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Wailea Villas

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0 rentals in Wailea.
The following properties match some of your filters:
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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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!

Rental Home
1 bedroom
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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AMAZING LOCATION in the HEART of WAILEA!!  WBV H102!, vacation rental in Wailea
AMAZING LOCATION in the HEART of WAILEA!!  WBV H102!, vacation rental in Wailea
AMAZING LOCATION in the HEART of WAILEA!!  WBV H102!, vacation rental in Wailea

AMAZING LOCATION in the HEART of WAILEA!! WBV H102!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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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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
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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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
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Stunning Ocean View- South Maui is fully open, unaffected and welcoming visitors, vacation rental in Wailea
Stunning Ocean View- South Maui is fully open, unaffected and welcoming visitors, vacation rental in Wailea
Stunning Ocean View- South Maui is fully open, unaffected and welcoming visitors, vacation rental in Wailea

Stunning Ocean View- South Maui is fully open, unaffected and welcoming visitors

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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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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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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
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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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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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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
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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
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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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
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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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�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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Stunning views with walking distance to the beach! Wailea Ekahi 49F., vacation rental in Wailea
Stunning views with walking distance to the beach! Wailea Ekahi 49F., vacation rental in Wailea
Stunning views with walking distance to the beach! Wailea Ekahi 49F., vacation rental in Wailea

Stunning views with walking distance to the beach! Wailea Ekahi 49F.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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 2
Match: Sleeps
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Incredible Ocean Views! Polo Beach 203, vacation rental in Wailea
Incredible Ocean Views! Polo Beach 203, vacation rental in Wailea
Incredible Ocean Views! Polo Beach 203, vacation rental in Wailea

Incredible Ocean Views! Polo Beach 203

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated Studio Steps from the Beach & Pool - A/C, vacation rental in Wailea
Renovated Studio Steps from the Beach & Pool - A/C, vacation rental in Wailea
Renovated Studio Steps from the Beach & Pool - A/C, vacation rental in Wailea

Renovated Studio Steps from the Beach & Pool - A/C

Condo/Apartment
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, 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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Stunning Ocean & Fairway Views! Top Floor! Wailea Ekolu 208, vacation rental in Wailea
Stunning Ocean & Fairway Views! Top Floor! Wailea Ekolu 208, vacation rental in Wailea
Stunning Ocean & Fairway Views! Top Floor! Wailea Ekolu 208, vacation rental in Wailea

Stunning Ocean & Fairway Views! Top Floor! Wailea Ekolu 208

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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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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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Wailea is Open! Beautifully Renovated Studio on Keawakapu Beach WEKA52E, vacation rental in Wailea
Wailea is Open! Beautifully Renovated Studio on Keawakapu Beach WEKA52E, vacation rental in Wailea
Wailea is Open! Beautifully Renovated Studio on Keawakapu Beach WEKA52E, vacation rental in Wailea

Wailea is Open! Beautifully Renovated Studio on Keawakapu Beach WEKA52E

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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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Wailea Elua 803 - Expansive Ocean Views, Modern Renovation, Central AC, Wi-Fi, vacation rental in Wailea
Wailea Elua 803 - Expansive Ocean Views, Modern Renovation, Central AC, Wi-Fi, vacation rental in Wailea
Wailea Elua 803 - Expansive Ocean Views, Modern Renovation, Central AC, Wi-Fi, vacation rental in Wailea

Wailea Elua 803 - Expansive Ocean Views, Modern Renovation, Central AC, Wi-Fi

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautifully decorated! Very private! Partial Ocean View! Palms at Wailea 2202, vacation rental in Wailea
Beautifully decorated! Very private! Partial Ocean View! Palms at Wailea 2202, vacation rental in Wailea
Beautifully decorated! Very private! Partial Ocean View! Palms at Wailea 2202, vacation rental in Wailea

Beautifully decorated! Very private! Partial Ocean View! Palms at Wailea 2202

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Top Floor with a View! Grand Champions 130!, vacation rental in Wailea
Top Floor with a View! Grand Champions 130!, vacation rental in Wailea
Top Floor with a View! Grand Champions 130!, vacation rental in Wailea

Top Floor with a View! Grand Champions 130!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kihei is Open! Ocean Front Unit, Panoramic Ocean View, Great Rates LEI105, vacation rental in Wailea
Kihei is Open! Ocean Front Unit, Panoramic Ocean View, Great Rates LEI105, vacation rental in Wailea
Kihei is Open! Ocean Front Unit, Panoramic Ocean View, Great Rates LEI105, vacation rental in Wailea

Kihei is Open! Ocean Front Unit, Panoramic Ocean View, Great Rates LEI105

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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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
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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New Luxury Wailea Villa! Summer/Fall Intro Rates! Wailea Beach Villas E201, vacation rental in Wailea
New Luxury Wailea Villa! Summer/Fall Intro Rates! Wailea Beach Villas E201, vacation rental in Wailea
New Luxury Wailea Villa! Summer/Fall Intro Rates! Wailea Beach Villas E201, vacation rental in Wailea

New Luxury Wailea Villa! Summer/Fall Intro Rates! Wailea Beach Villas E201

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Wailea is Open! Luxe Remodel, Ground Floor, Walk to Beach and Shops!  PA1903, vacation rental in Wailea
Wailea is Open! Luxe Remodel, Ground Floor, Walk to Beach and Shops!  PA1903, vacation rental in Wailea
Wailea is Open! Luxe Remodel, Ground Floor, Walk to Beach and Shops!  PA1903, vacation rental in Wailea

Wailea is Open! Luxe Remodel, Ground Floor, Walk to Beach and Shops! PA1903

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Panoramic Ocean Views and completely Remodeled! Top floor! Wailea Ekolu 904, vacation rental in Wailea
Panoramic Ocean Views and completely Remodeled! Top floor! Wailea Ekolu 904, vacation rental in Wailea
Panoramic Ocean Views and completely Remodeled! Top floor! Wailea Ekolu 904, vacation rental in Wailea

Panoramic Ocean Views and completely Remodeled! Top floor! Wailea Ekolu 904

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Fantastically Remodeled Condo with Huge Ocean Views, vacation rental in Wailea
Fantastically Remodeled Condo with Huge Ocean Views, vacation rental in Wailea
Fantastically Remodeled Condo with Huge Ocean Views, vacation rental in Wailea

Fantastically Remodeled Condo with Huge Ocean Views

Condo/Apartment
1 bedroom
2 bathrooms
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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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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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
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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, vacation rental in Wailea
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

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area-Unaffected by Fire, vacation rental in Wailea
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area-Unaffected by Fire, vacation rental in Wailea
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area-Unaffected by Fire, vacation rental in Wailea

Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area-Unaffected by Fire

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Prime Location! GC138!, vacation rental in Wailea
Prime Location! GC138!, vacation rental in Wailea
Prime Location! GC138!, vacation rental in Wailea

Prime Location! GC138!

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

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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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
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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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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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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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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

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Grand Champion Villa Getaway - Wailea Beaches, vacation rental in Wailea
Grand Champion Villa Getaway - Wailea Beaches, vacation rental in Wailea
Grand Champion Villa Getaway - Wailea Beaches, vacation rental in Wailea

Grand Champion Villa Getaway - Wailea Beaches

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 681

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.