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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Awesome Panoramic Ocean Views - Best Beaches - Great Location - Nicely Equipped

Reviews (161)

Enjoy panoramic ocean views and stunning Maui sunsets from your lanai. We think our unit really is something special. Located at the end of the hallway, away from the elevators and other foot traffic .... this quiet one bedroom unit, located in Bldg. D, is the perfect...

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

Shores of Maui - Ocean View with pool

Reviews (123)

Unit #208 has a direct view of South Maui's best beginner surfing beach (COVE PARK ). Overlooking the pool/ hot tub. Incredible views from this second floor condo watching surfers at Cove Park. Enjoy spectacular sunsets and whale watching.Split, central AC with AC in...

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

PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA

Reviews (29)

For travelers seeking luxury and an escape from life in the resort town of Wailea, this complex is one of the most exclusive sanctuaries. The newly renovated 1536 square foot condo is a spectacular beachfront vacation rental with panoramic ocean views and extensive...

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

Breathtaking Sunsets; Upscale Furnishings, Gorgeous Lawns For Kids + You To Play

Reviews (48)

Just renovated ! Gorgeous Master bath! 1 bedroom, 2 bathroom ground floor condo that sleeps 4. Fully equipped kitchen, outdoor lanai, 2 televisions, in-unit laundry, wireless internet, sofa bed. Unit is approximately 700 square feet. This is an ocean-front property with...

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

Gorgeous Wailea Elua 2Bd+2Ba 1st Floor, Ocean View Paradise Condominium #2301

Reviews (53)

Wailea Elua Village #2301 is a premier vacation condominium located in Elua Village which is directly on the sugar sand of Ulua beach in Wailea. This impressive vacation condominium is constantly in high demand with new living room furniture and lanai furniture -...

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

PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!

Reviews (186)

"Kihei Oasis On Maui” is a LEAGALLY permitted vacation rental home located in Kihei, Maui, and not included as a property in Maui County's phase out bill. Permit #STKM 20130014. Please know that you can book this legal, permitted home and will not have you booking...

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

25% discount now to mid July. Fab Kihei Condo-Across from beach, A/C, Pickleball

Reviews (94)

Our unit is in Building 9. As we vacation often in our condo, we have furnished it to represent our home away from home. Central air has been installed with units in the living room and both bedrooms. Each room can be controlled to enjoy wonderful, noiseless air...

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

Just Steps to Kamaole III Beach!!!

Reviews (130)

AWESOME QUALITY! FABULOUS VALUE! PERFECT QUIET LOCATION! FREE PARKING! NO RESORT FEES!Our condo offers casual elegance in sunny south Kihei with a warm and inviting atmosphere, guaranteed to provide the ideal setting for fun and relaxation. The spacious private lanai...

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

Maui Vista Complex, right across beautiful Charley Young Beach!

Reviews (10)

Locally owned and operated 🤙🏻Clean, private, updated, one-bedroom condo perfect for couples and families. Condo has additional queen size Murphy bed. Located in Kihei on the leeward, sunny side of Maui. Great for snorkeling, swimming and scuba diving; right across the...

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

Royal Mauian - Remodeled 2 bed/ 2 bath gr floor - Tri-zone A/ C Early Nov Avail

Reviews (175)

This beautifully decorated 2 bedroom, 2 bath ground floor condominium home underwent a complete renovation. New thermal aluminum windows that will keep the home quiet and cool. Tri-zone air conditioning system with a thermostat in each room so all Guests will be...

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

Remodeled 1 BR Garden View Maui Kamaole Condo - Short Walk to Beach

Reviews (108)

Our ground floor unit is located in the Melia "M" Cluster, and is among the newest and most private buildings in the Maui Kamaole complex. We extensively remodeled our condominium, including - new tile floors throughout; new tiled, walk-in showers; new cabinets/vanities...

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

Beautiful Top Floor Oceanfront #611 with A/C!

Reviews (140)

Paradise found! Unit #611 occupies the prime location at the Royal Mauian. It is on the top floor and centrally located in the building. This incredible vantage point provides gorgeous panoramic views of the ocean, beaches, mountains, and neighboring islands. At this...

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

"ALOHA" Ocean View Maui Kamaole Condo in South Maui

Reviews (83)

With an incredible OCEAN FRONT view, G-212 is a light and bright elegantly upgraded condo across the street from Kamaole Beach Park III. Maui Kamaole's sweeping green lawn and lush tropical gardens rise up from South Kihei Road on Kihei's southern border with Wailea....

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

'The Aloha Spirit ' Relaxing Retreat

Reviews (40)

We have remodeled our spacious one bedroom condo with amenities to be our home away from home. We invite you to make it yours while you enjoy the finest beaches and sunny weather of Kihei. Keep in touch with free wireless internet.Perfect for two people featuring a...

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

Sugar Beach Maui! Direct Ocean Front! Best View! Best Value! Penthouse!

Reviews (36)

Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!Best views! Best kitchen! Best bed in the price range! If you are looking for the best view in Maui direct ocean front with central air! This is it! Updated & upgraded gorgeous granite kitchen! The super bowl...

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

Wailea Ekahi 54C: Best View & New Kitchen

Reviews (38)

Our Family owns 2 - Two bedroom units above and below each other in Ekahi Village. This is perfect for large Family vacations or groups of friends traveling together. Be together, but still enjoy your own comfortable bedroom and bathroom. VIEWS: Ocean views from nearly...

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

Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D

Reviews (45)

As you wake up in the morning, take in the beautiful view with the cool ocean breeze. Sit on the balcony with a refreshing drink as you appreciate the magical Maui sunsets. Vaulted ceilings. Granite countertops. Spacious bathrooms. Open concept. Large glass sliding...

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

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Reviews (94)

Our Eco Friendly home is conveniently located near Maui’s most beautiful beaches. Minutes away from Wailea Beach, Keawakapu Beach, Kamaole Beach III and the famous Big Beach. Also, sitting at the base of Haleakala you will have opportunities to adventure to incredible...

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

Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach

Reviews (54)

Ekahi Ocean Studio is a studio perfectly located in the lower village of Wailea Ekahi (#8C), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat....

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

Your Maui vacation home - beautiful oceanview Maui Kamaole I-103

Reviews (78)

NO STAIRS, INSIDE OR OUTWelcome to our beautiful oceanview Maui Kamaole I-103 condo. This is a large 1040 sq ft 1-bed 2-bathroom ground-floor condo with NO STAIRS. The bedroom boasts a comfortable king-sized bed and blackout blinds, the large livingroom a queen-sized...

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

Beachfront Mana Kai Maui Unit #502

Reviews (49)

Summary:Premium ocean front condo with the best location (2nd unit from the ocean end of building), on the best beach, and the best part of Maui - the Mana Kai. Located at the north end of Keawakapu Beach, you've got a mile long beach and some of the safest swimming and...

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

'Best Vacation Ever' Say Our Guests! Special May Rates

Reviews (92)

You will love this luxurious, air conditioned, two bedroom, two bath, 1300 square foot Villa! Fully furnished, with its own spacious, private dining lanai, this unit was completely remodeled in 2020. It is immaculate, impeccably maintained and cleaned to the highest...

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

Charming Oceanfront retreat- Steps from the Beach, 2BR/2BA Polo Beach Club 308

Reviews (85)

For those looking for a peaceful, comfortable home base on Maui with true beachfront access. Just steps away, you can enjoy wonderful swimming and snorkeling- no roads to cross, no long walks. From our lanai, you might spot whales in the winter, turtles passing by, and...

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

14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!

Reviews (123)

Wailea Ekahi #14D is an Ocean View condominium in Wailea Ekahi's acclaimed Lower Village. There are amazing panoramic ocean views from this condominium home! You will feel like you are on top of the world as you look out from the second floor onto the Greenbelt and over...

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

Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

Reviews (88)

The Maui Meadows Guesthouse Property is 3/4 mile from (8) premier beaches and features: (4) Bedroom, (5) Bath one story 2700 sq ft house, Proximity to beaches, activities, golf, shopping, restaurants and bars, Air conditioning, 65" TV screen with Streaming TV with NFL...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Wailea, Hawaii

Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach Front

Reviews (159)

Premier Hosts! - Book with confidence - Sugar Beach is zoned as a Resort and won't be subject to any legislation that might change its usage.Unit #323, one of the nicest one bedroom oceanfront condos at Sugar Beach Resort, located on the 3rd floor of the Mill...

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

No stairs inside or out! Beautifully remodeled Palms at Wailea 503

Reviews (104)

NO STAIRS INSIDE OR OUT!Welcome to Palms at Wailea 503, your beautifully remodeled sanctuary in paradise! This is a two-bedroom two-bathroom condo in the prestigious Wailea Resort area. One of only three condos at the Palms at Wailea complex with NO STAIRS inside or...

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

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

Reviews (159)

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

1 Bed/2 Bath Condo with Sensational Ocean View

Reviews (94)

Welcome to paradise at Maui Kamaole's J115. The breathtaking view from our condo will entice you to stay here. You'll want to return because it's a clean, quiet, well-appointed, well-equipped retreat with plenty of extras. You'll love the gentle trade winds that sneak...

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

Makena Surf C-107: Premier Luxury Condo • Local Art • 2 New Pools • Pickleball

Reviews (90)

Located in a hotel-zoned area, our condo won't be banned by Bill 9. Vacation rentals will remain completely legal here—no worries for your stay!PLEASE NOTE THAT THE SECOND BEDROOM CAN BE CONFIGURED WITH EITHER A KING BED OR 2 XL TWIN BEDSMAKENA SURF C107A Premier Home...

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

Maui Oceanfront Penthouse 3br/3b in Makena Surf with Spectacular Views

Reviews (119)

Note that the neighbor's lanais will be remodeled in late April 2026 through July 2026. There will be some noise impact but can't say how much at this point. Contact Susan if you want more information.Welcome to Makena Surf F-302. This private 3-bedroom, 3-bath...

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

May DEALS! Partial Ocean View Condo with pool - just steps from the beach.

Reviews (60)

**Stay with us while they continue the repair efforts on the far end of the building & some of the beachfront from the Feb 2025 storm.**Easy beach access is still available, giving our guests access to 5 miles of beach right in front of our property. Guest favorites –...

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

Oceanfront, Million-Dollar-View, Newly renovated! B421

Reviews (191)

THE VIEWS DON'T GET ANY BETTER THAN THIS! True Oceanfront with a panoramic view of the Pacific Ocean, the island of Lana'i, the West Maui Mountains and Maalea Harbor. Spectacular sunsets and swaying palm trees. Great Whale watching (December through April). ** Private...

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

Beachfront Paradise! Updated, Fresh and Ready for your tropical getaway.

Reviews (95)

Need more Info? Not sure of Dates? Got Questions? Click "Ask Owner a Question" link on the right. We are here to help!***This property is guaranteed Maui-approved (zoned) for short-term rental and is NOT subject to the ongoing controversy of attempts to limit short term...

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

On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.

Reviews (193)

NEWLY Remodeled, You'll appreciate the Quality and Attention to Detail. Kihei Sands is a Direct Beachfront complex and from your front door you are just steps away to Maui's world famous white sand SUGAR BEACH. 5 miles long, Sugar Beach is Hawaii State's longest beach....

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

Stunning Views from only double lanai Penthouse unit.

Reviews (258)

Fresh, remodeled one bedroom, best unit in the building!This double lanai, dual view top floor penthouse is absolutely over the top!NOTE: You may have heard about Maui banning some vacation rentals. The County Council is voting to ban 7,000 units (out of the 14,000...

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

Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C. 2nd Floor Unobstructed View

Reviews (187)

LUXURY OCEANFRONT condominium on the SECOND floor (Unit #212) is 30 feet from the ocean at the CENTER of Royal Mauian Resort allowing you to enjoy the 180 degree panoramic UNOBSTRUCTED CENTRE ocean view of the Pacific Ocean. A few steps from the Royal Mauian complex are...

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

Newly remodeled corner unit w/ large patio -Wailea Treasure awaits you!

Reviews (91)

In sunny Wailea, a short stroll to some of south Maui's most incredible sand beaches, you will find our WAILEA TREASURE! Close proximity to all of the great Wailea amenities like world class resorts, golf, tennis and shopping. We offer a recently remodeled (down to the...

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

Location Location! Ekahi 32C! Designer Remodel 2bdrm $400 Remaining SpringSummer

Reviews (91)

Wailea Ekahi Unit 32C is a beautiful vacation condominium in the prestigious area of Wailea, known as the 'sunny side' of Maui. It is located on the greenbelt, just across from one of Ekahi Village's four private pools and a very short stroll to the beach and pool...

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

Kihei Akahi D614 -Top Floor/Panoramic view-Hotel zone- Full A/C Owner managed

Reviews (74)

Kihei Akahi D 614 is a top floor condo across from Kamaole II Beach Park with views of the ocean and outer islands of Molokini, Kahoolawe, and Lanai, renovated and fully stocked with everything you could need for a complete tropical vacation. ELECTRONIC KEYLESS ENTRY...

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

Beautiful Kihei Condo on the Water with best prices

Reviews (101)

Unit B105 in sunny Kihei, is a ground floor walk in condo with a large lanai. Located at the ocean end of building B, in The Waiohuli Beach Hale property. WBH is a small two level peaceful uncrowded complex with lush tropical landscaped gardens, waterfalls, and a 60' x...

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

Nice Large Floor Plan / Pool View Unit B-201

Reviews (155)

Aloha and welcome to our little piece of paradise! You'll know your vacation has started the moment you step through the front door of this spacious 1048 square-foot/2 bedroom/2 bath condo. The bright Hawaiian fabrics, bamboo and sea grass furniture, and classic...

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

Wailea Ekahi 14F - Best Views - 3 Minutes Walk to Beach

Reviews (81)

"Comfortable luxury with a magnificent view," wrote a recent guest. Wailea Ekahi 14F is an upper-floor 2-bedroom 2-bath condo. Situated in a quiet tropical garden setting in the center of Wailea Ekahi Village, far from road and pool noise, with one of the three "quiet"...

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

KR405-Beautifully Remodeled Beachfront Condo with Park and White Sand Beach!

Reviews (64)

Beachfront Kealia #405 is a remarkable vacation rental that has recently undergone an impressive renovation. Upon entering, you are welcomed by a beautifully designed space featuring travertine tile flooring in the living area and bamboo in the bedroom. The kitchen is a...

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

5D - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!

Reviews (125)

Hawaii Tax ID: W66713090-01 Oceanfront complex, one-bedroom, two-bath, 2nd floor corner unit. This unit was offered as a rental beginning in 2016. SEE OUR MANY REVIEWSQuiet location. NO TRAFFIC NOISE (you are in paradise there should be none), very close to beach and...

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

Amazing oceanfront! Updated, convenient, quiet. Book now for your choice in 2025

Reviews (112)

Completely remodeled! Our full condo remodel was completed just a few years ago, and we would love to share all the new comforts and conveniences with you. Of course, the third floor, 180º spectacular ocean view hasn't changed. Our condo now offers 2 bedrooms with...

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

Tropical Garden View at a Beach Front Property-Kihei Kai Unit 21

Reviews (2)

Condo #21 is a garden view unit located on the upper level. Enjoy the surrounding tropical foliage as you relax on the lanai. The kitchen has been beautifully remodeled and fully equipped with modern appliances, dishes and cookware. This condo will sleep 4 comfortably...

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

Palms at Wailea Spectacular Ocean Views with Exceptional Star Rating

Reviews (35)

Aloha and welcome to our retreat in Wailea, Maui, the heart of paradise. Your Hawaiian vacation will be nothing short of spectacular when you stay in Unit 1510, Palms of Wailea ocean view condo. There are many reasons our guests consider our luxurious, world-class...

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

Maui Banyan Remodeled Top Floor - Steps to Beach and Shopping

Reviews (116)

The Maui Banyan complex has always been HOTEL-zoned (not apartment zoned).This stylishly remodeled top floor unit (with elevator) has a well-equipped modern kitchen with granite counters, remodeled bathrooms, flat screen TV in living room and bedroom, and double-wide...

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

Rainbow Deluxe - 2 BR/2 BA Cottage - Simply Wonderful!

Reviews (71)

'RAINBOW DELUXE' is a 700 square foot standout 2 bedroom / 2 bath fully licensed vacation home conveniently located in Maui Meadows, along the south shore of Maui, Hawaii. Our luxury Polynesian pole cottage sits on its own quarter acre, ideally nestled in a peaceful...

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

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