
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 ✔

Groovy bright condo 2 bed / 2 bath South Kihei
Enjoy our home away from home! Bright Groovy Beach Condo offers you a naturally lit and engaging space to relax with two bedrooms each with their own en suite bathrooms (4th bed is the pull out sofa bed in the living room). Enjoy your morning coffee on the lanai and listen to the birds. Haleakala Shores is located 300 meters from world famous Kamaole Beach III. You are also located within a casual stroll (or snorkel or paddle board) north to Kamaole Beach II, I and finally Charley Young Beach.

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.

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.

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei. Our condo is designed with a modern surf feel in mind, welcome to the beach! If you enjoy Wailea's 5 star resorts right down the beach, but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best PM in Maui, Tracy O'Reilly to take amazing care of you!

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.

Napili Bay Oceanview Resort Hideaway
Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

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

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.

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 Maui
House rentals with a pool

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Maui direct ocean front . Super private

Oceanfront Paradise with Pickleball gear!

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

Stunning ocean view Villa, Heated pool, Wailea

Condo in Kihei 2 BR - 2 bath Condo

Go for an Ocean Swim From a Fun Beach Villa

Studio Kaanapali Beach, Beach Cabana, Jacuzzi, Gr
Condo rentals with a pool

Lovely Oceanfront Condo with pool

Pohailani 113 - Vacation West Maui - Gorgeous w/AC

Soothing Waves with 180° View In Kahana, HI

Mana Kai Palms Oceanfront Condo: Keawakapu Beach

*Fully Remodeled* Modern Island Style*

Across Beach! Ground Floor 2 bed 2 bath, sleeps 6

Oceanfront Condo at Napili Bay | Newly Refreshed

Gorgeous 2bed/2bath Papakea Oceanview!
Other vacation rentals with a pool

Private Poolside Oasis & Ocean Views

Jasmine Suite Farm Stay in Haiku on Road to Hana

Hawaiian DreamTemple- Tropical Oasis BBPH20120004

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

A.R.A Retreats: The Molokini

Family Oceanview | Beach Walks + Sunsets

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

Chic Oceanfront Escape-Boutique Studio-Noelani 219
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 €9 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

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

Wi-Fi availability
11,320 of Maui vacation rentals include wi-fi 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!
Destinations to explore
- Resort rentals Maui
- Boutique hotels Maui
- Private suite rentals Maui
- Family-friendly rentals Maui
- Townhouse rentals Maui
- Condo rentals Maui
- Mansion rentals Maui
- Apartment rentals Maui
- Rentals with breakfast Maui
- Vacation home rentals Maui
- Bed and breakfasts Maui
- Hotel rooms Maui
- Pet-friendly rentals Maui
- Serviced apartment rentals Maui
- Cottage rentals Maui
- Beach condo rentals Maui
- Waterfront rentals Maui
- Rentals with beach access Maui
- Guesthouse rentals Maui
- Rentals with a kayak Maui
- Rentals with a hot tub Maui
- Luxury rentals Maui
- House rentals Maui
- Beachfront rentals Maui
- Villa rentals Maui
- Rentals with a sauna Maui
- Farmstay rentals Maui
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Big 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
- Peahi
- Things to do Maui
- Things to do Maui County
- Cultural tours Maui County
- Water sports Maui County
- Outdoors Maui County
- Art workshops Maui County
- Wildlife Maui County
- Things to do Hawaii
- Food tours Hawaii
- Outdoors Hawaii
- Water sports Hawaii
- Wildlife Hawaii
- Workouts Hawaii
- Cultural tours Hawaii
- Wellness Hawaii
- Landmarks Hawaii
- Art workshops Hawaii
- Tastings Hawaii
- Things to do United States
- Shopping and fashion United States
- Cultural tours United States
- Dining United States
- Museums United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





