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Wailea Condos

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
692 rentals in Wailea.
Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!, vacation rental in Wailea
Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!, vacation rental in Wailea
Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!, vacation rental in Wailea

Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!, vacation rental in Wailea
2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!, vacation rental in Wailea
2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!, vacation rental in Wailea

2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Breachfront Oceanview King Bed Studio unit in Wailea Ekahi, vacation rental in Wailea
Breachfront Oceanview King Bed Studio unit in Wailea Ekahi, vacation rental in Wailea
Breachfront Oceanview King Bed Studio unit in Wailea Ekahi, vacation rental in Wailea

Breachfront Oceanview King Bed Studio unit in Wailea Ekahi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Wailea Ekahi Ocean View 50A , vacation rental in Wailea
Wailea Ekahi Ocean View 50A , vacation rental in Wailea
Wailea Ekahi Ocean View 50A , vacation rental in Wailea

Wailea Ekahi Ocean View 50A

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Sweet Campervan - Comfort meets Adventure!, vacation rental in Wailea
Sweet Campervan - Comfort meets Adventure!, vacation rental in Wailea
Sweet Campervan - Comfort meets Adventure!, vacation rental in Wailea

Sweet Campervan - Comfort meets Adventure!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Family Condo. NEW EVERYTHING! Complete Remodel!  AC and Pool., vacation rental in Wailea
Luxury Family Condo. NEW EVERYTHING! Complete Remodel!  AC and Pool., vacation rental in Wailea
Luxury Family Condo. NEW EVERYTHING! Complete Remodel!  AC and Pool., vacation rental in Wailea

Luxury Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting, vacation rental in Wailea
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting, vacation rental in Wailea
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting, vacation rental in Wailea

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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COMPLETE REMODEL!  BRAND NEW EVERYTHING!!! AC and POOL!, vacation rental in Wailea
COMPLETE REMODEL!  BRAND NEW EVERYTHING!!! AC and POOL!, vacation rental in Wailea
COMPLETE REMODEL!  BRAND NEW EVERYTHING!!! AC and POOL!, vacation rental in Wailea

COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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�Sept-Oct 2023 Lowest Rates All Year!5-STAR Tranquil Wailea Retreat!�, vacation rental in Wailea
�Sept-Oct 2023 Lowest Rates All Year!5-STAR Tranquil Wailea Retreat!�, vacation rental in Wailea
�Sept-Oct 2023 Lowest Rates All Year!5-STAR Tranquil Wailea Retreat!�, vacation rental in Wailea

�Sept-Oct 2023 Lowest Rates All Year!5-STAR Tranquil Wailea Retreat!�

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Wailea is Open! Best Location, Panoramic Ocean View, Newly Renovated WE1508, vacation rental in Wailea
Wailea is Open! Best Location, Panoramic Ocean View, Newly Renovated WE1508, vacation rental in Wailea
Wailea is Open! Best Location, Panoramic Ocean View, Newly Renovated WE1508, vacation rental in Wailea

Wailea is Open! Best Location, Panoramic Ocean View, Newly Renovated WE1508

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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., vacation rental in Wailea
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.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful - Palms at Wailea 1802, vacation rental in Wailea
Beautiful - Palms at Wailea 1802, vacation rental in Wailea
Beautiful - Palms at Wailea 1802, vacation rental in Wailea

Beautiful - Palms at Wailea 1802

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Palms at Wailea 3033580 will be your new favorite! Clean & beautifully remodeled, vacation rental in Wailea
Palms at Wailea 3033580 will be your new favorite! Clean & beautifully remodeled, vacation rental in Wailea
Palms at Wailea 3033580 will be your new favorite! Clean & beautifully remodeled, vacation rental in Wailea

Palms at Wailea 3033580 will be your new favorite! Clean & beautifully remodeled

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Views, AC throughout, remodeled, walk to Beach,,  #504, vacation rental in Wailea
Ocean Views, AC throughout, remodeled, walk to Beach,,  #504, vacation rental in Wailea
Ocean Views, AC throughout, remodeled, walk to Beach,,  #504, vacation rental in Wailea

Ocean Views, AC throughout, remodeled, walk to Beach,, #504

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Perfect Location for a Relaxing Getaway, vacation rental in Wailea
The Perfect Location for a Relaxing Getaway, vacation rental in Wailea
The Perfect Location for a Relaxing Getaway, vacation rental in Wailea

The Perfect Location for a Relaxing Getaway

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Listen to the birds chirp!, vacation rental in Wailea
Listen to the birds chirp!, vacation rental in Wailea
Listen to the birds chirp!, vacation rental in Wailea

Listen to the birds chirp!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well, vacation rental in Wailea
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well, vacation rental in Wailea
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well, vacation rental in Wailea

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Luxurious 2.5 Bedroom Paradise - Wailea Beach Villa, vacation rental in Wailea
Luxurious 2.5 Bedroom Paradise - Wailea Beach Villa, vacation rental in Wailea
Luxurious 2.5 Bedroom Paradise - Wailea Beach Villa, vacation rental in Wailea

Luxurious 2.5 Bedroom Paradise - Wailea Beach Villa

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Welcome January 18/23 - in unit washer, golf clubs and bath, vacation rental in Wailea
Welcome January 18/23 - in unit washer, golf clubs and bath, vacation rental in Wailea
Welcome January 18/23 - in unit washer, golf clubs and bath, vacation rental in Wailea

Welcome January 18/23 - in unit washer, golf clubs and bath

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
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!, vacation rental in Wailea
Enjoy the Amazing View and have a Mai Tai too!, vacation rental in Wailea

Enjoy the Amazing View and have a Mai Tai too!

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Hula On In to Beach House Chic Style, Click on Video tour!, vacation rental in Wailea
Hula On In to Beach House Chic Style, Click on Video tour!, vacation rental in Wailea
Hula On In to Beach House Chic Style, Click on Video tour!, vacation rental in Wailea

Hula On In to Beach House Chic Style, Click on Video tour!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful Remodeled Gem! Top Floor!, vacation rental in Wailea
Beautiful Remodeled Gem! Top Floor!, vacation rental in Wailea
Beautiful Remodeled Gem! Top Floor!, vacation rental in Wailea

Beautiful Remodeled Gem! Top Floor!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean Views, 5 Star Reviews:  Luxury Remodel Walk to Beach, vacation rental in Wailea
Ocean Views, 5 Star Reviews:  Luxury Remodel Walk to Beach, vacation rental in Wailea
Ocean Views, 5 Star Reviews:  Luxury Remodel Walk to Beach, vacation rental in Wailea

Ocean Views, 5 Star Reviews: Luxury Remodel Walk to Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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!, vacation rental in Wailea
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!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean & Golf Course View 3 Bed - Close to the pool!, vacation rental in Wailea
Ocean & Golf Course View 3 Bed - Close to the pool!, vacation rental in Wailea
Ocean & Golf Course View 3 Bed - Close to the pool!, vacation rental in Wailea

Ocean & Golf Course View 3 Bed - Close to the pool!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean View Beachfront Wailea Ekahi 51E, Remodeled, Walk to Beach, Sunset View, vacation rental in Wailea
Ocean View Beachfront Wailea Ekahi 51E, Remodeled, Walk to Beach, Sunset View, vacation rental in Wailea
Ocean View Beachfront Wailea Ekahi 51E, Remodeled, Walk to Beach, Sunset View, vacation rental in Wailea

Ocean View Beachfront Wailea Ekahi 51E, Remodeled, Walk to Beach, Sunset View

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool, vacation rental in Wailea
Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool, vacation rental in Wailea
Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool, vacation rental in Wailea

Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Kamaole Sands Building 10 Best Sunsets on the Island!, vacation rental in Wailea
Kamaole Sands Building 10 Best Sunsets on the Island!, vacation rental in Wailea
Kamaole Sands Building 10 Best Sunsets on the Island!, vacation rental in Wailea

Kamaole Sands Building 10 Best Sunsets on the Island!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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*Late Summer Specials* Modern and Luxurious Beachfront Property at Polo Beach, vacation rental in Wailea
*Late Summer Specials* Modern and Luxurious Beachfront Property at Polo Beach, vacation rental in Wailea
*Late Summer Specials* Modern and Luxurious Beachfront Property at Polo Beach, vacation rental in Wailea

*Late Summer Specials* Modern and Luxurious Beachfront Property at Polo Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Wailea is Open! Near Keawakapu Beach, Garden View, A/C, Pool Access  WEKA25C, vacation rental in Wailea
Wailea is Open! Near Keawakapu Beach, Garden View, A/C, Pool Access  WEKA25C, vacation rental in Wailea
Wailea is Open! Near Keawakapu Beach, Garden View, A/C, Pool Access  WEKA25C, vacation rental in Wailea

Wailea is Open! Near Keawakapu Beach, Garden View, A/C, Pool Access WEKA25C

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spectacular Ocean Views Down the Greenbelt, Quiet Location Away From Road, vacation rental in Wailea
Spectacular Ocean Views Down the Greenbelt, Quiet Location Away From Road, vacation rental in Wailea
Spectacular Ocean Views Down the Greenbelt, Quiet Location Away From Road, vacation rental in Wailea

Spectacular Ocean Views Down the Greenbelt, Quiet Location Away From Road

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful 1 bedroom condo.  Private lanai overlooking fairway with ocean view!, vacation rental in Wailea
Beautiful 1 bedroom condo.  Private lanai overlooking fairway with ocean view!, vacation rental in Wailea
Beautiful 1 bedroom condo.  Private lanai overlooking fairway with ocean view!, vacation rental in Wailea

Beautiful 1 bedroom condo. Private lanai overlooking fairway with ocean view!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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1 BR Treetop Luxury from $160/nt, vacation rental in Wailea
1 BR Treetop Luxury from $160/nt, vacation rental in Wailea
1 BR Treetop Luxury from $160/nt, vacation rental in Wailea

1 BR Treetop Luxury from $160/nt

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Wailea Oceanfront Complex True Paradise Wailea Ekahi 41B, vacation rental in Wailea
Wailea Oceanfront Complex True Paradise Wailea Ekahi 41B, vacation rental in Wailea
Wailea Oceanfront Complex True Paradise Wailea Ekahi 41B, vacation rental in Wailea

Wailea Oceanfront Complex True Paradise Wailea Ekahi 41B

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

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wailea Ekahi 40A - 5-Star South Maui Oasis, vacation rental in Wailea
Wailea Ekahi 40A - 5-Star South Maui Oasis, vacation rental in Wailea
Wailea Ekahi 40A - 5-Star South Maui Oasis, vacation rental in Wailea

Wailea Ekahi 40A - 5-Star South Maui Oasis

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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FALL SPECIAL 4Bd, 3Ba & Den OCEAN VIEW BEACHFRONT 3892 s.f. CONTEMPORARY ELEGANT, vacation rental in Wailea
FALL SPECIAL 4Bd, 3Ba & Den OCEAN VIEW BEACHFRONT 3892 s.f. CONTEMPORARY ELEGANT, vacation rental in Wailea
FALL SPECIAL 4Bd, 3Ba & Den OCEAN VIEW BEACHFRONT 3892 s.f. CONTEMPORARY ELEGANT, vacation rental in Wailea

FALL SPECIAL 4Bd, 3Ba & Den OCEAN VIEW BEACHFRONT 3892 s.f. CONTEMPORARY ELEGANT

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Treetop Studio from $130/night, vacation rental in Wailea
Treetop Studio from $130/night, vacation rental in Wailea
Treetop Studio from $130/night, vacation rental in Wailea

Treetop Studio from $130/night

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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!, vacation rental in Wailea
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!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Best Location * Ekahi... year round sunsets from lanai, stroll to the Beach, vacation rental in Wailea
Best Location * Ekahi... year round sunsets from lanai, stroll to the Beach, vacation rental in Wailea
Best Location * Ekahi... year round sunsets from lanai, stroll to the Beach, vacation rental in Wailea

Best Location * Ekahi... year round sunsets from lanai, stroll to the Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Panoramic Views - Fourth Row Ho'olei - One of a Kind, vacation rental in Wailea
Panoramic Views - Fourth Row Ho'olei - One of a Kind, vacation rental in Wailea
Panoramic Views - Fourth Row Ho'olei - One of a Kind, vacation rental in Wailea

Panoramic Views - Fourth Row Ho'olei - One of a Kind

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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2 Bed, 2 Bath Condo in the Heart of Wailea, vacation rental in Wailea
2 Bed, 2 Bath Condo in the Heart of Wailea, vacation rental in Wailea
2 Bed, 2 Bath Condo in the Heart of Wailea, vacation rental in Wailea

2 Bed, 2 Bath Condo in the Heart of Wailea

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Idyllic Vacation Condo -The Palms at Wailea 2063579, vacation rental in Wailea
Idyllic Vacation Condo -The Palms at Wailea 2063579, vacation rental in Wailea
Idyllic Vacation Condo -The Palms at Wailea 2063579, vacation rental in Wailea

Idyllic Vacation Condo -The Palms at Wailea 2063579

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular 3rd Row at Ho'olei with Ocean Views, vacation rental in Wailea
Spectacular 3rd Row at Ho'olei with Ocean Views, vacation rental in Wailea
Spectacular 3rd Row at Ho'olei with Ocean Views, vacation rental in Wailea

Spectacular 3rd Row at Ho'olei with Ocean Views

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Just Steps to Kamaole III Beach!!!, vacation rental in Wailea
Just Steps to Kamaole III Beach!!!, vacation rental in Wailea
Just Steps to Kamaole III Beach!!!, vacation rental in Wailea

Just Steps to Kamaole III Beach!!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Polo Beach 305! Spectacular OceanFront views!, vacation rental in Wailea
Polo Beach 305! Spectacular OceanFront views!, vacation rental in Wailea
Polo Beach 305! Spectacular OceanFront views!, vacation rental in Wailea

Polo Beach 305! Spectacular OceanFront views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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RENOVATED TOP FLOOR CORNER PRIVATE STUDIO, TREETOP LANAI,  2POOLS, WALK TO BEACH, vacation rental in Wailea
RENOVATED TOP FLOOR CORNER PRIVATE STUDIO, TREETOP LANAI,  2POOLS, WALK TO BEACH, vacation rental in Wailea
RENOVATED TOP FLOOR CORNER PRIVATE STUDIO, TREETOP LANAI,  2POOLS, WALK TO BEACH, vacation rental in Wailea

RENOVATED TOP FLOOR CORNER PRIVATE STUDIO, TREETOP LANAI, 2POOLS, WALK TO BEACH

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Listen to the birds chirping!, vacation rental in Wailea
Listen to the birds chirping!, vacation rental in Wailea
Listen to the birds chirping!, vacation rental in Wailea

Listen to the birds chirping!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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New Listing Specials Hawaii Life Vacations Presents Hoolei Villas Wailea, vacation rental in Wailea
New Listing Specials Hawaii Life Vacations Presents Hoolei Villas Wailea, vacation rental in Wailea
New Listing Specials Hawaii Life Vacations Presents Hoolei Villas Wailea, vacation rental in Wailea

New Listing Specials Hawaii Life Vacations Presents Hoolei Villas Wailea

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View, vacation rental in Wailea
Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View, vacation rental in Wailea
Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View, vacation rental in Wailea

Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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