Maui Vacation Rentals

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660 condos

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.

Responds fast! avg. 32 minutes

Match: Private tennis court Mountain Views Tennis in town

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Price per night from

$803

Oceanfront 2 Bedroom 2 Bath F-404 Papakea Resort

Ka'anapali apartment

2 bedrooms / 2 bathrooms / sleeps 7

Match: Private tennis court Mountain Views Tennis in town

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Price per night from

$196

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Beautiful, luxury Resort Condo with LOW rates!

Kihei apartment

1 bedroom / 2 bathrooms / sleeps 4

“Vaca” We loved it! We loved the location, easy access to multiple beach parks, eating and shopping. Can't wait to go back!

Responds fast! avg. 3 hours 6 minutes

2 of 3 match: Tennis in town, Mountain Views, Private tennis court

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Price per night from

$167

Perfect Ocean View South Maui Condo

Kihei apartment

1 bedroom / 1 bathroom / sleeps 2

“Another Fantastic Summer Vacation in Maui!” “This has been our third summer vacation at your condo and again we had an amazing time! We love the location and always have everything we need at the condo. We love the beach, restaurants, snorkeling and coffee! Thank you for everything.”

Responds fast! avg. 3 hours 13 minutes

2 of 3 match: Mountain Views, Tennis in town, Private tennis court

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Price per night from

$114

Stunning Renovated 3/3, All New, AC, Sleeps 8

Wailea condo

3 bedrooms / 3 bathrooms / sleeps 8

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$366

Sweeping Ocean Views, Private, Upscale Tropical Wailea 2-Story

Wailea condo

2 bedrooms / 3 bathrooms / sleeps 6

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$263

Hakuna Matata Private Twin/Double Share Bathroom

Lahaina private room

1 bedroom / 2 bathrooms / sleeps 2

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$144

Marriott Maui Ocean Club

Lahaina villa

2 bedrooms / 3 bathrooms / sleeps 8

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$639

Amazing House w/ Pool, Cabana & More Kihei Wailea

Kihei house

4 bedrooms / 5 bathrooms / sleeps 12

“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.

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$800

Koali Ranch Cottage, Hana, Maui

Hana house

1 bedroom / 1 bathroom / sleeps 2

“The perfect, quiet getaway for two.” My wife Barbara and I just returned from our ten day stay in Maui. We spent the first three days around Hana. The whole area is beautiful but what made it really special was the two nights we spent at the Koali Ranch Cottage! What a wonderfully clean and romantic little house to come home to! It really was home to us. We spent the rest of our stay in Kaanapali. It was big, plush, and glamorous and the whole time we were there my wife and I pined for our little ranch cottage in Hana. This is what Maui is all about. We will be back!

Responds fast! avg. 2 hours 39 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$218

Napili Turtle Cove Luxury 5 Bedroom Vacation Villa. Ask About Last Min Discounts

Napili-Honokowai villa

5 bedrooms / 4 bathrooms / sleeps 15

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$2,062

50 Steps from Beach. On Front St. The Lahaina Beach House.

Lahaina house

5 bedrooms / 2 bathrooms / sleeps 16

Responds fast! avg. 2 hours 47 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$1,146

HUGE Price Drop in September

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$172

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

Kihei condo

2 bedrooms / 2 bathrooms / sleeps 6

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$183

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. 2 hours 4 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$252

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$251

Kihei Condo Steps to Beach w/ Pool & New AC!

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 16 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$238

Classic Beach House with Private Pool

Kihei house

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful Retreat, Close to Beach. I was able to rest. :D” My family and I took a vacation to Maui and stayed with Lynn C. This was the most wonderful experience. The home was very very comfortable. The space is as Lynn described and to be honest the pictures were not as nice as the property when seen in person. My Aunt, who is in her 70s came with me. She also had a wonderful time in Lynn's home.

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$430

1 Bedroom Ground Floor Unit at Sugar Beach Resort

Kihei condo

1 bedroom / 1 bathroom / sleeps 2

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$184

Hakuna Matata Maui Hostel - Bed In Female Share Room

Lahaina guest house

1 bedroom / 2 bathrooms / sleeps 1

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$55

One-of-a-Kind Maui Getaway!

Wailea house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 24 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$1,602

HOT NEW LISTING! AMAZING OCEAN VIEW! TOTAL RENO JUST COMPLETE. Papakea H-401

Ka'anapali apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 41 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$240

3 BR, 3 bath condo

Kihei condo

3 bedrooms / 3 bathrooms / sleeps 8

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$281

“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.

Responds fast! avg. 5 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$201

Classic Beach Home with Private Pool (Honu Kai)

Kihei house

3 bedrooms / 2 bathrooms / sleeps 6

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$430

Kahana Villa, Maui Dream Stay Vacation Condo

Lahaina condo

1 bedroom / 1 bathroom / sleeps 4

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$222

Ocean Front Penthouse BEST of Kihei

Kihei condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 32 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$284

Ocean View Condo in Kihei

Kihei condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 12 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$144

Westin Kaanapali Ocean Resort Villas

Lahaina studio

Studio / 1 bathroom / sleeps 4

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$409

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. 2 hours 1 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$138

South Kihei Paradise & Great Location

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 9 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$204

Whale Watching Season from your balcony in our Two Bedroom Ocean View Villa

Ka'anapali villa

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 44 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$774

Three Bedroom Upscale Oceanfront Townhouse in Puamana

Lahaina house

3 bedrooms / 3 bathrooms / sleeps 8

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$699

Marriott's Maui Ocean Club, Two bedroom, well equipped, sleeps 8

Lahaina villa

2 bedrooms / 3 bathrooms / sleeps 8

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$587

Hale Pau Hana Beachfront Corner Unit

Kihei condo

1 bedroom / 1 bathroom / sleeps 3

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$401

★Fun Upscale Oceanfront Condo with Awesome Panoramic Views★

Napili-Honokowai condo

1 bedroom / 1 bathroom / sleeps 4

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$258

Beautiful Ocean View 2BR/2Bath

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$442

Sweeping Oceanfront View Condo in North Kihei!

Kihei condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 11 minutes

2 of 3 match: Private tennis court, Mountain Views, Tennis in town

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Price per night from

$159

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