Maui Vacation Rentals

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1,150 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

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Price per night from

$1,431

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.

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$1,145

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$3,893

Maui ocean front paradise with miles of beach at Menehune Shores

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$275

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$430

“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.

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$407

Stunning and Spacious! Premier and Oceanfront 1 bed/1 bath Suite Sleeps 4

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$373

“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.

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Price per night from

$327

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$418

ROYAL KAHANA PENTHOUSE condo OCEANFRONT BREATHTAKING OCEAN VIEWS e komo mai

Napili-Honokowai villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$331

Ground Floor Garden Getaway at Ka'anapali Shores 141

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$430

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$687

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Mahana Resort #1204

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Garden, Tennis in town, Swimming pool

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$812

Mahana Resort #1205

Lahaina apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$744

Mahana Resort #1103

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Garden, Tennis in town, Swimming pool

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Price per night from

$321

Kaanapali Shores #159

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$563

K B M Resorts: Aina Nalu Lahaina AL-C209 Stunning 2 bedroom, luxurious pool

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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$565

K B M Resorts: Kapalua Bay Villa KBV-30G2, Remodeled Ocean Front 1Bedroom

Kapalua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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$541

K B M Resorts: Kapalua Bay Villa KBV-15B3, 1Bedroom Beautiful Sweeping Ocean

Kapalua apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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$430

K B M Resorts: Kapalua Bay Villas KBV-17G4 bed Ocean Front

Kapalua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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Price per night from

$430

K B M Resorts: Kapalua Bay Villa KBV-37B3, Beautiful & Spacious Remodeled 2

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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$646

K B M Resorts: The Whaler WH2-1169, Sweeping Ocean Views 1 Bedroom, beach gear

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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Price per night from

$430

K B M Resorts: Kapalua Bay Villa KBV-28G2, Beautiful Ocean Front Remodeled 1

Kapalua apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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$430

K B M Resorts: Kapalua Bay Villa KBV-32B2, Gorgeous Remodeled Ocean View 2

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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$646

K B M Resorts: Kapalua Bay Villa KBV-12B3, remodeled 1 Bedroom w/huge ocean

Kapalua apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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Price per night from

$430

K B M Resorts: Papakea PKC-404 Large 3 Bed / 3 Bath Oceanview Penthouse

Napili-Honokowai apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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$842

K B M Resorts: Honua Kai Luana HKL-5B, Ground Floor, Spacious 3 Bedrooms

Napili-Honokowai apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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$1,006

K B M Resorts: Papakea PKH-205 Perfect 2 Bedrooms villa, ocean views, large

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

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$251

K B M Resorts: Kapalua Bay Villa KBV-16G4, Ocean View 2 Bedrooms w/ 2 Queen

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

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$618

K B M Resorts: Honua Kai Luana HKL-12A, Best located Ground Floor 3 Bedrooms

Napili-Honokowai apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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$1,006

K B M Resorts: Kapalua Bay Villa KBV-14G4, Sweeping Ocean Views, Gold 2

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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Price per night from

$856

K B M Resorts: The Whaler WH1-1218, Beautifully Remodeled, Stunning Sunset

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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$426

K B M Resorts: Papakea PKC-403 Large 3 Bed / 3 Bath Oceanview Penthouse

Napili-Honokowai apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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Price per night from

$842

K B M Resorts: Whaler WH1-1211, 1 Bdm, Rental Car!

Ka'anapali apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Garden, Tennis in town, Swimming pool

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Price per night from

$430

Pohailani #201

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Garden, Tennis in town, Swimming pool

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$302

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.

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$699

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 3 match: Garden, Tennis in town, Swimming pool

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$869

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.

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Price per night from

$799

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