Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Townhomes
Apartments
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Condos
Cottages
Estates
Farmhouses
Hotels
Homes
Lodges
Studios
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Wailea Bungalows or Townhomes with Online Payment(21)

21 Results
$750 - $1,895
per night
1 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 10 night minimum stay
(12)
$500 - $675
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
(11)
$650 - $1,950
per night
6 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
6 - 10 night minimum stay
(6)
$650 - $1,950
per night
6 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
6 - 10 night minimum stay
(7)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night minimum stay
(48)
$4,795 - $10,115
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 14 night minimum stay
(37)
$445 - $585
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 14 night minimum stay
(27)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 14 night minimum stay
(20)
$5,495 - $11,165
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night minimum stay
(15)
$5,495 - $11,165
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night minimum stay
(21)
$4,795 - $10,115
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night minimum stay
(12)
$400 - $485
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 14 night minimum stay
(12)
$435 - $540
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 14 night minimum stay
(7)
$315 - $365
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
5 - 14 night minimum stay
(3)
$4,795 - $10,115
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night minimum stay
(3)
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 7 night minimum stay
1 Review
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 14 night minimum stay
4 more choices from the HomeAway Network
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(29)
$245 - $325
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night minimum stay
(22)
$745 - $1,495
per night
5 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 10 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night minimum stay
1 Review
Advertisement
 

Recent Wailea Reviews

Fantastic location with a beautiful view

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: We stayed for 8 Days and loved every minute of it. It was quiet, peaceful and close to several great beaches! Comfortable beds and furniture we felt like we were home. We can't wait to come back here. I highly recommend Ulua Beach and Mokapu Beach park, not even a 5 minute drive. So close! Just a note for families traveling with young ones - the condo is located at the top of the hill (10 min walk) from the family pool/beach. We ended up driving down to it (much faster) so we didn't have to lug all of the stuff back up after we were done.
  • Submitted: Oct 2, 2014
  • Stayed: Sep 2014

Mowie Wowie

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: Our stay was absolutely wonderful at this condo. It was very clean and professionally decorated. We did not get the impression that we have at other vacation rentals that we stayed at where it seemed the owners attitude was it was "good enough" The attitude of these condo owners seems to be; "nothing is good enough for our guests". The location was great (a three minute walk to the pool and six minutes to the beach).We stayed in Wailea 30 years ago on our honeymoon at the Stouffer's Resort which is now 'andaz' and happens to be right next door to the condo complex (that was a pleasant surprise). We had two issues when we were there; one a closet door was off of the pivot and the other was there was no propane in the grill. The management company took care of both of those things immediately and the staff was very courteous. Thank you for allowing us to enjoy your little bit of paradise albeit for a short two weeks. The Bonello Family.
  • Submitted: Sep 8, 2014
  • Stayed: Jul 2014

Great Family Vacation

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: We had an amazing vacation in Maui staying at the #55-2 Ho'olei House. It was the perfect fit for our family. We travelled with our 2 teenage daughters and my husband's parents, the house was immaculate and very comfortable.
  • Submitted: Sep 4, 2014
  • Stayed: Aug 2014