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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Renovated 2BR w/ AC - Menehune Shores #522 Oceanview South Maui Condo Getaway

Reviews (1)

Menehune Shores #522 – Ocean View Comfort in North KiheiOceanfront condo with sweeping views of the Pacific and steps from the beach. This beautifully appointed condo enjoys vibrant sunsets and swaying palms from both the living room and master bedroom.Step out onto...

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

Island-style living with upgrades and nearby beach proximity- Kihei Akahi D115

Reviews (1)

Welcome to Kihei Akahi D115, a hotel-zoned 2-bedroom, 2-bathroom corner unit located directly across the street from the beautiful Kamaole II Beach Park. This ground-level retreat offers the perfect blend of comfort, convenience, and island style living. Building D is...

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

Beachside 1BR at Kamaole Sands – Resort Amenities

Nestled in the heart of Kihei, Kamaole Sands 8-111 offers a perfect blend of comfort and convenience for your Hawaiian getaway. This beautifully designed corner unit boasts a larger balcony, providing stunning views of the lush surroundings and the ocean beyond. As you...

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

Hale Kamaole 217 Beautiful, spacious one bedroom unit

Beautiful One bedroom One bath nicely renovated with ocean view! Situated on this 8 acre property with green belt down the middle. Property has 2 pools and has a tennis/pickle ball courts. Relax in the open floor plan. This unit has brand-new stainless steel appliances....

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

New Listing! Ocean View at Hale Kamaole 336 by Coldwell Banker

Reviews (1)

Welcome to Hale Kamaole, a spacious 2-bedroom + loft condo in the heart of South Kihei, Maui—just steps from the beach and some of the island’s most breathtaking sunset views. Perfectly positioned across from Kamaole Beach Park III, this vacation rental offers the ideal...

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

Kamaole Nalu 403 - Ocean View - New DESIGNER Remodel wA/C

Book with us and come to Maui to explore everything we have to offer!Stylishly remodeled, comfortable unit with split system A/C and incredible ocean view from the private lanai, kitchen, and master bedroom.Each bedroom features a king bed, private bathroom with a...

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

Newly Updated-Great Location-Well Equipped-Meticulous Cleaning-Ac

Reviews (1)

Book With Confidence This Newly Updated, 2 Bedroom, 2 Bathroom Condo That Provides An Exceptional Vacation Experience At A Reasonable Price. The Condo Offers Tremendous Value With It's Beautiful Level Of Finishes, Location, And How Well It Is Equipped. This Condo Is...

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

Well-maintained lofted 2 Bedroom - Maui Vista 2411

Reviews (2)

Book with us and come to Maui to explore everything we have to offer!Relax while enjoying your luxurious ocean views! This wonderful lofted unit feels more like a home than a condo home. The bedroom features a queen bed while the loft includes two twin beds, while the...

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

Kihei Akahi C418

Welcome to Kihei Akahi C418. This 4th floor condo has partial ocean view from your private lanai. Enjoy a fully equipped condo ready to host your Maui memories. The condo can accommodate 4 people & has in unit washer/dryer. Kihei Akahi is located in the heart of S....

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

Premier Elua 2 Bdrm+2 Ba Condo #1702 - So close to the beach! NEW LISTING

Treat yourself to a dreamy, beachfront 2 bedroom/2 bath Wailea Elua Village vacation home. The unit is located only steps to the pristine sands of Ulua Beach, and only a hop to the world famous Wailea Beachwalk. Upgraded and refreshed with lots of new personal touches,...

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

Lahaina Luxury One Bedroom Villa at Maui Bay Villas Hilton Grand Vacations

Escape to Maui Bay Villas, Hilton Grand Vacations’ stunning oceanfront resort located along Maui’s picturesque western shore. This one-bedroom villa located n the Mauka side of the resort, blends contemporary island elegance with all the comforts of home, making it the...

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

New Listing! Lovely 2bd in Kihei, paradise awaits!

Welcome to Maui Banyan P409 – Bright 2-Bedroom Suite Relax and unwind in this beautifully updated 2-bedroom, 2-bathroom corner unit at Maui Banyan, comfortably accommodating up to 6 guests. With two separate entrances and a lock off option for added privacy, it's...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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...

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

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

Reviews (1)

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

Reviews (1)

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

Reviews (1)

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

Renovated 2BR Apt near Kam 1 Beach, Pool, HotTub

Just a short stroll from Kamaole Beach I, this spacious, newly renovated two-bedroom condo offers the perfect blend of comfort and convenience.- Prime location: Steps away from beach, shops, restaurants, food trucks, and farmers markets, you’re at the heart of Maui's...

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

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

Reviews (3)

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...

🛏 2 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...

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

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

Reviews (32)

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

Oceanfront & FULLY Renovated 2BR/2BA Maui Sunset!

Reviews (4)

Summary:Welcome to Maui Sunset, a fully renovated 5th-floor oceanfront 2BR/2BA condo in Kihei for up to 6 guests. Enjoy peaceful mornings with ocean views, relax on the expansive beachfront lawn, and walk to nearby beaches, shops, & dining. This inviting retreat blends...

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

One-bedroom condo nestled in the heart of South Kihei MV3201

Hawaii Tax ID: TA-079-396-7104-02TMK: 390180030215Welcome to Maui Vista 3201, a charming one-bedroom condo nestled in the heart of South Kihei, just a short stroll away from pristine beaches, vibrant shops, and delightful restaurants. This inviting retreat offers a...

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

Experience luxury in a spacious 2BR Stunning Ocean views-Wailea Ekolu 1106,

Reviews (33)

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

Reviews (1)

** 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

Reviews (1)

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

Reviews (54)

Welcome to your Maui Retreat: A beautifully updated 2-bedroom, 2-bath condo nestled in the lush tropical slopes of Wailea. From the inviting open-concept living area you'll step out to a covered lanai that overlooks garden landscaping and offers a hint of ocean in the...

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

Kamaole Nalu 201 - Updated bright 2 bedroom ocean front

Reviews (3)

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...

🛏 1 Bedroom
🛁 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...

🛏 1 Bedroom
🛁 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

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