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Wailea Smoking Allowed Holiday Rentals

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Bedrooms

Bathrooms

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Distinctive Features

Distance from

5 mi
2 rentals in Wailea.
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area-Unaffected by Fire, holiday rental in Wailea
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area-Unaffected by Fire, holiday rental in Wailea
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area-Unaffected by Fire, holiday rental in Wailea

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

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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April 5 to April 16 is still available!-Wailea Ekolu Oceanview 2B/, holiday rental in Wailea
April 5 to April 16 is still available!-Wailea Ekolu Oceanview 2B/, holiday rental in Wailea
April 5 to April 16 is still available!-Wailea Ekolu Oceanview 2B/, holiday rental in Wailea

April 5 to April 16 is still available!-Wailea Ekolu Oceanview 2B/

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Smoking allowed
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The following properties match some of your filters:
Breachfront Oceanview King Bed Studio unit in Wailea Ekahi, holiday rental in Wailea
Breachfront Oceanview King Bed Studio unit in Wailea Ekahi, holiday rental in Wailea
Breachfront Oceanview King Bed Studio unit in Wailea Ekahi, holiday 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!, holiday rental in Wailea
Sweet Campervan - Comfort meets Adventure!, holiday rental in Wailea
Sweet Campervan - Comfort meets Adventure!, holiday rental in Wailea

Sweet Campervan - Comfort meets Adventure!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well, holiday rental in Wailea
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well, holiday rental in Wailea
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well, holiday 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!, holiday rental in Wailea
AMAZING LOCATION in the HEART of WAILEA!!  WBV H102!, holiday rental in Wailea
AMAZING LOCATION in the HEART of WAILEA!!  WBV H102!, holiday rental in Wailea

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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COMPLETE REMODEL!  BRAND NEW EVERYTHING!!! AC and POOL!, holiday rental in Wailea
COMPLETE REMODEL!  BRAND NEW EVERYTHING!!! AC and POOL!, holiday rental in Wailea
COMPLETE REMODEL!  BRAND NEW EVERYTHING!!! AC and POOL!, holiday 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!, holiday rental in Wailea
5 Star Reviews! Wailea Ekolu with Ocean Views & Great Location!, holiday rental in Wailea
5 Star Reviews! Wailea Ekolu with Ocean Views & Great Location!, holiday 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!, holiday rental in Wailea
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!, holiday rental in Wailea
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!, holiday 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, holiday rental in Wailea
Stunning Ocean View- South Maui is fully open, unaffected and welcoming visitors, holiday rental in Wailea
Stunning Ocean View- South Maui is fully open, unaffected and welcoming visitors, holiday 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., holiday rental in Wailea
Luxury Family Condo. NEW EVERYTHING! Complete Remodel!  AC and Pool., holiday rental in Wailea
Luxury Family Condo. NEW EVERYTHING! Complete Remodel!  AC and Pool., holiday 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, holiday rental in Wailea
Beautiful - Palms at Wailea 1802, holiday rental in Wailea
Beautiful - Palms at Wailea 1802, holiday 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, holiday rental in Wailea
Wailea Ekolu #105 Partial Ocean view, Sleeps 4, holiday rental in Wailea
Wailea Ekolu #105 Partial Ocean view, Sleeps 4, holiday 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, holiday rental in Wailea
Wailea is Open! Near Keawakapu Beach, Garden View, A/C, Pool Access  WEKA25C, holiday rental in Wailea
Wailea is Open! Near Keawakapu Beach, Garden View, A/C, Pool Access  WEKA25C, holiday 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!, holiday rental in Wailea
Ocean & Golf Course View 3 Bed - Close to the pool!, holiday rental in Wailea
Ocean & Golf Course View 3 Bed - Close to the pool!, holiday 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, holiday rental in Wailea
Stunning Ocean View Wailea Beach Villa- Book & Save, holiday rental in Wailea
Stunning Ocean View Wailea Beach Villa- Book & Save, holiday rental in Wailea

Stunning Ocean View Wailea Beach Villa- Book & Save

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Ocean View, Close to Beach&Pool Sleeps 10, holiday rental in Wailea
Ocean View, Close to Beach&Pool Sleeps 10, holiday rental in Wailea
Ocean View, Close to Beach&Pool Sleeps 10, holiday rental in Wailea

Ocean View, Close to Beach&Pool Sleeps 10

Holiday Rental House
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., holiday rental in Wailea
Great for families and couples.  Next to a tropical pool in Hawaiian landscape., holiday rental in Wailea
Great for families and couples.  Next to a tropical pool in Hawaiian landscape., holiday 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, holiday rental in Wailea
FALL SPECIAL 4Bd, 3Ba & Den OCEAN VIEW BEACHFRONT 3892 s.f. CONTEMPORARY ELEGANT, holiday rental in Wailea
FALL SPECIAL 4Bd, 3Ba & Den OCEAN VIEW BEACHFRONT 3892 s.f. CONTEMPORARY ELEGANT, holiday 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!�, holiday rental in Wailea
�Sept-Oct 2023 Lowest Rates All Year!5-STAR Tranquil Wailea Retreat!�, holiday rental in Wailea
�Sept-Oct 2023 Lowest Rates All Year!5-STAR Tranquil Wailea Retreat!�, holiday 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., holiday rental in Wailea
Stunning views with walking distance to the beach! Wailea Ekahi 49F., holiday rental in Wailea
Stunning views with walking distance to the beach! Wailea Ekahi 49F., holiday 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, holiday rental in Wailea
Palms at Wailea 3033580 will be your new favorite! Clean & beautifully remodeled, holiday rental in Wailea
Palms at Wailea 3033580 will be your new favorite! Clean & beautifully remodeled, holiday 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, holiday rental in Wailea
Incredible Ocean Views! Polo Beach 203, holiday rental in Wailea
Incredible Ocean Views! Polo Beach 203, holiday 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, holiday rental in Wailea
Renovated Studio Steps from the Beach & Pool - A/C, holiday rental in Wailea
Renovated Studio Steps from the Beach & Pool - A/C, holiday 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, holiday rental in Wailea
Ocean View,  Steps away from the pool, holiday rental in Wailea
Ocean View,  Steps away from the pool, holiday 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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Stunning Ocean & Fairway Views! Top Floor! Wailea Ekolu 208, holiday rental in Wailea
Stunning Ocean & Fairway Views! Top Floor! Wailea Ekolu 208, holiday rental in Wailea
Stunning Ocean & Fairway Views! Top Floor! Wailea Ekolu 208, holiday 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!!!, holiday rental in Wailea
Just Steps to Kamaole III Beach!!!, holiday rental in Wailea
Just Steps to Kamaole III Beach!!!, holiday 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!, holiday rental in Wailea
The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!, holiday rental in Wailea
The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!, holiday 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, holiday rental in Wailea
Wailea is Open! Beautifully Renovated Studio on Keawakapu Beach WEKA52E, holiday rental in Wailea
Wailea is Open! Beautifully Renovated Studio on Keawakapu Beach WEKA52E, holiday 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, holiday rental in Wailea
Welcome January 18/23 - in unit washer, golf clubs and bath, holiday rental in Wailea
Welcome January 18/23 - in unit washer, golf clubs and bath, holiday 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, holiday rental in Wailea
Wailea Elua 803 - Expansive Ocean Views, Modern Renovation, Central AC, Wi-Fi, holiday rental in Wailea
Wailea Elua 803 - Expansive Ocean Views, Modern Renovation, Central AC, Wi-Fi, holiday 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, holiday rental in Wailea
Beautifully decorated! Very private! Partial Ocean View! Palms at Wailea 2202, holiday rental in Wailea
Beautifully decorated! Very private! Partial Ocean View! Palms at Wailea 2202, holiday 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!, holiday rental in Wailea
Top Floor with a View! Grand Champions 130!, holiday rental in Wailea
Top Floor with a View! Grand Champions 130!, holiday 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, holiday rental in Wailea
Kihei is Open! Ocean Front Unit, Panoramic Ocean View, Great Rates LEI105, holiday rental in Wailea
Kihei is Open! Ocean Front Unit, Panoramic Ocean View, Great Rates LEI105, holiday 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, holiday rental in Wailea
Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4, holiday rental in Wailea
Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4, holiday rental in Wailea

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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New Luxury Wailea Villa! Summer/Fall Intro Rates! Wailea Beach Villas E201, holiday rental in Wailea
New Luxury Wailea Villa! Summer/Fall Intro Rates! Wailea Beach Villas E201, holiday rental in Wailea
New Luxury Wailea Villa! Summer/Fall Intro Rates! Wailea Beach Villas E201, holiday 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, holiday rental in Wailea
Wailea is Open! Luxe Remodel, Ground Floor, Walk to Beach and Shops!  PA1903, holiday rental in Wailea
Wailea is Open! Luxe Remodel, Ground Floor, Walk to Beach and Shops!  PA1903, holiday 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, holiday rental in Wailea
Panoramic Ocean Views and completely Remodeled! Top floor! Wailea Ekolu 904, holiday rental in Wailea
Panoramic Ocean Views and completely Remodeled! Top floor! Wailea Ekolu 904, holiday 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, holiday rental in Wailea
Fantastically Remodeled Condo with Huge Ocean Views, holiday rental in Wailea
Fantastically Remodeled Condo with Huge Ocean Views, holiday 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, holiday rental in Wailea
Spectacular Ocean Views Down the Greenbelt, Quiet Location Away From Road, holiday rental in Wailea
Spectacular Ocean Views Down the Greenbelt, Quiet Location Away From Road, holiday 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, holiday rental in Wailea
Best Location * Ekahi... year round sunsets from lanai, stroll to the Beach, holiday rental in Wailea
Best Location * Ekahi... year round sunsets from lanai, stroll to the Beach, holiday 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, holiday rental in Wailea
Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms, holiday rental in Wailea
Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms, holiday 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, holiday rental in Wailea
Gorgeous Luxury Ocean View Top Floor Corner Unit w/A/C, Pool, Free Parking/Wifi, holiday rental in Wailea
Gorgeous Luxury Ocean View Top Floor Corner Unit w/A/C, Pool, Free Parking/Wifi, holiday 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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Prime Location! GC138!, holiday rental in Wailea
Prime Location! GC138!, holiday rental in Wailea
Prime Location! GC138!, holiday 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, holiday rental in Wailea
Spectacular 3rd Row at Ho'olei with Ocean Views, holiday rental in Wailea
Spectacular 3rd Row at Ho'olei with Ocean Views, holiday 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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WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!, holiday rental in Wailea
WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!, holiday rental in Wailea
WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!, holiday rental in Wailea

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Ocean View Beachfront Wailea Ekahi 51E, Remodeled, Walk to Beach, Sunset View, holiday rental in Wailea
Ocean View Beachfront Wailea Ekahi 51E, Remodeled, Walk to Beach, Sunset View, holiday rental in Wailea
Ocean View Beachfront Wailea Ekahi 51E, Remodeled, Walk to Beach, Sunset View, holiday 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!, holiday rental in Wailea
14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!, holiday rental in Wailea
14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!, holiday 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!, holiday rental in Wailea
Beautiful 1 bedroom condo.  Private lanai overlooking fairway with ocean view!, holiday rental in Wailea
Beautiful 1 bedroom condo.  Private lanai overlooking fairway with ocean view!, holiday 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, holiday rental in Wailea
New Listing Specials Hawaii Life Vacations Presents Hoolei Villas Wailea, holiday rental in Wailea
New Listing Specials Hawaii Life Vacations Presents Hoolei Villas Wailea, holiday 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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Showing results 1-50 of 681

Wailea Holiday Rentals
If you're flying halfway around the world to visit Hawaii then you'll want to have a comfortable stay once you get there, and there are a huge number of holiday rental properties where you can make yourself at home completely and relax and enjoy your holiday in the volcanic island paradise. Wailea is in the south of Maui, Hawaii's second biggest island, and you will need at least a week to sample all the activities that the region has to offer. Hawaii is probably not the first place you would think of for a family friendly holiday, but with beachfront condos and villas available for less than $1,000 a week, and dozens of amazing beaches all around, Wailea is great for kids and can certainly work out as a money saving option compared to the highly expensive hotels of Wailea resort.
Things to do in Wailea
Obviously you will be wanting to hit the beach in Hawaii, and there are many from which you can choose, such as Keawakapu Beach, surrounded by golf courses. If you don't want to spend all your time lying on one of the many south-facing beaches but aren't quite brave enough to go and climb a volcano, Wailea has many things to do for all ages, from playing golf and tennis to the inevitable shops and restaurants, all in an incredible Pacific climate. Wailea is fairly sparsely populated, with around 6,000 inhabitants, so you can also have a great time exploring the countryside nearby.
Renting villas and condos in Wailea
Wailea Resort is a wonderful place to visit and stay, but its planning is a bit contrived - the Wailea Community Association issue guidelines for new buildings aiming to preserve the island feel of Maui. With the additional aim of low population density, this does mean that prices even for holiday rentals may be higher than in other parts of the Hawaii island chain. But with the scary prices charged by hotels, and the extra flexibility associated with renting your own villa or condo for your family, Wailea holiday rentals still represent fantastic value for money. With air conditioning thankfully coming as virtually standard, and difficult choices of whether you'd prefer views of a volcano, a golf course, or perhaps a beach, it's an idyllic place to enjoy a great family holiday. And if you are looking for a low cost Pacific break, nothing beats buying local produce and cooking it up in your very own kitchen for the week, rather than relying on a hotel's expensive restaurants.