Holiday rentals in Wailuku Heights

4.98 out of 5 average rating, 216 reviews

Guest house in Kula

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

4.96 out of 5 average rating, 155 reviews

Makani A Kai A9 romantic beachfront Maui, pool,a/c

Halerentals MAK A9 is a romantic and newly renovated beachfront condo, centrally located for day trips around the island, and off the beaten tourist path. Cool A/C in every room and smart home controls-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo- with fully stocked kitchen, new 75" SmartTV and views of the beach, bay, & Haleakala volcano. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

4.88 out of 5 average rating, 242 reviews

Flat in Wailuku

2B/2B Cottage/Cozy/Central/Private/Historic town

2B/2B cottage, in the heart of Maui, in historic Wailuku town... home of the famous Iao theater and minutes from Iao Valley National Park & the famed "Needle Mountain". Private, fully furnished, and equipped with all amenities needed for a comfortable short-term stay. Easy access to Beaches,Airport & all parts of the island within a 10–30 minute drive. It's great for business travelers doing business in Wailuku, Hikers, Bikers, & true Hawaiiana- seeking tourists. Check out Wailuku First Friday!

4.99 out of 5 average rating, 134 reviews

Home in Makawao

Private Luxurious Cottage

This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a lovely deck which looks out onto majestic tall trees and lush green foliage with a romantic soaking tub for two. Centered in the room is a custom-made king-size bed fashioned from cherry wood and adorned with luxurious bedding. There is full kitchen and dining area with views for a tranquil place to share a meal. This is true Hawaiian style where you can enjoy comfortable, elegant and laid-back island living.

4.92 out of 5 average rating, 118 reviews

Apartment in Kihei

40% off ! Oceanfront Views in the heart of Kihei

40% off nightly rates during construction. Are you the kind of travelers who get up early and get going? This can be a great opportunity for you. Construction hours 8am-4pm. No construction on weekends or holidays. Noise ranges from spotty to very loud. Pano ocean views from this beautifully updated, fully air-conditioned condo. A guest favorite, it's a 2-minute walk to Kalama Beach Park and Cove Beach. Easy self-checkin, then a 2-3 minute walk to food trucks, bars, restaurants and shopping.

4.99 out of 5 average rating, 125 reviews

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.

4.92 out of 5 average rating, 1,081 reviews

Flat in Kula

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

5 out of 5 average rating, 211 reviews

Apartment in Kihei

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.

Superhost

4.87 out of 5 average rating, 119 reviews

Oceanfront Bliss - Walk to Boats, Bites & Beach!

Welcome to your tropical paradise! Step into our ground floor 1-bedroom, 1-bathroom unit, just steps from the sparkling Pacific Ocean. Surrounded by vibrant Hawaiian plants, enjoy the pool, BBQs, and lush green space. Ideal for families or a romantic getaway, it's a short walk to the stunning 6-mile Sugar Beach. Relax on your lanai and witness Hawaii's longest curl wave, along with mesmerizing sunrises and sunsets. You can spot friendly sea turtles swimming and lounging on the beach!

4.96 out of 5 average rating, 212 reviews

Villa in Wailuku

Luxurious Two Bedroom near I’ao Valley w/ Haleakal

Enjoy Haleakalā views from this spacious 2BR villa at The Blue Door on Church Street, a restored 1930s plantation home in historic Wailuku. Featuring a King and Queen bed, full kitchen, spa-like bath with soaking tub, and a private deck. Walk to cafés, shops, and theaters, or take a short drive to ʻĪao Valley, beaches, and top Maui attractions. Includes modern comforts, air conditioning, parking, and an on-site infrared sauna for a relaxing retreat away from the crowds.

4.88 out of 5 average rating, 477 reviews

Guest suite in Wailuku

Oceanside Ohana & Banana Bread Near Beach-OGG-MACC

Serene, Beachy decor. Awaken to Sunrise over Haleakala & North Shore, listen to surf and local birds, and watch the ocean and harbor action- Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Very Central, but you’ll want a car or Uber to get to most places- Wailuku town is 1 mile. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet

4.92 out of 5 average rating, 225 reviews

Cottage in Maui County

Ualani Retreat. Private Ocean View Cottage.

Private Detached stand alone cottage home on 3 acre retreat. Beautiful ocean and mountain views. Lush Haven surrounded by fruit trees and bamboo groves. Nicely equipped kitchen. Laundry room. Cable TV. Wi-Fi. Delightful Island Home. Very Comfortable. Hot Tub. Close to enjoy some of Maui's best attractions - Haleakala Volcano, Road to Hana, Waterfalls & Baldwin Beach. Locally Owned & Occupied B&B PERMIT : BBPH 2012/0002 SUP2 2012/0001

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Other great holiday rentals in Wailuku Heights

5 out of 5 average rating, 11 reviews

Kuleana Club #513-Oceanview -1 bd & 1 ba-3rd Floor

AnaRating, 5 stars3 days ago

AMAZING VIEW.!!! Wonderful place to stay in, LOVED LOVED

4.95 out of 5 average rating, 44 reviews

Napili Bay Oceanview Hideaway

MadisonRating, 5 stars2 weeks ago

This place is perfect! Small but clean and has everything you need. It has a beautiful ocean view and is a perfect location. 6 minute walk to a lovely little beach and about 6 min drive to another very popular and fun beach for swimming and snorkeling. We loved our stay. Gabe is very reachable, responsive and accommodating host! Would recommend to anyone staying in Maui!

4.98 out of 5 average rating, 43 reviews

Flat in Kihei

New Listing!

JakeiaRating, 5 stars1 month ago

Marie was fantastic! Her place was spotless, and I felt right at home. I’ve traveled all over and stayed in several Airbnbs, but Marie’s place has everything one could think of. Like ziplock bags and laundry baskets. It is the little things that makes this spot worth it. It was also very clean and located near some great food spots. A bonus was having a sauna to use at our disposal. I would definitely book this Airbnb again.

4.96 out of 5 average rating, 260 reviews

Soothing Waves with 180° View In Kahana, HI

KaliRating, 5 stars1 day ago

My husband and I stayed in #306 for 5 nights. The location is breathtaking. Cannot beat that ocean view and being on an actual beach you can lay out and swim in. Every day looking out in the ocean from the lanai we would see sea turtles. It was amazing! The condo had everything you need and everything was well thought out. We felt right at home. A situation came up and Sherry was proactive and fixed everything for us. She is a great communicator and extremely helpful. We would love to go back someday!

5 out of 5 average rating, 47 reviews

Relaxing in Maui on Oceanfront View

SteveRating, 5 stars1 month ago

We really enjoyed the proximity to the ocean surf. The are lots of things to do in Maui, but we enjoyed the condo so much we mostly just hung out. Thank you Bill for making this a great visit to Maui!

5 out of 5 average rating, 12 reviews

Oceanfront Maalaea Harbor Condo with pool

MimiRating, 5 stars3 weeks ago

When trying to find a central location to have as a home base, Breanna’s place worked out perfectly for us. Nestled in a community near the Ocean Center, it was very easy to get to the Road to Hāna, airport, Lahaina , and Wailea. Seaturtles were consistently within viewing distance outside from the balcony too. A local beach was just further down the road, which made for nice evenings for us. The unit was on the second floor near the assigned parking spot and stairs. Trash bin and recycling were at the other end. Breanna’s place was very clean with two bathrooms and the a/c unit in the central room. The king and queen bed were comfortable for our family of four and having separate bathrooms was useful. When and if we decide to return to Maui, we would not hesitate to see if we could stay at Breanna’s place again. We had a fabulous stay.

4.99 out of 5 average rating, 83 reviews

3-min Walk to Beach, Modern & Fun Condo

JasonRating, 5 stars2 days ago

This was our first Airbnb experience. Everything met our expectations and we found the condo and amenities exactly as described. Be sure to try Captain Jack’s restaurant which is an easy walk across the street, it was delicious. The hosts were very proactive in making sure our stay was satisfactory.