
Holiday rentals with a pool in Maui County
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Top-rated rentals with a pool in Maui County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

180* Oceanfront View w/ AC! Remodel+2Pools+Clean
We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio w/ AC. Sleep 30' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS & hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Close to Kaanapali, Kapalua, groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

3 Min to Beach, King Bed and Beach Gear
- Walk across the street to beautiful, uncrowded Kahana Beach - Beach chairs, cooler and umbrella included - See sea turtles, breaching whales swimming in the ocean - Close to Ka'anapali and Kapalua golf courses - A/C in bedroom and living room - King size bed and queen sleeper - Smart Cable TV, stereo - Walk to groceries, restaurants, and bars - Fast WiFi - Fully renovated condo with great mix of locals and vacationers - Popular restaurants Miso Phat, Captain Jacks and Dolly's are 1 minute away

Maui's Best - Wailea Ekahi 47A
Ekahi says it all. Don't come all the way to Maui to stay in a bargain space. Unit 47A is a one bedroom (with sleeper sofa), two-bath renovated on the ground floor. This means a larger lanai than upper units. It also means that when you step off that lanai, you step onto A LOT of grass. Our condo is a 5-minute (barefoot) walk to the most wonderful of all Maui beaches; a ten-minute walk to the shops at Wailea. Restaurants nearby. Convenient yet without the road noise.2067153903 Privacy and peace.

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.

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 & centrally located next to the Montage Resort. 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, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

Stunning Ocean Views
Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

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.

Beach studio oasis centrally located at Kihei cove
Experience the beauty of Maui at this central studio located just across the street from Kihei's renowned surf break. Step out to discover world-class beaches, delicious dining options, and boutique shopping all within walking distance. When you're not out exploring, take a refreshing dip in the pool or cook up a tasty meal on the shared grill. Relax and unwind on the spacious shared patio after a day of adventures, all while enjoying the comfort of air conditioning inside.

Walk to Beach XL 1 Bedroom w/Pool & Jacuzzi
This is your perfect getaway place right across the beach! 1 b1 b condo includes fully set up kitchen, dining area and living room, Cal King size bed, full size washer and dryer in the unit(+laundry detergent), TV, beach chairs and cooler, wifi internet, shared jacuzzi and pool. Located in North Kihei across the street from Kalepolepo Beach Park and Turtle Sanctuary. 5 minute drive to stores and shopping. Building is secluded from the road and traffic.

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

Studio w/Beach, Pool, Hot Tub, Tennis, & BBQ! 15A
Experience a tropical retreat in our newly renovated studio condo, infused with Hawaiian flair and located in a peaceful part of the complex. Just across the street from a sandy beach and ancient Hawaiian fishpond, it’s perfect for turtle spotting and enjoying stunning sunsets. Guests can relax with amenities such as a pool, hot tub, BBQ, and tennis court.

Top 5% Walk to Beach, Dining & Shops. Pool and AC
Wake up to tropical garden views and walk just steps to golden-sand Kamaole Beach, vibrant cafés, and sunset dining. This centrally located Kihei condo features stylish renovations, 1 full bathroom, a fully stocked kitchen, in-unit laundry, and all the beach gear you need. With pools, hot tubs, and free parking onsite, this is your perfect Maui home base.
Popular amenities for Maui County rentals with a pool
House rentals with a pool

Oceanfront Loft Condo | Sunset views | Parking

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Maalaea Kai 307 - Maui Prime Oceanfront

The Artists House

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.

Private Hot Tub + Pool Access + AC - Star Lookout
Condo rentals with a pool

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Sweet Upstairs Corner Ocean View Studio on Molokai

Oceanfront Bliss. Affordable Million Dollar Views!

Beautiful Maui Beach Condo Steps from the Shore!

Penthouse Island Surf Shack -AC in BR & Living Room

Cozy Retreat With Ocean Views & Luxury Amenities!

Oceanfront Spectacular Condo, New Listing

Oceanfront Corner Gem with Epic Views & Charm!
Other holiday rentals with a pool

Luxury Condo w/wide Ocean View (Palms at Wailea)!

Location! Tropical King Suite: Steps to Beach

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC

Kihei Maui Getaway

Amazing Ocean Views from 8th Floor! No Resort Fees

Stunning Ocean Views - Jan Special $265

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

High-end, On Beach, View Balcony, with Pool & BBQ!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Maui Ocean Center
- Polo Beach
- Hāmoa Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Big Beach
- Whalers Village
- Ulua Beach
- Maui Arts & Cultural Center
- Peahi
- Haleakala National Park
- Maui Vista Condominium
- Kihei Kai Nani
- Black Rock Beach
- Maui Sunset
- Kahana Beach
- PacWhale Eco-Adventures
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