Vacation Rentals & Condos in Wailea

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“Great trip to Maui” My family and I enjoyed our time at Ekahi. Loved the view from the balconies, and chairs and other beach equipment was there for our use. The property management was very accomodating and when we had one thing missing from the condo, it was there the next day. I think this is a great condo for a family of 2 adults 2 the layout offers privacy in the master suite and a pool, is just outside the condo. Just be advised, it is a bit of a walk to the beach, however, you can drive down and park. The grounds are beautifully maintained. Quiet and pleasant. Lovely pool and rec area at the beach. I would stay here again, just a little closer to the beach.

Match: Mountain Views

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$465

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$1,062

“Here is a Gem of a Condo!” The owner of this condo, Lawrence Daluz was easily available and great to work with! The condo is clean, beautiful and comfortable in most every way. This condo is placed in a hotel setting (as it turns out our friends were renting a hotel-owned condo just across the driveway) so we got to see the inside of one of the hotel-owned-and run units. This one was far superior to theirs, though the layout for the unit is exactly the same. The sunny kitchen in this condo was extremely well-supplied (the best we have run across, ever, which we really appreciated) and all the appliances we used worked great. This unit has a stove, a microwave, a 'fridge with freezer and a decent-sized oven. We like to cook our own food (the main reason for getting a condo in the first place), so all of this came in VERY handy. Even the dishes were up-to-date and pretty! The bedroom is really nice and the bed, perfect and super-comfortable (especially for this girl with back issues), the living room is lovely (and beautiful) to relax in and the inside dining area furniture, classy and generous-sized. The lanai is mostly quiet (there is a street nearby but the noise there was minimal in our opinion). The lanai was also surprisingly private and quite well-supplied including a huge gas barbecue (which we didn't try out), and a nice dining table which we used often. There are also two comfortable loungers with pillows on the lanai as well. Though we brought our own snorkeling equipment, Lawrence has included a generous supply of usable snorkeling gear and children's sand toys (though we didn't use any of it.) The only "con" for this unit: The best a/c unit is in the bedroom (it works great) but the living room a/c unit, is added on and has to be closely looked after as it is a bit temperamental - and doesn't really give the living room that fully air conditioned feel (something kind of important to this middle-aged couple). But it was sufficient enough and after being in Maui for about five days, we both finally got used to the warmer larger room (we live in the cooler mountains at some altitude so the heat was a bit of a shock to us the first few days). The internet in this unit can be spotty, too, but it worked well enough for the most part (something we have experienced in other condos and on other islands as well.) All in all I give this condo an A+. It's clean, modern feeling, beautiful, convenient to everything in this area, well-supplied and quite nice to "live in" during a vacation in Maui. I highly recommend it and I also thank Lawrence for keeping it up so well.

Responds fast! avg. 3 hours 45 minutes

Match: Mountain Views

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Price per night from

$339

Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“Relaxing and Beautiful Getaway” My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean with all the amenities needed for a relaxing getaway. The grounds, pool area and beach are wonderful. The lanai is a serene retreat. We ate all of our breakfasts and lunches out there and then dined on fantastic food for dinner from the many choices of restaurants. The keyless entry and parking were very convenient. We will return next summer with our children.

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$431

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Price per night from

$666

Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful condo in Paradise!” Our stay at Ekahi Villiage 11F was nothing short of wonderful. The beautiful, well appointed condo is just a short walk to the pool pavilion and beach. We enjoyed many mornings sipping coffee on the well decorated Lani over looking the manicured grounds and ocean. We will be sure to book 11F again the next time we plan a trip to Maui!

Responds fast! avg. 1 hour 32 minutes

Match: Mountain Views

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Price per night from

$976

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

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$446

Wailea Ekahi Village Relaxing Ocean and Mountain Views

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$327

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$689

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Price per night from

$689

Great rentals within 20 miles that match your search

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Mountain Views

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Price per night from

$218

606 Hale Pau Hana Beachfront, Phenomenal Views

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$517

Kihei Kai Nani #105 steps from the beach

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$171

Super Luxury, Direct Oceanfront

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$379

Beachfront, Spectacular Views, Close to Everything

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$311

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,825

"Kihei Akahi D-211: Ocean View, Opposite Kamaole Beach, Remodeled"

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Mountain Views

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$259

KAMAOLE SANDS BLDG 4 - OCEAN CLOSE - LARGE LANAI

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$201

Luxurious and Private Maui Home with Swimming Pool

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Serenity in Maui” My husband and I spent eight days at this lovely property, and quite simply, was the best house rental, and the best vacation we have ever taken. There are not enough words to tell you how beautiful the home is with all the stunning landscaping, yummy fruit trees,and great, private saltwater pool. The home is immaculate, and luxurious. Extremely clean, and absolutely stunning. Very comfortably furniture and great beds. Claudia, the owner is charming, and will be there when you need her for anything. Please, do yourself a favor and stay in this home. It is paradise!

Match: Mountain Views

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Price per night from

$1,033

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Price per night from

$607

Terrific Ocean View Penthouse Suite!

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$230

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Beautiful Home” The setting and view is spectacular. All the rooms were very nice. We enjoyed the pool table upstairs, although be careful as there is a flaw in the slate and the cue ball can go flying! The Sonos music system is also great. The backyard is perfect. Lots of pool toys. We enjoyed the evenings watching the stars. We did have a few minor issues. We had 3 adult couples and it wasn't clear that two of the bedrooms had a shared bath. The other bath was across the hall. We had expected private baths for each bedroom. The showers are beautiful but water pressure is minimal. Lastly, it seems that pool and hot tub controls are managed by the owner down below. The pool light would turn off and if you wanted to swim late, we couldn't find a pool light switch. Lastly, we didn't have heat in the hot tub the first day/night and requested help from the owner. No response. The pool maintenance person fixed it for us the next day. Even with these minor issues, I would recommend the home again. It is beautiful and has stunning views. We enjoyed the fruit trees, too.

Match: Mountain Views

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Price per night from

$1,595

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.

Match: Mountain Views

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Price per night from

$275

Eco-Friendly Condo Located in the Heart of Kihei

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Well equipped and maintained, comfortable and easy access to beach, food and shopping.” This was my second stay at this lovely 1 BR condo in Kihei and I enjoyed it even more. The location is great, just across S Kihei Rd from the beach at the north end of Kamaole Beach #1. You can walk on the beach all the way to Ulua Beach if you want. The place is amazingly well equipped. All you need to cook and toys for the beach. This time, I even discovered two yoga mats in covers and two yoga blocks to go with them. Perfect for home yoga or taking them to the beach yoga classes that sometime happen. It is also possible to walk to good food and even the grocery store. The building has a great pool for afternoon cooling and laundry facilities are available on site. There is a bit of a view of the ocean from the lanai, but the general vista of palm trees and tropical vegetation in the neighboring buildings was quite nice. Never used the AC, screens and fans kept things comfortable. Finally the electronics were great, big screen and lots of music and video service choices.

Match: Mountain Views

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Price per night from

$510

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

Match: Mountain Views

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Price per night from

$454

1 BR/1BA (Sleeps 4) Kihei Condo by Kamaole II Beach (#252)

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great stay” Spent 2 weeks here and was not disappointed at all, it met all of our needs. The condo was very clean, kitchen we'll stocked, and most important was the bed was very comfortable. There was never any noise problems day or night. It's in a great location, short walk to lots of restaurants, gift shops, and. Of course the ice cream shop. Condo us also furnished with snorkel gear, beach chairs, and mats. If you stay here you will not be disappointed.

Match: Mountain Views

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Price per night from

$207

Maui Banyan Condo - Deluxe 2 Bedroom Retreat

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Absolutely the best condo to stay in Maui” This is the second time that we have stayed here and we always book this place. Very clean, nice decor, and everything you will need on vacation. There is a beautiful beach steps away from the condo, along with restaurants, and shopping, all very close.

Match: Mountain Views

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$266

Maui by the Sea cottage

Paia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Loved Maui by the Sea!” Valerie, We loved our stay at the cottage. Couldn't have been better! Tavares beach was our favorite, just watching turtles and hanging out. Paia is a great town. It really felt like home and we hope to be back soon. Thank you to you and Craig for the hospitality. Mahalo, Tom and Michelle

Match: Mountain Views

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Price per night from

$368

Ocean Front Penthouse Best View in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Amazingly Remarkable Vacation Spot” We found our paradise !! My husband and I really enjoyed our stay at Sugar Beach Resort in Maui. The view is amazing! How wonderful to hear the waves crashing just below. Soothing and so romantic! So nice to be able to cook meals in and also use the Bbq's at the pool. My husband enjoyed meeting other guy's cooking at the Bbq's. It was quite the social atmosphere. We have been to Maui several times and really liked the location of your condo. So much better than staying in a motel with all the amenities you provided. Thank you so much for the wonderfully decorated tropical atmosphere we had an amazing vacation and will be booking again real soon.

Match: Mountain Views

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Price per night from

$488

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: Mountain Views

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Price per night from

$1,433

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

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Mountain Views

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$1,716

Keawakapu Ocean View, renovated green 2BR 2B

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Maui's Best!” Honu place is absolutely amazing! Better than described! My wife and I spent our two week honeymoon here and we couldn't have been happier! Susie and Rick have provided every amenity imaginable to make your stay comfortable and memorable. It is beautifully remodeled and tastefully decorated. The location is perfect, set slightly back from South Kihei Rd and a five minute walk to Maui's best - Keawakapu Beach, Honu Place is the perfect place to relax and rejuvenate. Just minutes away from shops and dinning in both Kihei and Wailea! Honu Place is a true hidden gem and one of Maui's best kept secrets. We can't wait to stay again!

Responds fast! avg. 1 hour 13 minutes

Match: Mountain Views

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Price per night from

$402

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.

Match: Mountain Views

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$803

Maui Island HIdeaway

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Hideaway for Best Getaway” Location: We travelled all over the island, seeing every little nook and cranny. What we realized was that our home base, the "Hideaway" is ideally located on the island. You're centrally located between Kihei (our favourite town), the airport, Lahaina, et al. You're also near some of the best beaches around, including Sugar Beach, the one on which the Hideaway sits, which has one of the best views on all of the island. One suggestion is to stop to get supplies from one of the major grocers near the airport, when you first arrive, to get a firm base of what you need: beer, snacks, meat, veggies, etc. Then you can shop at the nearby general stores for convenience or 10 minute drive to Foodland for following shopping needs. Amenities: The "\Hideaway has everything you need to operate comfortably: dishes, utensils, bedding, beach supplies, cleaning supplies, washer/dryer, brand new oven/stove, brand new TV/sound system, etc. The balcony has the best view. The unit being on the second floor is great in that you get an elevated view but you're still quick to access parking or the pool by elevator or stairs. Facilities: The pool area is superior in its craftsmanship and comfort. It has the only Jacuzzi in the area. You wouldn't think something like this would be necessary in a hot area but it's amazing, especially in the hot, bright sun. One of, if not the biggest highlight about this building is its proximity to the ocean. Not only is there no road between your balcony and the ocean but you're so near to it that you can see the sea turtles floating by. Apparently this luxury of being so close to the ocean is not something you'll see anymore on Maui as they have changed their regulations so that buildings need to be built much further from the ocean. Owners: Accommodating to the max. Wendall and Sally only want you to have the best possible experience on Maui and in the Hideaway. I can't even go to the lengths at which Wendall went to make sure our stay was excellent, suffice to say that it couldn't have been as good without having them to help us out. Conclusion: If you can get in to the Hideaway, go with the opportunity and you will be happy you did.

Match: Mountain Views

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Price per night from

$241

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 23 minutes

Match: Mountain Views

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$207

Newly remodeled Beautiful Beach Front condo at Kanai A Nalu Maalaea Maui

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Completely Enjoyed it. Cant wait to return.” We surprised our children with a trip to Maui over their winter break while home from college. When we found this condo open at the last minute, we were a bit leery since it was during the peak season. The surprise was all ours. What a beautiful place!! We could tell the condo had recently been renovated with all new furnishings and amenities. The owner did a wonderful job redecorating and tying the theme together throughout. I'm very particular when it comes to sleeping away from home as you never know how mattresses are going to feel in rentals. I was delighted at how comfortable the beds were and energized each morning when I woke. We truly were in paradise inside and out. The owner was most helpful with booking our trip, especially since it was last minute, providing us with many fun activities to do during our stay. Looking forward to booking our next visit and staying in this beautiful condo.

Match: Mountain Views

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$322

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!

Match: Mountain Views

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$194

Private, Romantic Cottage, Panoramic Ocean View, King-Bed, Hot Tub

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Even better than expected” I stayed at this cottage for 11 nights. I felt so much at home that I did not want to leave, not even to go to the beach. The views are stunning. It is very private and quiet. I really liked the sound of the water fall in the gulch below. The cottage offers anything one can dream of... fully equipped kitchen, washer, dryer, towels, beach chairs, sun umbrellas, deck chairs, BBQ, outside showers, TV, DVD and a very fast and stable internet. Haiku town is only a few minutes by car (3 minutes to be precise) where you can find groceries, restaurants and a fitness centre (which offers weekly and daily passes for tourists). Paia town and beaches can easily be reached within 15 minutes, Makawao town is also around the corner. Barbara and Hank, the owners of this beautiful property, are very nice people and extremely helpful.

Match: Mountain Views

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Price per night from

$411

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