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Wailea House Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
31 rentals in Wailea.
Stunning Ocean View Wailea Beach Villa- Book & Save, vacation rental in Wailea
Stunning Ocean View Wailea Beach Villa- Book & Save, vacation rental in Wailea
Stunning Ocean View Wailea Beach Villa- Book & Save, vacation rental in Wailea

Stunning Ocean View Wailea Beach Villa- Book & Save

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, Vacation Rental House
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Luxe Townhome, Ocean Views, Relax by the Pool, vacation rental in Wailea
Luxe Townhome, Ocean Views, Relax by the Pool, vacation rental in Wailea
Luxe Townhome, Ocean Views, Relax by the Pool, vacation rental in Wailea

Luxe Townhome, Ocean Views, Relax by the Pool

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4, vacation rental in Wailea
Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4, vacation rental in Wailea
Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4, vacation rental in Wailea

Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Wailea Townhome, Perfect for Families! Wailea Ekahi 25B, vacation rental in Wailea
Wailea Townhome, Perfect for Families! Wailea Ekahi 25B, vacation rental in Wailea
Wailea Townhome, Perfect for Families! Wailea Ekahi 25B, vacation rental in Wailea

Wailea Townhome, Perfect for Families! Wailea Ekahi 25B

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area, vacation rental in Wailea
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area, vacation rental in Wailea
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area, vacation rental in Wailea

Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!, vacation rental in Wailea
WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!, vacation rental in Wailea
WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!, vacation rental in Wailea

WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Luxurious Ocean View Villa at Ho'olei! Experience Hoolei 17-3, vacation rental in Wailea
Luxurious Ocean View Villa at Ho'olei! Experience Hoolei 17-3, vacation rental in Wailea
Luxurious Ocean View Villa at Ho'olei! Experience Hoolei 17-3, vacation rental in Wailea

Luxurious Ocean View Villa at Ho'olei! Experience Hoolei 17-3

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Panoramic Ocean Views! - * Luxury Villa! * - 3 Bed/3 Bath - Owner Direct Savings, vacation rental in Wailea
Panoramic Ocean Views! - * Luxury Villa! * - 3 Bed/3 Bath - Owner Direct Savings, vacation rental in Wailea
Panoramic Ocean Views! - * Luxury Villa! * - 3 Bed/3 Bath - Owner Direct Savings, vacation rental in Wailea

Panoramic Ocean Views! - * Luxury Villa! * - 3 Bed/3 Bath - Owner Direct Savings

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Wailea Beach Villas I503! 3 bedroom 5th floor penthouse!, vacation rental in Wailea
Wailea Beach Villas I503! 3 bedroom 5th floor penthouse!, vacation rental in Wailea
Wailea Beach Villas I503! 3 bedroom 5th floor penthouse!, vacation rental in Wailea

Wailea Beach Villas I503! 3 bedroom 5th floor penthouse!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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Beaut Secluded Resort in Renowned  Gently Sloping Hills & Verdant Norfolk Pines, vacation rental in Wailea
Beaut Secluded Resort in Renowned  Gently Sloping Hills & Verdant Norfolk Pines, vacation rental in Wailea
Beaut Secluded Resort in Renowned  Gently Sloping Hills & Verdant Norfolk Pines, vacation rental in Wailea

Beaut Secluded Resort in Renowned Gently Sloping Hills & Verdant Norfolk Pines

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Wailea Sunset Bungalow - Private Oceanfront Cottage near Wailea, vacation rental in Wailea
Wailea Sunset Bungalow - Private Oceanfront Cottage near Wailea, vacation rental in Wailea
Wailea Sunset Bungalow - Private Oceanfront Cottage near Wailea, vacation rental in Wailea

Wailea Sunset Bungalow - Private Oceanfront Cottage near Wailea

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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5 Star Ocean View, Beach House Chic, Click the Video tour below!, vacation rental in Wailea
5 Star Ocean View, Beach House Chic, Click the Video tour below!, vacation rental in Wailea
5 Star Ocean View, Beach House Chic, Click the Video tour below!, vacation rental in Wailea

5 Star Ocean View, Beach House Chic, Click the Video tour below!

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

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Vacation Rental House
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Stunning Remodeled 2 Bedroom - Starting * $267.00/night - Wailea Ekolu #914, vacation rental in Wailea
Stunning Remodeled 2 Bedroom - Starting * $267.00/night - Wailea Ekolu #914, vacation rental in Wailea
Stunning Remodeled 2 Bedroom - Starting * $267.00/night - Wailea Ekolu #914, vacation rental in Wailea

Stunning Remodeled 2 Bedroom - Starting * $267.00/night - Wailea Ekolu #914

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, Vacation Rental House
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Private Oasis - 3bdrm Cottage on a Full Acre at Maui's Famous Keawakapu Beach, vacation rental in Wailea
Private Oasis - 3bdrm Cottage on a Full Acre at Maui's Famous Keawakapu Beach, vacation rental in Wailea
Private Oasis - 3bdrm Cottage on a Full Acre at Maui's Famous Keawakapu Beach, vacation rental in Wailea

Private Oasis - 3bdrm Cottage on a Full Acre at Maui's Famous Keawakapu Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA, vacation rental in Wailea
NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA, vacation rental in Wailea
NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA, vacation rental in Wailea

NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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The Finest Ocean Views at the Palms at Wailea #1202, vacation rental in Wailea
The Finest Ocean Views at the Palms at Wailea #1202, vacation rental in Wailea
The Finest Ocean Views at the Palms at Wailea #1202, vacation rental in Wailea

The Finest Ocean Views at the Palms at Wailea #1202

Rental Home
2 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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OCEANVIEWS, FRESH UPGRADES AT THE LUXURIOUS GRAND SEASCAPE K407!!, vacation rental in Wailea
OCEANVIEWS, FRESH UPGRADES AT THE LUXURIOUS GRAND SEASCAPE K407!!, vacation rental in Wailea
OCEANVIEWS, FRESH UPGRADES AT THE LUXURIOUS GRAND SEASCAPE K407!!, vacation rental in Wailea

OCEANVIEWS, FRESH UPGRADES AT THE LUXURIOUS GRAND SEASCAPE K407!!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Azure Azul M212 at Wailea Beach Villas - Panoramic Ocean View Villa, vacation rental in Wailea
Azure Azul M212 at Wailea Beach Villas - Panoramic Ocean View Villa, vacation rental in Wailea
Azure Azul M212 at Wailea Beach Villas - Panoramic Ocean View Villa, vacation rental in Wailea

Azure Azul M212 at Wailea Beach Villas - Panoramic Ocean View Villa

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Sea Breeze Suite J405 4th Floor Location with Awesome Panoramic Views!, vacation rental in Wailea
Sea Breeze Suite J405 4th Floor Location with Awesome Panoramic Views!, vacation rental in Wailea
Sea Breeze Suite J405 4th Floor Location with Awesome Panoramic Views!, vacation rental in Wailea

Sea Breeze Suite J405 4th Floor Location with Awesome Panoramic Views!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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BEAUTIFUL BALI HAI POOL VILLA F102 PRIVATE PLUNGE POOL, LARGE YARD, SLEEPS 8!, vacation rental in Wailea
BEAUTIFUL BALI HAI POOL VILLA F102 PRIVATE PLUNGE POOL, LARGE YARD, SLEEPS 8!, vacation rental in Wailea
BEAUTIFUL BALI HAI POOL VILLA F102 PRIVATE PLUNGE POOL, LARGE YARD, SLEEPS 8!, vacation rental in Wailea

BEAUTIFUL BALI HAI POOL VILLA F102 PRIVATE PLUNGE POOL, LARGE YARD, SLEEPS 8!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Castaway Cove C201 at Wailea Beach Villas - Extensively Re-decorated, vacation rental in Wailea
Castaway Cove C201 at Wailea Beach Villas - Extensively Re-decorated, vacation rental in Wailea
Castaway Cove C201 at Wailea Beach Villas - Extensively Re-decorated, vacation rental in Wailea

Castaway Cove C201 at Wailea Beach Villas - Extensively Re-decorated

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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FUN IN THE SUN LUXURY AT SUN SPLASH C301 AT WAILEA BEACH VILLAS!, vacation rental in Wailea
FUN IN THE SUN LUXURY AT SUN SPLASH C301 AT WAILEA BEACH VILLAS!, vacation rental in Wailea
FUN IN THE SUN LUXURY AT SUN SPLASH C301 AT WAILEA BEACH VILLAS!, vacation rental in Wailea

FUN IN THE SUN LUXURY AT SUN SPLASH C301 AT WAILEA BEACH VILLAS!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Royal Ilima A201 at Wailea Beach Villas Overlooking Wailea Beach!!!, vacation rental in Wailea
Royal Ilima A201 at Wailea Beach Villas Overlooking Wailea Beach!!!, vacation rental in Wailea
Royal Ilima A201 at Wailea Beach Villas Overlooking Wailea Beach!!!, vacation rental in Wailea

Royal Ilima A201 at Wailea Beach Villas Overlooking Wailea Beach!!!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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LUXURY OCEAN & RESORT VIEWS ANDAZ w/ LANAI JACUZZI Sea Spirit 811 3Br/4Ba for, vacation rental in Wailea
LUXURY OCEAN & RESORT VIEWS ANDAZ w/ LANAI JACUZZI Sea Spirit 811 3Br/4Ba for, vacation rental in Wailea
LUXURY OCEAN & RESORT VIEWS ANDAZ w/ LANAI JACUZZI Sea Spirit 811 3Br/4Ba for, vacation rental in Wailea

LUXURY OCEAN & RESORT VIEWS ANDAZ w/ LANAI JACUZZI Sea Spirit 811 3Br/4Ba for

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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TOP FLOOR PANORAMIC VIEWS & NEW DECOR AT WAILEA BEACH VILLAS K508 SLEEPS 8!, vacation rental in Wailea
TOP FLOOR PANORAMIC VIEWS & NEW DECOR AT WAILEA BEACH VILLAS K508 SLEEPS 8!, vacation rental in Wailea
TOP FLOOR PANORAMIC VIEWS & NEW DECOR AT WAILEA BEACH VILLAS K508 SLEEPS 8!, vacation rental in Wailea

TOP FLOOR PANORAMIC VIEWS & NEW DECOR AT WAILEA BEACH VILLAS K508 SLEEPS 8!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4, vacation rental in Wailea
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4, vacation rental in Wailea
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4, vacation rental in Wailea

Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Sandcastles Suite L509 - True Ocean View ^Penthouse^ Location, vacation rental in Wailea
Sandcastles Suite L509 - True Ocean View ^Penthouse^ Location, vacation rental in Wailea
Sandcastles Suite L509 - True Ocean View ^Penthouse^ Location, vacation rental in Wailea

Sandcastles Suite L509 - True Ocean View ^Penthouse^ Location

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier, vacation rental in Wailea
Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier, vacation rental in Wailea
Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier, vacation rental in Wailea

Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier

Rental Home
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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Wailea Sunset Estate - Private Oceanfront Home in Makena, vacation rental in Wailea
Wailea Sunset Estate - Private Oceanfront Home in Makena, vacation rental in Wailea
Wailea Sunset Estate - Private Oceanfront Home in Makena, vacation rental in Wailea

Wailea Sunset Estate - Private Oceanfront Home in Makena

Rental Home
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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SPEND THE HOLIDAYS IN LUXURY AT ANDAZ 813 OCEAN VIEW PENTHOUSE 3Br/4Ba for 8!, vacation rental in Wailea
SPEND THE HOLIDAYS IN LUXURY AT ANDAZ 813 OCEAN VIEW PENTHOUSE 3Br/4Ba for 8!, vacation rental in Wailea
SPEND THE HOLIDAYS IN LUXURY AT ANDAZ 813 OCEAN VIEW PENTHOUSE 3Br/4Ba for 8!, vacation rental in Wailea

SPEND THE HOLIDAYS IN LUXURY AT ANDAZ 813 OCEAN VIEW PENTHOUSE 3Br/4Ba for 8!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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The following properties match some of your filters:
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
More info
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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
More info
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5 Star Reviews! Wailea Ekolu with Ocean Views & Great Location!, vacation rental in Wailea
5 Star Reviews! Wailea Ekolu with Ocean Views & Great Location!, vacation rental in Wailea
5 Star Reviews! Wailea Ekolu with Ocean Views & Great Location!, vacation rental in Wailea

5 Star Reviews! Wailea Ekolu with Ocean Views & Great Location!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!, vacation rental in Wailea
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!, vacation rental in Wailea
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!, vacation rental in Wailea

Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Fall 2024 Remodel! Brand New Luxury! Unbelievable Ocean View!  Sleeps 5!, vacation rental in Wailea
Fall 2024 Remodel! Brand New Luxury! Unbelievable Ocean View!  Sleeps 5!, vacation rental in Wailea
Fall 2024 Remodel! Brand New Luxury! Unbelievable Ocean View!  Sleeps 5!, vacation rental in Wailea

Fall 2024 Remodel! Brand New Luxury! Unbelievable Ocean View! Sleeps 5!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Wailea Ekahi 36E! One of the best locations in Wailea., vacation rental in Wailea
Wailea Ekahi 36E! One of the best locations in Wailea., vacation rental in Wailea
Wailea Ekahi 36E! One of the best locations in Wailea., vacation rental in Wailea

Wailea Ekahi 36E! One of the best locations in Wailea.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel!  AC and Pool., vacation rental in Wailea
Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel!  AC and Pool., vacation rental in Wailea
Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel!  AC and Pool., vacation rental in Wailea

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

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Wailea Ekolu #105 Partial Ocean view, Sleeps 4, vacation rental in Wailea
Wailea Ekolu #105 Partial Ocean view, Sleeps 4, vacation rental in Wailea
Wailea Ekolu #105 Partial Ocean view, Sleeps 4, vacation rental in Wailea

Wailea Ekolu #105 Partial Ocean view, Sleeps 4

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Wailea Ekahi #25-C Near Keawakapu Beach, Garden View, A/C, Pool Access, vacation rental in Wailea
Wailea Ekahi #25-C Near Keawakapu Beach, Garden View, A/C, Pool Access, vacation rental in Wailea
Wailea Ekahi #25-C Near Keawakapu Beach, Garden View, A/C, Pool Access, vacation rental in Wailea

Wailea Ekahi #25-C Near Keawakapu Beach, Garden View, A/C, Pool Access

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Great for families and couples.  Next to a tropical pool in Hawaiian landscape., vacation rental in Wailea
Great for families and couples.  Next to a tropical pool in Hawaiian landscape., vacation rental in Wailea
Great for families and couples.  Next to a tropical pool in Hawaiian landscape., vacation rental in Wailea

Great for families and couples. Next to a tropical pool in Hawaiian landscape.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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�Georgeous 5-STAR Wailea Retreat!Tranquil Corner unit, Top tier Upgrades�, vacation rental in Wailea
�Georgeous 5-STAR Wailea Retreat!Tranquil Corner unit, Top tier Upgrades�, vacation rental in Wailea
�Georgeous 5-STAR Wailea Retreat!Tranquil Corner unit, Top tier Upgrades�, vacation rental in Wailea

�Georgeous 5-STAR Wailea Retreat!Tranquil Corner unit, Top tier Upgrades�

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Beautifully Remodeled Wailea Elua. Ocean View, short walk to beach and shops!, vacation rental in Wailea
Beautifully Remodeled Wailea Elua. Ocean View, short walk to beach and shops!, vacation rental in Wailea
Beautifully Remodeled Wailea Elua. Ocean View, short walk to beach and shops!, vacation rental in Wailea

Beautifully Remodeled Wailea Elua. Ocean View, short walk to beach and shops!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Palms at Wailea 303 will be your new favorite! Clean & beautifully remodeled, vacation rental in Wailea
Palms at Wailea 303 will be your new favorite! Clean & beautifully remodeled, vacation rental in Wailea
Palms at Wailea 303 will be your new favorite! Clean & beautifully remodeled, vacation rental in Wailea

Palms at Wailea 303 will be your new favorite! Clean & beautifully remodeled

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Ocean View,  Steps away from the pool, vacation rental in Wailea
Ocean View,  Steps away from the pool, vacation rental in Wailea
Ocean View,  Steps away from the pool, vacation rental in Wailea

Ocean View, Steps away from the pool

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Top Floor One Bedroom at Wailea Ekolu 208, vacation rental in Wailea
Top Floor One Bedroom at Wailea Ekolu 208, vacation rental in Wailea
Top Floor One Bedroom at Wailea Ekolu 208, vacation rental in Wailea

Top Floor One Bedroom at Wailea Ekolu 208

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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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
More info
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Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach, vacation rental in Wailea
Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach, vacation rental in Wailea
Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach, vacation rental in Wailea

Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Incredible Ocean Views! Premier Building at Makena Surf B305, vacation rental in Wailea
Incredible Ocean Views! Premier Building at Makena Surf B305, vacation rental in Wailea
Incredible Ocean Views! Premier Building at Makena Surf B305, vacation rental in Wailea

Incredible Ocean Views! Premier Building at Makena Surf B305

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Get spoiled in Kihei DLX unit/Low total price/Best S. location Mar. 8 to 15, vacation rental in Wailea
Get spoiled in Kihei DLX unit/Low total price/Best S. location Mar. 8 to 15, vacation rental in Wailea
Get spoiled in Kihei DLX unit/Low total price/Best S. location Mar. 8 to 15, vacation rental in Wailea

Get spoiled in Kihei DLX unit/Low total price/Best S. location Mar. 8 to 15

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
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Wailea Vacation Rentals
Wailea is a great destination if you are looking to relax, unwind, and soak up some sun. With its amazing beaches and luxurious spas, it is a pampering and refreshing vacation that you will never want to return from. Why go back to a simple hotel room when your accommodations can make you continue feeling like royalty even after the activities of the day are done? With a wide variety of vacation rentals, from cozy condos to large beachside villas, you can experience Wailea like one of the locals in your very own rental home no matter what your budget or space needs are.
A Wailea Vacation
No matter how you like to relax, there is sure to be a great place to do it in Wailea. From an indulgent day at the Spa Grande to tee time at Wailea Old Blue Course, it is full of ways to treat yourself and have a great time. If you're feeling adventurous, Hawaiian Sailing Canoe Adventures allows small groups to enjoy sailing in an outrigger canoe, or if you just want to relax on the beach, Keawakapu is a perfect choice for everything from sunning to snorkeling. Whatever the day's adventures bring, choosing a vacation rental to stay in means you can go back to the privacy and comfort of your very own rental home away from home for a truly authentic experience.
Family-Friendly Wailea
From exploring the beaches to catching a dinner show at Honua'ula Luau, there are a variety of great experiences for children when vacationing to Wailea. With vacation rentals, you can rent a property to accommodate nearly any size family, and it is a fantastic excuse to bring everyone along. Without having to pay for extra hotel rooms, it can also be a great money saver when traveling with a large group. Enjoying a Wailea vacation with the entire family at your very own rental home will be sure to create wonderful memories for years to come.
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