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.
Paia beach house with huge ocean view and only one minute walk to Kuau beach
Maui County Rental permit - STPH 2018/0003 (this is a legal, permitted Maui vacation rental)TA-066-523-9552-02 / GE-066-523-9552-02 TMK-260090240001It's a Beach House! A place to relax, unwind, listen to the breeze through the palm trees, absorb the ocean views. Start...
🏖❤️Gorgeous🌴 2BD/2BA LUXURY CONDO, 180 REVIEWS, Updated & Painted🏝❤️
Newly painted interior, New coffee table, two new chairs, new kitchen lights, tile floors.🌺 You are renting directly from the owners Bob & Family. We would love to have you stay in our condo. As our guest, you have full access to all resort Amenities at Honua Kai.🌺 Need...
Kaanapali - Fully Renovated with Ocean View
Welcome to B208! This is a stunning ocean view home at beautiful Papakea Resort. Our condo is conveniently located on the second floor with very close access to the ocean and the pool area in building B. This condo sleeps 2 people only.This is a legally permitted...
Oceanfront Sugar Beach 525 Tropical Condo, on the Beach,
SOUTHWEST SUNSETS-Sitting on the lanai, you are facing beautiful southwest sunsets, view is the website pictureWHALES January through April breaching in your view, all the comforts of home in a warm, tropical location with our building 20 feet from the ocean. BEACH is...
Prime views on top row villa-5 stars-crisp cold AC-Discounted Rates-Book Now
Welcome to "Hale Kailani,” which translates to “home of the heavenly sea.”Hale Kailani is one of the premier villas in the exclusive Kapalua Golf Villas in a prime location in the top section of the community, in building # 21, which is the most desirable location. The...
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...
Turtle Paradise - King bed - Maui Vista/steps to beach, free parking, WiFi, AC
Congratulations - You have found your perfect next getaway location. This is an owner-managed unit so no hassle or frustration from third-parties! Attention to detail and personal support are first-class when you stay with us!! Come visit one of the best beaches in all...
Ma'alaea Surf, Unit A4-2 BR Ground Floor Beachfront Condo, AC, Wi-Fi, Pool
Ma'alaea Surf, Unit A4 - Just steps from one of Maui’s longest white sand beaches, newly remodeled A4 has all the amenities of a luxury resort. Centrally located between the tourist's centers of Lahaina/Kapalua and Wailea/Makena, but once you’ve settled in your spacious...
DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.
4 Full Bedrooms & 3 Full Baths; Total 3892 S.F Beachfront Wailea: Ocean Panoramic & Outer Island Views, Penthouse K-208READ ALL OUR REVIEWS for Your Best Insights.The Wailea Beach Villas Finest Upgrades. Complete Renovation. Contemporary Sleeps Comfortably up to 8...
Beachfront Retreat with Stunning Ocean Views at Hale Pau Hana on Kam II Beach.
Anchor Cove D2 is a single story property perched at the beachfront on the beautifully landscaped grounds of Hale Pau Hana Resort. Originally the resort restaurant, the building was reconstructed as a side by side duplex. Its prime location, large size, and proximity to...
The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
The Maui Escape is located with views of the upper pool and the spectacular surroundings. The villa's location is the perfect combination of being close enough to view the pool but far enough for privacy. At night the ambiance from the lanai is breathtaking with...
Best 2 Bedroom Condo In Wailea - Enjoy Paradise All Year
Aloha and welcome to our home at The Palms at Wailea. The ocean view will take your breath away the minute you step inside. But it's the condo renovation and our commitment to our guests that will keep you coming back.Our remodeled unit has beautiful floors, plenty of...
Westin Kaanapali Ocean Resort: Two bedroom villa oceanview, sleeps 8!
Westin Kaanapali Ocean Resort: Two bedroom villa oceanview, sleeps 8!Available Sunday December 29 - Sunday January 5Beautifully equipped two bedroom, two bathroom villa with oceanview with full kitchen AND kitchenette. Rooms can be separated for two families to share,...
Beachfront Oasis for Two on Sugar Beach in Kihei - Kealia Condominiums #302
Kealia 302 offers beachfront living right on Sugar Beach! Others may claim to be beachfront but this is the real deal. As soon as you walk into the condo, you feel like you're on the beach - it's that close! The view is there in every room and the beach is just a few...
Maui Resort Rentals: Westin Kaanapali Ocean Resort North Oceanfront Studio Villa
Luxury Oceanfront Studio Villa at The Westin Ka'anapali Ocean Resort Villas North. This luxury studio villa features outstanding oceanfront views of the Pacific Ocean and sleeps up to four with one king-size bed and one queen-size convertible sofa sleeper. The villa is...
NEWEST! California Coastal Inspired in Maui 2 BR
Located in the heart of Kaanapali, this spacious, newly remodeled, 1,440 square foot, ground floor, 2-bedroom condo is ideal for one or two couples, or a family of 6 looking for a relaxing getaway! This condo is ideally located in the heart of the Maui Eldorado, steps...
Million Dollar Views Oceanfront Studio at The Whaler in Ka'anapali
Aloha! Welcome to Unit #764 at the beautiful and world-famous Ka'anapali Beach and the Whaler! Ka'anapali Beach is a destination featured on the Travel Channel and rated as one of the best beaches in the USA. The Whaler is a popular luxurious ocean front resort in the...
Luxury Mahana Oceanfront Condo -1bd/2ba - Premium 10th Floor- Fully Upgraded
Welcome to Mahana 1015, a breathtaking oceanfront condo located on one of the top floors of the exclusive Aston Mahana at Ka’anapali Resort. Offering two full bathrooms and spacious accommodations, this one-bedroom suite is the perfect place to indulge in Maui’s natural...
Hawaiian*Elegance*FULLY REMODELED OCEANVIEW 2 Bdrm
Indulge in the epitome of Hawaiian luxury within this impeccably renovated condominium. Immerse yourself in the tasteful Hawaiian decor that effortlessly transports you to paradise. The well-appointed interior boasts high-end furnishings and comprehensive amenities for...
Welcome to our serene beachfront condo, a perfect blend of comfort, convenience, and coastal charm. Nestled on the edge of a breathtaking beach, this family-friendly retreat offers not just a stay, but an experience to cherish. With its soothing interiors a wealth of...
Maui Resort Rentals: Marriott's Maui Ocean Club 2BR Oceanview Villa - New Lahaina Tower
Two-Bedroom Oceanview Villa at Marriott's Maui Ocean Club - New Lahaina 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...
Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!
This Hawaiian plantation style suite is one of our largest and most spacious. It is very relaxing and romantic, especially in the evening when stars can be seen. This suite was named Hoku, meaning star in Hawaiian. You will find all sorts of star gazing tools in this...
Book your Beach vacation, and stay at beautiful oceanview Kamaole Sands 2-206
Welcome to our beautiful oceanview Kamaole Sands 2-206. This fully remodeled 1-bedroom 2-bathroom vacation rental condo is located sunny South Kihei, across the street from Kamaole 3 Beach Park. Kamaole Sands 2-206 is set back from the road, making it quiet and private...
2021 Toyota Tacoma with a Rooftop Tent and all the camping gear!
2021 Toyota Tacoma TRD Sport with a Pop up tent! Our camper truck comes with all the amenities! Travel around the lush island of Maui and stay in a different part of the island every night!! Book your adventure today!! We provide everything you need from bedding &...
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'...
Secluded Ocean View Sleeps 14 EASTER PRICING Book 10 nights for the price of 7
Looking for the perfect tropical retreat? MAUI TURTLE COVE is your ideal vacation home! Enjoy Maui in a beautiful 5 bedroom home with mature tropical landscaping and beautiful ocean views, including breathtaking Molokai Island! Just a short 3-minute walk down a private...
Beachfront Unobstructed Ocean View, 3rd Floor End Unit, AC, Wi-Fi, Streaming TVs
ALOHA. Come vacation in our beautiful, newly remodeled 2BR/2BA beachfront home. Enjoy the breathtaking views of Kaho’olawe Island, Molokini Crater, the West Maui Mountains and of course the pristine Pacific Ocean and its shoreline. Sugar Beach is the longest sandy beach...
Amazing Oceanview Beachfront Getaway Close to Everything!
Aloha! If you are looking to get away from it all but still be close to everything that Maui has to offer, look no further! Our owner-hosted (no dealing with unresponsive property managers) beachfront 4th-floor condo makes you feel far from it all yet is minutes away...
Beautiful Stylish Condo W/ Amazing Ocean Views, Walk To World Class Beach!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out***Welcome to Kamaole Beach Royale #310, located in the heart of Kihei, Maui!. Enjoy a spectacular views of the ocean, beaches and neighboring islands in this recently remodeled condo!This condo has just been...
WOW!! - WHALER's BEST STUDIO - Posh Remodel-10th Fl.- PANORAMIC Ocean Views!!!!
Unit 1064 is the nicest studio at The Whaler with the combination of you, location and beautiful remodel. !!! Unit 1064 has been completely remodeled just a few years ago... Unit 1064 has EXPANSIVE & PANORAMIC views of the OCEAN, the island of Molokai, the Kaanapali...
NEW LISTING!! Kapalua Ridge Villa #1722 with views that are simply spectacular!
With views that you thought were only made for dreams, this villa will surely take your breath away. Located in the world-class Kapalua Resort, the vistas this unit has to offer are truly jaw dropping. Your windows are filled with a panorama composed of the sparkling...
Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views
Aloha!Quick note: --We also own another Maui Condo & Sunriver Oregon Vacation Properties, see below for VRBO #'sWe invite you to escape to our newest place in paradise. We now have something for everyone at Kamaole Sands. We also own a 1 Bdrm/2 Bath condo at Kamaole...
Luxury Kapalua Ridge Villa Featuring Sparkling Ocean, Island and Coastal Views!
Property Highlights • Five minute walk from three world-class beaches, including Kapalua® Bay, rated the "Best Beach in the World" by Dr. Beach, and “Best Beach in the US,” by Conde Nast • Large lanai for optimal outdoor living space • Better-than-Gold custom remodel...
101 - 2 bed/2 bath with A/C! Ground Floor Oceanfront with Breathtaking Views!
When only the Best will do! * Beautifully remodeled AIR CONDITIONED oceanfront condo! * FREE HI SPEED WIRELESS INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * 100 feet from one of the finest beaches in Maui * Wonderful snorkeling and water sports at...
2 Bed Maui Retreat with 5 miles of beach!
Kanai A Nalu, what a gorgeous beach front condo! It's a great remodel with tile flooring throughout, island-style furniture, and a stunning kitchen with a full-size front load W/D! All the comforts and conveniences of home, but it's in paradise! With 2 bedrooms, one...
Quiet and Beautiful Place for a Hawaiian Getaway!
A quiet and beautiful setting for a wonderful Hawaiian getaway. Our condo was built in 2000 and is one of the newest in the Maui Kamaole complex We recently updated all the furniture in the unit including new chairs and a new pull out couch. The condo is quietly nestled...
Ocean view 2 bed/2bath Kaanapali Shores gem
Welcome to Kaanapali Shores 423. This beautifully positioned 4th floor ocean view 2 bed/2 bath condo features newly upgraded central AC, fully equipped kitchen with granite counter tops, in unit washer/dryer, & more. This condo can accommodate 6 people. Admire the...
Oceanfront Remodeled-30 Feet to Ocean-CENTRAL AC-Highly Sought After
One of only a dozen like it at Papakea, this oceanfront corner unit wraps you in 180° views of Moloka’i, Lana’i, and the deep blue Pacific. Sip coffee from the lanai, prep dinner in the gourmet kitchen, or catch whales mid-breach while stretched out on the designer...
Newly Renovated Condo - Next to the beach!
This 1 bedroom unit is equipped with everything needed for an unforgettable vacation experience. Enjoy the ocean views and sunsets while relaxing and sipping on a glass of wine from the balcony/lanai. The condo is perfect for couples looking to take a break and enjoy...
Premium Studio Suite on Beautiful Ka'anapali Beach
Beautiful premium condo resort on Ka'anapali Beach. Studio condominium is 480 sq ft with king size bed and a sofa sleeper and small kitchen with full refrigerator, microwave, dishwasher and 2 burner cooktop. In-room amenities include Jacuzzi tub, DVD player, private...
Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC
WELCOME TO KIHEI GARDEN OASIS - One of only 150 legal private homes on Maui!Step inside your own tropical retreat, where lush landscaping, a private fenced yard, and serene outdoor spaces create the perfect escape. Enjoy ultra-quiet AC in every room, a secluded hot tub,...
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...
Kamaole Beach Royale 3 Bedroom Fabulous OCEAN VIEW DOUBLE BALCONY, Great Reviews
Come visit our place in Paradise in our Tropical family-friendly fully furnished 3-bedroom/2 bath condo with 2 ocean view lanai/balconies.PLEASE READ MY GREAT REVIEWS!!We are at Kamaole Beach Royale unit 512 on the 5th floor with specular views Complete view of Maui...
KBM Resorts| Honua Kai Hokulani HKH-714, Ocean Views, Beach Front Resort, Includes Rental Car!
** 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...
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....
Maui's BEST AC Beachfront – Panoramic Ocean Views! No Cleaning/ Parking Fees
Free Parking | Free WiFi | No Resort FeesWelcome to your dream Maui getaway! Our stunning beachfront corner unit condo on Kahana Beach offers breathtaking panoramic ocean views with floor-to-ceiling windows and doors, filling your space with endless blue horizons. Relax...
Stunning Oceanfront 1bd - Maalaea Kai 315
Welcome to your home away from home! This beautifully updated one-bedroom condo combines modern comfort with tropical charm, making it an ideal getaway for couples or solo travelers. Just steps from the beach, you can enjoy breathtaking views from your private lanai...
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...
Pineapple Hill KAPALUA-SILVERSWORD-4 BEDROOM-4.5 Baths-Panoramic Ocean Views
Nestled in the luxurious KAPALUA RESORT, this custom home is located in the prestigious gated community of Pineapple Hill. The 4-bedroom, 4.5 bath residence, encompassing over 3500 square feet, has 1 Master Suite, 3 Bedroom Suites (2nd Floor) and 2 smaller rooms that...
Wailea Elua 1603: Premier Views, Exquisite Updates!
Wailea Elua Village #1603 boasts some of the best Ocean Views and is located on one of the most prestigious properties on Maui. This condo has been lovingly maintained and updated to ensure it remains a luxury-level choice for those traveling to Maui.Featuring the...