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.
WOW! WHALER's BEST-10th Fl. 1 BR- SLEEPS 6 -PANORAMIC Ocean Views 365 SUNSETS!!!
Unit 1059 is truly one of the absolute nicest 1 bedroom units at the Whaler. Unit 1059 is on the 10th floor and has one of the most spectacular views anywhere in Kaanapali. This total remodeled and professionally decorated 10th floor suite is one of the VERY nicest one...
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...
🏝️SUMMER Deals - Walk to the beach, great and convenient location LSV15🏝️
South Maui Condo Steps from the BeachWelcome to our bright and airy second-floor end unit in the heart of Kihei. Located in Building 4, Unit #223, this condo offers windows on three sides, allowing natural light and refreshing trade winds to flow through.What Makes This...
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...
Fleetwood Villa - Stunning Gated Home with Pool & Spa in Napili
Welcome to the former home of a legendary celebrity rockstar. The Fleetwood Villa exudes a zen-like ambience of calm alongside contemporary flair and function. Located in the Napili area of Maui, you will find a variety of beautiful beaches and restaurants within...
Beautiful Oceanview Condo with Spectacular Sunsets! - Updated
Located on five miles of sandy beach on Maui’s southwest shore, the lovely Sugar Beach Resort will capture your heart. Take a leisurely stroll down the sparkling white-sands of Maalaea Bay’s Sugar Beach, one of Maui’s favorite places to swim, snorkel, kite-board, and...
Romantic, Luxury, Sensual Retreat - Couples Only
Welcome to The Palms at Wailea – Your Luxury Island Paradise Awaits! Experience Maui from our beautifully remodeled condo, Unit #1603, located in the prestigious Wailea resort community. Thoughtfully designed and meticulously maintained, our unit offers a level of...
Kaanapali Royal B-102 - Remodeled - Golf Course Living - Free Fun
Completely remodeled December 2021 - With more than 1,500 sq ft of air-conditioned living space, this gorgeous condominium is ideally located directly on the Kaanapali Golf Course. "Sale" into Whale Season: PROMO CODE: SALE26. (Can not be used in combination with any...
Kaanapali Alii 1712 Bedrooms | 2 Bathrooms | Sleeps 6 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 171, a beautifully renovated one-bedroom partial ocean view vacation rental with a fully enclosed den that comfortably serves as a...
Maui Kai 306 Oceanfront Condo, Fantastic Ocean Views
MAUI OCEANFRONT CONDOMINIUM... PREMIUM STUDIO... Third Floor.Note: Please read our Guest ReviewsPrime third floor location provides privacy and the best view of ocean surf, whales and sea turtles. Instead of waking up in the mornings to four walls in a tiny one bedroom,...
Beautiful Oceanfront Condo with Stunning Views in the Heart of Maui!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your perfect slice of paradise in this stunning oceanfront condo in the heart of Maui. This condo is located on the top floor of the complex, offering breathtaking panoramic views of South...
This one-of-a-kind oceanfront 4BR plus den ground-floor offering at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach consists of two luxurious adjacent suites. Together they offer a massive 5,188 sq ft of combined interior living area and a sleeping capacity...
Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!
Surround yourself in luxury while enjoying privacy and seclusion all while being close to world class dining and shopping. Enjoy unparalleled views and seamless indoor/outdoor living with a top notch beach steps away and some of the best snorkeling on island directly in...
Spacious unit located in Maui Hill Resort+Netflix&more
Welcome to an upscale neighborhood. Aston Maui Hill in the heart of Kihei right next to Wailea. We offer you an entire place. There's one bedroom with king bed the master bed has an attached bathroom and balcony and there will be another queen bed in the living room...
Beautifully remodeled 2 Bd, 2 Bath Condo, short walk to the Beach
This spacious two bedroom, two full bath condo is located in the perfectly manicured, lush landscape of Kihei Garden Estates. The fully remodeled, 850 sq ft top floor unit, has an open floor plan and a lanai with a table and four chairs that overlooks the pool and...
Ocean View Corner Unit Light and Bright, Ground Floor, Beach Gear Included
Welcome to your Maui home away from home! Our family-owned and operated condos have been lovingly cared for by our ohana for over 50 years. We personally live on island and treat each unit with the same attention, care, and aloha we give our own home. Staying here means...
Kaanapali Alii 3222 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Welcome to Kaanapali Alii 322, a one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom. This stunning residence...
Enjoy Garden Views and Ocean Glimpses From Your Private Lanai at #138
Location! Location! Location! Who needs a car?!? This central Wailea location makes it favorable as you can find tennis, golf, retailers at the Shops at Wailea, casual to fine dining restaurants, world's top beaches, and five-star hotels just moments away.Kick back and...
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...
Breathtaking views of Kaanapali Beach, Black Rock and the island of Molokai.
Beautiful views of the world famous Kaanapali Beach and Black Rock from this 1 bedroom, 2 bath condominium. Sleeps 4. Seasonal watching of humpback whales, spectacular sunsets or enjoy your morning coffee or breakfast on your large lanai while the beach and blue ocean...
Luxury at its Best with Big Ocean Views!!
Aloha & welcome to the Wailea Diamond Suite at Ekolu Village #305!The moment you step through the door you’ll know you’ve come home to luxury in this elegant 2 bedroom, 2 bath condo. Each bedroom features its own unique bath, private lanai sanctuary, ambient lighting &...
Beachfront Condo B303 May 10-15 available at special rate of 750 per night
Relax and enjoy panoramic views and beachfront perfection. The 2 bedroom, 2 bath home is located in the B building and sits only steps from an extraordinary sandy beach offering the famous 'five island view' along with the accompanying year-round sunsets. A refreshing...
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
For travelers seeking luxury and an escape from life in the resort town of Wailea, this complex is one of the most exclusive sanctuaries. The newly renovated 1536 square foot condo is a spectacular beachfront vacation rental with panoramic ocean views and extensive...
50 steps away from Maui's best beach, furnished with luxury details
Welcome to your perfect getaway in Maui! This exquisite 2-bedroom, 2-bathroom apartment, nestled on the 2nd floor of Pacific Shores complex, elevator-accessible building, offers 745 sqft of living space. Furnished with high-end furnishings, this apartment comes with 3...
Beautiful Condo with Awesome Sunset Views
Beautiful two bedroom two bath luxury condo. Kitchen with granite counter tops and all stainless steel appliances. Bathrooms with granite counter tops and beautifully tiled bath/showers. This condo is located in Maui Kamaole One of Kihei best first class resort...
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...
Hokulani 138 is a luxurious ground floor suite with one of Honua Kai's largest one-bedroom floor plans and easy access to the pools, beach, and B.B.Qs. Your group will have plenty of space to spread out on the large adjacent lawn area. Take in the views of the majestic...
New Listing- Impressive 3 Bd+2 Bath Vacation Home at Wailea Grand Champions
Bldg. 16 - Unit #153 - A front-row, ground floor, impeccable 3 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. This is a prime example of what Wailea Grand Champion Golf Villas has to offer in a 3 bdrm + 2 bath category. Upgraded...
Maui Resort Rentals is proud to present this stunning 1BR oceanfront residence at the iconic Whaler Resort on Kaanapali Beach—newly launched and available for bookings starting July 5th, 2025!Situated in one of the most coveted locations at The Whaler Resort on...
South Kihei Top floor Ocean View & easy walk to the beach.
2 Bedroom, 2 Bath, Sleeps 4 (2 Queen Beds) This spectacular TOP floor unit features Split System air conditioning which allows for individual climate control in each room. The A/C accommodates year-round enjoyment of the fully equipped chef’s kitchen, completely...
Maui Resort Rentals: Hokulani 4 Total Bedrooms, Stunning Partial Ocean & Mountain Views + XL Lanai!
This exceptional pairing combines a partial oceanview 2BR suite, Hokulani 820, with an adjacent 2BR mountainview suite, Hokulani 822, to create a 4BR offering featuring gorgeous views of the Pacific Ocean and the awe-inspiring West Maui Mountains. Together, these...
Papakea RESORT! - RENOVATED unit, GROUND FLOOR & steps to BEACH, POOL & BBQ
PROFESSIONALLY RENOVATED AND DESIGNED FROM TOP TO BOTTOM welcome to our garden view studio apartment.Parking, Wifi and resort amenities included in your total price. This functional "C2 Studio" plan has a beautiful kitchen with cherry maple "soft close" cabinets, cream...
Beachside Penthouse ❀ Royal Mauian 604
Experience No. 604 at Royal Mauian, a comfy top-floor, air-conditioned beachfront sanctuary with breathtaking views. Nestled between two white sand beaches, enjoy the best of both worlds: dive into vibrant beach life or relax watching the ocean theater from your private...
Papakea H304 2BR / 2BA Condo with Spectacular Ocean Views & Central AC
The Papakea is a Kaanapali Beach Oceanfront Resort. Unit H304 is a 2 bedroom, 2 bathroom condo with Central A/C, Ocean Views from both the Lanai and Master bedroom, sleeping 5 *** Completely Renovated - new furniture, flooring, kitchen, appliances, central air...
Prime Location for Oceanfront Lovers
Situated in Maalaea, just a short drive from the airport, Island Sands 110 is the perfect base to enjoy all that Maui has to offer. The condo is steps away from the daily bustle of Maalaea Harbor, where you can indulge in a variety of ocean activities, including snorkel...
Summary:Elegantly remodeled oceanfront studio with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming...
Recently Renovated at Wailea Beach Villas
Let the sounds of palm fronds brushing against each other in the gentle trade winds sing you to sleep this vacation. With relaxing views of the ocean and the manicured tropical landscaping, Wailea Beach Villas Penthouse 411 leaves no stone unturned in the pursuit of...
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Come relax and enjoy your stay at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea Hotel & Spa on the beautiful island of Maui.Situated on the third row at Ho'olei, this beautiful two-story villa boasts dramatic Pacific Ocean views...
Wailea Ekahi 24B - Modern Garden Retreat w/ Lanai, Split AC & Stylish Renovation
* * * * The Wailea Ekahi main pool area will be closed for renovations from August 10, 2026 to October 15, 2026. The 3 other pools on property will remain open during this time. * * * * Nestled on the ground floor, Wailea Ekahi 24B is a beautifully remodeled...
Direct oceanfront Studio in Kaanapali, Maui
Welcome to Maui Kai – a unique boutique complex boasting a pool, spa, and BBQ area, nestled as a hidden gem along the renowned Kaanapali Beach. Our penthouse is on the 9th floor and offers uninterrupted panoramic views of Lanai and Molokai islands, seasonal whale...
Papakea G-205 - Ocean Views - Free Fun - NEW LISTING
Ocean views at Papakea Resort in North Kaanapali. This beautiful 2-bedroom, 2-bath condo in a 4-story concrete building has been updated. Remodeled guest bathroom and new master vanity in October 2025. ** NO RESORT FEES ** "Hop" into Spring: PROMO CODE: SALE26. (Can not...
Wailea, Oceanfront, Polo Beach Club Condo #403
Location, location, location…. Polo Beach is the premiere condominium that sits at the south end of the Wailea Beach walk, next to the Fairmont Kei Lani resort. Our unit is on the sunny south side of the building, overlooking the pool area and ocean, and south towards...
Ocean View Stunner - Professionally Managed - Elua 2402
Wailea Elua Village 2402 is an exquisite ocean-view second-floor condo located in the prestigious Wailea area of Maui. This elevated condo with vaulted ceilings enjoys great views out over the South Maui coastline, especially remarkable during whale season, since you...
Special 1/12-3/9/25! Beachfront, 1 BR/1BA apartment. Steps away from the ocean!
Oceanfront Vacation Rental in Central Kihei Unit #4Prime Location:Situated in the heart of Kihei, this family-owned and operated vacation rental sits at the northern end of picturesque Halama Street. The property is tucked away from the large resorts and crowded tourist...
This 5BR gem combines one of our very finest 3BR oceanview residences, Hokulani 403, with a partial oceanview 2BR suite, Hokulani 405, located directly next door. It is perfectly suited to larger groups or families of up to 16 guests.The generous combined 3000+ sq ft of...
** 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...
Kihei Akahi D-615: Top Floor Two Bedroom Condo with Expansive Views
**PLEASE NOTE: NEIGBORING UNIT D616 WILL BE UNDERGOING RENOVATION FROM 01/05/26 - 03/20/26. EXPECT NOISE**This 2-bedroom, 2-bath, 7th-floor newly remodeled Maui vacation rental offers a level of luxury and convenience few can compete with. Tastefully furnished, the home...
ANY Closer U'D BE WET, Oceanfront, Ground Floor! ~25 FT 2 Ocean, Steps to Beach
.. . . . . . . . . . . . . . . . . WELCOME TO SUNSET CENTRAL! . . . . . . . . . . . . . . . . . . At Sunset Central YOU ARE SO CLOSE YOU CAN FEEL THE OCEAN! As soon as you walk into SUNSET CENTRAL you take a deep breath and start to smile. The view is as good or better...
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...
This is Wailea Living!Nestled in a private and secluded enclave between the Wailea Blue Course and the Wailea Tennis Club, the Wailea Grand Champions Villas are where travelers can golf, play tennis, be pampered at the Wailea Grand Spa, whale watch or turtle spot, or...