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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Great 2025 Rates!! Koa Resort Unit 4I - Spacious and Beautiful 3 Bdrm / 2 bth

Reviews (42)

Koa Resort Unit 4i offers an ideal setting for a serene and enjoyable vacation in a tropical paradise. Situated on the second floor, this renovated condo features three bedrooms and two bathrooms, accommodating up to six guests comfortably. Each bedroom is equipped with...

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

Tropical condo & ground-floor lanai with pools & hot tub - snorkel, surf, swim

Reviews (9)

Maui Kamaole C108Our 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

Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split AC

Reviews (78)

Grand Champions 55 is a bright and spacious 3-bedroom condo at Grand Champions Resort. Ideally situated to take in Maui's wonderful natural scenery and a perfectly located home base for your family adventure. This unit opens the view with floor to ceiling sliding doors...

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

KIHEI AKAHI - REMODELED, AC, 4K TV, KAMAOLE BEACH!

Reviews (19)

E Komo Mai to our brand new remodeled two bedroom ground floor unit artfully designed with you in mind! This Unit, tucked away in the beautifully landscaped Kihei Akahi Resort, is only steps away from the famous Kamaole II Beach.This is one of the few 2 bedroom units of...

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

AKH C302 Whale Watching at 2BD Kihei Condo w AC Pool

Reviews (31)

Kihei Akahi C302 Spacious and Clean 2Bedroom Condo to Experience South Maui Breezes From Private Lanai with AC and Pool for Next Family Tropical Vacation FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*:...

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

Panoramic Ocean Views, 150 Feet from Kamaole I Beach, Rooftop Deck, AC

Reviews (57)

If your trip to Maui is all about the ocean and beach, it does not get much better than Kamaole Beach Royale 404 with beautiful panoramic ocean views and location less than a one-minute walk to Kamaole I Beach, one of the best in all the islands. Warm-water swimming,...

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

Hale Kai O Kihei Condo w/ Shared W/D, A/C-Great Location

Reviews (13)

Hale Kai O Kihei 211Our 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, plus a private lanai that lets you...

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

Sugar Beach Resort Condo w/ A/C, Ocean View-Great Location

Reviews (49)

Sugar Beach Resort 513Our 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...

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

Sugar Beach Resort Condo w/ A/C, Shared Grill-Beaches Await

Reviews (16)

Sugar Beach Resort PH13Our 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...

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

Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Private W/D-Surf, Bike, More

Reviews (27)

Sugar Beach Resort 405Our 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

Luxury escape with AC, pools & hot tub - close to beaches

Reviews (38)

Maui Kamaole J118Our 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

Sugar Beach Resort Condo w/ Private W/D, Shared Pool-Surf, Bike, Golf, More

Reviews (40)

Sugar Beach Resort 536Our 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

Mana Kai Maui Resort oceanfront condo with fantastic view, private lanai & WiFi

Reviews (30)

Mana Kai Maui Resort 605aOur 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...

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

Ground-floor oceanfront with pool, hot tub & W/D - walk to beach

Reviews (7)

Maui Kamaole A108Our 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 in the sought-after Maui Kamaole® resort, just minutes from the sunny...

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

Sugar Beach Resort Condo w/ Free WiFi, Ocean View-Near Everything

Reviews (47)

Sugar Beach Resort 526Our 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

Sugar Beach Resort Condo w/ A/C, Free WiFi-Near Everything

Reviews (24)

Sugar Beach Resort 523Our 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

Punahoa Beach 201 - Direct Ocean Front, Beautiful Renovation, Split AC, Wi-Fi

Reviews (71)

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...

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

Fantastic ALL NEWLY DECORATED Wailea condo

Reviews (38)

WELCOME to The Palms at Wailea, Unit 202 - your home away from home! This unit has been completely refurbished and newly decorated. The 2nd floor location provides nice vistas and a cool breeze from the large lanai (BR has AC). The living room has a new queen size sofa...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 3
📍 Kihei, Hawaii

2 BR Kihei Oceanfront Vacation Home - Sleeps 6

Reviews (15)

Welcome to our exquisite oceanfront home, where you can indulge in breathtaking, uninterrupted 180° views of the Pacific Ocean. This private sanctuary offers a truly unique experience, as you will have exclusive access to your own sandy entrance leading directly to the...

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

LAST MINUTE SUMMER DEALS- Oceanfront getaway in Kihei, Maui.

Reviews (37)

A perfect oceanfront view from the living room or lanai. Make a coffee or mix up your favorite beverage in the fully appointed kitchen, then sit on the lanai and look at sunrise or sunset from this oceanfront unit. It has everything you need to be the perfect home base...

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

Beautiful South Shore Maui 2B/2B Condo w Ocean Views Next to Pickle Ball Courts

Reviews (75)

Luana Kai Resort is located on Maui’s South Shore on the Ocean side of S Kihei Road. Beautifully landscaped grounds w swimming pool, sauna, jacuzzi, cabana outdoor kitchen, and gas barbecue grills. Tennis courts, pickle ball courts, 9 hole putting green, and shuffle...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Wailea Luxury on a Budget at Grand Champion Villas - 2 Bd+2 Bath

Reviews (90)

Bldg. 13 - Unit #118 - wonderful upgrades in a comfortable and spacious 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Golf Villas. Wailea Grand Champions Golf Villas is in the heart of the Wailea Resort Community in sunny South Maui, nestled...

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

STUNNING OCEAN & POOL VIEWS in FULLY UPGRADED Condo!

Reviews (7)

Step into tranquility with this newly remodeled 1-bedroom, 1-bathroom haven, spanning a generous 638 square feet, mere steps from the enchanting Pacific Ocean. Nestled within the conveniently located Kauhale Makai complex, this fully upgraded condo is a testament to...

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

Sugar Beach 206 Highly Upgraded Condo Home with Amazing Ocean Views

Reviews (16)

Book with us and come to Maui to explore everything we have to offer!Welcome to your remodeled air-conditioned condo beach home. Enjoy the upgraded kitchen, bathroom, and living room. The lanai will allow you to take in the amazing views of the Pacific Ocean as you...

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

GC 163 Spacious Wailea 2BD w AC Pool Close to Beach

Reviews (21)

Grand Champions 163 Spacious 2Bedroom, 2Bathroom Luxurious Wailea Condo. Ideal Location to Walk to Beach, Tennis, Golf, Fine Dining, Luxury Shopping, and so much more. FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kihei, Hawaii

Grandeur and Fully Upgraded Private 2Bed/2Bath *Brand New AC!

Reviews (15)

The living space has an open style floor plan with a tropically designed sofa that doubles as a queen pull out. AC throughout the condo, large smart TV's in each living space, a washer/dryer and wifi are some of the amenities this space provides. Open and airy, the...

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

Maui Vista 1-308 - Beautifully Updated, Dramatic Ocean Views, New Windows, AC!

Reviews (54)

Welcome to Maui Vista 1-308, a third-floor ocean view condo in South Kihei designed for comfort, style, and effortless island living. Located in Building 1 - a short walk to Charley Young Beach - this updated one-bedroom, one-bath unit offers sweeping views of the...

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

Sunny Fourth Floor Condo with Shared Pool, High-Speed WiFi, and Washer/Dryer

Reviews (17)

Maui Banyan Q408Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the privacy and space of this charming beach condo, with a view of the shared tennis court and ocean to inspire...

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

Kalama Terrace P-307 - a charming 3rd-floor walkup near Kam 1 Beach with AC!

Reviews (183)

Welcome to Kalama Terrace P-307, a charming one-bedroom condo located in the heart of sunny Kihei. A short walk from Kihei's stunning Kamaole I Beach, this tropical retreat is an amazing value – it's clean, beautifully decorated, and has AC, smart ROKU TVs for...

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

Kamaole Sands 6-303 - Courtyard and Ocean Views from Renovated 3rd Floor Condo

Reviews (47)

Step into your dream vacation at Kamaole Sands 6-303, located on the third floor in preferred Building 6! You will feel at home the minute you walk into this 1-bedroom 2-bath condo, which features a beautifully updated kitchen and bathrooms. Granite counters and tile...

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

Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool

Reviews (89)

Hale Wailea 6D – Wailea Ekahi Village[TA-164-628-0704-01]Welcome to Hale Wailea 6D, an elegantly updated, spacious second-floor condo nestled within the serene and beautifully landscaped Wailea Ekahi Village. This quiet, newly listed unit offers an exceptional location...

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

Kamaole Sands 9-102 - Relaxing Maui Resort

Reviews (25)

Book with us and come to Maui to explore everything we have to offer!Family friendly ground floor unit with 1 bedroom and 2 bathrooms. Full sized kitchen and large living room to relax in after your busy day under the Maui sun. Air conditioners in the living room and...

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

Kihei surf side Great ocean view #309

Reviews (80)

Great location to beach and terrific snorkeling. New A/C unit installed in both living room and bedroom to keep you comfortable both day & night, new pillow top mattress, big screen TV, fast internet and stocked kitchen. Close to restaurants and rental shops for all...

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

Beautiful - Palms at Wailea 1802

Reviews (18)

Located in the Kihei/Wailea area, in the world-famous Wailea Resort community, The Palms at Wailea complex boasts a beautiful pool, hot tub and is conveniently located close to the Shops of Wailea, luxury hotels, stylish boutiques, great restaurants, tennis, the Wailea...

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

Upgraded lush garden ground floor condo

Reviews (17)

Kamaole Sands 2-106 is a 1-bedroom, 2-bathroom condo featuring a window air-conditioner, a private washer/dryer, and a ground-floor lanai. Located on the ground floor, this unit can accommodate up to 4 guests with a King-size bed in the bedroom and a Queen sleeper sofa...

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

Beachside Retreat with High-Speed Wi-Fi and Pool

Reviews (8)

Summary:🏖️ Walk to the beach, shops & top restaurants 🌅 Stunning garden lanai – perfect for coffee & wine 🛏️ Ultra-comfy queen beds for a restful sleep 💦 Resort-style pool, hot tub & BBQ area 📺 Smart TV & high-speed WiFi for entertainment 🚗 Free parking for hassle-free...

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

Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

Reviews (70)

Indulge in a tropical retreat at Ho'olei 12-2 in Wailea, Maui! This opulent 3-bedroom, 3.5-bathroom vacation rental, showcasing the Maile floor plan with over 2400 square feet, promises unparalleled relaxation amid lush surroundings.Discover the epitome of luxury at...

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

One of a Kind! Extensive Remodel with Expansive Ocean View and 2 Ensuite Bdrms

Reviews (15)

This condo is unique and "one of a kind" within the entire complex. This unit was fully remodeled 2021 to have an expansive kitchen and living space and two ensuite bedrooms with private bathrooms. And, it has a spacious lanai with incredible views! This condo is larger...

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

Ocean View, Top Floor Unit - Updated Beach Chic Beauty! AC Units, Wifi & Pool

Reviews (97)

***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Beach chic, calm and serene, completely remodeled/custom ocean view condo at Maui Sunset. This tropical oceanfront complex has long been revered for the immaculate and beautifully landscaped grounds that...

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

OceanView Tranquility: Luxurious Condo with Spectacular Grounds - Elua #1104

Reviews (5)

Wailea Elua #1104 – Ocean View Comfort with Versatile Sleeping Options and Elegant Island StyleWelcome to Wailea Elua #1104, a beautifully situated ocean view condo offering space, flexibility, and island elegance in one of Maui’s most exclusive beachfront communities....

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Maui, Hawaii

Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach

Reviews (79)

Enjoy Old Hawaii at its best just steps from Keawakapu Beach. A spacious and tastefully decorated home, suitable for entertaining friends in the huge great room (kitchen, living room, formal dining) which open to the huge tiled lanai where you can BBQ and dine. Relax in...

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

Beautiful Lanai Views, Oceanfront Complex W/ Large Lawn Perfect For Sunset!

Reviews (71)

***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Beautiful completely remodeled oceanfront condo at Maui Sunset. This tropical oceanfront complex has long been revered for the immaculate and beautifully landscaped grounds that spread over 5 acres. Ocean...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Beautiful Condo, Private Lanai, Near Wailea Beaches

Reviews (167)

Address for this Condo: Grand Champions, 155 Wailea Ike Pl #5, Kihei HI 96753***Professionally Cleaned Condo, No-contact Check-In/Check Out*** Welcome to your beautiful island getaway at the luxurious Grand Champions Unit #5. This spacious condo has an open great room...

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

One Bedroom Ocean View Deluxe Luana Kai Resort B206

Reviews (15)

 B206 is a nice one bedroom one bathroom partial ocean view, with AC, condo with filtered views of the Ocean. B206 has a modern tile backsplash in the kitchen and has a large glass table setting where the bar has been completely removed. The bedroom has a California...

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

Romantic 1 BR Condo with King Tempurpedic

Reviews (56)

Relax, enjoy the gentle breeze, take a deep breath and enjoy the birds, flowers and scents of Maui that surround you.Our quiet location is surrounded by the Wailea Old Blue Golf Course & adjacent to the Wailea Tennis Club & Wailea Town Center; minutes away from the most...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Wailea-Makena, Hawaii

Newly Renovated Maui paradise condo steps away from the beaches of South Kihei

Reviews (74)

Condo, 1 Bedroom, 1 Bath, (Sleeps 4)Enjoy this newly renovated (November 2023) quiet unit in Maui Vista, across the street from the fabulous beaches of South Kihei. Unit features high-grade appliances in the well appointed cooks kitchen and stunning hardwood custom...

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

Magnificent ocean views from Polo Beach Club 705, with direct beach access!

Reviews (35)

Magnificent ocean views from Polo Beach Club 705, with direct beach access! Enjoy the serenity and privacy of one of the best locations in Wailea.As you enter Polo Beach Club 705 you are greeted by the lovely furnishings and decor. You will be drawn to the breathtaking...

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

Marvel at picturesque views from this premier Hawaiian retreat!

Reviews (50)

Marvel at the picturesque views from this premier Hawaiian retreat of Grand Champions 35. Located in the heart of Wailea with a country club feel and centered on 11 acres, amid the 18-hole Wailea Blue Golf Course. You'll also find the world-class Wailea Tennis Center...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

OCEAN VIEWS-EXCEPTIONAL REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING

Reviews (37)

Book with confidence, this stunning 2 bedroom, 2 bathroom condo at Maui Kamaole that was just remodeled as of January 2020. Everything in the condo is brand new and finished with high end materials that you would be hard pressed to find in other rental units. This condo...

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

Maui Kamaole B-209 - Special RATES - Spacious and updated Walk to Beach - Town

Reviews (36)

Maui Kamaole B-209 is a large upgraded ocean view air-conditioned two bedroom / two bath condominium. This second floor two-level condominium is the largest floor plan at Maui Kamaole with ocean, garden and mountain views from the lanais. This two-story condo has been...

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

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