Maui, HI Vacation House Rentals with Private Swimming Pool

Compare 16,442 available oceanfront holiday vacation home properties, starts from $40

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ACCOMMODATION TYPES

Maui, HI Vacation House Rentals with Private Swimming Pool: Top Deals

Loft style two bedroom condo
Condo · 4 Guests · 2 Bedrooms
Loft style two bedroom condo
4.4 (62 reviews)
This Condo is a loft style two bedroom condo located in Maui Vista, Hawaii. It can sleep up to 4 people and does not allow pets. Nearby popular restaurants include the Ka'ana Kitchen, Monkeypod Kitchen by Merriman, and Hula Grill Ka'anapali. Popular activities include visiting Lahaina Harbor, snorkeling at Molokini Crater, and exploring Haleakala National Park. Popular trails nearby include the Waihee Ridge Trail and the Kapalua Coastal Trail.
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$195 /night*
Kihei Kai Nani ***CLEAN*** New Remodel Deluxe Unit Close to Ocean!
Condo · 6 Guests · 1 Bedroom
Kihei Kai Nani ***CLEAN*** New Remodel Deluxe Unit Close to Ocean!
4.9 (45 reviews)
This Condo, Kihei Kai Nani, is a newly remodeled deluxe unit located close to the ocean in Kihei, Hawaii. Popular restaurants nearby include the 5 Palms Restaurant and The Fish Market Maui. There are many fun activities in the area such as snorkeling, stand-up paddle boarding, whale watching, and surfing. Additionally, there are numerous trails in the area for hiking and exploring. This condo can sleep up to 6 people and pets are not allowed.
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$149 /night*
Kihei Akahi Updated Condo with a View!
Condo · 4 Guests · 1 Bedroom
Kihei Akahi Updated Condo with a View!
4.9 (20 reviews)
This Condo, Kihei Akahi Updated Condo with a View!, is located in the heart of Kihei, Maui. Nearby popular attractions include Kalama Park and Cove Beach, where visitors can enjoy swimming, paddle-boarding, and snorkeling. There are also many nearby restaurants such as 808 Bistro, Mana Food Bar, and Coconut's Fish Cafe. Hiking trails such as the Waihee Ridge Trail and the Kuihelani Highway Nature Trail are also within close proximity to the condo.
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$149 /night*
Maui Dream - Remodeled Ocean View Penthouse, Steps to World Class Beach
Condo · 6 Guests · 2 Bedrooms
Maui Dream - Remodeled Ocean View Penthouse, Steps to World Class Beach
4.6 (95 reviews)
This condo, Maui Vista - #1402, is a luxurious ocean view penthouse located in Maui. It can sleep up to 6 people and is just steps away from a world class beach. Nearby popular restaurants include The Fish Market Maui, Koa's Seaside Grill, and Capische?; activities such as Lahaina Harbor and Wailea Beach; and trails like Waihe'e Coastal Dunes & Wetlands Refuge Trail and Waihee Ridge Trail.
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$325 /night*
Paradise is Calling....So is the Sun, Sand, Sea & Tropical Breezes
Condo · 5 Guests · 2 Bedrooms
Paradise is Calling....So is the Sun, Sand, Sea & Tropical Breezes
4.9 (42 reviews)
This Condo is located in Kihei, Hawaii and offers an idyllic beachfront paradise. It can sleep up to 5 people comfortably and has access to the nearby popular restaurants such as Five Palms Restaurant & Bar, Moose McGillycuddy’s Kihei, and Kihei Caffe. There are also many outdoor activities and trails available such as Kalama Park, Kamaole Beach Park III, and Wailea Coastal Trail.
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$195 /night*
Ekahi 6A-Open to Visitors/Close to the Beach & Pool
Condo · 4 Guests · 1 Bedroom
Ekahi 6A-Open to Visitors/Close to the Beach & Pool
4.9 (15 reviews)
This Condo is located in Maui, Hawaii and is the perfect getaway for up to 4 people. It is situated close to the beach and pool, making it the ideal spot for a relaxing vacation. Popular nearby restaurants include Cafe O'Lei Kihei, 808 Bistro, and Sansei Seafood Restaurant & Sushi Bar. Other activities in the area include whale watching tours, hiking trails such as La Perouse Bay Trail, and Big Beach Park.
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$325 /night*
Romantic, Luxury, Maui Getaway - Fully Remodeled in Sept 2019
Condo · 2 Guests · 1 Bedroom
Romantic, Luxury, Maui Getaway - Fully Remodeled in Sept 2019
5.0 (1 review)
This luxurious Condo is located in Wailea, Maui and is perfect for a romantic getaway. It has been fully remodeled in September 2019 and can sleep up to two people (no pets allowed). Popular nearby restaurants include Grand Wailea Resort & Spa's Humuhumunukunukuapua'a restaurant, Alanui Cafe, and Nick's Fishmarket Maui. There are also plenty of activities and trails in the area, such as Makena Beach State Park, Wailea Blue Golf Course, and Wailea Coastal Trail.
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$295 /night*
$139 HIGH SEASON SPECIAL!!!! Beautiful Condo with ocean view.
Condo · 4 Guests · 1 Bedroom
$139 HIGH SEASON SPECIAL!!!! Beautiful Condo with ocean view.
4.6 (19 reviews)
This Condo is located in Kihei Akahi, a beautiful and popular spot on the island of Maui. This condo offers stunning ocean views and can sleep up to four people. Nearby attractions include the Kalama Park beach, Wailea Beach, and the Kealia Pond National Wildlife Refuge. Popular restaurants nearby include Three’s Bar & Grill, 808 Bistro, and Monsoon India Cuisine. There are also many trails for hiking and biking such as the Makena State Park Trail, Olowalu Petroglyphs Trail, and Waihe’e Ridge Trail.
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$140 /night*
Romantic, Elegant, Sensual Retreat!
Condo · 2 Guests · 1 Bedroom
Romantic, Elegant, Sensual Retreat!
5.0 (120 reviews)
This luxurious Condo, The Palms At Wailea, is situated in the beautiful Wailea area on the island of Maui. It offers a romantic, elegant and sensual retreat for two people with easy access to popular attractions such as Ulua Beach Park, Mokapu Beach Park, Wailea Coastal Walk, Wailea Beach Path and Wailea Golf Club. Nearby restaurants include Gannon's Restaurant & Bar, Nick's Fishmarket Maui, Monkeypod Kitchen and Longhi's Wailea.
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$295 /night*
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Which Price Range Is Considered As A Good Deal in Maui, HI Area?
Vacation Condo & House Rental Price Information in Maui, HI
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The graph shows the percentages of vacation homes in each price bucket. Maui has the largest percentage (24.50%) of homes in $150 - $200 price range.
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How Many Accommodations Are Not Pets Friendly in Maui, HI?
Pets Allowed vs Not Allowed in Maui, HI
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0.68% of vacation homes in Maui are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
What water activities are available near Maui, HI?
Water Activities in Maui, HI
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Maui offers a variety of water related activities for those looking to explore the beach and ocean. From snorkeling and scuba diving to stand up paddleboarding and kitesurfing, visitors can find something that suits their interests.

  • Snorkeling: Explore the underwater world with a mask and fins.
  • Scuba Diving: Dive deep into the depths of the ocean and experience marine life firsthand.
  • Stand Up Paddleboarding: Take a stand-up paddleboard out on the open waters of Maui.
Best Tourist Attractions in Maui, HI?
Suggested Places To Visit in Maui, HI
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Which Airports Should I Choose To Get To Maui, HI?
Top Airports in Maui, HI
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3 airport(s) close to Maui are:

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