Villa holiday rentals in Kaanapali

5 out of 5 average rating, 9 reviews

Fresh Pricing, Highly Rated ~ Paradise for 2

Aloha! Welcome to Hale 'Ikena Makai, pronounced Ha-lay e-ken-na ma-ki, 'Home with a View of the Sea'. This property is the original member of Platinum Maui Vacations. We include: ~Resort Shuttle ~Secured wifi / internet ~Central AC (new 2020) ~Quality Cal King bed with Clean & Fresh linens over hypoallergenic covers ~Tommy Bahama beach chairs ~Big fluffy beach towels ~Ice cooler ~Boogie boards ~24/7 on call, on island contact ~Dedicated & covered parking NO DISAPPOINTMENTS HERE ~ Always 5 Stars

4.94 out of 5 average rating, 36 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.

4.96 out of 5 average rating, 94 reviews

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!

4.84 out of 5 average rating, 89 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!

4.96 out of 5 average rating, 207 reviews

Villa in Wailuku

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.

4.9 out of 5 average rating, 41 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.

5 out of 5 average rating, 12 reviews

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

Submit your requested dates & I will check availability & respond if I can confirm this rental for you. 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. Actual villa unit is assigned at check-in and views will vary; Free self-parking

4.92 out of 5 average rating, 24 reviews

Kaanapali Beach Club "Deluxe 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

4.93 out of 5 average rating, 102 reviews

Kapalua Ridge 2012- Whale Watching Ocean Views

Special Offer! Stay 7 nights or more and enjoy one night FREE, or receive $100 off stays of 5 nights or fewer. Valid for stays now through September 30, 2025. Discount applied after booking confirmation. 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.

4.86 out of 5 average rating, 42 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