Maui Vacation Rentals

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526 condos

Whaler on Kaanapali Studio Ground Floor Condo

Ka'anapali apartment

  • 1 bathroom
  • sleeps 4

“Home away from home.” My third time staying at the condo. Love the location right next to the Whaler's Shops, great value and the beautiful beach just a few steps away from your balcony. Every time I call Larry to make my reservations he is very courteous and helpful. Always a great vacation!!!

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Price per night from

$270

Gorgeous Remodeled Ocean Front Condo - Makena Surf Resort G-206

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$999

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.

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$529

Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-107

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,199

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!

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$869

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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Price per night from

$699

Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua

Lahaina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,195

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

Beautiful Beach Front 2 BDRM Condo - Makena Surf Resort # B-304

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Exquisite view, lovely appointments, needs new bed!” The good news: we only left this beautiful condo to jump into the water (in the ocean or the lovely pool), to go to yoga or for jogs, to get supplies or go out to eat! The view is stunning, the lanai couldn't be any closer to the water, has comfortable patio furniture and you have all the comforts of home. The kitchen and bathrooms are luxuriously appointed. After a slight confusion when we landed at the Kahului airport, we were even able to check in early on our arrival day. The only bad news, and the reason we couldn't give it five stars is the mattress in the master bedroom needs replacing. There are two huge, deep divots in the too-soft, too worn mattress. I hope that will be replaced soon, because when we come back to Makena Surf, we will definitely stay here. We've stayed in two other condos on the property, and this was the best!

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Price per night from

$799

Gorgeous Beach Front Condo MAKENA SURF RESORT, #E-202

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$719

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$599

3 Bedroom Beach Front Paradise at Makena Surf - MAKENA SURF RESORT, #G-304

Wailea apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,000

Fantastic Location - Beautiful Beach Front Condo -Makena Surf # B-207

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$949

Beautiful Golf & Ocean Views - WAILEA GRAND CHAMPION #148

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$229

Christmas 3Bdrm Beachfront Nanea Westin Kaanapali

Ka'anapali villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$4,589

Lovely Ground Floor Unit MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$639

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.

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Price per night from

$649

Beautiful Oceanfront Condo Unit SURF RESORT, #F-209

Makena house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$829

THE WHALER ON KAANAPALI BEACH LUXURIOUS OCEAN VIEW CORNER UNIT

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$798

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Price per night from

$649

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

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Price per night from

$639

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$749

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$619

Stunning Condo on the Golf Course - WAILEA GRAND CHAMPION #90

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$299

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Price per night from

$689

Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-102

Makena condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$699

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$2,089

Beautiful Oceanfront Ground Floor Unit MAKENA SURF RESORT, #G-101

Makena condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,299

Gorgeous Beach Front Condo MAKENA SURF RESORT, #E-303

Makena condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$699

Stunning Beach Front Condo Makena Surf Resort # E-204

Makena condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$729

Stunning Golf Course & Garden Views - WAILEA GRAND CHAMPION #142

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$219

Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-108

Makena condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$699

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2 of 3 match: Car not required, Golf course on site or within 15 min walk, Tennis in town

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Price per night from

$351

K B M Resorts: Kaanapalii Royal KRO-A201, 2 Bedrooms, Ocean Views, Across from

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

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Price per night from

$629

The Mahana #1017

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Car not required, Golf course on site or within 15 min walk, Tennis in town

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Price per night from

$370

Responds fast! avg. 1 hour 20 minutes

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Price per night from

$492

The Mahana #1104

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$360

Pohailani #201

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$300

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