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Wailea Villas

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271 rentals in Wailea.
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Wailea Ekolu #1608 1Bd/2Ba Full Ocean View, Meticulous Grounds, in Wailea
1 bedroom
2 bathrooms
Sleeps 4
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Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleeps 4 Great Rates!
1 bedroom
2 bathrooms
Sleeps 4
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Elua Village # 701 - Luxury 2b/2b with Ocean View, and Newly Remodeled!
2 bedrooms
2 bathrooms
Sleeps 4
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2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!
2 bedrooms
2 bathrooms
Sleeps 8
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Wailea Ekahi Village 29F Ocean Front
1 bedroom
2 bathrooms
Sleeps 4
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Sunny Surf E301 at Makena Surf
3 bedrooms
3 bathrooms
Sleeps 6
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Aloha Kai Suite at Wailea Beach Villas PH 205
3 bedrooms
3 bathrooms
Sleeps 8
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Sea Breeze Suite J405 at Wailea Beach Villas
3 bedrooms
3 bathrooms
Sleeps 6
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WOW ! WHAT A GREAT VIEW ! ---Great Reviews !
2 bedrooms
2 bathrooms
Sleeps 6
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OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA
1 bedroom
2 bathrooms
Sleeps 3
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Wailea Ekahi 7G Luxury Ocean Front S Maui Condo
1 bedroom
2 bathrooms
Sleeps 2
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Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo
2 bedrooms
2 bathrooms
Sleeps 4
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Wailea Ekahi Ocean View 50A
1 bedroom
2 bathrooms
Sleeps 4
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NEW REMODEL 2020-65”SONY 4K UHD LED LCD TV & BOSE SURROUND SOUND- GORGEOUS GEM
1 bedroom
2 bathrooms
Sleeps 4
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Amazing Wailea Surf Villa at Wailea Beach Villas
2 bedrooms
2 bathrooms
Sleeps 6
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The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
2 bedrooms
2 bathrooms
Sleeps 6
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Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D
1 bedroom
2 bathrooms
Sleeps 2
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Luxurious 2.5 Bedroom - Flexible Rebooking if Needed!
2 bedrooms
2 bathrooms
Sleeps 6
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Wailea Luxurious Beachfront 2br,2ba on Polo Beach Unit #408
2 bedrooms
2 bathrooms
Sleeps 4
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Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4
2 bedrooms
2 bathrooms
Sleeps 4
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Ekahi 40A - Walk to the Beach from a Quiet Private Garden Oasis
1 bedroom
2 bathrooms
Sleeps 4
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Enjoy the Amazing View and have a Mai Tai too!
1 bedroom
2 bathrooms
Sleeps 4
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Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled
1 bedroom
2 bathrooms
Sleeps 5
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Stunning Ocean/Sunset View in Gorgeous, Updated Wailea Grand Champions 166
2 bedrooms
2 bathrooms
Sleeps 6
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Wow - Incredible Ocean Views - Beautifully Remodeled
1 bedroom
2 bathrooms
Sleeps 2
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Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403
2 bedrooms
2 bathrooms
Sleeps 5
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Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates!
2 bedrooms
2 bathrooms
Sleeps 6
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5D - One of the closest to the Beach, Recently remodeled and very well equipped.
1 bedroom
2 bathrooms
Sleeps 5
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Amazing view, Closest to the beach, Wailea Ekahi, Unit 20i.
1 bedroom
2 bathrooms
Sleeps 4
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On the beach, totally renovated, 5 star everything
2 bedrooms
2 bathrooms
Sleeps 5
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The Perfect Location for a Relaxing Getaway
1 bedroom
2 bathrooms
Sleeps 4
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Luxury, Fully Remodeled! Ocean & Golf Views! NEW Split AC & Local Gym Pass Incl
2 bedrooms
2 bathrooms
Sleeps 4
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Largest Two Bedroom/ Two Bath in the Village! Sleeps Eight. Close to the Beach.
2 bedrooms
2 bathrooms
Sleeps 8
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New Contemporary Elegant: 4 Bd, 3Ba, 3811S.F. & Office: Wailea Beach Villas 208.
4 bedrooms
3 bathrooms
Sleeps 8
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Luxury at its Best W/ Big Ocean Views!!
2 bedrooms
2 bathrooms
Sleeps 4
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14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
1 bedroom
2 bathrooms
Sleeps 3
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�GEORGEOUS Wailea Retreat!�Top tier UPGRADES. Very Spacious and Peaceful!�
1 bedroom
2 bathrooms
Sleeps 4
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Grand Champions #48: Stunning 180 Degree Ocean Views. Top Floor Paradise Home
2 bedrooms
2 bathrooms
Sleeps 6
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Modern Spacious Beachfront Luxury rental in Ekahi Village - Apartment 39F
2 bedrooms
2 bathrooms
Sleeps 6
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Ocean View, Steps away from the pool
1 bedroom
2 bathrooms
Sleeps 4
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Million Dollar Ocean & Golf Course Views from this beautiful 2 bed 2 bath Condo
2 bedrooms
2 bathrooms
Sleeps 6
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1 BR Treetop Luxury from $150/nt
1 bedroom
1 bathroom
Sleeps 2
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Hear the waves from the lanai! Very quiet and private unit! Flat walk! 19C
1 bedroom
1 bathroom
Sleeps 4
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Gorgeous Luxury Ocean View Top Floor Corner Unit w/A/C, Pool, Free Parking/Wifi
1 bedroom
2 bathrooms
Sleeps 4
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Oceanview Beautifully Renovated Kihei Condo D206
1 bedroom
1 bathroom
Sleeps 2
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Availability in this Quiet, Spacious 1 Bdrm/2 Bath!
1 bedroom
2 bathrooms
Sleeps 2
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Beachfront Section Immaculate Wailea Ekahi 1 Bd/2Ba Paradise Condominium 8E
1 bedroom
2 bathrooms
Sleeps 4
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Treetop Studio from $120/night
1 bedroom
1 bathroom
Sleeps 2
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Palms at Wailea #1902 Garden View 2Bd/2Ba, Fully Air Conditioned, Sleeps 6
2 bedrooms
2 bathrooms
Sleeps 6
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COMPLETE REMODEL! EVERY ITEM BRAND NEW!!! AC and POOL!
2 bedrooms
2 bathrooms
Sleeps 6
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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.
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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.