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Condos and resorts Maui/Wailea

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Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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$469
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
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$181
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
23 photos Details
Reviews (8) Make Enquiry
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$212
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Reviews (18) Make Enquiry
Also consider
Ekahi 44C Private Remodeled Oceanview Townhouse
1 Bedroom, sleeps 4
$282 - $341 / night
AFFORDABLE LUXURYt Avail  JUL 16-20 $115 SPECIAL
1 Bedroom, sleeps 2
$139 - $208 / night
Wailea Home with Private Pool and Ocean View
3 Bedrooms, sleeps 6
$527 - $740 / night
Hoku at Ho'olei -  Grand Wailea Resort Privileges
3 Bedrooms, sleeps 8
$1,167 - $3,503 / night
From
$266
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 5
8 photos Details
Reviews (17) Make Enquiry
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$240
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
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$202
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
17 photos Details
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$847
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details
Reviews (27) Make Enquiry
From
$265
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
34 photos Details
Reviews (25) Make Enquiry
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From
$169
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
31 photos Details
Reviews (6) Make Enquiry
From
$256
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
17 photos Details
Reviews (13) Make Enquiry
From
$364
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
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From
$208
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
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From
$293
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
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From
$1,971
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 5
77 photos Details
Reviews (1) Make Enquiry
From
$740
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
59 photos Details
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$298
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
14 photos Details
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$224
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
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$400
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
4 photos Details
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$426
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
18 photos Details
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$123
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
24 photos Details
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From
$282
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
16 photos Details
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$186
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
13 photos Details
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From
$105
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
7 photos Details
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From
$272
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (1) Make Enquiry
From
$165
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (11) Make Enquiry
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$479
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
39 photos Details
Reviews (16) Make Enquiry
From
$638
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (4) Make Enquiry
From
$213
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
11 photos Details
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From
$282
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
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From
$212
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (21) Make Enquiry
From
$298
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (1) Make Enquiry
From
$256
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
21 photos Details
Reviews (2) Make Enquiry
From
$362
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 3
18 photos Details
Reviews (26) Make Enquiry
From
$117
Per Night
Studio, 1 Bathroom, Sleeps 2
14 photos Details
Reviews (21) Make Enquiry
From
$1,939
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (1) Make Enquiry
From
$127
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
7 photos Details
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From
$954
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
41 photos Details
Reviews (78) Make Enquiry
From
$437
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (13) Make Enquiry
From
$772
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (21) Make Enquiry
From
$341
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
15 photos Details
Reviews (20) Make Enquiry
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Suitability

  • Wheelchair access (15)
  • Elder access (61)
  • Suitable for children (54)
  • Pet friendly (1)
  • Smoking allowed (0)

Amenities

  • Internet (204)
  • Grill (181)
  • Air Conditioning (157)
  • All pools (154)
  • Public pool (147)
  • View all amenities
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Wailea Holiday Rentals

If you're flying halfway around the world to visit Hawaii then you'll want to have a comfortable stay once you get there, and there are a huge number of holiday rental properties where you can make yourself at home completely and relax and enjoy your holiday in the volcanic island paradise. Wailea is in the south of Maui, Hawaii's second biggest island, and you will need at least a week to sample all the activities that the region has to offer. Hawaii is probably not the first place you would think of for a family friendly holiday, but with beachfront condos and villas available for less than $1,000 a week, and dozens of amazing beaches all around, Wailea is great for kids and can certainly work out as a money saving option compared to the highly expensive hotels of Wailea resort.

Things to do in Wailea

Obviously you will be wanting to hit the beach in Hawaii, and there are many from which you can choose, such as Keawakapu Beach, surrounded by golf courses. If you don't want to spend all your time lying on one of the many south-facing beaches but aren't quite brave enough to go and climb a volcano, Wailea has many things to do for all ages, from playing golf and tennis to the inevitable shops and restaurants, all in an incredible Pacific climate. Wailea is fairly sparsely populated, with around 6,000 inhabitants, so you can also have a great time exploring the countryside nearby.

Renting villas and condos in Wailea

Wailea Resort is a wonderful place to visit and stay, but its planning is a bit contrived - the Wailea Community Association issue guidelines for new buildings aiming to preserve the island feel of Maui. With the additional aim of low population density, this does mean that prices even for holiday rentals may be higher than in other parts of the Hawaii island chain. But with the scary prices charged by hotels, and the extra flexibility associated with renting your own villa or condo for your family, Wailea holiday rentals still represent fantastic value for money. With air conditioning thankfully coming as virtually standard, and difficult choices of whether you'd prefer views of a volcano, a golf course, or perhaps a beach, it's an idyllic place to enjoy a great family holiday. And if you are looking for a low cost Pacific break, nothing beats buying local produce and cooking it up in your very own kitchen for the week, rather than relying on a hotel's expensive restaurants.