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.
Surf, Sand & Serenity- Kihei Akahi D213 Ocean View
Aloha and Welcome to Your Maui Escape at Kihei Akahi D213!We're new owners and offering great prices. Discover your perfect island getaway at our beautifully updated one-bedroom, one-bathroom condo in the heart of South Kihei. Just steps from Kamaole Beach Park II and...
Summary:This modern home has stunning ocean views, three bedrooms and three full baths, private gated parking, private lanais on both levels, and a large shared pool and BBQ pavilion.The Space:The open concept living area includes a full kitchen stocked with everything...
Elegant suite with a large lanai and ocean views
Step into Kaanapali Shores 401, a spacious 2-bedroom, 2-bathroom condo that offers central A/C, a private washer/dryer, and panoramic ocean views. This property has elevators. Unit 401 can comfortably accommodate up to 6 guests. The master bedroom boasts a king-sized...
Maui Banyan #G-309 Ocean View 2-bedroom condo in fabulous Kihei
Located in the heart of Kihei, this condo is a dream. With 2 bedrooms featuring two king beds with ceiling fans, Queen size sleeper sofa in Living room, 2 bathrooms with rainfall showers. A chef's kitchen fully stocked with many culinary appliances. It also includes a...
Whale watching from your direct ocean front condo!
This terrific ocean front condo in Kahana Reef offers a welcoming atmosphere and an ideal location to enjoy watching the whales right off your lanai. Snorkle with the turtles and fish right off the beach, or enjoy sitting by the ocean-front pool. With 1 bedroom...
Welcome to Mavi Bay, luxury ocean view condo,by Kamaole II beach newly renovated
Welcome to Mavi Bay, our beautiful condo, completely renovated and professionally decorated in summer/fall 2024. You are sure to have a marvelous stay at this 1 bedroom condo in Kihei across one of the best beaches with sweeping ocean views from the sixth floor.From the...
Amazing condo with pools and hotub across from the beach
Welcome to Maui Kamaole! This wonderful 1 Bed/2 Bath condo is the perfect location for your Maui vacation. It is conveniently located across the street from the Kamole Beach Parks and is nearby shops and restaurants. This updated, fully equipped kitchen makes it perfect...
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!
We are a 2-3 minute walk to beautiful Kamaole Beach III. Our building is located in quiet building 5 on the 2nd floor. Our unit is close to the elevator but far enough away to not hear it. Additionally, there is a beautiful ocean view from our lanai!The remodel of our...
Maui Eldorado J102 - Kaanapali Beach - Black Rock and Ocean Views
Photos taken January 2021 after remodelMaui Eldorado resort property on Kaanapali golf course. Beautiful paradise views from lanais & floor to ceiling glass windows.A short walk (less than 5 minutes) to the beach with private cabana exclusive for resort guests. There's...
Maui Kamaole A205 Remodeled with spectacular Ocean Views
Stunning ocean views from this spacious Maui retreat at the popular Maui Kamaole in South Kihei. This two-bedroom condo is amongst 14 of the largest floor plans at 1,224 square feet, and features high ceilings and lots of room to entertain. The fully equipped kitchen is...
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 as a...
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...
DISCOUNTED RATES! Oceanfront extra large 1 br Kulakane 209 new A/C
West Maui Welcomes You Back! Our communities of Ka'anapali, Honokowai, Kahana, Napili and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit. Please stay away from Lahaina Town while it heals and rebuilds.Welcome to...
Super cute-great location -close to everything needed for a perfect vacation!
This charming condo provides you with a comfortable, easy and convenient way to enjoy your Maui vacation. This super cute unit is located in an excellent location between Kaanapali and Kahana/Napili. It's across the street from Honokowai Beach Park, so you can walk to...
Renovated beachfront with gorgeous ocean views! Luxurious and family friendly!
(See Video Below) Upgraded, with ocean and garden views, direct beach access, patio and luxury amenities to make this your most memorable vacation! Minutes from Shops at Wailea! Family friendly and serene! Just bring your swimsuit and flip flops because we have you...
Hale Kamaole #124 Ground floor condo, easy access to best beach on Maui!
Experience Maui from this ground floor one bedroom unit, steps away from two pools, the tennis court, and close to grills with easy parking! The furniture has been renewed for comfort. Bathroom cabinets updated with both tub & shower. Bedroom has king bed with an...
Ocean Front 3 bedroom Villa - sleeps 12
For additional reviews; please see vrbo 10182 (same resort and owner).Owner at this resort - unlike other listings by commercial brokers on VRBO! Work with an actual owner/broker (since 1999) who cares deeply about this resort. We specialize in the Marriott Maui Ocean...
Elegant, Bright Remodel! Tropical Views! Ekahi 40D
Located just moments away from the pristine beaches, this elegant condo offers the perfect balance of tranquility and convenience. Explore the nearby attractions, engage in water sports, or simply lounge by the pool and soak up the sun.Welcome to our exquisite...
Most desirable Ocean View Location 5 min walk to beach
At Maui Kamaole enjoy Hawaiian resort living on 23 lush tropical acres featuring 2 large swimmings pools with waterfalls and hot tubs, tennis courts and bar b q’s. Unit J117 is bright, beautiful, air conditioned with a Lanai and Ocean view. The fully equipped modern...
Your family will be close to everything when you stay at this centrally-located place. Walking distance to shopping and restaurants. Only 20 minutes from the Airport, 15 minutes to Maalaea ocean center and easy access to Piilani highway for Haleakala crater.Registration...
Sun, Sand And Surf …….. A Romantic Couple’s Getaway…… Hale Ono Loa 306 --
Our unit has an incredible 3rd floor oceanfront view of our neighboring island, Lana’i. Enjoy the sounds of the surf while watching turtles and whales from the shoreline or your private lanai. The complex provides a relaxing sundeck and pool with beautiful floral...
Spectacular Panoramic Ocean Views - Private Ohana - Wailea Custom Pole Home
Live like a local at the Ocean Blue Ohana. You'll have the entire private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500...
Fully Remodeled Elegance in Wailea 2Bed 2Bath
** PLEASE NOTE: The Pool will be closed from September 15th - September 18th, 2026, for yearly maintenance. Welcome to The Palms at Wailea, where we offer you exceptional experiences in a variety of realms that exceed your expectations. Nestled within the prestigious...
Lani Paradise Oceanfront Retreat with Private Pool
Discover paradise with a private pool, surrounded by natural oceanfront scenery. Revel in the charm of this tastefully decorated 4-bedroom, two-story Villa and romantic 2-bedroom Cottage overlooking Maui's North Shore.This exclusive property offers private waterfront...
VI 206 OceanFront Studio w Ocean Views Pool
Looking for a Maui getaway and enjoy exploring all your surroundings when on vacation? Valley Isle Resort 206 is the perfect place to call home during your time spent on Maui. Our convenient North West location is close to many amazing beaches, snorkel spots, hikes,...
Maui Resort Rentals: Kaanapali Alii 352 - Remodeled 5th Floor 2BR with Ocean and Mountain Views!
Maui Resort Rentals is proud to present this luxurious 2BR/2BA residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on October 31st, 2025 to start taking bookings for check-ins starting April 27th, 2026!This 5th-floor corner suite...
Updated Kauhale Makai unit 610 1 bedroom top floor, king bed, AC
• Oceanfront• Central A/C unit• King bed• Remolded May2023• Beach access from condo complex no crossing the streetWelcome to our home at Kauhale Makai 610. Our home was updated in May of 2023. Our beautiful and pristine one-bedroom condo sits on the top (sixth floor) of...
Bright Haiku Studio: Patio + Rainforest View
Welcome to the 'The Kahili!’ Surrounded by the lush rainforest, this 1-bath studio provides the perfect backdrop for your next tropical retreat! Complete with a private patio, well-equipped kitchen, and a rainfall showerhead, this newly built vacation rental has...
Pualani Hale: Upcountry Maui Villa with Breathtaking Views
Aloha, sorry but at this time we are not hosting to families with children younger than 12 Mahalo.PermitsBBMP2019/0006 & SUP2 2019/0003GE-081-730-0480-01 & TA-081-730-0480-01This is a BnB not a STRHOwners live on property.We encourage you to respectfully enjoy our...
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...
Completely remodeled Whaler on Kaanapali Beach, stunning views of black rock!
Summary:Welcome to Whaler 508. This condo is situated in a quiet North Tower location providing stunning ocean & Black Rock views. Admire sunsets, whales, sailboats, & Black Rock torch lighting from your large private lanai. This spacious 1 bedroom/2 bath floorpan...
Discover Paradise at Royal Mauian | Ground Floor Oceanview and Island Living
There is something magical about a ground floor unit at the Royal Mauian. No elevator, no waiting, no distance between you and the soft green lawns that roll right down to the edge of one of South Maui's most beloved stretches of coastline. Unit 104 puts you closer to...
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
• Oceanfront• Split A/C units• King bed• Remolded Oct 2021• Beach access from condo complexFully remodeled in September 2021, this bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei 210 welcomes you! This second floor condo is luxurious...
Bright airy updated large 1 bedroom 2 bath top floor in sought- after Wailea Ekahi Village. 27D is a top corner unit known for our panoramic ocean views. Enjoy a Mai Tai while gazing out at the whales breaching out of the ocean at sunset! This unit boats high ceilings,...
Mermaid Cove Breathtaking Ocean Views 2 bdrm 2 bath
This lovely condo RIGHT on the shoreline, overlooking the beautiful Ma'alaea bay, is stunning. The 180 degree views, sweet ocean breezes, and lullaby of the ocean will take your breath away and instantly rejuvenate you! We offer A/C as well as ceiling fans, fully...
Aloha Charm on Maui's North Shore - Right by Mama's Beach.
2 rows off the sandy beach in a quiet north shore neighborhood. This property is perfect for family and friends or a couple. 'A breezy and charming home, Maui Winds invites rest and relaxation and offers exciting activities for top-notch athletes ready to windsurf,...
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 unit...
View of Maui Mt, Partial Ocean View, A/C in All Rooms, 3 min Walk to Beach
Wall to wall, ceiling to floor windows in the living room and master suite open unto private lanais which offer panoramic views of West Maui Mt and peeks of the ocean.Every room is cooled with Split System AC's with remote controls. Master suite has a King bed (single...
Spacious Oceanfront Hideaway – Ground-Level Boho Zen Paradise with Stunning Lana
The Space:Surf Shack Properties welcomes you to your Oceanfront Vacation! Ground-Level Coastal Zen 1 Bedroom/ 2 Bath (Sleeps 4) Condo at the Hololani Resort with two lanai in Kahana, West Maui!✔ Breathtaking Sunsets, Oceanfront Views of Lānaʻi and Molokaʻi✔ Large...
FABULOUS OCEAN VIEW, 6th FLOOR CONDO, “149-5 STAR REVIEWS”
Located at the Honua Kai Resort in the Konea Tower. Our studio has a fabulous 6th floor ocean view on Kaanapali Beach. This spacious 6th floor studio is an elegant place for a total Maui experience. Our studio/condo features:• luxurious king bed and a sofa queen sleeper...
KBM Resorts | FREE CAR | Mahana | Oceanfront | Gorgeous 2-Bedroom Condo! MAH-301
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Spacious Lanai Retreat: Kapalua Maui's Golf Villa with Breathtaking Views 14T 1-2
This is a legally permitted vacation rental according to the County of Maui ordinances.Spacious Lanai Retreat: Kapalua Maui's Golf Villa with Breathtaking ViewsImmerse yourself in the epitome of luxury with our recently refurbished 1-bedroom, 2-bathroom condo, nestled...
Kaanapali Alii 2652 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 265, your dream vacation rental in the heart of Maui’s renowned Ka'anapali Beach. This luxurious two-bedroom paradise combines modern...
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Under the Warm Maui Sun - Permit#BBKM\2016\0004 Due to cancellation last moment special forMon, Oct 31 - Thu, Nov 10, 2022 $350/nightRegular rates 2022: April 1 - December 27 2022$410/nite for 2 personsWinter rates 2023: January 3 - March 31 $490/nite for 2...
The Westin Kāanapali Ocean Resort Villas- Studio
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on...
Kaanapali Alii 2552 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Kaanapali Alii 255 is a stunning two-bedroom, two-bathroom ocean-view residence that features a warm and inviting contemporary design. This spacious vacation rental...
Kula Luxury Home with Ocean & Mountain Views
Special Permit: (SUP2) SUP220170018 Permit: BBMP20170006Relax in the luxury and privacy of this quiet neighborhood that is still convenient to modern amenities and restaurants. This location is a little slice of heaven, a different experience from other rentals on Maui....
Visit Enchanting Nanea! April 19-26, 2025
Welcome to beautiful Maui! Stroll the white sand Ka’anapali Beach, sharing sunsets with the isles of Lana’i and Moloka’i. Dine in the finest restaurants or grill your own fresh fish and steaks near the pool. Ride to the top of massive Haleakala volcano, or take the Road...
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...
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...