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.
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...
Kapalua Ridge 1421 40%Off May Deals for Relaxing Getaway at Remodeled Condo
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kapalua Ridge 1421, a masterfully re-imagined 1-bedroom, 2-bath townhome perched on the second floor of Kapalua Ridge Villas...
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....
Experience Luxury at Kaanapali Royal G303
*Season Promo ~ Stay now through Dec 15, 2025: Book 5 or more nights, get 1 night Free! Kaanapali Royal G303 is a 2-bedroom condo featuring amenities such as a large private lanai, a flat-screen TV, and central air conditioning. This condo can accommodate up to 6 guests...
Wailea Beach Villas PH201 - 3 Bedroom Garden View Penthouse
Call this private piece of paradise home, which features panoramic views of Maui and the ocean below as well as luxurious interior elements everywhere you look. This contemporary vacation residence spans 2,500 square feet and captures the true allure of vacationing in...
Stunning Kaanapali Oceanfront!
Welcome to Mahana 1107! Located on the eleventh-floor, this one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands! Highlights include hardwood floors, 55` HD TV, and sectional with queen sofa bed. Kitchen has...
Dog-friendly condo with furnished lanai & washer/dryer plus pool & tennis
Hale Kamaole 249Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This second-floor retreat is a bright and open oasis located just steps from the ocean! Enjoy evenings watching...
KPL 18 Kaanapali 2BD w Sweeping Ocean Views Pool AC
Kaanapali Plantation 18 Enjoy Sweeping Kaanapali Ocean Views and Walks to the Beach from this Well Appointed 2Bedroom, 2.5Bathroom Condo! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay: Whale Watch...
Sea La Vie Secluded Oceanfront condo, Magical Sunrise romantic honeymoon Getaway
It is not just a dream! You really can have it all here “ 50 Shades of blue! Come relax and enjoy yourself in our UNIQUE, beautiful and extremely cozy ocean-front oasis, just steps away from the aqua blue ocean.Our contemporary, beautifully remodeled 975sf condo was...
Wailea Beach Villas F201 - 3 Bedroom Ocean View Villa
Welcome to Villa F201, an expansive vacation retreat that embodies upscale relaxation. Spanning a generous 3,676 square feet, this luxurious 3-bedroom, 3.5-bath villa is perfect for families or couples seeking a serene getaway. Villa F201 is a decorator\'s dream,...
Wailea Ekahi 54A: Completely Remodeled & Panoramic Ocean View
Our Family has Two - Two Bedroom/Two Bathroom Units above and Below Each other in Ekahi Village. This is great for Families or large groups traveling together. Both units tend to be among the most popular in the entire complex! VIEWS: Ocean views from nearly every...
NICELY UPDATED-SLEEPS 8-WELL EQUIPPED-AC-METICULOUS CLEANING
Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that has been nicely updated. 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 24/7...
Oceanfront tropical oasis in West Maui
Hale Mahina A 102 is a ground floor one-bedroom, one-bathroom unit making it convenient to unload groceries and beach equipment and does not have A/C. The master bedroom features a comfortable King size bed with bamboo sliding doors for privacy. The bathroom features a...
Truly Oceanfront - Rare 3BR - Amazing Sunsets & Awesome Views - SunsetShoresMaui
Truly DIRECT OCEANFRONT 3-bedroom END UNIT condo on the shoreline of Maui's beautiful west coast. SunsetShoresMaui offers unbeatable PANORAMIC OCEAN, ISLAND & SUNSET VIEWS from our nicely-upgraded, recently remodeled condo, located literally steps from the shoreline....
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...
5 Star Upgraded Oceanfront 2 BR condo w/Amazing views & AC-Sands of Kahana 326
Imagine your next vacation in paradise and now imagine you are able to rent a condo that has all of the comforts of home and the views dreams are made of. Sands of Kahana unit 326 on the second floor of the oceanfront building 3 (feels like 3rd. Floor due to first...
Paia Inn - 3 Bedroom Ocean Front Beach House
At the Paia Inn, your safety and well-being is our top priority. Our dedicated staff is here to make your stay comfortable and memorable – with outstanding customer service, in-house amenities and dining, and great vibes. We have implemented new cleaning + safety...
Kapalua Golf Villa 27T7 - 1BD Stunning Views
Indulge in the serenity and sophistication of Kapalua Golf Villa 27T7, a beautifully appointed 1-bedroom, 1.5-bathroom retreat ideally located along the pristine fairways of the renowned Kapalua Bay Golf Course. Perfect for up to four guests, this refined villa invites...
2BR2BA Huge Lanai for 6: views, hot tub, pool, AC, across from the beach
Step into a sprawling 1,300 sq ft haven where every moment promises pure Maui bliss for up to 6 guests. This is more than a stay; it's an invitation to panoramic ocean views from your generous lanai, where sunsets paint the sky in fiery hues. Just moments from your...
Ekahi 27A: Priceless Ocean View from a Private Lanai
Private corner unit, 1 bedroom 1 bathroom with 2 private lanais. Ocean view. Have all your meals in our large private lanai. Watch breath taking sunsets without leaving home. Brand new wood floors around the entire condo. New air conditioner in living room and bedroom.
MK- D106: Convenient 1BR Condo, Lush Tropical Views
Embrace island living in this conveniently located, ground floor 1-bedroom, 2-bathroom condo at Maui Kamaole D106. The spacious open-concept layout features bedroom with a plush King bed with en-suite bath and a sleeper sofa for added sleeping flexibility. Enjoy your...
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Aloha! This unit will continue to be a short-term rental (as a second home for our family to visit on Maui, to employ locals, and to share it with our guests). Come experience the spirit of aloha while staying at our oceanfront coastal themed townhome, designed with a...
Maui Sunset Oasis- Top Unit w/AC
A stunning oceanfront sunset condo in Kihei! This updated top unit 2-bdr, 2-bath with AC offers stunning sunsets from manicured grounds. Step onto the private lanai to unwind and enjoy panoramic ocean views! Take a dip in the pool or stroll to two beautiful beaches....
Aloha Condos, Napili Bay Resort, Condo 110, Beach View
*******REMODELED******* Best Beach View Location! This is Hawaii the way you dream about it. No building taller than a tree on Napili Bay. Swim, surf, boogie board, stand up paddle, snorkel, seasonal whale watching and glorious sunsets without leaving the property.30...
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,...
Oceanfront...Endless Sunsets Everyday!
This charming three bedroom home offers a private "local" experience in one of Maui's rare oceanfront neighborhoods. With idyllic views of the ocean and sunsets, this home promises many unforgettable memories. Our clean and cozy home is complete with all you need and...
Hawaii Décor W/Kitchen, Lanai, WiFi–Kamaole Sands
Kamaole Sands unit #6204: When guests enter this condo they will recognize the stylish hardwood floors that flow throughout the entire space. The open-concept layout and design were curated with style and comfort in mind so that guests will find plenty of spots to kick...
Konea 642: Upgraded 2-Bedroom Honua Kai Condo with Ocean Views & Private Lanai
Discover your perfect Maui retreat at Konea 642, a beautifully remodeled two-bedroom, two-bathroom condo on the sixth floor of Honua Kai Resort. This luxurious unit offers complete privacy, stunning ocean views, and all the upgrades to make your stay comfortable and...
Kaanapali Alii | 384
Discover the epitome of a luxury vacation rental with Kaanapali Alii 384, a platinum-rated, modern elegance ocean-view condo. This two-bedroom, two-bathroom unit is designed for those seeking a chic and comfortable stay in Lahaina, Maui. Step into a world of minimalist...
Island Sunset Villa: Upcountry Maui Home in Kula
Welcome to Island Sunset Villa, where modern luxury meets nature’s finest. This tranquil eco-friendly home is nestled on 2 acres of lush, organic orchard, offering the perfect blend of seclusion and convenience. Step inside this architectural gem, where walls of...
Wailea Ekahi 10C - Close to Main Pool & Beach! Spacious condo -Sleeps Up to Four
Our home is in the 1st (and closest) phase of Ekahi and is just steps away from the main pool pavilion, the beach, and a second pool even closer. Ekahi is a huge complex, so check the complex maps we included before booking. Some units are in another zip code!You have...
Absolute Beachfront with Million-Dollar Views at Hale Mahina A-302
Welcome to Hale Mahina A-302! With a direct oceanfront view and located on a secluded and gated white-sand beach, our condo is perfect for those looking for a quiet and relaxing West Maui getaway.Our favorite thing about this condo is the VIEW! Unobstructed views of the...
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...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Stunning 3rd Floor Interior Courtyard Ocean Views!
This premier tandem offering encompasses two expansive 3rd-floor interior courtyard two-bedroom suites situated directly next door to each other and are the perfect place for your group to gather, reconnect, and celebrate. Occupying a fantastic interior courtyard...
Sunsets in Paradise
Welcome to Sunsets in Paradise - Your perfect Maui vacation rental Sunsets in Paradise is located in the heart of the Ka’anapali-Kapalua area, on the west side of the beautiful Valley Isle of Maui. We are minutes away from Lahaina, the historic Royal Capital of Hawaii...
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...
🤙 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...
NEW! Experience oceanfront bliss at Napili Point A26
Welcome to your home away from home! Napili Point A26 has an amazing location at the resort with oceanfront, and unobstructed views! This 1-bedroom, 1-bath features 2 split A/C systems that can be independently controlled for optimal comfort, a fully equipped kitchen,...
Wailea Ekahi Gem! Remodeled Large 1BR+sleeper, Close to Beach & Pools, XL Lanai
Experience Maui paradise at Wailea Ekahi 21B, a fully renovated ground-floor one-bedroom/two-bath vacation condo nestled within the prestigious Wailea resort district. This beautiful unit showcases a designer remodel, offering a spacious, modern, and bright atmosphere...
Modern Oceanfront Condo with Stunning Views, Perfect for Any Getaway #705
Spectacular Maui condo! This bright and beautifully, modern condo is perfect for honeymooning couples, anniversary stays, family getaways, and those just looking to escape to their own tropical retreat. Mana Kai Resort is a favorite oceanfront community among travelers...
OCEANFRONT CONDO with STYLE, COMFORT, & AMAZING VIEWS of OCEAN & HALEAKALA
Ocean Views from the Lanai, are so awesome, you may never want to leave the condo! Everyday brings a one-of -a kind Sunrise over Haleakala. Everyday, turtles feed among the gentle waves of our private beach, which is steps away. During whale season watch the Humpback...
1 Bed/2 Bath Condo with Sensational Ocean View
Welcome to paradise at Maui Kamaole's J115. The breathtaking view from our condo will entice you to stay here. You'll want to return because it's a clean, quiet, well-appointed, well-equipped retreat with plenty of extras. You'll love the gentle trade winds that sneak...
Hale Kamaole #309 Spacious Ocean View Family Vacation Condo Near Kamaole Beaches
This outstanding condo, situated in the Kihei Hale Kamaole Resort, features ocean views from every room! Watch the whales from our lanai. The two bedroom plus loft, split level unit has over 1300 square feet of living area. Completely furnished in a casual, comfortable...
HK Konea 639 - Deluxe Ocean View with Wrap Around Lanai
Welcome to Ka'anapali Folly - Honua Kai Konea 639At “Ka’anapali Folly” you will enjoy resort amenities and breathtaking views from our well-appointed condo. We are located in West Maui along the ocean’s edge of the famous Ka’anapali Beach. Whether traveling...
Ocean View - 1 Bedroom - Hyatt Ka'anapali Beach - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...
Gorgeous Elua 1 Bd+2Ba Executive Vacation Condominium - #2011
2011 Wailea Elua Village - The very best in accommodations that the Wailea Elua Village has to offer. Immaculate, contemporary and beautiful - a state-of-the-art 1 Bedroom + 2 Bathroom vacation condominium that can accommodate up to 4 guests with an expansive lanai...
Low price special - 15 ft from the water 180 deg views 2bed/2ba unit Views Views
Feel the ocean air and hear the waves crashing as you let Maui sink in. Enjoy the rare wrap around oversized lanai with awe-inspiring views. Lots and lots to see, including turtles, rainbows and whales (during whale season). The place is very bright and beautiful....
Maui Resort Rentals: Kaanapali Alii 241 - Interior Courtyard 2BR with Stunning Ocean Views from Nearly Every Room!
Maui Resort Rentals is proud to present this luxurious 2BR/2BA suite at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach. Newly launched on October 13th, 2025, the suite is now open for reservations with first arrivals beginning on November 10th, 2025.Suite...
Kaanapali Shores #933, Stunning Top Floor Full Ocean View Condo
Welcome to your ultimate getaway in paradise at the Aston Kaanapali Shores Unit 933. Be on top of it all in this top-floor penthouse suite offering stunning 180 degree ocean and pool views. From your personal lanai you will enjoy the sparkling blue of the ocean,...
Wailea Ekahi Village 3C - 1 Bedroom Garden View Condo
Wailea Ekahi 3C is a captivating vacation rental that offers a truly idyllic island getaway in the heart of Maui\'s picturesque Wailea resort area. Nestled within the lush, meticulously-maintained 34 acre Ekahi Village complex, this spacious one-bedroom, one-bathroom...