
Home rentals with a pool near Maui
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Maui
Guests agree: these stays are highly rated for location, cleanliness, and more.

Private Hot Tub + Pool Access + AC - Star Lookout
Dreaming of the perfect jungle honeymoon hideaway or retreat? Set amidst a mature coconut grove, (with your own hammock) this private cottage puts you in a romantic world of your own. We have that 'away-from-it-all' feeling but it's only a 20 minute drive to beaches and fabulous restaurants! A perfect romantic hideaway or artist's retreat! ☞ ★Jump Start to The to the Road to Hana! ✔ ☞ ★NEW COLD CENTRAL AC ✔ ★Private Hot Tub ✔ ★Swimming Pool ✔ ★King Bed ✔ ★Sunrise View ✔ ★Outdoor Shower ✔

Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.

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.

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.

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.

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.

Kihei Condo: Steps from Beach & Yummy Eats!
✨ Your Maui Escape Awaits! 🌺 Nestled in the heart of Kihei, our condo is just steps from Kamaole Beach Park—famous for golden sands, calm waters, and stunning sunsets. Stroll to local shops, food trucks, and restaurants, or unwind on your private lanai in true island comfort. With a central location near Haleakalā, the Road to Hana, and Twin Falls (waterfalls), this tranquil retreat is the perfect home base to savor all of Maui’s beauty, flavor, and adventure. 🌴☀️

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

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, The Resort at Kapalua Bay, 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.

3BR spacious Condo with Ocean View in top location
Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.

Oceanfront Condo at Napili Bay | Newly Refreshed
Thank you for checking out my newly refreshed OCEANFRONT condo located at the charming Napili Shores resort! ✨ FRESH LOOK, NEW COMFORT ✨ We’ve just given the entire condo a complete update! Enjoy brand-new modern furniture, freshly painted walls, and thoughtfully upgraded fixtures throughout. The entire home feels clean, bright, and beautifully refreshed—offering you an elevated, relaxing space for your ultimate Maui retreat.
Popular amenities for rentals with a pool near Maui
House rentals with a pool

Maui direct ocean front . Super private

Condo in Kihei 2 BR - 2 bath Condo

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Oceanview Townhome • Modern • 2 Min Walk to Beach!

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

Stunning ocean view Villa, Heated pool, Wailea

Newly Remodeled Cottage

Luxe 3BR Pualei Beach House Retreat
Condo rentals with a pool

Absolute Beachfront with Million-Dollar Views!

Napili Bay Oceanview Resort Hideaway

Oceanfront | Luxury View | 2 Beds

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

3BD Oceanfront Views I Menehune Shores 414

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Chic Oceanfront Escape-Boutique Studio-Noelani 219

Mana Kai Palms Oceanfront Condo: Keawakapu Beach
Other vacation rentals with a pool

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

Jasmine Suite Farm Stay in Haiku on Road to Hana

Private Poolside Oasis & Ocean Views

The Whale Watch 208-Oceanfront Kihei

Hawaiian DreamTemple- Tropical Oasis BBPH20120004

Family Oceanview | Pool + Hot Tub | Private Lanai

A.R.A Retreats: Birds Eye View

Oceanfront Maui Escape for Two | Private Lanai
Quick stats about rentals with a pool near Maui

Total vacation rentals
Explore 11,620 vacation rentals in Maui

Nightly prices starting at
Maui vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 336,050 verified reviews to help you choose

Family-friendly vacation rentals
5,700 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
6,350 properties have a dedicated workspace

Wifi availability
11,320 of Maui vacation rentals include wifi access

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

4.8 Average rating
Maui stays are highly rated by guests—averaging 4.8 out of 5!
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