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Wailea House Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
32 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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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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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, Ask to see Video tour!, vacation rental in Wailea
5 Star Ocean View, Beach House Chic, Ask to see Video tour!, vacation rental in Wailea
5 Star Ocean View, Beach House Chic, Ask to see Video tour!, vacation rental in Wailea

5 Star Ocean View, Beach House Chic, Ask to see Video tour!

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, Ask to see Video tour!, vacation rental in Wailea
Hula On In to Beach House Chic Style, Ask to see Video tour!, vacation rental in Wailea
Hula On In to Beach House Chic Style, Ask to see Video tour!, vacation rental in Wailea

Hula On In to Beach House Chic Style, Ask to see Video tour!

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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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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HOLIDAY CHEER at LUXE OCEAN VIEW ANDAZ 811 3Br/4Ba for 8; RENT w/ PENTHOUSE, vacation rental in Wailea
HOLIDAY CHEER at LUXE OCEAN VIEW ANDAZ 811 3Br/4Ba for 8; RENT w/ PENTHOUSE, vacation rental in Wailea
HOLIDAY CHEER at LUXE OCEAN VIEW ANDAZ 811 3Br/4Ba for 8; RENT w/ PENTHOUSE, vacation rental in Wailea

HOLIDAY CHEER at LUXE OCEAN VIEW ANDAZ 811 3Br/4Ba for 8; RENT w/ PENTHOUSE

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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CONTEMPORARY ELEGANCE AND OCEAN VIEWS At SANDY SURF K508, SLEEPS 8!, vacation rental in Wailea
CONTEMPORARY ELEGANCE AND OCEAN VIEWS At SANDY SURF K508, SLEEPS 8!, vacation rental in Wailea
CONTEMPORARY ELEGANCE AND OCEAN VIEWS At SANDY SURF K508, SLEEPS 8!, vacation rental in Wailea

CONTEMPORARY ELEGANCE AND OCEAN VIEWS At SANDY SURF K508, SLEEPS 8!

Rental Home
4 bedrooms
3 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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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 8
Match: Sleeps, Vacation Rental House
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SPEND THE HOLIDAYS * ANDAZ 813 OCEANVIEW PENTHOUSE 3Br/4Ba for 8. COMBINE w, vacation rental in Wailea
SPEND THE HOLIDAYS * ANDAZ 813 OCEANVIEW PENTHOUSE 3Br/4Ba for 8. COMBINE w, vacation rental in Wailea
SPEND THE HOLIDAYS * ANDAZ 813 OCEANVIEW PENTHOUSE 3Br/4Ba for 8. COMBINE w, vacation rental in Wailea

SPEND THE HOLIDAYS * ANDAZ 813 OCEANVIEW PENTHOUSE 3Br/4Ba for 8. COMBINE w

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
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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Very Best Deluxe Ocean View...Panoramic View....First Class!!, vacation rental in Wailea
Very Best Deluxe Ocean View...Panoramic View....First Class!!, vacation rental in Wailea
Very Best Deluxe Ocean View...Panoramic View....First Class!!, vacation rental in Wailea

Very Best Deluxe Ocean View...Panoramic View....First Class!!

Rental Home
4 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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Free Night! Free Late Check Out! Free Future Stay!, vacation rental in Wailea
Free Night! Free Late Check Out! Free Future Stay!, vacation rental in Wailea
Free Night! Free Late Check Out! Free Future Stay!, vacation rental in Wailea

Free Night! Free Late Check Out! Free Future Stay!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
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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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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Special Promotions! Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-, vacation rental in Wailea
Special Promotions! Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-, vacation rental in Wailea
Special Promotions! Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-, vacation rental in Wailea

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

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Ocean View, Close to Beach&Pool Sleeps 10, vacation rental in Wailea
Ocean View, Close to Beach&Pool Sleeps 10, vacation rental in Wailea
Ocean View, Close to Beach&Pool Sleeps 10, vacation rental in Wailea

Ocean View, Close to Beach&Pool Sleeps 10

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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The following properties match some of your filters:
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
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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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�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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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
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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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Direct Ocean Front Polo Beach 805!, vacation rental in Wailea
Direct Ocean Front Polo Beach 805!, vacation rental in Wailea
Direct Ocean Front Polo Beach 805!, vacation rental in Wailea

Direct Ocean Front Polo Beach 805!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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New! Luxurious 3bd Villa at Wailea Beach Villas unit E201, vacation rental in Wailea
New! Luxurious 3bd Villa at Wailea Beach Villas unit E201, vacation rental in Wailea
New! Luxurious 3bd Villa at Wailea Beach Villas unit E201, vacation rental in Wailea

New! Luxurious 3bd Villa at Wailea Beach Villas unit E201

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms, vacation rental in Wailea
Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms, vacation rental in Wailea
Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms, vacation rental in Wailea

Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Wailea Ekahi 51E, Amazing Ocean Views, Walk to Beach, Sunset View, Large Lanai, vacation rental in Wailea
Wailea Ekahi 51E, Amazing Ocean Views, Walk to Beach, Sunset View, Large Lanai, vacation rental in Wailea
Wailea Ekahi 51E, Amazing Ocean Views, Walk to Beach, Sunset View, Large Lanai, vacation rental in Wailea

Wailea Ekahi 51E, Amazing Ocean Views, Walk to Beach, Sunset View, Large Lanai

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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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
More info
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Kihei Surfside #609: Oceanfront Gem with Stunning Views and Comfort, vacation rental in Wailea
Kihei Surfside #609: Oceanfront Gem with Stunning Views and Comfort, vacation rental in Wailea
Kihei Surfside #609: Oceanfront Gem with Stunning Views and Comfort, vacation rental in Wailea

Kihei Surfside #609: Oceanfront Gem with Stunning Views and Comfort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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COMPLETELY REMODELED-AC THROUGHOUT-GROUND FLOOR-METICULOUS CLEANING, vacation rental in Wailea
COMPLETELY REMODELED-AC THROUGHOUT-GROUND FLOOR-METICULOUS CLEANING, vacation rental in Wailea
COMPLETELY REMODELED-AC THROUGHOUT-GROUND FLOOR-METICULOUS CLEANING, vacation rental in Wailea

COMPLETELY REMODELED-AC THROUGHOUT-GROUND FLOOR-METICULOUS CLEANING

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Palms at Wailea #1803 Large Private Lanai, Spacious, Great Location, Sleeps 4, vacation rental in Wailea
Palms at Wailea #1803 Large Private Lanai, Spacious, Great Location, Sleeps 4, vacation rental in Wailea
Palms at Wailea #1803 Large Private Lanai, Spacious, Great Location, Sleeps 4, vacation rental in Wailea

Palms at Wailea #1803 Large Private Lanai, Spacious, Great Location, Sleeps 4

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Grand Champions #45 is a 2bd 2ba Ocean view condo that Sleeps 6 Great Rates!, vacation rental in Wailea
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sleeps 6 Great Rates!, vacation rental in Wailea
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sleeps 6 Great Rates!, vacation rental in Wailea

Grand Champions #45 is a 2bd 2ba Ocean view condo that Sleeps 6 Great Rates!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Direct ocean front, Polo Beach Club 705!, vacation rental in Wailea
Direct ocean front, Polo Beach Club 705!, vacation rental in Wailea
Direct ocean front, Polo Beach Club 705!, vacation rental in Wailea

Direct ocean front, Polo Beach Club 705!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Palms at Wailea 603 2bd 2ba Sleeps 6  Great Rates!!, vacation rental in Wailea
Palms at Wailea 603 2bd 2ba Sleeps 6  Great Rates!!, vacation rental in Wailea
Palms at Wailea 603 2bd 2ba Sleeps 6  Great Rates!!, vacation rental in Wailea

Palms at Wailea 603 2bd 2ba Sleeps 6 Great Rates!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Wailea Ekahi Condominium, vacation rental in Wailea
Charming Wailea Ekahi Condominium, vacation rental in Wailea
Charming Wailea Ekahi Condominium, vacation rental in Wailea

Charming Wailea Ekahi Condominium

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
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As seen on
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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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