Holiday Rentals in Wailea
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Bedrooms
Bathrooms
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Suitability
Property type
Distinctive Features
Distance from
5 km
693 rentals in Wailea.
Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Breachfront Oceanview King Bed Studio unit in Wailea Ekahi
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Wailea Ekahi Ocean View 50A
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Sweet Campervan - Comfort meets Adventure!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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�Sept-Oct 2023 Lowest Rates All Year!5-STAR Tranquil Wailea Retreat!�
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Wailea is Open! Best Location, Panoramic Ocean View, Newly Renovated WE1508
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Largest Two Bedroom/ Two Bath in the Village! Sleeps Eight. Close to the Beach.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful - Palms at Wailea 1802
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Palms at Wailea 3033580 will be your new favorite! Clean & beautifully remodeled
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Views, AC throughout, remodeled, walk to Beach,, #504
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Perfect Location for a Relaxing Getaway
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Listen to the birds chirp!
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Luxurious 2.5 Bedroom Paradise - Wailea Beach Villa
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Welcome January 18/23 - in unit washer, golf clubs and bath
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Enjoy the Amazing View and have a Mai Tai too!
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Hula On In to Beach House Chic Style, Click on Video tour!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful Remodeled Gem! Top Floor!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean Views, 5 Star Reviews: Luxury Remodel Walk to Beach
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!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean & Golf Course View 3 Bed - Close to the pool!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean View Beachfront Wailea Ekahi 51E, Remodeled, Walk to Beach, Sunset View
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Kamaole Sands Building 10 Best Sunsets on the Island!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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*Late Summer Specials* Modern and Luxurious Beachfront Property at Polo Beach
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
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spectacular Ocean Views Down the Greenbelt, Quiet Location Away From Road
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful 1 bedroom condo. Private lanai overlooking fairway with ocean view!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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1 BR Treetop Luxury from $160/nt
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Wailea Oceanfront Complex True Paradise Wailea Ekahi 41B
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Modern Spacious Beachfront Luxury rental in Ekahi Village - Apartment 39F
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wailea Ekahi 40A - 5-Star South Maui Oasis
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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FALL SPECIAL 4Bd, 3Ba & Den OCEAN VIEW BEACHFRONT 3892 s.f. CONTEMPORARY ELEGANT
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Treetop Studio from $130/night
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Best Location * Ekahi... year round sunsets from lanai, stroll to the Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Panoramic Views - Fourth Row Ho'olei - One of a Kind
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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2 Bed, 2 Bath Condo in the Heart of Wailea
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Idyllic Vacation Condo -The Palms at Wailea 2063579
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular 3rd Row at Ho'olei with Ocean Views
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Just Steps to Kamaole III Beach!!!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Polo Beach 305! Spectacular OceanFront views!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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RENOVATED TOP FLOOR CORNER PRIVATE STUDIO, TREETOP LANAI, 2POOLS, WALK TO BEACH
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Listen to the birds chirping!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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New Listing Specials Hawaii Life Vacations Presents Hoolei Villas Wailea
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 693
Frequently Asked Questions about Wailea
- Yes, here are some popular holiday rentals in Wailea that have a pool:
- Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!
- Breachfront Oceanview King Bed Studio unit in Wailea Ekahi
- Wailea Ekahi Ocean View 50A
- Yes, here are some popular holiday rentals in Wailea that have internet access:
- Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!
- 2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!
- Breachfront Oceanview King Bed Studio unit in Wailea Ekahi
- Some of the most popular kid friendly rentals in Wailea are:
- Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!
- 2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!
- Breachfront Oceanview King Bed Studio unit in Wailea Ekahi