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Haleakala Vacation Rentals

Experience the awe-inspiring beauty of Haleakala National Park by staying in one of our curated vacation rentals nearby. Whether you're planning to witness the breathtaking sunrise from the summit or explore the park's diverse landscapes, our accommodations provide the perfect base for your Maui adventure.

Choose from a variety of lodging options, including charming cottages nestled in lush surroundings, modern condos with stunning views, and cozy cabins that offer a rustic retreat. Many rentals feature amenities such as fully equipped kitchens, private lanais, and easy access to hiking trails and local attractions.

Explore the unique ecosystems of Haleakala, from its volcanic crater to the serene Kipahulu district with its waterfalls and bamboo forests. After a day of exploration, return to the comfort of your vacation rental to relax and rejuvenate.

Ready to embark on an unforgettable journey? Browse our listings below to find the ideal Haleakala vacation rental that suits your needs and preferences.

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Charming North Shore Maui Home near Haleakala

Discover your ideal Maui getaway in our tranquil North Shore residence, perfect for families or couples. This charming 800 sq ft home offers a tropical beach vibe with modern updates and comfortable amenities.
Situated within walking distance to a local coffee shop and small grocery, our home provides easy access to Maui's renowned Road to Hana and Haleakala.

• 2 bedroom
• 1 bathroom
• Sleeps 5

Hawaii> Haiku

from $407 

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Stunning Maui Ocean View Condo with Private Beach

Immerse yourself in the breathtaking beauty of Maui from this stunning ocean-view condo. The lanai offers spectacular sunrises over Haleakala, and daily visits from turtles feed just steps from your door. During whale season, catch glimpses of Humpback Whales, with binoculars provided for closer viewing.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Wailuku

from $431 

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Ocean View 1BR at Sugar Beach Resort Maui

Discover the perfect Maui escape at our beautifully maintained 1-bedroom condo in Sugar Beach Resort. Located on the 4th floor, this unit offers stunning ocean views of Kahoolawe and Molokini, and is ideal for a relaxing getaway. The condo boasts island-style decor, luxury vinyl plank flooring, and modern furnishings, including a platform bed with a Simmons Beautyrest mattress, ample storage, and a full-size stacking washer and dryer for convenience.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kihei

from $243 

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Modern Maui Vacation Home with Ocean and Mountain Views

Experience the perfect Maui getaway in this beautifully remodeled condo, featuring new flooring, a luxurious Hawaiian bedroom set with a firm Beauty-rest mattress, and modern amenities. The condo offers a serene oceanfront setting, where you can enjoy the soothing sound of waves every night and stunning sunrises over Haleakala from your lanai.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Wailuku

from $455 

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Haleakala Cottage at Huelo Point Lookout Maui

Welcome to Haleakala Cottage at Huelo Point Lookout, your perfect base for exploring Maui's stunning north shore and the iconic Road to Hana. Nestled amidst lush gardens and organic orchards, this cozy cottage offers tranquility and comfort for a memorable Hawaiian getaway.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Haiku

from $518 

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Ekahi 33E Ocean View Condo with Garden & Haleakala

Experience the exceptional charm of Ekahi 33E, a beautifully renovated condominium offering breathtaking views of the ocean, lush greenbelt, and Haleakala. Located in Ekahi's lower village, it's just a short stroll to the main pool and Keawakapu Beach, making it an ideal spot for beach lovers and outdoor enthusiasts.

• 1 bedroom
• 3 bathroom
• Sleeps 2

Hawaii> Kihei

from $516 

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Maalaea Kai 212 Oceanview Remodeled Condo

Discover this beautifully renovated second-floor unit at Maalaea Kai, offering breathtaking panoramic views of Maalaea Bay, the majestic Haleakala volcano, and the sparkling Kihei lights at night. The condo exudes the spirit of Aloha with tasteful decor and modern comforts, including a portable A/C unit in the bedroom to keep you cool during your stay.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Wailuku

from $375 

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Elegant Kapalua Golf Villas with Ocean Views

Discover the charm of Kapalua with this beautifully appointed golf villa offering breathtaking ocean and sunset views. Nestled on the 10th fairway, this ground-floor condo provides easy access to five nearby beaches where you can snorkel with sea turtles, swim, paddleboard, or sunbathe.

• 1 bedroom
• 2 bathroom
• Sleeps 2

Hawaii> Lahaina

from $308 

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Mountain Guest Suite in Keokea Maui

Escape to a peaceful mountain retreat in Keokea, Maui, staying in a modern guest-suite with a private entrance and lush orchid garden. Situated at 2,860 feet elevation, this suite offers a serene getaway on the slopes of Haleakala Mountain. The neighborhood exudes friendly, local charm with nearby attractions like Grandma�s Coffee House, local galleries, a general store, and a quaint rural ambiance.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Kula

from $383 

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Charming Haiku Surf Cottage on Maui's North Shore

Welcome to our charming Haiku Surf Cottage located on Maui’s tranquil North Shore. This cozy, beautifully decorated 600 sq ft home offers an authentic Maui experience away from tourist crowds. Perfect for couples celebrating special occasions or small families seeking a peaceful retreat, the cottage comfortably accommodates up to 4 guests, including children and infants.

• 2 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Haiku-Pauwela

from $357 

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Luxury Ocean-View Maui Condo at Haleakala Shores

Discover the ultimate Maui retreat at Haleakala Shores A-302, a beautifully appointed two-bedroom, two-bath ocean-view condo located in the sought-after A Building. This meticulously remodeled unit offers a seamless blend of luxury and comfort, perfect for your island escape.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kihei

from $359 

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Maui Kamaole #J-204 Large 2 bedroom 2 bath, Partial Ocean & Haleakala Views

Maui Kamaole #J-204 is an upstairs 2 Bedroom 2 Bath ocean view condo. Equipped with a full kitchen, Cable TV/DVD, complimentary high speed Wi-Fi, a washer/dryer, and lovely partial ocean view and views of Haleakala. Maui Kamaole #J-204 is air-conditioned (wall units) and can sleep up to four guests.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kihei

from $347 

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Beachfront Condo with Ocean Views in South Kihei

Experience the ultimate Maui getaway at Haleakala Shores A-301, a beautifully renovated corner unit located on the third floor just across from the stunning Kamaole III Beach. This prime location offers unobstructed ocean views from the living room and lanai, providing a perfect setting for relaxing and enjoying the breathtaking Hawaiian sunsets.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $412 

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Luana Moana's Lanai with Ocean Views in Maui

Escape to Luana Moana's Lanai, located just 50 feet from the stunning Maui Ocean in Maalaea Bay. This tranquil retreat offers 180-degree panoramic views of the ocean, allowing you to immerse yourself in the natural beauty of the island. Feel the gentle trade winds caress your skin and soak up the warm Maui sunshine as you unwind on the lanai, watching the waves crash against the seawall.

• 2 bedroom
• 2 bathroom
• Sleeps 5

Hawaii> Wailuku

from $451 

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Haleakala Sunrise Home, Kula, Maui, Hawaii

This is a large, two story house with the owners living in part. You have a private entrance, one bedroom and full, private bathroom plus decks front and back.
Located at 2600 ft elevation on the west slope of Haleakala, this is a quiet neighborhood with great views of the ocean and the mountains.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kula

from $491 

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Haleakala Shores B509 - Maui Ocean & Mountain Views

Welcome to Haleakala Shores B509, a spacious top-floor condo offering breathtaking views of Maui's waters, West Maui mountains, and Haleakala. This inviting unit combines comfort and natural beauty, making it an ideal retreat in Kihei.

As you step inside, you'll notice the open floor plan with vaulted ceilings and large windows that flood the space with natural light.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kihei

from $352 

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Oceanfront Maui Sunset Condo with Spectacular Views

Discover our beautifully remodeled 4th-floor condo #A409 at Maui Sunset, offering stunning ocean views, Mt Haleakala, and West Maui Mountains. The condo features a fully equipped kitchen with granite countertops, custom cabinets, and new appliances, making it perfect for a comfortable stay.

• 1 bedroom
• 2 bathroom
• Sleeps 5

Hawaii> Kihei

from $250 

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Haleakala Shores 2-Bedroom Condo Near Kamaole Beach

Welcome to Haleakala Shores, a relaxing two-bedroom, two-bath condo ideally located just across the street from Kamaole Beach Park III. This inviting condo offers a comfortable retreat with a queen-sized bed in the master bedroom and two twin beds in the second bedroom, both with en suite bathrooms for added privacy.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $389 

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Grand Champions 136 Condo with Haleakala Views

Experience the beauty of Maui at Grand Champions 136, a beautifully redesigned 1-bedroom, 2-bathroom condo nestled in lush tropical surroundings. Located on the top floor, this unit offers spectacular views of Haleakala, creating a serene and picturesque setting for your Hawaiian vacation.

• 1 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Wailea

from $275 

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Island Surf 601A Beachfront Studio in Kihei

Experience the perfect Maui getaway at Island Surf 601A, a private sixth-floor studio offering stunning sunrise views over Haleakala volcano. This well-appointed condo features a comfortable king-sized bed, a private bathroom, and no kitchen, making it ideal for travelers seeking a cozy, convenient base.

• 0 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kihei

from $256 

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Royal Mauian Oceanfront Condo in South Kihei

Experience a memorable stay at the Royal Mauian, a charming six-story oceanfront property in South Kihei. This condo offers unobstructed views of the Pacific Ocean, perfect for enjoying breathtaking sunsets, seasonal whale watching, and exploring nearby Kamaole Beach.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei, Maui

from $383 

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Haleakala Shores A403 Maui Condo with Water Views

Discover the charming Haleakala Shores A403, a spacious and inviting condo nestled in the heart of Kihei. This 2-bedroom, 2-bath unit offers stunning peeks of the water and West Maui mountains, making it an ideal retreat for families or couples seeking a relaxing Hawaiian escape.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $316 

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Charming Kihei Akahi Ocean View Condo in Maui

Welcome to your perfect island retreat at Kihei Akahi Resort in South Maui! This beautifully landscaped property offers breathtaking views of the ocean, volcanoes, and the island, making it a favorite among visitors worldwide. Step into condo C-507, a private island oasis that combines comfort, style, and convenience.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $235 

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Beautiful Maui Beach Condo Near Kamaole Beach III

Experience the perfect Maui getaway at Haleakala Shores A-309, a spacious two-bedroom condo ideal for two couples or small families. Located just a block from the stunning Kamaole Beach III, this condo offers breathtaking views of lush gardens and distant mountains.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kihei

from $270 

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Ke Kihapai Bed & Breakfast with Volcano Views

Escape to Ke Kihapai Bed & Breakfast, nestled at 2400 feet elevation on Maui, offering unobstructed views of Haleakala and the upcountry landscape. This charming two-acre property provides a peaceful retreat with a family home, where you can unwind after a day at the beach.

• 3 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Kula

from $609 

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