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 2 Bedroom Condo in Kihei - Paradise Awaits All Year
ALOHA and welcome to our home at Luana Kai. Our unit is set apart from any other by the love we've put into it and the care we've taken to maintain it. Our deluxe condo has tile floors throughout and stainless steel appliances for your use. Although we don't have air...
Papakea RESORT! - RENOVATED unit, GROUND FLOOR & steps to BEACH, POOL & BBQn
PROFESSIONALLY RENOVATED AND DESIGNED FROM TOP TO BOTTOM and BRAND new FURNISHINGS FALL 2021This functional "C2 Studio" plan has a beautiful kitchen with cherry maple "soft close" cabinets, cream quartz countertops, glass backsplash, under mount cabinet lighting, LED...
Maui Resort Rentals: Luana Garden Villas 2A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3bedroom/3bath residence is conveniently set within Enclave One of the Luana Garden Villas. Villa 2A's north facing orientation offers a Shady respite from West Maui's legendary endless sun and its designation within "Grounded" collection at the Luana...
Spacious lanai-Maui Vista Relax/Work/Play in this lush tropical getaway!
Perfect location! Newly remodeled 1 bedroom/1 bathroom corner unit that sleeps 4. Ideally located with ocean and mountain views. Stay in style with everything you need for work and play. Start your day with a walk on Charley Young beach-literally across the street,...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, 7th Floor Deluxe Ocean AND West Maui Mountain Views
This tandem one-of-a-kind 4BR offering combines one of Honua Kai's highly sought after deluxe ocean view 2BR corner suites with a neighboring 2BR. Your party will enjoy stunning 7th-floor direct ocean views in addition to views of the majestic West Maui Mountains. The...
Oceanfront Chic | 2BR Ocean View High Floor
This is a NEW listing and it's gorgeous! We are confident you will have a great experience. Welcome to your front-row seat to Maui’s magic.Perched on the 5th floor of a coveted oceanfront resort in Ma'alaea, Island Sands 502 is a fully remodeled and beautifully...
New Listing w/Discounted Rates! Escape to paradise with 180-degree ocean views and magnificent sunsets year-round!
Please Note: During weekdays, there may be some noise due to parking for construction workers involved in a project at the Montage Hotel. The parking lot is located below the villa. Construction is NOT taking place near the villa and there is no noise from the...
Wailea Grand Champions 31 - 2 Bedroom Golf Course View Condo
Wailea Grand Champions 31 is a recently updated vacation rental that offers a perfect blend of comfort, style, and convenience in the heart of Wailea. This two-bedroom, two-bathroom condo features modern upgrades including granite countertops, new cabinetry, and...
Modern Spacious Beachfront Luxury in Wailea. Family Friendly!
A modern 2 bedroom, 2 bath condo with extra bunk beds and an amazing ocean view!South Maui is one of the most beautiful destinations in all of Maui and Wailea Ekahi Village is a perfectly situated, beachside resort we call home. Guests return to Ekahi year after year to...
Amazing OceanView, Best, Front Row, Retractable Awning for Lanai! Relax, Enjoy!
NEW:Why Rent this condo at Maui Kamaole, Kihei, HI, USA?You are ready for an escape to a beautiful location and relax at a home base that allows you access to ask Maui had to offer.CONSIDER THE FANTASTIC LOCATION in Maui, HI, USA, THE SPECTACULAR VIEW, OWNERS'...
Beautifully updated ground floor condo. Just steps from the beach and pool!
Walk to beautiful beaches, soak up the Maui sunshine, and come home to the comfort of your own lanai/patio when you escape to this well-appointed condo in Kihei. Open the sliding glass doors to let in the cool ocean breeze, prepare island-inspired breakfast in the fully...
Maui Resort Rentals: Honua Kai Hokulani 713 - Stunning Interior Courtyard 1BR Penthouse Gem w/ Gorgeous Ocean Views!
As the top-floor penthouse gem in the one-and-only column of inner courtyard 1br suites available at Honua Kai, Hokulani 713 is simply the best of the best among Honua Kai 1br suites. Enjoy gorgeous Pacific Ocean and Molokai views from this incredible 1br vantage point....
Exceptional Ocean Views - Renovated - Maui Kamaole #G-114, 1 Bd/2 Ba/ (Sleeps 2)
Welcome to your slice of paradise! Incredible ocean views, quiet, private and relaxing. The perfect place and location to call home during your stay in Maui. Note: Travelers to Hawaii will no longer be required to quarantine for 10 days provided they can provide a...
Perfect location in Kihei! 5 minutes to the beach!
If you want to be close to it all - best beaches, best snorkeling, only surf spot in Kihei, SUP, kayaking, snorkel tours, dinner cruises, shopping, restaurants, nightlife - our recently updated, owner-managed (no dealing with unresponsive property managers) condo is the...
One of the Most Beautiful Ocean Views in West Maui at Kaleialoha
Gorgeously and recently renovated unit at Kaliealoha tucked in the corner to avail of the amazing ocean views West Maui has to offer. It’s arguably the best unit at Kaleialoha. Entire left wall has tinted widows for privacy, feels like your outside with nature. The...
LAST MINUTE AVAILABILITY IN APRIL $ 100/Night DISCOUNT! 2 BR Ma'alaea Surf B4
Located just steps from the shore on Sugar Beach in beautiful Ma'alaea Surf Resort, this newly remodelled two-bedroom, two bathroom ground floor condo is your perfect vacation hideaway. The unit was taken to studs and completely rebuilt in late 2022 and every element...
Newly remodeled corner unit w/ large patio -Wailea Treasure awaits you!
In sunny Wailea, a short stroll to some of south Maui's most incredible sand beaches, you will find our WAILEA TREASURE! Close proximity to all of the great Wailea amenities like world class resorts, golf, tennis and shopping. We offer a recently remodeled (down to the...
Kaanapali Alii | 433
Kaanapali Alii 433 is an ideal vacation rental for a comfortable and relaxing stay on the beautiful island of Maui. Spanning an impressive 1,553 square feet, this spacious one-bedroom plus den garden view condo offers plenty of room for you and your traveling companions...
Maui Banyan F-103 Stunning 2 Bedroom Condo With AC
**Please note: This is a ground floor unit, although there are stairs down from the parking lot and another set of stairs down to the ground floor hallway. Everything in the unit has been upgraded! Floors, newly built walk-in showers in both bathrooms, new bathroom...
Wailea Ekahi Village 30D - 1 Bedroom Ocean View Condo
Nestled in the prestigious Wailea Ekahi Village, condo 30D is an exquisitely decorated island-inspired vacation rental that offers a perfect blend of luxury and comfort with breathtaking ocean views. The lanai provides an idyllic setting for outdoor dining or morning...
Kamaole Sands 1-403 - Ultimate getaway! Spacious 2/2 with split AC, Large Lanai
Welcome to Kamaole Sands 1-403, your perfect Hawaiian retreat in the heart of South Kihei. This spacious two-bedroom, two-bathroom condo offers breathtaking ocean views from a large private lanai, where you can relax with your morning coffee or enjoy sunset cocktails....
Maui Resort Rentals: Honua Kai Hokulani 837 - Stunning 8th Floor Ocean View Studio
This spacious oceanview studio provides awe-inspiring views of the Pacific Ocean and Maui's neighbor island Lanai from its prime 8th-floor vantage point nestled in the Hokulani interior courtyard.Relax and reconnect in the ample living space fully appointed for your...
STUNNING REMODEL-LARGE LANAI-AC THROUGHOUT-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of February 2018. Everything in the condo is brand new and finished with high end materials. This condo is managed by PMI Maui, a local Real Estate Brokerage that...
Wailea Beach Villas PH502 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 502 boasts a panoramic ocean vista, ideal for whale watching in the winter, and with spectacular sunset views all year long. This top floor penthouse has been exquisitely redecorated with an elegant, casual décor. Your private elevator...
Charming Beach Cottage by Mama's Beach
Grom's Hideaway is a charming cottage nestled in the heart of Kuau Point, the last little neighborhood 1 mile outside Paia(a 5 min drive), as you head out on Hana Highway. Grom's has 3 bedrooms (king, queen and two twins) and 1 Bath with an indoor and a Very Private...
Ocean view, fully remodeled, 2nd floor, few steps away from the best beaches
**Welcome to Your Perfect Maui Getaway!**Nestled on the second floor with breathtaking views, our recently remodeled rental unit offers a seamless blend of modern comfort and coastal tranquility. Enjoy stunning vistas from the lanai, overlooking a beautiful green belt...
Luana Villa 18C ~ Your Private Oasis at Honua Kai w/ Large Lanai, BBQ, & Garage
FALL SPECIAL- BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL OCTOBER 31ST 2025Aloha & welcome to Luana Garden Villa 18C, the newest and most luxurious offering at the Honua Kai Resort in Kaanapali, Maui. This 3-bedroom, 3-bathroom...
Renovated 03/23! Direct Oceanfront Condo with 2 Master Suites!
*Available for booking! Thankfully, our condo is not located in the wildfire affected area*Enjoy stunning views in this newly renovated oceanfront condo located on Kahana Beach! This spacious 1,040 sqft condo located at Valley Isle Resort has been completely renovated...
Wailea Oceanfront Private Home
State of Hawaii Transient Accommodations Tax License #TA-053-364-5312-03County of Maui Short-Term Rental License #Hotel-ZonedThis home defines the best of Maui with lava step access to a sandy, swimming beach on one side and a lava rock beach on the other side.This...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 1-Bedroom Condo, Recently Remodeled! KGV-20T8
Kapalua Golf Villa offering ocean views, gourmet kitchen, spacious bedroom, and peaceful resort amenities-ideal luxury retreat.*Special Offer - Book any KBM rental home in Hawaii for 6 nights or more with an arrival date between Jan 1 - Dec 31, 2025 & receive a...
SUMMER SPECIAL! AMAZING VIEW! Book Between May 25th - Aug 31 375/night!
Breathtaking views from our Unit 507 at The Whaler on Kaanapali Beach. 1 back from oceanfront! 1 bedroom unit has a king sized bed and a full size Murphy bed. 2 full baths. Sleeps 4 comfortably. Also a well equipped full kitchen.Relax on the spacious lanai while...
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...
*Lauloa 306* Maui Prime Oceanfront Condo, A/C!
This nicely remodeled 3rd-floor condo offers breathtaking views of Maalaea Bay, the grand volcano Haleakala, and the sparkling Kihei lights at night from the private lanai! The primary suite features a comfy king bed and ensuite bathroom with a walk-in shower and a...
Ocean Views ~ Steps to the Beach ~ Pineapple Paradise
***Just remodeled*** Welcome to Pineapple Paradise Maui! A modern and stylish condo with ocean views and a private lanai. This incredible location is just a two minute stroll from Sugar Beach—the longest beach in Maui with beautiful white sand. Guests can enjoy the...
Welcome to Luana Villa 9D Oceanfront Resort , Upstairs, Mountain/Pool view
Kaanapali Luxury Vacation Rentals welcomes you to our beautiful upper level Luana Villa at the Honua Kai Resort.This luxurious villa is located within the 38 family-friendly acres of the Honua Kai Resort & Spa, designed with relaxation and memory-making in mind,...
Wailea Grand Champions 73 - 1 Bedroom Partial Ocean View Condo
Wailea Grand Champions Villa 73 is a recently renovated vacation rental that offers a perfect blend of luxury, comfort, and stunning views in the heart of Wailea, Maui. As you enter the villa, you\'re greeted by a bright and spacious great room, ideal for relaxation...
Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort
*note: if you are booking a short stay for 7 or less days, please inquire first before doing a reservation request, unless your arrival date is less than 30 days away, in which case you're welcome to proceed with the reservation request*The views from this 8th floor...
Beautiful and Serene Maui Kamaole Condo I-209
This ocean view, two-bedroom, two-bath condominium is located near the front of Maui Kamaole and is located up one flight of stairs on the second level. Inside you will notice it is designed in the style of a townhouse with the master bedroom on the main floor and a...
Stunning 3 bedroom beachfront property in Kahana close to all westside beaches
Available April 2026 after renting it for two years to a displaced family of the Lahaina fires. We lost our Premier Host status due to no bookings for two years but we pride ourselves on exceptional hosting at this beautiful property.Kahana offers a stunning beachfront...
Tropical oceanfront escape, steps from Sugar Beach
Discover tropical relaxation at Sugar Beach 233, a 1-bedroom, 1-bathroom, 2nd-floor oceanfront condo that offers breathtaking views of the Pacific from your private lanai and central A/C. This resort has elevators for easy access. Unit 233 can accommodate up to 4...
New Listing! Peaceful island living with a view
Welcome to Kaanapali Shores Unit 733! This comfortable 1-bedroom, 1-bath condo is located on the 7th floor and can easily accommodate up to 4 guests. Stay cool with central air conditioning or step out onto your private lanai to enjoy the ocean breeze and relaxing views...
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise
In Hawaii's lush tropics, discover your dream home at this stunning 2-bedroom retreat. Nestled just an 11-minute walk from the picturesque Maalaea Harbor, you'll be perfectly positioned to explore the stunning West Maui Mountains and the pristine Wailea Beach, just a...
TRUE OCEANFRONT PARADISE! Royal Mauian #311
ALOHA!Welcome to Kihei, Maui and your oceanfront paradise! Our incredibly beautiful condo is near the center of the building and only steps away from the water. Watch whales, savor the sunset and enjoy the sound of the waves from the large lanai, the living room or even...
Wow! Maui On Sale-Inner Courtyard Ocean View-Steps to Beach & Pool-100+ Reviews
WELCOME TO OUR VRBO LISTING and RENT FROM AN ACTUAL OWNER.Honua Kai is a special place combining the benefit of a luxury condo in a spectacular resort setting. We look forward to sharing our slice of paradise with you and know you will love it as much as we do. OUR...
Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303
Welcome to your tropical escape at Polo Beach Club, our cherished slice of paradise! Having fallen in love with this magical location years ago, we are thrilled to be able to share our beautiful condo with you. Nestled at the tranquil south end of Wailea Beach Walk,...
Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool
Kahana Sunset is a beachfront resort on the world famous west coast of Maui, 10 minutes south of Kapalua and north of Kaanapali. You will be swimming and snorkeling with turtles and tropical fish off of the white sand beach of protected Keoni Nui Bay. There is a heated...
Ma'alaea Kai 110 - Spectacular Oceanfront PLUS Mountain View/Quiet Setting
Ease of access, pleasant tradewinds, quiet area and unmatched relaxation make this the ultimate in Maui locations. Ma'alaea Kai is a hidden gem that offers many amenities and views that travelers will treasure. Whether eating in or dining out, hiking the crater or...
Kaanapali Stunner - Spectacular Ocean Views
Updated 2025 - New Furniture and flooring. New pictures soon.As owners, we are committed to providing a high quality safe and clean vacation experience for both first time and loyal guests of Whaler 559. This unit is highly upgraded with loads of extra amenities and...
Studio Premium Villa - Ocean View at Westin Ka'anapali Ocean Resort Villas
Settle into the lap of luxury, where plush bedding assures pampered restfulness for the weary traveler.If the majesty of Maui’s beaches and mountains weren’t enough to sell you on a trip to Hawaii, perhaps the allure of this world-class wellness resort will tip the...
One-Bedroom Villa in Ocean Front Resort, all amenities and services.
The quoted base rent is in Canadian Dollars, including resort fees. Currently, the currency exchange rate is $1.0 USD = $1.4 CAD! Oceanview can be guaranteed for advanced booking of 8-12 months before the arrival date.This one-bedroom Villa (840 s.f.) in a huge...