Waterfront holiday rentals in Kihei

Silhouetted palm trees frame a golden sunset over the ocean, with the sun partially obscured by clouds. Gentle waves reflect the warm light, and grassy areas are visible in the foreground, contributing to a serene coastal scene.

4.96 out of 5 average rating, 194 reviews

Stunning Ocean Views -November Specials $169

*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY** COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANT

4.99 out of 5 average rating, 205 reviews

A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.

Apartment in Wailea

Mana Kai 608: Oceanfront Remod! Modern Surf Vibe

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, right on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

A vibrant rainbow arcs over a tranquil ocean, with gentle waves lapping at a sandy beach. The water reflects shades of blue and turquoise, while soft white foam from the waves meets the shore, creating a serene coastline scene.

4.96 out of 5 average rating, 283 reviews

Beauty & the Beach: Remodel+Ocean Vws! A+ Location

Welcome to Beauty & the Beach ~ XMAS Now Open 12/12 - 12/26! Beauty & the Beach is hosted by Tracy O’Reilly, a licensed realtor with Airbnb since 2009, earning SUPERHOST status 40+ consecutive times with a proven track record of 1000s of 5-star reviews. OCEAN VIEW, Remodeled, A+ Location, Steps2Beach, Cold AC, directly next door to food truck oasis, Heated Pool w/BBQ Grills!! ~ If your dates aren't available or if you’re traveling with a group, contact Tracy on Airbnb as she manages 16 Units

4.99 out of 5 average rating, 127 reviews

The image captures a vibrant sunset over the ocean, with hues of orange, pink, and purple reflected across the water. Silhouetted palm trees line the foreground, adding a tropical feel. The landscape features rocky shorelines and gentle waves under the colorful sky.

Apartment in Wailea

Oceanfront Mana Kai Penthouse..Heaven meets Earth!

Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and includes two-bedroom suites on the world-famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

A modern kitchen is shown with sleek gray cabinetry and stainless steel appliances. An island seating area with two wooden stools is present, topped with a decorative tray and two cups. Pendant lights with blue shades illuminate the space, enhancing the open and functional layout.

4.96 out of 5 average rating, 183 reviews

Renovated Condo | 3 Min Walk to Toes in the Sand!

Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

A bright living area features sliding glass doors that open to a private lanai with ocean views. Comfortable seating options include a cozy sofa and armchair, complemented by a round coffee table and decorative pillows. Natural light fills the space, creating a welcoming ambiance.

4.98 out of 5 average rating, 142 reviews

Stunning Ocean Views

Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

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.

4.99 out of 5 average rating, 236 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

A collage showcases tropical palm trees against a bright blue sky, ocean waves lapping at a sandy beach, a scenic view of a palm-lined road adjacent to the beach, and a tastefully furnished living area featuring a cozy sofa and dining table set for four, inviting relaxation and enjoyment.

4.91 out of 5 average rating, 201 reviews

STUNNING Unobstructed Ocean View*Beachy Condo!

This inviting 602-square-foot retreat features an expansive lanai with breathtaking, unobstructed views of the Pacific Ocean. The open-concept layout creates a bright, airy atmosphere complemented by coastal décor that captures the essence of island living. Enjoy restful nights in the comfortable king bed, and extra space with a queen-size sleeper sofa for additional guests. Every detail is thoughtfully designed to offer a relaxing, beach-inspired escape with all the comforts of home.

A private lanai offers a breathtaking view of the ocean and sandy beach. Two light-colored chairs with striped cushions are positioned around a small round table, accompanied by two glasses of water. Lush greenery and palm trees frame the serene setting.

5 out of 5 average rating, 177 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

A welcoming living area features a comfortable sofa adorned with decorative pillows, complemented by a stylish armchair. Natural light floods the space through expansive doors, revealing views of palm trees and ocean beyond. A wall-mounted TV and wooden coffee table add to the inviting ambiance.

4.95 out of 5 average rating, 155 reviews

Elegant Oceanfront Vistas

Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in magical Maui. Whether you dine out at one of the delicious restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in Maui.

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.

4.91 out of 5 average rating, 137 reviews

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

E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.

A scenic view reveals the ocean with soft waves meeting sandy shores, framed by palm trees. In the foreground, tennis courts are visible against a backdrop of rolling hills, showcasing lush greenery under a clear blue sky.

4.98 out of 5 average rating, 105 reviews

Maui is Open - Come Support the Locals

This beautifully upgraded penthouse condo, with stunning ocean and majestic mountain views, is centrally located in Kihei, which is widely considered to have the best beaches and weather on Maui. World-class restaurants, trendy food truck parks, and favorite local haunts are just a stone's throw away. Do you take advantage of the unlimited number of close-by activities, or just relax on the lanai and enjoy the view? It's your call!

Popular amenities for waterfront rentals in Kihei

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

The image captures a serene evening view of the complex, featuring lush greenery and palm trees. Soft lighting from tiki torches illuminates the pathway leading to the pool area, with the ocean visible in the distance against a colorful sunset.

4.91 out of 5 average rating, 177 reviews

Stunning Luxury Oceanview Condo

A welcome mat featuring the word 'aloha' is positioned at the entrance, overlooking a lush green lawn and the ocean. The sun sets on the horizon, casting warm hues across the sky as it reflects on the water, creating a serene and inviting atmosphere.

4.96 out of 5 average rating, 53 reviews

Oceanfront Ground Floor w/Stunning Sunset Views

A welcoming living area features a brown leather sofa adorned with colorful pillows. A wooden coffee table sits in the center, accompanied by a remote and decorative items. Natural light enters through sliding glass doors, enhancing the cozy atmosphere.

4.92 out of 5 average rating, 181 reviews

100 steps from the beach! Tranquil Seaside Oasis

4.88 out of 5 average rating, 199 reviews

Oceanview Thanksgiving on Maui! Whales, Beach, AC!

A balcony setup features a solid wood dining table accompanied by two wooden chairs with cushions. Panoramic ocean views are framed by swaying palm trees, and a vase with tropical flowers is positioned on the table, enhancing the outdoor dining experience.

4.9 out of 5 average rating, 134 reviews

Sugar Beach Resort #532 - Maui HI

Tall palm trees frame a view of a serene coastline at dusk, where gentle waves meet the shore. The scene includes a hammock suspended between two trees, and soft pastel hues illuminate the sky, transitioning from light blue to warm pink. A green lawn completes the tranquil atmosphere.

4.9 out of 5 average rating, 119 reviews

Charley's Hideaway (Oceanfront)

A vibrant rainbow spans the sky above a lush green landscape, with tall palm trees swaying gently in the breeze. The distant ocean reflects the blue of the sky, while a portion of the condo complex is visible to the right.

4.92 out of 5 average rating, 112 reviews

Oceanfront penthouse with amazing views at Kauhale

4.96 out of 5 average rating, 139 reviews

A serene landscape view features tropical greenery and palm trees leading to the ocean. Sun umbrellas are visible along the shore, providing shade, while calm blue waters stretch into the distance. Lush foliage surrounds the area, enhancing the tranquil outdoor environment.

Flat in Wailea

Wailea Couples Retreat, 300 FT To Keawakapu Beach

Waterfront house rentals

5 out of 5 average rating, 6 reviews

Home in Lahaina

Island-Inspired 2BD Oceanfront ~ Quam Properties

A private balcony features a wooden table surrounded by four chairs, with a serene view of lush greenery and palm trees. Bright sky and the distant buildings of the resort can be seen, suggesting a peaceful outdoor setting.

4.97 out of 5 average rating, 34 reviews

Stunning One Bd Partial ocean, AC, wifi,Pool C209

A spacious living area showcases natural wooden elements, with a light-colored bamboo sofa and matching chairs. Large glass doors frame a stunning seaside view, allowing soft light to illuminate the room. A ceiling fan provides ventilation, complementing the relaxed ambiance of the space.

5 out of 5 average rating, 17 reviews

Beautiful Beachfront Townhouse !

4.94 out of 5 average rating, 17 reviews

The living area features light-colored furniture arranged around a wooden coffee table, with a large wall-mounted artwork depicting a beach scene. A kitchen can be seen in the background, and decorative elements include a ceiling fan and tropical details on the walls.

Home in Lahaina

Oceanfront Napili Shores ~AC

A refreshing swimming pool is surrounded by lounge chairs, set among tropical palm trees. The water's surface reflects the nearby buildings and sky, creating a serene atmosphere. The pool area is designed for relaxation and enjoyment.

4.97 out of 5 average rating, 62 reviews

Centrally located and steps to the beach!

4.97 out of 5 average rating, 39 reviews

A relaxed living area features a blue sectional sofa with red and white decorative pillows. A coffee table sits in front, and a work desk is positioned near a glass sliding door that provides views of the ocean and surrounding palm trees.

Home in Wailuku

Maalaea Kai 307 - Maui Prime Oceanfront

Superhost

The resort's lush grounds extend toward the ocean, featuring multiple pools nestled among palm trees, highlighted by a vibrant sunset over the water. The building's architecture complements the tropical landscape, while a gentle breeze can be seen rustling the leaves.

Home in Lahaina

Westin Ka'anapali Ocean Resort Villas North- 2bd

A patio area features a round table with two chairs, decorated with a small potted orchid and a box of treats. Beyond the table, a lush green lawn stretches toward the ocean, with a striking weathered tree adding character to the peaceful view.

4.93 out of 5 average rating, 27 reviews

Aloha Aku Hula Suite – Find Peace by the Shore

Waterfront apartment rentals

A contemporary kitchen is presented, featuring sleek white cabinetry and modern stainless steel appliances. A large marbled countertop provides ample space for meal preparation. Two wooden bar stools are positioned at the counter, inviting casual dining. Soft lighting enhances the bright, airy atmosphere.

4.96 out of 5 average rating, 218 reviews

Fully remodeled, Ocean View, 3 mins walk to beach

The living area features a comfortable couch and a dining table with bench seating. Natural light filters through the sliding glass doors, showcasing views of a garden outside. A ceiling fan and decorative elements, including a mirror and potted plant, add to the cozy ambiance.

4.95 out of 5 average rating, 171 reviews

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

A lifeguard tower stands elevated with a warm light glowing from within, framed by the silhouettes of palm trees. The sky is painted in deep purples and oranges, hinting at a picturesque sunset over the ocean.

4.98 out of 5 average rating, 167 reviews

*25% Off-Steps to Beach-AC in Every Room-Remodeled

The image captures a serene view of a landscaped garden area with a central swimming pool. Surrounding palm trees provide shade, and sun loungers are arranged around the pool. The ocean is visible in the background, framed by a clear sky and gentle hills.

4.93 out of 5 average rating, 349 reviews

Oceanfront Kihei Condo Free SUP & Resort Pools!

4.94 out of 5 average rating, 164 reviews

☼ Stylish & Bright 2bd Oceanfront Condo | 5★ Views

A table with two glasses is centrally placed on a private lanai, overlooking the ocean. Palm trees sway gently in the breeze, and the setting sun casts a warm glow across the water, creating a peaceful ambiance.

4.93 out of 5 average rating, 105 reviews

Oceanfront! Sugar Beach Resort Penthouse with a/c

4.95 out of 5 average rating, 117 reviews

A spacious living area includes a light-colored couch with decorative pillows and a wooden coffee table. A dining table for two is positioned nearby, complemented by modern bar stools. The kitchen area is visible in the background, featuring wood cabinetry and stainless steel appliances.

Apartment in Wailea

Spacious S. Kihei Suite New A/C across from Kam 3

A private lanai features a table set for two with chairs, overlooking landscaped grounds and palm trees. The Pacific Ocean is visible in the distance, along with a glimpse of the resort building.