Villa vacation rentals in Wailea

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Top-rated villa rentals in Wailea

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The living area features a comfortable seating arrangement with a sectional sofa and two armchairs. A large flat-screen TV is mounted on the wall, and a wooden coffee table sits in the center. Floor-to-ceiling sliding glass doors provide views of the beach and garden.

Villa in Lahaina

5 out of 5 average rating, 3 reviews

Come Play on Maui & Save $ ~Ocean Front Kapalua

Hawaii State Tax ID # TA‐183-831-8080-01 OUR PICTURES REALISTICALLY REPRESENT; The entire villa has been remodeled. NO DISAPPOINTMENTS HERE!!! This villa is located in building 25 on the lower Ocean Front row of the Kapalua Bay Villas INCLUDED: ~Wifi / internet ~Phone Service to US mainland and CANADA ~Central AC, (new 2023) ~Quality King bed w/ linens & bath towels ~Beach Gear: chairs, towels, ice cooler, & boogie boards ~24/7 on call on island contact ~Parking, Resort Shuttle & No Hidden Fees!

Guest favorite

A private rear deck features a shaded area with tropical foliage and bamboo fencing. Two surfboards and beach gear are neatly stored, along with a round table and colorful chairs for seating. A large black container sits in the corner, adding to the functional outdoor space.

Villa in Kihei

4.93 out of 5 average rating, 301 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 favorite

The living area features comfortable seating with a sofa and armchair. A wooden coffee table is centered in front of the sofa. Natural light enters through large glass doors that lead to an outdoor patio, creating an inviting space for relaxation.

Villa in Lahaina

4.95 out of 5 average rating, 40 reviews

Ground floor, ocean view, private, Kapalua Ridge

Welcome to Kapalua Ridge Villa 612. This large 1 bedroom, 2 bathroom 1125 sq ft condo features an open floor plan with a large private shaded lanai. Admire Honolulu Bay, sunsets, whale watching, sailboats, & more. This condo has ocean views from the lanai, living area, dining area, & kitchen. The unit can comfortably accommodate 4 people. The pool is a few steps away & there is a walk path that leads you all the way down to the resorts/beach. Kapalua Ridge Villas is coastal Luxury at it's best.

Top guest favorite

A resort landscape is depicted, featuring a lagoon-style pool surrounded by palm trees and lounge areas. Ocean waves gently lap at the shore in the background, with a clear blue sky above. The building architecture showcases multiple levels, blending naturally with the tropical environment.

Villa in Lahaina

5 out of 5 average rating, 16 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

Guest favorite

A coastal view features tall palm trees swaying gently against a clear blue sky. The sandy beach stretches along the shoreline, leading to calm turquoise waters. In the distance, a glimpse of a distant landmass is visible, adding to the serene atmosphere.

Villa in Wailea-Makena

4.96 out of 5 average rating, 95 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!

Superhost

An outdoor lanai features a spacious dining table surrounded by multiple chairs, with stunning panoramic ocean views visible beyond the railing. Bright blue skies and a few clouds enhance the setting, complemented by nearby tropical greenery.

Villa in Lahaina

4.84 out of 5 average rating, 90 reviews

Panoramic Ocean-View Villa steps from the beach!

Enjoy amazing, panoramic views in this bright and open island living area connected to an expansive lanai balcony. Great for families with a connected living and entertaining space, but also quiet and private with two bedrooms that each have their very own private patios and dual vanity bathrooms. This is a very flexible space that is ready for the vacation that you want to make of it! Kapalua has world-class beaches, beautiful landscapes, and amazing activities/amenities all around!

Guest favorite

The living area features a mix of seating options, including a light-colored sofa and a dark leather recliner. A large television is mounted on the wall, with natural light streaming through expansive windows. Lush greenery can be seen outside, enhancing the room's connection to nature.

Villa in Lahaina

4.97 out of 5 average rating, 38 reviews

Our Kapalua Golf Villa piece of paradise, Specials

Enjoy our condo in the spectacular Kapalua area. Nestled on the 4th fairway of the beautiful Kapalua Bay Course, has unobstructed views of the golf course with ocean views in the background. The peaceful setting is perfect for any getaway without the madness of the hotel scene. The condo has all kitchen amenities, full size washer / dryer, king size bed in master, 2 bathrooms, pull out couch in living room, WiFi, cable tv and no stairs! Come enjoy our piece of paradise!

Guest favorite

A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. A decorative rug runs across the floor, while fresh greenery and a welcome sign add a touch of warmth. Natural light fills the space, highlighting the inviting atmosphere.

Villa in Wailuku

4.96 out of 5 average rating, 216 reviews

Luxurious Two Bedroom near I’ao Valley w/ Haleakal

Enjoy Haleakalā views from this spacious 2BR villa at The Blue Door on Church Street, a restored 1930s plantation home in historic Wailuku. Featuring a King and Queen bed, full kitchen, spa-like bath with soaking tub, and a private deck. Walk to cafés, shops, and theaters, or take a short drive to ʻĪao Valley, beaches, and top Maui attractions. Includes modern comforts, air conditioning, parking, and an on-site infrared sauna for a relaxing retreat away from the crowds.

Top guest favorite

A private heated swimming pool is surrounded by lounge chairs and palm trees. The pool features a clear blue surface reflecting the sky, with a small set of stairs leading in from the edge. The area is landscaped with vibrant green foliage.

Villa in Lahaina

4.91 out of 5 average rating, 45 reviews

Breathtaking Kapalua Views, 3 Beds, 2 Pools, Golf

This fully-equipped, locally-owned top-floor Kapalua Ridge Villa offers breathtaking ocean views and resort amenities, with many pristine beaches nearby! Take advantage of the private pools, world-class golf courses, and fine dining, then look forward to a mesmerizing sunset over the Pacific Ocean from your secluded lanai. With everything you need for a comfortable and luxurious stay, this spacious villa is the perfect home away from home for your next adventure.

Top guest favorite

The image captures a spacious pool area surrounded by lush tropical landscaping. Lounge chairs are arranged neatly around the large swimming pool, which glimmers under the clear blue sky. A multi-story resort building stands in the background, providing a glimpse of the beach and ocean.

Villa in Lahaina

4.9 out of 5 average rating, 80 reviews

Kaanapali Beach Club "Scenic 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 favorite

An open-concept kitchen and dining area features a spacious breakfast bar with modern light fixtures. Panoramic sliding glass doors frame sweeping views of the lush outdoors and ocean. Elegant furnishings, including a dining table and comfortable seating, complement the bright and airy atmosphere.

Villa in Lahaina

4.86 out of 5 average rating, 43 reviews

Spacious Ocean & Golf Course Views Kapalua 2B/3B

We welcome and thank you for your support of Maui. Beautiful spacious ocean view, 2 bdrm/3 ba Villa. Lanai, new sofabed, platform bed, flooring, 2 Pools, BBQ area, wifi, free parking, new washer/dryer. Photos do not do it justice. Views across the Kapalua Golf course is the Ritz Carlton gives you an idea of this exclusive neighborhood. Popular for returning guests which speaks volumes. Feel free to ask questions. Professional Cleaners

Superhost

A vibrant landscape showcases lush greenery and colorful flowering plants, leading to a spectacular view of the ocean and sandy beach. The deep blue water contrasts with the bright green and colorful foliage under a clear sky, offering an inviting tropical atmosphere.

Villa in Lahaina

4.93 out of 5 average rating, 102 reviews

Kapalua Ridge 2012- Whale Watching Ocean Views

Enjoy the 5th Night Free for stays between now and September 30, 2025. Reservations must be made by August 15, 2025. *Applies to new reservations only. Upon entering this one bedroom/two bath Ridge Villa at The Kapalua® Resort, it is impossible not to be taken aback by the spectacular sweeping ocean views! *Please note that the Kapalua Resort and this property were not affected by the Lahaina fires.