Maui Vacation Rentals

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Wailea Ekahi Ocean View 50A

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required, Shared outdoor pool (unheated)

1 of 6 filters match

Price per night from

$395

Stunning Beach Front 2 Bdrm Condo - Kihei Beach #102

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$299

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$599

Super Luxury, Direct Oceanfront

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required, Shared outdoor pool (unheated)

1 of 6 filters match

Price per night from

$378

Remodeled Mountain View 2 BDRM Condo - Royal Mauian #601

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$229

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

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, 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, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$259

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$999

Amazing Oceanfront 2 Bedroom Condo - Kamaole Nalu #605

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“A Pleasant Four Days” Rental was based on recommendations from two friends. It was beautiful; the location is outstanding. The walk to the beach is only about 50 feet from the edge of the building. The view from the apartment was excellent with a good view of the beach. The furnishings are attractive, and the kitchen has all the necessary equipment for light meals. Enjoyed sitting on the porch and watching the waves come in. Worked well for grandparents, daughter and 20-month old grandchild.

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$339

Gorgeous Beach Front & Island Views!!- Kamaole Nalu #606

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“The view was fabulous, and we had a great time!” This was our third year at Kamaole Nalu but our first in #606. It is a very nice unit. We enjoyed the updated kitchen as we cooked in quite a bit. We recommended Kamaole Nalu to our daughter. Consequently, she and her family and our niece and her husband are staying in #606 at the end of June. It was a pleasant surprise to receive the very nice gift bag this year. We really enjoyed the treats. One of the best things about staying at Kamaole Nalu is Pat, the manager. She is so helpful and friendly! We always enjoy visiting with her when we return. Paul and Judy Kuter

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$439

Amazing Fullly Remodeled 1 BDRM - Kihei Surfside #503

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Kihei surfside #503” Everything about unit #503 was excellent , all new ,fully renovated. Ocean view was fantastic Ali'i Resorts was excellent to deal with , would definitely use them again

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$249

Gorgeous Oceanfront Condo! - Kamaole Nalu #604

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Love Kamoale Nalu” We love staying right on the beach ! Exterior of property needs better maintenance ! Condo was great . Master bed needs replacement !

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$319

Ocean Front Living - Beautiful 1 Bedroom - Sugar Beach #524

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$239

COMPLETE REMODEL! Oceanfront Bliss - Kihei Surfside #211

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great Sunset Views!” We loved the Kihei area, especially this quiet condo area of the island. This condo has a wonderful lanai overlooking the beautiful bay area, has a very well equipped, 2 beautiful bathrooms, comfy seating areas in the living room, small ice chest, 2 beach chairs & beach towels. The lawn area has plenty of loungers for sunset viewing or sunbathing. The condo is located at Keawakapu Beach, a great beach for swimming, boarding and walking. The pool at Kihei Surfside feels great after a day at the beach and the gas bbq area is clean and a really a quick walk from the unit. The laundry is clean with plenty of units. Be sure to save your quarters as it takes $2 to wash and $2 to dry. There is no change machine. Tips: Hana Hwy is a must - take time to go down the Nahiku Road for great ocean views, including cheap fruit and flower stands. The black sand beaches are great with a nice hike through lava fields. Met lots of folks that went all the way around through Kipahulu. They said it was a long day, but worth it. Go up to Haleakala to watch the sunrise and take the beautiful, crazy narrow road along Hwy 340 and 30 to go to the Olivine pools and Nakalele Blowhole, enjoy appetizers at the Five Palms located below the Mana Kai resort.

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$209

Papakea oceanfront - totally renovated!

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required, Shared outdoor pool (unheated)

1 of 6 filters match

Price per night from

$572

Lovely Ground Floor 2 BDRM Condo Wailea Elua Village # 105

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!!!” Our stay at Wailea Elua was absolutely great. Our accommodations were spacious and beautiful with a breathtaking view of the ocean. The grounds were remarkable with close access to beach and private sitting areas. The condo had everything you needed. The staff on hand were very accommodating. And close to shopping and restaurants.

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$599

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

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required, Private outdoor pool (unheated)

1 of 6 filters match

Price per night from

$1,821

Renovated Condo-Wailea 2 BDRM Condo Wailea Elua #702

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful vacation at Elua Village” We stayed in Unit 702 in Elua Village in Wailea. The location was wonderful, you could see the sunset from the balcony and even sitting on the sofa in the living room. The condo was very comfortable and spacious. We had two lanai's and were able to grill out and sit comfortably on the lanai. The location was so close to the pool and very close to the walkway along the ocean. Everything about the condo and the location was perfect. The kitchen was well stocked with cooking utensils and the seating at the dining room was great. I hope we are able to go again and we will definetely stay in Unit 702. The Vitello's

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$599

SPECIAL! Closest to beach! King Bed

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$281

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

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required, Shared outdoor pool (unheated)

1 of 6 filters match

Price per night from

$258

Remodeled condo across from beautiful Kam 1 beach!

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required, Shared outdoor pool (unheated)

1 of 6 filters match

Price per night from

$344

KAMAOLE SANDS BLDG 4 - OCEAN CLOSE - LARGE LANAI

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required, Shared outdoor pool (unheated)

1 of 6 filters match

Price per night from

$201

Classy 2 BD Condo W/ Excellent Amenities Wailea Elua Village # 1204

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“A Beautiful Unit” This unit has everything that a family of 4 needs to have a great vacation. Our boys loved the short walk to the ocean but were a little disappointed that there were no rackets for the paddle tennis court. The housekeepers were very helpful and security was very professional. We would be happy to rent this unit again.

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$849

Gorgeous Ground Floor 1 Bedroom WAILEA ELUA, #2003

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“wonderful property, alii people very friendly and helpful” Was able to check in at 1:00 PM which was very helpful. The personnel from alii were, as usual very friendly and helpful. Condo comfortable and clean. Two bathrooms a good feature. Second year in this condo and reserved for next year.

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$499

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$399

Beautiful Grounds with Ocean View WAILEA ELUA, #2101

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Vary nice” Accomodations were modern and clean. Resort is beautifully kept. I want to particualry praise the cleaning staff. The two women who came daily were amazing.

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$369

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, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$429

Beautifully Renovated 2 BDRM WAILEA ELUA, #2201

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$549

Stunning 1 Bedroom Wailea Condo Wailea Elua # 206

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$639

Beautiful Wailea Condo Wailea Ekolu # 401

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Our Best Vacation to Date” We had a wonderful time in Maui and truly enjoyed our condo at Wailea Ekolu. The views of the ocean were amazing (whale watching from our lanai). We really appreciated that we were in a quiet location but still close to all the action. There were 4 adults and 2 children in the condo and we had plenty of room. Ali'i Resorts took care of us-we had a issue with the microwave not working on the first day and they had a replacement there within hours. The unit was very clean and the resort staff were always friendly and accommodating (whether it be answering questions about Maui or booking excursion or just bringing some extra toilet paper). We checked out other beaches but found ourselves always coming back to Wailea Beach- the best one for us- great snorkelling and waves for boogie boarding as well as easy access (about a 10-15 min walk from the condo). Can't wait to return.

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$309

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$949

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$639

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, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$529

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

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$719

Stunning, Remodeled, 2 Bedroom WAILEA EKOLU, #914

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$349

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, Shared outdoor pool (unheated), Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required

1 of 6 filters match

Price per night from

$799

The Sands of Kahana on the West Coast of Maui 2BR, 2BA, Sleeps 6

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 6 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required, Shared outdoor pool (unheated)

1 of 6 filters match

Price per night from

$287

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!

1 of 6 match: Climbing frame, Shared outdoor pool (unheated), Private fishing lake or river, Swing set or jungle gym, Car not required, Private outdoor pool (unheated)

1 of 6 filters match

Price per night from

$1,031

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