
Holiday rentals with a pool in Kaanapali
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Top-rated rentals with a pool in Kaanapali
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3 Min to Beach, King Bed and Beach Gear
- Walk across the street to beautiful, uncrowded Kahana Beach - Beach chairs, cooler and umbrella included - See sea turtles, breaching whales swimming in the ocean - Close to Ka'anapali and Kapalua golf courses - A/C in bedroom and living room - King size bed and queen sleeper - Smart Cable TV, stereo - Walk to groceries, restaurants, and bars - Fast WiFi - Fully renovated condo with great mix of locals and vacationers - Popular restaurants Miso Phat, Captain Jacks and Dolly's are 1 minute away

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!

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.

Oceanfront Kahana Reef Condo
Kahana Reef is a small, quiet boutique complex that has unparalleled views of the beautiful turquoise waters of the Pacific and neighboring islands, great water access for snorkeling, SUP, Kayaking or just lounging on the beach. Great cuisine, coffee and shopping are all very close to the complex and can be reached without even having to get into your car. Free on-sight parking, elevators, BBQ's and a Pool make Kahana Reef the perfect place to call home as you explore the wonders of Maui.

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.

*Oceanfront!* Panoramic Views on Kahana Beach!
*Available for booking! Thankfully, our condo is not located in the wildfire affected area* Enjoy breathtaking panoramic views in this remodeled oceanfront corner condo located on Kahana Beach! With floor-to-ceiling windows in both the living and bedroom, gentle breezes and sunsets can be enjoyed lounging on the couch or relaxing in bed. Imagine falling asleep to the lull of ocean waves at your feet and waking to spouting whales in the background. Truly an oasis on the Valley Isle.

Direct Waterfront, Air conditioned, Amazing Views!
Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

Kapalua, luxe, ocean view, beach, spa, golf/tennis
KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

Private Napili Nest Near Beach
Tucked away, yet within minutes of Napili Bay, Kapalua resorts, golf, hiking and restaurants, Napili Nest is a private, remodeled and well-appointed end-unit studio with an A/C, balcony, peek-a-boo ocean/garden view and thoughtful guest amenities. Located in a quiet, low-density complex, this place is ideal for up to two guests seeking a peaceful getaway, living among locals. Busy nightlife fans would be happier in other parts of Maui.

Beachfront Designer Remodel/AC, 180⁰ Ocean View
Watch the Whales breach during their migration and boats sailing by while sitting up in your dreamy oceanfront bedroom with a cup of coffee! If you love the sound of the ocean, then this is the place for you. Luxuriously remodeled Island Oasis, just 15 feet from the ocean with unbeatable, 180 degrees ocean views. Super private, secluded corner unit located on the 5th floor of Valley Isle Resort in Kahana. Inside the Hotel Zone.

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

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

Oceanview • Family-friendly • Sleeps 8 • w/Parking

Go for an Ocean Swim From a Fun Beach Villa

International Colony Club 20 Remodeled 2BD Pool AC

Oceanfront Studio w/ Beach Access and Pool!

Ridge 622- Wake Up to Sweeping Ocean Views in Maui

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.
Apartment rentals with a pool

Direct Oceanfront - Spectacular 6th floor Studio

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

TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Maui El Dorado Kaanapali Beach Studio - G204

Ocean's Edge Romance: Sunsets, Whales, Views!

Oceanfront Corner Gem with Epic Views & Charm!

Spectacular Ocean Views, 1st Class, Luxury Condo
Other holiday rentals with a pool

Papakea Oceanfront A202

Maui Resort Rentals: Honua Kai Hokulani 213

Mahana 1215 Penthouse

Enjoy Balcony Sunsets in your Studio Loft Getaway!

Oceanfront King Bed Renovated Maui Kai Condo MK806

Oceanfront resort 10th floor 1 bedroom condo, AC

Ocean, Sunsets, Whales & Turtles at Honuloha

Kaanapali Shores Resort Studio #334 ~ West Maui ~
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $520 SGD | $539 SGD | $572 SGD | $570 SGD | $507 SGD | $656 SGD | $670 SGD | $665 SGD | $507 SGD | $493 SGD | $512 SGD | $612 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 |
Quick stats about holiday rentals with a pool in Kaanapali

Total holiday rentals
Explore 4,230 holiday rentals in Kaanapali

Nightly prices starting at
Kaanapali holiday rentals start at $13 SGD per night before taxes and fees

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

Family-friendly holiday rentals
2,090 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

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

Wifi availability
4,220 of Kaanapali holiday rentals include wifi 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
- Polo Beach
- Hāmoa Beach
- Maui Ocean Center
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Ulua Beach
- Whalers Village
- Big Beach
- Haleakala National Park
- Black Rock Beach
- Maui Vista Condominium
- Maui Sunset
- Peahi
- Kihei Kai Nani
- Kahana Beach
- Maui Arts & Cultural Center




