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.
Sands of Kahana Resort #345 - Vacation West Maui
★ Completely Remodeled in 2025★Air Conditioned 2 Bedroom, 2 Bathroom at the World Renowned Sands of Kahana Resort★ Oceanfront Oasis in West Maui's Sands of Kahana Resort★ Huge Condo, 1,600 Sq Ft Property Highlights:Mesmerizing views of Moloka'i and Lana'i on the...
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...
🏝️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...
Premium One bedroom Suite on Beautiful Ka'anapali Beach
Beautiful Premium One Bedroom Suite is 750 sq. ft. with a king size bed in a separate bedroom, a sleeper sofa in the living area, a full size kitchen and dining table and a large bathroom with double sinks, walk in shower and jacuzzi tub .In room amenities include DVD...
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Under the Warm Maui Sun - Permit#BBKM\2016\0004 Due to cancellation last moment special forMon, Oct 31 - Thu, Nov 10, 2022 $350/nightRegular rates 2022: April 1 - December 27 2022$410/nite for 2 personsWinter rates 2023: January 3 - March 31 $490/nite for 2...
Maui Eldorado ~ G108 ~ Stay in the Heart of Kaanapali
This is a legally permitted vacation rental according to the County of Maui ordinances.Oceanfront Bliss with Spacious Living, Private Lanai, and Unforgettable SunsetsE Kō Mo Mai! (Welcome!) Embrace the spirit of aloha as you step into your personal sanctuary, where each...
*Hono Kai A11* Maui condo steps to the sand!
In the beautiful ground floor Hono Kai A11 garden-view unit, you will be immersed in rich tropical foliage from your spacious private lanai only steps from the complex beach access! Remodeled and decorated with the spirit of Aloha, this unit features a primary bedroom...
No stairs inside or out! Beautifully remodeled Palms at Wailea 503
NO STAIRS INSIDE OR OUT!Welcome to Palms at Wailea 503, your beautifully remodeled sanctuary in paradise! This is a two-bedroom two-bathroom condo in the prestigious Wailea Resort area. One of only three condos at the Palms at Wailea complex with NO STAIRS inside or...
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...
Spacious Condo in Heart of Wailea
Wailea Grand Champions Villa 111 is a spacious two-bedroom, two-bath vacation rental condo that accommodates up to six guests, making it an ideal choice for families or friends traveling together. The first bedroom features a comfortable king-sized bed, while the second...
Kaanapali, Ocean Front Condo, Free parking and NO Resort Fee’s, Cabana Access.
COME TO OUR TROPICAL PARADISE AND EXPERIENCE THE SERENE, MAJICAL FLEELING OF OUR OCEANFRONT LANAI AT SUNSET. EXTRA AMENITY If you are arriving early or departing late, we have a Cabana for your convenience with a pool, spa, full kitchen, refrigerator, rest rooms, TV,...
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
Aloha. Have you noticed how we're constantly towards the top of Kihei and Kihei Kai Nani searches. Well, vrbo has a system of metrics they use that ranks all listings, basically putting the best units available in front of guests...and we're crushing those metrics and...
Maui Resort Rentals: Hokulani 505 – 5th Floor, Closest 2BR Column to the Beach, Superb Ocean Views!
Hokulani 505 boasts an incredible 5th-floor interior courtyard location in the closest two-bedroom column to the ocean at the entire resort. Due to its premier vantage point, Hokulani 505 is one of the few two-bedroom suites at Honua Kai offering ocean views that extend...
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...
Updated with Ocean & 2-Island View! Free night with 1 week booking!
Enjoy ocean views along with views of Lanai and Molokai, Situated on the 6th fairway of the Kaanapali Royal golf course, condo A202 offers the serenity of watching year round sunsets. This newly remodeled spacious Maui Eldorado 2nd floor condo has been freshly painted...
Gorgeous Kapalua Home with Views
This gorgeous Maui home is a two story end unit with expansive ocean views from lanais on each level! Located in the renowned Kapalua resort area on the northern coast of Maui, you are not only close to the beach (less than a 5 minute walk, to be exact), but within...
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
Listen to the pounding surf! One bedroom, Penthouse unit, full-on-OCEAN VIEW. This beach front unit is literally 50' from the ocean. This unit is on the ocean side with great cross-breezes and fantastic surrounding ocean views. This unit was hand-picked for its...
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly
The fabulous Sunset Beach House is located on a sandy beach in the sunniest part of Maui. This 3 bedroom home will be the perfect location for your group of friends or family. Enjoy your own gated luxury home right on the beach for about the same price as accommodating...
North shore Maui B and B room 1.
Holomakai B and B is a vacation rental with three bedrooms for rent individually on Maui’s north shore. Each room is on a separate floor with a private bathroom, ac, tv and Wi-Fi. The rest of the house, the entrance, fully equipped kitchen, living room and spacious...
KBV 15B2 2BD Kapalua Breathtaking Panoramic Ocean views
Kapalua Bay Villas 15B2 NEW LISTING! Breathtaking 2 Bedroom, 3 Bathroom with Panoramic Ocean views in the heart of Kapalua Experience the pinnacle of luxury at this stunning 2-bedroom, 3-bathroom townhome in the heart of Kapalua. Boasting panoramic ocean views that are...
New Listing! Beautiful ocean view 2bed/2ba Condo on Kaanapali Beach Resort-style
Welcome to our beautiful 2 bedrooms and 2 bathrooms ocean view condo at Kaanapali Shores! Sleep up to 8 guests. Perfect for your family or group traveling together to beautiful Maui.Kaanapali Shores's location in the heart of West Maui where you can find many 5-stars...
Only Steps to Ulua Beach and the main Wailea Ekahi Pool/Pavilion -1 Bd+2Ba
If this vacation home is available, you'll want to reserve it. Wailea Rentals presents: Wailea Ekahi Village 8E - Ekahi means #1 in Hawaiian and that is exactly what Ekahi Village is - 1 of Wailea's top luxury beachfront condominium resorts. Treat yourself to new! New...
Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach
IMPORTANT — August 10 to October 16, 2026 Only: OCEANFRONT POOL IS CLOSED AND SIGNIFICANT NOISE AND CONSTRUCTION WILL OCCUR DURING THESE DATES. RATES ARE REDUCED DUE TO CONSTRUCTION. See full details at the end of this description.RESERVATIONS OUTSIDE OF THESE DATES...
Rainbow Hale Estate Ka'anapali - Luxury Oceanview Estate with Pool & Hot Tub
Set on 5.13 acres within the gated Kaanapali Coffee Farms, this single-level estate offers sweeping ocean views, three king suites and a convertible den to accommodate up to 8 guests. The gourmet kitchen features a built-in espresso machine; the saltwater infinity pool,...
2nd Floor Ocean Views | Epic Sunsets | Makena Surf F208
Welcome to Makena Surf F208, a luxurious oceanfront vacation residence that offers an unparalleled Hawaiian retreat. Situated on the second floor, this 1,313 square foot residence is designed to provide the ultimate in comfort and relaxation, featuring elegant touches...
Walk to the beach and everything in Paia Town. Paia Family House is very spacious, well equipped, with a variety of comfortable indoor, and sweet outdoor living spaces for everyone! There's a yard where kids can play, and views out over the green cane fields. This 4...
Oceanview condo w/ shared pool & ocean view - close to the beach
Mahina Surf 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise at this charming one-bedroom condo located in the serene Mahina Surf resort property in Lahaina,...
++beachfront Resort+ocean View Studio A-317+CENTRAL A/C+FULLY Equipepped++
Ka’anapali's finest beachfront setting, 1/2 mile north of Black Rock. A prime location near shopping, restaurants, and activities. Our studio condo, A-317, is located on the third floor of the Aloha Tower and offers a lovely partial ocean view. It is accessible by...
Prime Location | Snorkeling | Wailea Beach Path
Wailea Elua 1203 is a stunning one-bedroom, one-bathroom oceanfront vacation rental located on the ground floor of the prestigious Wailea Elua Village community. This condo offers direct access to Ulua Beach, where guests can enjoy swimming and snorkeling in the gentle...
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...
F507 - 2 Bedroom/2 Bath - Steps from the Beach, Super Clean!
This is a legal vacation rental in a hotel zone area of Maui. F507 has been completely remodeled - everything has been professionally updated including new kitchen and baths, stainless steel appliances, granite, tile, carpet and furniture. The unit is beautifully...
April Cancellation Reserve ASAP ONLY 179/nt! 135 Exceptional Reviews!
BEAUTIFUL Unit A308 is an oceanfront condo just steps to the beach! Ocean view offering large and clean accommodations. Enjoy the garden view and all the amenities of the highly acclaimed Maui Sunset resort, including 60 foot freshwater swimming pool beachside and l hot...
Recently Renovated - Steps from Snorkeling
Wailea Elua 2104 is a charming two-bedroom, two-bathroom condo that comfortably accommodates up to six guests. Designed with an island-inspired aesthetic, this condo blends comfort with contemporary style, making it an ideal getaway for families or groups of friends....
Spacious Condo on Top Snorkeling Beach
Wailea Elua Village 708 is a luxurious two-bedroom, two-bathroom vacation rental located in the prestigious Wailea community on Maui\'s southern coast. This beautifully remodeled condo offers a serene retreat, accommodating up to six guests, making it ideal for families...
Newly Renovated High-end 1 bedroom, 2 bathroom Wailea Condo close to beach
The Palms at Wailea #1804 has been completely renovated, be among the first to enjoy this brand-new high-end renovation in Wailea in which every room has been updated. This bright, spacious condo has a refreshing beach personality, 1000+ sq. ft., and 2 large lanais for...
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Upper Floor VIlla
Exquisite Two-Bedroom Residence With Jaw-Dropping Oceanfront Views at Kaʻanapali's Newest, Most Exclusive Resort!Proudly perched upon Ka'anapali, one of the world's most beautiful beaches, is the Hyatt Residence Club Ka'anapali. Within the lush borders of this sprawling...
Pohailani #113 - Vacation West Maui - Gorgeous Studio with AC
This studio is perfect for travelers who want to be close to the ocean and enjoy all the amenities of a vacation rental. Just a short walk from local restaurants and coffee shops, making it easy to grab a bite to eat or a coffee on the go. This property features on-site...
Let's Do Sunset On Maui! 1 Minute Walk to Beach and Sunsets
Close to the beach without the beachfront price tag! Located just a 1 minute walk from white sandy beaches, stunning sunsets, & turtles on the beach daily, this island retreat is an ideal getaway. Your dream condo is centrally located in the heart of Kihei, Maui. This...
EXCEPTIONAL! FULL ocean & coast views. Maui is BEAUTIFUL post rains. Book today!
**The storms have past. With all the rain that fell, Maui is absolutely BEAUTIFUL, lush and green. Book this 'exceptional' rated condo today.****The condo is already booked 44% in 2026 with some dates already booked in 2027! I've HEAVILY discounted some dates in 2026....
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 Oceanfront Makena Surf Three Bedroom Three Bathroom Condo
Your fully beautifully furnished and decorated, remodeled, three bedroom, three bath oceanfront condominium awaits you with breathtaking unrestricted views, a gourmet well-equipped kitchen with superb new appliances, two spacious (adding about 700 sq.' to the living...
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...
Updated oceanfront gem @ Sugar Beach Resort, Central AC, NO Booking fees!
Summary:Welcome to Sugar Beach 518. This updated oceanfront 1 bedroom, 1 bathroom condo can accommodate 4 people. Enjoy ocean views throughout this unit and from your private lanai. Feel right at home with everything from central AC to in unit washer/dryer, and...
NEW LISTING! ~ Napili Point with Amazing Views
Welcome to Napili Point C35, a stunning 2-bedroom, 2-bathroom condo nestled in the heart of Napili. Spanning 1,059 square feet, this spacious oceanfront retreat comfortably accommodates up to 6 guests and is designed to help you slow down, unwind, and connect with the...
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...
Maui Vista Top floor 2-bed condo in central South Kihei Walk to shops and beach
Aloha, A beautifully renovated top floor 2 bed 2 bath, with vaulted ceilings and fantastic amenities. The unit faces Maalaea Bay and the West Maui Mountain. Elevator access to the unit makes it very convenient for all ages; parking is free, no resort fees.Building 3 is...
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
Aloha and welcome to your oceanfront getaway at Kealia Resort!This beautifully updated, fully air-conditioned 1-bedroom condo offers stunning views of the ocean, West Maui mountains and tropical gardens, and is just steps from the beach and the oceanfront pool. Bright,...
Relax in the Kapalua Golf Villas - Specials!
Relax in paradise! Top floor condo with a one level floor plan. All new furnishings, carpet and paint. Lovely lanai to watch the golfers go by and enjoy the views and smells of the island of Maui. There are 4 pools in the Kapalua Golf Villas, with a heated pool right...
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...
KBR #608 - 1 Bedroom / 1 Bath - Awesome Ocean Front View Unit on Sugar Beach!
Entering this totally remodeled 1 bedroom/1 bath beachfront condo you are immediately confronted with stunning, unobstructed ocean views. The upgraded kitchen and bathroom are beautiful with marble tiling, granite counters, and lovely cabinets. The bedroom has a...