Beachfront holiday rentals in Wailea

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, 204 reviews

Stunning Ocean Views - Jan Special $265

*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

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.

4.99 out of 5 average rating, 211 reviews

Mana Kai 608: Oceanfront Remod- February now OPEN!

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in an 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!.

Two lounge chairs are positioned on a sun-drenched patio, overlooking a vibrant garden. In the background, a majestic tree provides shade, while distant mountains and the ocean create a serene backdrop under a clear blue sky.

4.98 out of 5 average rating, 166 reviews

Ocean view and beach by Wailea

Infants and children welcome! Ocean views, beach across the street. Large lanai. Indoor and outdoor dining. Large bedroom, king bed, ensuite, east facing second lanai off bedroom. Guest bathroom living room. Double height single air mattress, pac n play, high chair. Comfortable and quiet split system A/C. Toys, beach wagon, umbrellas, beach chairs, boogie boards, beach towels provided. Close to shops and restaurants. Tennis courts and two pools in complex. Reserved parking by front door.

4.99 out of 5 average rating, 125 reviews

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC

Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.

An outdoor dining area features a glass table and white chairs, situated on a balcony with a view of the ocean. Palm trees frame the scene, and distant mountains can be seen across the water, creating a serene coastal atmosphere.

4.91 out of 5 average rating, 126 reviews

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Walk to restaurants, steps to Kam 1 beach, close to shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - close by. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry GET & TAT tax total of 17.75% included in final price.

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.

4.97 out of 5 average rating, 150 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 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, 181 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.

4.96 out of 5 average rating, 141 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

Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.

The living room features a comfortable gray sofa adorned with decorative pillows, a ceiling fan, and large sliding doors that open to a lanai with views of the ocean. A light wooden side table and a TV unit complement the space, enhancing a relaxing ambiance.

4.98 out of 5 average rating, 184 reviews

180° Ocean views • Luxe condo • Steps to Beach

Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street from the best beaches on Maui and is walking distance to excellent 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 modern kitchen is presented with sleek white cabinetry and quartz countertops. Stainless steel appliances, including a refrigerator, oven, and dishwasher, are installed. Two wooden stools with dark woven seats are positioned at an island, offering a space for casual dining or preparation.

4.89 out of 5 average rating, 215 reviews

Maui Banyan 1BR With View Across from Beach

**PLEASE READ FULL DETAILS B4 BOOKING In order to reduce the fees and taxes, the $160 cleaning fee is NOT included in total and will be collected separately. This quiet Maui Banyan Top-Floor 1BR/1BA condo includes: •HOTEL ZONE - not affected by proposed short-term rental ban •Elevator •Split A/C •Smart lock access •Views of the ocean, West Maui Mtns and Haleakela •5-minute walk to Kamaole II beach •Beach gear •Free assigned parking •Walk to restaurants and shopping

A bright living area is featured, showcasing a red sofa adorned with cream-colored pillows. A colorful artwork is displayed above the couch. A light wooden coffee table sits in front, with a magazine resting on top, next to a lamp and a small side table.

4.96 out of 5 average rating, 125 reviews

Romantic Beach Retreat, New King Bed & A+ Wi-fi

Hale Kamaole: Romantic Bright & Airy Beach Condo Across Street from Kamaole III Beach in South Kihei! Tasteful heritage decor, fast internet, King bed, walk-in shower, 1st floor unit. Perfect for honeymooners. Washer/Dryer. Spacious lawns & tropical gardens w/ 2 pools, Tennis court & BBQ grills. Popular snorkeling area. Eddie Pu walking trail w/ plenty of wildlife just steps away. Walk to shops & restaurants. Free Parking Pass NB:18.71% Hawaiian Transient Tax

A private patio features a round dining table and two chairs, offering views of palm trees and nearby streets. The ocean is visible in the distance, with vehicles passing along the road. The light-colored flooring complements the outdoor setting.

4.88 out of 5 average rating, 202 reviews

Island Surf #206 Your South Maui Gem is here

Welcome to your perfect private hideaway right in the center of town. Located in the heart of South Maui with ocean views, only steps to the beach, shopping,restaurants and beautiful sunsets every night from your private patio.This is one of the most sought after locations on Maui. So don’t delay. Book today.You will NOT be disappointed!

Popular amenities for beachfront rentals in Wailea

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Hotel room in Kahului

4.3 out of 5 average rating, 33 reviews

Kahului Bay Dream - Perfect for Families | Pool

A clear view of the ocean is presented from the lanai, framed by swaying palm trees. The expansive sky reflects vibrant shades of blue, while green grounds stretch toward the shoreline, creating a serene coastal atmosphere.

4.8 out of 5 average rating, 274 reviews

Amazing Oceanfront Apartment

4.88 out of 5 average rating, 8 reviews

The living room features a comfortable sofa, accent chairs, and a coffee table. Two upholstered ottomans offer additional seating. A large flat-screen TV is mounted on the wall. Sliding glass doors open to outdoor seating, allowing natural light to fill the space.

Flat in Wailea

Paradise! Ground Floor 1BR AC Kamaole lll beach

A wooden deck is furnished with a table and several patterned chairs, facing a lush garden with palm trees. The ocean is visible in the background, highlighting a sunset that casts warm colors across the sky.

Townhouse in Kihei

4.89 out of 5 average rating, 90 reviews

Maui Beach House

5 out of 5 average rating, 8 reviews

The Lava Shack

A private lanai features a round dining table with woven chairs, overlooking the ocean at sunset. Palm trees frame the view, while soft colors of the sky transition from blue to orange. The tranquil scene is enhanced by the calm water reflecting the fading light.

Beautiful Top Floor Oceanfront Condo with A/C!

4.89 out of 5 average rating, 9 reviews

A cozy sleeping area features a stylish mural of blossoming branches against a deep blue wall. A spacious bed is adorned with light-colored pillows and a textured blanket. A bedside table holds a lamp, accompanied by a small fridge nearby.

Flat in Kihei

Adorable Romantic Studio

4.93 out of 5 average rating, 14 reviews

Luxury condo 20 steps from beach/pool/hot tub #103

Beachfront home rentals with a pool

A bright living area is shown, featuring a dark leather sofa and decorative cushions. Large windows provide natural light, with views of palm trees visible outside. Blue curtains frame the windows, and a light wooden TV stand holds a flat-screen television.

4.97 out of 5 average rating, 185 reviews

Wailea/Kihei 2Bed 2bath, Beach Shops steps away

Superhost

A spacious lawn area features several lounge chairs and tables, surrounded by palm trees. Red umbrellas provide shade over some seating, while the ocean is visible in the background. The shoreline is framed by gentle waves under a bright blue sky.

4.86 out of 5 average rating, 436 reviews

Can be 2 Units! Modern On Beach Ocean View Balcony

A bright and airy living space features vaulted wooden ceilings and large sliding glass doors, opening to a balcony with a garden view. A comfortable seating area is adorned with blue and white accents, while a dining table surrounded by six chairs is visible in the foreground.

4.96 out of 5 average rating, 112 reviews

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

A serene ocean view is showcased at sunset, featuring calm waters reflecting warm hues of orange and pink. In the foreground, palm trees gently sway, enhancing the tranquil seascape. The distant landmass reveals a soft silhouette against the colorful sky, creating a peaceful atmosphere.

5 out of 5 average rating, 209 reviews

Cozy Beach Condo Ocean & Mountain View’s

A serene lanai is equipped with two sleek swivel chairs and a small dining table. The view beyond showcases a vibrant landscape of lush greenery and ocean hues, visible between the palm trees under a clear sky.

4.95 out of 5 average rating, 141 reviews

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

An open living area includes a dining table with four chairs, a well-equipped kitchen with stainless steel appliances, and a comfortable seating area with a wicker chair. Large sliding glass doors provide views of the patio and nearby greenery, allowing natural light to fill the space.

4.84 out of 5 average rating, 146 reviews

Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore

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, 288 reviews

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

4.8 out of 5 average rating, 440 reviews

A cozy living area features a plush brown sofa adorned with leafy pillows, accompanied by a textured coffee table. A pair of wicker chairs sits nearby. A colorful artwork hangs on the wall, and warm lighting enhances the inviting atmosphere.

Apartment in Wailuku

Romantic Beachfront Getaway

Private beachfront home rentals

A bright living area features a comfortable seating arrangement with a woven sofa and armchair. A large wall-mounted television is positioned above a wooden coffee table. Expansive sliding glass doors provide access to the private lanai, allowing natural light and views of lush greenery.

4.93 out of 5 average rating, 14 reviews

Wailea Ekahi 4E, Close to Greenbelt, New Split AC

A modern kitchen features white cabinetry and stainless steel appliances, including a microwave and refrigerator. A large window provides views of palm trees and the ocean. Four bar stools are positioned along the countertop, creating an inviting space for casual meals.

4.97 out of 5 average rating, 58 reviews

Newly Remodeled-AC-Ocean Views-Modern Finishes

4.97 out of 5 average rating, 37 reviews

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.

Home in Kihei

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

5 out of 5 average rating, 15 reviews

Wailea Ekahi Gem! | 2 Beds | Steps to Beach & Pool

A dining area features a circular bar with four woven stools and multi-colored pendant lights overhead. The textured orange walls and bamboo ceiling create a warm ambiance. A small desk with a chair is visible against the wall, along with decorative artwork and shelving.

4.92 out of 5 average rating, 65 reviews

Gorgeous Condo in Wailea Ekahi Village!

An expansive garden view is presented, featuring lush greenery and vibrant flowering plants. Palm and tropical trees are visible, framed by a clear blue sky. The peaceful landscape invites a sense of tranquility and connection with nature.

4.96 out of 5 average rating, 91 reviews

Maui Retreat Ekahi 50F -All YOU Need!

A picturesque view captures a beach at sunset with vibrant orange and purple hues in the sky. Swaying palm trees line the shoreline, where beachgoers can be seen enjoying the golden sand and gently lapping waves. The grassy area near the beach is dotted with lounge chairs.

4.96 out of 5 average rating, 78 reviews

Mana Kai Palms Beachfront Resort ~Keawakapu Beach

Superhost

A vibrant tropical landscape features lush greenery and flowering plants, with palm trees swaying gently. The expansive view reveals the azure Pacific Ocean in the distance, framed by the serene backdrop of neighboring low-rise condominiums under a partly cloudy sky.