Maui

No. 121

Perch - Maalaea Banyan: Oceanfront 1BR. 20 Steps To Beach

Apartment

1 bedroom sleeps 4 private pool about $218 a night

Welcome to your recently updated home away from home! New appliances, new kitchen, and new paint throughout. Enjoy the panoramic ocean view while you are relaxing on the couch or preparing a drink in the kitchen. As a ground floor unit, you can extend your relaxation directly to the grass and beach. During winter months, you can see whales directly from the living room. The beach is 20 steps away right outside the back door. The corner unit provides more generous sunshine while giving the best privacy in the community. This is a one bedroom one bathroom ground floor condo unit in the Ma'alaea Banyan complex, about 558 sqft.

Check rates on Whimstay →

No. 122

Oceanfront Studio King Bed Stunning Views - Maui Kai 106

Vacation Home

1 bedroom sleeps 4 Oceanfront private pool about $220 a night

Elegant Accommodations: Oceanfront Studio King Bed Stunning Views - Maui Kai 106 in Lahaina offers a holiday home with a king bed and stunning ocean views.

Check rates on Booking.com →

No. 123

Breathtaking Views and Direct Beach Access - Stunning Oceanfront Escape

Condo

1 bedroom sleeps 4 about $225 a night

Experience the ultimate ocean immersion at Punahoa Beach 201 and live your Maui adventure right on the beach with immediate access to the protective, warm-water swimming and vibrant snorkeling reef for which Kamaole I Beach is world renowned. Spectacular forever ocean views await from your lanai and caressing tropical breezes blow right off the ocean. Kamaole I Beach is one of Maui's best stretches of sand and will be your gateway to the meandering beach path that meanders for miles to the South, past the Wailea resorts and Kamaole II and III Beaches.

Check rates on Whimstay →

No. 124

Ocean View and Gourmet Kitchen - Stunning Oceanfront Retreat

Condo

1 bedroom sleeps 4 private pool about $226 a night

FROM THE MOMENT YOU ENTER, you will be surrounded by the spirit of Aloha. This is not your average 1-bedroom Papakea unit, as F310 is only one of 12 units of its kind, ocean front with extra square footage on the inside, extra space on the wrap around lanai, and a 180-degree view from TWO sides. Your first impression, once you enter and glance to the right, is the deep blue color of the Pacific Ocean and the outer islands of Moloka’i and Lana’i from 3 sides of the room (west window, north window and mirrors on the entire south side of the living area).

Check rates on Whimstay →

No. 125

Oceanfront Retreat with Private Beach Cabana - Stunning Island Sanctuary

Condo

2 bedroom sleeps 8 private pool about $229 a night

This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances. Oceanfront Retreat - Private Beach Cabana, Golf Course Views, and Spacious Lanai E komo mai (welcome) to your island sanctuary, where the rhythm of the kai (ocean) and the warmth of the Hawaiian sun embrace you in true aloha. Nestled in lush gardens with breathtaking views of Nā Kai ʻEwalu (the Pacific Ocean) and the Kāʻanapali Golf Course, this 2-bedroom, 2-bathroom retreat invites you to slow down, reconnect, and create memories that will stay with you forever.

Check rates on Whimstay →

No. 126

Access to Pool, Hot Tub and Barbecue Grills - Spacious Beachfront Oasis

Condo

2 bedroom sleeps 6 private pool about $230 a night

Let the ocean waves gently lull you into restful afternoon relaxation in this extra-spacious, beachfront 2 bedroom vacation condo. Kahana Village #39 is nestled at the edge of the condo resort and overlooks the sandy shores along with the lush tropical foliage that borders the right side of the building. Sleeping up to 6 guests, this is a great family vacation rental or a romantic hideaway for couples. From the comfortable living room furniture to the fully equipped kitchen, you are sure to find everything you would need for a carefree vacation lifestyle in this well-appointed villa. For extra comfort, enjoy the air conditioning, WiFi, and high-definition flat screen TV.

Check rates on Whimstay →

No. 127

Wailea Ekahi Village 18C

Condo

1 bedroom sleeps 4 shared pool about $231 a night

CORALTREE RESIDENCE COLLECTION presents. Wailea Ekahi Village 18C A spacious 1,000 sq.ft. 1-bedroom condo with 2 full bathrooms, and step-free ground-floor walkout access to a covered wrap-around lanai. Enjoy serene garden views with distant ocean glimpses, 4 resort pools, and a 5 to 10-minute stroll down scenic botanical paths to resort's oceanfront pavilion at Keawakapu Beach. Perfect for small families and couples with a king bed, sleeper sofa, and beach gear provided. WHY OUR GUESTS LOVE IT. Lush Garden Setting: Relax on your private covered wrap-around lanai surrounded by lush grounds and beautiful garden views. Spacious 1,000 sq.ft.

Check rates on Whimstay →

No. 128

SUMMER SALE! Oceanfront Condo w AC, Ocean Views & Heated Pool - Kaleialoha 309

Vacation Home

1 bedroom sleeps 4 Oceanfront private pool about $232 a night

Elegant Accommodations: A holiday home with one bedroom, one bathroom, and a spacious living room with sea views.

Check rates on Booking.com →

No. 129

1BR Condo Near Oceanfront Lawn, Pool & Sunset Views- Paki Maui 212

Condo

1 bedroom sleeps 4 Oceanfront private pool about $232 a night

1 bedroom condo with pool and oceanfront views.

Check rates on Booking.com →

No. 130

Oceanfront Access and Central AC - Luxurious Maui Sanctuary

Condo

1 bedroom sleeps 4 private pool about $234 a night

Fabulous Oceanfront Kapalua Home Beautifully Updated with Ocean Views for Whale Watching, Central AC, Pools, Tennis Courts. Enjoy A Luxurious Maui Getaway - Kapalua Bay Villas 20G4 Welcome to your Maui Retreat: Experience the Luxury of Kapalua Maui from this extraordinary oceanfront villa overlooking Oneloa Bay, Maui. The position of the villa creates a more quiet and private space with direct oceanfront lawn access. Enjoy spacious living room and open concept design that flows through to the kitchen and the outdoors on the private lanai all providing spectacular ocean views. Paradise is waiting at Kapalua Bay Villas 20G4!.

Check rates on Whimstay →

No. 131

Hale Kai 111

Condo

1 bedroom sleeps 4 Oceanfront private pool about $236 a night

Hale Kai 111 in Kahana offers a holiday home with one bedroom and a living room.

Check rates on Booking.com →

No. 132

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.

Check rates on Whimstay →

No. 133

Oceanfront Ground Floor w/Stunning Sunset Views

Apartment

1 bedroom sleeps 4 private pool about $241 a night

Retreat to the perfect oceanfront sanctuary in our Kihei natural paradise! Whether with family or friends, alone or with a special someone, our condo will serve as the perfect base from which you can explore the island and enjoy the breathtaking views Maui has to offer. This cozy 661 sq ft condo is perfect for couples or solo adventurers seeking a relaxing getaway. Built in 1976, our condo offers modern amenities in a classic Hawaiian setting. Directly in front of the beachfront Menehune Shores condominium complex, there is an ancient Hawaiian fish pond, which the Honu seem to love!

Check rates on Whimstay →

No. 134

Garden View with Ocean Front BBQ and Pool with Jacuzzi

Apartment

1 bedroom sleeps 4 Beachfront private pool about $242 a night

The property features one bedroom and a living room with a balcony.

Check rates on Booking.com →

No. 135

Oceanfront Lawn and Stunning Sunsets - Exquisite Maui Retreat

Condo

2 bedroom sleeps 8 private pool about $242 a night

Papakéa Resort L106 Unbelievable Direct Oceanfront Lawn Location with Stunning Sunsets, Steps to the Pool & Jacuzzi Welcome to your Maui Retreat: This ground-floor, oceanfront two-bedroom, two-bath condo comfortably sleeps up to eight and is located in the coveted L Building of Papakea Resort in Kaanapali. Step from your private lanai onto a palm-studded lawn just a short stroll from the West Maui shoreline, perfect for sunset viewing, seasonal whale watching, and effortless beach days. With cafés, markets, and adventures just minutes away, Papakea L-106 offers the ideal blend of island relaxation and convenience. NO RESORT OR PARKING FEES!

Check rates on Whimstay →

No. 136

Wailea Ekahi 17B - Professionally Managed

Condo

1 bedroom sleeps 4 shared pool about $243 a night

CORALTREE RESIDENCE COLLECTION presents. Wailea Ekahi Village 17B A spacious 1,000-sq.ft. 1-bedroom condo with 2 full bathrooms, offering step-free ground-floor walkout access and an extra large covered lanai. Enjoy distant ocean views over 34 acres of tropical gardens, 4 resort pools, and an 8-minute walk down shaded paths to Keawakapu Beach along lush resort grounds. Perfect for families, sleeping 4 with a king bed, double sleeper sofa, and beach essentials like wagon and chairs provided. WHY OUR GUESTS LOVE IT. Elevated Ocean Views: The exceptionally large private lanai offers beautiful, distant views of the ocean and neighboring islands.

Check rates on Whimstay →

No. 137

Wailea Ekahi Vilage 20D

Condo

1 bedroom sleeps 4 private pool about $244 a night

CORALTREE RESIDENCE COLLECTION presents. Wailea Ekahi Village 20D This spacious 1-bedroom condo is a short walk from Keawakapu Beach, one of South Maui's calmest, most uncrowded shores, where sea turtles glide offshore year-round. At 945 square feet, the roomy condo sleeps up to 4 and is ideal for couples and small families. The Wailea Ekahi Village residential resort has four pools, pickleball courts, and an oceanfront BBQ pavilion. The start of the coastal Wailea Beach Path is also a short stroll along the beach away. WHY OUR GUESTS LOVE IT.

Check rates on Whimstay →

No. 138

Oceanfront Haven with Stunning Views - Charming Coastal Retreat

Condo

1 bedroom sleeps 4 about $246 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.

Check rates on Whimstay →

No. 139

Spacious Condo on Favorite Local Beach

Condo

1 bedroom sleeps 4 shared pool about $247 a night

CORALTREE RESIDENCE COLLECTION presents. Wailea Ekahi Village 54B A recently remodeled 1,180 sq.ft. 2nd-floor condo with 2 full bathrooms, offering peaceful elevated living with a private balcony overlooking ocean over resort gardens. Stroll through 34 acres of tropical gounds to Keawakapu Beach, swim in 4 resort pools, play pickleball and walk to Ekahi's beachfront pavilion. Perfect for couples or families up to 4, within short walk to Wailea's top shopping and dining. WHY OUR GUESTS LOVE IT. Newly Remodeled Kitchen: Just completed a full remodel featuring modern finishes and quality appliances.

Check rates on Whimstay →

No. 140

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.

Check rates on Whimstay →

No. 141

Oceanfront Escape with Heated Pool and Lush Lawn - Exquisite Getaway

Condo

1 bedroom sleeps 4 private pool about $251 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.

Check rates on Whimstay →

No. 142

Watch Sunsets Over the Ocean

Condo

1 bedroom sleeps 2 shared pool about $252 a night

CORALTREE RESIDENCE COLLECTION presents. Wailea Ekahi Village 49C At 49C, the private lanai walks straight out to the tropical gardens, step outside and you're already there, the Pacific visible through the palms. A romantic ground-floor 1-bedroom condo meant for two, with a King bed and a walk-in shower. Keawakapu Beach is a short walk through the gardens, where sea turtles glide offshore year-round. Four resort pools, pickleball courts, and an oceanfront BBQ pavilion are close by. WHY OUR GUESTS LOVE IT. Sweeping Ocean Views: The private lanai at 49C frames a proper ocean outlook that earns its billing and sets the tone for your whole stay.

Check rates on Whimstay →

No. 143

Oceanview 1BD Getaway w AC, Pools, Beachfront Resort - Kaanapali Shores 443

Vacation Home

1 bedroom sleeps 4 Beachfront private pool about $253 a night

Offers a sea view with private kitchen and swimming pool.

Check rates on Booking.com →

No. 144

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.

Check rates on Whimstay →

No. 145

Direct Ocean Views and Beach Access - Stunning Oceanfront Retreat

Condo

2 bedroom sleeps 6 private pool about $256 a night

This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances. Mahana 1111 - Your Oceanfront Paradise on Kaanapali Beach Welcome to your stunning, direct oceanfront 2-bedroom, 2-bathroom luxury condominium located on the pristine Kaanapali Beach. This upgraded retreat offers breathtaking panoramic views of the Pacific Ocean and neighboring islands, ensuring your Maui vacation is unforgettable. Key Features of Your Oceanfront Retreat: Spacious Layout: Enjoy a beautifully designed space that offers plenty of room for relaxation and gathering with family or friends.

Check rates on Whimstay →

No. 146

Beachfront • Pool + Hot Tub • Pickleball, Tennis

Holiday Home

1 bedroom sleeps 4 Beachfront private pool about $259 a night

Offers direct beachfront access with stunning ocean views.

Check rates on Booking.com →

No. 147

Oceanfront Oasis with Spectacular Views - Exquisite Maui Retreat

Condo

2 bedroom sleeps 6 private pool about $262 a night

NEW LISTING Amazing 2 Bedroom, 2 Bathroom, West Maui Beachfront Getaway Steps to the Beach, Pool, and Hot Tub! - Kahana Village 34 Welcome to your Maui Retreat: Wake up to the sound of waves and breathtaking views at this beautifully remodeled two-bedroom, two-bathroom, two-story condo at Kahana Village. This spacious West Maui retreat is the perfect blend of comfort, and location, that creates an inviting space for couples, families, or even friends traveling together. The first floor features a light and airy open-concept layout, seamlessly connecting the living, dining, and kitchen areas.

Check rates on Whimstay →

No. 148

Wailea Ekahi Village 7A

Condo

1 bedroom sleeps 4 shared pool about $263 a night

CORALTREE RESIDENCE COLLECTION presents. Wailea Ekahi Village 7A A spacious 1,090 sq.ft. 1-bedroom ground-floor condo offering step-free access and a private tropical garden view lanai with BBQ. Located just steps from resort pool and an easy 2-minute walk to the newly renovated oceanfront pavilion and reknown Keawakapu Beach. Perfect for families, sleeping up to 4 with resort perks like pickleball, Wailea shopping and dining within easy walking distance, and world-class golfing nearby. WHY OUR GUESTS LOVE IT. Outstanding Beach Proximity: Enjoy an exceptionally short 2-minute stroll down gentle garden pathways straight to the sand of Keawakapu Beach. Spacious 1,090 sq.ft.

Check rates on Whimstay →

No. 149

Ocean View and Swimming Pool Access - Elegant Oceanfront Haven

Condo

1 bedroom sleeps 4 private pool about $264 a night

Wake up to breathtaking ocean views in this cozy one-bedroom unit near beaches and ideal for families, romantic couples, or solo travelers. Unit 615 Ocean View 1 Bedroom 1 Bath. 6th floor condo with nice views of ocean and the island of Molokai. 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. Bedroom has 1 king bed. Bathroom with free-standing shower. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer. Dining room table with seating for 4.

Check rates on Whimstay →

No. 150

Oceanfront Serenity and Stunning Views - Exquisite Coastal Retreat

Condo

2 bedroom sleeps 6 private pool about $265 a night

Enjoy direct, forever ocean front views across Maalaea Bay, all the way to the outer islands, and experience a total seaside immersion just steps from the pristine Pacific in this well-maintained and newly renovated shore-front condo, which accommodates up to six guests comfortably. It fronts the longest walking beach on Maui, with protected warm-water swimming and snorkeling: enjoy a full-on beach day or explore a 5-mile beach hike featuring a bird sanctuary, deserted shoreline, and your own private ocean adventure.

Check rates on Whimstay →

No. 151

Oceanfront Condo in Key Biscayne

Oceanfront

2 bedroom sleeps 10 about $266 a night

This stunning condo offers breathtaking ocean views and modern amenities, perfect for a relaxing getaway.

Check rates on Vrbo →

No. 152

Spacious Condo with Pool and Ocean Access - Charming Maui Retreat

Condo

3 bedroom sleeps 6 private pool about $268 a night

Puamana 153-4 Spacious Maui Condo Rental Home Away From The Crowds at Puamana & Short Walk To The Beach A spacious home that offers a wonderful two story floor plan. This home has everything you'll need during your time in Maui. Take advantage of the full kitchen and BBQ grill out on the patio. Take a short walk outside to the swimming pool or to the small beach in front of the complex. You will love this family fun vacation home in a convenient West Maui location. 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!

Check rates on Whimstay →

No. 153

Wailea Ekahi 52D

Condo

1 bedroom sleeps 4 private pool about $269 a night

*. *. The Wailea Ekahi main pool area will be closed for renovations from August 10, 2026 to October 15, 2026. The 3 other pools on property will remain open during this time. *. * Welcome to Wailea Ekahi 52D, a beautifully renovated one-bedroom retreat in the heart of Wailea offering the perfect blend of island elegance, comfort, and privacy. Set within the lush tropical grounds of the highly sought-after Wailea Ekahi Village, this spacious second-floor condo has been thoughtfully upgraded to create a relaxing and refined Maui escape.

Check rates on Whimstay →

No. 154

Oceanfront Luxury and Private Lanai - Stunning Kaanapali Sanctuary

Condo

3 bedroom sleeps 8 private pool about $275 a night

This condo is zoned as hotel and is compliant with current Maui County Short Term Rental ordinances. Oceanfront Luxury with Sweeping Views & Private Lanai on Kaanapali Beach E komo mai (welcome)! Imagine waking to the gentle rhythm of nalu (waves) serenading the golden sands of Kaanapali Beach (Kahakai), just steps from your door. Picture yourself stepping out onto your private lanai, where the warm makani (breeze) carries the sweet scent of plumeria and the Pacific sparkles in the morning light. With a cup of freshly brewed kona (coffee) in hand, let the stunning views and soothing sounds of paradise set the tone for your day.

Check rates on Whimstay →

No. 155

Tranquil Lanais and Lush Gardens - Serene Tropical Retreat

Condo

1 bedroom sleeps 4 private pool about $275 a night

*. *. The Wailea Ekahi main pool area will be closed for renovations from August 10, 2026 to October 15, 2026. The 3 other pools on property will remain open during this time. *. * At Wailea Ekahi, it's all about location - some of the units at the property are up the hill, and a real hassle to get to the beach. The doorstep of Wailea 20J is a leisurely 5-minute stroll to one of the best beaches in the Hawaiian islands - Keawakapu Beach (Google it) - with its warm, protected swimming cove, spectacular snorkeling, and more than a mile of beautiful Hawaiian beach to explore.

Check rates on Whimstay →

No. 156

Platinum Rated and Professionally Managed

Condo

1 bedroom sleeps 4 private pool about $276 a night

Welcome to the serene Wailea Ekahi Village 26D, a luxurious 1-bedroom, 2-bathroom garden view condo nestled in the heart of Wailea. This meticulously designed 945 sq. ft. retreat comfortably sleeps up to four guests, offering a perfect blend of elegance and comfort for your Hawaiian getaway. Step inside to discover a spacious living room with a cozy Murphy bed, ideal for unwinding after a day of exploration. The master bedroom features a plush king-sized bed, ensuring a restful night's sleep. Both bathrooms are fully equipped with modern amenities, providing a spa-like experience.

Check rates on Whimstay →

No. 157

Open Kitchen and Access to Pool and Fitness Center - Stunning Oasis

Condo

1 bedroom sleeps 4 private pool about $276 a night

Experience the ultimate island escape in this oceanfront one-bedroom unit, where the sound of waves and breathtaking views set the perfect backdrop for couples, families, or friends. Oceanfront 1 Bedroom. 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. Bedroom has 1 king bed or 1 queen bed. Bathroom with free-standing shower or shower/tub combination. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer.

Check rates on Whimstay →

No. 158

Oceanfront Balcony and Fitness Center - Stunning Coastal Retreat

Condo

1 bedroom sleeps 4 about $276 a night

Feel the ocean breeze in this stylish oceanfront one-bedroom near beaches, perfect for travelers seeking comfort, convenience, and stunning scenery. Unit 908 Oceanfront 1 Bedroom 1 Bath. 9th floor condo with beautiful oceanfront views and views of the island of Molokai. 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. Bedroom has 1 king bed. Bathroom with free-standing shower. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer.

Check rates on Whimstay →

No. 159

Beachfront Kihei Sanctuary w/ Lanai & Ocean Views!

Entire condo

2 bedroom sleeps 6 private pool about $277 a night

Let this alluring beachfront Kihei vacation rental serve as your own personal oasis in beautiful Maui! With 2 bedrooms, 2 bathrooms, a private lanai, and sensational ocean views, this condo leaves nothing to be desired. Wake up early to catch the morning surfing waves, plan snorkeling adventures during the day, and attend a luau by night for some local fare and entertainment. If you prefer to stay on-site, take advantage of the amazing community amenities and sunbathe by the pool all day long! The space License #: GE- -01. License #: TA - -01. Furnished Balcony. On-Site Beach Access.

Check rates on Whimstay →

No. 160

Balcony, Pool Access and Modern Kitchen Amenities - Elegant Coastal Oasis

Condo

1 bedroom sleeps 4 private pool about $279 a night

Enjoy your stay in this spacious oceanfront one-bedroom, where spectacular views and serene surroundings create the perfect setting for groups, families, or couples. Unit 1109 Oceanfront 1 Bedroom 1 Bath. 11th floor condo with beautiful oceanfront views and views of the island of Molokai. 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. Bedroom has 1 king bed. Bathroom with free-standing shower. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer.

Check rates on Whimstay →

No. 161

Balcony, Pool Access and Island Style Kitchen - Elegant Coastal Haven

Condo

1 bedroom sleeps 4 private pool about $279 a night

This oceanfront one-bedroom offers a luxurious yet cozy retreat, ideal for couples, honeymooners, or anyone longing for a seaside escape. Unit 1012 Oceanfront 1 Bedroom 1 Bath. 9th floor condo with beautiful oceanfront views and views of the island of Lanai. 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. Bedroom has 1 king bed. Bathroom with free-standing shower. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer. Dining room table with seating for 4.

Check rates on Whimstay →

No. 162

Balcony, Pool, and Fitness Center Access - Gorgeous Coastal Escape

Condo

1 bedroom sleeps 4 private pool about $279 a night

Enjoy unparalleled oceanfront living in this bright and airy one-bedroom unit, great for families, honeymooners, or solo adventurers. Unit 408 Oceanfront 1 Bedroom 1 Bath. 4th floor condo with oceanfront views and views of the island of Molokai. 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. Bedroom has 1 king bed. Bathroom with free-standing shower. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer. Dining room table with seating for 4.

Check rates on Whimstay →

No. 163

Balcony, Pool and Fitness Center Access - Elegant Coastal Oasis

Condo

1 bedroom sleeps 4 private pool about $279 a night

Discover your perfect island home in this oceanfront one-bedroom with panoramic views, suited for couples, small groups, or vacationers. Unit 912 Oceanfront 1 Bedroom 1 Bath. 9th floor condo with beautiful oceanfront views. 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. Bedroom has 1 king bed. Bathroom with free-standing shower. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer. Dining room table with seating for 4. Living area with sofa bed.

Check rates on Whimstay →

No. 164

Oceanfront Balcony and Fitness Center - Elegant Coastal Retreat

Condo

1 bedroom sleeps 4 about $279 a night

This inviting oceanfront one-bedroom unit offers a peaceful retreat just steps from the shore, ideal for families, groups, or romantic getaways. Unit 813 Oceanfront 1 Bedroom 1 Bath. 8th floor condo with beautiful oceanfront views. 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. Bedroom has 1 king bed. Bathroom with free-standing shower. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer. Dining room table with seating for 4. Living area with sofa bed.

Check rates on Whimstay →

No. 165

Spacious Studio Kaanapali Oceanfront Resort - Kaanapali Shores 836

Vacation Home

1 bedroom sleeps 4 Oceanfront private pool about $282 a night

Spacious Studio Kaanapali Oceanfront Resort in Lahaina offers a holiday home with a living room and a private bathroom.

Check rates on Booking.com →

No. 166

Luxury Pool and Hot Tub Access - Spacious Family Retreat

Condo

3 bedroom sleeps 8 private pool about $282 a night

3Bedroom, 2Bathroom, 2nd Floor Wailea Condo with Central AC, Pool, Hot Tub. Perfect for a Family Getaway. Close to Beaches, Restaurants, Shopping, Tennis, Golf - Grand Champions 124. Professionally managed. Welcome to your Maui Retreat: Grand Champions 124 is the vacation destination that you and your family have been dreaming of! This spacious 3 bedroom, 2 bathroom home sleeps 8 people and is located in beautiful Wailea on the South side of Maui. Come and relax out on your private lanai, take in the view and feel the tropical breeze. This home is fully stocked with everything you ll need during your Hawaiian vacation. A stay at Grand Champions is one you won t soon forget.

Check rates on Whimstay →

No. 167

Oceanfront Retreat with Panoramic Views & Beachfront Lanai -Mahana

Condo

2 bedroom sleeps 6 private pool about $282 a night

Direct Oceanfront 2 Bedroom Condo with Bright Interiors and Panoramic Ocean Views - Mahana 109 Welcome to your Maui Retreat: Located just steps from the shoreline, this bright and airy 2-bedroom, 2-bathroom condo features floor-to-ceiling windows that perfectly frame panoramic views of the Pacific Ocean and neighboring islands. The open-concept living area flows effortlessly onto a private lanai, making it easy to enjoy your morning coffee with the sound of the waves or unwind while watching the sunset over the Pacific.

Check rates on Whimstay →

No. 168

Kahana Reef 215

Condo

1 bedroom sleeps 4 private pool about $289 a night

Your Oceanfront Escape Begins at Kahana Reef 215 Step into paradise the moment you arrive. Kahana Reef 215 sits directly on the water’s edge, so close you’ll fall asleep to the lull of the waves and wake to stunning, unobstructed ocean views. Enjoy your morning coffee or a sunset cocktail on the private, furnished lanai as the sky paints itself in colors over Lanai and Molokai. During whale season, the magic unfolds right in front of you. Inside, this beautifully updated condo blends island charm with modern comfort. The fully equipped kitchen features granite countertops and sleek appliances, perfect for preparing meals to enjoy indoors or alfresco.

Check rates on Whimstay →

No. 169

Balcony, Granite Kitchen and Pool Access - Elegant Coastal Retreat

Condo

1 bedroom sleeps 4 private pool about $291 a night

Wake up to stunning ocean views in this beautifully appointed oceanfront one-bedroom, ideal for vacationers seeking a serene and memorable Maui retreat. Unit 207 Oceanfront 1 Bedroom 1 Bath. 2nd floor condo with oceanfront views and views of the island of Molokai. 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. Bedroom has 1 king bed. Bathroom with free-standing shower. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer. Dining room table with seating for 4.

Check rates on Whimstay →

No. 170

Oceanfront Swimming Pool and Jacuzzi - Charming Tropical Escape

Condo

2 bedroom sleeps 8 private pool about $294 a night

Enjoy being lulled to sleep by the sounds of the surf and the palm leaves swaying in the cool tropical breezes in this charming ocean front condo. Private lanai showcases a beautiful view that can be seen from the living room and kitchen. Also found here is an open air loft, with sleeping accommodations for up to four additional people. the property manager prides itself in providing you the best experience during your stay. As a thank you for staying with us you will receive one complimentary admission to popular local attractions every day.

Check rates on Whimstay →

No. 171

Modern Kitchen and Scenic Lanai Access - Stunning Oasis

Condo

1 bedroom sleeps 4 about $294 a night

Embrace Maui’s beauty from this oceanfront one-bedroom unit, steps from the sand and surf, perfect for vacationers, couples, or small groups seeking tranquility. Unit 1113 Oceanfront 1 Bedroom 1 Bath. 11th floor condo with beautiful oceanfront views. 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. Bedroom has 1 king bed. Bathroom with free-standing shower. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer. Dining room table with seating for 4.

Check rates on Whimstay →

No. 172

Balcony and Access to Pool and Fitness Center - Exquisite Coastal Retreat

Condo

1 bedroom sleeps 4 private pool about $295 a night

Step onto your private lanai and soak in sweeping ocean views in this oceanfront one-bedroom, designed for couples, friends, or anyone wanting to unwind in paradise. Unit 708 Oceanfront 1 Bedroom 1 Bath. 7th floor condo with beautiful oceanfront views. 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. Bedroom has 1 king bed. Bathroom with shower/tub combination. Bath amenities include shampoo/conditioner, soap, lotion & hair dryer. Dining room table with seating for 4.

Check rates on Whimstay →

No. 173

SUMMER SALE! Remodeled Oceanfront 2-bedroom Condo See Turtles & Whales - NP C15

Apartment

2 bedroom sleeps 6 private pool about $296 a night

Napili Point C15 Breathtaking Direct Oceanfront Views from Napili and Honokeana Cove, Watch Turtles and Whales from the Lanai Welcome to your Maui Retreat: This two-story oceanfront condo at Napili Point, Unit C15, offers a front-row seat to the natural beauty that makes West Maui so special. From the moment you step inside the views pull you in, with wide open ocean, rugged coastline, and neighboring islands off in the distance. It's a bright, spacious retreat with a relaxed feel, perfect for travelers who want to unwind in a setting that feels close to nature yet comfortably updated.

Check rates on Whimstay →