Holiday rentals in Iao Valley

4.98 out of 5 average rating, 215 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.

4.88 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, 122 reviews

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.

5 out of 5 average rating, 171 reviews

Apartment in Kihei

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom are newly remodeled with maple cabinets and elegant granite counter tops. There is a very comfortable king size bed, a well-stocked kitchen, central AC, bamboo floors throughout, and a washer / dryer. The Condo is owned and maintained by Maui residents.

4.99 out of 5 average rating, 113 reviews

Guest suite in Kihei

Sweeping Panoramic Ocean Views - Private Ohana

Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

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, 1,077 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)

4.98 out of 5 average rating, 174 reviews

Sunsets and Turtles and Whales, Oh My!

Spectacular ocean views Whales and turtles galore(whale season Nov-March) Great snorkeling Gorgeous landscaping Pool, grills, shuffleboard, laundry, and huge sundeck Pristine beaches, grocery stores and world class shopping nearby Sleek and modern Maui hale Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevator and luggage carts Free parking Our elevator will be out of service March 31-June 14.

4.96 out of 5 average rating, 108 reviews

Apartment in Wailuku

Oceanfront Getaway, Brand New, Steps To Beach

Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

4.88 out of 5 average rating, 476 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

4.98 out of 5 average rating, 133 reviews

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

KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

4.99 out of 5 average rating, 270 reviews

Apartment in Kihei

Modern studio by the beach - Taxes included

Peaceful corner unit studio in North Kihei at the beginning of a 6 mile coastline into Kihei’s beach town. Kihei Bay Surf has a large pool, hot tub, BBQ, tennis court, coin/app operated laundry in the complex, and parking stalls up to your front door. Located right across the street from the beach. **Nightly Rates and Cleaning Fee are inclusive of Hawaii GE and TAT Taxes **Please message us for stays longer than 14 days

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Other great holiday rentals in Iao Valley

4.99 out of 5 average rating, 78 reviews

Apartment in Wailuku

Coastal Dream Oceanfront Condo!

KimRating, 5 stars2 weeks ago

Charming condo, well-equipped and in a great location. Karolina is an amazing host and is very responsive. The unit is nicely decorated, the bed super comfy and you cannot beat the view-10 steps from the water. We loved our stay! ❤️❤️. Thanks Karolina and Zach for sharing your little piece of heaven.

Superhost

Shared room in Wailuku

4.87 out of 5 average rating, 123 reviews

Shared 8 Bed Mixed Gender Dorm Room

TracyRating, 5 stars2 weeks ago

My first hostel experience at age 58. It was amazing! I was informed by other guests that this hostel is, by far, the best they’ve ever stayed in. From the moment I booked it, until checkout, I had amazing service! They answered my questions before arrival and throughout my stay. You won’t want to miss the excursions! They’re the BEST part of your stay! They provide beach towels, snorkeling equipment, shampoo, conditioner, and body wash, so no need to bring your own. There are restaurants and grocery stores not too far away. Bed was comfortable but you have to request a blanket. Prior to my stay, I requested a bottom bunk because of my age and fortunately they were able to accommodate me. The staff were very professional and made me feel included. My 2 regrets: not renting a car for my 2 wk stay. Fortunately they have a Group Chat where you can find rides occasionally and other information. Other regret - not downloading the door code app. Highly recommend Howzit for all ages!!

Flat in Wailuku

4.75 out of 5 average rating, 4 reviews

Wailuku Views

MarioRating, 5 stars3 weeks ago

Wow! Where do I start. I’ve travelled and stayed in AIRB&B”s all over the world. Every now and then you come across a place that truly drives the experience. This is one of those places. Beautiful, quiet, island country feel, private and safe…. I felt like I was living in a dream. Place was CLEAN 🧼 Bedding was super clean and you can tell a lot of thought went into the design. It’s upstairs, so you can walk out and hang out in the patio and witness a 360 mountain and ocean view…. It reminds me of countryside Japan so much. Vernon was super responsive and kind with check in instructions… This is the greatest deal on the island and at this price and experience, Vernon will take a lot of business from the competition. 10/10 !!!! I’m very picky, I recommend this place to EVERYONE visiting the island, you won’t regret it….

4.96 out of 5 average rating, 258 reviews

Soothing Waves with 180° View In Kahana, HI

CandiRating, 5 stars3 weeks ago

Sherry’s place was the perfect spot for our trip to Maui! Incredible views from the lanai, watching sea turtles swim below. It was clean and comfortable with plenty of amenities. Sherry was very responsive and gave fantastic tips to make our trip even better! We would definitely stay again!

Superhost

Hotel room in Lahaina

4.86 out of 5 average rating, 233 reviews

Direct Oceanview + Resort Pools, Spa, and Dining

AnnaRating, 5 stars2 weeks ago

Very clean, cute resort in an incredible location! We enjoyed walking to Black Rock and Whaler’s village so easily . The room had a very nice ocean view and comfortable amenities. Friendly check in staff and easy parking. Great deal on the island!!

4.87 out of 5 average rating, 654 reviews

Private room in Wailuku

Oceanfront w/ Pool, Hear the Waves, Strong WIFI

Augusto CésarRating, 5 stars2 weeks ago

la pasamos muy bien con mi esposa, a pesar de hablar de que solo hablamos español, Beth se comunicó muy bien con nosotros en todo momento. recomendamos la estadía.

4.97 out of 5 average rating, 76 reviews

Bungalow in Wailuku

Maui Beach House now with optional car add-on

MattRating, 5 stars3 months ago

Gail and her husband are delightful ambassadors of the "aloha spirit" and wonderful hosts. They went above and beyond to make our visit enjoyable and low maintenance. They had thoughtfully supplied the cottage on our arrival and were happy to make recommendations on activities at our request. The location was perfect for us, but may not be perfect for everyone. Every morning and night we were next to a small ocean beach in a quiet, residental location. There were no tourists in sight, only a few local surfers. It's not for everyone because it is not on a sandy beach a la Kihei, Wailea, or Kaanapali and you cannot walk to a restaurant from there. That said, the rest of the island is easily accessible from their location. We loved our peaceful stay and hope to stay there again in the future. Mahalo to Gail and her husband!