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.
Seaside Escape Just steps to the Beach!
Breaking News! Iconic, cultural, and beautiful Maui is back in business. We are proud to be welcoming guests to our legal vacation rental which has a full kitchen and is far more affordable than the pricey hotels and resorts. Thank you in advance for showing your...
*Milowai 410* Prime Oceanfront Maui Condo, A/C!
Enjoy breathtaking ocean views from this 4th/top floor unit. One of the largest lanais at the complex! The bedroom has a new comfy king bed, beautifully remodeled tiled walk-in shower, 40" Roku smart TV and a split system a/c unit to keep you cool. The living room also...
Modern Luxury 2nd-Floor 2Bd/2Ba Retreat with Ultra-Quiet A/C, & 6'x5' Shower
About Grand Champions Villas 128 (Hawaii Tax ID: 104-909-0048-01):This roomy 2-bedroom 2-bath second floor unit is situated in the serene Wailea Grand Champions Villas. It offers luxury amenities, such as super quiet central air conditioning, a private lanai, in-unit...
Remodeled Oceanfront I Royal Mauian 509
Welcome to your perfect Maui getaway at Royal Mauian Unit 509! This beautifully designed, fully remodeled 1-bedroom, 1-bathroom oceanfront condo is located in the vibrant Kihei area, just steps from the stunning beaches and local attractions. Ideal for couples or solo...
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
GE: 184-440-0128-01TAT: 184-440-0128-01Aloha and welcome to the Hale Anna, Maui. The Hale Anna is a beautiful, private home located across a quiet street from miles of sandy beach. This home is a legal grandfathered vacation rental with the Maui County Department of...
Ground Floor & A/C- KBV11G2 - Sullivan Properties
This unit proudly features:• 1 BD / 1 BA (king + queen sofa sleeper)• Air-conditioning (central)• Ocean Views from unit• Fully Equipped Kitchen• Washer/Dryer• WIFI in the condo• Spacious with over 975 sq.ft• Stairs from parking lot• Sandy beaches with easy access on...
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
• Oceanfront• Split A/C units• King bed• Remolded November 2024• Beach access from condo complexFully remodeled in November 2024, unit 313 is a custom built, detailed, upscale condo welcoming you. You will find this bright, beautiful one bedroom, one bathroom oceanfront...
Luxury one bedroom two bath ocean view condominium at The Whaler. Located on the 8th floor, with panoramic ocean views, view of black rock and newly remodeled!! Clean & Fully equipped! One of the best condos at The Whaler!! New tile, carpet, paint, and quartz...
NEW! Beachfront, Amazing Views, AC, Hear the Ocean, Beautiful Spacious Remodel
Welcome to our oceanfront condo, Beachfront in Maui! Whether you are planning a romantic getaway for two or a family vacation, you will find everything you need at this PRIME location beachfront in Maui!**NEW - Captain Jack's Island Grill Restaurant just opened January...
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...
Unobstructed view of Molokai from our Lanai. Watch the Whales!
Recently remodeled and continuously updated two bedroom condo located on the second level with no one above you! Master bedroom with ensuite bathroom is on the main level. It is a peaceful bedroom with a king size bed, ample closet space and a flat screen televison. The...
- Luxury Vacationing Modern Condo - Spring Specials -299 USD-
***The pool has just been renovated and it is gorgeous*** DESIGNED BY A NYC ARTIST. THIS BEAUTIFUL CONDOMINIUM IS BORDERING KIHEI AND WAILEA IN SOUTH MAUI, HAWAII. IT IS LOCATED AT THE GORGEOUS MAUI HILL RESORT BY ASTON. THE PROPERTY HAS BEAUTIFUL GARDENS, SWEEPING...
Discover Your Paradise at Royal Mauian 104
Welcome to Royal Mauian 104, where luxury meets the beauty of Maui’s coastline. Nestled on the ground floor of the prestigious Royal Mauian complex, this modern 2-bedroom, 2-bathroom condo offers the perfect blend of style and comfort. With direct access to manicured...
G & Z Upcountry Bed & Breakfast Cottage in Kula
G & Z Upcountry Bed & Breakfast Cottage, situated on half an acre in Kula Maui is adjacent to the hosts' 6-acre farm. TMK 2-2-2-006-101-0000.A large jacaranda and two avocado trees shade the wide-open lawn. At an elevation of around 3,000 feet, guests welcome the day as...
Large Private Lanai with Ocean View
Congratulations! You've discovered Kamaole Sands, the best holiday complex in Maui. Now you have found one of the best units in the complex!Top 10 Reasons Why this Unit Is For You:1. Large Lanai-Far fewer than half the units in Kam Sands have a large lanai. Settle for...
Trev's Surfside Hideaway- Kihei Maui
Our Kihei Maui condo offers all the comforts of home in a peaceful garden style setting. Located just steps from the beautiful Kamaole 1 beach park and close to all amenities including some of Hawaii’s finest golf and shopping. Whether walking or driving everything you...
Beautifully Studio Condo just steps to the Beach. Stunning Ocean Front Pool.
LOCATION, LOCATION, LOCATION- Our Studio Condo in Building 9 is just steps from the Ocean Front Pool, Pavilion and Ocean. With Sweeping Views of the Greenbelt and Partial Ocean Views. Located in the lower village just steps from the beach, on the greenbelt. Wailea Ekahi...
UALANI RETREAT. Spacious Ocean/Mountain View Cottage.Private Tropical Sanctuary.
UALANI RETREAT Fully Licensed & Permitted Locally Owned & Operated B&B Permit # BBPH 2012/0002 SUP2 2012/0001Terrific Discounts Thru October. Enjoy your own PRIVATE DETACHED HOME at this lush tropical Hawaiian paradise. A refreshing place to nurture your spiritNicely...
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...
Maui Resort Rentals: Westin Kaanapali Ocean Resort 1 BR Oceanview Villa
1 Bedroom Ocean View Villa at the Westin Kaanapali Ocean Resort South This one-bedroom, one-bathroom luxury villa is nearly 900 square feet and features a large balcony set off the primary bedroom. The villa affords delightful views of the Pacific Ocean. The villa is...
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...
Pacific Shores 2-Bdrm across from Charley Young Beach!
This enjoyable condo in Kihei offers a relaxing escape for guests. The kitchen was recently remodeled and the unit has tile throughout, washer/dryer in unit, air conditioning in the living room and ceiling fans in each room. With 2 bedrooms featuring a king and queen...
Lovely 2 bed 2 bath Maui Kamaole 2 story condo w views, tennis, pools, hot tubs
Stay in the heart of South Maui at tranquil, low-density Maui Kamaole in southern Kihei. This quiet, second-floor, two-level 2-bedroom, 2-bath condo comfortably sleeps six with two king bedrooms and a queen sofa sleeper in the living room. Enjoy three-zone split A/C in...
WBH D225 Aloha Ola – Ocean and Pool View
Summary:This family-friendly beachfront, second floor 1-bedroom/1-bath air-conditioned Condo Suite comes with a comfortable king-size bed and living room couch that pulls out to a queen size sofa-sleeper allowing the unit to sleep up to 4 people. Just steps from the...
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...
Renovated 2 bd condo steps to Kihei beaches
Haleakala Shores A410 is a 2-bedroom, 2-bathroom with a split air conditioning system and 2 master ensuites and can accommodate up to 6 guests. This 4th-floor haven of unparalleled luxury and comfort has been meticulously crafted to enhance your Maui getaway. Recently...
Steps to Napili/Kapalua Bay! Napili Gardens 3BR
Summary:✨ Welcome to Where Maui Magic Meets Comfort ✨Experience Luana, the Hawaiian practice of relaxing, enjoying, and finding happiness. Just 200 steps from the inviting turquoise waters of Napili Bay, this luxurious 3BR/2.5BA townhome at the Residences at Napili Bay...
Maui Resort Rentals: Honua Kai Konea 305 – Spacious Interior Courtyard 2BR w/ Partial Ocean Views!
Konea 305 is a luxurious 3rd-floor interior courtyard two-bedroom suite boasting beautiful views of the blue Pacific Ocean and the lush Konea pools and courtyard.Gather, reconnect, and celebrate this expansive two-bedroom floor plan. Konea 305 offers a spacious 1300+ sq...
Wailea Beach Villas PH307 - 2 Bedroom Ocean View Penthouse
In Wailea Beach Villas PH307 you can immerse yourself in luxe tropical comforts blended with blue ocean views. This delightful Maui ocean view vacation residence will cultivate long lasting memories and leave you feeling rejuvenated upon departure. Centrally located on...
This building has BEST PANORAMIC OCEAN VIEWS in Complex ~ VERY NICE Renovation Inside
Aloha future guests! All properties in our ohana or family have Hawaiian names. We call this Kapalua Golf Villa, Hale O Alihilani', which means 'home where the ocean meets the sky'.JUST LIKE IN THE PICTURES, QUALITY RENOVATION, FABULOUS OCEAN VIEWS!Centrally located on...
Newly remodeled 1bd with contemporary finishes
Discover the ultimate island retreat at Kamaole Beach Royale #208—a 1-bedroom, 1-bathroom oasis perfectly situated within walking distance to both the beach and Kihei's vibrant shopping centers. This unit comfortably sleeps up to 4 guests. Renovated in 2022, this...
Makena Surf C-107: Premier Luxury Condo • Local Art • 2 New Pools • Pickleball
Located in a hotel-zoned area, our condo won't be banned by Bill 9. Vacation rentals will remain completely legal here—no worries for your stay!PLEASE NOTE THAT THE SECOND BEDROOM CAN BE CONFIGURED WITH EITHER A KING BED OR 2 XL TWIN BEDSMAKENA SURF C107A Premier Home...
JUST REMODELED Spacious & Exceptional Value! Tropical Garden & Ocean View!
We invite you to enjoy days of fun & discovery on Maui in our bright, spacious, attractively decorated, comfortable, fully-equipped condo. Easy tropical living for all.Enjoy exceptional value with affordable rates, ocean view in the distance, a larger floor plan &...
Remodeled Condo W/Ocean Views-Kamaole Sands 10301
Kamaole Sands unit #10301 on the third-floor: Plush new furnishings enhance the living room, with a brand new flat screen TV and a pull-out sofa couch for additional comfort. Sliding glass doors open from the living room to a fully furnished lanai, where you can enjoy...
Tropical-inspired decor with partial ocean view
Kuleana Resort 313 is a charming 1-bedroom, 1-bathroom condo that comfortably accommodates up to 4 guests. The spacious bedroom features a (new as of Dec 2025) California King firm hotel quality bed complemented by 1 window A/C unit for added comfort. Additional...
Ka'anapali Beachfront Estate – Brand New Home with Luxury Amenities
The most magnificent estate to come to the rental market in decades, perhaps ever. This massive 11,000 sq. foot, 11 bedroom estate sits directly on the world famous Kaanapali Beach, recently voted the best beach in America.Developed from the ground up over a 3 year...
Snorkel at Kam Beach Steps From Chic Resort Condo!
Sink your toes into the sand of heavenly Kamaole Beach Park III found just a quick stroll from this tropical chic 1-bed, 2-bath condo! Featuring an ideal location on the lush acreage of Kamaole Sands, this Kihei vacation rental inspires pure relaxation coupled with a...
🌺🍍Direct Oceanfront Condo with Amazing Views!! 🍍🌺
Oceanfront Condo at Hale Mahina – Unit A4052 Bedrooms • 2 Bathrooms • Sleeps 5 • Oceanfront • Pool & Hot Tub • Top-Floor UnitWelcome to your Maui getaway! Hale Mahina (Ha-lay Ma-hee-nah) is a boutique, oceanfront property on Maui’s beautiful West Side—just minutes from...
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,...
Oceanfront HK-B7 - Maui Condo on the Beautiful Serene Beach of Ma’alaea Bay
Experience the ideal beachfront getaway at Hono Kai B-7, a charming condo nestled in the serene beauty of Maui. This idyllic retreat offers stunning ocean views from the living room, bedroom, and lanai, providing a picturesque backdrop for your vacation. The...
Oceanview King Studio | Maui Banyan, Walk to Beach
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy your Maui getaway in this top-floor Maui Banyan studio featuring ocean views from your private...
Mahana 1205 OCEANFRONT PENTHOUSE 1 BDRM/2 BATH Condo/12th floor/Legal Rental
Mahana at Kaanapali is an OCEANFRONT resort located on the NORTH BEACH section of the famous Kaanapali Beach on West Maui. We are located just north of Duke's restaurant and several miles from the recent Lahaina fire. Our resort had no damage as a result of the Lahaina...
Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II
Offered as an alternative to a condo and the crowd. A 10 minute walk to Kihei Rd at Kamaole Beach II. Far enough away from the activity, yet convenient to the restaurants, shops, some of the best beaches Maui offers.The guest suite is Maui County permitted, attached one...
Kaanapali Ocean Front 1 Bedroom! Mahana 617!
GORGEOUS VIEWS OCEAN FRONT MAHANA 617! KAANAPALI BEACH, A/CWelcome to Mahana 617! This oceanfront one bedroom, one bath condo sleeps 2-4 features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. Living...
Resort View - 2 Bedroom - Westin Nanea Ocean Villas - Full Resort Access
Experience “Nanea”—a state of relaxation and repose—at The Westin Nanea Ocean Villas, where luxury meets the authentic culture and beauty of Hawaii. Enjoy a stay for a fraction of the cost—often saving 30–70% compared to booking directly with the resort. All villas are...
Oceanfront: Amazing Location, Steps to the Beach! Split AC, Pool, King Bed
Aloha from Sea Breeze at Menehune Shores! Our remodeled 2 bedroom and 2 bath oceanfront condo in South Kihei’s Hotel Zone offers breathtaking ocean views from the 4th floor. Enjoy direct beach access, a pool, and a kid-friendly lagoon perfect for swimming. The condo...
DISCOUNTED RATES! Brand New - Completely Remodeled, steps from the beach.
This gorgeous unit was remodeled in 2020 and professionally designed with the most modern amenities. It features a King bed in the bedroom as well as a pull out cabinet Queen sleeper and Queen couch sleeper, each with memory foam mattresses. You will find all the modern...
Honua Kai- Konea 608 Beautiful Ocean View, Large 2 bedroom on 6th floor
Located on Maui's renowned Kaanapali North Beach, enjoy Honua Kai Resort & Spa’s 5-star amenities with this luxury two-bedroom, one-bath villa.This spacious suite, which sleeps 6, is ideal for families. Located on the 6th floor of the Konea Tower, the 950 sq ft interior...
Ocean View Villa in Kahana, Maui
Experience the ultimate comfort and relaxation in our beautifully adorned Maui haven, Kahana Villa F404. This exquisite condo boasts an array of personalized touches that will leave you feeling right at home. Indulge in the breathtaking vistas of the Pailolo channel and...
Papakea D-105 - Updated - Great Discounts!
** Just Updated - Great Rates for Summer & Fall ** New photos coming soon - new carpeting, remodeled bathroom! ** NO RESORT FEES beginning July 1, 2025 ** "Sale" into Whale Season: PROMO CODE: SALE26. (Can not be used in combination with any other discount - not valid...