Maui

Resort beaches down the west and south shores, from Kapalua and Kaanapali to Wailea.

6423 waterfront rentals·30 shores·Every listing on the water·Updated 2026-11-12

Most of Maui's rentals sit on two dry, sunny coasts. West Maui runs from Kapalua through Napili, Honokowai and Kaanapali to Lahaina, with condos set right behind small sandy bays and a view across the channel to Lanai and Molokai. South Maui runs from Maalaea through Kihei to Wailea, where the beaches are wider and a paved path links the resorts. Humpback whales winter in the channel between the islands, and from December to April you can often watch them from a lanai.

StateHI
Peak seasonDecember to March
Best forWaterfront stays
Featured376 rentals
The curated list · 376 rentals

Where we would stay in Maui.

Affiliate links. About our partners.

Sleeps
Shore
More

Nightly rates are the ones each partner listed when we last read them. The partner gives the final price for your dates. A rental with no rate shown is left out of the price filters.

Compare prices

See Maui stays on Booking.com.

Search Booking.com →

Affiliate link.

Browse more in Maui

Search every rental in Maui.

Filter by dates, bedrooms, price, and distance to water. These are the full Vrbo and Booking.com inventories for Maui.

376
curated rentals in Maui
Beach and Pool Access with Stunning Views - Elegant Oceanfront Retreat
No. 10

Beach and Pool Access with Stunning Views - Elegant Oceanfront Retreat

Condo
2 bedroom sleeps 6 private pool about $256 a night

Settle into your Hawaiian vacation in this Oceanfront and ground-floor condo with beach and pool access in Kaanapali. Wake up to the ocean breeze and just steps away from one of the most popular beaches in Maui. Recent upgrades include: The kitchen has all-new stainless steel kitchen appliances. New living room furniture [excluding couch}. A tiled walk-in shower in the master bathroom. New bath tile in the 2nd bathroom. Engineered wood-like flooring in the bedrooms. Ceiling fans were replaced in both bedrooms. Soffit lighting was added living room. The entire condo was repainted and all windows and front slider doors were replaced.

Stunning Ground Floor Oasis with Resort Amenities - Elegant Coastal Retreat
No. 12

Stunning Ground Floor Oasis with Resort Amenities - Elegant Coastal Retreat

Condo
2 bedroom sleeps 6 shared pool about $341 a night

Welcome to your Maui Retreat: Kaanapali Shores 103 is a beautiful 2-bedroom, 2-bathroom ground floor condo that sleeps up to 6 guests, making it perfect for families. This condo was just recently renovated and remodeled with new furnishings throughout! This home is fully equipped with everything you'll need during your Hawaiian vacation! Enjoy being just steps away from the ocean and resort pools. Complimentary Activities, Every Day of Your Stay Every reservation with includes one free ticket per activity, each day to some of our favorite Maui experiences, plus unbeatable savings on other local favorites!

On the water
Rent a boat on Sailo

Affiliate link.

Spacious Lanai and Central Air Conditioning - Delightful Kaanapali Retreat
No. 14

Spacious Lanai and Central Air Conditioning - Delightful Kaanapali Retreat

Condo
2 bedroom sleeps 6 private pool about $533 a night

Welcome to Kaanapali Royal H-202, a spacious and peaceful 2-bedroom, 2-bathroom condo offering 1,577 square feet of comfort and island charm. Nestled on the fairways of the Kaanapali Golf Course, this family-friendly retreat is perfect for those looking to unwind while staying close to all the action. Whether you're relaxing with loved ones or preparing for a day of island adventures, this condo has everything you need for a memorable Maui getaway. Inside, you’ll find generously sized rooms, central air conditioning, and a fully equipped kitchen stocked with cookware and appliances, making it easy to prepare home-cooked meals or pack snacks for beach days and excursions.

Expansive Wraparound Lanai and Luxury Amenities - Stunning Oceanfront Oasis
No. 16

Expansive Wraparound Lanai and Luxury Amenities - Stunning Oceanfront Oasis

Condo
2 bedroom sleeps 6 private pool about $1702 a night

Premiere Direct Oceanfront, Top Floor, Corner Suite. Million Dollar Views!!! Welcome to your dream Maui getaway. Whaler 1052 is a direct oceanfront corner suite located within The Whaler on Ka’anapali Beach, one of Maui’s most sought-after direct oceanfront resorts. This luxurious 2-bedroom, 2-bathroom condo offers unobstructed panoramic views of the Pacific Ocean, the neighboring islands of Molokai and Lanai, the iconic Black Rock, and the golden stretch of Ka’anapali Beach. From your expansive 510-square-foot wraparound lanai, you’ll enjoy incredible sunsets and seasonal views of humpback whales right from your private outdoor space.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

Shop Sea Bags →

Affiliate link.

Oceanfront Lanai and Gourmet Kitchen Amenities - Stunning Villa
No. 18

Oceanfront Lanai and Gourmet Kitchen Amenities - Stunning Villa

Condo
2 bedroom sleeps 6 about $444 a night

Step onto your patio and take in spectacular oceanfront views from this elegant two-bedroom Bay Villa, offering direct access to Maui’s pristine beaches and tranquil waters. Bay Villas #29G2 2 Bedroom Gold Oceanfront. The Bay Villas are located closest to 2 Kapalua Beaches - Oneloa Beach and Kapalua Beach. Villa 29G2 has a large oceanfront patio off the living area with direct access to the lawn area. Kitchen includes microwave, stovetop/oven, drip coffee maker, refrigerator, dishwasher, cookware and tableware. Welcome essentials kit includes coffee, sugar, creamer, dish soap, sponge, paper towels, laundry detergent & dishwasher detergent. Master bedroom has 1 king bed.

Beachfront Oasis with Amazing Views - Stylish Hawaiian Getaway
No. 20

Beachfront Oasis with Amazing Views - Stylish Hawaiian Getaway

Condo
2 bedroom sleeps 6 private pool about $301 a night

Remodeled Beachfront 2Bedroom Getaway on Maalaea Bay Just Steps to the Soft Sand of Sugar Beach. Enjoy Year Round Beach Walks and Ocean Activities - Maalaea Surf A6 Welcome to Your Maui Retreat: Escape to paradise in our beautifully remodeled beachfront 2bedroom condo at Maalaea Surf Resort, nestled on the shore of Kihei, Maui, Hawaii. Boasting 2bedrooms and 2bathrooms, this beach remodeled getaway offers unparalleled comfort and relaxation. Situated on the second story, our resort condo treats you to breathtaking views of Maalaea Bay from its direct beachfront location on stunning Sugar Beach.

Featured partner
Vrbo vacation rentals
Rent a Boat → Plan your big escape →

Affiliate link.

Oceanfront Oasis with Stunning Views - Serene Tropical Retreat
No. 22

Oceanfront Oasis with Stunning Views - Serene Tropical Retreat

Condo
2 bedroom sleeps 6 private pool about $309 a night

Imagine waking up to the serene blue waters of the Pacific Ocean and spending your days soaking up the sun in tropical paradise. At Kamaole Nalu 301, an oceanfront gem in South Maui, this dream becomes a reality. Located on the 3rd floor of the charming Kamaole Nalu Resort, this spacious 2-bedroom, 2-bath condo comfortably accommodates up to 6 guests. With elevator access for convenience, you'll enjoy easy access to your beachfront haven. With the absence of AC in the unit, enjoy the soothing trade winds and ceiling fans for a comfortable stay. The condo boasts an inviting open floor plan with stylish furnishings and décor.

Gorgeous Oceanfront Kihei Condo w/ Balcony!
No. 24

Gorgeous Oceanfront Kihei Condo w/ Balcony!

Entire condo
2 bedroom sleeps 4 shared pool about $391 a night

Find your own personal paradise in Kihei. Ideal for a family beach vacation, this 2-bedroom, 2-bathroom condo is located in the Hale Hui Kai community just steps away from Keawapaku Beach. Soak up all the Hawaii sun your heart desires, practice your swing at a nearby golf course, or explore lush hiking trails and beautiful forests. Your next vacation can truly be as relaxing or exciting as you want it to be! If you’ve been searching for an escape, this vacation rental is the place for you. The space GE- -01. TA- -01. Community Pool (Currently Unavailable) Bedroom 1: California King Bed.

Curated luxury alternative

Prefer a boutique hotel?

Design-led hotels and villas via Skylark Travel Group. Mr & Mrs Smith properties, exclusive deals, real human concierge.

Sponsored
Island Oasis Near Kaanapali Beach & Black Rock
No. 26

Island Oasis Near Kaanapali Beach & Black Rock

Entire condo
2 bedroom sleeps 6 private pool about $497 a night

A slice of paradise awaits at this West Maui vacation rental in Maui Eldorado Resort! This 2-bedroom, 2-bath Kaanapali condo has an authentic Hawaiian theme with easy access to Ka’anapali Beach and Black Rock, making it the perfect place to create unforgettable memories. Shop at Whalers Village, tee off at the famous Ka’anapali Golf Courses, or explore the colorful reefs while snorkeling. The resort has 3 outdoor pools, a hot tub, a fitness center, community beachfront cabanas, and more! more! The space Transient Accommodations Tax License TA- -01. General Excise Tax License GE- -01. Resort Perks. Family Friendly. Garden View. Private Beach Access Bedroom 1: California King Bed.

Oceanfront Villa, Step Right Out Onto Lahaina's
No. 28

Oceanfront Villa, Step Right Out Onto Lahaina's

Condo
2 bedroom sleeps 4 private pool about $606 a night

Puunoa Beach Estates 105 2 Bedrooms. 2 Bathrooms. Sleeps 4. Oceanfront Welcome to Puunoa Beach Estates 105, your idyllic two-bedroom oceanfront retreat overlooking Lahaina’s family-friendly Baby Beach. This ground-floor slice of paradise allows you to transport from lounging in your living room or on your private lanai to wading in the Pacific Ocean in less than 20 seconds. Step inside to discover a spacious 1,700 square foot open-concept living area with modern furnishings. Oversized sliding glass doors frame the living room with dreamy ocean views and allow natural light to fill the vacation villa.

On the water

Rent a boat in Maui.

Browse Boat Rentals →

Affiliate link.

Luxury Walk-Out Villa on Baby Beach. Pu'unoa
No. 30

Luxury Walk-Out Villa on Baby Beach. Pu'unoa

Condo
2 bedroom sleeps 4 private pool about $643 a night

Puunoa Beach Estates 101 2 Bedrooms. 2 Bathrooms. Sleeps 4. Oceanfront Welcome to Puunoa Beach Estates 101, a beautifully remodeled two-bedroom oceanfront villa that blends modern comfort with island elegance. This bright and airy ground floor residence offers 1,700 square feet of luxurious living space with custom cabinetry, tropical blue accents, and thoughtfully selected furnishings that create a warm and inviting atmosphere. Expansive windows and a spacious private lanai frame wide ocean views and overlook a peaceful stretch of lawn that leads to a quiet sandy beach.

Puunoa Beach Estates 201
No. 32

Puunoa Beach Estates 201

Condo
2 bedroom sleeps 4 private pool about $696 a night

Puunoa Beach Estates 201 2 Bedrooms. 2 Bathrooms. Sleeps 4. Oceanfront Welcome to Puunoa Beach Estates 201, a luxurious two-bedroom oceanfront villa hugging the sandy shores of Lahaina’s Baby Beach. Dramatic ocean views, plantation shutters, impressive vaulted ceilings, and tropical decor throughout this home make this the perfect Hawaiian retreat for your Maui vacation. Step inside to discover a spacious 1,700 square foot thoughtfully designed living area filled with natural light and constant views of the Pacific Ocean and neighboring island of Lana’i.

Still looking?

Search the full inventory.

Our curated picks are just the start. Browse hundreds more rentals in Maui by date, price, and size.

Browse on Vrbo → Browse on Booking.com →
Light and Airy Condo with Modern Kitchen - Charming Coastal Retreat
No. 34

Light and Airy Condo with Modern Kitchen - Charming Coastal Retreat

Condo
2 bedroom sleeps 6 about $146 a night

This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a glass/stone back splash with turtle tiles handmade by an artist on Maui. The floor has tile throughout. The main bathroom features a large walk-in shower with a stone pebble floor and granite countertops. A "Smart TV" allows you to access the internet and your Netflix account. Bring your CD's from home and listen on the player provided and with your laptop surf Wi-Fi access for free.

Updated Top floor condo, Oceanfront, private beach
No. 36

Updated Top floor condo, Oceanfront, private beach

Vacation Rental
2 bedroom sleeps 6 private pool about $155 a night

Welcome to Hale Mahina A406, aka The Fish Condo. This top floor oceanfront 2 bedroom, 2 bath condo boasts stunning views from your private lanai, living room, & even the kitchen. With your Maui memories in mind this condo has everything needed to feel right at home. Hale Mahina is a very special location as it's one of the only resorts in the Honokowaii neighborhood with useable sandy beach. It's also centrally located very close to shops, dining, farmers market. Book Hale Mahina A406 today! WHY YOU’LL LOVE IT. Oceanfront 2BR / 2BA top-floor loft condo (sleeps up to 6). Panoramic Pacific views from lanai, living room, and kitchen. Updated kitchen and bathrooms with modern coastal finishes.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

Shop Sea Bags →

Affiliate link.

More waterfront rentals in Maui (376 in all) ↓
Direct Oceanfront 2BD Condo w Panoramic Views in West Maui-Valley Isle 408
No. 38

Direct Oceanfront 2BD Condo w Panoramic Views in West Maui-Valley Isle 408

Condo
2 bedroom sleeps 4 private pool about $184 a night

Welcome to your Maui Retreat: Valley Isle 408 is a 2-bedroom, 2-bath, direct oceanfront condo located on the shores of Kahana, in West Maui. With approximately 1,040 sq ft of living space, this unit features panoramic views of the Pacific Ocean and neighboring Hawaiian islands from the living room and primary bedroom. Step onto one of the two outdoor lanai areas to feel the trade winds, listen to the waves, and soak in the ever-changing light across the sea. Inside, you will find a spacious, bright, and open main living space, a fully equipped kitchen, all making for a comfortable Maui vacation home base.

Spacious Oceanfront Condo in West Maui - Kahana Village 4
No. 40

Spacious Oceanfront Condo in West Maui - Kahana Village 4

Condo
2 bedroom sleeps 6 private pool about $192 a night

Welcome to Your Maui Retreat: This two-story, air-conditioned retreat sits just steps from the sand, offering front-row views of the ocean and the neighboring islands from its spacious, furnished lanai. Whether you're sipping coffee at sunrise or enjoying a sunset drink, the setting is pure Maui, peaceful, scenic, and right on the water. Inside, the condo is thoughtfully laid out with two bedrooms and two full bathrooms, making it ideal for couples, families, or friends traveling together. The fully equipped kitchen has everything you need to prepare meals at home, and the open living area flows naturally out to the lanai, keeping the ocean views front and center throughout your stay.

Booking.com

Hotels, beach houses & apartments in Maui.

Browse on Booking.com →

Affiliate link.

Oceanfront Lanai and Stunning Views - Exquisite Hawaiian Retreat
No. 42

Oceanfront Lanai and Stunning Views - Exquisite Hawaiian Retreat

Condo
2 bedroom sleeps 6 private pool about $209 a night

Nohonani 105 NEW LISTING! Explore the Beauty of Hawaii on the Ocean at this Convenient Central West Maui Location! Welcome to your Maui Retreat. Wake up to the soothing sounds of the ocean at this 2-bedroom, 2-bathroom ground-floor corner condo at Nohonani Resort in West Maui. Perfectly positioned just steps from the shoreline, this direct oceanfront retreat offers breathtaking views of the neighbor islands of Lanai and Molokai. The highlight of your stay will be the spacious, furnished oceanfront lanai, an ideal spot to enjoy your morning coffee or take in Maui's unforgettable sunsets, and you can also take advantage of the extra space on the grassy front lawn area.

Stunning Beachfront Remodeled Corner 2bed condo
No. 44

Stunning Beachfront Remodeled Corner 2bed condo

Vacation Rental
2 bedroom sleeps 4 private pool about $211 a night

Welcome to Hale Mahina A301. This beautifully remodeled corner beachfront 2 bedroom, 2 bath condo boasts expansive ocean views throughout. This condo features a remodeled kitchen and bathrooms, office desk with a view, and breathtaking views. Hale Mahina is a very special smaller resort as it's one of the only resorts in the Honokowaii with useable sandy beach. The condo is located in close proximity to shops, dining, farmers market & more. Book Hale Mahina A301 & make incredible Maui memories! WHY YOU’LL LOVE IT. Remodeled corner 2BR / 2BA beachfront condo (sleeps up to 4). Expansive ocean views from nearly every room. Modern kitchen & bathrooms with custom coastal finishes.

On the water

Rent a boat in Maui.

Browse Boat Rentals →

Affiliate link.

Oceanfront Relaxation and Stunning Sunsets - Exquisite Island Oasis
No. 46

Oceanfront Relaxation and Stunning Sunsets - Exquisite Island Oasis

Condo
2 bedroom sleeps 6 private pool about $241 a night

Welcome to your Maui Retreat: This two-story retreat offers the perfect combination of space, comfort, and breathtaking views of the Pacific and the neighboring Hawaiian islands, right from your private lanai. With the ocean just steps away, you'll enjoy the sounds of the waves and mesmerizing sunsets from the comfort of your outdoor living space, perfect for dining al fresco, relaxing with a book, or simply soaking in the tranquil island vibes. Step inside and experience the inviting open-concept layout, complete with a fully equipped kitchen for preparing everything from breakfasts on the go to sunset dinners on the lanai.

Oceanfront Escape with Spectacular Sunset Views - Exquisite Maui Retreat
No. 48

Oceanfront Escape with Spectacular Sunset Views - Exquisite Maui Retreat

Condo
2 bedroom sleeps 6 private pool about $249 a night

Kahana Village 20 Oceanfront Paradise on West Maui from this remodeled 2BR Condo with Stunning Sunset Views Welcome to your Maui Retreat: This oceanfront escape at Kahana Village, West Maui, is a beautifully remodeled 2-bedroom, 2-bathroom condo where modern comfort meets the timeless beauty of island living. Perched just steps from the shoreline, this home invites you to wake up to the sound of gentle waves and end your day with the soft glow of island sunsets. Inside, you'll find a bright, open living space with tasteful island-inspired décor and large windows that frame the turquoise Pacific right outside your door.

Boutique alternative

Prefer a boutique hotel? Try Skylark.

Discover Skylark →

Affiliate link.

Oceanfront Lanai and Chef's Kitchen - Breathtaking Tropical Retreat
No. 50

Oceanfront Lanai and Chef's Kitchen - Breathtaking Tropical Retreat

Condo
2 bedroom sleeps 5 private pool about $307 a night

Welcome to your Maui Retreat: This West Maui vacation retreat offers direct ocean and beach views from its private beachfront lanai, where you can relax with your morning coffee or enjoy breathtaking sunsets over the Pacific. Located just steps from the sand, Kahana Village 3 is perfect for those seeking a tranquil beachside escape with all the comforts of home. The main living space is open and airy with high vaulted ceilings and has been thoughtfully designed to create a seamless connection between indoor and outdoor living. The fully equipped remodeled. "Chef' Kitchen" features modern appliances and ample counter space, making it a delight for preparing meals or snacks.

Ocean View and Outdoor Dining - Stunning Oceanfront Sanctuary
No. 52

Ocean View and Outdoor Dining - Stunning Oceanfront Sanctuary

Condo
2 bedroom sleeps 4 private pool about $323 a night

Papakea L303 Paradise Awaits at This Oceanfront Condo Reflecting The Island Lifestyle Papakea L303 is a spacious 2-bedroom, 2-bathroom condo that is perfect for the whole family to gather and create some beautiful memories. Truly as good as it gets! Our home away from home is fully equipped with everything you'll need during your Maui vacation. The living room opens up to a furnished direct oceanfront lanai for that year-round indoor/outdoor Maui lifestyle. NO RESORT OR PARKING FEES!

More in Maui

Browse hundreds more waterfront rentals on Vrbo.

Browse on Vrbo →

Affiliate link.

2 Kings. Top Floor Oceanfront. Big Lanai. Views from the Top
No. 54

2 Kings. Top Floor Oceanfront. Big Lanai. Views from the Top

Condo
2 bedroom sleeps 6 about $345 a night

Guests must sign rental terms. $500 deposit held for damages, released 3 days post-checkout. Strictly non-smoking. EXHIBIT A - RENTAL RULES Throughout the Rental Period, the Guest shall, and shall ensure that the Rental Party and any visitors (collectively “Occupants”) to the Rental Unit shall abide by the following rules: 1. No occupant shall make or allow any disturbing noise in the buildings or on the premises, nor do or permit anything to be done that will interfere with the rights, comfort and convenience of others. All occupants are to refrain from the blowing of conch shells at any time other than at sunset each evening for a five-minute duration only. 2.

Oceanfront Modern Coastal Remodel - Serene Sunsets & Relaxation on Large Lanai
No. 56

Oceanfront Modern Coastal Remodel - Serene Sunsets & Relaxation on Large Lanai

Condo
2 bedroom sleeps 6 private pool about $347 a night

THOUGHTFUL AMENITIES & SUSTAINABLE PRACTICES. the property manager strives to minimize our environmental footprint to preserve Maui’s natural beauty while prioritizing thoughtful choices for our guests. Refillable toiletry dispensers filled with tropical-scented products Laundry detergent - free and clear of harsh chemicals Filtered water - just bring your reusable bottles. FREE CONCIERGE SERVICE!. Upon booking you’ll be introduced to the property manager’ Free Concierge Service - we will help you plan your vacation, book your tours and make reservations for you to make your Maui experience seamless and unforgettable. IMPORTANT NOTES.

Booking.com

Hotels, beach houses & apartments in Maui.

Browse on Booking.com →

Affiliate link.

Oceanfront Corner Unit - Amazing Sunsets, Tropical Breezes & 2 Oceanfront Lanai
No. 58

Oceanfront Corner Unit - Amazing Sunsets, Tropical Breezes & 2 Oceanfront Lanai

Condo
2 bedroom sleeps 6 about $357 a night

Guests must sign rental terms. $500 deposit held for damages, released 3 days post-checkout. Strictly non-smoking. EXHIBIT A - RENTAL RULES Throughout the Rental Period, the Guest shall, and shall ensure that the Rental Party and any visitors (collectively “Occupants”) to the Rental Unit shall abide by the following rules: 1. No occupant shall make or allow any disturbing noise in the buildings or on the premises, nor do or permit anything to be done that will interfere with the rights, comfort and convenience of others. All occupants are to refrain from the blowing of conch shells at any time other than at sunset each evening for a five-minute duration only. 2.

Oceanfront Lanais and Heated Pool - Exquisite Island Retreat
No. 60

Oceanfront Lanais and Heated Pool - Exquisite Island Retreat

Condo
2 bedroom sleeps 6 private pool about $366 a night

Guests must sign rental terms. $500 deposit held for damages, released 3 days post-checkout. Strictly non-smoking. EXHIBIT A - RENTAL RULES Throughout the Rental Period, the Guest shall, and shall ensure that the Rental Party and any visitors (collectively “Occupants”) to the Rental Unit shall abide by the following rules: 1. No occupant shall make or allow any disturbing noise in the buildings or on the premises, nor do or permit anything to be done that will interfere with the rights, comfort and convenience of others. All occupants are to refrain from the blowing of conch shells at any time other than at sunset each evening for a five-minute duration only. 2.

On the water

Rent a boat in Maui.

Browse Boat Rentals →

Affiliate link.

Spacious Lanai and Open Kitchen with Modern Amenities - Charming Retreat
No. 62

Spacious Lanai and Open Kitchen with Modern Amenities - Charming Retreat

Condo
2 bedroom sleeps 6 about $480 a night

Experience luxury and breathtaking views in this oceanfront two-bedroom unit, just steps from the sandy beach. Ideal for families, groups, or couples seeking an unforgettable island retreat. Oceanfront 2 Bedroom 2 Bath. Kitchen includes microwave, stovetop/oven, coffee maker, refrigerator, dishwasher, toaster, blender, cookware and tableware. Welcome essentials kit includes coffee, sugar, creamer, tea, dish soap, sponge, paper towels, laundry detergent & dishwasher detergent. Master bedroom has 1 king bed and ensuite bathroom. Second bedroom has 2 twin beds. Master ensuite bathroom with free-standing shower or shower/tub combination.

Oceanfront Lanai and Stunning Views - Exquisite Maui Retreat
No. 64

Oceanfront Lanai and Stunning Views - Exquisite Maui Retreat

Condo
2 bedroom sleeps 6 private pool about $487 a night

Welcome to your Maui Retreat: Royal Kahana 1010 is a stunning tenth-floor corner residence where uninterrupted ocean views stretch from the golden coast of Ka'anapali to the lush cliffs of Kapalua. Spanning 1,287 sq ft with 2-bedroom, 2.5-bath, and sleeping space for up to 6 guests, this oceanfront retreat offers a 40-foot wrap-around lanai with uninterrupted blue ocean, perfect for sunset toasts, seasonal whale spotting, and the lullaby of waves below. Complimentary Activities, Every Day of Your Stay Every reservation with includes one free ticket per activity, each day to some of our favorite Maui experiences, plus unbeatable savings on other local favorites!

Boutique alternative

Prefer a boutique hotel? Try Skylark.

Discover Skylark →

Affiliate link.

Mana Kai 811
No. 66

Mana Kai 811

Condo
2 bedroom sleeps 4 about $480 a night

Escape to an oceanfront paradise at Mana Kai 811 - a beautifully appointed 2-bedroom, 2-bath condo on iconic Keawakapu Beach in South Maui. This inviting beachfront retreat boasts king-sized beds in both bedrooms and luxurious modern finishes throughout, perfect for couples, friends, or small families looking to experience Maui's best. With space for up to 4 adults this condo blends comfort and opulent style in every detail, from the open living area to the expansive lanai framing panoramic Pacific views. Step inside this bright and airy unit where natural light fills the living space, and the ocean's rhythm becomes your soundtrack.

Oceanfront Paradise with Spacious Lanai - Stunning Coastal Retreat
No. 68

Oceanfront Paradise with Spacious Lanai - Stunning Coastal Retreat

Condo
2 bedroom sleeps 5 about $481 a night

Welcome to Mana Kai 304, your private slice of oceanfront paradise on Maui. This fully renovated two-bedroom, two-bathroom condo was completely remodeled in 2025 and offers a fresh, modern retreat with high-end finishes and thoughtful details throughout. From brand-new floors and cabinetry to updated bathrooms and fixtures, every inch of this luxury vacation rental has been designed for comfort and relaxation. Whether you're here for a romantic getaway or a family escape, this home is the perfect base for your Maui adventure. Inside the condo, natural light floods the open-concept living space, where floor-to-ceiling windows frame breathtaking views of the Pacific Ocean.

More in Maui

Browse hundreds more waterfront rentals on Vrbo.

Browse on Vrbo →

Affiliate link.

Beachfront Condo - Hear the Waves Crash
No. 70

Beachfront Condo - Hear the Waves Crash

Condo
2 bedroom sleeps 6 private pool about $503 a night

Welcome to the Makena Surf C207 Beachfront Resort, your idyllic retreat nestled in the heart of Wailea. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a perfect blend of luxury and comfort, ideal for families or groups of friends. Step inside to discover a spacious, open-concept living area with a cozy sofa bed, perfect for unwinding after a day of adventure. The gourmet kitchen is fully equipped with modern appliances, including a refrigerator, oven, microwave, and dishwasher, making meal preparation a breeze. The master bedroom features a plush king bed, while the second bedroom comfortably accommodates two guests with a set of twin beds.

Oceanfront Makena Surf G202 - Professionally
No. 72

Oceanfront Makena Surf G202 - Professionally

Condo
2 bedroom sleeps 6 private pool about $557 a night

Welcome to the Makena Surf G202 Beachfront Resort, your perfect oasis in Wailea, Hawaii. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step inside to find a spacious, open-concept living area that seamlessly blends modern elegance with coastal charm. The living room features a comfortable sofa bed, perfect for unwinding after a day at the beach. The master bedroom boasts a plush king bed, ensuring a restful night's sleep, while the second bedroom offers two twin beds, ideal for families or friends. Both bathrooms are fully equipped with all necessary amenities, including premium toiletries and fluffy towels.

Booking.com

Hotels, beach houses & apartments in Maui.

Browse on Booking.com →

Affiliate link.

Spacious Lanai and Gourmet Kitchen - Elegant Maui Retreat
No. 74

Spacious Lanai and Gourmet Kitchen - Elegant Maui Retreat

Condo
2 bedroom sleeps 6 private pool about $563 a night

Welcome to Wailea Elua 808, your ideal Maui retreat. This spacious 2-bedroom, 2-bath condo offers the perfect setting for a relaxing getaway or a family vacation. With a thoughtfully designed floor plan, stylish furnishings, and ample natural light, you'll feel at home the moment you arrive. The well-appointed kitchen is fully equipped for all your culinary needs, whether you're preparing a quick breakfast or a sunset dinner. The living area opens up to a private lanai, creating a seamless indoor-outdoor experience ideal for enjoying island breezes and al fresco dining.

Makena Surf C105 Beachfront Resort
No. 76

Makena Surf C105 Beachfront Resort

Condo
2 bedroom sleeps 6 private pool about $612 a night

Welcome to the Makena Surf C105 Beachfront Resort, a stunning 2-bedroom oceanfront condo nestled in the heart of Wailea, Hawaii. This luxurious retreat offers a perfect blend of comfort and elegance, ideal for families or groups of friends seeking a memorable beach getaway. Step inside to discover a thoughtfully designed layout that maximizes space and natural light. The open-concept living area features a cozy, fully equipped kitchen with modern appliances, perfect for preparing meals. Adjacent to the kitchen, the dining area comfortably seats six, making it ideal for sharing meals and stories around the table.

On the water

Rent a boat in Maui.

Browse Boat Rentals →

Affiliate link.

Whale Watch From Your Lanai
No. 78

Whale Watch From Your Lanai

Condo
2 bedroom sleeps 4 private pool about $628 a night

Welcome to the Makena Surf E302 Beachfront Resort, your perfect oasis in Wailea, HI. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious retreat for up to four guests. Step into the open-concept living space, where modern design meets comfort. The living area features a cozy sofa, a flat-screen TV with cable, and a dining area that seats six, perfect for enjoying meals with family and friends. The kitchen is fully equipped with stainless steel appliances, granite countertops, and all the essentials you need to prepare delicious meals. Both bedrooms are spacious and inviting, with the master bedroom featuring a king bed and the second bedroom offering a queen bed.

Stunning Living Room and Lanai Furniture - Charming Escape
No. 80

Stunning Living Room and Lanai Furniture - Charming Escape

Condo
2 bedroom sleeps 6 private pool about $668 a night

Please note there is construction work to the right of the property by the Andaz from August 18th to 25th that will be pretty noisy Wailea Elua Village #2301 is a premier vacation condominium located in Elua Village which is directly on the sugar sand of Ulua beach in Wailea. This impressive vacation condominium is constantly in high demand with new living room furniture and lanai furniture - Absolutely Lovely, plus a king-sized bed in the primary bedroom and two single beds in the guest bedroom which can be converted into a 'king' sized bed upon request, and a Queen-sized sofa bed.

Boutique alternative

Prefer a boutique hotel? Try Skylark.

Discover Skylark →

Affiliate link.

Makena Surf F207 Beachfront Resort
No. 82

Makena Surf F207 Beachfront Resort

Condo
2 bedroom sleeps 6 private pool about $689 a night

Welcome to the Makena Surf F207, where luxury meets the ocean's edge. This beautifully renovated 2-bedroom, 2-bathroom oceanfront condo is perfect for your dream Maui getaway. The spacious 1,313 square foot open features floor-to-ceiling windows that bring the ocean views and natural lighting into the living room, kitchen, and dining area. Spend gentle mornings on your lanai sipping coffee and gazing out at the ocean reefs that front the condo. Search for turtles patrolling the reefs, dolphins playing offshore, or even humpback whales breaching during the winter months.

Makena Surf G105 Beachfront Resort
No. 84

Makena Surf G105 Beachfront Resort

Condo
2 bedroom sleeps 6 private pool about $719 a night

Welcome to the enchanting Makena Surf G105 Beachfront Resort, your perfect haven nestled in the heart of Wailea. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step into the spacious living room, where you'll find a cozy twin-sized sleeper sofa, perfect for unwinding after a day of adventure. The gourmet kitchen is fully equipped with modern appliances, including a refrigerator, oven, microwave, and dishwasher, making it easy to prepare delicious meals. The master bedroom features a plush king bed, offering a serene retreat with direct access to the balcony, where you can soak in the breathtaking ocean views.

More in Maui

Browse hundreds more waterfront rentals on Vrbo.

Browse on Vrbo →

Affiliate link.

Recently Renovated - Oceanfront in Wailea
No. 86

Recently Renovated - Oceanfront in Wailea

Condo
2 bedroom sleeps 4 private pool about $800 a night

Welcome to the serene and luxurious Wailea Elua Village 1604, your perfect ocean front retreat in Wailea. This stunning 2-bedroom, 2-bathroom condo offers a blend of modern elegance and comfort, ideal for a family or group of friends. The open-plan living area seamlessly connects to a private balcony, where you can soak in the breathtaking ocean views and gentle sea breezes. Step inside to discover a thoughtfully designed interior. The master bedroom features a plush king bed and an en-suite bathroom with premium amenities. The second bedroom comfortably accommodates two guests with twin beds, ensuring a restful night's sleep.

Beachfront Condo - Location, Location, Location
No. 88

Beachfront Condo - Location, Location, Location

Condo
2 bedroom sleeps 4 private pool about $851 a night

Welcome to the serene and luxurious Wailea Elua Village 1001, a stunning 2-bedroom oceanfront condo nestled in the heart of Wailea. This meticulously designed property offers a perfect blend of comfort and elegance, ideal for your dream vacation. Step inside to discover a spacious, open-plan living area that seamlessly flows into a private balcony, offering breathtaking views of the ocean. The living room is adorned with plush furnishings and modern decor, creating a cozy yet sophisticated atmosphere. The fully equipped kitchen features stainless steel appliances, granite countertops, and all the essentials you need for a memorable stay.

Booking.com

Hotels, beach houses & apartments in Maui.

Browse on Booking.com →

Affiliate link.

Wailea Elua Village 1603
No. 90

Wailea Elua Village 1603

Condo
2 bedroom sleeps 6 private pool about $872 a night

Welcome to the serene and luxurious Wailea Elua Village 1603, a stunning 2-bedroom ocean front condo nestled in the heart of Maui’s resort town of Wailea. “Oceanfront” literally means that the only thing separating your ground floor lanai from the ocean is landscaped and manicured lawns! The home is highlighted by its inviting and oversized lanai. Plan gentle mornings lounging on the comfortable chaise loungers with coffee and banana bread in hand as you access the ocean conditions. Carve out time for sunset appetizers and drinks as the gentle trade winds cool you off. Lastly, recline on the loungers at night and gaze up at Maui’s night sky filled with thousands of twinkling stars.

Wailea Elua Village 1303
No. 92

Wailea Elua Village 1303

Condo
2 bedroom sleeps 4 private pool about $894 a night

Welcome to the serene and luxurious Wailea Elua Village 1303, your perfect short-term rental in the heart of Wailea. This stunning 2-bedroom, 2-bathroom ocean front condo offers a blend of modern elegance and comfort, ideal for your Hawaiian getaway. Step inside to discover a spacious, open-concept living area with sleek, contemporary design. The living room features a cozy seating area with a flat-screen TV and high-speed Wi-Fi, perfect for streaming your favorite shows. The fully equipped kitchen includes stainless steel appliances, granite countertops, and all the essentials for preparing delicious meals.

On the water

Rent a boat in Maui.

Browse Boat Rentals →

Affiliate link.

Wailea Beach Villas PH104
No. 94

Wailea Beach Villas PH104

Condo
2 bedroom sleeps 6 private pool about $1109 a night

Marvel at the sophisticated style and decor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic undertones to create an unforgettable ambiance. The interior design captivates with elements like a textured wall-mounted matting behind the impressive 85'' living room TV and a charming wooden picnic-table style dining table. This vacation rental promises to enchant you with its unique aesthetic. The penthouse features a den off the living room, which can be partitioned with sliding doors to provide a private sleeping arrangement for additional guests.

Wailea Beach Villas PH106
No. 96

Wailea Beach Villas PH106

Condo
2 bedroom sleeps 6 private pool about $1109 a night

Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Maui's most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional choice for families or small groups seeking a five-star getaway in Wailea. Inside, you'll find two beautifully designed bedrooms, along with a versatile den that doubles as a third sleeping area - comfortably accommodating up to six guests. The open-concept living and dining areas are tastefully furnished with updated decor, creating a warm, inviting space to relax after a day in the sun.

Boutique alternative

Prefer a boutique hotel? Try Skylark.

Discover Skylark →

Affiliate link.

Wailea Beach Villas PH111
No. 98

Wailea Beach Villas PH111

Condo
2 bedroom sleeps 6 private pool about $1109 a night

Curated with our guests in mind, Wailea Beach Villas PH111's outdoor elements are just as immaculate as the home’s interiors. Unwind and enjoy peekaboo views of the ocean along with tropical greenery from your private lanai. The pristine Wailea Beach is located nearby for additional endless entertainment and relaxation. Step inside to discover serene Earthy hues, wood accents, and contemporary finishes. The sun-filled, open floor plan offers seamless continuity between the versatile living spaces and opportunities for shared enjoyment and experiences.

Wailea Beach Villas PH307
No. 100

Wailea Beach Villas PH307

Condo
2 bedroom sleeps 6 private pool about $1109 a night

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 property at the Wailea Beach Villas, enjoy blissful sunset views with prime access to your favorite on-property amenities like the family game room, two pools, and fitness center. The sun-splashed, open floorplan ushers in an abundance of natural light into the home.

More in Maui

Browse hundreds more waterfront rentals on Vrbo.

Browse on Vrbo →

Affiliate link.

Wailea Beach Villas PH211
No. 102

Wailea Beach Villas PH211

Condo
2 bedroom sleeps 6 private pool about $1110 a night

Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you've spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more relaxing entertainment options that will bring a smile to your face. Whether you choose to put in your favorite movie on the large 60” flat screen TV or test your skills at the custom-built arcade machine equipped with fan-favorite video games, there will be no dull moment on your trip to Hawaii! Or take it easy on the spacious lanai and appreciate the gorgeous ocean views.

Wailea Beach Villas PH404
No. 104

Wailea Beach Villas PH404

Condo
2 bedroom sleeps 6 private pool about $1119 a night

Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant indoor-outdoor living. Situated on the fourth floor, this penthouse enjoys sweeping views of the Pacific Ocean, Kaho'olawe and Molokini, creating the perfect backdrop for your Maui vacation. The private lanai with Viking grill is ideal for relaxing with morning coffee or savoring vibrant island sunsets in the evenings. Inside, Penthouse 404 is beautifully furnished with island-inspired decor and top-quality finishes. The spacious living and dining areas offer a refined yet welcoming ambiance.

Booking.com

Hotels, beach houses & apartments in Maui.

Browse on Booking.com →

Affiliate link.

Wailea Beach Villas PH504
No. 106

Wailea Beach Villas PH504

Condo
2 bedroom sleeps 6 private pool about $1128 a night

Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. This generous two-bedroom, two-bathroom condo provides over 1900 sq. ft. of living space, outdoor lanai, entertaining space, plus a den. Located on the fifth floor, guests can take advantage of the elevated views! Lounge on the scenic private lanai where you can take in picture perfect sunsets and whale watching views. Humpback Whales provide hours of acrobatic entertainment, breaching and slapping the water for our sheer delight from mid-November thru April each year. With its amazing views, Penthouse 504 provides a prime vantage point for their show.

Oceanfront Views and Spacious Lanai - Stunning Beachfront Oasis
No. 108

Oceanfront Views and Spacious Lanai - Stunning Beachfront Oasis

Condo
2 bedroom sleeps 4 private pool about $1150 a night

Ulua Beach Front Row 2-Bedroom Oceanfront Unit. Unobstructed Ocean Views! Welcome to Wailea Ulua #1002! This recently renovated luxury beachfront 2 bedroom/2 bath residence is located in the heart of Wailea on Maui Sunny South Shore. Within steps of the unit you are on one of Maui’s best beaches. Ulua Beach is ideal for family fun, snorkeling, swimming, diving, paddle boarding, or just relaxing. This unit is fully equipped and ready for all your vacation needs. You will enjoy the stunning ocean views from the Lanai and throughout the unit. During the winter months you can whale watch from the lanai and living room.

On the water

Rent a boat in Maui.

Browse Boat Rentals →

Affiliate link.

Wailea Beach Villas PH410
No. 110

Wailea Beach Villas PH410

Condo
2 bedroom sleeps 6 private pool about $1176 a night

Wailea Beach Villas PH410 is a fourth floor penthouse suite that overlooks the central swimming pool with spectacular views of the Pacific Ocean and Wailea Beach, along with views of Kaho'olawe, Molokini and Lana'i. From your private elevator landing, the suite opens with a wide hallway leading past both bedrooms toward the great room where a generous living room features a large, flat screen TV and plush furnishings. Furnished in a classic island theme and accented with bamboo cabinetry, this two-bedroom penthouse blends contemporary style with traditional artwork and décor for a classy and comfortable retreat.

Wailea Beach Villas PH406
No. 112

Wailea Beach Villas PH406

Condo
2 bedroom sleeps 6 private pool about $1179 a night

Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse vacation rental features two bedrooms, two bathrooms, exotic hardwood furnishings, an incredible antiquities collection, and an amazing ocean view. The luxurious and expansive sightline is visible from the front entry and boasts 180-degree views which include the nearby islands of Molokini Crater, Kahoolawe and Lanai. The well-furnished balcony includes a table and chairs for four, recliner lounge chair, as well as a Viking rotisserie grill.

Boutique alternative

Prefer a boutique hotel? Try Skylark.

Discover Skylark →

Affiliate link.

Oceanview 1 bedroom Resort condo, AC & amenities!
No. 114

Oceanview 1 bedroom Resort condo, AC & amenities!

Vacation Rental
1 bedroom sleeps 4 private pool about $138 a night

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, sunsets, whales, sailboats, pool, & tropical landscape views from your private lanai. Kaanapali Shores offer a true resort experience with waterfalls, tropical landscape, restaurant/bar, day spa, fitness center & more. Honokowaii is a wonderful neighborhood on the Westside of the island with shops, farmers market, food truck park, restaurants, grocery store, and beach park.

Kaanapali 1 bedroom resort condo, AC, & amenities!
No. 116

Kaanapali 1 bedroom resort condo, AC, & amenities!

Vacation Rental
1 bedroom sleeps 4 private pool about $149 a night

Welcome to Honua Kai Resort Hokulani 214. This perfectly placed condo offers the perfect getaway for your Maui memories. Enjoy luxury touches throughout with its chef inspired kitchen, central AC, luxury organic essentials, WIFI, private lanai, and much more. This unit can accommodate 4 people. From your shaded lanai you'll enjoy a peek of the ocean, sunset vibes, & lush mountain slopes. This resort is situated beachfront with 5 pools, lazy rivers, cabanas, Dukes Restaurant, fitness center, on site convenient store, spa, & more.

More in Maui

Browse hundreds more waterfront rentals on Vrbo.

Browse on Vrbo →

Affiliate link.

Deluxe Amenities and Expansive Living Area - Stunning Coastal Escape
No. 118

Deluxe Amenities and Expansive Living Area - Stunning Coastal Escape

Condo
1 bedroom sleeps 4 about $184 a night

Ocean front on North Kaanapali beach--located in the Lanai Tower. An ocean front bedroom allows for a greater view in this Deluxe unit that has been completely remodeled. Both the living room and bedroom feature an HD TV for your entertainment enjoyment. The bathroom features a large walk-in shower, no tub. An in-room safe provides a secure place for your belongings. Nearby Beaches to Mahana Resort: 1. Kahekili Beach Park (Airport Beach): Generally calm conditions, excellent snorkeling and swimming, public restrooms, BBQ grills and large grassy area 2.

Direct Oceanfront Condo with Panoramic Pacific Views - Mahana 718
No. 120

Direct Oceanfront Condo with Panoramic Pacific Views - Mahana 718

Condo
1 bedroom sleeps 4 private pool about $218 a night

Spectacular Direct Oceanfront Views on the 7th Floor from this Updated West Maui Beachfront Condo - Mahana 718 Welcome to Your Maui Retreat: Framed by floor-to-ceiling glass, this elegant retreat captures what many consider Maui's most spellbinding vista: a seemingly infinite sweep of turquoise Pacific framed by the emerald cliffs of Lānaʻi to the south, the rugged heights of Molokaʻi to the north, and North Kāʻanapali's satin ribbon of sand below. This is Maui at its cinematic best, a view that stops you in your tracks and steals your breath with every glance.

Booking.com

Hotels, beach houses & apartments in Maui.

Browse on Booking.com →

Affiliate link.

Sponsored · Booking.com Partner

Search every stay in Maui on Booking.com

Hotels, beach houses, apartments, and resorts. Free cancellation on most rooms. Then add a flight in or a rental car for dune drives.

Or browse the same coast on Vrbo: Browse Vrbo →

Affiliate links.

Curated luxury alternative

Prefer a boutique hotel or villa?

If a hand-picked, design-led hotel sounds better than a vacation rental, Skylark Travel Group covers the same destinations with curated boutique stays, Mr & Mrs Smith, exclusive deals, real human concierge.

Sponsored.

Before you book

Get new waterfront rentals as we add them.

Hand-picked for genuine waterfront. New finds and off-season picks, sent when there is something worth sending. No spam.

Get new posts in your inbox. No spam, unsubscribe anytime.