Vacation Rentals & Condos in Wailea

/ Home
/ Vacation Rentals
/ United States
/ Hawaii
/ Maui
Book with confidence.

Updating...

age 0-16
108 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

108 condos

Why am I receiving these results?

These homes match some but not all of your filters. Clear all filters

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.

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$430

2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$286

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,061

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$497

WAILEA ELUA, #0702

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$410

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$688

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$688

Renovated 1BR at Maui Banyan - Pool, Hot Tub, A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$286

Renovated Studio Steps from the Beach & Pool - A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$229

SPECIAL SPRING RATE FOR AN "ALOHA" OCEAN VIEW AT MAUI KAMAOLE G-212

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$316

Grand Champions #48 Stunning 180 Degree Ocean Views. Top Floor Paradise Home

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Best experience ever in USA. Loved every minute of our stay.” #51 @ #48 condos were by far even better than the reviews and pictures described. My family from Canada and myself were truly impressed by the attention to detail and how well the units were presented. From the moment we walked in til the moment we left, we felt right at home with absolutely everything we could have needed or wanted to make our vacation complete.

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,011

Palms at Wailea #2303 Spacious & Quiet Ground Floor, Split A/C, Near Beaches

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Family Trip” Enjoyed every minute of it!

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$982

“Great location, terrific view from the lanai!” We loved our stay at the Palms! The condo was very well equipped. A great view from the lanai and just minutes from the beach and shops. We would definitely rent this unit again!!

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$910

Grand Champions #50, Great Location Near Pool and Hot Tub, AC Throughout

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Loved it” Loved the area the condo was located. Very clean, and spacious. Kids loved the pool =)

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$430

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,003

Palms at Wailea #603 Fully Air Conditioned, Great Rates, Near Great Beaches

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Love Maui and the Palms” The Palms is our favourite place to stay in Maui. Room 603 was in very good shape but we had an incident the second to last day with water from the room above but the property management and rental management groups got on it right away. The 2 bedroom room size is perfect for our group and the lanai's can't be beat for comfort and use. We make great use of the kitchen and can't beat having your own barbeque on the patio. We love Keawakapu beach - 10 minute walk or 1 minute drive and there is very good parking, lots of space and a great beach.

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$942

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$857

Palms at Wailea #802 Quiet, Spacious Ocean View!

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$801

Wailea Elua 2110 Panoramic Ocean View, Second Floor, Central Air Throughout

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Wailea Ocean Views” Gorgeous condo, amazing ocean views.

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,626

Palms at Wailea #1503 Look No Further, Best Location, Near Pool and Beaches

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,201

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

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$220

Sweeping Views and Quaint Interiors WAILEA ELUA, #0106

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$350

Spacious Ground Floor 2 BDRM Condo - Wailea Elua #107

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$740

Spectacular Ground Floor 2 Bedroom Condo Wailea Elua #305

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$490

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$640

Ground Floor 2 BDRM Condo Wailea Elua Village # 1503

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$600

Beautiful 1 Bdrm Ocean Front Condo-Wailea Elua #1602

Wailea house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$570

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 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$430

Newly Renovated Second Floor 2 BDRM Condo Wailea Elua # 2304

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$530

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!

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$801

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 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$871

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

Wailea apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,002

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

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$299

Beautiful Golf & Ocean Views - WAILEA GRAND CHAMPION #148

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$229

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 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$599

Stunning 1 Bedroom Wailea Condo Wailea Elua # 206

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$639

Stunningly Remodeled 1 BDRM Wailea Elua #302

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$449

Stunning Ground Floor 2 Bedroom Wailea Elua #307

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Video player, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$449

Viewing 38 of 108
rentals in Wailea

×

Also consider