Holiday rentals with outdoor seating in Kaanapali

A spacious studio features large windows that offer panoramic ocean views. A cozy seating area with a sofa and table complements a queen-size bed adorned with turquoise accents. A television is mounted on the wall, while a sliding door provides access to a private lanai.

4.99 out of 5 average rating, 278 reviews

180* Oceanfront View w/ AC! Remodel+2Pools+Clean

We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio w/ AC. Sleep 30' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS & hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Close to Kaanapali, Kapalua, groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

The living area features a gray sofa with patterned cushions facing a wooden coffee table. A wall-mounted TV is positioned nearby, and large glass doors bring in natural light, opening to a private lanai with views of the outdoors. Decor is minimalistic and modern.

4.96 out of 5 average rating, 144 reviews

3 Min to Beach, King Bed and Beach Gear

- Walk across the street to beautiful, uncrowded Kahana Beach - Beach chairs, cooler and umbrella included - See sea turtles, breaching whales swimming in the ocean - Close to Ka'anapali and Kapalua golf courses - A/C in bedroom and living room - King size bed and queen sleeper - Smart Cable TV, stereo - Walk to groceries, restaurants, and bars - Fast WiFi - Fully renovated condo with great mix of locals and vacationers - Popular restaurants Miso Phat, Captain Jacks and Dolly's are 1 minute away

A private lanai features a round dining table with four chairs, surrounded by lush palm trees and stunning ocean views. The table is set with dinnerware and a vase of tropical flowers, offering an inviting space for outdoor dining.

4.98 out of 5 average rating, 245 reviews

Ka'anapali Oceanfront 1BR w/ Dream-views & AC!

This serene beachfront retreat is located along the Kaanapali coast, less than 50' from the beach and waves. The unit offers a whole lot of Aloha, with unobstructed views of an expansive crystal blue-green ocean, crashing waves, swaying palm trees, adjacent islands, starry skies and sea life (sea turtles and monk seals all year long, migrating humpback whales from late Dec through April). The interior is clean, nicely appointed, & has lots of amenities to make your stay comfortable & enjoyable.

A spacious living area is furnished with a seven-piece sectional sofa and a comfortable twin daybed. A coffee table rests on a patterned area rug. Floor-to-ceiling windows provide garden views, while a ceiling fan adds comfort to the inviting ambiance.

4.99 out of 5 average rating, 143 reviews

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & centrally located next to the Montage Resort. Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

4.92 out of 5 average rating, 141 reviews

An inviting outdoor living area features wooden seating arrangements adorned with plush cushions. Lush greenery surrounds the space, and decorative string lights create a warm ambiance overhead. A shaded daybed offers a comfortable spot for relaxation amid the tropical landscape.

Cottage in Lahaina

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.

4.99 out of 5 average rating, 204 reviews

A charming bungalow is surrounded by lush greenery and tropical landscaping, with tall palm trees framing the entrance. A dark blue SUV is parked in the driveway, positioned beside the front door. Bright sunlight highlights the vibrant plants and landscaping, creating a welcoming atmosphere.

Bungalow in Lahaina

Ka Hale Aloha (The Love Shack)

Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive than ever before!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @kahalealoha

The living area showcases a spacious seating arrangement facing an unobstructed ocean view through large windows. A dining table is visible nearby, accompanied by a ceiling fan and modern decor. Natural light enhances the airy feel, while the tranquil ocean can be seen in the distance.

4.89 out of 5 average rating, 146 reviews

Absolutely Oceanfront - Corner Unit- Amazing Views

Absolutely Best Direct Ocean Front With Unobstructed Views if Molokai and Lanai Not from the side of a building or overlooking other units - Deluxe Corner High Floor Apartment - Additional Side Window - Plus Bedroom and Bathroom View Windows - Guests tell us the views from our high floor apartment is better than whale watching tours - Closest building to the Ocean on Maui - Memory Foam King Bed (not Queen) - No Bedbugs here/Bed Bug Protective King Mattress and pillow covers.

A tranquil pool area is surrounded by lush tropical vegetation, with a mix of vibrant flowers and palm trees. Relaxing lounge chairs are positioned near the water, offering scenic views of distant mountains and the ocean. The sky is clear, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 189 reviews

MKV Beach Resort Ka'anapali - Ocean & Sunset Views

Note... MKV resort charges $35 per day due at check in. Beautifully updated spacious studio with ocean view. Amazing sunsets and whale watching are found here. Features new modern furniture, fresh paint and new decor throughout. MKV has direct beach access, two swimming pools, hot tubs, spa, gym, shuffleboard, outdoor BBQ's and Castaway's ocean front bar & grill. Parking is super convenient & free. Free trolly rides to Whalers village and Ka'anapali restaurants, markets and golf courses.

A welcoming studio space features a king bed and comfortable seating area. A round dining table with chairs and a wooden coffee table are positioned beside the large window, which offers views of the outdoor landscape. Artwork adorns the walls, adding a touch of style.

4.95 out of 5 average rating, 187 reviews

Ocean Tropics Oasis, Beachfront, King bed, AC/pool

Welcome to the Royal Kahana! Views from your private lanai are first class. View includes ocean, sunset, neighboring islands, mountains, and even humpback whale breaches. Relax at our upgraded studio which has all the amenities you need for an amazing stay. Recent upgrades include updated lighting, artwork, furniture, all new bedding and pillows, new and additional seating on the lanai, and OLED tv. USB ports by bed and kitchen. Great for couples, with sofa bed we can accommodate 3.

The image captures a vibrant pool surrounded by natural stone features and lush tropical landscaping. The resort's multi-story buildings are visible in the background, framed by swaying palm trees under a partly cloudy sky. A wooden bridge crosses the pool area, adding to the serene atmosphere.

4.99 out of 5 average rating, 170 reviews

Beautiful Ocean View on Quiet Side of Honua Kai!

*** NO RESORT OR PARKING FEES! *** Honua Kai is a Four Star resort with four pools, five spas, a fitness center, Aina Gourmet Market, and beachfront Dukes Restaurant on premises. Our one bedroom condo has a partial ocean view from the lanai, has a KING sized bed in the bedroom AND queen SOFA SLEEPER for additional guests. We stock our condo with four beach chairs, umbrella, two coolers, boogie boards, and pool toys for you to use.

An outdoor dining area is presented on a private lanai, featuring a table set with two glasses and plates of food. In the background, palm trees sway against a clear blue sky, overlooking stunning ocean views that include distant islands.

4.98 out of 5 average rating, 192 reviews

Sunsets and Turtles and Whales, Oh My!

Spectacular ocean views Whales and turtles galore(whale season Nov-March) Great snorkeling Gorgeous landscaping Pool, grills, shuffleboard, laundry, and huge sundeck Pristine beaches, grocery stores and world class shopping nearby Sleek and modern Maui hale Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevator and luggage carts Free parking

A spacious lanai offers a stunning ocean view, featuring a glass-top table with two wicker chairs. Bright blue beverages are placed on the table, while blue skies and gentle waves stretch out towards the horizon.

4.99 out of 5 average rating, 110 reviews

Stylish Love Hideaway, Maui Kaanapali Oceanfront

Oceanfront studio in one of a kind boutique condominium, on world famous Kaanapali Beach. Wake up to a breathtaking oceanview, take it all in from spacious lanai, fall asleep to the sound of the ocean every night Located on the 3rd floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing

Popular amenities for outdoor seating rentals in Kaanapali

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.97 out of 5 average rating, 282 reviews

A charming guest house is presented with a wraparound deck, framed by palm trees and lush greenery. The exterior features light-colored siding and a sloped roof, with windows allowing natural light. A clear blue sky enhances the inviting setting of this private retreat.

Home in Wailea

South Maui Guesthouse

4.96 out of 5 average rating, 107 reviews

A charming cottage is framed by palm trees and lush greenery. The front porch features wide steps leading to a welcoming entrance, with outdoor seating partially visible. The peaked roof adds character, while the clear sky enhances the peaceful tropical setting.

Home in Haiku

Hunter Hales Hoku cottage Haiku Maui

4.99 out of 5 average rating, 146 reviews

A charming cottage is nestled among lush tropical foliage, illuminated by warm lights from within. The peaked roof and extensive windows create an inviting atmosphere, while a spacious deck offers a glimpse of the surrounding nature, enhancing a serene setting under the dusk sky.

Home in Makawao

Private Luxurious Cottage

4.97 out of 5 average rating, 152 reviews

The kitchen features light-colored cabinetry paired with granite countertops and stainless steel appliances. A large refrigerator and microwave are visible, along with an oven and stove. A central island with a wooden top provides additional workspace. Soft lighting enhances the functional layout.

Home in Kihei

12 Minute Walk Kamaole Beach II-Quiet Private Easy

4.93 out of 5 average rating, 179 reviews

Home in Paia

PAIA HALE Walk to beach and town

4.96 out of 5 average rating, 447 reviews

Home in Wailea

Stunning ocean view, heated pool at home by Wailea

4.93 out of 5 average rating, 380 reviews

A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.

Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

4.97 out of 5 average rating, 278 reviews

A cozy living area features a spacious sectional sofa adorned with teal accent pillows. A rustic coffee table sits in the center, complemented by vibrant wall art and a large window that offers views of the tropical yard outside.

Home in Haiku

Live Like a Local; near Coffee, Road to Hana and Haleakala

Apartment rentals with outdoor seating

Superhost

The living room features a comfortable sofa and a glass coffee table, with natural light flooding through large sliding doors. An unobstructed ocean view can be seen beyond a private lanai, enhancing the tranquil atmosphere of the space.

4.82 out of 5 average rating, 101 reviews

Ocean View Condo @ The Paki Maui

4.91 out of 5 average rating, 141 reviews

An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.

Flat in Kihei

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

4.96 out of 5 average rating, 180 reviews

An open living area features a modern kitchen with stainless steel appliances and a light countertop. A comfortable gray sectional sofa is arranged around a small coffee table on a patterned rug. Shelving displays decor, and a large mirror reflects the space, enhancing brightness.

Flat in Kihei

Next to Beach, Foods & Shops - Updated w/ View!

4.95 out of 5 average rating, 164 reviews

A covered private lanai features a comfortable seating arrangement with a coffee table, while natural light enhances the space. Sunset views are visible through palm trees, providing a serene backdrop. The entrance to the indoor living area is seen through glass doors.

Flat in Wailea

Ocean Front Vibes Maui

4.91 out of 5 average rating, 396 reviews

A spacious sleeping area features a pink bedspread with a view of a private balcony. A wooden dresser holds a flat-screen television, while a glass-top table and two chairs are positioned nearby, creating a cozy seating arrangement amidst tropical foliage.

Flat in Wailea

Fall Special! - King Bed - Closest to Ocean!

Superhost

Flat in Kihei

4.86 out of 5 average rating, 281 reviews

Within Steps to Sandy Beaches

A view from a balcony showcases a tranquil pool surrounded by lush foliage and palm trees. In the background, the ocean meets soft clouds, with a vibrant rainbow arching across the sky, adding a serene touch to the landscape.

4.91 out of 5 average rating, 213 reviews

Oceanfront- 5 minutes from Kaanapali!

A dining table is set outdoors with a platter of snacks, wine, and glasses, surrounded by a lush green lawn. In the background, the calm ocean stretches out towards distant islands under a partly cloudy sky, with a tall palm tree providing shade.

4.89 out of 5 average rating, 131 reviews

Direct Ocean Front, A102 awaits you!

Apartment rentals with outdoor seating

Superhost

A private balcony showcases a table set for two, with vibrant tropical flowers as a centerpiece. The ocean stretches beyond, featuring shades of blue and turquoise, with Molokai Island visible in the distance under a clear sky.

4.89 out of 5 average rating, 105 reviews

Oceanfront | Luxury View | 2 Beds

4.98 out of 5 average rating, 103 reviews

A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.

Apartment in Wailuku

Coastal Dream Oceanfront Condo!

A vibrant cultural performance takes place on an outdoor stage. Performers in traditional attire, featuring skirts made from green leaves and floral necklaces, are seen dancing with wooden sticks. The backdrop is enhanced by tiki torches, creating an immersive atmosphere.

4.93 out of 5 average rating, 193 reviews

Maui Eldorado Resort Ka’anapali & Whalers Village

A resort view captures a lush landscape with swaying palm trees, leading to a sandy beach and blue ocean. The multi-story building stands in the background, while guests relax near the pool area surrounded by manicured gardens.

4.96 out of 5 average rating, 69 reviews

Westin Ka'anapali Resort Studio King Bed

4.99 out of 5 average rating, 241 reviews

A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.

Apartment in Kihei

Luxury condo • 180° Ocean Views • Steps to Beach

The resort's large oasis pool is surrounded by lush tropical landscaping, featuring palm trees and vibrant flora. Comfortable lounge chairs and umbrellas are positioned around the pool area, while several guests enjoy the serene water. The four-story buildings create a welcoming atmosphere against a bright blue sky.

4.82 out of 5 average rating, 132 reviews

Kaanapali Shores Modern Beachside Resort Condo

A hallway leads to an outdoor area with views of the turquoise ocean and swaying palm trees. The scene is framed by a solid railing, showcasing the tropical coastal environment and vibrant colors of the water, with gentle waves visible in the distance.

4.89 out of 5 average rating, 330 reviews

TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking