Maui Vacation Rentals – Explore the Valley Isle's Best Stays
Explore Maui's Diverse Vacation Rentals
Maui, the "Valley Isle," offers a wide range of vacation rental options, perfect for every type of traveler. From luxurious beachfront villas to serene upcountry cottages, Maui provides the ideal escape for both relaxation and adventure. Whether you're seeking a lavish oceanfront villa or a secluded retreat in the hills, Maui has it all.
Popular Maui Vacation Rental Locations
Wailea and Kihei are perfect for visitors looking for luxury oceanfront villas, expansive condos, and resort-style amenities. In these areas, you’ll find access to top beaches like Wailea Beach and Kaanapali Beach, known for their beauty and recreational opportunities such as snorkeling, swimming, and sunbathing.
Key Features of Wailea and Kihei Rentals:
- Oceanfront and beachfront locations
- Private lanais and balconies for stunning views
- Proximity to golf courses and dining options
- Close to popular beaches, including Wailea Beach and Kaanapali Beach
Secluded Retreats in Hana and Haiku
If you’re looking for a peaceful, remote getaway, Hana and Haiku offer lush landscapes, stunning waterfalls, and tropical rainforests. These locations are perfect for nature lovers and those wanting to escape the hustle and bustle of more touristy areas.
Key Features of Hana and Haiku Rentals:
- Close proximity to waterfalls, hiking trails, and rainforests
- Quiet, serene surroundings ideal for relaxation
- Rustic cottages and luxurious private homes
- Opportunity for eco-friendly tourism and sustainable stays
Upcountry Maui: Cool, Scenic and Serene
For those seeking a more laid-back and cooler climate, Upcountry Maui, including areas like Makawao and Kula, offers panoramic views, agriculture-rich landscapes, and a peaceful atmosphere. These areas are perfect for escaping the coast and enjoying the island’s natural beauty.
Key Features of Upcountry Maui Rentals:
- Cooler climate and breathtaking mountain views
- Quaint, peaceful environment with access to local farms
- Close to hiking trails, parks, and nature reserves
- Ideal for those looking to immerse in Maui’s agricultural culture
Why Book Your Maui Vacation Rental?
Maui is not only home to some of the world's most beautiful beaches but also offers a variety of experiences for all types of travelers. Whether you're looking for adventure, relaxation, or a combination of both, the island has something to offer. Book your vacation rental in Maui today to experience:
- Access to luxury beachfront villas with amazing ocean views
- Secluded cottages in the hills, perfect for a peaceful retreat
- Proximity to golf courses, scenic drives, and world-class beaches
- Vibrant local culture, beautiful landscapes, and fresh local food
Browse and book your Maui vacation rental below to start your Hawaiian adventure.
🤙 APRIL+May Request SPECIAL 🏝️ at the upgraded LIVE ALOHA SUITE
Receive a discount from the listed price by contacting me through VRBO! And YES! Sugar Beach Resort and Maui continue to rank high by the travel periodicals as providing an excellent tropical experience. 📈 THE LIVE ALOHA SUITE is a tastefully designed condo by Stannard...
Marriott Maui Ocean Club 1BR 2 bath Available week of 12/22-29
Please push ask owner a question with your dates before using the book it now button. Web site calendar does not match what Marriott shows as available or take into account that Marriott timeshares have to be booked as full weeks and check in can only start on Friday,...
Maui's Best - Wailea Ekahi 47A
Aloha and mahalo for your interest in our spot in Paradise. Ekahi says it all. This one bedroom (with comfortable sleeper sofa), two-bath renovated unit is on the ground floor. This means the lanai is much larger than upper units. It also means that when you step off...
May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.
Aloha and e komo mai (welcome) to Hale Alana, your oasis in Wailea, Maui. Please contact us for seasonal discounts and special rates!Step into Hale Alana, a Polynesian-inspired home situated on a 1/2 acre tropical paradise. With three inviting bedrooms, two being...
101 - 2 bed/2 bath with A/C! Ground Floor Oceanfront with Breathtaking Views!
When only the Best will do! * Beautifully remodeled AIR CONDITIONED oceanfront condo! * FREE HI SPEED WIRELESS INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * 100 feet from one of the finest beaches in Maui * Wonderful snorkeling and water sports at...
3BD Wailea Villa - Great for Families | Wailea Beach Villas PH309
Penthouse 309 at Wailea Beach Villas offers a distinctive blend of luxury and cultural charm, making it an ideal vacation rental for families or groups of friends. This 2,520 square foot ocean view suite is located on the third floor and is accessible via a private...
May Special Rate! Beach Chic, Huge Ocean Views, Walk to Beach & Shops
Address for this Condo: 2385 S. Kihei Rd #403, Kihei HI 96753 Condo Name: Kamaole Beach Royale***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Kamaole Beach Royale #403, located in the heart of Kihei, Maui!. Enjoy a spectacular views of the...
Remodeled 3 Bed/2 Bath Ocean and Mountain Views
Our condo is family owned and operated (unit 402) and this beautiful and spacious 3 bedroom beach front condo offers stunning ocean and sweeping white water views from the living room, kitchen and master bedroom. The condo was completely renovated from top to bottom....
Discounted Rate-Honua Kai Spacious Studio with ocean view-5 star-Resort Pools
Honua Kai Resort and Spa Suite 437 in the Konea Tower welcomes you with so much Aloha....This spacious studio can accommodate up to 4 guests.Included in our fabulous price are many owner-supplied extras such as:• Beach chairs• Beach umbrella• Cooler• Beach and Pool...
4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach
Discover the breathtaking Wailea area in Kihei and indulge in top-notch tropical life at this lavish four-bedroom holiday house. Nestled just minutes away from the pristine Wailea Beach and the vibrant Shops at Wailea, this property offers the perfect blend of...
Steps to Napili/Kapalua Bay! Napili Gardens 3BR
Summary:✨ Welcome to Where Maui Magic Meets Comfort ✨Experience Luana, the Hawaiian practice of relaxing, enjoying, and finding happiness. Just 200 steps from the inviting turquoise waters of Napili Bay, this luxurious 3BR/2.5BA townhome at the Residences at Napili Bay...
Kaanapali Shores 318 - SUPER CLEAN! OCEANVIEW 1BD / 1BA
Aloha and Welcome to Ka'anapali Shores #318. This unit is disinfected and deep cleaned after every guest! Not only am I the owner of this unit, I am the cleaner too - so I have complete control to ensure it is CLEAN for your stay. Kaanapali Shores is a hotel zone...
Snorkel at Kam Beach Steps From Chic Resort Condo!
Sink your toes into the sand of heavenly Kamaole Beach Park III found just a quick stroll from this tropical chic 1-bed, 2-bath condo! Featuring an ideal location on the lush acreage of Kamaole Sands, this Kihei vacation rental inspires pure relaxation coupled with a...
Summary:Breathe the salty air over breakfast on the balcony and admire outstanding views of the manicured grounds, the ocean, and the distant West Maui mountains. Private lanais on both levels and a shared pool invite laid-back outdoor living.The Space:The open concept...
Endless Ocean Views from your Sugar Beach Retreat -Central AC #208
Come enjoy the amazing ocean views and breathtaking sunsets in our updated deluxe one bedroom, one bath, air-conditioned condo. Sugar Beach Resort, is just steps away from the 5-mile white sandy beach. Our beach access is excellent for swimming, snorkeling, windsurfing,...
Modern Renovation with Ocean Views
Wailea Elua 705 is an exquisite vacation rental located on the stunning shores of Maui. This newly renovated, two-bedroom, two-bathroom beach house inspired condominium offers a spacious layout ideal for families or groups of friends seeking a luxurious getaway. With...
Oceanfront remodeled 1-bedroom condo
Maui Kai 1001 is a 1-bedroom, 1-bathroom corner condo on the 10th floor with central air conditioning that can accommodate up to 4 guests. Island charm and classical Maui decor adorn this west-facing condo making it a wonderful location. Unit 1001 boasts an enclosed...
Kapalua Golf Villas 11P7-8: 2 BR Luxury Condo with Lanai
This is a legally permitted vacation rental according to the County of Maui ordinances.Your Ocean-View Escape in Kapalua – Luxury Condo with Lanai, Golf Course Views & Resort Pools E komo mai (welcome) to your dream Hawaiian getaway, where every moment is infused with...
Pohailani #113 - Vacation West Maui - Gorgeous Studio with AC
This studio is perfect for travelers who want to be close to the ocean and enjoy all the amenities of a vacation rental. Just a short walk from local restaurants and coffee shops, making it easy to grab a bite to eat or a coffee on the go. This property features on-site...
My Perfect Stays: New Listing Special
Maui Eldorado E106 is a studio condo that comfortably accommodates up to four guests, featuring a king bed and a queen sofa bed. Enjoy lush garden views and just 5 steps to a small pool—perfect for a relaxing island getaway.Savor your meals al fresco on the ground-floor...
Papakea L-301 Direct Oceanfront Corner Unit with Panoramic Views
Oceanfront corner condo with panoramic views from Lanai to Molokai - unobstructed sunset views any time of the year. At dusk, tiki torches light the path to the water where the sun sets between the neighbor isles of Lanai and Molokai. Located on the third floor, this...
Aston Maui Kaanapali Villas 102 | Tropical Garden Views – Pool, Hot Tub & Spa
Maui Kaanapali Villas #A102: At the heart of the Maui Ka’anapali Villas Resort, a tropical retreat awaits. This ground-floor condo has two bedrooms with en-suites and a half bathroom. The primary bedroom is just off the living area and features a king bed. The second...
Oceanfront Condo: Stunning Views, Pool, High-Speed Wi-Fi, Near Beach,Shops,cafes
Maui Oceanfront Retreat | Private Lanai, Steps to Beach & Stunning Ocean ViewsWelcome to your dream Maui escape! Wake up to breathtaking ocean views and enjoy your morning coffee on your private lanai, just steps from the soft sands and turquoise waters of one of Maui’s...
WOW! "BEST IN CLASS" POSH NEW REMODEL! 2 BR/2 BA-SLEEPS 9 - 6 BEDS-Great Views!
Unit F-202 is the ABSOLUTE NICEST "fully remodeled" CENTRAL AIR CONDITIONED unit at the relaxing Kaanapali Royal condominium resort. ...And reasonably priced !!! This very quiet unit has wonderful Ocean, pool & Hawaiian landscaping views. The "partial ocean view" can be...
'Island Casual' Oceanfront 'Elegantly Comfortable'
Meticulously Maintained. New 2025 A/C dual zone system. Salt-water heated pool. Short walk east to Maui’s longest stretch of undeveloped beach (3 miles). Short walk west to harbor water excursions, Maui Ocean Center, restaurants, coffee shops, ice cream, and live music...
Maui Kamaole F-106 Garden View, Walk to Kam III Beach Park in Kihei
Garden Paradise at the beautiful Maui KamaoleDon't get us wrong- the entire Maui Kamaole property is gorgeous in itself, but this condo is one to behold. It is located in a quiet corner of the property in one of the last buildings to be completed meaning a new and...
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
PROPERTY SUMMARY:Serene and modern, this spacious 2 bedroom - 2 bath fully remodeled condo is conveniently located steps from an amazing selection of casual restaurants, fine dining, shopping and beach rentals, and all this directly across the street from both Kamaole...
Newest Unit * Modern Coastal Luxury Meets Maui *
Welcome to Maui Eldorado H105, a completely remodeled and beautifully reimagined one-bedroom suite in the heart of the Kaanapali Beach Resort area. Blending elevated California coastal design with relaxed island living, this thoughtfully curated retreat is perfect for a...
Maui Resort Rentals: Kaanapali Alii 3114 – Luxuriously Upgraded 3BR Oceanview Penthouse!
This upgraded residence boasts gorgeous Pacific Ocean and lush West Maui Mountain views from its prime top-floor vantage point right at Kaanapali Point. Guests will enjoy views of the gorgeous turquoise-hued ocean from nearly every area of the home, including right from...
Exquisite Oceanfront Wailea Beach Villas B202
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui!This property is hotel zoned, and not being affected by the recent proposed legislation.Be one of the first...
Oceanfront Luxury at Honua Kai Konea 250: Stunning Views & Gourmet Amenities!
This property is hotel zoned, and not being affected by the recent proposed legislation.Honua Kai Konea 250 offers luxury at its finest! As you enter you will be in-awe of the breathtaking direct ocean views from this luxurious villa located at one of the most exclusive...
Bright & Colorful Ocean View Villa | Wailea Beach Villas PH402
Experience the very best in tropical island living from ocean view Wailea Beach Villas Penthouse 402. Revel in sweet sunsets and seasonal whale watching from your spacious, private lanai with scenic views of the Maui horizon, Molokini Crater and the island of...
Oceanfront Polo Beach 407 - Professionally Managed
Polo Beach Club 407 is a premier oceanfront vacation rental located in the upscale resort area of Wailea. This two-bedroom, two-bathroom condo offers guests a luxurious and comfortable stay with sweeping ocean views and direct beach access out front. If looking for the...
Direct Oceanfront Valley Isle Resort 1009
Enjoy spectacular unobstructed 180-degree views from our direct oceanfront vacation rental one bedroom condo at the Valley Isle Resort, located on the beach in beautiful West Maui. Swim, snorkel, relax by the heated swimming pool or just enjoy the breathtaking views of...
Romantic, Luxury Condo with Spectacular Ocean Views
1 BR, 2 BA condo. Close to beach, golf, tennis, restaurants, and shopping.Aloha. We are excited to be the owners of this very special condo. We have been coming to Maui for over 25 years, and we love the magic that this island has had in our relationship. With this...
Recent remodel - Large 1BR w/ ocean view and walk to excellent beaches/eateries
Recently Remodeled (2021)!Large 1BR unit at highly desirable Shores of Maui. The Shores is a place that people return to year after year, so once you've stayed there you'll likely do the same and return for years to come. A small 50 unit condominium complex with a mix...
Sands of Kahana 243 was $560/nt, now $425/nt
Rent with confidence. Our condo is in a resort property that is zoned Hotel and is exempt from the new Short Term Rental prohibition. We offer a very friendly cancellation policy.BEAUTIFULLY REMODELED HOME AT THE SANDS OF KAHANA! THE REMODEL INCLUDES ZONED AIR...
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...
Oceanfront with Panoramic Views I Maalaea Kai 416
Wake up each morning to sweeping panoramic ocean vistas visible from the lanai and the expansive floor-to-ceiling windows. From November through March, witness the unforgettable sight of humpback whales breaching just offshore, while sea turtles make their daily...
Best Ocean Front Views on Maui! Whale Watch From the Lanai or Living Room!
Nestled in the heart of West Maui along the pristine Kaanapali Beach, the Mahana offers an unparalleled waterfront experience that few can rival. Located at the northern end of the scenic Kaanapali boardwalk, the Mahana offers an exceptional pathway suitable for...
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
* * * * * Renovation projects are scheduled from April 6 through November 20, 2026 in units G-102, G-105, and G-303. Guests may experience intermittent noise and minor disruptions. * * * * *Makena Surf G-201 is on one of the most luxurious and prestigious properties on...
Modern ocean view suite walking distance to the coolest beach town in Maui
Mangolani Inn is a refreshing alternative to Maui's mega resorts. Live a more like a local by staying in our luxurious award winning tropical sanctuary walking distance from the coolest little beach town in Maui. The historic sugar plantation town of Paia has some of...
Outstanding Direct Oceanfront Suite #301 at The Whaler Maui
(NOTICE: WE DO NOT ADVERTISE ON CRAIGSLIST DUE TO THE HIGH NUMBER OF SCAMS)The Whaler is a premier oceanfront resort situated in the heart of world famous Kaanapali Beach, adjacent to Whaler's Village, for convenient upscale shopping and dining.Suite #301 is an...
Spacious Beachfront 1 BR + Loft (sleeps up to 5)
When the developer built this 18 unit condominium in 1973, he saved this unit for his family. One look will tell you why. It is the largest unit in the complex and is wonderfully spacious and open. Decorated in seaside colors, our unit provides a roomy, calm...
Cozy studio, split AC, kitchenette, steps to beach in best South Kihei location!
Aloha and welcome to the Tranquil Turtle Retreat at Maui Banyan Resort! Our recently updated studio is located right in the heart of South Kihei close to world-class beaches, shopping and amazing restaurants. Enjoy Maui at its finest!The Tranquil Turtle first floor...
Ma'alaea Surf, Unit H3-Ground Floor Beachfront Condo, AC, Wi-Fi, Pool, TV
Ma'alaea Surf, Unit H3 is an ideally located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king-sized bed. The large living room has expansive views of the ocean. Enjoy Maui's colorful...
Welcome to Azure Bay, luxury oceanfront condo
Welcome to our beautiful condo, overlooking Ma’alaea Bay on the south side of Maui. Located in the oceanfront condo complex, Menehune Shores, it is only steps to the beach. Our condo is professionally designed and decorated, including everything to make your stay...
Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops
Summary:Location and Quality! You will feel the relaxed beach vibes from the very first step walking into this tastefully updated & beach luxe unit. Directly sit across the famous Cove surf spot & in the middle of all, you will be memorized by the ocean waves along with...
1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!
Personal Touch:We stock everything you need: dish soap, laundry soap, paper towels, napkins, Kleenex, TP, garbage bags, coffee filters etc... All you need to bring is you! We provide the definition of a care free vacation, if this interests you, read on... This is our...
Breathtaking Views! - Oceanfront! Mahana 813!
BREATHTAKING VIEWS OCEAN FRONT STUDIO MAHANA 813! NORTH KAANAPALI BEACH, A/CWelcome to Mahana 813! Located on the eighth-floor, this oceanfront studio sleeps 2 and features stunning panoramic views of the ocean, beach and outer islands. Living area highlights include...