
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 ✔
4.97 out of 5 average rating, 274 reviews
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.
4.98 out of 5 average rating, 125 reviews
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.
4.99 out of 5 average rating, 167 reviews
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.
4.93 out of 5 average rating, 422 reviews
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.
4.95 out of 5 average rating, 182 reviews
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.
4.99 out of 5 average rating, 160 reviews
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.
4.97 out of 5 average rating, 107 reviews
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. 🌴☀️
4.85 out of 5 average rating, 153 reviews
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
4.94 out of 5 average rating, 149 reviews
Hawaiian DreamTemple- Tropical Oasis BBPH20120004
Welcome to your "Hawaiian Dream Temple" [PERMIT- BBPH2012-0004] [TMK (2) 2-7-029: 015-0000] Our tropical bamboo 2 bedroom - 1 bathroom temple is a private house that invites you to true Maui. We are in a quiet area in upcountry, Haiku away from the hotels. You can experience the little sanctuary and hidden paradise that still exists, close to Hana and Haleakala crater. It is surrounded by tall trees, tropical flowers and lush vegetation.
4.83 out of 5 average rating, 220 reviews
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.
4.92 out of 5 average rating, 197 reviews
Oceanfront Mana Kai Penthouse..Heaven meets Earth!
Wake up to breathtaking, panoramic north-to-south ocean views from the Mana Kai’s top-floor penthouse level, just steps from Keawakapu Beach—2.75 miles of Wailea’s longest sandy shoreline at your door. Snorkel, swim, paddleboard, body surf, or watch whales from your private 200 sq. ft. lanai. This spacious 2-bedroom, 2-bath oceanfront suite sleeps four, with two king beds and a beautifully updated private bathroom for each bedroom.
4.96 out of 5 average rating, 143 reviewsPopular amenities for rentals with a pool near Maui
House rentals with a pool

Beautifully Remodeled 3 Bedrooms/2Bathrooms
4.92 out of 5 average rating, 148 reviews
Maui direct ocean front . Super private
4.93 out of 5 average rating, 621 reviews
Condo in Kihei 2 BR - 2 bath Condo
4.88 out of 5 average rating, 119 reviews
Stunning ocean view Villa, Heated pool, Wailea
4.96 out of 5 average rating, 469 reviews
3B2B w/HotTub FamilyComfort HawaiianaCharm Central
4.82 out of 5 average rating, 114 reviews
Go for an Ocean Swim From a Fun Beach Villa
4.92 out of 5 average rating, 153 reviews
Serene and Peaceful with Heated Pool
4.88 out of 5 average rating, 42 reviews
Newly Remodeled Cottage
4.99 out of 5 average rating, 76 reviewsApartment rentals with a pool

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
4.99 out of 5 average rating, 232 reviews
Oceanfront Maui - 2 King Suites, AC & Lanai
4.99 out of 5 average rating, 110 reviews
Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
4.98 out of 5 average rating, 206 reviews
Absolute Beachfront with Million-Dollar Views!
4.94 out of 5 average rating, 172 reviews
Napili Bay Oceanview Resort Hideaway
4.98 out of 5 average rating, 115 reviews
Newly Relisted! Discounted rates. No resort fees
4.88 out of 5 average rating, 169 reviews
Soothing Waves with 180° View In Kahana, HI
4.96 out of 5 average rating, 281 reviews
Chic Oceanfront Escape-Boutique Studio-Noelani 219
4.99 out of 5 average rating, 100 reviewsOther holiday rentals with a pool

Private Poolside Oasis & Ocean Views
4.84 out of 5 average rating, 530 reviews
The Aloha Cottage • Cozy 2Bedroom Maui Escape
4.88 out of 5 average rating, 113 reviews
The Whale Watch 208-Oceanfront Kihei
4.88 out of 5 average rating, 139 reviews
Jasmine Suite Farm Stay in Haiku on Road to Hana
4.85 out of 5 average rating, 118 reviews
Kaanapali Cottage ICC 29 Indoor/Outdoor Living
4.93 out of 5 average rating, 151 reviews
Oceanfront Condo on magic Sugar Beach - Ocean View
4.93 out of 5 average rating, 221 reviews
Makani A Kai A5 beachfront, pool, a/c, w/d
4.98 out of 5 average rating, 192 reviews
Romantic, Luxury Retreat w/Ocean View-Couples Only
4.99 out of 5 average rating, 199 reviewsQuick stats about rentals with a pool near Maui

Total holiday rentals
Explore 11,620 holiday rentals in Maui

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

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Family-friendly holiday rentals
5,700 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

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

Wifi availability
11,320 of Maui holiday 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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