAY close to all ammenities

Maalaea apartment

1 bedroom / 1 bathroom / sleeps 4

“Everything we dreamed of...” Thank you, Robert, for providing such wonderful accommodations! The listing was perfectly described and outfitted. (we never turned on the TV either!) We didn't want to stay in a touristy area and we found the perfect getaway. I really felt like we were on an island. We especially enjoyed the walk to the Ma'alaea Bay and Marina Harbor shops. Quite a few of our meals were eaten at the restaurants by the Marina. The salt water (saline) pool was very refreshing before and after our days on the beach and wandering through neighboring towns. Everything we needed was close and easily accessible. We appreciate the help with suggestions of local spots to see and they were very close. The new air conditioner in the condo was great, too. This place has everything any home would provide....fully stocked kitchen, spacious bedroom, and great bathroom. We'd recommend Robert's place to anyone looking for a relaxing, fully furnished place without the crazy hotel costs. I really hope I get to come back to West Maui and I will surely be staying at Robert's! ~Mahalo

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$178

Maui Chalet - tropical North Shore private retreat

Haiku chalet

2 bedrooms / 1 bathroom / sleeps 4

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$327

Ocean Front Penthouse Best View in Kihei

Kihei apartment

1 bedroom / 1 bathroom / sleeps 2

“Amazingly Remarkable Vacation Spot” We found our paradise !! My husband and I really enjoyed our stay at Sugar Beach Resort in Maui. The view is amazing! How wonderful to hear the waves crashing just below. Soothing and so romantic! So nice to be able to cook meals in and also use the Bbq's at the pool. My husband enjoyed meeting other guy's cooking at the Bbq's. It was quite the social atmosphere. We have been to Maui several times and really liked the location of your condo. So much better than staying in a motel with all the amenities you provided. Thank you so much for the wonderfully decorated tropical atmosphere we had an amazing vacation and will be booking again real soon.

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$286

KAMAOLE SANDS BLDG 4 - OCEAN CLOSE - LARGE LANAI

Kihei condo

1 bedroom / 2 bathrooms / sleeps 3

Responds fast! avg. 46 minutes

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$144

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. 2 hours 4 minutes

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$387

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!!!

Responds fast! avg. 2 hours 19 minutes

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$247

Maui Sunset B421 Amazing View and Amenities

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Paradise Awaits You!” This is the perfect place to stay. The owners are fabulous to work with and provided excellent key information about the area! The accommodations are excellent with every need available from a fully stock kitchen to a wonderful living area with movies to a gorgeous set of bedrooms to a closet with everything necessary for a great day at the beach. Also, provided is music CD and lots of books for you down time leisure. We loved all of the amenities!!!! The location is ideally located to the beach, shopping, food, etc. The owners recommended a trip better known as the road to Hana. It is an island must do. I highly recommend a small tour group. It was a pleasure having an expert guide, driver, and cook take us on a super trip including lunch and trip along the back side of the island. Thanks for the perfect week in paradise. Looking forward to a return visit!!!

Responds fast! avg. 1 hour 34 minutes

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$308

Ka'anapali Getaway Oceanfront Hale Ono Loa

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 14 minutes

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$182

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

Responds fast! avg. 2 hours 46 minutes

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$4,192

HUGE SALE!!! All nights thru December 21st ONLY $299/night!!!

Lahaina apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$377

Wailea Ekahi 7G Luxury Ocean Front S Maui Condo

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 2

“Excellent Choice” You will not be disappointed if you rent this condo! It has close proximity to the beach and pool, a great view and privacy. Maps of Ekahi can be deceptive as some of the buildings appear close but are actually up a steep hill. Your friends will be envious as they drag coolers, chairs & boogie boards up the hill. The unit has been fully remodeled and tastefully decorated with high end finishes. The owners have thought of your every need & the kitchen is fully stocked & even has sharp knives. The large covered lanai with ceiling fan allows you to sit outside even when the sun is hot. The owner is easy to work with and provides a wealth of information. We would not hesitate to rent this unit again and will be recommending it to friends & family.

Responds fast! avg. 3 hours 45 minutes

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$413

Walk to Beach, Condos Garden View #253

Kihei apartment

1 bedroom / 1 bathroom / sleeps 5

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$220

ChilledCoconut at Kihei Bay Surf

Kihei condo

1 bedroom / 1 bathroom / sleeps 3

“Great stay in Maui!” We stayed at Chilled coconut from Dec 1-8th, 2012. Jiena, the owner, was very gracious and answered all our questions before we arrived in Maui. The unit was exactly as we had hoped for - very clean and well-maintained. The kitchen was fully equipped with all the utensils you'd ever need. The Kihei beach was right across the street. The unit had beach towels and beach chairs too! When we arrived, there was no car parking permit (probably the previous renters had forgotton to keep it back in the condo). We called Jiena and she arranged for it very promptly. We were very satisfied and happy with such a quick and rapid response. Kihei is a nice small town with a warm feeling. This condo is very well priced and a steal for all the amenities it provides. Highly recommend this place!

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$205

The Banyan Bed and Breakfast Retreat in Maui, HI

Makawao lodge

7 bedrooms / 9 bathrooms / sleeps 14

“Incredible! Generous loving hosts and special place” Marty and Mouna are incredible hosts who embody the aloha spirit. From extra towels to rooms with all the little extras included, we always find the Banyen Tree B and B to fully deliver a wonderful stay.

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$1,489

Wailea Ekahi Village 29F Ocean Front

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

“A wonderful holiday experience!” This condo is in a great location with a lovely view of the ocean as you look out over flowering bougainvillea; it is spotless and beautifully and thoughtfully equipped. We had just a splendid holiday here and will return. The owners really try to make you feel at home -- providing all the extras that make a holiday special, including detailed information on the condo and the area.

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$377

Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful condo in Paradise!” Our stay at Ekahi Villiage 11F was nothing short of wonderful. The beautiful, well appointed condo is just a short walk to the pool pavilion and beach. We enjoyed many mornings sipping coffee on the well decorated Lani over looking the manicured grounds and ocean. We will be sure to book 11F again the next time we plan a trip to Maui!

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$659

Westin Kaanapali Ocean Resort Villas

Lahaina studio

Studio / 1 bathroom / sleeps 4

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$411

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!

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$802

Aloha Kai Suite at Wailea Beach Villas PH 205

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

“Best Vacation” My family and I truly enjoyed loved our stay at Aloha Kai Suite and the Wailea Beach Villas. Beautifully decorated, clean, kitchen had everything you needed, and of course the view was amazing. We loved being so close the sandy beach, the two pools, and close to the shops and restaurants at Wailea (especially the ice cream shop which they visited nightly). The staff at WBV was outstanding, very friendly and there if we needed anything from reservations to beach chairs! Susan the owner of Suite J205 was very prompt to answer any questions I had prior to booking our vacation and before our arrival. I would definitely book this unit again for our next trip to Maui!

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$1,145

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Romantic Beachfront Getaway

Maalaea apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 22 minutes

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$144

Jasmine

Kapalua apartment

3 bedrooms / 4 bathrooms / sleeps 8

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$1,450

Island-Style Condo w/Flat Screen, WiFi, Tile Floos, Lanai, Kitchen Ease–Paki

Lahaina house

2 bedrooms / 2 bathrooms / sleeps 6

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$234

Orchid Residence

Lahaina apartment

3 bedrooms / 4 bathrooms / sleeps 6

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$1,758

2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 52 minutes

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$201

King Protea Residence

Kapalua apartment

3 bedrooms / 4 bathrooms / sleeps 6

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$1,725

Kapalua Bay Villa Endless Ocean Views!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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$373

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$299

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$275

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Wailea house

1 bedroom / 2 bathrooms / sleeps 4

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$196

Kaanapali Shores panoramic ocean - view sleeps 4

Ka'anapali apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 26 minutes

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$207

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$203

Makena Surf - Beachfront Condo B-303

Kihei condo

2 bedrooms / 2 bathrooms / sleeps 5

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$687

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$239

Kapalua Ridge Villa Gold! West Facing Sunsets!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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$453

Kapalua Bay Villa Sweeping Ocean Views! Rate Reduced!

Kapalua villa

1 bedroom / 2 bathrooms / sleeps 4

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$269

Kapalua Bay Gold Stunning Beach Front Steps to Sand! Limited Special Rate!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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$716

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