
Home rentals with a pool near Kaanapali Beach
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Top-rated rentals with a pool near Kaanapali Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Eldorado Beach Resort Ka’anapali - Whalers Village
Eldorado resort charges a one time $65 plus $22 per day resort fee at check in. Maui Eldorado resort # K110 is a beautifully remodeled studio suite with a privacy wall that sleeps 4 comfortably. K110 has a fully equipped kitchen, AC, new washer & dryer and remodeled bathroom suite. Eldorado's beach cabana provides everything needed for an amazing day at the beach and fronts the nicest stretch of beach in all of Ka'anapali. Amazing Whalers Village restaurants & shops are an easy 5 minute walk.

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.

Kaanapali Cottage ICC 29 Indoor/Outdoor Living
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.

Rare 2 King Suites•Oceanfront•Watch Whales&Turtles
Wake up to whales, sea turtles, and breathtaking direct ocean views from our newly renovated ninth-floor retreat at Valley Isle Resort. Our rare one-of-a-kind condo features two spacious king suites—the only floor plan of its kind at the resort—making it ideal for romantic getaways, two couples, or families. Snorkel at Kahana Beach just steps away, watch unforgettable sunsets over Molokaʻi, and experience Maui from a home thoughtfully renovated by our family with comfort and aloha in mind.

Maui Full Oceanfront Paradise
Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.

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.

Soothing Waves with 180° View In Kahana, HI
Valley Isle Resort 306 We are located beachfront with an amazing view of the ocean and sunset. We can look right down into the water and watch the turtles swimming. We offer a full kitchen including poolside barbecue grills. Within a block of our Resort are several restaurants and bars. Our condo has a comfy queen-size wall bed along with a small sofa bed. We offer a well stocked kitchen. The ambiance is soothing and relaxing. Our place is good for couples and solo adventurers.

GORGEOUS Newly Remodeled Kaanapali Condo AVAIL !!!
Our NEWLY RENOVATED HOME is located in the prestigious community of Kaanapali, Maui in an exclusive gated community with pool and tennis. Overlooking Whaler's Village and the beautiful 16th fairway of Kaanapali Golf Resort. Our home is close to beach, restaurants, dining and family friendly activities. You'll love our home because of the neighborhood, the comfy bed, the coziness and the kitchen. Awesome for families, couples, solo adventurers and business travelers.

Beachfront Resort, Peaceful Mountain View Studio
Come stay at Lahaina Shores 506: - Oceanfront Building: Direct access to a sandy beach, pool, and hot tub just steps from the lobby - Mountain Views: Wake up to stunning sunrises from your 5th-floor lanai - Sunny & Clear: West Maui averages ~290 sunny days/year! - Amenities Nearby: Minutes drive to open spots like the Cannery Mall, Lahaina Gateway Center, & classic restaurants - West Maui: Only ~35 mins from the airport Note: Car recommended to explore the island

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
A legal short term rental! 1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $9/day for useage.

Stylish Love Hideaway, Maui Kaanapali Oceanfront
Oceanfront studio in one of a kind boutique condominium, on world famous Kaanapali Beach. Wake up to a breathtaking oceanview, take it all in from spacious lanai, fall asleep to the sound of the ocean every night Located on the 3rd floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing

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.
Popular amenities for rentals with a pool near Kaanapali Beach
House rentals with a pool

Beautifully Remodeled 3 Bedrooms/2Bathrooms

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Exceptional Upcountry Villa, breathtaking views!

Kula Jewel - Pool, Hot Tub & Awesome Views!

Studio Kaanapali Beach, Beach Cabana, Jacuzzi, Gr

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Condo rentals with a pool

Oceanfront Condo at Napili Bay | Newly Refreshed

Fresh Reno on 8th Floor Studio - Amazing Views

Luxury Condo Near Whalers Village

Mahana 1015 - Luxury Oceanfront Condo (1bd/2ba)

Maui Oceanfront Dream View!

Napili Bay Oceanview Resort Hideaway

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

Sunsets and Turtles and Whales, Oh My!
Other holiday rentals with a pool

Mahana at Kaanapali- Beachfront Walkout Jewel

Ocean View steps from beach, dining, shopping 723

Ocean View Condo with Beachfront Cabana for Guests

2BR/2BA | @ Alii Beachfront Resort | Sleeps 8

Ocean View Kaanapali Shores Condo | Pool & Beach

Spacious Island Condo on Top-Voted Beach

Remodeled Lux Oceanview resort condo, AC, & more

Guest Favorite: Beachfront AC, Seals, Honu & Surf
Quick stats about rentals with a pool near Kaanapali Beach

Total holiday rentals
Explore 470 holiday rentals in Kaanapali Beach

Nightly prices starting at
Kaanapali Beach holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 3,060 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wi-Fi availability
470 of Kaanapali Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Kaanapali Beach rentals

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





