Villa holiday rentals in Wailea, Wailea-Makena

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Top-rated villa rentals in Wailea, Wailea-Makena

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Guest favourite

Villa in Kihei

4.93 out of 5 average rating, 295 reviews

•Quick Access Location/Parking •Walk to Everything

We are a beautifully updated front corner unit in Kihei, Maui. This ground-floor villa offers convenient driveway parking right outside your door and dual private entrance. It’s situated across from the beach. (Cove) The villa features a master bedroom and a studio space, accommodating up to four guests comfortably. Inside, you’ll find modern amenities like air conditioning, a fully equipped kitchen, and a washer/dryer. The private rear deck is stocked with beach gear, perfect for enjoying Maui.

Guest favourite

Villa in Wailea-Makena

4.96 out of 5 average rating, 94 reviews

Luxury at it's Finest, Truly a Home away from Home

Remodeled in 2020, this 2 /2 Villa is located at Grand Champion Golf & Tennis Villas in the exclusive resort destination of Wailea, Maui. We have been named a Super Hosts on Airbnb due to the great amenities, comfort, safety, cleanliness and luxurious accommodations this Villa provides. Wailea is the Gold Coast of Maui, close to pristine beaches, shopping and dining and this is a legal, exclusive vacation rental. Spacious and luxurious, feel Refreshed and Anew in your Home away from Home!

Top Guest favourite

Villa in Lahaina

5 out of 5 average rating, 15 reviews

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

2 Bedroom Westin Nanea Ocean Villa at Kaanapali Beach on Maui Island in Hawaii; 1,260 SQ FT; SLEEPS UP TO 6 ADULTS All the luxuries & amenities of a Westin resort + comfort of a villa w/ furnished kitchen, in-room washer/dryer, private balcony. Resort activities; gym/spa; Pool. Renter can check-in late or check-out early anytime during reservation period without penalty but no refunds or credits will be provided. Actual villa unit is assigned at check-in and views will vary; Free self-parking

Villa in Lahaina

Marriott Maui Ocean Club- 2 Bdrm

ONLY AVAILABLE THIS APRIL 18 - 25 2025. Minimum is 4 nights within this period. Property is sold out. Soak up the sun at our Maui Resort in a 2 Bedroom Garden Villa that sleeps up to 8. Find tranquility at Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers a beachfront resort welcomes you to Ka‘anapali Beach in West Maui. Regular hotel rooms sell for over $800/night and villas for more. This villa has lots of space for everyone. Check out the Marriott website for more details.

Guest favourite

Villa in Kihei

4.92 out of 5 average rating, 25 reviews

Stunning Koa Resort 3bd Villa with private Jet Spa

Discover our spacious corner townhouse villa at Koa Resort, opposite Keaka, Kalepolepo & Waipuilani Beach Parks. Adjacent to the Humpback Whale National Marine Sanctuary Visitor Center, it's a nature lover's paradise. With room for 8 guests, it's ideal for family gatherings. Enjoy bright interiors with large windows and relax on the lanai amidst overlooking the lush gardens. Cook in the fully equipped kitchen or remote work at the desk with high-speed internet. Welcome to our serene Maui

Superhost

Villa in Lahaina

4.77 out of 5 average rating, 30 reviews

Ka'anapali Beach Club "Ocean View"

**PLEASE ASK! We have many more weeks, dates and many GUARANTEED views!** Prices based on views, events, etc. **HOTEL TAX of approx 19.00 per night paid to resort upon check in.** Located on Maui's world famous Ka'anapali Beach. Vibrant tropical landscaping, first-rate amenities and exclusive array of leisure activities. Kaanapali Beach Club offers a one-acre swimming pool with separate kids pool, as well as calming outdoor whirlpool hot tubs. *Stock Photos

Guest favourite

Villa in Wailuku

4.91 out of 5 average rating, 241 reviews

Luxurious 1BR Near I'ao Valley, Bright and Modern!

Experience authentic Maui at The Blue Door on Church Street, a renovated 1930s plantation home in historic Wailuku. This one-bedroom villa features a King-sized Nectar bed, memory foam sleeper sofa, spa-like bath, and a fully equipped bar area. Enjoy the on-site infrared sauna and walk to cafés, restaurants, and shops. Centrally located near ʻĪao Valley, beaches, and top Maui attractions—your perfect base for adventure and relaxation.

Villa in Lahaina

Westin Ka’anapali Ocean Resort Villas, beach front

Westin Nanea Ocean Resort Villas, 2 bedroom (sleeps 6) Bring the whole family to this beautiful beach front property with lots of room for fun or get away for a romantic vacation. SPECIFIC dates of Feb. 25-Mar. 2nd are available for a 2 bedroom villa. Includes multiple on site restaurants, 2 pools, water slides, store, poolside service, rentals, beach views, convenient free shuttle to downtown Lahaina. Sports bar, live music & more!

Guest favourite

Villa in Lahaina

4.89 out of 5 average rating, 28 reviews

1 Bdr Condo on Ka'anapali Bch, scenic view

Beautiful ocean front resort features 1 bedroom villa suites directly on world famous Ka'anapali Beach! Relax in the king size bed. Living room features queen sofa bed with Tempurpedic mattress. Each unit has a private Lanai! This is a scenic view room. This resort is 5 miles north of where the Lahaina fires took place and was not at all affected. Tax ID TA-056-945-7152-01R

Superhost

Villa in Lahaina

4.85 out of 5 average rating, 82 reviews

Kaanapali Fairway Villa 3BR, 3BA.

Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.