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Holiday Rentals in Wailea, Maui

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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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₹77,801
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
74 photos Details
Reviews (8) Make Enquiry
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₹54,010
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
65 photos Details
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₹12,616
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
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Also consider
Partial Beach Ocean View Remodeled Ekahi Condo 18E
1 Bedroom, sleeps 4
₹15,921 - ₹21,328 / night
$180 Special Rate!  Ocean View Wailea Ekahi!
1 Bedroom, sleeps 4
₹12,016 - ₹18,023 / night
Ekahi 20A  Ground Floor Ocean view Lower Village
2 Bedrooms, sleeps 6
₹24,632 - ₹30,339 / night
Lovely Modern 2 Bdrm Condo, Stylish and Renovated
2 Bedrooms, sleeps 4
₹9,913 - ₹15,020 / night
From
₹14,419
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (17) Make Enquiry
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₹20,967
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
35 photos Details
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₹10,213
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
23 photos Details
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₹47,762
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details
Reviews (27) Make Enquiry
From
₹15,020
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (13) Make Enquiry
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From
₹26,434
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (8) Make Enquiry
From
₹14,959
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (34) Make Enquiry
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₹7,750
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
37 photos Details
Reviews (13) Make Enquiry
From
₹15,320
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (1) Make Enquiry
From
₹10,514
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
13 photos Details
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₹24,031
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
18 photos Details
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₹22,529
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
4 photos Details
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₹15,921
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
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₹14,118
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
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₹16,822
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
14 photos Details
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₹11,415
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
17 photos Details
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₹11,956
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (21) Make Enquiry
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₹35,987
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
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From
₹16,822
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
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₹13,518
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
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₹7,149
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
7 photos Details
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₹6,609
Per Night
Studio, 1 Bathroom, Sleeps 2
14 photos Details
Reviews (21) Make Enquiry
From
₹5,948
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
7 photos Details
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From
₹12,016
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
11 photos Details
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From
₹9,312
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (11) Make Enquiry
From
₹65,786
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
37 photos Details
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From
₹77,381
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
45 photos Details
Reviews (1) Make Enquiry
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₹6,909
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
24 photos Details
Reviews (9) Make Enquiry
From
₹53,770
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
41 photos Details
Reviews (78) Make Enquiry
From
₹109,342
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (1) Make Enquiry
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₹43,557
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (21) Make Enquiry
From
₹9,552
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
31 photos Details
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From
₹23,731
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
30 photos Details
Reviews (1) Make Enquiry
From
₹15,020
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 5
12 photos Details
Reviews (12) Make Enquiry
From
₹15,921
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (22) Make Enquiry
From
₹8,411
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
25 photos Details
Reviews (10) Make Enquiry
From
₹41,754
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 10
44 photos Details
Reviews (27) Make Enquiry
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Suitability

  • Wheelchair access (16)
  • Elder access (61)
  • Suitable for children (54)
  • Pet friendly (1)
  • Smoking allowed (0)

Amenities

  • Internet (202)
  • Grill (179)
  • Air Conditioning (155)
  • All pools (154)
  • Public pool (146)
  • 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.