
Villa holiday rentals in Kaanapali
Find and book unique villas on Airbnb
Quick stats about villa rentals in Kaanapali

Total holiday rentals
Explore 80 holiday rentals in Kaanapali

Nightly prices starting at
Kaanapali holiday rentals start at $284 SGD per night before taxes and fees

Verified guest reviews
Over 1,600 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Kaanapali holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kaanapali rentals

4.9 Average rating
Kaanapali stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated villa rentals in Kaanapali
Guests agree: these villas are highly rated for location, cleanliness and more.

Maui B&B | 3 Ensuite Rooms | Steps from Beach w AC
Welcome to the newly refreshed<b> Maui Beach House Bed & Breakfast</b>, a<b> boutique ocean-view retreat </b>directly across from the beach in West Maui. <b> ✔ Enjoy sights of Moloka’i and Lana’i ✔ Incredible sunset views with Whale watching (Seasonal) ✔ Daily breakfast ✔ Beach across the road ✔ BBQ grill w ocean views ✔ Free Parking </b>Start your mornings with a light, locally inspired continental breakfast featuring fresh fruit, homemade banana bread and smoothie bowls with local granola.

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!

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

Stunning Maui Villa/ Kapalua HI
Stunning completely remodeled West Maui villa just steps away from the beach and a short hike along the scenic Coastal Trail to Kapalua Bay featuring some of the best snorkeling Maui has to offer! Beautiful white sand beaches and breathtaking views are just part of the allure of the Kapalua resort. This exclusive gated ocean front community features 3 swimming pools, tennis courts & 2 championship golf courses. Just outside your front door discover snorkeling, cliff jumping & paddle boarding!

•The Maui Beach Villa• Parking at Private Entry•
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.

The Blue Door on Church Street | Vintage One Bedro
Stay in a restored 1929 plantation-style retreat at The Blue Door on Church Street in historic Wailuku. This private one-bedroom space features a king Helix bed, queen memory foam sleeper sofa, high ceilings, original wood details, kitchenette, rainfall shower, soaking tub, AC, fast WiFi, Smart TV, parking, and access to a shared infrared sauna. Walk to cafés, restaurants, shops, yoga, and the ʻĪao Theater, or drive minutes to ʻĪao Valley, beaches, hikes, and Maui adventures.

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!

One of Our Best ~ Gorgeous Ocean Front!
Welcome to another exclusive member of Platinum Maui Vacations; "Hale O Ho'okipa" which translates 'House of Hospitality'. We include: ~NEW Central AC in 2022 ~Secured internet ~Local and long distance phone service to US mainland and Canada ~2 King beds with hypoallergenic covers ~Beach chairs ~Beach towels ~Ice cooler ~Boogie boards ~24/7on island contact lives close by ~Restaurant recommendations from locals point of view ~Free Parking, NO DISAPPOINTMENTS HERE!

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

Luxury Oceanview Wailea Retreat with Sunset Views
Escape to Hōkū Hale, a serene oceanview retreat in the heart of Wailea. This designer oasis offers modern comforts, a private lanai with stunning ocean views, on the fairway of a private golf course. Walk to world-class beaches, dining, golf or relax in a peaceful, breezy, tropical setting. Perfect for large families and groups seeking upscale luxury and the best of Maui.

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.

Kapalua Ridge 2422. Luxurious remodeled townhouse!
Kapalua Ridge Villa 2422 offers panoramic ocean, island and golf course views, beautifully remodeled interiors, and a spacious private lanai for relaxed indoor-outdoor living. Set within the peaceful Kapalua® Resort, it’s just a short walk to world-class beaches, golf, dining and scenic coastal trails.
Popular amenities for villa rentals in Kaanapali
Private villa rentals

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

Ridge 2214: Ocean Views Maui Dreams are Made of!

Kapalua Ridge 412- Stunning Ocean and Island Views

Ridge 2423-24: Spacious, Luxury Ocean View Retreat

Ka'anapali Beach Club "Ocean View"

The Blue Door on Church Street | Spacious Two Bedr

Kaanapali Beach Club "Scenic View"

Ka'anapali Beach Club "Ocean View"
Luxury villa rentals

Spectacular 3/3 Ocean view Villa with AC, pool

Ridge 1711- Unparalleled luxury Meets Ocean Views!

One of the Best Panoramic Ocean Views in Complex

Reduced July & August ~ Popular Ocean Front

Kapalua Ridge 1915- Platinum Ocean View Villa

Spacious, Comfy & Clean ~ Platinum Maui Vacations

Ridge 1614- Platinum Villa w/ Stunning Ocean Views

Kihei Villa: Pool, Near Ocean & Garden Views
Villa rentals with a pool

Ridge 2511- Luxury Townhouse w/Endless Maui Views

Ridge 2412- Ocean Views & Expansive Lawn Retreat

Ridge 622- Wake Up to Sweeping Ocean Views in Maui

Ridge 1712- Ocean View w/Platinum Interiors!

Kapalua Ridge 1623- Endless Ocean & Coastal Views

2 Tickets to Paradise ~ One of Our Best, 5 Stars

Kapalua Bay 29B4 Refined Oceanfront Living with Mo

Luxury Ocean/Island View Kapalua Ridge 2914
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,112 SGD | $1,065 SGD | $1,096 SGD | $872 SGD | $806 SGD | $873 SGD | $1,019 SGD | $910 SGD | $766 SGD | $752 SGD | $766 SGD | $866 SGD |
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C |
Destinations to explore
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- Villa rentals Maui County
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Polo Beach
- Kapalua Bay Beach
- Honolua Bay
- Maui Vista Condominium
- Kepuhi Beach
- Big Beach
- Old Lahaina Luau
- Black Rock Beach
- Haleakala National Park
- Black Sand Beach
- Ka'anapali Golf Courses
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- KOA Resort
- Hāmoa Beach
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Peahi





