Villa vacation rentals in Wailea, Wailea-Makena

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Top-rated villa rentals in Wailea, Wailea-Makena

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Guest favorite

Villa in Lahaina

4.94 out of 5 average rating, 32 reviews

Ground floor, ocean view, updated 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.

Guest favorite

Villa in Paia

4.91 out of 5 average rating, 45 reviews

Large Studio @ MangoLani Inn - Paia

Our bright spacious air conditioned large studio with full kitchen and bathroom is a great place to relax after a long day at the local world class beaches. Just a short walk to Paia...the coolest beach town on Maui. Paia has the best organic food store, yoga studios, family owned one of a kind boutiques, art galleries, surf shops, and restaurants. Our property is a secret hidden oasis on Historic Baldwin Ave. We have a large fenced park like yard with tropical gardens and nice ocean views.

Guest favorite

Villa in Lahaina

5 out of 5 average rating, 12 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

Villa in Wailea-Makena

4.97 out of 5 average rating, 91 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

Villa in Wailea-Makena

5 out of 5 average rating, 4 reviews

Ocean Views! Remodeled Redecorated Pretty & Modern

Our collection of Maui vacation residences are HOTEL-Zoned or have LEGAL short-term rental permits. Reserve with Private Paradise Villas with confidence knowing you will be luxuriating in a location legally designated for visitor accommodations and managed by our local, on-island professional staff. NEW! NEW! NEW! VIEWS! VIEWS! VIEWS! Surf Song Villa 203, a newly remodeled and redecorated direct ocean view resort residence set in the beachfront and upscale Wailea Elua Village Resort, is ...

Guest favorite

Villa in Lahaina

4.83 out of 5 average rating, 77 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

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

Villa in Lahaina

4.9 out of 5 average rating, 30 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.

Guest favorite

Villa in Lahaina

4.89 out of 5 average rating, 73 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

Superhost

Villa in Lahaina

4.84 out of 5 average rating, 37 reviews

Welcome to Maui Special Rates-Kapalua Ridge 2B/3B

We welcome you & thank you for your support. Beautiful large 2 bdrm/3 ba Villa. Lanai, new sofabed, platform bed, flooring, Pools, BBQ area, wifi, free parking, Kapalua shuttle service, 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

Guest favorite

Villa in Lahaina

5 out of 5 average rating, 52 reviews

Kapalua Ridge 2915- Sweeping 5 Star Ocean Views

60% off Hotel Prices! *Enjoy the 5th night free with discounted rates for stays between now and December 22, 2024. Discount will be refunded after booking. This one bedroom, two bathroom townhouse is a "Platinum Level" villa that is truly stunning in every sense of the word. AC in bedroom. *The Kapalua Resort and this property were not affected by the Lahaina fires, nor were our surrounding areas or Napili, Kahana and Kaanapali.

Guest favorite

Villa in Lahaina

4.93 out of 5 average rating, 14 reviews

Kapalua Bay Villa 30B2 By Parrish Maui

The Kapalua Bay Villas are closest to Oneloa Beach offering spacious one and two-bedroom oceanfront and ocean view villas with well-appointed kitchens, laundry and central air conditioning. Resort amenities include three pools, two tennis courts, gas BBQs and direct access to the popular Kapalua Coastal Trail. This luxe one-bedroom townhome with designer touches throughout is a perfect spot for a honeymoon or romantic getaway.