Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Wailea Vacation Rentals with Online Payment, Hot Tub(329)

329 Results
$110 - $145
per night
5 - 10 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
5 - 10 night minimum stay
(35)
$125 - $150
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(52)
$99 - $125
per night
2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(65)
$825 - $1,650
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(29)
$140 - $189
per night
3 - 14 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 14 night minimum stay
(35)
$695 - $1,850
per night
2 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(15)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 - 14 night minimum stay
(9)
$225 - $250
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(16)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 7 night minimum stay
(13)
$240 - $375
per night
6 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 14 night minimum stay
(28)
$650 - $1,550
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 7 night minimum stay
(6)
$225 - $295
per night
2 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
2 night minimum stay
(23)
$250 - $275
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 night minimum stay
(12)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
5 night minimum stay
(12)
$165 - $225
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 14 night minimum stay
(9)
$210 - $320
per night
4 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 14 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(32)
$149 - $299
per night
4 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
4 - 7 night minimum stay
(5)
$240 - $375
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(42)
$214 - $236
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(10)
$160 - $250
per night
7 - 10 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 - 10 night minimum stay
(12)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(4)
$1,095 - $2,295
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(19)
$139 - $329
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
$185 - $250
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(7)
$350 - $500
per night
1 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 5 night minimum stay
(11)
$185 - $225
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 10 night minimum stay
(9)
Advertisement
 

Recent Wailea Reviews

Maui Excellence

5 of 5
I cannot say enough about our stay in this beautiful condo. This was our 4th trip to Maui. The first two trips we stayed at the Grand Wailea and the last trip we stayed at the Wailea Marriott. We wanted to stay in a condo for our next trip and we hit the jackpot! My husband describes me as very high maintenance; and this condo met all my expectations! The condo is decorated and furnished with great style and elegance. The condo has everything you could need from kitchen supplies with everything you would need to have picnic at the beach, beach chairs, umbrellas and even a few sun hats! The bathrooms were very well stocked and even had high quality blow dryers and a curling iron! The condo owner was fabulous to work with from the first inquiry I had last year when we were deciding to book until we checked out. You will have no regrets on booking this condo! It is truly Maui excellence! Mahalo!
  • Submitted: Nov 21, 2014
  • Stayed: Nov 2014

Beautiful home!

5 of 5
Sorry it took me so long to write a review! Once we got back it's been so busy. However I do want to take my time in telling you all how wonderful this home is! Christine was amazing. We originally booked another home but it wasn't available and she really made it work out for us. I am so glad we rented this property! The home is beautiful and clean and had everything that we needed. The open space was amazing. We had friends over for dinners and it never felt crowded. The location was great! It was right near shopping and Marriott where we did the luau, and Andaz where we had an amazing dinner at Ka'an Kitche . Definitely will be renting through Christine again when we come back! She was just the sweetest!
  • Submitted: Nov 4, 2014
  • Stayed: Oct 2014

Rent a piece of Paradise

4 of 5
The grounds at the complex are lush and tropical and well maintained. The patio overlooks a tropical jungle. There are many birds and we enjoyed listening to them in the morning. The home is very inviting, nicely decorated with granite countertops throughout and tropical pictures and artwork. There are three HDTVs which is helpful if the family has different viewing tastes. There are ceiling fans and air conditioner if needed. The owners thought of everything to make our stay enjoyable. There is anything you would need for a trip to the beach: snorkel gear, beach chairs, umbrella and towels. There is a very nice beach just one mile away with free parking. It has a nice little reef with a good variety of fish. This is a very good location which is very close to shopping, dining and beaches. There are many restaurants in the area from five stars to casual. The owners have a book with some recommendations. We would definitely stay there again.
  • Submitted: Nov 3, 2014
  • Stayed: Oct 2014