Maui Vacation Rentals

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316 condos

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.

Match: High chair Tennis in town Wheelchair accessible

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Price per night from

$567

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: High chair Tennis in town Wheelchair accessible

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Price per night from

$516

Maui Budget Luxury: 3bd/2ba Modern Beachfront w/Central Air

Kapalua condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 45 minutes

Match: High chair Tennis in town Wheelchair accessible

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Price per night from

$1,031

10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Match: High chair Tennis in town Wheelchair accessible

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Price per night from

$430

Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: High chair Tennis in town Wheelchair accessible

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Price per night from

$409

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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 33 minutes

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$207

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: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$453

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$410

Wailea Ekahi Ocean View 50A

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$395

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$252

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$218

“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: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$327

Kaanapali Oceanfront

Lahaina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$602

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: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$250

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: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$287

“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.

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$407

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.

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$1,145

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$818

MAUI ELDORADO RESORT- Apt I-101 Kaanapali

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Paradise on the Beach” We have enjoyed our stays in Maui for 12 years and found this condo to be a perfect fit for our family of four. We have just renewed our reservation with the owners for our fourth consecutive year. We love all the extra space and that it's a corner unit with lots of windows to view all the beautiful surroundings. Having the large heated pool beside the apartment is very convenient. It is located just a 5 minute walk through the garden to the beach cabana. The condo is stocked with all the amenities of a home. We love the convenience of having a shuttle to take us to and from the private beach cabana when the kids are tired from all the play on the beach. The restaurants and shopping at Whaler's Village are within short walking distance. Kaanapali has a shuttle service which provides transportation throughout the village. Grocery shopping and Golf courses are within a very short drive from the resort. we will continue to return to this comfortable resort - and apartment! Doris

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$361

OCEAN VIEW STUDIO AT BEACH FRONT RESORT

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$1,030

BEACH FRONT RESORT TOP FLOOR STUDIO

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$1,030

Christmas 3Bdrm Beachfront Nanea Westin Kaanapali

Ka'anapali villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

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Price per night from

$4,580

Actual Owner! 2 bedroom Villa / Oceanfront - Sleeps 8 - All dates

Lahaina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 8 minutes

2 of 3 match: High chair, Tennis in town, Wheelchair accessible

2 of 3 filters match

Price per night from

$638

2 of 3 match: Tennis in town, High chair, Wheelchair accessible

2 of 3 filters match

Price per night from

$373

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

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

2 of 3 match: Tennis in town, High chair, Wheelchair accessible

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Price per night from

$1,712

2BR**Sleeps 6**Direct Beach Access**Overlooking the Pool and Ocean

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Kihei stay” The condo was wonderful. Plenty of room for our family of six. Clean and well stocked with necessities. Great having the beach chairs, umbrella, beach towels and more, ready to use. So nice to have the washer and dryer to keep up with everything! Cable and wifi, really all the comforts of home.

2 of 3 match: Tennis in town, High chair, Wheelchair accessible

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Price per night from

$801

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: Wheelchair accessible, Tennis in town, High chair

2 of 3 filters match

Price per night from

$341

Oceanfront at Ka'anapali Shores Resort, Steps to Ocean

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Wheelchair accessible, Tennis in town, High chair

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Price per night from

$430

2 of 3 match: Wheelchair accessible, Tennis in town, High chair

2 of 3 filters match

Price per night from

$433

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 58 minutes

2 of 3 match: Wheelchair accessible, Tennis in town, High chair

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Price per night from

$1,431

Pacific Shores A406

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 3 match: Wheelchair accessible, High chair, Tennis in town

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Price per night from

$232

Kihei Kai Nani 161

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 2 minutes

1 of 3 match: Wheelchair accessible, High chair, Tennis in town

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Price per night from

$121

Maui Banyan G310C

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 3 match: Wheelchair accessible, High chair, Tennis in town

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Price per night from

$149

Maui Banyan G304C

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 3 match: Wheelchair accessible, High chair, Tennis in town

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Price per night from

$144

Hale Kamaole 319

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 2 minutes

1 of 3 match: Wheelchair accessible, High chair, Tennis in town

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Price per night from

$287

Haleakala Shores B310

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 2 minutes

1 of 3 match: Wheelchair accessible, High chair, Tennis in town

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Price per night from

$298

Maui Vista 3405

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 3 match: Wheelchair accessible, High chair, Tennis in town

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Price per night from

$224

Kauhale Makai 335

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 2 minutes

1 of 3 match: Wheelchair accessible, High chair, Tennis in town

1 of 3 filters match

Price per night from

$212

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