Hotel holiday rentals in Wailea-Makena

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.

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!

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, with private bathrooms, individually with each room on a separate floor. Rooms are available for one night. 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. Self serve do it yourself breakfast is included. Permit number SUP 2 2015/0002, BBPH 2015/0009. TA-070-540-2368-01, GE-070-540-2368-01.

1 Bedroom Ocean - Napili Surf

Steps from the white sandy beach at Napili Bay, our premium Ocean View One Bedroom units sleep up to five person max. Each unit has a king-size bed in the bedroom and a sofa bed in the living room. The Ocean View One Bedroom units located in our Ilima wing are just as close as you can get to the beach without getting your feet in the sand! These units are just perfect for families or to anchor a family gathering! They offer views of the sparkling bay and the island of Moloka’i.

Romantic Oceanfront Condo at 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!

Westin Nanea 2BR Luxury Villa (Private Listing)

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!

Aloha Tower 514 @ Maui Kaanapali Villas 5th Floor!

We look forward to welcoming you to our little hotel room in the Maui Kaanapali Villas located on the famous Kaanapali Beach in Maui! Our unit is in an exceptional Maui location that is close to all the entertainment, shopping and adventures that the beach is known for. The complex sits on a secluded, oceanside location just steps from the legendary Black Rock. The resort features 2 pools, a fitness & activity center and free trolley to Whalers Village and more!

Marriott Maui Ocean Club (Studio Villa)

While the amenities shown in the photos will be the same, you will not get the exact view/room shown. This listing is for a Mountain or Island view studio. All specific room assignments are given by resort staff at check in. We are vacation clubs owners and by booking with us you will be entitled to all resort amenities, free wifi, and free parking. Booking is subject to an approximate $16 per night resort tax you Pay Marriott upon checkout.

Beachfront Condo Lahaina Shores. Fully upgraded!

Please understand that Lahaina Shores reopened on July 1, 2025. The building required 2 years of restoration after the fire of 2023. Houses are just completed or under construction throughout Lahaina. Construction of commercial district of Old Town Lāhainā is not happening at this time. Lahaina Harbor is not open. Please be considerate to locals and don’t ask questions about the fire & please no pics.