
Home rentals with a pool near Kaanapali Beach
Find and book unique homes with a pool on Airbnb
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 beautiful 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. Whalers Village restaurants, shops and activities are a 5 minute walk,

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL
This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

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 & located next to The Resort at Kapalua Bay (formerly Montage). 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, spas, & several bays/beaches for snorkeling, surfing, & relaxing, this is the perfect home base.

Amazing Kapalua ,Stay 7 nights, only pay for 6 !
Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

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.

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.

Ocean's Edge Romance: Sunsets, Whales, Views!
Bask as you wake to the sound of the waves crashing below and the sight of pristine turquoise water and expansive rainbows. You may pinch yourself as you take it all in, thinking you are still dreaming. We are excited to be able to offer Maui Kai 807, a studio condo in the original beach front high-rise on Maui's west side. No other resort in Kaanapli will put you closer to the ocean's edge. Enjoy the sights of sunsets, turtles, dolphins, and whales (Dec-March) right from your lanai.

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.

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.

Luxury Condo Near Whalers Village
Luxury + location at an unbeatable rate. Located in the heart of Ka'anapali on the golf course behind Whalers Village. Enjoy a 10-minute walk to world-famous Ka'anapali beach or relax at the resort’s pool and BBQ area. This spacious 1,800 sqft suite features 2 bedrooms, central A/C, and elegant travertine floors. (Please note: $160 parking fee is not included in the Airbnb rate and must be paid at check-in.)

Rustic Upcountry retreat with breathtaking views!
Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property At this time we are hosting to guests 12 or older. This property is terraced so not optimal for young children. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

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

Mahalo Pono @ Ka'anapali Royal

Luxurious and Spacious 2BD Kaanapali Condo

Newly Remodeled Cottage

Go for an Ocean Swim From a Fun Beach Villa

Oceanfront Napili Shores ~AC

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja
Condo rentals with a pool

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

Soothing Waves with 180° View In Kahana, HI

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

GORGEOUS Newly Remodeled Kaanapali Condo AVAIL !!!

Whales Watch: Lux Beachfront-180° Ocean views-AC!

Oceanfront Resort, Peaceful Mountain View Studio

Comfort and views near best beaches on Maui

Panoramic Views right on a Sandy Swimmable Beach
Other vacation rentals with a pool

Marriott’s Maui Ocean Club 1 bedroom suite

Mahana 1215 Penthouse

Maui Resort Rentals: The Whaler 1061

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

Incredible Fully Renovated -Top Floor Villa - D303

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack

Ocean View Condo with Beachfront Cabana for Guests

Whaler 1115 Sunny 11th Floor Studio
Quick stats about rentals with a pool near Kaanapali Beach

Total vacation rentals
Explore 470 vacation rentals in Kaanapali Beach

Nightly prices starting at
Kaanapali Beach vacation rentals start at G$2,089 GYD per night before taxes and fees

Verified guest reviews
Over 2,860 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
470 of Kaanapali Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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
- Kamaole Beach Park II
- Lahaina Beach
- Kepuhi Beach
- Honolua Bay
- Polo Beach
- Wailea Beach
- Kapalua Bay Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Hāmoa Beach
- Ulua Beach
- Black Rock Beach
- Old Lahaina Luau
- Big Beach
- Maui Vista Condominium
- Black Sand Beach
- Whalers Village
- Haleakala National Park
- Maui Sunset
- Peahi
- Maui Arts & Cultural Center
- Kihei Kai Nani
- Kahana Beach




