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.
WE 907 Breathtaking Ocean Views from the Top of Wailea 2BD Amazing Location
Discover the luxury and beauty of Wailea from this spacious, well-appointed 2-bedroom, 2-bathroom condo at Wailea Ekolu Village, Maui. Expansive ocean views set the perfect panoramic backdrop for an unforgettable Maui experience. Enjoy breathtaking sunsets and calming...
Hawaiian-inspired studio with ocean view
Papakea B307 is a Studio condo featuring amenities such as a stunning ocean view, a washer/dryer, and air-conditioning! The condo can accommodate up to 4 guests with a Queen-size Murphy bed. The spacious main living area includes modern furniture with tile flooring and...
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...
Aloha!Welcome to Hale Mahina Beach Resort , your Maui home away from home.Located between Lahaina and Kapalua, it is a short drive to many wonderful Hawaiian experiences. Beachside dining, sunset cruises, snorkeling excursions, hula shows, and championship golf courses,...
New Years Week 12-28 to 1-4-26 Westin Kaanapali Ocean Villas 2 br island view
PRICE REDUCED to $850/night -- basically the cost for one, small, standard resort hotel room nearby! This two-bedroom, island-view unit is available (as of now) for seven nights, checking in on Sunday 12/28/25 and checking out on Sunday 1/4/26. Why not spend two holiday...
Tracy's Tropical Treasures earned "Best in Kihei" four times and “#1 in Maui”
Aloha from Maui…Breaking News! Iconic, cultural, beautiful Maui is back in business. We are proud to be welcoming guests to our award winning, legal vacation rental. This corner penthouse is remodeled & includes a kitchen with full size appliances. Our condo will be...
Best Views at Honua Kai - Penthouse Suite with Private Lanai & Grill-Honua Kai K1025
This condo is zoned hotel and is a legally compliant vacation rental in Maui CountyLuxurious Penthouse Escape with Sweeping Ocean Views, Private Lanai, and Resort-Style AmenitiesAloha e komo mai – Welcome to your luxurious Maui retreat, where the aloha spirit and the...
Luxurious Ground Floor, Perfect Family Spot, Private Lanai, 1 Min to Pool/Beach
Hokulani 142, Honau Kai Resort, is a fabulous ground floor unit with a beautiful private lanai and garden area. Our lanai extends out to an open grass area which many of our guests use to relax, play games, or enjoy the quiet surroundings. There are no elevators exiting...
>> Penthouse >> Ocean / Beach Front MILLION DOLLAR Views Spectacular 2Bd2Ba <<
The Ultimate Maui Vacation Rental. Spectacular Ocean / Beach Front Maui Penthouse the Hawaiian is an Ocean / Beach Front Maui Penthouse with 2 Bedrooms & 2 Bathrooms. Look no further The Hawaiian Penthouse has views you will never want to leave. The Hawaiian Penthouse...
Cant get any closer to the OCEAN!
Completely Renovated 3-bedroom Oceanfront at Menehune Shores with A/C The view doesn't get any better than this!! Pack your suit...Menehune 518 has everything else you'll need to enjoy your Maui vacation! This beautifully renovated upscale unit is located in South Kihei...
Hale Kamaole 276 Second floor condo, easy access to best beach on Maui!
**7 Night minimum stay required**Ocean Views Forever – also overlooks beach. Unit just completely Upgraded and remodeled with high end materials, finishes and furniture. Master Bedroom has King Size Bed, spacious Master Bathroom and large flat screen TV. Downstairs...
Close to Everything, Stunning Palms at Wailea Condo, Full A/C, Upper Floor
Welcome to Palms at Wailea 2304. Come to Wailea to enjoy the most beautiful beaches and best restaurants Maui has to offer. Get ready to make long-lasting memories while relaxing at this recently updated two-bedroom condo at the beautiful Palms at Wailea. This second...
April & May 15% discount Oceanfront with Spectacular View #101 Napili Bay, Maui
Spend your next vacation in our oceanfront studio condo on beautiful Napili Bay. You can't get closer to the ocean anywhere on the island!! Our studio unit #101 has been upgraded completely to include a wall-mounted 42' flat screen tv with blu-ray DVD player, double...
This luxurious 3BR/3BA residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 10A's west-facing orientation offers an open view between the Hokulani and Konea Towers, and its designation within our "Grounded" collection at the Luana Garden...
Luxury Kapalua Golf Villa 14P1-2 w/ Golf Views, Lanai & Pools
Welcome to Kapalua Golf Villas 14P1-2, a serene two-bedroom, two-bath villa by Gather. Set within Maui’s prestigious Kapalua Resort, this ground-level retreat blends modern comfort with island ease. Accommodating up to six guests, it overlooks the emerald fairways of...
Romantic! Oceanfront Air Conditioned Condo #114
. . . . WELCOME! Enjoy Old Hawaii “Aloha” in modern comfort. #114 is a ground floor 1-bedroom oceanfront condo in the most romantic spot of West Maui. Your condo opens directly onto a landscaped lawn with heated swimming pool & BBQs. Your lanai directly faces Honokeana...
Your OWN Luxury Private Resort Within a Resort at Seaglass 810 at Andaz Maui
Tucked within one of Wailea's most exclusive beachfront communities, SeaGlass Villa 810 at Andaz Maui Wailea Resort is a privately-owned and independently-managed 3 bedroom 4 bath pool-side ultra-luxury residence available for your next vacation dream. Experience "Your...
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,...
Kaanapali Royal B201: Your Dream Hawaiian Retreat
🌴 Escape to Paradise: Your Dream Vacation Awaits at Kaanapali Royal B201 🌺Imagine waking up in the heart of Kaanapali (Kāʻanapali), where the gentle sounds of swaying palm trees (nā niu) and the scent of tropical flowers (nā pua) welcome you to another day in...
May in Maui at lower price! 11TH FLOOR Luxury Condo on Ka'anapali Beach!
E Komo Mai! You will begin your Mahana tropical experience when you open the front door! From our ocean front condo on the 11th of 12 floors, you will see windows that go from the floor to the ceiling, & wall to wall in the living room. The Pacific Ocean is right there!...
Ka'anapali Vista: 4BR Home with Pool, AC, BBQ & Outdoor Shower
This is a legally permitted vacation rental according to the County of Maui ordinances.Heavenly Ocean Views with Your Private Saltwater Pool & Lanai at KAANAPALI VISTAAloha e komo mai—welcome to your Maui paradise, where the spirit of aloha embraces you in every moment....
Large 2 Floor Condo - Wifi/Central Air & Pool Across From Beach - Lots of Extras
The perfect place to enjoy your vacation in paradise! Centrally located and just 20 minutes from the airport, we are 1 of 54 condos in 5 buildings on 5.6 acres of beautifully manicured lawns and lush tropical gardens. This is a bright and airy, non-smoking, second...
Beautiful Top Floor Oceanfront #611 with A/C!
Paradise found! Unit #611 occupies the prime location at the Royal Mauian. It is on the top floor and centrally located in the building. This incredible vantage point provides gorgeous panoramic views of the ocean, beaches, mountains, and neighboring islands. At this...
Heaven on Earth in Upcountry Maui
Welcome to The Star Lookout, a magical vacation cottage in Maui's Upcountry. Experience a taste of 'Old Hawaii' in our quiet, restful perch with privacy, sweeping views, magnificent sunsets, and oodles of stars. We are located at 622 Thompson Road, Kula, HI 96790.The...
Maui's Ultimate Luxury Estate – Ka'anapali Beachfront Paradise
Boasting an epic location on one of only six beachfront residential parcels in all of Kaanapali, this breathtaking 9BR/9.5BA estate represents the pinnacle of Maui vacationing. Guests will enjoy the space and solitude of this luxurious private home, nestled steps from...
Private Oceanfront w pool, hot tub, sunsets and Turtles
Front row center for Humpback whales (Dec-April) - from the lanai or from our kayaks ! Enjoy our beautiful, tastefully decorated Oceanfront 3 bedroom home (BBKM 2019/0003), accommodating up to 6 adults and 2 additional children. Kihei is the sunniest part of Maui 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...
This luxurious 3BR/3BA residence is ideally located in Enclave One of the Luana Garden Villas. As a premier ground-floor offering with a desirable southern orientation, it delivers a bright, welcoming ambiance and effortless ground-floor living as part of our “Grounded”...
Top Floor OceanFront Remodel I Menehune Shores 612
Enjoy expansive ocean views from the lanai at this bright and beautifully remodeled oceanfront one bedroom in the heart of Kihei town.Take a dip in the heated pool, or enjoy long walks and a swim at the protected beach just steps from the condo. The lanai is perfect for...
Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort
*note: if you are booking a short stay for 7 or less days, please inquire first before doing a reservation request, unless your arrival date is less than 30 days away, in which case you're welcome to proceed with the reservation request*The views from this 8th floor...
Spacious Condo on Favorite Local Beach
Wailea Ekahi 3E is a charming one-bedroom vacation rental located in the picturesque Wailea Ekahi Village. Situated on the second floor, this condo offers elevated views over the tropical grounds lush with colorful island landscaping. The vaulted ceilings and oversized...
Million Dollar View of Maalaea Coastline - Island Breeze
Experience the charm of Island Breeze, it's a delightful 2 bed/2bath condo, mere steps from the clear, azure waters of Ma’alaea Bay. Gaze at the sunrise over Haleakala from your own private lanai (two lanai's), while whales frolic in the bay and turtles gracefully...
On top of the Ocean Hideaway - Oceanfront Views on Maui
Welcome to Kaimana at Pohailani Maui! Enjoy amazing ocean views, sunsets, wildlife watching, and neighbor island views of Molokai and Lanai from this well provisioned condo located on West Maui. We are located so close to the ocean you could throw a stone into the...
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...
1 BR BEACHFRONT Luxury Condo at Kaanapali Beach: Escape the Crowds, Full A/C
Mahana 818 at the Mahana, Ka'anapali Beach, Lahaina, MauiEscape the crowds of Maui resorts and enjoy private spectacular floor to ceiling views of the Pacific from this beautiful, serene and spacious 900 sq. ft. 8th 1 bedroom oceanfront luxury condo located on Kaanapali...
Full Ocean View, Pool & Spa - 2B2B A/C. Last chance for dates in May.
Full Renovation.Full Air-conditioning, split system, units located in living room and both bedrooms Enjoy your early morning coffee, or afternoon mai tai's and pupu's sitting out on the lanai while watching the humpback whales breaching in the distance, as well as the...
The Maui Moon Oceanfront Condo- Perfect for couples!
Voted as one of the top 25 islands in the world 2020 by Travel and Leisure magazine. Maui is truly the garden paradise for your hard earned Hawaiian Vacation. Aloha and welcome to the Maui Moon Condo in the Menehune Shores oceanfront complex in low key Kihei located on...
Haleakala Cottage - private hot tub, pool access
Come enjoy the ultimate Hawaiian oasis nestled in the corner of our lush tropical gardens and organic homestead. Haleakala Cottage is the perfect place to relax and unwind. Enjoy a chilled glass of wine in your own private hot tub and gaze up at our beautiful stars -...
Impressive 2 Bdrm+2 Ba Paradise Condominium at Wailea Grand Champion Villas
Treat yourself to an impeccable Front-Row 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. This is the finest that Wailea Grand Champion Golf Villas has to offer in a 2 bedroom + 2 bath category. Upgraded in every way with split A/C...
PREMIERE location of Napili, with 116 EXCEPTIONAL REVIEWS!
Aloha, enjoy stunning scenery and serenity at our home on the 'Point Oceanfront' at Napili Point on Maui with unobstructed views of the Palilolo Channel, Molokai and Lanai. Our home is the most premier location in Napili. Discover the advantages of being on the 'Point'...
Hawaiian-style garden courtyard setting across the street from the beach!
This is an end unit on the first floor at the back of the resort complex. You can enjoy the lush gardens and tropical breezes from the spacious lanai. The newly renovated condo has a primary bedroom that includes a king size bed. The main living space contains a wall...
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...
Beautiful 1 bedroom/2 bath condo centrally located
Enjoy the lush beauty of Maui from this single level one bedroom, two bathroom condo located at Kamaole Sands in Kihei. Take a swim at the resort pool or at Kamaole Beach Park just across the street!At Kamaole Sands 8-203, you can relax on your beautiful lanai while...
Ka’anapali Alii 1633 Bedrooms | 2 Bathrooms | Sleeps 9 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 163, an inviting 2-bedroom, partial ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom....
New Listing | Beautiful 2bed/2bath Oceanfront Unit 105
This 2 bedroom, 2 bathroom condo located on the ground floor, offers majestic ocean views and is fronting a beautiful golden sandy beach. Fully finished and equipped with everything you need in your home away from home, this is the perfect spot to enjoy with your...
Removed Trees=stunning ocean sunsets,@Wailea Beaches, Green, and Foodie Kitchen!
To enjoy our GORGEOUS OCEAN VIEW, from our upscale, VERY GREEN, very sound proof, 2 Bedroom, 1 and 1/2 Bath Condo, just a 4 minute walk to the nicest Beach on Maui, Keawakapu. Just book it here! Take a nap or read a book looking out on lawn, woods, and ocean as the...
Wailea Grand Champions 43 is a stunning vacation rental nestled in the heart of Wailea, offering a luxurious escape with breathtaking views and unparalleled comfort. This elegantly designed property is ideal for those seeking both relaxation and adventure on the...
Brand New Everything! Prime Dates Available in Kaanapali Resort Studio!!
Come stay in our completely updated Studio!! Designed with a sophisticated modern and serene palate perfect for couples, no expense was spared in creating a tranquil oasis to enjoy your Maui adventures. Equipped with all the conveniences of home with brand new...
Maui Sunset A415: 1 BR, 2 BA Condominium in Kihei, Sleeps 5
Condo rental on the beach in sunny Maui, Hawaii. Condo A415 has one of the best locations for views of the ocean and Maui vistas.Great location, one bedroom two bath ocean view. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot...
Unrivaled S Kihei Maui location! Walk to it all!
This home away from home contains everything you will need for a memorable getaway— including beach chairs, cooler, umbrella, beach towels; fully stocked kitchen including NEW dishwasher and refreshed cabinets and lighting; beach vibe abounds in the living/dining room...