Holiday rentals in Iao Valley

4.99 out of 5 average rating, 123 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.

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.

4.84 out of 5 average rating, 492 reviews

Guest suite in Wailuku

Oceanside Suite/Banana Bread, near beach,OGG, MACC

Guest Favorite with Singles/ couples/ work stays. Colorful, moody, tropical vibe- Trade winds invite indoor-outdoor living. Awaken to Sunrise with homemade banana bread, local coffee, and sounds of surf & local birds. Check conditions at Kanaha beach from the secluded back yard. Central location-close to OGG, Iao Valley, MACC, and all shopping. Rent a car/ Uber to most attractions - Wailuku town 1 mile. Hosts on-site for assistance, allow guests to enjoy their peace and privacy. FAST Internet

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, 212 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, 106 reviews

★Island Charm Studio, 10 Minutes to Napili Beach★

This charming studio is a ground floor corner-unit located near the highly renowned Napili Bay beach. It features a firm, round bed and a large wall-mounted TV for optimal relaxation following a long day of island exploration. You will have access to all of the features offered by the Napili Ridge association, including a laundry facility, swimming pool, BBQ area, and free parking. Kitchen is fully stocked with cooking utensils. *This unit does not have AC*

4.92 out of 5 average rating, 215 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

Superhost

4.81 out of 5 average rating, 265 reviews

Hello View!

Direct ocean view on the 4th floor with spacious lanai. Newly renovated kitchen, hardwood flooring throughout condo. Master bedroom has a tempur pedic mattress. Living room has a pull out sofa with memory foam mattress. Walking distance to shops, restaurants, excursion activities, and Maui Ocean center. Centrally located with easy access to Kihei, Lahaina, and 20 minutes from airport. You are on right on the ocean!

4.98 out of 5 average rating, 180 reviews

DIRECT OCEAN FRONT STUDIO W OCEAN IS UR BACK YARD!

This is a hotel-zoned condo. It will not be affected by potential upcoming county regulations. Book with confidence!! Thank you for considering my direct ocean front studio condo in Kahana, my condo is located minutes outside of Lahaina , Kaanapali , Napili and Kapalua. You'll find the ocean view from my lanai/ room to be breathtaking and serene. This is truly an hidden gem on Maui.

4.99 out of 5 average rating, 524 reviews

Guest suite in Kula

Charming Art Studio on a Scenic Mountain Slope

Kula Jasmine studio is reached by a bridge pathway. The shared barbecue area just steps from your studio offers a place to prep your own meals. We provide coffee, tea, oil, vinegar, salt and pepper. You can either dine on the waterfall deck or the barbecue area while you watch the sunset. With years as AirBnb super hosts, we've got everything you need. Permit # BBMP20160004

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Other great holiday rentals in Iao Valley

4.99 out of 5 average rating, 79 reviews

Coastal Dream Oceanfront Condo!

Marsha-AnnRating, 5 stars2 weeks ago

This home was the perfect stay to end our 13-day island hopping tour. After 4 hotel stays we were beyond excited to see the home equipped with so many treats for an amazing Maui experience. From morning coffee paired with the sunrise on the lanai to turtle watching out back at sunset, we had an amazing stay and the unit had everything we needed. Definitely check out Maui snorkeling — it was one of the best experiences of the trip. ❤️ Daizsa, Marsha & Jace Orlando, FL & Dallas, TX

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.

Flat in Wailuku

4.4 out of 5 average rating, 5 reviews

Wailuku Views

MarioRating, 5 stars1 month 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….

5 out of 5 average rating, 5 reviews

KV F405 Perfect Maui Getaway Condo w Ocean Views

NedzminaRating, 5 stars2 months ago

This condo was perfect for our family vacation in Maui! It’s in a great location—just a short walk to the beach, with beautiful views from the balcony. The space was clean, quiet, and very spacious, which worked great for us and our two small kids. The kitchen was fully equipped, making it easy to cook meals, and we loved having shops and restaurants within walking distance. The pool area was fantastic and never too crowded. The host was super responsive, and everyone we met was friendly and welcoming. We had everything we needed and would absolutely stay here again. Highly recommend! thank you for a lovely stay ❤️

4.96 out of 5 average rating, 260 reviews

Soothing Waves with 180° View In Kahana, HI

KaliRating, 5 stars2 days 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!

4.89 out of 5 average rating, 18 reviews

Cottage in Wailuku

3B/2B FamilyVacationComfort HawaiianaCharm Central

EmmettRating, 5 stars4 weeks ago

Perfect for our small group of friends to be able to catch up and explore the island together! Just wish our stay could have been longer. Beautiful and quaint. My wife ended up using one of the rooms as a bridal suite to get ready and had a great time!

5 out of 5 average rating, 16 reviews

Flat in Kihei

Ocean View Condo 525- A/C, Free Parking, and WiFi

AprilRating, 5 stars2 weeks ago

Great stay, friendly staff. Comfortable home with everything we needed.