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Wailea Romantic Villas

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430 rentals in Wailea.
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Grand Seascape K407 Wailea Beach Villas
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Wailea Seashore Suite K507 at Wailea Beach Villas
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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2 MAKENA SURF RESORT, #C-103
4 MAKENA SURF RESORT, #C-103
Upgraded Unit w/ Beautiful Ocean Views Makena Surf Resort # C-103
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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8 Makena Surf E-206
Beautiful Beach Front Luxury Corner Unit MAKENA SURF RESORT, #E-206
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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48 Wailea Ekolu, 401
Beautiful Wailea Condo Wailea Ekolu # 401
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Ground Floor 1 Bed/2 bath WAILEA ELUA, #807
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
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Aloha Kai Suite at Wailea Beach Villas PH 205
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Wailea Ekahi Ocean View 50A
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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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
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Amazing Wailea Surf Villa at Wailea Beach Villas
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Fantastic Private Location Super Close to Pool & Beach!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
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The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
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Luxurious 2.5 Bedroom - Flexible Rebooking if Needed!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Panoramic Ocean View In The Heart Of Wailea On Golf Course
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Keep Calm and Hula On In to Beach House Chic Style
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Ocean View, Close to Beach&Pool Sleeps 10
Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
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Enhanced Cleaning, Big Discounts & Sweeping Ocean Views from thisTop Floor Condo
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
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Enjoy the Amazing View and have a Mai Tai too!
Rental Home
1 bedroom
2 bathrooms
Sleeps 4
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5 Star Reviews! Wailea Ekolu with Ocean Views & Great Location!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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Ekahi 40A - Walk to the Beach from a Quiet Private Garden Oasis
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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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
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�GEORGEOUS Wailea Retreat!�Top tier UPGRADES. Very Spacious and Peaceful!�
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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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.
Rental Home
1 bedroom
2 bathrooms
Sleeps 4
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Stunning Ocean/Sunset View in Gorgeous, Updated Wailea Grand Champions 166
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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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
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The Perfect Location for a Relaxing Getaway
Rental Home
1 bedroom
2 bathrooms
Sleeps 4
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5 Star Ocean View Villa, Ground Floor, Beach House Chic Decor
Rental Home
1 bedroom
2 bathrooms
Sleeps 4
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14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
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WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Exclusive Listing! Gorgeous, High-end Wailea Suite!!!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
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Modern Spacious Beachfront Luxury rental in Ekahi Village - Apartment 39F
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Amazing view, Closest to the beach, Wailea Ekahi, Unit 20i.
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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Luxury, Fully Remodeled! Ocean & Golf Views! NEW Split AC & Local Gym Pass Incl
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Incredibly Large Palms at Wailea Polynesian Style Villa
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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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
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Summer Travel Guarantee–Cancel up to 14 days before your arrival for full refund
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
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Enjoy Beautiful Sunsets with this Ocean View!!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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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
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Luxury at its Best W/ Big Ocean Views!!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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5 Star Reviews! Guests say: 'Location, Location & Everything you could ask for'!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Ocean View, Steps away from the pool
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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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
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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
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Ekahi 36a, 1BR 2BA, Sleeps 4, Stunning Renovation - Canadian discounts available
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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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.
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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.