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.
Gorgeous Oceanfront Complex on Maui! Kanai A Nalu, with FREE parking!
We are 1/2 mile from the Maui Ocean Center Aquarium, Pacific Whale Foundation, Ma‘alaea Harbor and Harbor Shops, and the Mini-Golf Complex!Kana‘i A Nalu means 'gentle surf, but we call it 'Dad's Paradise.' Kana‘i A Nalu is a beautiful OCEANFRONT complex located near the...
Papakea K404 - Penthouse with Gorgeous Ocean View!
Welcome to our home at the Papakea Resort, a 13 acre oceanfront resort with a true feeling of aloha. The complex is comprised of two sets of low-rise buildings, each with its own oceanfront pool area including a spa, a covered cabana and multiple gas barbecues. The...
Now with optional car add-on
Car is a 2022 Tucson compact SUV, Special rate of $30 a day for cottage guests. After you book the cottage, Jordan's email will be shown and you can contact him for the details. You'll pick up the car in the parking across from baggage claim. No lines or paperwork...
Kamaole Sands 7-405 - Stunning Renovation, Large Lanai, Ocean Views, Split AC!
Welcome to Kamaole Sands 7-405, your luxurious tropical escape in the heart of South Kihei, Maui! This stunning top-floor 2-bedroom, 2-bathroom condo is the ultimate destination for an unforgettable island getaway. With breathtaking views of the lush tropical courtyard...
Private Ocean View Cottage Overlooking Wailea
Couples find the privacy and space they dream of in our 1-bedroom ocean view cottage set on a hillside in sunny south Maui. Our cottage offers a fully equipped kitchen, living room, dining room and travertine bathroom. You car stays protected from the sun in your own...
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...
Maui Sunset #A216 - Oceanview King Bed, 1BR, 2 BA Condo
Maui Sunset is a beautiful oceanfront resort and is the perfect vacation home on Maui. Swim in the large swimming pool or just enjoy sitting on a chaise lounge by the pool or in the jet spa. It is especially beautiful in the evening relaxing under the stars and enjoying...
Maui Oceanfront Penthouse 3br/3b in Makena Surf with Spectacular Views
Note that the neighbor's lanais will be remodeled in late April 2026 through July 2026. There will be some noise impact but can't say how much at this point. Contact Susan if you want more information.Welcome to Makena Surf F-302. This private 3-bedroom, 3-bath...
Maui Resort Rentals: Honua Kai - 3 Full Bedrooms, Ground Floor, Steps to the Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor suites to create a 3 bedroom package that offers two large lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas.These neighboring suites provide a perfect opportunity to gather, reconnect, and...
Ocean View Upgraded Top Fl HOKU711 Shaded Lanai see condo comparison chart
**COMPARE MY CONDO TO OTHERS**Hokulani 711-Upgraded 2022 (new beds, headboard, and mattresses, all furniture replaced including the sofa bed with a supreme mattress top, table with optional bench to seat 6, carpet removed and replaced with LVP for a cleaner environment,...
Papakea Penthouse - 3 Br ocean view 1 min walk to the beach! - No cleaning fee!
NO Cleaning fees!!! NO resort fees!!This condo has AMAZING views of the ocean, pool, spa, and beautiful resort grounds. Close enough to walk to several restaurants, grocery store, and food trucks.Three bedroom penthouse unit. The master bedroom has a king bed, the guest...
Ground floor just steps away from sandy beaches
Hono Kai A4 is a ground-floor, 1-bedroom, 1-bathroom condo that offers a portable A/C in the bedroom and ceiling fans throughout, which helps to keep you cool. Unit A4 can accommodate up to 4 guests. The bedroom presents a queen-size bed, while a queen-size sofa sleeper...
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...
Wailea Elua 2007 – Oceanview Luxury Condo in the Heart of Wailea
Welcome to Wailea Elua 2007, a stunning 1-bedroom, 2-bath vacation retreat with gorgeous ocean views, a spacious private lanai, and upscale island furnishings throughout. Perfectly positioned within the prestigious Wailea Elua Village, this beautifully appointed condo...
Beach Paradise: 6 BR Kihei Beachfront Home with Pool
Legal Vacation Rental: Permit Number STKM2020/0002HOLIDAY SEASON: There is a 7 night minimum during the period Dec 18-27. There is a 10 night minimum during the period Dec 27-Jan 10.Chill Out with friends or family in this spacious two-story Maui beach house which...
Wailea Grand Champions 152 - 1 Bedroom Golf Course View Condo
Relax on your private lanai at Grand Champions #152, perched upon the second-floor, and enjoy views of manicured fairways, putting greens, and tee boxes as golfers tackle the Wailea Golf Course. This vacation rental is ideally situated to showcase Maui’s natural...
Ocean, Greenbelt and Haleakala view Ekahi 33E
Ekahi 33E offers a rare setting with views of the ocean, Ekahi's greenbelt and Haleakala. In Ekahi's lower village it's a short walk to the main pool and Keawakapu Beach. Renovation completed Jan 2020 & new to the rental market, 33E is exceptionally well furnished,...
Pacific View: 5-Acre Gated West Maui Estate with Pool, Pickleball & Basketball
Pacific View is nestled in the majestic West Maui Mountains, a vast area of lush valleys and cliffs. This lovely 5-acre estate is uniquely situated to capture all of that beautiful West Maui offers.Pacific View is a gated villa offering a generous 4000+ square feet of...
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4
Newly Remodeled in 2023! Come relax and enjoy the spectacular ocean and island views in this rare three bedroom condo perched on the very top row fourth tier in the Ho’olei community.This spacious unit has 3 bedrooms, 3.5 bathrooms, a large living room, fully equipped...
Maui Sunset Vacation Rentals A516 ocean view
Top floor, best location of any 1 bedroom #A516Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. New flooring throughout 2023. A516 is on the top floor ocean and...
SUMMER SPECIAL! AMAZING VIEW! Book Between May 25th - Aug 31 375/night!
Breathtaking views from our Unit 507 at The Whaler on Kaanapali Beach. 1 back from oceanfront! 1 bedroom unit has a king sized bed and a full size Murphy bed. 2 full baths. Sleeps 4 comfortably. Also a well equipped full kitchen.Relax on the spacious lanai while...
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...
Kaanapali Shores 405
Welcome to Kaanapali Shores 405. This beautifully upgraded 4th floor ocean view 1 bed/1 bath condo features upgrades throughout while honoring classic Hawaiian style. Stay cool with central AC year round and this condo can accommodate 4 people. Admire the pacific ocean,...
KBM Resorts | FREE CAR | The Whaler | Ocean view | 1-Bedroom, Recently Updated & Gorgeous views! WH1-1211
** 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...
Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D
As you wake up in the morning, take in the beautiful view with the cool ocean breeze. Sit on the balcony with a refreshing drink as you appreciate the magical Maui sunsets. Vaulted ceilings. Granite countertops. Spacious bathrooms. Open concept. Large glass sliding...
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...
Wailea Beach Villas PH306 - 2 Bedroom Ocean View Penthouse
Settle into your very own slice of Maui paradise with a stay in Wailea Beach Villas PH306. This exquisite two bedroom, two bathroom penthouse with exceptional ocean and island views are sure to inspire the luxury, comfort and serenity you deserve. Thoughtfully designed...
Secluded home with spectacular ocean and sunset views
Kihei's Hidden Gem (B&B permit #BBKM20210002)offers an ideal setting for your family or group to experience a memorable Hawaiian getaway. This brand new south Maui vacation rental boasts ocean, mountain, and sunset views, a private pool, central air conditioning, and a...
Maui Stunning Beachfront Luxury Ground Floor with A/C. *Nani Kai Hale 101*
Stunning luxury, ground floor condo directly on Sugar Beach, one of Maui's best beaches. The unit was completely remodeled floor to ceiling in 2017 and includes 2 bedrooms (2 king beds in each bedroom) each with en-suite bathrooms, a full luxury kitchen, living area...
Private Cozy Studio walking distance to beaches, shops, restaurants and bars
This studio is perfect for the vacationers who wants to spend their time out and about exploring the island and still have a very nice, comfortable place to come home to. It's on the 4th floor of The Island Surf in South Kihei and within walking distance of many shops,...
OCEANFRONT Spectacular Condo - Breathtaking Ocean Views and 60ft From the Water!
Allow the sound of the waves to relax you as you enjoy a beautiful condo with all the modern amenities directly on the Ocean in Maui. Fourth Floor condo (top) with elevator, high end appliances throughout. Modern decor professionally accessorized by Swan Interiors....
Oceanfront Chic | 2BR Ocean View High Floor
This is a NEW listing and it's gorgeous! We are confident you will have a great experience. Welcome to your front-row seat to Maui’s magic.Perched on the 5th floor of a coveted oceanfront resort in Ma'alaea, Island Sands 502 is a fully remodeled and beautifully curated...
Kaanapali Alii | 361
Kaanapali Alii 3612 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________This beautiful platinum-rated sixth-floor Maui condo is a serene escape, featuring one-bedroom with a fully enclosed den that comfortably serves as a second...
Maui Resort Rentals: Honua Kai Konea 543 - Expansive 5th Floor 2BR w/ Fantastic Ocean Views
Konea 543 is a gorgeous oversized 1315 sq ft 2 bedroom oceanview villa with three king-size beds that affords а perfect opportunity for a grounp of six to gather and celebrate or just have a relaxing time! Its 5th-floor location offers beautiful ocean and pool views....
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...
Beautiful Condo in Kihei Alii Kai, steps from Kam 1 beach
Welcome to our bright and beautiful condo, ideally situated near the front of the complex—just steps away from the beach! Thoughtfully upgraded with new furniture in Summer 2022, this is the only condo we own, and we’ve equipped it with all the comforts needed for you...
On Wailea Blue Golf Course ⛳️with Ocean View. 🌊
Hawaii GE & TA Tax ID # G/T 006-824-3456-01 Taxes on total amount is 17.42%. Not included in the vrbo quote. Required is a signed rental agreement between guest and owner.This rental agreement is in addition to the deposit. After you initial and sign the agreement, it...
1 bedroom ocean view condo on Kaanapali beachfront -- Recently renovated!
With ocean views from the master bedroom, living/dining room, and lanai, this spacious 1 bedroom unit offers you the opportunity to fully enjoy the spectacular Kaanapali Shores ocean front resort. Unit 511 offers a king-sized bed, full kitchen, washer/dryer, A/C,...
Paradise Found! Top Floor, Beachfront, Oceanfront, Ocean View
Welcome to Paradise Found! Memories are made here!Come, relax, unwind, and enjoy the unforgettable breathtaking, panoramic ocean views from EVERY room in our beautiful top floor direct oceanfront, beachfront Kealia Resort Condominium nestled RIGHT ON Sugar Beach, just...
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...
Awesome Beach - Elegant Villa - Tropical Oasis
Luxurious Villa - just steps to the beach! Aloha and welcome to our beautiful home, an elegant tri-level, three-bedroom vacation home steps away from two of Maui's most beautiful beaches and the world-famous Kapalua Resort. We invite you to enjoy a wonderful vacation in...
Northshore - Paia Beach Town
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...
Oceanfront at Sugar Beach
•EAST/SOUTH MAUI IS OPEN FOR BUSINESS AND WELCOMING TOURISM•Life is sweet on Sugar Beach. Our oceanfront condo is fewer than 100 steps to a world-class beach that stretches for 5 miles. The smooth sand, gentle waves, and warm water create the ideal swimming experience....
Kamaole Sands 1-403 - Ultimate getaway! Spacious 2/2 with split AC, Large Lanai
Welcome to Kamaole Sands 1-403, your perfect Hawaiian retreat in the heart of South Kihei. This spacious two-bedroom, two-bathroom condo offers breathtaking ocean views from a large private lanai, where you can relax with your morning coffee or enjoy sunset cocktails....
Wailea Elua Village 2104 - 2 Bedroom Garden View Condo
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....
Kaanapali Royal K102- Maui Luxury at KÄÊ»anapali Royal | Heated Pool & A/C!
Summary:Welcome to Ka'anapali Royal—an elegant Maui retreat with A/C, heated pool, and a prime location just a short stroll to the beach and Whalers Village. Paradise awaits!The Space:Welcome to Ka'anapali Royal – Your Island Escape in the Heart of West MauiNestled on...
Great Location! Walk to Everything in South Kihei!
If you want to be close to it all - best beaches, best snorkeling, only surf spot in Kihei, SUP, kayaking, snorkel tours, dinner cruises, shopping, restaurants, nightlife - our recently updated, owner-managed (no dealing with unresponsive property managers) condo is the...
Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahaina
Welcome to Puamana Retreat by Gather, a breathtaking oceanfront escape where Maui’s coastal beauty unfolds right outside your door. Set within the beloved Puamana community in Lahaina, this two-story townhouse pairs seamless indoor-outdoor living with front-row Pacific...
Tropical oceanfront escape, steps from Sugar Beach
Discover tropical relaxation at Sugar Beach 233, a 1-bedroom, 1-bathroom, 2nd-floor oceanfront condo that offers breathtaking views of the Pacific from your private lanai and central A/C. This resort has elevators for easy access. Unit 233 can accommodate up to 4...
Luxury Oceanfront Mahana Kaanapali. WHALE WATCH FROM LIVING ROOM SWIVEL CHAIRS!
"We literally watched the whales and turtles from the living room chairs. We have stayed all over Maui over the past 20 years and this was by far the most enchanting" -Anna 2025"Our selection was based on the closeness to the water, views from the bedroom and living...