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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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₹53,952
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
65 photos Details
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₹14,403
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
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₹41,709
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
59 photos Details
Reviews (14) Make Enquiry
Also consider
Maui Ocean Palms-Luxury  Wailea  Home wPool, Views
2 Bedrooms, sleeps 5
₹23,705 - ₹27,006 / night
$180 Special Rate!  Ocean View Wailea Ekahi!
1 Bedroom, sleeps 4
₹12,003 - ₹18,004 / night
Wailea Ekahi, Privacy and Luxury - $119-239/nt
1 Bedroom, sleeps 4
₹7,142 - ₹14,343 / night
WOW !  WHAT A GREAT VIEW ! ---Great Reviews !
2 Bedrooms, sleeps 6
₹23,705 - ₹30,607 / night
From
₹12,603
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
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₹11,703
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
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₹15,003
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (13) Make Enquiry
From
₹14,403
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
17 photos Details
Reviews (13) Make Enquiry
From
₹26,406
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (8) Make Enquiry
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From
₹17,704
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
10 photos Details
Reviews (2) Make Enquiry
From
₹20,945
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
35 photos Details
Reviews (14) Make Enquiry
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₹11,943
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
Reviews (18) Make Enquiry
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₹13,503
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
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From
₹12,003
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
11 photos Details
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₹16,804
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (1) Make Enquiry
From
₹15,003
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 5
8 photos Details
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₹24,005
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
18 photos Details
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₹15,303
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2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
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₹11,403
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
17 photos Details
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From
₹16,804
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (1) Make Enquiry
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₹35,948
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
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₹15,903
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (22) Make Enquiry
From
₹53,712
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
41 photos Details
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From
₹109,224
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
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From
₹41,709
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 10
44 photos Details
Reviews (27) Make Enquiry
From
₹35,708
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Reviews (9) Make Enquiry
From
₹14,403
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
21 photos Details
Reviews (2) Make Enquiry
From
₹23,705
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
23 photos Details
Reviews (16) Make Enquiry
From
₹20,705
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
38 photos Details
Reviews (6) Make Enquiry
From
₹10,502
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (2) Make Enquiry
From
₹41,709
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
31 photos Details
Reviews (18) Make Enquiry
From
₹27,006
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
39 photos Details
Reviews (16) Make Enquiry
From
₹15,903
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
10 photos Details
Reviews (8) Make Enquiry
From
₹43,510
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (21) Make Enquiry
From
₹20,404
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 3
18 photos Details
Reviews (26) Make Enquiry
From
₹11,943
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
30 photos Details
Reviews (6) Make Enquiry
From
₹10,742
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
26 photos Details
Reviews (5) Make Enquiry
From
₹9,542
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
31 photos Details
Reviews (6) Make Enquiry
From
₹14,103
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (37) Make Enquiry
From
₹9,302
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (11) Make Enquiry
From
₹7,742
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
37 photos Details
Reviews (13) 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.