Hotel vacation rentals in Wailea, Wailea-Makena

Find and book unique hotel rentals on Airbnb

Top-rated hotel rentals in Wailea, Wailea-Makena

Guests agree: these hotel rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

Resort in Lahaina

4.67 out of 5 average rating, 3 reviews

Maui Luxury Studio

A truly unforgettable getaway awaits you at The Westin Ka’anapali Ocean Resort Villas. Discover the island of Maui's breathtaking beauty, culture and unique activities during your stay. The resort boasts 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 and waterfalls, direct beach access, delicious restaurants, and so much more. FREE WI-FI & FREE PARKING! NO RESORT FEES!

Jun 4 – 11

$400 per night

Superhost

Resort in Lahaina

5.0 out of 5 average rating, 5 reviews

WESTIN OV 2BD FOR JUL 4 & ISLAND VIEW AT NEW YEARS

WESTIN KAANAPALI OCEAN RESORT VILLAS FOR NEW YEAR’S, JULY 4TH 1400SF 2BR/ 2B JULY 4TH -OCEAN VIEW and NEW YEARS -GARDEN VIEW We invite you to enjoy the luxury and relaxation that only Westin can deliver at the Westin Kaanapali Ocean Resort Villas which is located on twenty-six lush acres with breathtaking views of the Pacific Ocean and the islands of Lana'i and Moloka'i. The resort provides the ultimate in relaxation, family time, and complete pampering to your ever delight. Enjoy the beauty

$800 per night

Superhost

Resort in Lahaina

5.0 out of 5 average rating, 6 reviews

Discounted May! Honua Kai Paradise - 8th Floor

Aloha! We welcome you and your family to our Beach House decorated Suite, Konea 830 at Honua Kai. We completed renovations as of June 2018 and this unit uniquely stands out above the rest! Fresh Paint & All Carpet has been removed and replaced with Designer Luxury Planked Floors. Furniture, Mattress, Sofa, Linens, & TVs. Giving you the luxury of being in a hotel with all the amenities of your own personal home with a full kitchen, separate bedroom with King Bed, and living room with sofabed.

Jan 30 – Feb 6

$465 per night

Guest favorite

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.

Sep 1 – 8

$188 per night

Superhost

Boutique hotel in Lahaina

5.0 out of 5 average rating, 7 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!

Mar 17 – 24

$403 per night

Guest favorite

Resort in Lahaina

5.0 out of 5 average rating, 6 reviews

Studio-Westin Ka 'anapali Ocean Resort

The upscale Westin Ka’anapali beachside timeshare villas were built in 2003 on the Ka’anapali coast overlooking the BEST spot for whale watching! There is abundant snorkeling and whale watching right outside your door. Many restaurants and grocery stores are a short walk away on the oceanside sidewalk… and charming Whalers Village is only 10 minutes down the road via free shuttle or your car. Come and relax in paradise! You'll have a great time at this comfortable place to stay.

Jul 7 – 14

$596 per night

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!

Nov 24 – Dec 1

$475 per night

Guest favorite

Hotel in Lahaina

4.95 out of 5 average rating, 20 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!

Oct 11 – 18

$220 per night

Superhost

Resort in Lahaina

5.0 out of 5 average rating, 3 reviews

Luxury Villa in Westin Resort on Ka'anapali beach

Welcome to paradise at the Westin Nanea beachfront resort! Retreat into sumptuous luxury in a spacious 1,260 square-foot 2 bdrm, 2 bath villa. Relax with signature Westin amenities like the Heavenly bed and spa-like bath but with all the comforts of home (full kitchen, outdoor grill, washer/ dryer). Once booked, you'll check in with at front desk just like you would at a hotel. Enjoy access to the resort pools, restaurant/bar, concierge, child-care, & more!

Jun 29 – Jul 6

$699 per night

Guest favorite

Resort in Lahaina

4.89 out of 5 average rating, 9 reviews

Hilton Ka'anapali Beach Club Ocean View

Located on Maui’s western shore just minutes from downtown Lahaina. Relax in the pool, set among calming waterfalls, or sip your morning coffee at the on-site open-air café. With an on-site restaurant and convenience store, you’ll have everything you need to make the most of your Maui vacation. Enjoy amazing views from your private balcony. Accommodations feature full-size refrigerators, equipped kitchens, and oversized bathtubs with separate showers.

Mar 11 – 18

$325 per night

Guest favorite

Resort in Lahaina

5.0 out of 5 average rating, 21 reviews

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.

May 5 – 10

$325 per night

Guest favorite

Resort in Lahaina

4.94 out of 5 average rating, 16 reviews

Scenic Paradise: Maui 1-BR Heaven.

Guests will find themselves in a vacation paradise courtesy of the resort's prime waterfront location, vibrant tropical landscaping, first-rate amenities, posh accommodations, and exclusive array of leisure activities. The property boasts a one-acre swimming pool with separate kids pool, as well as calming outdoor whirlpools/hot tubs. Guests can also make use of the amenities in the games room and spa.

$620 per night