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Condos and resorts Maui/Wailea

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Property owner typically means…
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  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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$240
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
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$265
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$846
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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Reviews (27) Make Enquiry
Also consider
Beachfront at Polo Beach Club Wailea-Makena Maui
2 Bedrooms, sleeps 6
$367 - $846 / night
$200/nt 9/22-30 - Wailea Ekahi 33A Lux Beach Resort
1 Bedroom, sleeps 5
$266 - $319 / night
Maui Ocean Palms-Luxury  Wailea  Home wPool, Views
2 Bedrooms, sleeps 5
$421 - $479 / night
Wailea Home with Private Pool and Ocean View
3 Bedrooms, sleeps 6
$527 - $740 / night
From
$212
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
Reviews (18) Make Enquiry
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$208
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
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$256
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
17 photos Details
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$256
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (2) Make Enquiry
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$266
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 5
8 photos Details
Reviews (17) Make Enquiry
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From
$224
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
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From
$202
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
17 photos Details
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$213
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
11 photos Details
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$426
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
18 photos Details
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$282
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (22) Make Enquiry
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$298
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (1) Make Enquiry
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$638
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
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$1,938
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
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$298
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
14 photos Details
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$271
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
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$341
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
15 photos Details
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$953
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
42 photos Details
Reviews (78) Make Enquiry
From
$212
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (21) Make Enquiry
From
$169
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
31 photos Details
Reviews (6) Make Enquiry
From
$479
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
39 photos Details
Reviews (16) Make Enquiry
From
$362
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 3
18 photos Details
Reviews (27) Make Enquiry
From
$421
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
23 photos Details
Reviews (16) Make Enquiry
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$772
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (21) Make Enquiry
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$436
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (13) Make Enquiry
From
$740
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 10
44 photos Details
Reviews (27) Make Enquiry
From
$740
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
31 photos Details
Reviews (18) Make Enquiry
From
$212
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
30 photos Details
Reviews (6) Make Enquiry
From
$186
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (2) Make Enquiry
From
$282
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
10 photos Details
Reviews (8) Make Enquiry
From
$191
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
26 photos Details
Reviews (5) Make Enquiry
From
$633
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Reviews (9) Make Enquiry
From
$165
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (11) Make Enquiry
From
$122
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
24 photos Details
Reviews (9) Make Enquiry
From
$169
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
25 photos Details
Reviews (17) Make Enquiry
From
$309
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (11) Make Enquiry
From
$372
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
35 photos Details
Reviews (14) Make Enquiry
From
$256
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
21 photos Details
Reviews (2) Make Enquiry
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Book Online(69)
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Suitability

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

Amenities

  • Internet (159)
  • All pools (148)
  • Public pool (144)
  • Grill (138)
  • Other outdoor space (138)
  • 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.