Maui Vacation Rentals

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Stunning Ground Floor 2 BDRM Condo WAILEA ELUA, #1403*

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$999

Garden Views & Gorgeous Interiors Await WAILEA ELUA, #0909*

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$349

Great Location - Beautiful Condo w/AC - Royal Mauian #219

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$259

Remodeled Mountain View 2 BDRM Condo - Royal Mauian #601

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$229

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!

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$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.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$699

Gorgeous Ground Floor 1 Bdrm. - Kihei Surfside #111

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$229

Beautiful Views Await You Here! - Kihei Surfside #205

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$209

Stunning Top Floor 1 Bdrm - Kihei Surfside #612

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$219

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Private pool

1 of 6 filters match

Price per night from

$218

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$599

Rare Ocean Front 1 Bdrm w/ AC! - Royal Mauian #209

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$309

If only the best will do; this is it!! -Royal Mauian #114

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“The Perfect Spot” We absolutely LOVED our stay in this condo, and if we get to go back, will definitely stay there! It was in a nice neutral location, perfect location for beach AND pool access, and beautiful views in the evenings and mornings! The condo had everything we needed, and worked great with our delivery service for our children's needs. The only bummer would be that the AC unit on the back patio blows really hot air, so you can't leave your sliding glass doors open in the morning because of the hot air blowing in.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$469

Remodeled Beach Front Condo - Great Views - Kihei Beach #306

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$239

Second Floor 2 BDRM w/ Sweeping Views WAILEA ELUA, #2010

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$399

Lavish Beach Front Condo- Kihei Beach #307

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Property Management company and resident Manager.” Property management company was supportive and provided very helpful concierge information. Was responsive to simple issue that arose and very professional and pleasant. The resident manager at the building was friendly and very informative. A great experience all around.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$249

Oceanfront Condo By Kam 1 & Kam 2 Beaches - Kamaole Nalu #102

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Kamaole Nalu” Small (36 condos) ON the water between Kamaole 1 and 2. Two bd/2 ba, very well maintained, supplied and friendly manager. Perfect place if you do not want the hassle and crowds of a fancy resort. All are individually owned. Also perfect with children, grandchildren, calm beach, snorkeling right in front with turtles. We've been here more than 30 times in the last 40 years.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$309

Lovely Beach Front 1 Bdrm Condo- Kihei Beach #305

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“We love the whales” This is a really nice condo. Great views and nicely remodeled. It needs a new frig and toaster. Bathrooms and kitchens are great!!

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$219

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.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$799

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.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$529

Beautiful Beach Front 2 BDRM Condo - Kihei Beach #402

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing View!” We had a great stay in Maui at the Kihei Beach Resort. We had a beautiful view of the ocean and enjoyed looking for whales. Fantastic walking beach where we could have walked about six miles in a northerly direction. The ali'i property management met us our first day and checked back with us to see if we had any questions. If we ever return to Maui, we definitely will consider staying here again!

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$299

Great Location - Beautiful Grounds - 2 Bedroom Two Bath - Wailea Elua #2106

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Clean and spacious with attentive service” This is a nice condo rental for Wailea. While the furnishings and mattresses are not that up to date, the cleanliness and location are very good. I found the kitchen in particular to have very good supplies. When I complained about the terrible coffee maker, it was replaced immediately. I should have complained during our stay instead of afterwards, and we might have been able to make good coffee while there. The cleaning service was very good. I would have appreciated a second set of beach towels as one set is not nearly enough for a beach vacation. I also would say that the master bedroom mattress was not supportive and is probably too old. This unit is on the row closest to the road so if your 2nd bedroom sleepers are light ones, they might be bothered by traffic noise. Overall this is a great condo village to stay at, but these units are old and you are paying for proximity to the beach, not high end units.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$429

Stunning Beach Front 2 Bedroom - Sugar Beach #535

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A vacation in paradise!” Our recent stay at Sugar Beach was a wonderful experience from start to finish. The service was excellent in all regards and everyone is so friendly, including the amazing staff and the other guests. The condo where we stayed was superb, with lots of room, all the amenities, and a decor that makes you feel at home from the moment you come through the front door. Your location on the beach is awesome, and despite a little rain and wind we were able to find so many neat things to do during our stay in Maui.What we liked best about our stay was the friendly atmosphere and warmth wherever we went, then being able to come back to this magnificent resort at the end of the day to relax. Thank you for being such perfect hosts, and we certainly look forward to returning in the future. Sincerely, Mike and Joyce Rainone Dale and Linda Widdifield

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$479

Sale! Romantic, 5 Star Luxury, 25' from the Ocean!

Lahaina apartment

  • 1 bathroom
  • sleeps 3

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$228

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.

2 of 6 match: Climbing frame, Private fishing lake or river, Smoking allowed, Car not required, Private outdoor pool (unheated), Private pool

2 of 6 filters match

Price per night from

$1,592

Panoramic Oceanfront In Kahana/Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$315

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.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$567

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.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$509

South Maui 4 bdrm close to beaches, restaurants

Kihei house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Exceptional home away from home!” Just as described, the kihei oasis is an excellent vacation rental. The layout of the home, furnitionings and it's convenient surroundings, I would definitely recommend staying here. The jacuzzi was a hit, but the real bonus was the little amenities that you don't really think of until you need it. I opened the kitchen cabinets and found foil, oil, shoyu sauce and lots of helpful seasonings. The bathroom cabinets also had additional body wash, shampoo, lotion and for kids too. Although we brought our own amenities, I'm glad you have them available especially for large families. Also a garage wall dedicated to fun in the sun activities, boardgames and so much more. Mahalo to the Morts ohana for providing such a lovely home away from home, We definitely enjoyed ourselves!

Responds fast! avg. 40 minutes

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$1,031

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!!!

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$269

BEST KEPT SECRET ON MAUI. OCEANFRONT 2B, 2B LUXURY CONDO AT AFFORDABLE PRICE

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Peaceful and relaxing” We had a relaxing stay at this condo. The pool and common areas were well kept and our neighbors were polite and friendly. We did not use the beach access here but did drive to nearby beaches. The condo had some upgrades such as the large kitchen island. In fact, the openness of the kitchen to the living room was very nice. We also enjoyed the lanai for eating meals and for whale watching. Watching the sunset from the property was a favorite way to end the day. The amenities were improving with the addition of new washers and driers in the community laundry room. Some may find this condo to be more rustic than luxurious but it met our expectations within the price point as cozy and a nice place to stay after adventure filled days. A big plus is that this condo community seems to attract a very considerate group of people. It was peaceful and relaxing to stay here and our overall impression was favorable.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Private pool

1 of 6 filters match

Price per night from

$373

QUIET condo Across from Charley Young Beach, one of Maui's Best !!!!

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Awesome” Everything was perfect thank you kehei for such a memorable stay. We will be back the Maui vista was literally accross the street from a beautiful beach I recommend highly

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$287

More Aloha For Your Money!

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Second stay in this lovely condo...” We stayed in this condo two years ago and was impressed with the price and comforts of home that we decided to stay a second time. This condo is still the best value in Kihei. We enjoyed the ocean view from the lanai every morning and went boogie boarding and snorkeling at Kam II everyday. Snorkeling was amazing. We saw beautiful fish and turtles each time. The complex is well maintained and clean. We even used the outdoor grill by the pool and it looked brand new. We will definitely be back.

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$182

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Private pool

1 of 6 filters match

Price per night from

$4,403

LUXURY BEACH HOME POOL EXCELLENT LOCATION

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Wonderful stay in the perfect home. Great golf and beach locatio” My friends and I stayed in this high-end well-appointed home while we were on Maui. Our main purpose was to fit in as many games of golf as possible as our wives shopped and relaxed by the pools and enjoyed the beaches. This plan worked out perfectly since we were located right on golf course and a short walk from the beach. Everyone was more than happy with our accommodations and being able to rent a spacious home in the center of a luxury resort was ideal. This home was an exceptional value when you consider that most of the hotel rooms in the Wailea/Kihei area go for the same price for just one room. Everyone in our group felt as though this was our own home in Maui and we expect we will return again as soon as we can. We highly recommend this place and would like to thank the owners for extending us their every kindness. Sincerely, Don M

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Private pool

1 of 6 filters match

Price per night from

$5,548

Maui Chalet - tropical North Shore private retreat

Haiku chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Car not required, Smoking allowed

1 of 6 filters match

Price per night from

$418

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

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Private pool

1 of 6 filters match

Price per night from

$1,431

Welcome to Our Small Piece of Paradise on the Island of Maui!

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Private pool, Smoking allowed, Car not required

1 of 6 filters match

Price per night from

$166

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