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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2 Bedroom Twin at WorldMark Kihei

Enjoy a relaxed Maui escape in this comfortable 2 Bedroom Twin villa at WorldMark Kihei, located along South Maui’s warm and sunny shoreline. Perfect for families or small groups, this villa features a master bedroom with a king bed and en-suite bath, plus a second...

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

MAUI BANYAN beautiful 2 bedroom condo in Kihei, AC, directly across from beach

Nestled in Kihei, the Maui Banyan is a guest favorite. This gorgeous condo offers a tranquil retreat for travelers seeking comfort and style. With two bedrooms featuring a king bed and 2 queen beds, everyone can relax and unwind easily. Two full bathrooms and a...

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

BEACHFRONT CONDO, HALE KAI O' KIHEI, VIEW AMAZING SUNSETS ON YOUR PRIVATE LANAI

IMAGINE YOUR PERFECT DAY AT HALE KAI O KIHEI - OCEANFRONT MAUI LIVING!Unlike most condos in Kihei, this one is not on the main road (South Kihei Road) but is instead on a small quiet side street between the main street and the ocean. And unlike many Kihei condos, this...

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

Beachfront Bliss on Sugar Beach

This is a recently refreshed 1 bed, 1 bath condo right on the beach.. Enjoy direct oceanfront on Sugar Beach with a lush, tropical garden area on the side. Sugar Beach is the longest pristine, white sand beach on Maui. You can walk in one direction for almost 3 miles!...

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

Wailea Beach Villas | Penthouse Panoramic Ocean Views | KBM Resorts | 2 Units, 6 Bedrooms | ML-3485

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Wailea, Hawaii

NICELY UPDATED-OCEAN VIEWS-PRIME LOCATION-LARGE LANAI-AC-WELL EQUIPPED

Feel right at home in this nicely updated, well equipped 2 bedroom, 2 bathroom (1188 sq ft.) condo at Kamaole Sands with a premier location, on the top floor of building #2. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation...

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

Wailea Beach Villas K207 Luxury 2-Bed Penthouse with Partial Ocean Views

Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui!This property is hotel zoned, and not affected by the recent proposed legislation.Welcome to your luxurious...

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

Maui Banyan T105 Garden View Condo in Kihei Close to Kamaole Beach II with AC

Welcome to Maui Banyan T105, a serene 1-bedroom, 2-bathroom condo in the heart of Kihei, Maui. Perfect for up to four guests, this bright and comfortable retreat offers a relaxing island escape just across the street from Kamaole Beach II.• Spacious 1-bedroom,...

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

2 Bedroom Twin at WorldMark Kihei

Enjoy a relaxed Maui escape in this comfortable 2 Bedroom Twin villa at WorldMark Kihei, located along South Maui’s warm and sunny shoreline. Perfect for families or small groups, this villa features a master bedroom with a king bed and en-suite bath, plus a second...

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

Maui 3BR Villa at WorldMark Kihei – Full Kitchen, Balcony & Near Beach Access

Escape to Maui with friends or family in this spacious three-bedroom, two-bath villa at WorldMark Kihei on South Maui’s sunny coastline. Ideal for groups of up to eight, the layout typically includes a master bedroom with a king bed and en-suite bath, a second bedroom...

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

Hoolei Residences 93-3 Luxurious 3BR Villa, Sleeps 8

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Ho'olei 93-3 Stunning Wailea Luxury Vacation Rental Residence Perfect for Family and Group TravelWelcome to your Maui Retreat: Ho'olei 93-3 is a lavish 3-bedroom, 3.5-bath villa nestled in the private, gated enclave of Ho'olei, just a short stroll from world-famous...

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

Elegant Oceanfront w/ Pool & Hot Tub in Maui Sunset

Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Maui Sunset offers a bright and breezy, fully renovated 5th-floor ocean-view 2BR/2BA retreat perfectly...

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

Experience luxury in Wailea Ekolu 1106, a spacious 2BR condo in beautiful Kihei

Wailea Ekolu 1106 Breathtaking Panoramic Ocean and Neighboring Island Views from High Above Wailea MauiWelcome to your Maui Retreat: Wailea Ekolu 1106 is a newly remodeled 2-bedroom, 2-bath upper-level townhome tucked into the serene Wailea Ekolu Village on South Maui's...

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

NEW! KBM Resorts | FREE CAR | Wailea Beach Villa | Spacious 3-Bedroom Condo with Sweeping Ocean view! WBV-PH505

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

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

Maui Banyan T203 Spacious Island Getaway Close to Kamaole Beaches

Welcome to your serene Maui getaway at Maui Banyan T203, a beautifully designed retreat offering the perfect blend of comfort and island style. Located in the heart of Kihei, this condo sleeps up to six guests and provides everything you need for a relaxing Maui...

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

Relax and Unwind at Kihei Akahi D-207 Across from Beautiful Kamaole Beach II

Your Tropical Oasis Across from the Beach!Welcome to Kihei Akahi D-207, your perfect retreat in the heart of Kihei, located directly across the street from the golden sands of Kamaole Beach Park II. This charming 1-bedroom, 1-bathroom condo offers a cozy, stylish haven...

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

Ocean View One Bedroom Luana Kai - Kihei

Recently renovated, this beautifully furnished one bedroom, one bathroom unit is centrally located in Kihei with ocean views. The bedroom has a king size bed and there are ceiling fans in the living room and bedroom, along with AC. The fully equipped kitchen features a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, Hawaii

Maui Kamaole H-208 – Oceanview Poolside Condo Close to Beaches and Dining

Maui Kamaole #H-208 – Partial Ocean View Comfort in South KiheiExperience the beauty of Maui from Maui Kamaole #H-208, a spacious two-bedroom, two-bathroom condo offering partial ocean views and a comfortable layout. Perfect for families or friends traveling together,...

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

Incredibly roomy, adjacent to the best beaches/Wailea

Extremely roomy, high-end 1-bedroom 2-bathroom, deluxe 1039 square feet condo at the gateway to Wailea. Remodled and features a king bed, high-end furnishings, and a sofa bed. The property has two pools, two hot tubs, two tennis courts and lush gardens. Home boasts...

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

Spacious Ground Floor Maui Retreat, Grand Champion

Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Wailea-Makena, Hawaii

Oceanview Retreat – 2 Side-by-Side Condos!

Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...

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

Steps to Beach! Chic 2BR at Maui Banyan Resort

Summary:🌴 2-Min Walk to Pristine Kamaole Beach – Ultimate island escape!🛁 Private Hot Tub & Resort Pool – Relax after sun-filled adventures.🛏️ Luxury Beds & Linens – Guests rave about restful sleep.🍽️ Fully-Equipped Kitchen – Cook gourmet meals with ease.📡 Fast WiFi +...

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

2 Bedrooms Condo, Steps from the Beach

Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...

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

WE 1605 Wailea Hillside Condo w/ Lanai, AC & Golf Views Near Beaches

Wailea Ekolu 1605 Experience Wailea Maui from this Hillside Retreat on the Golf Course, Minutes from Beaches, Dining and ShoppingWelcome to your Maui Retreat: A beautifully updated 2-bedroom, 2-bath condo nestled in the lush tropical slopes of Wailea. From the inviting...

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

Kamaole Nalu 201 - Updated bright 2 bedroom ocean front

Book with us and come to Maui to explore everything we have to offer!The open design allows easy flow between the kitchen, dining, living area, and lanai. The modern kitchen has granite counters, a stovetop, a convection toaster & microwave ovens. The Master bedroom...

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

Beachfront Paradise Air Conditioner Ocean Wave Sand Pool Hot Tub Sauna

Kihei Beachfront 2BR/2BA Condo Vacation Rental in Maui! Oceanfront paradise just steps from the beach – ideal for swimming, snorkeling, sunbathing. Modern amenities: strong AC, free parking, stocked kitchen. Perfect for family vacations, group getaways. Minutes to Kihei...

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

Maui Vista 2216 Charming 1-bedroom condo in South Maui, perfect for a relaxing getaway!

Maui Vista 2216 Cozy Freshly Updated Condo Across the Street from the Beach in Sunny Kihei MauiWelcome to your Maui Retreat: This bright and comfortable 1-bedroom, 1-bathroom garden-view condo at Maui Vista offers a welcoming retreat in the heart of Kihei, South Maui...

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

Luxe Maui Beach Retreat Walk to Kamaole Beach

Summary:Prime Location Steps to Kamaole Beach dining shops Luxury Comfort King bed memory foam sofa bed Resort Perks Pool hot tub outdoor grills Entertainment 65 Smart TV free Netflix fast WiFi Seamless Stay Self-check-in Smart Lock Exclusive Perks 1000 in local...

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

Beach Bliss Retreat | Walk to Surf & Dining

Summary:Steps to the Beach Charley Young Kamaole 1 nearby Prime Location Walk to top restaurants shops Fast WiFi Smart TV Spacious Stylish Modern decor cozy ambiance Luxury King Bed Guests rave about comfort Resort Perks Pool hot tub BBQ tennis courts Free Parking Fully...

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

Beachside Retreat | Walk to Shops & Dining

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 stays Beach gear included...

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

Beach Retreat | Walk to Maui’s Best Shores

Summary:Prime Location 5-min stroll to Charley Young Beach Resort-Style Living Pool hot tub BBQ tennis courts Ultimate Comfort King bed memory foam sofa bed Private Lanai Sip cocktails with lush garden views Chefs Kitchen Fully equipped for home-cooked meals Stay Cool...

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

Beachfront Studio | Walk to Kamaole Beach + Pools

Summary:Resort-Style Amenities Pools hot tub tennis court Ultra-Comfy Beds Guests love our deluxe mattresses Fast Wi-Fi 55 HDTV Work unwind seamlessly 1 000 in Local Coupons Dining rentals activities AI Travel Planner Custom itineraries for your stay Private Lanai Relax...

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

Luxury Maui Condo | Ocean Views + Resort Perks

Summary:Prime Location Steps to White Sand Beaches Ocean Mountain Views from Private Lanai Resort Perks Pool Hot Tub Tennis BBQ Spacious Stylish Condo w 2 Full Baths Fast WiFi Smart TV Work Stream Easily Sunset Paradise Perfect for Romantic Getaways Free Parking Self...

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

Beachfront Bliss | Walk to Sand, Pool, Restaurants

Summary:Prime Location Walk to Kamaole Beach dining Serene Lanai Views Relax in a peaceful oasis Luxury King Bed Linens Sleep like royalty Resort Pool Hot Tub Ultimate relaxation Free Parking Easy convenient access Fast WiFi Smart TV Stay connected entertained Fully...

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

Oceanview Retreat Walk to Beach & Restaurants

Summary:Prime Location Walk to beach dining shopping Breathtaking Ocean Views Enjoy from private lanai Luxury Memory Foam Bed Sleep like royalty Fully Equipped Kitchen Cook with ease Resort Perks Pool hot tub BBQ grills Exclusive Coupons Save 1000 on Maui activities...

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

Steps to Beach Hot Tub Luxe Maui Retreat

Summary:2-Min Walk to Pristine Kamaole Beach Ultimate island escape Private Hot Tub Resort Pool Relax after sun-filled adventures Luxury Beds Linens Guests rave about restful sleep Fully-Equipped Kitchen Cook gourmet meals with ease Fast WiFi Dedicated Workspace Ideal...

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

Serene Maui Retreat Walk to Beach & Shops

Summary:Prime Location Walk to beach dining shops Tranquil Balcony Enjoy morning coffee w lush views Luxury Beds Linens Ultimate comfort for deep rest Resort-Style Amenities Pool hot tub tennis courts Free Parking 1 spot Secure hassle-free Fast Wi-Fi Smart TV Stay...

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

Maui Banyan P104 Stylish 2BD Maui Condo Steps from Beach w/ Lanai, Pools, Tsennis & AC

Maui Banyan P104 Experience Maui from this Remodeled Kihei Retreat Directly Across the Street from the BeachWelcome to your Maui Retreat: Escape to Maui Banyan, a beautifully remodeled 2-bedroom condo located right across the street from the golden sands of Kamaole...

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

Relax in Style at Kihei Ali‘i Kai- Oceanview Condo Near Kamaole Beaches.

Ready to take your next vacation to the next level? Say aloha to Kihei Aliʻi Kai — a serene getaway with a private yard feel and stunning views of Molokini and Kaho‘olawe islands. Ideally situated in sunny South Kihei, this complex places you close to upscale dining,...

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

Experience Oceanfront Bliss at Sugar Beach Resort 530

One of the best features to this tropical getaway is waking up to the sound of waves. Enjoy stunning views of Molokini, Kaho‘olawe, and the West Maui Mountains from your private lanai at Sugar Beach Resort 530. Just 60 feet from the ocean, this one-bedroom condo offers...

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

Cozy Studio at WorldMark Kihei – Maui Getaway for Two

Enjoy a simple and comfortable Maui escape in this studio suite at WorldMark Kihei. Perfect for couples or solo travelers, this suite offers everything you need for a relaxing stay in paradise.Inside the studio, you’ll find a queen Murphy bed that tucks away for extra...

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

Relax & Explore: Spacious 2BR Suite at Maui Schooner Resort

Escape to the shores of Kihei with this two-bedroom suite at Maui Schooner, where Hawaiian ease meets roomy, well-appointed living. Designed to sleep up to six guests, the bedrooms are furnished with a king bed and a queen bed, and the living room includes a queen...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kihei, Hawaii

Kalama Terrace 2BR with Pool, BBQ & Walk to the Beach

Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Experience the best of Maui in this nice island-style 2-bedroom, 1-bath unit at Kalama Terrace! The main...

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

Polo Beach Club 102 - Oceanfront Condo

Welcome to the serene Polo Beach Club 102, your perfect ocean retreat in Wailea. This stunning 2-bedroom, 2-bathroom condo offers a luxurious escape for up to six guests. Step inside to find a spacious, open-concept living area with plush furnishings, ideal for...

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

Makena Surf B201 Beachfront Resort

Welcome to the Makena Surf B201 Beachfront Resort, your perfect Hawaiian retreat. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step into the open-concept living area, where the sleek, modern design seamlessly...

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

New Listing! 2bd Oceanfront Beauty at Sugar Beach

Welcome to Sugar Beach 511 — Your Oceanfront Maui Getaway Awaits! 🌺🌊 Aloha and welcome to Sugar Beach 511, a spacious 2-bedroom, 2-bathroom condo that comfortably accommodates up to 6 guests. Perfectly situated along the golden sands of Sugar Beach, this oceanfront...

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

Maui Sunset B319: Ocean view 2BR condo in North Kihei, perfect for families.

Hawaii Tax ID: TA-133-272-9344-01TMK: 390010020175Welcome to Maui Sunset B319, a stunning oceanfront retreat located in the heart of North Kihei. This freshly remodeled condo offers breathtaking ocean views and a serene ambiance, perfect for a relaxing getaway. With two...

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

Spacious Renovated 4bd - Koa Resort 2A

Welcome to your perfect vacation retreat! Recently fully renovated, this beautifully appointed 4-bedroom, 3-bath townhome offers serene comfort and a beautiful modern remodel that showcases the Hawaiian charm of the complex. With all-new furniture, bedding, and modern...

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

The Lava Shack

The Lava Shack is a bright 1BR/1BA condo in Kihei Kai Nani, just steps from Kamaole II Beach. Enjoy a full kitchen, pool, BBQs, free WiFi, and a private lanai. Walk to dining and shops, or drive minutes to Wailea golf, beaches, and adventures. Perfect Maui vacation...

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

New Listing! Cozy 1bd Island charm at Sugar Beach

Welcome to Sugar Beach 304 – A Cozy Maui Retreat with Island Charm. Tucked into the tranquil Sugar Beach Resort, Unit 304 offers a welcoming blend of comfort, space, and aloha spirit—perfect for couples or small families seeking a laid-back escape. This 1-bedroom,...

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

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