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...
2025 remodel condo across the street from south Maui world class beaches.
This condo(fully remodeled in 2025) has 2 bedrooms 2 Full Bath with an open floor plan in the Living room, Dinning room and Kitchen. You are looking at a lovely and functionally designed 2bd/2ba condominium situated on the third floor of a building. An elevator is...
Five Star Inspired--NEWLY Remodeled direct Ocean Front!
Remodeled unit boasts kitchen with all new stainless steel appliancesgranite countertops,Enjoy and relax on the lanai marveling at the sweeping ocean views.Unit is so close to the water you can watch the turtles floating in the water below.Grab your swimming and...
Luxury, oceanfront condo. Newly renovated; best location! Sunset views! #404
Aloha! Welcome to Sugar Beach Resort, #404! This luxury renovated unit has all you need for your perfect Maui vacation: incredible ocean sunset views and just steps from crystal clear Sugar Beach. During whale season (Nov-April), you will see humpback whales from the...
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-Bedroom Condo near Kahana Beach | Pool + Hot Tub
Discover serenity and convenience in this 1-bedroom condo at Kahana Falls Resort. Located just steps from Maui's picturesque Kahana Beach, this unit is ideal for couples or solo travelers seeking a restful escape. Enjoy a queen bed, fully equipped kitchen, modern...
Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split AC!
Welcome to Maui Kamaole A-206, a stunning 2-bedroom condo nestled in the heart of South Kihei, Hawaii. This beautifully appointed retreat offers a perfect blend of comfort and style, making it an ideal getaway for families or couples seeking a slice of paradise.With a...
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens
Entabeni Cottage, sits above the Road to Hana overlooking the Pacific Ocean on the north shore of Maui, Hawaii. Maui County License & Permit: BBPH 2013/0006 and SUP2 2012/0011Entabeni Cottage is a fully-equipped, 830 square foot home, powered by the sun and beautifully...
Hyatt Residence Club, Ka'anapali Beach, Oceanfront Resort, Beautiful Villas
Please choose a Friday through Sunday for check-in and enjoy a seven-night stay.Rates are set for Garden/Island View. Ocean view/oceanfront may be available depending on your travel dates. Hyatt Kaanapali's new policy now requires guests to pay a daily resort fee of...
Maui Budget Condo with Oceanfront Luxury at Papakea
** Please review the note at the bottom of this section for detailed rate information. **For an overview of Papakea Resort check out: https://www.youtube.com/channel/UChREir40cH28E7foXaSMBkAThis Papakea condominium has a commanding ocean view of Molokai and Lanai. You...
Gated 2-story beach house with big yard
Hoku Lani, or “Heavenly Star” is a two story air conditioned 3 bedroom, 2.5 bath home with lofty ceilings, concrete construction and gorgeous details throughout. You’ll love the mahogany and kiwi custom cabinetry and granite countertops in our gourmet chef kitchen. Fine...
SPECTACULAR, Modern, Coastal, Ocean Front Studio in Napili Shores A102
Newly Remodeled Luxury, Modern, Coastal vibe ocean front studio in Napili Shores (A102). Welcome to this gorgeous condo in Lahaina overlooking Lanai, Molokai and Napili Bay. This luxury modern studio features a living room with 1 king bed and 1 twin sofa bed, perfect...
Kihei Beach Retreat: Ocean Views and Sandy Feet!
Experience Maui's charm in our 2-bed, 2-bath condo, directly managed by us for a personal touch. Just steps from top beaches and snorkeling, with stunning ocean and West Maui Mountain views. Enjoy our resort-style amenities including a pool, hot tubs, game room, and...
Kaanapali Alii: Recently-renovated, Platinum-rated, with amazing top floor views
Our family-owned condo was completely renovated in 2023 with top-of-the-line contemporary design elements and features including custom cabinetry, pillow-top mattresses, designer furnishings and décor, as well as high-end appliances. The attention to detail is noted in...
Direct Oceanfront View! Walk on Beaches - A/C
Watch the palm trees sway and whales breach from this beautifully renovated direct oceanfront unit just steps away from the white sand beach. Unobstructed panoramic views of the ocean and outer islands. Enjoy stunning year-round sunsets all from your living area and...
Fully Remodeled Ocean Front Comfort HKOK316
Hawaii Tax ID: TA-101-435-1360-01TMK: 390080030055Oceanfront Bliss in North Kihei CondoWelcome to your private slice of paradise in North Kihei, where breathtaking ocean views await you from the moment you step into Unit 316. Experience the magic of Maui's coastline...
Palms at Wailea Spectacular Ocean Views with Exceptional Star Rating
Aloha and welcome to our retreat in Wailea, Maui, the heart of paradise. Your Hawaiian vacation will be nothing short of spectacular when you stay in Unit 1510, Palms of Wailea ocean view condo. There are many reasons our guests consider our luxurious, world-class...
** 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...
ADORABLE*Modern Beachy Decor Studio in South Maui
** A Solar Panel Removal and Installation Project will occur in the KIHEI BAY SURF Complex in the month of July 2024. There could be times of intermittent noise and dust. Rates have been discounted to reflect accordingly.This studio offers every amenity to make for a...
VIP Maui - Amazing Ocean Views at the Royal Kahana
Vincson's Island Paradise (VIP) located at the Royal Kahana Resort in beautiful West Maui, is a newly remodeled studio that boasts all the amenities you need to make this your home away from home. Centrally located in quiet picturesque Kahana, we are 4 miles from the...
BEST LOCATION with Incredible Direct Ocean Views, A/C Papakea L207
L207 rests in the most HIGHLY DESIREABLE locaton at the Papakea Resort. Enjoy a front row seat to direct oceanviews and spectacular nighly sunsets. This condo and location is everything you dreamed about when coming to Maui. This one bedroom one bath has been remodeled...
25% discount now to mid July. Fab Kihei Condo-Across from beach, A/C, Pickleball
Our unit is in Building 9. As we vacation often in our condo, we have furnished it to represent our home away from home. Central air has been installed with units in the living room and both bedrooms. Each room can be controlled to enjoy wonderful, noiseless air...
Condo-walking distance to beach, food & shopping!
This elegant retreat has been completely remodeled, it’s not just a place to stay, it will become a part of your stay. Before even opening the door you're greeted with a pineapple carved into the entry way stone, a symbol of welcome and hospitality. Mountain and partial...
HOL 104 Poolside Condo at OceanFront Resort
Hale Ono Loa 104 Poolside Ground Floor 1Bedroom Condo at Oceanfront Property in West Maui. Updated, Spacious and Clean for a Fun Quick Getaway or Much Needed Vacation Professionally managed by Maui Paradise Properties. Experience the essence of Maui at this remodeled...
Kihei Beach Cottage - 1 Block to the Beach!
This cozy 2-bedroom, 1-bathroom cottage is just one block from the beach, offering a peaceful and private retreat. Perfect for a relaxing vacation or remote workers, traveling healthcare professionals, snowbirds or those in transition to longer-term accommodation. The...
Beautiful Ocean/Resort View Villa- in Ka'anapali: Westin Nanea-2 bd 2 ba
Hi! Please "CONTACT HOST" about a you are interested in BEFORE booking. Inventory is always in flux. I can reserve most dates 8-12 months out, but not always. Anything less than 8 months is hit and miss depending on the month you are interested in going. But I am always...
WOW!!! Great Winter Special Minutes from the Beach. NEW AC for your Perfect Stay
Top to bottom fully renovated 2 bdr 2 bath 1244 sq ft condominium in Maui Kamaole. Largest floor plan in the complex.Enjoy ocean views and the quiet location of our unit located in the D Cluster of Maui Kamaole. Tastefully decorated with all the amenities including...
Stylish Beach Studio - Professional Managed
Wailea Ekahi 4D is a charming studio vacation rental perfect for the couple or solo traveler. This second-floor unit offers an elevated retreat with a bird\'s eye view of the surrounding tropical landscaping and peek-a-boo ocean views. The 600-square-foot condo is more...
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....
Modern, serene condo + lush views and top-notch amenities at Grand Champions #29
Modern and sophisticated with a splash of Aloha, #29 is an ideal spot for honeymooning couples and those returning for their tropical anniversary celebration. Tucked in the lush foliage at the back of Grand Champions, this condo has the unique feature of being in one of...
Stunning Ocean View at Kapalua Bay Villas
Kapalua translates to "arms embracing the sea" in Hawaiian. Enjoy one of the most special places on Maui at this 1-bedroom 1-bath Kapalua Bay Villa. Enjoy expansive views & the fresh island breeze from this second level unit with large bay windows & two patios. At the...
Designer - Best View!Ground Flr 2 Bdm/2Bth 39c! Remaining Spring Summer$400
Wailea Ekahi Unit 39C is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui. We have just finished a complete remodel for this unit. Everything is new and updated. The Ekahi complex has just completed the...
Professionally designed and remodeled in 2021! 2 master bedrooms, spacious plan
2025: New appliances (French door refrigerator with filtered cold water and ice dispensers, ultra quiet dishwasher) and outdoor sofas.2024: (2) New sofabeds!2021: Professionally designed and newly remodeled! No expense has been spared to make this a comfort. All brand...
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...
Kaanapali Royal Vacation Rental - Tropical Paradise with Stunning Views
Kaanapali Royal Vacation Rental - Tropical Paradise with Stunning ViewsLocation Highlights: • Prime Kaanapali location in a quiet, gated complex • Breathtaking golf course and ocean views • Large private lanai • Convenient access to Napili and Kapalua beaches,...
Relaxing Ocean Front Views on Maui! Island Sands Condominium
This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and...
Lovely oceanfront 3-bedroom, first floor corner unit
Vacation with the whole family at our lovely Maalaea oceanfront, ground-floor unit end unit with outstanding views, five windows from the sides plus 2 sliding glass doors to the ocean side, wonderful amenities, and a perfect laid-back location. Plenty of room in this...
Rainbow Deluxe - 2 BR/2 BA Cottage - Simply Wonderful!
'RAINBOW DELUXE' is a 700 square foot standout 2 bedroom / 2 bath fully licensed vacation home conveniently located in Maui Meadows, along the south shore of Maui, Hawaii. Our luxury Polynesian pole cottage sits on its own quarter acre, ideally nestled in a peaceful...
Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across...
Stunning Oceanview 2BR Condo - Steps to the Beach - Newly Remodeled!
Escape to Paradise – Oceanview 2BR Condo at Kihei HolidayEnjoy breathtaking ocean views from this beautifully remodeled 2-bedroom, 1-bathroom condo, perfectly situated across from Sugar Beach—Maui’s longest walking beach. Whether you’re relaxing on the lanai or...
Beachfront Family Estate. Great for multiple families.
Beachfront Family Retreat in Central KiheiProperty Overview:Nestled in central Kihei on the northern end of picturesque Halama Street, this family-owned, legal short-term rental offers guests an unforgettable beachfront experience. The property features two unique...
** 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...
Maui Resort Rentals: Westin Kaanapali Ocean Resort 1 BR Oceanview Villa
One-Bedroom Oceanview Villa at the Westin Kaanapali Ocean Resort South. This 1BR/1BA luxury villa is nearly 900 sq ft and features a large lanai set off the primary bedroom. The villa affords delightful views of the Pacific Ocean. The villa is fully equipped with a...
This spacious condo is completely renovated with beautiful tile throughout and comfortable island-style furniture. Its soothing atmosphere combined with breathtaking ocean views will be the perfect place for you to relax during your island holiday.Awaken to see the sky...
Luxury Villa Steps from Wailea Beach with Resort Amenities & Stunning Upgrades
This property is hotel zoned, and not being affected by the recent proposed legislation.Wailea Beach, voted one of the top beaches in the world, is a short walk from Ho'olei Villas. This amazing beach offers numerous activities such as paddle boarding, snorkeling, sea...
Maui Tropical Sunset - High Demand First Floor Condo with All The Extras!
Maui Tropical Sunset | High-Demand First Floor Condo at the Ocean Front Royal Kahana Resort | Private Lanai | No-Stairs Entrance | Ocean Views | Private Workspace | Fast Wi-Fi | Walk-in Shower | Washer & Dryer | Beach Toys | Resort Concierge | Heated Pool | Fitness...
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
Nestled on Baldwin Avenue, our plantation style one bedroom cottage provides convenient and comfortable accommodations for 2 people, with the amenities of Historic Paia Town and Paia Bay just a few minutes walk away and all areas of the Island within easy driving...
Full Ocean View Clean Spacious High END Remodeled A/C in Living + Bedrooms
Remodeled, spacious condo with high ceilings located at Hale Kamaole opposite Kamaole III State Park and Beach. Great for two couples or a family of five. The open loft area sleeps one adult/child in a twin bed. The open staircase does not make it suitable for toddlers....
Boasting a premier location in the closest one-bedroom column to the ocean at the entire Honua Kai Resort, Konea 448 offers fantastic vistas of the tranquil blue Pacific Ocean as well as views of Maui's neighbor island Lanai. Step outside onto the generous balcony and...
Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212*
Enjoy this 2nd floor unit featuring gorgeous views throughout the unit of Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. The unit is tastefully decorated with the spirit of Aloha and has a portable a/c unit in the bedroom to keep you...