Hotel vacation rentals in Wailea-Makena

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Top-rated hotel rentals in Wailea-Makena

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Guest favorite

Private room in Lahaina

5 out of 5 average rating, 7 reviews

Luxury Villa in Westin Resort on Ka'anapali beach

Welcome to paradise at the Westin Nanea resort on world famous Kaanapali beach! Opened in 2017, it's one of Maui's newest resorts. Retreat into sumptuous luxury in a spacious 1,260 sqft 2 bdrm, 2 bath villa with beautiful views of the resort gardens and pools. Relax with signature Westin amenities like the Heavenly bed & spa-like bath but with all the comforts of home (kitchen, grill, washer/ dryer). Around the resort, enjoy pools, restaurant/bar, concierge, child-care, & ocean & mtn views!

Superhost

Shared room in Wailuku

4.91 out of 5 average rating, 45 reviews

Shared 8 Bed Mixed Gender Dorm Room

This is a single twin bed in a shared, 8-Bed Mixed Gender Dorm Room. 10 shared bathrooms. An AWESOME game room/lobby and new kitchen for you to use! Here at Howzit Hostels we are committed to providing the BEST possible hostel experience. We offer FREE pancake breakfast every day along with FREE guided tours all over the island! Our hostel is located in the heart of Wailuku town and tucked up into the foothills of the Iao Valley. Surrounded by tons of good food, shopping, and countless murals.

Guest favorite

Hotel room in Makawao

4.98 out of 5 average rating, 86 reviews

North Shore Lookout Maui - MAKANI SUITE - Maui B&B

North Shore Lookout Maui, is a boutique bed and breakfast situated on nine acres of land in Upcountry, Maui. With ocean views of the North Shore coast line and West Maui mountains Its tranquil setting is ideal for those seeking a unique experience. Our central location provides an ideal spring board for those wanting to explore all sides of the island. Come stay on the side of adventure and explore all of the activities the North Shore and Upcountry area have to offer. MAKANI SUITE INFO BELOW

Hotel room in Lahaina

4.78 out of 5 average rating, 41 reviews

Beachfront Condo Lahaina Shores. Fully upgraded!

Walking distance to everything old Lahaina has to offer. Stay in the center of the action in this one-of-a-kind place. Just next door is 505 Front St. mall that great oceanfront breakfast at Betty’s. Goofy foot is best surf school offering surf gear and best beginner surfing spot on Maui: Lahaina Harbor. At sunset, the best Luau is staged on the beach at 505, along with killer sunsets and humpback whales in the winter. Another 5 minute walk down the beach and you are at Lahaina Harbor.

Superhost

Hotel room in Lahaina

4.87 out of 5 average rating, 15 reviews

Marriott Maui Ocean Club - Beautiful Studio Unit 5

I own a timeshare in the Marriott Ocean Club for a studio unit. It is a beautiful resort and rooms go for over $750 a night. This is much less since I am not able to use it. I will give your name to the hotel and you check in like a normal guest. All amenities, etc are available just as if you were a hotel guest. PLEASE note there is no cancellation & I would request you to message me before you book with your dates so I can verify they are available. I do respond very very quickly!

Guest favorite

Hotel room in Lahaina

4.94 out of 5 average rating, 125 reviews

Romantic Oceanfront Condo and Lahaina Shores

4th Floor Oceanfront Condo at Lahaina Shores with gorgeous views of Lanai. Watch the whales breeching from the balcony, enjoy the warm tradewinds and walk to the historic whaling town of Lahaina which has renowned restaurants, nightlife, live music and shopping. A picture perfect beach in front of the property with swaying palm trees, white sands and snorkeling. Enjoy the balmy tradewinds and watch the surfers, paddleboarders, kayakers and catamarans go by or do it yourself!

Superhost

Private room in Lahaina

5 out of 5 average rating, 7 reviews

Westin Nanea 2BR Luxury Villa

A truly unforgettable getaway awaits you at The Westin Nanea Ocean Villas. Discover the island of Maui's breathtaking beauty, culture and unique activities during your stay. The resort is an ideal location between the shimmering Pacific Ocean and West Maui Mountains, providing an oceanfront escape on North Ka’anapali Beach. The resort features sparkling pools, waterfalls, direct beach access, delicious restaurants, and so much more. FREE WI-FI & FREE PARKING! NO RESORT FEES!

Guest favorite

Hotel room in Lahaina

4.93 out of 5 average rating, 29 reviews

Kaanapali Shores junior suite

Enjoy the luxury of a beachfront hotel without paying high prices in this Maui junior suite! It has a phenomenal view of Molokai which is great for a romantic couple or for a small family getaway. After exploring Maui, return to this centrally located paradise to unwind in the resort amenities at the Aston Kaanapali Shores. Top off your day with sunset views from your private lanai (balcony) or walk down to the beach less than five minutes from your front door!

Guest favorite

Hotel room in Haiku-Pauwela

4.95 out of 5 average rating, 451 reviews

Holomakai North shore ocean view B and B room 2

We are a permitted B and B on Maui’s North Shore near the road to Hana. We rent 3 rooms individually with each room on a separate floor. Rooms are available for one night and we have no cleaning fees. The property is on three acres in an agricultural zone where we grow bananas and citrus. Room 2 has its own access to the lanai with a private bathroom. Permit number SUP 2 2015/0002, BBPH 2015/0009. Transient registration TA-177-292-1856-01GE tax GE-177-292-1856-01

Superhost

Hotel room in Lahaina

4.96 out of 5 average rating, 24 reviews

Paradise Retreat | Beach. Spa. Hawaii Experience.

Royal Lahaina Resort & Bungalows offers a luxurious beachfront escape on Maui’s famed Kaanapali Beach. This resort has a spa and three pools, hosts Hawaii-centric classes and activities, and offers easy access to watersports such as snorkeling and whale watching. It's the perfect place to experience a blend of relaxation and adventure. ✔ Beach location ✔ Breakfast and bar ✔ Two pools ✔ Fitness and cultural classes ✔ Spa ✔ Beach equipment

Guest favorite

Hotel room in Paia

5 out of 5 average rating, 17 reviews

Paia Inn - Standard Room - Town View

1 Queen Size Bed, Private Travertine Tiled Bathroom with Salon Quality Amenities and Hairdryer. Central A/C, Ceiling Fan, Flat Screen TV with Cable Access, iPod Clock Radio, Apple iTV, Wireless Internet, In Room Safe, Bamboo Floors, Mini Fridge, Complimentary Gym Pass & Complimentary Daily Maid Service. This Room is located on the 2nd floor of our Main Building, located over Paia town, there may be some road noise.

Guest favorite

Private room in Lahaina

5 out of 5 average rating, 17 reviews

Westin Kaanapali North Condo Villas Studio SSN2

I can rent any number of nights and any size unit at this resort if available. let me know and I will send you a specific airbnb listing to book. Five Star Accommodations All the rooms at this resort are maintained to the Westin quality. Rooms are routinely upgraded. Room Assignments The room is assigned by the front desk upon arrival, just like a hotel. Priority is given based on when the booking is made.