Maui Vacation Rentals

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, City breaks, Safe

2 of 7 filters match

Price per night from

$999

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

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, City breaks, Safe

2 of 7 filters match

Price per night from

$349

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

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

Price per night from

$259

Remodeled Mountain View 2 BDRM Condo - Royal Mauian #601

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

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Price per night from

$229

Luxurious Oceanfront Corner Unit SURF RESORT, #F-212

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Amazing and Beautiful” Loved staying at this condo. Great accommodations, great services and support staff. The only odd thing was the power kept going out in the master bedroom/bathroom. Other than that, it was a 10!

2 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, City breaks, Safe

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Price per night from

$869

Stunning Ground Floor 2 Bedroom Condo MAKENA SURF RESORT, #G-104

Makena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“One of my most memorable vacations.” Very clean, housekeeping would stop in to tidy up, (vacuum and check towel inventory). Location is private and secluded feeling with the ends of the property being fenced. This resort offers peace and quiet. Pools never had more than around six people when we went to use them. Location gives you some of the best snorkeling on Maui.

2 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, City breaks, Safe

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Price per night from

$649

Fantastic Location - Beautiful Condo -Makena Surf Resorts # G-204

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Maui memories” We were excited to be coming back back to Makena Surf after staying there two years ago and being so impressed with the unit and the beautiful surroundings back then. We were somewhat fearful that we could even come close to matching that same experience this time around, but this unit exceeded our expectations. We will be back in the near future.

2 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, City breaks, Safe

2 of 7 filters match

Price per night from

$699

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Safe, Smoking allowed, Elevator access

1 of 7 filters match

Price per night from

$410

Gorgeous Ground Floor 1 Bdrm. - Kihei Surfside #111

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

Price per night from

$229

Beautiful Views Await You Here! - Kihei Surfside #205

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

Price per night from

$209

Stunning Top Floor 1 Bdrm - Kihei Surfside #612

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

Price per night from

$219

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Safe, Elevator access, Smoking allowed, Private outdoor pool (heated)

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Price per night from

$218

Westin Kaanapali Ocean Resort Villas studio north/south

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, Safe

1 of 7 filters match

Price per night from

$572

aloha on the ocean

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Safe, Smoking allowed, Elevator access

1 of 7 filters match

Price per night from

$201

Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, Safe

1 of 7 filters match

Price per night from

$584

Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-202

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, City breaks, Safe

2 of 7 filters match

Price per night from

$599

Beachfront Property 1 day free after 7

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, Safe, Elevator access

2 of 7 filters match

Price per night from

$252

Maui-LICIOUS by the Beach - Maui Vista

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, Safe, Elevator access

2 of 7 filters match

Price per night from

$320

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

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

Price per night from

$309

If only the best will do; this is it!! -Royal Mauian #114

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“The Perfect Spot” We absolutely LOVED our stay in this condo, and if we get to go back, will definitely stay there! It was in a nice neutral location, perfect location for beach AND pool access, and beautiful views in the evenings and mornings! The condo had everything we needed, and worked great with our delivery service for our children's needs. The only bummer would be that the AC unit on the back patio blows really hot air, so you can't leave your sliding glass doors open in the morning because of the hot air blowing in.

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

Price per night from

$469

Remodeled Beach Front Condo - Great Views - Kihei Beach #306

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

Price per night from

$239

Second Floor 2 BDRM w/ Sweeping Views WAILEA ELUA, #2010

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, City breaks, Safe

2 of 7 filters match

Price per night from

$399

“Luxurious, well maintained, quiet "Paradise Beach Condo".” Firstly, the location was within walking distance to three great beaches, local shopping and great restaurants. This newly renovated condo was a "Home away from Home" with a "Wow" factor. The grounds were well maniquered with a lovely pool, hot tub and BBQ. Every detail in beach accessory from boogie boards, to snorkling gear to beach chairs etc. was at your disposal for a great day at the beach. We will come back again!!!

1 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, Safe

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Price per night from

$228

Lavish Beach Front Condo- Kihei Beach #307

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Property Management company and resident Manager.” Property management company was supportive and provided very helpful concierge information. Was responsive to simple issue that arose and very professional and pleasant. The resident manager at the building was friendly and very informative. A great experience all around.

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

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.

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

Price per night from

$309

Lovely Beach Front 1 Bdrm Condo- Kihei Beach #305

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“We love the whales” This is a really nice condo. Great views and nicely remodeled. It needs a new frig and toaster. Bathrooms and kitchens are great!!

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

Price per night from

$219

Beautiful Beach Front Luxury Corner Unit MAKENA SURF RESORT, #E-206

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic Stay at Makena Surf” We would definitely return to this property, if not exact condo, at Maken Surf. Great location and ideal building on the big beach.Make sure you see the development plan so you pick the right building - it's worth being beachfront. And when the west coast was in the clouds, we were always sunny. Lovely beach, quiet with just the right amount of action close by. Easy drive to area shops and restaurants. Condo was ideal and services were terrific. If you are looking for beach and pool bar, resort services - this is not your place. There is a beach and pool but no blended drinks being served. But you'll spend three times the money for a hotel room versus having the luxury of spreading out at "home" with your family for meals, movie night and morning breakfast on the lanai. A much nicer way to go and then eat dinner in all the great restaurants. Who wants to shower and dress for breakfast anyway? I'd rather eat on the lanai and relax. The condo has everything you would want for a lovely stay from good bedding, spacious bathrooms,beach chairs, daily maid service, to streaming Netflix and fully stocked kitchen. Rent a car and you are all set.You won't want to leave and you feel more like you live there rather than just being another tourist. Oh and having a washer dryer in the unit was super convenient. Overall... a lovely spot.

2 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, City breaks, Safe

2 of 7 filters match

Price per night from

$799

Upgraded Unit w/ Beautiful Ocean Views Makena Surf Resort # C-103

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful week in paradise!” The staff at ali'i Resorts is fantastic and helped us to plan fun adventures for our family throughout our stay. The housekeeping staff was attentitive and worked hard each day to help make our stay great. The property and condo were both very well maintained and beautiful- with spectacular views throughout. One of our favorite features was the patio and the amazing view that we enjoyed while dining outdoors. The beach access was convenient, just a short walk down a paved path to the beach that offered kid friendly boogie boarding waves and rock outcropings for snorkeling. We have stayed in a few of the luxury hotels in Wailea and prefer the relaxed environment of Makena Surf.

2 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, City breaks, Safe

2 of 7 filters match

Price per night from

$529

Beautiful Beach Front 2 BDRM Condo - Kihei Beach #402

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing View!” We had a great stay in Maui at the Kihei Beach Resort. We had a beautiful view of the ocean and enjoyed looking for whales. Fantastic walking beach where we could have walked about six miles in a northerly direction. The ali'i property management met us our first day and checked back with us to see if we had any questions. If we ever return to Maui, we definitely will consider staying here again!

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

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Price per night from

$299

Great Location - Beautiful Grounds - 2 Bedroom Two Bath - Wailea Elua #2106

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Clean and spacious with attentive service” This is a nice condo rental for Wailea. While the furnishings and mattresses are not that up to date, the cleanliness and location are very good. I found the kitchen in particular to have very good supplies. When I complained about the terrible coffee maker, it was replaced immediately. I should have complained during our stay instead of afterwards, and we might have been able to make good coffee while there. The cleaning service was very good. I would have appreciated a second set of beach towels as one set is not nearly enough for a beach vacation. I also would say that the master bedroom mattress was not supportive and is probably too old. This unit is on the row closest to the road so if your 2nd bedroom sleepers are light ones, they might be bothered by traffic noise. Overall this is a great condo village to stay at, but these units are old and you are paying for proximity to the beach, not high end units.

2 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, City breaks, Safe

2 of 7 filters match

Price per night from

$429

Stunning Beach Front 2 Bedroom - Sugar Beach #535

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A vacation in paradise!” Our recent stay at Sugar Beach was a wonderful experience from start to finish. The service was excellent in all regards and everyone is so friendly, including the amazing staff and the other guests. The condo where we stayed was superb, with lots of room, all the amenities, and a decor that makes you feel at home from the moment you come through the front door. Your location on the beach is awesome, and despite a little rain and wind we were able to find so many neat things to do during our stay in Maui.What we liked best about our stay was the friendly atmosphere and warmth wherever we went, then being able to come back to this magnificent resort at the end of the day to relax. Thank you for being such perfect hosts, and we certainly look forward to returning in the future. Sincerely, Mike and Joyce Rainone Dale and Linda Widdifield

3 of 7 match: Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, City breaks, Safe, Elevator access

3 of 7 filters match

Price per night from

$479

Responds fast! avg. 31 minutes

1 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Safe, Smoking allowed, Elevator access

1 of 7 filters match

Price per night from

$314

Responds fast! avg. 31 minutes

1 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Safe, Smoking allowed, Elevator access

1 of 7 filters match

Price per night from

$447

Condo near saltwater pool- boutique Lahaina resort

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, Safe

1 of 7 filters match

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 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, Safe

1 of 7 filters match

Price per night from

$1,592

Panoramic Oceanfront In Kahana/Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Safe, Smoking allowed, Elevator access

1 of 7 filters match

Price per night from

$315

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 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Elevator access, Smoking allowed, Safe

1 of 7 filters match

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!

2 of 7 match: City breaks, Housekeeping Included, Private indoor pool, Private outdoor pool (heated), Smoking allowed, Safe, Elevator access

2 of 7 filters match

Price per night from

$297

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