
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 ✔

A.R.A Retreats: The Molokini
FULLY Renovated Summer 2023! Nicknamed “Molokini” this condo has stunning ocean view front and center of Molokini, you can witness multiple humpbacks jumping and playing during whale season from the comfort of your own private lanai. This condo is located in Wailea Ekolu in the well-known luxury resort community of Wailea. It offers a beautiful space for you to unwind after you spend all day taking in the sunshine around the island. Sit and enjoy your coffee whilst taking in our amazing views

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack
Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, steps to the ocean & walking distance to 2 beaches. Ka Hale Aloha will make you feel like you’re truly living the island life. * Check us out on IG at @thoughtfulstays

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.

Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Our condo is not suitable for children or infants.

Spectacular views, prime location Kapalua, Maui.
Prime Kapalua location this stylish, romantic two-level villa offers elevated panoramic ocean views. Wake in a luxurious California King bed to stunning Pacific sunrises and fall asleep to the soothing sound of ocean waves. Relax on your private upstairs lanai or spacious patio and take in the breathtaking views. Walk to beaches, scenic trails and dining. Peaceful, magical- your perfect Maui escape. A/C on both levels and bright, airy interiors, this villa is a tranquil upscale Maui retreat.

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.

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.

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.
Popular amenities for rentals with a pool near Maui
House rentals with a pool

Maui direct ocean front . Super private

Oceanview Townhome • Modern • 2 Min Walk to Beach!

Stunning ocean view Villa, Heated pool, Wailea

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

Oceanfront Paradise with Pickleball gear!

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Condo in Kihei 2 BR - 2 bath Condo

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

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

Absolute Beachfront with Million-Dollar Views!

Oceanfront Resort, Peaceful Mountain View Studio

Oceanfront Condo at Napili Bay | Newly Refreshed

Kapalua, luxe, ocean view, beach, spa, golf/tennis

Stylish Love Hideaway, Maui Kaanapali Oceanfront

Fresh Reno on 8th Floor Studio - Amazing Views

Top Floor OceanFront Remodel I Menehune Shores 612
Other holiday rentals with a pool

Jasmine Suite Farm Stay in Haiku on Road to Hana

Luxurious Wailea Ocean Vistas

Oceanview Maui Condo, Turtles, Whales, Rainbows

Wailea Resort studio suite

Whales Watch Maui Oasis: Lux | Beachfront | AC

Luxury Vacationing Modern Condo Sept Specials $320

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

Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
Quick 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

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

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!
Destinations to explore
- Resort rentals Maui
- Boutique hotels Maui
- Private suite rentals Maui
- Family-friendly rentals Maui
- Townhouse rentals Maui
- Apartment rentals Maui
- Mansion rentals Maui
- Flat rentals Maui
- Rentals with breakfast Maui
- Holiday home rentals Maui
- Bed and breakfasts Maui
- Hotel rooms Maui
- Pet-friendly rentals Maui
- Serviced apartment rentals Maui
- Cottage rentals Maui
- Beach apartment rentals Maui
- Waterfront rentals Maui
- Rentals with beach access Maui
- Guest house 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
- Farm stay rentals Maui
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Polo Beach
- Maui Vista Condominium
- Kapalua Bay Beach
- Honolua Bay
- Big Beach
- Black Rock Beach
- Haleakala National Park
- Black Sand Beach
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kihei Kai Nani
- KOA Resort
- Kamaole Beach Park II
- Maui Arts & Cultural Center
- Aston Mahana at Kaanapali
- Maui Ocean 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
- Museums United States
- Dining 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





