Villa vacation rentals in Wailea

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.

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.

4.93 out of 5 average rating, 306 reviews

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

Steps from Beach • Park at YOUR Private Back Door

Ground-floor, bottom corner unit across from Cove Beach — close to beach sunset, surf, food trucks, and local stores. The only unit with a tandem parking stall right next to your wall and back deck entrance. Step out of your car, walk straight in to your smart lock security door on your own back deck. Fully upgraded with fast Wi-Fi, two AC units, new appliances, and a lava rock shower with hot, strong pressure. Sleeps 4 with a master + studio, beach gear, well-stocked kitchen, and fresh linens.

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.

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

4.96 out of 5 average rating, 96 reviews

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

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!

4.89 out of 5 average rating, 110 reviews

The kitchen and dining area feature modern appliances and a large wooden table surrounded by a built-in bench. Natural light enters through the window, illuminating the granite countertops and stylish cabinetry, while a beach-themed artwork complements the tropical surroundings.

Villa in Kihei

Chic Villa 2 | Modern Vibes by the Ocean

Experience an older Hawaiian style charm with a modern twist in this newly remodeled Villa in Kihei. Welcome to 1 Bedroom, 1 Bathroom Villa 2 at Villas by the Cove — a laid-back, beach-chic retreat just across the street from Cove Park and a short 3-minute stroll to Charley Young Beach. This modern villa features a living room with air conditioning, high-speed Wi-Fi, a fully equipped kitchen, a comfortable king bed, a full bathroom with a walk-in shower, a private lanai, and gated parking.

The image captures a vibrant sunset over an oceanfront resort. Lush palm trees surround a large pool area, with lounge chairs set on the grass. The horizon showcases warm hues, blending into the tranquil sea, while two resort buildings frame the scene on either side.

Westin Ka’anapali North OCEAN FRONT 2 Bed Villa

This reservation is OCEAN FRONT for the week with arrival on Friday Oct 3, 2025 thru Oct 10, 2025. Please inquire for other date preferences. Westin Ka’anapali Ocean Resort Villas North is a full service resort with everything needed for the perfect stress-free vacation, with or without the kids! Each villa is equipped with luxurious Westin Heavenly King size beds, a full kitchen, in room laundry, 2 bedrooms, 2 bathrooms, 2 sofa beds, a living room, dining room and spacious balcony/patio.

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.

4.85 out of 5 average rating, 91 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!

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.

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!

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.

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

A living area is shown with a large flat-screen TV mounted on a wooden media console. A comfortable sofa is paired with a wooden coffee table, complemented by colorful accents on the chair cushions. Large glass doors offer views of the outdoor dining area and surrounding landscape.

4.88 out of 5 average rating, 8 reviews

The Westin Nanea 2 Bedroom Ocean Villa

Between exploring the island and relaxing at the resort, you'll revel in your Maui retreat. Your stylish sanctuary at The Westin Nanea Ocean Villas is a spaciou two-bedroom villa that offers many of the key amenities of home, with signature Westin touches. Complementing picturesque Maui views with contemporary furnishings hīna‘i-themed fixtures, and culturally inspired patterns and artwork, the soothing spirit of pu‘uhounua will help you unwind.

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.

4.86 out of 5 average rating, 44 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