Kihei Vacation Rentals – Oceanfront Condos & Resorts in South Maui

Kihei is one of Maui's most beloved beach towns, offering oceanfront vacation rentals, budget condos, and family-friendly resorts just steps from golden beaches, casual cafés, and scenic coastlines. Explore one of Hawaii's sunniest regions with year-round warm weather, calm waters, and walkable charm.

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Kihei Akahi Condo w/ Free WiFi-Beaches Await

Reviews (10)

Kihei Akahi C413Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Oceanfront oasis with beach access, pool, & balcony

Reviews (18)

Kauhale Makai 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself living the best life next to warm water and white sand here in Kihei when you make Kauhale Makai 212...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Tropical-view escape with pools, hot tub, tennis, AC, W/D - beaches await

Reviews (37)

Maui Kamaole D209Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Sunny condo with pools, hot tub & washer/dryer - near swimming & surfing

Reviews (21)

Maui Kamaole I105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Top-tier getaway with pools, grill & hot tub - the waves await

Reviews (22)

Maui Kamaole G214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Ground-level condo with lanai, lagoon pool, hot tub, W/D & beach access

Reviews (26)

Maui Kamaole B106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await

Reviews (54)

Hale Kai O Kihei 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Kihei Akahi Condo w/ Shared Pool, A/C-Snorkel, Surf, Swim

Reviews (20)

Kihei Akahi C418Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Sugar Beach Resort Condo Perfect for Beach Escapes - Surfing, Snorkeling, More

Reviews (38)

Sugar Beach Resort 109Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Mana Kai Maui Resort condo with private W/D & WiFi - close to beaches

Reviews (8)

Mana Kai Maui Resort 709Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Ocean-view top-floor condo with pool, hot tub, AC - easy walk to beaches

Reviews (19)

Maui Kamaole A215Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Ground-floor condo with tropical lanai, lagoon pool, AC & W/D - beaches await

Reviews (37)

Maui Kamaole B102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Newly remodeled Sugar Beach Resort condo w/shared pool & hot tub

Reviews (47)

Sugar Beach Resort 431Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Ground-floor condo steps from pool - hot tub, tennis, beach access

Reviews (25)

Maui Kamaole C110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kihei, Hawaii

Walkable condo with two pools, hot tub, tennis, grill & beach access

Reviews (13)

Maui Kamaole D105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Kai O Kihei condo with pool & free WiFi - swim, surf, & more

Reviews (23)

Hale Kai O Kihei 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Save 25% Instantly from 04/06/25-04/15/25! Grand Champions 61! 2B/2B, AC, Slps 8

Reviews (16)

Nestled in the prestigious Wailea Resort community, Grand Champions Villas 61 offers a prime retreat with breathtaking views of the Wailea Blue Golf Course. This ground-floor villa features two spacious bedrooms, each with its own ensuite bath. The guest bedroom is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Haleakala Shores B509: Spacious Top Floor Unit with Stunning Maui Views!

Reviews (31)

Haleakala Shores B509 offers views of the beautiful Maui waters, West Maui mountains, and Haleakala! Your perfect Maui getaway starts here in this spacious top floor unit at Haleakala Shores! Enjoy the open feel with vaulted ceilings and large windows in every room.As...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Kihei Akahi Resort Unit B103 Scenic Garden Views

Reviews (28)

"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Kihei Akahi Resort Unit B103 - Garden Views and Large Lanai Ground Level Easy walk to Pool and BeachPlease review the property description and pictures carefully prior to booking, and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Kamaole 313 Third floor condo, partial view of the ocean!

Reviews (18)

This two bedroom condo has a good Ocean and Garden View. Master bedroom has a King bed. Down stairs bedroom has two twin extra long beds. Pull out sofa bed in living room. Spacious kitchen cabinets. Carpet in bedrooms and tile floor. New A/Cs and ceiling fans. This...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Kauhale Makai 433: Oceanview 2BR/2BA Condo with Lanai & Resort Amenities

Reviews (26)

Welcome to Kauhale Makai 433 with stunning ocean views! This spacious 2bd/2bath offers the perfect paradise getaway! Enjoy a gorgeous Maui sunset or a peaceful morning on your private lanai. Watch whales breaching, during season, or dine alfresco with seating for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Sugar Beach PH21 - Direct Oceanfront 1 bedroom

Reviews (28)

Book with us and come to Maui to explore everything we have to offer!Just Renovated!Beautiful views from a great unit. You will love the well maintained, upgraded corian kitchen and white cabinetry. Enjoy your coffee on the top floor balcony while looking at whales and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Maui Vista 2-301 - Modern and Bright Renovation in Building 2, No Carpet, AC!

Reviews (57)

Welcome to Maui Vista 2-301, everything in this condo was selected to set the tone for your ultimate tropical Maui vacation, from the locally sourced beach art to the comfortable island-style furnishings. Located a close walk to Charlie Young and Kamaole I Beach, this...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Directly across from Kamaole III Beach! Maui Parkshore 107 - Kihei Beach Condo

Reviews (8)

Ground level 2 bedroom / 2 en-suite bathrooms open floor plan condominium. Steps from beautiful beach and pool. Ocean/sunset views from patio and open kitchen/living room. Desirable South Kihei location. Walking distance to restaurants/bars/stores. Grills and shuffle...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Wailea Serenity | 2 Bed, 2 Bath

Reviews (48)

Summary:Wailea Serenity - 2BD - Private, Quiet; the tropical paradise you dreamed about!The Space:This Grand Champions condo (#15 in building #2) is located in the heart of beautiful Wailea, a short walk to the beach, and in the middle of the renowned Blue Golf Course....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Maui Dream - Remodeled Ocean View Penthouse, Steps to World Class Beach

Reviews (119)

Come stay at our remodeled Maui dream home!Amazing location right across from Charley Young Beach (next to Kama'ole 1), wonderful Maui swimming and snorkeling beach. The condo has an ocean view from lanai. Charley Young Beach is directly across the street.Our condo is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

OCEAN FRONT: spacious, remodeled 4th floor condo

Reviews (74)

This ocean-front, ocean-view condo is a vacation favorite for families and friends. Maui Sunset Resort is one of the premiere resorts in all of Kihei. The resort itself has beautifully trimmed grounds, a family-friendly pool and hot tub, shuffle board, tennis courts and...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kihei, Hawaii

Ekahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach

Reviews (77)

Wailea Ekahi Village 44C is a lovely and romantic two-story townhouse. The downstairs lanai is surrounded by lush gardens with the sweet aroma of native Hawaiian flora. The upstairs lanai affords a panoramic ocean view and breathtaking sunsets.This condo is a mere 4...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Beautiful*Direct Oceanview & Ideal Location*Best Beaches in Maui

Reviews (13)

** PLEASE NOTE: Beginning February 2nd - April 2026, there will be ongoing Spalling work taking place throughout the property. Please be advised that the initial phase of this project will be noisy and will impact the entire building. Our lovely Ocean View complex has...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Luxury Maui Condo with Direct Beach Access

Reviews (51)

Enjoy ocean views and direct beach access that is less than a 100 yards from this beautifully remodeled, bright and airy 3-bedroom townhome at Luana Kai, a family-friendly complex in the heart of North Kihei. Completed using luxury finishings throughout, this 2-story...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Oceanfront**Brand New AC throughout*On Sandy Beach!

Reviews (16)

Nestled directly on a stunning sandy beach, Hale Pau Hana is a boutique complex offering convenience and amenities within minutes of your reach. Centrally located and meticulously appointed, our lovely beachfront complex sits between two popular golden sandy swimming...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Fully Renovated Beachy & Modern*Prime Location

Reviews (6)

You simply cannot beat this location for its proximity to the beach! It's just a short few minute walk, directly across the street!Welcome to one of South Maui's most appealing vacation rentable complexes to take advantage of! The complex is close to the upscale resort...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Luana Kai Resort D306

Reviews (18)

D306 is a beautiful 2 bedroom, 2 bathroom apartment with a king bed in master, two twin beds in guest room & a sofa bed in living room. D306 has pergo floor downstairs with a carpeted stairway and master bedroom in the loft.  There are ceiling fans in each room.  Table...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Two Bedroom Ocean View Deluxe Luana Kai A303

Reviews (8)

A303 is a deluxe, 2 bedroom, 2 bathroom ocean view condo with AC. A303 is on the third floor, there are NO elevators, so you are walking up stairs.A303 is on the third floor with great views of Molokini, Kahoolawe, Lanai, Maalaea Bay and the West Maui Mountains. It is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Reviews (85)

Address for this Condo:938 S. Kihei Rd #324, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** ***New Mattresses IN Bedroom And Sleeper Sofa Aloha & Welcome to our mid-century modern Maui condo. We invite you to stay and enjoy the peaceful...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 KIHEI, Hawaii

Newly furnished remodeled corner condo

Reviews (23)

This complex is perfectly located in sunny South Kihei, close to the beaches, restaurants and shopping, but far enough away to relax and experience the tranquility of Maui's beauty. You will find yourself just steps away from the beautiful Kamaole Beaches I, II and III,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Wailea Ekahi 17E | Resort Level Amenities!

Reviews (92)

The beauty of sand and sparkling waters and the warm Hawaiian sun is calling your name! Wailea Ekahi 17E is a one bedroom, two bathroom condo that sleeps two guests. Take in the ocean view, enjoy the 34 tropical landscaped acres at Wailea Ekahi Village, Keawakapu Beach,...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Wailea, Hawaii

Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island Surf

Reviews (42)

Thank you for looking at our listing! Our unobstructed ocean view condo has 1 bedroom, 1 bathroom, a sleeper sofa, and a Murphy bed. Sleeps 6. Direct view of OCEANFRONT & BEACHFRONT with Amazing views!!! Watch sunsets over the ocean on the private lanai. This unit is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Kihei, Hawaii

Hale Kamaole 325 newly renovated condo, easy access to best beaches on Maui!

Reviews (3)

This beautifully remodeled condominium is professionally designed and includes upgraded air conditioning in the living room (September 2019/split system), a large screen SmartTV (52"), GE Profile series appliances, quartz countertops, West Elm furniture and a fully...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Studio apt. with A/C, Fridge, Semi-Private pool in the Center of kihei

Reviews (73)

This is a fourth floor studio apartment, with full bathroom, near the center of Kihei. Includes A/C, fridge, coffee-maker, microwave, as well as cable TV and wireless internet. We are walking distance to the grocery store, bars and restaurants, and the beach, as well as...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Now Available Beach Luxe Remodel on Ground floor! Easy Access!

Reviews (41)

This 2 bedroom 2 bath condo located on the ground floor is a remodel. This recent remodel s clean, modern and has an upscale beachy vibe. The stylish kitchen has grey modern cabinets and Calcutta quartz countertops. White walls and contemporary Nick Kuchar art will make...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Grand Champions 32: 2 BR, 2 BA Condominium in Maalea, Sleeps 6

Reviews (29)

An all-around luxury condo at Grand Champions in the heart of Maui! An outstanding layout with 2 large master-suites, 2 gracious sized full bathrooms, living and dining area with expansive vaulted ceilings, and an excellent ocean view! One master suite has a king bed,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Maalea, Hawaii

Sugar Beach 217 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo Home

Reviews (56)

Book with us and come to Maui to explore everything we have to offer!Beautiful views in a beautiful unit. You will love the remodeled kitchen and bath. Upgraded granite kitchen and cabinetry. Take time to relax with your morning coffee as the whales swim by. Amazing...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

SUNSET VIEWS*FULLY REMODELED Beachy Decor!

Reviews (13)

** PLEASE NOTE: Beginning February 2nd - April 2026, there will be ongoing Spalling work taking place throughout the property. Please be advised that the initial phase of this project will be noisy and will impact the entire building. Welcome to your dream Maui getaway!...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Wailea Ekahi #8-B Partial Ocean View, Steps to Beach, Easy access to Pool

Reviews (70)

1 Bedroom Condo, Steps to Keawakapu Beach, 60 steps to Oceanfront Pool.This ground floor one bedroom two bath has a/c throughout. It boasts a large open floor plan where the floor to ceiling sliders in the master bedroom and in the living area all open up onto the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

3BD Oceanfront Menehune Shores 414

Reviews (54)

Located front and center on the fourth-floor, this spacious 3BR/2BA Menehune Shores condo offers unbeatable views of the sparkling ocean below. Enjoy the sounds of the waves lapping the shore as you are situated toward the ocean side and far from the road.This light,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Hale Kamaole 220 Second floor condo, easy access to best beach on Maui!

Reviews (55)

This one bedroom condo has a Ocean & Garden View. Artistically decorated with beautiful tiles used in kitchen and bathroom, walk-in tile shower. Updated completely in Hawaiian style. King bed in bedroom with queen hide-a-bed in living room. Cabinetry in kitchen area...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Kamaole 209 Second floor condo, easy access to best beach on Maui!

Reviews (50)

Beautiful wood flooring through entire condo, tropical decor. Good Ocean View. Features large flat screen TV in living room, flat screen in bedroom. There is a king bed in the bedroom and a pull down queen Murphy bed in the living room. It has spacious kitchen and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

#Hale Kamaole 155 Ground floor condo, easy access to best beach on Maui!

Reviews (41)

Welcome to our Ocean inspired condo! This popular unit completed a stunning remodel in 2024 and includes all new furniture, custom pantry and kitchen cabinetry, stainless steel appliances, tile flooring, quartz countertops and matching table. The designer bathroom...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Stunning *BEACHFRONT*Condo will FULL Ocean Views!

Reviews (9)

*This property has undergone a stunning remodel! Brand new flooring throughout, furnishings, and colors of the walls. We invite you to enjoy the modern feel!Welcome to your idyllic retreat in paradise! Nestled along the pristine shores of Maui, our recently updated...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

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