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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Pam and Glyn's Maui Banyan Retreat in Sunny Kihei. Check Out Our Reviews

PLEASE NOTE: YOU ARE RENTING FROM A PRIVATE OWNER. ALL ACCESS INFORMATION WILL BE SENT TO YOU DIRECTLY FROM THE OWNERS. OUR ONLY ASSOCIATION WITH THE MAUI BANYAN RESERVATION DESK IS FOR THEM TO ISSUE PARKING PASSES AND POOL CODES, THEY DO NOT HAVE ACCESS TO OUR CONDO....

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

Maui Retreat Ekahi 50F, All YOU Need! 5% off for stays over a week!

The rest of JUNE $299 per night!Waiting for you to come and unwind. Just bring yourself, everything else is HERE! Towels, beach chairs, umbrella, boogie board, whatever you need!!!This beautiful second floor unit has an open, beautiful garden/mountain view. The vaulted...

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

Steps to the beach, come share our Maui dream.

Kihei Bay Surf is a cozy 2 story complex of 80 studio condos across the street from the beach. The complex is well kept and clean, with a great pool and jacuzzi area, complete with lounge chairs, 2 barbecues and tables, tennis court, laundry room, and plenty of parking....

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

Oceanfront Oasis - Beachfront Condo in paradise at Sugar Beach Resort

Wake up each morning to the sights and sounds of the waves gently hitting the shore as you sit on the private lanai looking at the oceanfront view. Sugar Beach Resort is a beachfront property, no roads to cross to get to the beach, just walk out of your unit and head...

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

Wailea Ekolu Village 1107 - 2 Bedroom Ocean View Condo

Wailea Ekolu 1107 is a charming ground-floor vacation rental that offers the perfect blend of convenience and stunning views of the ocean, mountains, and the island of Lana\'i. Guests can enjoy the soothing sounds of tropical birds without the disturbance of street...

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

Sweeping Ocean Views - Makena Surf Resort C-106 - Peaceful Ground Level Gem

Makena Surf C-106Nestled within the exclusive Makena community, Makena Surf Resort is a luxurious beachfront retreat offering spectacular views of the Pacific Ocean. This gated property features six carefully designed two- and three-story buildings, each strategically...

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

F207 Spectacular Ocean Views - Beautifully Renovated Condo - 2 New Pools

We are pleased to announce that Makena Surf has completely renovated the South Pool! This beautiful new space is a welcome addition to the paradise we call Makena Surf!This beautiful Makena Surf condo provides the best that Maui has to offer. High end furnishings and...

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

Sandy Beach Front Property - Family Friendly - 4 min stroll to H2O - Ocean Views

Escape to paradise to our family friendly beach front property, Wailea Ekahi Villas unit 35B. 35B is a luxurious 2-bedroom, 3-bathroom 2 story condo (nobody above you!) and only a 4-minute walk down a gentle slope to Keawakapu Beach, a mile-long stretch of pristine...

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

Direct Beachfront Spectacular Ocean Views Fully Renovated!!

Imagine the thrill of expansive direct ocean views from every room and the covered lanai! Kihei Kai 9 is the only true beachfront penthouse or top floor condominium in boutique Kihei Kai. Drift to sleep serenaded by lapping waves.This fully remodeled one bedroom pampers...

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

Ekahi 38-A Luxury and Grace Located in Sunny South Maui

The Quiet Luxury and Attention to Detail Will Give You the Sense That You Have Arrived Home. Our Unit is Air-conditioned With a Master Bedroom / Bath Suite That Includes a New Serta King Mattresss With 1000 Count Prima Linens, Fluffy Bath Towls for the Bath and a...

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

Wailea Elua Village 910 - 1 Bedroom Garden View Condo

Wailea Elua Village 910 is a stunning one-bedroom, one-bathroom vacation rental located in the exclusive Wailea community on Maui. This beautifully remodeled condo offers a luxurious retreat a short stroll to one of the best snorkeling beaches on Maui. Located on the...

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

Direct Ocean Front Property Wailea Ekahi 16A 2 Bed 2 Full Bath Ocean Views 5star

Wailea Ekahi Villas Unit 16A: 2 Bed, 2 Full Bath, Sleeps 6 (We have over 50 five-star reviews!)Book our unit with confidence! Wailea Ekahi 16A is the perfect getaway for young families or couples seeking a quiet, luxurious escape on an ocean front property in the heart...

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

Hawaiian*Elegance*FULLY REMODELED OCEANVIEW 2 Bdrm

Indulge in the epitome of Hawaiian luxury within this impeccably renovated condominium. Immerse yourself in the tasteful Hawaiian decor that effortlessly transports you to paradise. The well-appointed interior boasts high-end furnishings and comprehensive amenities for...

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

Beautiful Pacific Shores Condo 2BR, 2BA Full A/C & ready for your Maui visit!

This VRBO listing is a fully renovated and very well furnished and equipped condo located in the Pacific Shores complex in the heart of South Kihei, Maui. It is just steps away from wonderful beaches, restaurants, and shopping.The unit includes two bedrooms (each with...

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

Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D

Luxurious Tropical Retreat - Unit 31D is truly "one-of-kind"!Ideally located overlooking the lower Ekahi Village, Unit 31D provides our guests with the best of everything Maui has to offer: spectacular views, privacy and a short stroll to the beach and main pool.With...

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

Exquisite on Paradise*Fully Upgraded with Ocean Views!

This freshly renovated condo offers stunning ocean views and a large, airy lanai with comfortable outdoor seating. Pack up the cooler and head to the beach or lounge by the pool and soak up the serenity that is Kauhale Makai.This roomy condo is just steps from the...

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

Villa Moana - Beachfront Perfection

Spacious Luxury Beachfront Private Villa - 8 BR - 3,850 Sq. Ft. - Newly Built. Right on the beach in Kihei. Hosted with aloha and professionalism. Locally owned and operated. If you need more or fewer bedrooms, please send us a note and we can offer a customized rate....

🛏 8 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 18
📍 Kihei, Hawaii

Wailea Ekahi 33c Ocean View Condo - 500 Feet from the Beach!

Welcome to this Wailea Ekahi Condo (Unit 33C -LINKS TO OUR PERSONAL WEBSITE ARE LOCATED BELOW). Our one bedroom, one bath ocean view unit is located within Wailea Ekahi Village, one of South Maui's premiere oceanfront resort developments. Situated on the central...

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

NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA

Aloha! We are back on the rental market after a lengthy remodel! Enjoy beautiful ocean views while relaxing in our very spacious 2 story, 2 bedroom/2.5 bath Condo/Townhouse! Our end unit, #1702, has 1500 sq ft of living area, plus 400 sq ft of lanai/patio area. Great...

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

Kamaole Sands 1-307 - Prime Location, Stunning Renovation, Large Lanai, New AC

Kamaole Sands 1-307 is a stunning second home for the new owners. This premium unit features an end unit location with stunning ocean views across the perfectly manicured lawn of Kamaole Sands. Completely remodeled from top to bottom, this one bedroom, two-bathroom...

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

Newly remodeled 1bd with contemporary finishes

Discover the ultimate island retreat at Kamaole Beach Royale #208—a 1-bedroom, 1-bathroom oasis perfectly situated within walking distance to both the beach and Kihei's vibrant shopping centers. This unit comfortably sleeps up to 4 guests. Renovated in 2022, this...

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

Spacious lanai-Maui Vista Relax/Work/Play in this lush tropical getaway!

Book 7+ days receive 10% discount, 30+ days receive 15% discount.Perfect location! Newly remodeled 1 bedroom/1 bathroom corner unit that sleeps 4. Ideally located with ocean and mountain views. Stay in style with everything you need for work and play. Start your day...

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

Polo Beach Club 301 - 2 Bedroom Oceanfront Condo

Welcome to Polo Beach Club 301, a stunning third-floor corner residence that offers breathtaking views of Polo Beach. This spacious unit exemplifies the indoor-outdoor lifestyle that Hawaii is famous for, making it perfect for both entertaining and relaxing with friends...

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

REMODELED-OCEAN VIEWS FROM EVERY WINDOW-GREAT BEACH ACCESS-AC-WELL EQUIPPED

Book with confidence, this stunning, 2 bedroom, 2 bathroom (1033 sq. ft) condo that has been completely remodeled with beautiful modern finishes. The condo has ocean views from every window and great beach access as it is right across the street from Kamaole Beach 1....

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

KM 131 OceanFront Ground Floor Condo w Pool AC Beach

Kauhale Makai 131 Island Style Updated 1Bedroom OceanFront Condo. Ground Floor for Easy Year-Round Indoor-Outdoor Living. Tropical Getaway to Relax and Recharge FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your...

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

Island Living: Beachfront Penthouse Retreat at Sugar Beach PH#23

Sugar Beach Resort #PH23 – Island Living in a Penthouse Oceanfront CondoWelcome to Sugar Beach Resort #PH23, a beautifully appointed one-bedroom, one-bathroom penthouse condo with panoramic ocean views. Nestled along Maui’s longest stretch of sandy shoreline, this...

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

Koa Resort 5i-updated 3BR, Pool, Tennis, Hot Tub, Zoned AC, Sleeps 9, pool view

Koa Resort 5i is a rare find—an ideal retreat for families and friends seeking comfort, beauty, and the best of island life. Discover the relaxed luxury of Koa Resort 5i, a beautifully renovated 3-bedroom, 2-bath condo just steps from South Maui’s stunning beaches....

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Kihei, Hawaii

PAW 1706 Remodeled Wailea Condo w Pool AC Near Beach

Palms at Wailea 1706 Beautifully Remodeled 1Bedroom Wailea Condo with Pools, AC Throughout, Spacious Furnished Lanai, Close to White Sand Beaches, Near Dining and Shops FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...

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

AMAZING HOTEL ZONED BEACH FRONT CONDO ON SUGAR BEACH. RESERVE WITH CONFIDENCE!

Ready for a beach vacation in paradise?!? Beach front complexes on the south shore of Maui are generally not this close to the shoreline and most are apartment zoned and may be subject to recent proposals to convert to longer term housing rentals. Nani Kai Hale is hotel...

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

Brand New Luxury Maui Kamaole Condo Grd Flr D112

Mana Hale, Maui Kamaole D-112 is a totally renovated gorgeous ground floor, 1 bed 2 bath partial ocean view condo. It features a full kitchen, brand new air conditioning system, new amenities including large screen TV, Roku players, washer/dryer, workstation, and...

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

Wailea Ekolu 505 ~ Big Ocean Views ~ New Furnishings

Spectacular Ocean and Sunset Views!!A short walk or drive to Wailea’s best beaches.Newly furnished and well appointed home will provide an exceptional experience.Wailea Ekolu is peaceful and spacious development with dinning, coffee, shopping and Maui's best beaches...

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

DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.

4 Full Bedrooms & 3 Full Baths; Total 3892 S.F Beachfront Wailea: Ocean Panoramic & Outer Island Views, Penthouse K-208READ ALL OUR REVIEWS for Your Best Insights.The Wailea Beach Villas Finest Upgrades. Complete Renovation. Contemporary Sleeps Comfortably up to 8...

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

Cute Seaview Studio! Steps from Kamaole 2 Beach & Pool 🌺 Maui Banyan Resort

Relax in our cute studio apartment at the Maui Banyan Resort, just a few steps from the gentle, sandy shores. Take in glimpses of the ocean from the lanai and embrace the aloha spirit.✓ Right across the street from Kamaole Beach II✓ Kitchenette w/ microwave + fridge...

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

Ocean Views | Steps to Sandy Beach | Kam 5-205

Welcome to Kamaole Sands 5-205, a rare single-level 2-bedroom, 2-bathroom haven just steps from world-famous Kamaole Beach III. This beautifully updated vacation retreat features a spacious open floor plan with modern amenities, including a fully renovated kitchen with...

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

Aloha Villas # 4, Luxury Oceanfront Townhouse, Steps to Beach

Two-Story Comfort Upper Lanai and Private Pool AccessImagine this: stepping off the plane and into paradise at Aloha Villas, a beachfront complex in South Maui. Eha Villa, your home away from home, offers a luxurious two-story townhouse experience, perfect for families...

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

Top-Floor Mana Kai 814: Stunning Ocean Views, Sunsets, and Whale Watching!

Stay 5 Nights, Get 1 Free – More Time to RelaxEnjoy an extra night on us! Book 5 consecutive nights, and we’ll give you the 6th night free—a perfect way to extend your getaway without extra cost.Limited availability: This offer is not valid during peak travel...

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

Beautiful Stylish Condo W/ Amazing Ocean Views, Walk To World Class Beach!

***Professionally Cleaned Condo, No-Contact Check-In/Check Out***Welcome to Kamaole Beach Royale #310, located in the heart of Kihei, Maui!. Enjoy a spectacular views of the ocean, beaches and neighboring islands in this recently remodeled condo!This condo has just been...

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

Spectacular Oceanfront Home! Watch turtles from deck while relaxing in the spa!!

Located on Maui's South Shore in the heart of beautiful Makena Bay, this single story oceanfront cottage is an island paradise. Built over 60 years ago and recently remodeled, guests are provided with all the modern conveniences for an incredible vacation. We recently...

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

Palms at Wailea Villa 806 Ocean View 2BD 2BA

This two-bedroom villa boasts stunning ocean vistas and a tranquil setting within Wailea’s resort community. With a full kitchen, comfortable living space, and balcony overlooking the ocean, it’s ideal for enjoying Maui’s natural beauty. Villa 806 Ocean View 2...

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

Full Ocean View, Pool & Spa - 2B2B A/C. Last chance for dates in May.

Full Renovation.Full Air-conditioning, split system, units located in living room and both bedrooms Enjoy your early morning coffee, or afternoon mai tai's and pupu's sitting out on the lanai while watching the humpback whales breaching in the distance, as well as the...

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

Condo-walking distance to beach, food & shopping!

This elegant retreat has been completely remodeled, it’s not just a place to stay, it will become a part of your stay. Before even opening the door you're greeted with a pineapple carved into the entry way stone, a symbol of welcome and hospitality. Mountain and...

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

Captivating Ocean Views from Polo Beach Club 805! Direct beach access.

Book Your Stay and Get a $300 Gift Card!Planning a getaway? Book a stay of 5+ nights between September 24th and November 9th, and you'll receive a $300 gift card to enjoy at some of the best spots around! Choose from Cafe O Lei, Kohola Brewery, or Cool Cats to indulge...

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

Polo Beach Club 407 - 2 Bedroom Oceanfront Condo

Polo Beach Club 407 is a premier oceanfront vacation rental located in the upscale resort area of Wailea. This two-bedroom, two-bathroom condo offers guests a luxurious and comfortable stay with sweeping ocean views and direct beach access out front. If looking for the...

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

Wailea Beach Villas PH512 - 3 Bedroom Ocean View Penthouse

Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ideal for a Hawaiian dream vacation. This 2,300-square-foot home features a wrap-around lanai, providing one of the most breathtaking views in the...

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

Maui Kamaole CONDO M102 TOTALLY RENOVATED

LOCATION: MAUI KAMAOLE, South Kihei (Kamaole III Beach Area), Maui, Hawaii, USATransient Accommodation Registration ID: Fred Coombes TA-214-745-7024-01 GE-214-745-7024-01 Mary Coombes TA-043-043-6352-01 GE-043-043-6352-01(CHECK REVIEWS FROM GUESTS - VRBO)MELIA BUILDING...

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

Kamaole Villa Conditional Permit 2003/0009

Let go of life's stresses in lavish comfort in this luxurious 3 bedroom, 3 bath, 3 pool beach front home. It has the perfect blend of privacy and seclusion, yet is within walking distance of Kihei's restaurants and shopping.Enjoy sunset dinners on the lanai, beach walks...

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

Luxury Condo at Kameole Beach

Maui Banyan Resort is located a few hundred feet walk from 3 of the most famous beaches in Maui, Kameole Beach I, II, and III. Unit T106 is on the ground floor and is located at the back of the resort with garden views that appreciated for it's peace & quiet as well as...

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

Luxury Ocean View 2 bed/2bath Beautifully Remodeled; Unit #325

Relax in luxury in this 1100 sf property which has plenty of space to enjoy the views and beaches of south Maui. Quite possibly the nicest and most complete renovation in Hale Kamaole with every detail attended to in its upkeep. Upgraded AC in this modern beach style...

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

Kihei D-202-Oceanview Condo! Right Next to Dining and Shops

*Panoramic Ocean and Sunset Views*So Very Close to Dining, Shopping and Beaches*Large, Fully Equipped 1 bed, 1 bath CondoExperience the perfect Maui getaway in our stunning 1 bedroom, 1 bathroom condo at Kihei Alii Kai D202. Boasting breathtaking ocean views and...

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

New Listing! Ekahi 26B-Spacious & Family Friendly | Ground-Floor Garden Oasis

*For bookings with arrival dates during November 2025, we will donate money to the Maui Food Bank to feed a family of four this Thanksgiving*Ground-Floor Garden Oasis | 1BR/2BA Wailea Ekahi Condo | Walk to Keawakapu Beach & PoolsDiscover the perfect blend of island...

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

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