Maui Vacation Rentals

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Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$584

Stunning Beach Front 2 Bdrm Condo - Kihei Beach #102

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$299

Beachfront Property 1 day free after 7

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$252

Maui-LICIOUS by the Beach - Maui Vista

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$320

Rare Ocean Front 1 Bdrm w/ AC! - Royal Mauian #209

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$309

Stunning Ground Floor 2 BDRM Condo WAILEA ELUA, #1403*

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$999

Remodeled Mountain View 2 BDRM Condo - Royal Mauian #601

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$229

Great Location - Beautiful Condo w/AC - Royal Mauian #219

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$259

Garden Views & Gorgeous Interiors Await WAILEA ELUA, #0909*

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$349

Both Bathrooms Newly Remodeled-12 Yds to the Beach-From -Kihei Beach #207

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$249

Oceanfront Condo By Kam 1 & Kam 2 Beaches - Kamaole Nalu #102

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Kamaole Nalu” Small (36 condos) ON the water between Kamaole 1 and 2. Two bd/2 ba, very well maintained, supplied and friendly manager. Perfect place if you do not want the hassle and crowds of a fancy resort. All are individually owned. Also perfect with children, grandchildren, calm beach, snorkeling right in front with turtles. We've been here more than 30 times in the last 40 years.

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$309

Beautiful Ground Floor 2 BD Unit - Royal Mauian #116

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Awesome” We loved our condo at the Royal Mauian. It opened up to the pool and then the ocean. It was beautiful. Great location and fun to watch the turtles. We had a couple of issues with the Condo and ali'i Resorts were so responsive and very quick to take care of any problems. Ali'i staff were very professional and nice to work with.

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$469

Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305

Wailea apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location!” We really enjoyed our stay at Elua Village 1305. The proximity to the beach was outstanding as was the sunsets each and every night. Three beds and baths with 6 people make life very comfortable. The unit could use some updates such as a new dishwasher, but all in all things were good. The only complaints I had were we rented the unit assuming twin beds in rooms 2 and 3 and one had a queen which put a person on a roll away and the over powering security. The security was over the top in that it literally pursued people. A father and 5 year old playing catch with a nerf were told not to as were several others. When I questioned them I was told they "pursue" this conduct. Why have a nice grass area if people get kicked off. Sorry but Al and co need to hang lose on things. All in all a very nice place.

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$2,559

Gorgeous Beach Front & Island Views!!- Kamaole Nalu #606

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“The view was fabulous, and we had a great time!” This was our third year at Kamaole Nalu but our first in #606. It is a very nice unit. We enjoyed the updated kitchen as we cooked in quite a bit. We recommended Kamaole Nalu to our daughter. Consequently, she and her family and our niece and her husband are staying in #606 at the end of June. It was a pleasant surprise to receive the very nice gift bag this year. We really enjoyed the treats. One of the best things about staying at Kamaole Nalu is Pat, the manager. She is so helpful and friendly! We always enjoy visiting with her when we return. Paul and Judy Kuter

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$439

COMPLETE REMODEL! Oceanfront Bliss - Kihei Surfside #211

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great Sunset Views!” We loved the Kihei area, especially this quiet condo area of the island. This condo has a wonderful lanai overlooking the beautiful bay area, has a very well equipped, 2 beautiful bathrooms, comfy seating areas in the living room, small ice chest, 2 beach chairs & beach towels. The lawn area has plenty of loungers for sunset viewing or sunbathing. The condo is located at Keawakapu Beach, a great beach for swimming, boarding and walking. The pool at Kihei Surfside feels great after a day at the beach and the gas bbq area is clean and a really a quick walk from the unit. The laundry is clean with plenty of units. Be sure to save your quarters as it takes $2 to wash and $2 to dry. There is no change machine. Tips: Hana Hwy is a must - take time to go down the Nahiku Road for great ocean views, including cheap fruit and flower stands. The black sand beaches are great with a nice hike through lava fields. Met lots of folks that went all the way around through Kipahulu. They said it was a long day, but worth it. Go up to Haleakala to watch the sunrise and take the beautiful, crazy narrow road along Hwy 340 and 30 to go to the Olivine pools and Nakalele Blowhole, enjoy appetizers at the Five Palms located below the Mana Kai resort.

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$209

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$618

Condo near saltwater pool- boutique Lahaina resort

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$458

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Beautiful Home” The setting and view is spectacular. All the rooms were very nice. We enjoyed the pool table upstairs, although be careful as there is a flaw in the slate and the cue ball can go flying! The Sonos music system is also great. The backyard is perfect. Lots of pool toys. We enjoyed the evenings watching the stars. We did have a few minor issues. We had 3 adult couples and it wasn't clear that two of the bedrooms had a shared bath. The other bath was across the hall. We had expected private baths for each bedroom. The showers are beautiful but water pressure is minimal. Lastly, it seems that pool and hot tub controls are managed by the owner down below. The pool light would turn off and if you wanted to swim late, we couldn't find a pool light switch. Lastly, we didn't have heat in the hot tub the first day/night and requested help from the owner. No response. The pool maintenance person fixed it for us the next day. Even with these minor issues, I would recommend the home again. It is beautiful and has stunning views. We enjoyed the fruit trees, too.

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$1,592

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 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$567

“Paradise!” Our stay in 427 Sugar Beach Resort was awesome! Beautiful, comfortable condo that was very clean and well stocked. Having free long distance to Canada was a real bonus for us, we were able to call home everyday!

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$297

Beautiful condo in the heart of Lahaina Maui

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Paradise Found” Thank you for providing a beautiful condo for us to stay in. The unit was in the perfect location at the resort. We loved seeing the lights from the garden pool outside of our bedroom at night. The furnishings are absolutely beautiful and the unit was very clean! We loved the spa shower! We could not have asked for a more perfect place to spend our vacation. We only wish that we had booked a longer trip. We will definitely be back. We really appreciated your recomendations on where to eat and what to see while visiting Maui. Star noodle is our new favorite restaurant! The location of the resort itself was perfect. We loved being able to walk to new restaurants every night, except for the nights we cooked in! We really enjoyed the Bbq's and the fully stocked kitchen. We were also able to find free parking every night on the street out front. Thank you again for lettings us stay in your beautiful condo, we will be back!

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$457

Eco-Friendly Condo Located in the Heart of Kihei

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Well equipped and maintained, comfortable and easy access to beach, food and shopping.” This was my second stay at this lovely 1 BR condo in Kihei and I enjoyed it even more. The location is great, just across S Kihei Rd from the beach at the north end of Kamaole Beach #1. You can walk on the beach all the way to Ulua Beach if you want. The place is amazingly well equipped. All you need to cook and toys for the beach. This time, I even discovered two yoga mats in covers and two yoga blocks to go with them. Perfect for home yoga or taking them to the beach yoga classes that sometime happen. It is also possible to walk to good food and even the grocery store. The building has a great pool for afternoon cooling and laundry facilities are available on site. There is a bit of a view of the ocean from the lanai, but the general vista of palm trees and tropical vegetation in the neighboring buildings was quite nice. Never used the AC, screens and fans kept things comfortable. Finally the electronics were great, big screen and lots of music and video service choices.

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$509

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 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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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.

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$373

Beautiful Napili Shores Condo Inquire for Specials

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$172

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 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$1,145

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

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$251

One Bedroom, Renovated, Closest to Beach

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$338

Panoramic Oceanfront 3BR-Awesome Sunsets & Views! "Sunset Shores Maui"

Lahaina apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Whales and turtles from the lanai” Had a fantastic relaxing time at sunset shores. An older condo, but kept up very nicely. Well appointed kitchen, beach towels, beach chairs, coolers and umbrellas. Easy parking. And a nice West Maui location. Helpful owner. But the real star is the view. Easy to while away hours on the lanai sipping cocktails and watching the whales go by. Truly spectacular. I almost hesitate giving this review for fear that it will be harder to book in future years. Really nice place.

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$1,030

“AMAZING!!!” We rented this for our honeymoon and the place was amazing. The place was immaculate and we had a great view of the mountains and partial ocean view off the 10th floor. If you have a chance, stay here!!!

Responds fast! avg. 31 minutes

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$441

Maui Banyan Condo - Deluxe 2 Bedroom Retreat

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Absolutely the best condo to stay in Maui” This is the second time that we have stayed here and we always book this place. Very clean, nice decor, and everything you will need on vacation. There is a beautiful beach steps away from the condo, along with restaurants, and shopping, all very close.

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$265

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 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$367

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 5 match: Private fishing lake or river, Private indoor pool, Safe, Smoking allowed, City breaks

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Price per night from

$5,548

Maui Chalet - tropical North Shore private retreat

Haiku chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Safe, Smoking allowed

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Price per night from

$418

Beautiful One Bedroom Condo Close to Beach in Maui

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Very good place” Convenient position. Clean room. There is everything you need on the beach. Some clean supplies, might be remains from previous renter.

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$126

“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

2 of 5 match: Private fishing lake or river, Private indoor pool, Smoking allowed, City breaks, Safe

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Price per night from

$331

Aloha! 2 Bed Room, 2 bath Sleeps Six MAUI

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

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Price per night from

$250

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

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 5 match: City breaks, Private indoor pool, Private fishing lake or river, Smoking allowed, Safe

1 of 5 filters match

Price per night from

$1,712

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