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Wailea Condos

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277 rentals in Wailea.
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Wailea Luxurious Beachfront  2br,2ba on Polo Beach Unit #408, vacation rental in Wailea

Wailea Luxurious Beachfront 2br,2ba on Polo Beach Unit #408

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Wailea Ekahi 11f:  Ocean View/Remodel 2 BR Condo, vacation rental in Wailea

Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates!, vacation rental in Wailea

Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wailea Ekahi Village 29F Ocean Front, vacation rental in Wailea

Wailea Ekahi Village 29F Ocean Front

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Wailea Ekolu #1608 1Bd/2Ba Full Ocean View, Meticulous Grounds, in Wailea, vacation rental in Wailea

Wailea Ekolu #1608 1Bd/2Ba Full Ocean View, Meticulous Grounds, in Wailea

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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MAKENA SURF RESORT, #C-102, vacation rental in Wailea

MAKENA SURF RESORT, #C-102

2 bedrooms
0 bathrooms
Sleeps 6
Match: Sleeps
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Elua Village # 701 - Luxury 2b/2b with Ocean View, and Newly Remodeled!, vacation rental in Wailea

Elua Village # 701 - Luxury 2b/2b with Ocean View, and Newly Remodeled!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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One-of-a-Kind Maui Getaway!, vacation rental in Wailea

One-of-a-Kind Maui Getaway!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Azure Azul M212 at Wailea Beach Villas, vacation rental in Wailea

Azure Azul M212 at Wailea Beach Villas

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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WAILEA ELUA, #0702, vacation rental in Wailea

WAILEA ELUA, #0702

2 bedrooms
0 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular Ground Floor Unit - Wailea Grand Champions #173, vacation rental in Wailea

Spectacular Ground Floor Unit - Wailea Grand Champions #173

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Aloha Kai Suite at Wailea Beach Villas PH 205, vacation rental in Wailea

Aloha Kai Suite at Wailea Beach Villas PH 205

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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WOW !  WHAT A GREAT VIEW ! ---Great Reviews !, vacation rental in Wailea

WOW ! WHAT A GREAT VIEW ! ---Great Reviews !

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA, vacation rental in Wailea

OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Wailea Ekahi 7G Luxury Ocean Front S Maui Condo, vacation rental in Wailea

Wailea Ekahi 7G Luxury Ocean Front S Maui Condo

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Wailea Ekahi Ocean View 50A, vacation rental in Wailea

Wailea Ekahi Ocean View 50A

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!, vacation rental in Wailea

The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing Wailea Surf Villa at Wailea Beach Villas, vacation rental in Wailea

Amazing Wailea Surf Villa at Wailea Beach Villas

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Tropical Retreat  Wailea Ekahi Unit - 31 D, vacation rental in Wailea

Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Luxurious 2.5 Bedroom - Flexible Rebooking if Needed!, vacation rental in Wailea

Luxurious 2.5 Bedroom - Flexible Rebooking if Needed!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4, vacation rental in Wailea

Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW REMODEL 2020-65”SONY 4K UHD LED LCD TV & BOSE SURROUND SOUND- GORGEOUS GEM, vacation rental in Wailea

NEW REMODEL 2020-65”SONY 4K UHD LED LCD TV & BOSE SURROUND SOUND- GORGEOUS GEM

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Ekahi 40A - Walk to the Beach from a Quiet Private Garden Oasis, vacation rental in Wailea

Ekahi 40A - Walk to the Beach from a Quiet Private Garden Oasis

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Sunny Surf E301 at Makena Surf, vacation rental in Wailea

Sunny Surf E301 at Makena Surf

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy the Amazing View and have a Mai Tai too!, vacation rental in Wailea

Enjoy the Amazing View and have a Mai Tai too!

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Wow - Incredible Ocean Views - Beautifully Remodeled, vacation rental in Wailea

Wow - Incredible Ocean Views - Beautifully Remodeled

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled, vacation rental in Wailea

Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled

1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Palms at Wailea #1101 Great Ocean Views! Large Sun Deck!  2/2 Great Rates!, vacation rental in Wailea

Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning Ocean/Sunset View in Gorgeous, Updated Wailea Grand Champions 166, vacation rental in Wailea

Stunning Ocean/Sunset View in Gorgeous, Updated Wailea Grand Champions 166

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403, vacation rental in Wailea

Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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5D - One of the closest to the Beach, Recently remodeled and very well equipped., vacation rental in Wailea

5D - One of the closest to the Beach, Recently remodeled and very well equipped.

1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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On the beach, totally renovated, 5 star everything, vacation rental in Wailea

On the beach, totally renovated, 5 star everything

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Grand Champions #48: Stunning 180 Degree Ocean Views. Top Floor Paradise Home, vacation rental in Wailea

Grand Champions #48: Stunning 180 Degree Ocean Views. Top Floor Paradise Home

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury, Fully Remodeled! Ocean & Golf Views! NEW Split AC & Local Gym Pass Incl, vacation rental in Wailea

Luxury, Fully Remodeled! Ocean & Golf Views! NEW Split AC & Local Gym Pass Incl

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Perfect Location for a Relaxing Getaway, vacation rental in Wailea

The Perfect Location for a Relaxing Getaway

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Largest Two Bedroom/ Two Bath in the Village! Sleeps Eight. Close to the Beach., vacation rental in Wailea

Largest Two Bedroom/ Two Bath in the Village! Sleeps Eight. Close to the Beach.

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Amazing view, Closest to the beach, Wailea Ekahi, Unit 20i., vacation rental in Wailea

Amazing view, Closest to the beach, Wailea Ekahi, Unit 20i.

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury at its Best W/ Big Ocean Views!!, vacation rental in Wailea

Luxury at its Best W/ Big Ocean Views!!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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New Contemporary Elegant: 4 Bd, 3Ba, 3811S.F. & Office: Wailea Beach Villas 208., vacation rental in Wailea

New Contemporary Elegant: 4 Bd, 3Ba, 3811S.F. & Office: Wailea Beach Villas 208.

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!, vacation rental in Wailea

14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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1 BR Treetop Luxury from $150/nt, vacation rental in Wailea

1 BR Treetop Luxury from $150/nt

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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�GEORGEOUS Wailea Retreat!�Top tier UPGRADES. Very Spacious and Peaceful!�, vacation rental in Wailea

�GEORGEOUS Wailea Retreat!�Top tier UPGRADES. Very Spacious and Peaceful!�

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Gorgeous Luxury Ocean View Top Floor Corner Unit w/A/C, Pool, Free Parking/Wifi, vacation rental in Wailea

Gorgeous Luxury Ocean View Top Floor Corner Unit w/A/C, Pool, Free Parking/Wifi

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Modern Spacious Beachfront Luxury rental in Ekahi Village - Apartment 39F, vacation rental in Wailea

Modern Spacious Beachfront Luxury rental in Ekahi Village - Apartment 39F

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hear the waves from the lanai!  Very quiet and private unit!  Flat walk!  19C, vacation rental in Wailea

Hear the waves from the lanai! Very quiet and private unit! Flat walk! 19C

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305, vacation rental in Wailea

Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Million Dollar Ocean & Golf Course Views from this beautiful 2 bed 2 bath Condo, vacation rental in Wailea

Million Dollar Ocean & Golf Course Views from this beautiful 2 bed 2 bath Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanview Beautifully Renovated Kihei Condo D206, vacation rental in Wailea

Oceanview Beautifully Renovated Kihei Condo D206

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ocean View,  Steps away from the pool, vacation rental in Wailea

Ocean View, Steps away from the pool

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Palms at Wailea #1902 Garden View 2Bd/2Ba, Fully Air Conditioned, Sleeps 6, vacation rental in Wailea

Palms at Wailea #1902 Garden View 2Bd/2Ba, Fully Air Conditioned, Sleeps 6

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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