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.
'Best Vacation Ever' Say Our Guests! Special May Rates
You will love this luxurious, air conditioned, two bedroom, two bath, 1300 square foot Villa! Fully furnished, with its own spacious, private dining lanai, this unit was completely remodeled in 2020. It is immaculate, impeccably maintained and cleaned to the highest...
KHV 17 Spacious 2BD West Maui Condo with Ocean Views and Spectacular Sunsets
NEW LISTING Enjoy Ocean Views and Famous West Maui Sunsets from this 2Bedroom, 2Bathroom Condo in Kahana, Steps to the Beach! - Kahana Village 17Welcome to your Maui Retreat: Offering amazing ocean views, this tranquil retreat is the perfect destination for your next...
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!
Hello Sugar Beach Resort Lovers! We have just purchased this Direct Ocean & Beachfront Condo in a Spectacular Setting! This condo had a A+ rating for the prior long term owners through one of Maui's largest rental agencies! We are underpricing our condo for our Grand...
Kamaole Sands 10-410: Ocean View 2 Br near Kamaole Beach Park III
This Aloha themed two-bedroom S. Kihei vacation rental located on the 4th floor has all the ingredients for a memorable stay on Maui. The sunlight and wide layout of the living room create an ideal space to sit back and enjoy the flat screen television. There are also...
Cozy ground floor condo, lush lanai, dining nearby
Welcome to Maui Kamaole F101 – your perfect island retreat! This beautifully appointed ground-floor condo features 1 bedroom and 2 full bathrooms, comfortably accommodating up to 4 guests. The dual-bathroom layout is ideal for families or couples traveling together. The...
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
Listen to the pounding surf! One bedroom, Penthouse unit, full-on-OCEAN VIEW. This beach front unit is literally 50' from the ocean. This unit is on the ocean side with great cross-breezes and fantastic surrounding ocean views. This unit was hand-picked for its...
Ma'alaea Surf, Unit F6 2 BR Beachfront Condo, AC, Wi-Fi, Pool, TV, Kitchen
Ma'alaea Surf, Unit F6 is a townhouse unit situated on the second floor offering guest total privacy. With the latest in contemporary upgrades, this gorgeous unit features a fully furnished modern kitchen and the convenience of a second bedroom and bath. It features...
Rainbow Hale Estate Ka'anapali - Luxury Oceanview Estate with Pool & Hot Tub
Set on 5.13 acres within the gated Kaanapali Coffee Farms, this single-level estate offers sweeping ocean views, three king suites and a convertible den to accommodate up to 8 guests. The gourmet kitchen features a built-in espresso machine; the saltwater infinity pool,...
Wailea Oasis: Relax in Your Spacious Villa w/ Lush Tropical Views, Private Lanai
Grand Champions is perfectly situated in Wailea, in spectacular South Maui. World-class beaches, golf, restaurants, and two swimming pools await your visit. Two master suites with king-size beds plus one queen-size sleeper sofa, air conditioning throughout, tastefully...
Remodeled 1BD/2BA in Best South Kihei Location, split A/C, 3 min from the beach!
Aloha and welcome to Tranquil Turtle Retreat at Maui Banyan! Our recently remodeled owner-managed condo is located right in the heart of South Kihei close to world-class beaches, shopping and amazing restaurants. We have thought through all the details to make your...
Oceanfront 2 BD Villa with Endless Ocean Views
We welcome you to stay in our nicely upgraded condo just a short walk from the beautiful beaches located in Kapalua. Relax and enjoy your Maui vacation at Kapalua Bay Villa 35G4. A gorgeous 2 bedroom, 3 bath villa offering 1,450 square feet that can accommodate 4...
Luxury Wailea Family Condo. Complete Remodel! AC and Pool.
Your Perfect Maui Family Retreat AwaitsExperience the ultimate in modern luxury at this completely renovated condo in Wailea. Just a 10-minute stroll to the pristine shores of Keawakapu Beach and moments from the elegant Shops at Wailea, this impeccably appointed condo...
3BD Golf Haven - Great for Families
Wailea Grand Champions 84 is a beautifully appointed vacation rental located in the prestigious Wailea area of Maui. This spacious three-bedroom, two-bathroom condo offers views out over the Wailea Blue Golf Course as well as a partial ocean view. It\'s size and...
Private Ocean View Cottage Overlooking Wailea
Couples find the privacy and space they dream of in our 1-bedroom ocean view cottage set on a hillside in sunny south Maui. Our cottage offers a fully equipped kitchen, living room, dining room and travertine bathroom. You car stays protected from the sun in your own...
Family friendly condo, bright and beachy, walk to the beach! AC, pool, hot tub!
Maui needs your help. I live here on Maui and have been volunteering in the medical tents and with organizations delivering supplies to those in need. And the ongoing effort will need to continue in Lahaina for years to come. But Maui is open for tourism and thousands...
180 Oceanfront View! A/C, Remodeled, 2 Oceanside Pools, Great Location, Clean!
We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money.We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio with New AC. Sleep 30 feet from the ocean to the sound of waves!...
Kamaole Sands 10-403 - Stunning Renovation - Penthouse Level - Split AC - Look!
Ocean and mountain views from this penthouse level two-bedroom, two-bath 1188 square foot condo in the highly desired building 10. Kamaole Sands 10-403 sits across the street from Kamaole III Beach Park in South Kihei, Maui. Enjoy the view from your large 166 SF lanai;...
🤙 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...
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Our Maui home is quiet vacation escape. The upstairs has a master bedroom with a California King mattress with a bathroom having a Jacuzzi tub separate from shower. The secondary bedroom also has a California King mattress with a 3/4 bath. The kitchen has all amenities...
Ocean View - 1 Bedroom - Hyatt Ka'anapali Beach - Full Resort Access
Escape to paradise for a fraction of the cost—often saving 30–70% compared to booking directly with the resort. All villas are professionally managed and maintained by Hyatt, ensuring the same high standards of comfort and service as a direct booking. Upon arrival,...
Oceanside-Spectacular View and Poolside Oasis!
Summary:With a sprawling ocean view, this little island oasis is the epitome of the dream vacation home. Wood beam ceilings and rich grainy finishes contribute to the "island beach house" character. Poly Shores is minutes from world famous Kaanapali beach and Kaapalua...
Beautifully Studio Condo just steps to the Beach. Stunning Ocean Front Pool.
LOCATION, LOCATION, LOCATION- Our Studio Condo in Building 9 is just steps from the Ocean Front Pool, Pavilion and Ocean. With Sweeping Views of the Greenbelt and Partial Ocean Views. Located in the lower village just steps from the beach, on the greenbelt. Wailea Ekahi...
Amazing oceanfront! Updated, convenient, quiet. Book now for your choice in 2025
Completely remodeled! We would love to share all the new comforts and conveniences with you. Of course, the third floor 180º spectacular ocean view hasn't changed. Our condo offers 2 bedrooms with ensuite bathrooms, stacked oversized laundry, and upgrades throughout....
Maui Resort Rentals: Marriott's Maui Ocean Club 2 BR Island View Villa – New Napili Tower
Two-Bedroom Islandview Villa at Marriott's Maui Ocean Club – New Napili Tower! With its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott Maui Ocean Club is a perennial Maui favorite, delighting couples and families with amazing...
Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
THE TOP-RATED, 5-STAR LUXURY VACATION RENTAL CONDO AT MANA KAI WITH DIRECT OCEAN VIEWS ON KEAWAKAPU BEACH:This is the one! Mana Kai Unit 402 is a newly remodeled luxury condo with direct beach and ocean views available at the Mana Kai Maui Resort. This premier condo is...
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
A true hidden Maui gem! Discover the beauty of Ma'alaea while relaxing in this recently constructed 3-bedroom condo, formerly the iconic WATERFRONT RESTAURANT. With 2 king beds, 1 queen sofa bed, a fold out bunk bed, extra large living room, and one of the largest condo...
⭐Fabulous Front Row Condo w/ Amazing Ocean Views & Sunsets Pools Spa Free WiFi
Welcome to our little slice of Maui paradise. We travel the world, yet always find Maui our favorite place on earth. We have stayed at Maui Kamaole many times over the years (the first time on our honeymoon!) and always return with the dream of one day becoming an...
Luxury Oceanfront Mahana Kaanapali. WHALE WATCH FROM LIVING ROOM SWIVEL CHAIRS!
"We literally watched the whales and turtles from the living room chairs. We have stayed all over Maui over the past 20 years and this was by far the most enchanting" -Anna 2025"Our selection was based on the closeness to the water, views from the bedroom and living...
Kihei Holiday Stunning Ocean View #309 2bd/1ba condo, 1 min walk to the ocean.
***Notice (July 2025) regarding Short Term Rentals on Maui: Kihei Holiday Condominium is legally zoned (H-1/H-M) for short term vacation rentals and is not affected by the new rules in Maui County for many other properties! Your booking is safe with us!!!Maui Ocean...
Maui Resort Rentals: Honua Kai Konea 402 – Direct Ocean Front 3BR w/ B.B.Q on Wrap Around Balcony
Upon first entrance to Konea 402, your senses will acknowledge that you've chosen one of the finest three-bedroom direct oceanfront residences that Honua Kai has to offer. This residence offers one of the largest 3BR oceanfront floor plans, and it features Viking BBQ...
Rare Single Level 2 Bedroom-Spectacular Ocean Views-Ac-Meticulous Cleaning
Book with confidence, this beautiful over sized, 2 bedroom, 2 bathroom condo that has stunning ocean views. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available...
Relaxing 2bd condo with attractive amenities
Welcome to Maui Vista 3403, your perfect island retreat on the beautiful shores of Maui. This 2-bedroom, 2-bathroom condo is thoughtfully designed to accommodate up to 6 guests, making it an ideal choice for families, couples, or friends traveling together. As you step...
Maui Tranquility II - Relax & Feel Welcomed!
Maui Tranquility II - Relax and Feel Welcomed! This is the second chapter in our Maui Tranquility story. Another amazing place to stay on Maui, completely remodeled with meticulous attention to the details so you'll feel comfortable and appreciate the aesthetics,...
★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL
This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and...
Walk to Charley Young Beach - 2BR/2BA Kihei Condo w/ Pool, AC & Haleakalā View
We have 7 years of top ratings. We're now also hosting here after years on another platform.Our 2BR/2BA condo is perfect for families and groups. With split AC in every room, memory foam toppers on both queen beds, and plenty of space to relax, it’s a true Maui home...
Ocean Views | Aston Maui Kaanapali Villas 405 – Pool, Hot Tub & Spa
Maui Ka’anapali Villas #A405: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 3This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 4th floor, this unit boasts magnificent ocean...
Amazing view, Close to the beach, Wailea Ekahi Unit 20i
Condo 1 bedroom, 2 bath (sleeps 4)PRIME location on the front row in lower Wailea Ekahi, Wailea. Listen to the sound of the waves and enjoy the ocean views. Famous Keawakapu Beach is just steps away! Beautiful ocean views from every room. Enjoy the extra-large lanai...
Resort condo steps from the beach with pool, gym & lanai
Mana Kai Maui Resort 615Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui's best...
Elevated Beachfront Views - Wailea Elua 1704
Wailea Elua 1704 is a stunning oceanfront vacation rental located a short stroll from one of the top snorkeling beaches on Maui. This spacious two-bedroom, two-bathroom corner unit spans approximately 1,600 square feet and comfortably accommodates up to six guests,...
OCEAN VIEW STUNNER, SNORKEL w/ TURTLES, PRIVATE COVE
EPIC OCEAN VIEWS, close to restaurants and dining, family-friendly activities, public transport, and nightlife. You’ll love our place because of the neighborhood, comfy bed, coziness, views and the kitchen. Our home is good for couples or families.“Honokeana Cove has a...
Family fun! Recently remodeled. Closest Unit to the Amazing Pool
Welcome to Kaanapali Royal’s H-102 vacation rental. Completely remodeled in June 2019. 2 bed 2 bath condo with a queen sleeper sofa in the living room and a twin sleeper in master sitting area..Everything is brand new. The unit was remodeled from top to bottom. Onsite...
Paradise found, only 50 feet from the ocean!
On our first visit to Papakea we knew we had found our home in paradise. Papakea Resort is an oceanfront resort with a true feeling of Aloha. From our ground floor unit, in the desirable G building, you can walk out 50 feet to the ocean or the pool, recline on a lounge...
Oceanfront Corner Unit - #201 - Panoramic Ocean View - Over 150 "5" star reviews
SPECIAL: 5 nights May 23-28 and 6 nights June 4-10 @$545 per night plus 10% discouint if booked 30 days or less prior to arrival. Please be sure to read the reviews. Prior guests truly tell the story. This beautiful multi-million dollar property is directly oceanfront...
60% OFF April - June/25, Ocean & Garden Views, Kaanapali Beach, Air Conditioned
Thank you for checking us out! The condo has been updated, is air conditioned and we cover the Resort Fees!!!We are located North Kaanapali beach in Papakea Oceanfront Resort! Welcome to G104 – Your Oceanfront Oasis at the Ginger building! Step into effortless island...
Looking for that romantic getaway? Our little slice of paradise is ideal for Honeymoons, anniversaries, babymoons, or that special romantic escape. Looking for amazing sunsets and whale watching from you own private lanai? Check us out!!Experience oceanfront tranquility...
Kaanapali Ground Floor Renovated & 20 steps to the Ocean
Welcome to our tropical paradise at beautiful Papakea Resort. Our condo E106 is conveniently located on the ground floor with very close access to the ocean and the pool area in building E. This is a legally permitted vacation rental and hotel zone according to the...
Enjoy spectacular views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighboring island, Molokai, and the lush West Maui Mountains from this upgraded interior courtyard 5th-floor studio suite at the Whaler in the heart of Kaanapali Beach.It's fully...
Contemporary Chic Comfy - 2Bed 2Bath Condo, Steps to Charley Young Beach
We are happy to invite you to our beautiful & stylish vacation condo - AquaMaui. Our family is grateful to have experienced the magic of Hawaiian living and we would love others to experience this. Our condo is a 3 minute walk to one of the most beautiful beaches in...
Penthouse Condo with breathtaking views and conveniently located
Hololani B-802Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched in the heart of the west side of Maui, this stunning penthouse condo offers a luxurious ocean view retreat with...
Relax in luxury at Maui Sunset B217! King bed, ocean views, and beach comforts!
Spacious 2 bedroom, beachfront condo, recently renovated and beautifully decorated for a fresh, clean, beachy feel. Enter this luxurious open floorplan to hardwood flooring throughout and stunning ocean views from the living room AND kitchen. Huge wall of windows with...