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Make a self catering villa or holiday rental in Wailea, Maui, Hawaii your home away from home

Wailea offers a wonderful destination for a relaxing, low-key vacation in the sun on Hawaii’s second largest island. Maui offers spectacular scenery, volcanoes, beautiful beaches and great shopping. Wailea is a relatively new resort but it is rapidly increasing in popularity. Popular as an idyllic wedding or honeymoon destination, a holiday villa in Wailea makes the perfect base for exploring the island’s natural beauty and lush vegetation. The island is known for its sugar plantations, pineapple farms and its exotic flowers. Although there are plenty of bars and restaurants close to Wailea, nightlife is fairly quiet.

Things to do in Wailea, Maui

Golf

Wailea is well-known for its beautifully maintained golf courses, each hole offering spectacular scenery and unique challenges.

Beaches and Watersports

Maui has some of the best beaches in the world along with clear warm seas. Relax in the sun, or take a snorkel and flippers and explore the fantastic underwater world. The area also offers excellent diving, including the offshore volcanic crater close to Wailea. Shopping

There are plenty of opportunities for shopping in and around Wailea. Lahaina Cannery Mall is in a replica canning factory and has 50 speciality shops and restaurants in a fun location.

Places to visit near Wailea, Maui Hana Highway

One of the world’s most scenic drives can easily be enjoyed from your Wailea apartment in Maui. The winding 56-mile tour takes in old plantation towns, beaches, forests and the Haleakala Crater. Lahaina

A traditional Hawaiian evening is guaranteed at the Lahaina Luau with a delicious buffet of local dishes such as kalua pig and haupia (coconut pudding) alongside international dishes. The outdoor beachside setting is fantastic and the local entertainment is colourful and vibrant. Enjoy the local cultural activities including Hawaiian music, hula girls and even fire dancing.

Pineapple Plantation Tour

Almost one third of the world’s pineapples come from Maui. See how pineapples grow, ride a cart, pick your own juicy pineapple and watch a pineapple cutting demonstration at one of the many pineapple plantations close to your holiday rental home in Waimea.

Weather in Wailea, Maui

Wailea is well known for its year-round tropical warmth. Temperatures range between 79-84°F (26-29°C) from winter to summer although Maui does have a little rain each month from October to March which falls as occasional showers. The mountainous inland region has heavy rainfall throughout the year.

Travel to Wailea, Maui

The main Maui airport serving your holiday home in Wailea is Kahului airport which receives both inter-island and overseas flights. It is approximately 25 miles from Wailea.

Honolulu International airport is on the nearby island of Honolulu so a connecting flight to Maui would be needed.

Wonderful! 4.9/5
(34 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #275710vb
34
Viewed 198 times in the last 48 hours
Wonderful! 4.9/5
(21 reviews)
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  • 1 BR
  • 2 BA
  • Sleeps 2
Condo #4272970
21
Viewed 210 times in the last 48 hours
Wonderful! 4.9/5
(9 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #870571vb
9
Viewed 120 times in the last 48 hours
Excellent! 4.6/5
(16 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Condo #895649vb
16
Viewed 54 times in the last 48 hours
Excellent! 4.6/5
(35 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #314495vb
35
Viewed 49 times in the last 48 hours
Wonderful! 4.8/5
(18 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Condo #500715vb
18
Viewed 34 times in the last 48 hours
Wonderful! 4.8/5
(35 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
House #3590022
35
Viewed 176 times in the last 48 hours
Exceptional! 5/5
(28 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Condo #694469vb
28
Viewed 47 times in the last 48 hours
Wonderful! 4.9/5
(36 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #627021vb
36
Viewed 34 times in the last 48 hours
Excellent! 4.7/5
(31 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #608556vb
31
Viewed 71 times in the last 48 hours
Wonderful! 4.9/5
(61 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #430588vb
61
Viewed 46 times in the last 48 hours
Wonderful! 4.9/5
(32 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Condo #137746vb
32
Viewed 16 times in the last 48 hours
Wonderful! 4.9/5
(17 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
House #736502vb
17
Viewed 60 times in the last 48 hours
Wonderful! 4.9/5
(36 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #597074vb
36
Viewed 82 times in the last 48 hours
Wonderful! 4.8/5
(31 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 8
Condo #742008vb
31
Viewed 59 times in the last 48 hours
Exceptional! 5/5
(16 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Condo #471550vb
16
Viewed 83 times in the last 48 hours
Exceptional! 5/5
(54 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 4
Cottage #3617930
54
Viewed 99 times in the last 48 hours
Wonderful! 4.9/5
(47 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 8
Condo #71926vb
47
Viewed 43 times in the last 48 hours
Excellent! 4.7/5
(22 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #502643vb
22
Viewed 18 times in the last 48 hours
Wonderful! 4.9/5
(65 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #351737
65
Viewed 20 times in the last 48 hours
Excellent! 4.7/5
(37 reviews)
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  • Studio
  • 1 BA
  • Sleeps 3
Studio #756478vb
37
Viewed 35 times in the last 48 hours
Excellent! 4.5/5
(13 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #156620
13
Viewed 26 times in the last 48 hours
Excellent! 4.6/5
(29 reviews)
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  • 1 BR
  • 1 BA
  • Sleeps 4
Condo #363297vb
29
Viewed 59 times in the last 48 hours
Wonderful! 4.8/5
(37 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 5
Condo #764853vb
37
Viewed 56 times in the last 48 hours
Excellent! 4.6/5
(15 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 6
Condo #771282vb
15
Viewed 32 times in the last 48 hours
Wonderful! 4.9/5
(67 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Condo #58293vb
67
Viewed 42 times in the last 48 hours
Wonderful! 4.9/5
(24 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #467442vb
24
Viewed 16 times in the last 48 hours
Exceptional! 5/5
(7 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #927424vb
7
Viewed 20 times in the last 48 hours
Wonderful! 4.9/5
(46 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 7
House #309151vb
46
Viewed 36 times in the last 48 hours
Exceptional! 5/5
(8 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #874372vb
8
Viewed 30 times in the last 48 hours
Wonderful! 4.9/5
(18 reviews)
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  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #811955vb
18
Viewed 23 times in the last 48 hours
Excellent! 4.7/5
(72 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Condo #19953vb
72
Viewed 50 times in the last 48 hours
Wonderful! 4.9/5
(52 reviews)
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  • 3 BR
  • 2 BA
  • Sleeps 10
House #561795vb
52
Viewed 91 times in the last 48 hours
Wonderful! 4.8/5
(35 reviews)
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  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #327351vb
35
Viewed 30 times in the last 48 hours
Wonderful! 4.9/5
(40 reviews)
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  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #229577vb
40
Viewed 19 times in the last 48 hours
Exceptional! 5/5
(44 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #501619vb
44
Viewed 26 times in the last 48 hours
Wonderful! 4.8/5
(22 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 8
Condo #602982vb
22
Viewed 35 times in the last 48 hours
Wonderful! 4.9/5
(79 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 5
Condo #39541vb
79
Viewed 36 times in the last 48 hours
Exceptional! 5/5
(48 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #113264vb
48
Viewed 30 times in the last 48 hours
Wonderful! 4.9/5
(30 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 2
Condo #15464vb
30
Viewed 16 times in the last 48 hours
Excellent! 4.7/5
(36 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #312477vb
36
Viewed 27 times in the last 48 hours
Exceptional! 5/5
(34 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Condo #439842vb
34
Viewed 32 times in the last 48 hours
Exceptional! 5/5
(13 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #898066vb
13
Viewed 87 times in the last 48 hours
Exceptional! 5/5
(26 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #3014119
26
Viewed 16 times in the last 48 hours
Wonderful! 4.8/5
(82 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Condo #343904vb
82
Viewed 78 times in the last 48 hours
Exceptional! 5/5
(42 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 4
Condo #495358vb
42
Viewed 14 times in the last 48 hours
Wonderful! 4.9/5
(15 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Condo #4079566
15
Viewed 29 times in the last 48 hours
Exceptional! 5/5
(66 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Condo #263305vb
66
Viewed 23 times in the last 48 hours
Exceptional! 5/5
(22 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 3
Condo #579376vb
22
Viewed 34 times in the last 48 hours
Wonderful! 4.8/5
(26 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Separate Toilet
  • Sleeps 5
Condo #3507322
26
Viewed 44 times in the last 48 hours

Wailea Holiday Rentals & Homes (300+)