Holiday Rentals in Wailea
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432 rentals in Wailea.
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Grand Seascape K407 Wailea Beach Villas
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wailea Seashore Suite K507 at Wailea Beach Villas
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Remodeled Spacious Ground Floor Unit -Wailea Ekahi #22B
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Upgraded Unit w/ Beautiful Ocean Views Makena Surf Resort # C-103
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Beach Front Luxury Corner Unit MAKENA SURF RESORT, #E-206
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Wailea Condo Wailea Ekolu # 401
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Ground Floor 1 Bed/2 bath WAILEA ELUA, #807
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Aloha Kai Suite at Wailea Beach Villas PH 205
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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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NEW REMODEL 2020-65”SONY 4K UHD LED LCD TV & BOSE SURROUND SOUND- GORGEOUS GEM
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Fantastic Private Location Super Close to Pool & Beach!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Amazing Wailea Surf Villa at Wailea Beach Villas
Holiday Rental House
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 House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Luxurious 2.5 Bedroom - Flexible Rebooking if Needed!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Panoramic Ocean View In The Heart Of Wailea On Golf Course
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Ocean View, Close to Beach&Pool Sleeps 10
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Keep Calm and Hula On In to Beach House Chic Style
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Enhanced Cleaning, Big Discounts & Sweeping Ocean Views from thisTop Floor Condo
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
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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Ekahi 40A - Walk to the Beach from a Quiet Private Garden Oasis
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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5 Star Reviews! Wailea Ekolu with Ocean Views & Great Location!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Monthly Discounts through April 2021 at our beautiful Palms at Wailea 503 condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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�GEORGEOUS Wailea Retreat!�Top tier UPGRADES. Very Spacious and Peaceful!�
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 5
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Upscale Modern & Renovated with Designer Showers 1148 sq ft with 224 sq ft lanai
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4.
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Stunning Ocean/Sunset View in Gorgeous, Updated Wailea Grand Champions 166
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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New Contemporary Elegant: 4 Bd, 3Ba, 3811S.F. & Office: Wailea Beach Villas 208.
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Perfect Location for a Relaxing Getaway
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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5 Star Ocean View Villa, Ground Floor, Beach House Chic Decor
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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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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14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Amazing view, Closest to the beach, Wailea Ekahi, Unit 20i.
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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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Exclusive Listing! Gorgeous, High-end Wailea Suite!!!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Luxury, Fully Remodeled! Ocean & Golf Views! NEW Split AC & Local Gym Pass Incl
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Incredibly Large Palms at Wailea Polynesian Style Villa
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Wailea Ekolu #406 2 BD 2BA Panoramic Ocean View, Full A/C, Sleeps 4
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Summer Travel Guarantee–Cancel up to 14 days before your arrival for full refund
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy Beautiful Sunsets with this Ocean View!!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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GET-A-WAY WINTER AVAILABLE Luxury Wailea Dream Location, Full AC, BBQ and more
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury at its Best W/ Big Ocean Views!!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Ocean View, Steps away from the pool
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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5 Star Reviews! Guests say: 'Location, Location & Everything you could ask for'!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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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Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Immaculate, Luxury Comfort, Stunning Views - Hawaiian-Chic, Mid-Century Modern
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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