
Vacation rentals with a pool in Kaanapali
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kaanapali
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

180* Oceanfront View w/ AC! Remodel+2Pools+Clean
We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio w/ AC. Sleep 30' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS & hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Close to Kaanapali, Kapalua, groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

Mahana at Kaanapali- Beachfront Walkout Jewel
Maui Gov’t Approved Short Term Rental - Hotel District- Direct beach access with ground floor spacious lanai. Unreal views from this one bedroom, one sofa bed ground level entry, beachfront condo located directly on Kaanapali Beach. Central AC with LR and BR providing separate direct walkout to the lanai and 15 steps away is the beach! 75" TV, Sonos system, Apple TV, washer/dryer etc. Stocked kitchen includes coffee makers and supplies to get yourself ready for romantic dinners with the sunset!

Ka'anapali Oceanfront 1BR w/ Dream-views & AC!
This serene beachfront retreat is located along the Kaanapali coast, less than 50' from the beach and waves. The unit offers a whole lot of Aloha, with unobstructed views of an expansive crystal blue-green ocean, crashing waves, swaying palm trees, adjacent islands, starry skies and sea life (sea turtles and monk seals all year long, migrating humpback whales from late Dec through April). The interior is clean, nicely appointed, & has lots of amenities to make your stay comfortable & enjoyable.

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH
Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & centrally located next to the Montage Resort. Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi
Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.

MKV Beach Resort Ka'anapali - Ocean & Sunset Views
Note... MKV resort charges $35 per day due at check in. Beautifully updated spacious studio with ocean view. Amazing sunsets and whale watching are found here. Features new modern furniture, fresh paint and new decor throughout. MKV has direct beach access, two swimming pools, hot tubs, spa, gym, shuffleboard, outdoor BBQ's and Castaway's ocean front bar & grill. Parking is super convenient & free. Free trolly rides to Whalers village and Ka'anapali restaurants, markets and golf courses.

Kaanapali Fairway Vista - Legal STR Hotel Zoned
Escape to a Slice of Paradise – Where the Fairway Meets the Ocean. This beautifully appointed condo offers the best of Kaanapali living, featuring a prime golf course front position with serene, sweeping views and a sparkling partial ocean view that will take your breath away. Wake up to the sight of golfers setting off on the world-renowned Kaanapali Golf Courses. In the afternoon, relax on your private lanai and watch the sunset paint the Pacific Ocean in hues of gold and orange.

WOW! What a view! Ka’anapali condo w/AC, King Bed!
Enjoy the relaxing, peaceful Maui vacation you have been dreaming of! Maui Kai #202 greets you with breathtaking ocean views as soon as you open the door! You’ll love being right on the ocean in this recently updated studio condo at Maui Kai. You're so close to the ocean, you'll feel like you're on a cruise (without the swaying of the ship!). Let your troubles melt away with each crashing wave… Note: This is a permitted vacation rental located in the “hotel zone”.

Oceanfront Bliss. Affordable Million Dollar Views!
We would love to share our oceanfront Maui home with you. Our condo is located about 10 feet from the water's edge with incredible views. It includes free Wi-Fi, and free parking (price is all inclusive). It is located minutes from Kaanapali, Napili, and Kapalua. Close to world class restaurants, shopping, nightlife, golf, and beaches. Proudly owned and hosted by our Ohana (Family). P.S. Our home is zoned as a hotel. No rental restrictions.

Sunsets and Turtles and Whales, Oh My!
Spectacular ocean views Whales and turtles galore(whale season Nov-March) Great snorkeling Gorgeous landscaping Pool, grills, shuffleboard, laundry, and huge sundeck Pristine beaches, grocery stores and world class shopping nearby Sleek and modern Maui hale Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevator and luggage carts Free parking

Stunning! Oceanfront! Remodeled! Winter Specials!
Beautifully remodeled unit with granite counters and upscale appliances. King Bed! Bosch Washer/Dryer. Remodeled bath with walk in shower. Custom touches throughout unit. All Tile flooring! A/C in living area and Bali inspired ceiling fans in all rooms! Kaleialoha #207 Maui is open and ready for tourists! West Maui Welcomes You Back!. Our communities of Kaanapali, Honokowai, Kahana, Napili, and Kapalua; we all welcome you.

Amazing Ocean Views from 8th Floor! No Resort Fees
** NO RESORT FEES ** The Mahana on Kaanapali Beach is a beachfront resort that offers a prime location, close to many great shops and restaurants. Enjoy the peacefulness and privacy of this tropical resort. Unit 802 is high above the palm trees, for an unobstructed Ocean view overlooking neighboring islands of Molokai and Lanai. Perfect for whale watching or relaxing on the daybed on the lanai.
Popular amenities for Kaanapali rentals with a pool
House rentals with a pool

Mahalo Pono @ Ka'anapali Royal

Oceanfront Loft Condo | Sunset views | Parking

Luxurious and Spacious 2BD Kaanapali Condo

Newly Remodeled Cottage

Oceanfront Studio w/ Beach Access and Pool!

International Colony Club 20 Remodeled 2BD Pool AC

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!
Condo rentals with a pool

Gorgeous Oceanfront View, Kahana/Napili, West Maui

Ocean Views- Beachfront- Steps to a Sandy Beach!

Direct Waterfront, Air conditioned, Amazing Views!

Maui Kaanapali Oceanfront Penthouse, Aloha Getaway

Tropical island decor meets Oceanfront views

Condo in Lahaina, New Remodel, Amazingly Peaceful

Maui El Dorado Kaanapali Beach Studio - G204

Aloha Ocean View Studio Papakea Winter Specials
Other vacation rentals with a pool

Maui Resort Rentals: The Whaler 1061

Oceanfront penthouse - stunning view!

Turtles & Tales: Luxe Beachfront w/AC & Ocean view

Oceanfront King Bed Renovated Maui Kai Condo MK806

NEW Ocean Front Condo w Amazing Views

Best Papakea Oceanfront *No resort fees* Unit A106

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Ocean View Condo with Beachfront Cabana for Guests
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 354 | € 367 | € 389 | € 388 | € 345 | € 446 | € 456 | € 452 | € 345 | € 280 | € 295 | € 349 |
| 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 |
Quick stats about vacation rentals with a pool in Kaanapali

Total vacation rentals
Explore 4,230 vacation rentals in Kaanapali

Nightly prices starting at
Kaanapali vacation rentals start at € 9 per night before taxes and fees

Verified guest reviews
Over 42,900 verified reviews to help you choose

Family-friendly vacation rentals
2,090 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
2,770 properties have a dedicated workspace

Wi-Fi availability
4,220 of Kaanapali vacation rentals include wi-fi access

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

4.8 Average rating
Kaanapali stays are highly rated by guests—averaging 4.8 out of 5!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Kepuhi Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Polo Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Big Beach
- Ulua Beach
- Haleakala National Park
- Whalers Village
- Maui Arts & Cultural Center
- Peahi
- Maui Vista Condominium
- Maui Sunset
- Aston Mahana at Kaanapali
- Kahana Beach
- Black Sand Beach




