Maui Vacation Rentals

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340 condos

Amazing House w/ Pool, Cabana & More Kihei Wailea

Kihei house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

“Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and everything works. We didn't bother with a/c just opened the house up and used the ceiling fans. Plenty of living space and room for people to do their own thing if they wanted to. Close to most things but far enough away from noise and crowds. It helps that Maui is absolutely brilliant. Andrew leaves you alone but is readily available to help with any minor issues. The kids said it was the best family holiday they have been on in ages. We agree.

Responds fast! avg. 3 hours 44 minutes

Match: Cot available Golf within 30mins drive Tennis in town

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Price per night from

$1,432

Maui Vista’s biggest Tropical Paradise- 2Bd/2 Bath- Families welcome!!

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Comfortable, convenient and well stocked McCann's Maui Vista” McCann's Maui Vista is a home away from home! It has everything you need to prepare meals, go to the beach and relax in style. The unit is well decorated and comfortable. The beds and bedding were nice, the towels were fluffy and smelled clean. The kitchen had pots, pans, baking sheets, knives cutting boards juice jugs. You may think "big deal" but we have stayed in places where there have been a lack of these things and barring packing this stuff or buying it, it is nice to not have to worry! The multiple pool access is nice. We have small children so if there were an abundance of non children people at the closest pool, we just moved on to the next one. There were also times, more often than not, where we were the only ones at the pool. This may be because the non children people went somewhere else! Maui Vista is within a few minutes walk to the beach or shops and restaurants if one is so inclined. I would return to McCann's unit and I have recommended it to friends. It was a great experience!

Match: Cot available Golf within 30mins drive Tennis in town

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Price per night from

$516

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!

Match: Cot available Golf within 30mins drive Tennis in town

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Price per night from

$516

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Responds fast! avg. 1 hour 1 minutes

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$561

Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua

Lahaina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$1,194

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$351

Lahaina Gem, 2 blks to Front St. New Remodel, 2 bedroom, Sleeps 6!

Lahaina condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$341

MAUI KIHEI BEST KEPT SECRET-Covid safe

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“In the Top 3!” We have been coming to Maui for over 30 years. In that time, we have stayed in many different condos and Ohanas(private cottages). This unit was definitely in our top 3. The location was perfect! We could easily walk out our door to grocery stores & post office or restaurants. The unit was a little more spacious than most. They have upgraded the kitchen & bathroom, doing an excellent job on the nice big shower. Being located on the ground floor, with a spacious lanai, & near the BBQs, offered us the opportunity to host a couple of gatherings for 10-12 people. The unit is pretty well stocked with almost anything you"ll need. We loved the king size bed and and the matching furnishings. Having a safe for our valuables was an added & well appreciated bonus.The grounds are well kept, with an excellent swimming pool and outdoor kitchen area. The beach is only a block away. The owners are very responsive to any problem that we had. There were only 2 negatives that we found but which we managed to work around. The w/d are not in the unit. Luckily, they are located right outside the door and there was a change machine at the pool, which helped immensely. The laundry so close, made it less of an inconvenience than we thought it would be & we were there for 6 wks, so we did do laundry. The most negative thing is that this complex bills itself as a nonsmoking complex but has no bylaws to enforce No Smoking on residents who choose to smoke on their lanais. All guests seem to follow the rules and restricted their smoking to the designated Smoking Areas. Unfortunately, the owner/neighbor next to us, even after implored by both the owners and ourselves to please not smoke because it drifted directly into our unit, persisted in doing so and was not reasonable when approached. Luckily, this will not deter us from returning to this unit. We had a mostly wonderful stay and sincerely look forward to more stays in the near future and for years to come.

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$184

Gorgeous*Peaceful*Condo*Steps to Beautiful Beach

Kihei condo

  • 1 bedroom
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$343

Ground Floor Garden Getaway at Ka'anapali Shores 141

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$430

Ocean View Getaway at Aston Ka'anapali Shores 428

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$430

Responds fast! avg. 31 minutes

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$382

Oceanfront at Ka'anapali Shores Resort, Steps to Ocean

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$430

Wailea Ekahi Ocean View 50A

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$396

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

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$453

Kamaole Sands Condo Renovated in South Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Exactly as promised” Very nice accommodation very central. Less than mile from downtown business. Some much closer. Shaved ice and other restaurants are closer.

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$224

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$411

Maui Vacation Condo - 2BR\2BA Corner Unit, Steps from the Beach!

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$223

SPECIAL SPRING RATE FOR AN "ALOHA" OCEAN VIEW AT MAUI KAMAOLE G-212

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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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

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$373

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$419

Renovated; Clean Ground Floor Unit; Walk to Top Rated Kihei Beach!

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$401

Wailea Ekahi Village Relaxing Ocean and Mountain Views

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$327

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$253

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

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$445

Responds fast! avg. 40 minutes

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$746

Renovated Studio Steps from the Beach & Pool - A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$229

“A Maui trip to remember” What a great birthday getaway!!! The condominium, its location and proximity to the beach, and its overall amenities exceeded all of my and my mate’s expectations. I would positively jump at the chance to stay there again. A great place for both relaxation and celebration. So a mahalo nui loa to the renters and to Flip Key for making this holiday one for the ages.

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$327

Ocean view #201

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Tennis in town, Golf within 30mins drive, Cot available

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Price per night from

$332

Oceanview Fabulous 2 Bedroom Condo,Great Location

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A wonderful, relaxing place to stay in Maui” Just what we wanted! The place is very convenient, and has the amenities needed for a relaxing beach vacation, including beach chairs & mats, towels, boogie boards etc. Parking is a breeze, and it's close to the bus line as well. The well equipped kitchen inspired us to eat in most evenings. I would recommend to my friends as family.

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$274

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

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$207

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.

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$251

West Maui OCEANFRONT CONDO Lahaina/Kaanapali

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Just like home!!” Our accommodation exceeded my expectation. It was located on a beautiful private beach that has a family of turtles that we would find everyday. The view was stunning. We were a party 5 ladies. My daughter turned 21 with her bestie. My friend and her 16 daughter. We felt safe on the top floor. Though my friend felt our place was too warm ( no air) I was very comfortable as the breeze was always there. It was updated downstairs with whirlpool tub upstairs. The best part was the owner Deb who was always available and had little gifts for my daughter a bottle of champagne and cupcakes. She made this occasion very special. I really felt we experienced Maui in a very authentic way. I will be coming back to this place.

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$430

The Sands of Kahana on the West Coast of Maui 2BR, 2BA, Sleeps 6

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$287

Exceptional,Ocean View,Beautiful New Kitchen& Bath

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$343

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

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Price per night from

$218

10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

2 of 3 filters match

Price per night from

$430

2 of 3 match: Cot available, Golf within 30mins drive, Tennis in town

2 of 3 filters match

Price per night from

$297

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