Luxury rentals in Wailea-Makena

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Popular amenities for Wailea-Makena luxury vacation rentals

Other great luxury vacation rentals in Wailea-Makena

Luxe
An open-plan living area is showcased with comfortable seating arrangements and a large wall-mounted television. Natural light floods the space through expansive glass doors that lead to an outdoor area featuring tropical greenery and ocean views.
Apartment in Wailea-Makena
5 out of 5 average rating, 8 reviews

Ocean Views | Polo Beach Club | Groundfloor Condo

LorenzoRating, 5 stars2 days ago
Our family had an incredible time! The ground floor location with ocean & sunset views, easy access to the private beach, plenty of secured parking , spacious living room, fully stocked kitchen, bathroom vanity amenities, washer & dryer and the most comfortable beds made us feel like our home away from home. Quick replies to any of our questions. We hope to stay again next summer !
Luxe
The open living area features a spacious sectional sofa, a glass coffee table, and a decorative rug. Large sliding doors lead to an outdoor space framed by tropical greenery, allowing natural light to fill the room. The kitchen area with wooden cabinetry and modern appliances is visible in the background.
Apartment in Kihei
5 out of 5 average rating, 3 reviews

Wailea Hoolei 93-3 Rarely Priced for Last Minute

DeborahRating, 5 stars1 month ago
This villa was so incredible, felt like home and didn’t want to leave. We arrived early left a message with the Stice team, they responded within minutes letting us check in early. The views were spectacular! Would 💯 rent again.
Luxe
An open-concept living area features a modern kitchen with a large island and bar seating. Large sliding doors provide a view of the ocean and palm trees, while stylish furnishings invite relaxation under the vaulted ceilings with fan lights.
Villa in Kihei
4.75 out of 5 average rating, 8 reviews

Anchor Cove D1

BeccaRating, 5 stars33 months ago
What a beautiful, luxurious place with the perfect spot to watch sunsets and perfect access to the beach. We came with our 2 year old and she was so happy to run around outside safely and play on the beach.
Luxe
Villa in Maui
5 out of 5 average rating, 3 reviews

Hale Makena Maui

KathrynRating, 5 stars24 months ago
Wonderful location and beautiful house with fantastic views at the number one snorkeling spot on Maui. Wake up and snorkel steps away from your deck before anyone else hits the beach. Close to Big and Little Beach and our favorite Secret Beach. Great food nearby too. House has everything you need to eat in or out. Lovely infinity pool and hot tub for lazy afternoons and your very own tiki bar for entertaining. Would absolutely rent it again. Mahalo!
Luxe
The open-concept living area features a spacious sectional sofa and a modern kitchen island with bar seating. Large glass doors allow for a seamless transition to the outdoor lanai, showcasing panoramic ocean views in the distance.
Condo in Kihei
5 out of 5 average rating, 5 reviews

Wailea Hoolei 23-3 Your Ultimate Luxury 3Bedroom

ValerieRating, 5 stars3 weeks ago
Gather Vacations was an incredibly responsive and friendly host and their instructions were crystal clear. The words perfect in every way don’t even come close to describing this Ho’olei home! The condo is beautiful in every way and it is impeccably clean. It is both luxurious and comfortable and inviting. The view is stunning, nothing compares to ocean sunsets! The kitchen and bathrooms are fully stocked and make you feel right at home. The location is perfect and within walking and short driving distance to many shops and restaurants and the beaches are breathtaking and only a brief and lovely walk away. Rating 10/10! We look forward to booking again!
Luxe
A spacious wooden dining table with bench seating is illuminated by a rectangular pendant light. Glass sliding doors frame a picturesque garden view, allowing natural light to fill the area. A tasteful floral arrangement adds a touch of color to the table, enhancing the inviting setting.
Condo in Kihei

Wailea Beach Villas | PH104

CarolRating, 5 stars10 months ago
Great stay. Beautiful home. We had stayed at wbv at a unit next door and the complex does not disappoint. They were also able to accommodate an additional guest for 1 night last minute. Quiet and not hectic even though it’s a family friendly complex. Super easy and convenient. Can’t wait to return and looking forward to rebooking ph 104.
Luxe
A serene view of the villa showcases a long, inviting pool bordered by lush greenery and palm trees. The spacious terrace features comfortable seating and distinct areas, with the warm glow of lights illuminating the structure, creating an inviting evening ambiance.
Home in Kihei
5 out of 5 average rating, 16 reviews

Kamaole Beach Villa

RichardRating, 5 stars2 days ago
We loved this home. Great place on the beach. Great sunsets and a great place to sit out and drink coffee in the morning looking out over the pool and ocean. We just loved the place and had such a good time. The house had everything.
Luxe
Home in Lahaina
5 out of 5 average rating, 5 reviews

Garuda Estate Maui

JessicaRating, 5 stars12 months ago
I cannot say enough about Jodie, she is very responsive, helpful, kind, and one of the best hosts I’ve had. The house was just as amazing as her with breathtaking views, comfortable beds and everything you could ask for amenity wise. We will definitely be staying here again when we return!

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