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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COMPLETELY REMODELED-WELL EQUIPPED-NEW FURNITURE-INNER COURT-LARGE LANAI-AC

Reviews (81)

Book with confidence, this newly remodeled (October 2025) 2 bedroom, 2 bathroom (1188 sq. ft) condo. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7....

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

Island Chic w/Loft! AC, Lanai, Kitchen, WiFi, Flat Screens+Laundry–Kamaole Sands 9411

Reviews (13)

Toast epic sunsets on the lanai of this modern 1,200sf suite with Pacific view. Tropical style rolls out with a spiral staircase to loft and master bedrooms, modern kitchen flowing into the open living area, laundry, ceiling fans, AC, WiFi, flat screens and DVD. Sleeps...

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

COMPLETELY REMODELED-AC THROUGHOUT-WELL EQUIPPED-METICULOUS CLEANING

Reviews (47)

Book with confidence, this nicely updated, 1 bedroom, 2 bathroom (820 sq. ft) condo at Kamaole Sands has been remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and...

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

Ma'alaea Surf Unit E3-1 BR Ground Floor Beachfront Condo, Wi-Fi, AC, Pool, TV

Reviews (52)

Ma’alaea Surf, Unit E3 is a conveniently located, beautifully appointed, expansive ground floor apartment near the large pool with fabulous ocean and sunset views. This unit features AC, Wi-Fi, TV, kitchen, 2 pools, tennis and pickleball courts, convenient parking, BBQ...

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

Exquisite Renovated Beachfront Haven - Experience Sugar Beach #329

Reviews (35)

SUGAR BEACH RESORT, #329One Bedroom / One Bath Oceanfront CondominiumWelcome to Sugar Beach Resort #329, a beautifully upgraded one-bedroom condo located in the heart of North Kihei. With koa wood flooring, modern upgrades, and panoramic oceanfront views, this condo...

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

Ma'alaea Surf Unit E4-2 BR Ground Floor Beachfront Condo, AC, Wi-Fi, Pool, TV

Reviews (52)

Ma'alaea Surf, Unit E4, is conveniently located on the ground floor, just steps away from the large pool. It was completely remodeled recently. This unit is well furnished, features a full kitchen and a second bedroom and bath. This condo features everything including...

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

"Oceanfront Oasis with Captivating Views: Royal Mauian 317 - Make Memories!

Reviews (23)

Royal Mauian #317 – Upgraded Oceanfront Retreat with Stunning Sunset ViewsRoyal Mauian #317 is a beautifully upgraded two-bedroom, two-bathroom condo offering the perfect blend of modern comfort and breathtaking oceanfront scenery. With split-duct air conditioning, a...

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

Lavish Premier Beachfront Townhouse W/ Unrivaled Views Wailea Elua 1305

Reviews (5)

Wailea Elua #1305 – Premier Oceanfront Townhouse for Elevated Maui LivingWelcome to Wailea Elua #1305, a luxury 3-bedroom, 3-bathroom oceanfront townhouse designed for travelers seeking the finest in comfort, privacy, and sophistication. Meticulously remodeled and...

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

OCEANFRONT CONDO - INCREDIBLE VIEWS! Kihei Sands Beachfront Condos-B9

Reviews (84)

Pack your favorite flip-flops & get ready for a winter filled with sun, sand, & whale tails. Maui is calling, and it's never been more inviting with our NEW LOWERED Winter rates starting November to March 2026!Are you craving PANORAMIC views from your condo & private...

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

Corner Beachfront Delight: Kihei Beach 110 Convenient Ground-Floor Haven!

Reviews (27)

Kihei Beach #110 – Ground-Floor Two-Bedroom Beachfront CondoWelcome to Kihei Beach #110, a spacious two-bedroom, two-bathroom beachfront condo with the convenience of ground-floor entry. Just steps away from Sugar Beach, Maui’s six-mile stretch of golden sand, this...

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

PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

Reviews (84)

Book With Confidence,This Gorgeous, Newly Remodeled, 3 Bedroom, 2 Bathroom Home That Has Beautiful Ocean Views, A Stunning Resort Style Backyard With A Pool Including A Waterfall, Hot tub, And Tikki Torches, And Tropical Landscaping. This Property Is A Permitted Bed And...

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

ONLY $129 ...... LUXURY CONDO SPECIAL ***TOTAL REMODEL*** Bldg 1

Reviews (96)

OCEAN VIEWBOOK WITH US TODAY! BEST REMODEL in MAUI VISTACompletely gutted with NEW EVERYTHING!!!Tigerwood Hardwood Floors, Italian Tile, Travertine, Fresh Paint, Ceiling Fans, All New Furniture, New Mattress and Box Spring, Bed Linens, Towels, Custom Cabinets, Stainless...

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

Special 1/12-3/9/25! Beachfront, 1 BR/1BA apartment. Steps away from the ocean!

Reviews (71)

Oceanfront Vacation Rental in Central Kihei Unit #4Prime Location:Situated in the heart of Kihei, this family-owned and operated vacation rental sits at the northern end of picturesque Halama Street. The property is tucked away from the large resorts and crowded tourist...

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

Beachfront Family Estate. Great for multiple families.

Reviews (154)

Beachfront Family Retreat in Central KiheiProperty Overview:Nestled in central Kihei on the northern end of picturesque Halama Street, this family-owned, legal short-term rental offers guests an unforgettable beachfront experience. The property features two unique...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 15
📍 Kihei, Hawaii

May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.

Reviews (144)

Aloha and e komo mai (welcome) to Hale Alana, your oasis in Wailea, Maui. Please contact us for seasonal discounts and special rates!Step into Hale Alana, a Polynesian-inspired home situated on a 1/2 acre tropical paradise. With three inviting bedrooms, two being...

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

Mana Kai 310 - Beautiful Ocean Front Condo at the Mana Kai

Reviews (50)

Welcome to Mana Kai 310 ... Where you can have your toes on the beach in 60 seconds. Your captivating relaxed Hawaiian vacation starts here! The ocean is your front door!This 767 foot spacious condo has two king beds plus a sofa bed and two full bathrooms. It...

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

Romantic, Luxury, Sensual Retreat - Couples Only

Reviews (201)

Welcome to The Palms at Wailea – Your Island Paradise Awaits! Located in the prestigious Wailea resort community, The Palms at Wailea condo complex stands out as one of Maui's most elegant destinations. Our 1-bedroom, 2-bathroom condo (Unit #1603) has been custom...

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

Superior 1 Bed Bright decor Part ocean view King Bed No risk of zoning change

Reviews (165)

The Kihei Akahi, opposite Kamaole II Beach Park is a fantastic property for both couples and families. Mere steps from the beach, the property features 2 pools, 2 barbeque and picnic areas, tennis courts, beautifully landscaped gardens, ample parking and onsite...

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

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

Reviews (141)

Welcome to our home, Sugar Beach 311. This is a non-smoking, professionally cleaned, recently renovated and updated one bedroom condo. It is an immaculately maintained and spacious one bedroom, third floor corner unit, with front and side views of the ocean and beach...

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

Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!

Reviews (71)

Enjoy the exclusive Wailea lifestyle in this fashionably decorated, high-end suite with incredible ocean views!!!---This gorgeous, bright and spacious 1-bedroom, 2-bathroom top floor unit offers unmatched views of the ocean and the scenic Wailea greenbelt area. This...

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

Ocean And Mountain Views

Reviews (103)

Panoramic view of the ocean and the mountains, this beautifully furnished condo has all the amenities you're looking for. This condo is just a three minute walk to Kamaole Beach 1 where you'll enjoy snorkeling, boogie boarding, paddle boarding or just relaxing in the...

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

Luxury Ocean View Condo, Recently Completely Updated!

Reviews (63)

Perfect Wailea Ekahi condominium, tastefully renovated! Ground floor center unit, #13B. Air conditioning in the living room and bedroom with state-of-the-art I-WAVE-M air filters installed in them to remove those airborne viruses. High-speed internet in the unit to help...

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

View of Maui Mt, Partial Ocean View, A/C in All Rooms, 3 min Walk to Beach

Reviews (170)

Wall to wall, ceiling to floor windows in the living room and master suite open unto private lanais which offer panoramic views of West Maui Mt and peeks of the ocean.Every room is cooled with Split System AC's with remote controls. Master suite has a King bed (single...

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

Maui Kamaole CONDO M102 TOTALLY RENOVATED

Reviews (167)

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

Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

Reviews (216)

Aloha. Have you noticed how we're constantly towards the top of Kihei and Kihei Kai Nani searches. Well, vrbo has a system of metrics they use that ranks all listings, basically putting the best units available in front of guests...and we're crushing those metrics and...

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

Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views

Reviews (173)

Aloha!Quick note: --We also own another Maui Condo & Sunriver Oregon Vacation Properties, see below for VRBO #'sWe invite you to escape to our newest place in paradise. We now have something for everyone at Kamaole Sands. We also own a 1 Bdrm/2 Bath condo at Kamaole...

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

New Luxury Remodel, Ocean End, On the Beach! 5-STAR Luxury Condo In Resort

Reviews (130)

Escape to Paradise: Mana Kai 503 – Maui’s Premier Oceanfront Luxury Condo RentalNew “Fill the Fridge” Option Now Available – Call 808 General Store located at the bottom of building 808-856-0052Immerse yourself in the ultimate Maui vacation rental at Mana Kai 503, a...

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

Enjoy Sun Rise over Volcano & Sunset over Ocean from our Lanai! BEST VIEWS!!

Reviews (130)

This completely renovated condo features:-Two bedrooms-Vaulted, bright ceiling with dimmable recessed lights-Two full baths-Loft-Over 1200 square feetLanai offers breathtaking views of Haleakala volcano and the ocean.All-inclusive rates: Free WiFi, no resort fee, no...

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

Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

Reviews (161)

On Maui's sunny south shore, is the romantic Honu’ea cottage, where quiet peaceful living is a way of life. Honu'ea (Hawksbill Turtle) is named after the endangered turtles that come and nest on the sandy shores in front of the property. Honu’ea is perfect for...

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

Lanai sunsets sooth your soul Gentle breezes kiss your skin Breathe deep - Relax

Reviews (114)

Menehune Shores is NOT subject to the recent Minatoya short term rental restrictions so your booking is safe! Maui County Mayor has recently (Dec 2025) approved removing several properties from the Short Term Rental Market (over several years) but this condo is not part...

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

Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC

Reviews (189)

WELCOME TO KIHEI GARDEN OASIS - One of only 150 legal private homes on Maui!Step inside your own tropical retreat, where lush landscaping, a private fenced yard, and serene outdoor spaces create the perfect escape. Enjoy ultra-quiet AC in every room, a secluded hot tub,...

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

LUXURIOUS ~ 1 bdrm • 2 bath • Sleeps 4 ~ BEAUTIFULLY DECORATED OCEAN FRONT CONDO

Reviews (201)

Paradise inside and out! The elegant B314 is an elevator ride up to the third floor of the Maui Sunset, where you'll enjoy breathtaking ocean views right outside your window. The warm Hawaiian shore nestles directly against the Maui Sunset greenbelt, with beautiful...

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

Villas By The Cove, Villa 2 · 1 Bedroom Beach Villa Steps to the Sand

Reviews (61)

Villa 2 at Villas By The Cove is a spacious garden view 1 bedroom Villa Suite located just steps from two of South Maui's most popular white sand beaches. Newly remodeled and conveniently located, this 600 sq. ft. single story 1 bedroom villa offers ocean views, privacy...

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

Hawaiian-style garden courtyard setting across the street from the beach!

Reviews (172)

This is an end unit on the first floor at the back of the resort complex. You can enjoy the lush gardens and tropical breezes from the spacious lanai. The newly renovated condo has a primary bedroom that includes a king size bed. The main living space contains a wall...

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

Spring Sale! Oceanfront/Ocean view condo in S. Maui,Free A/C,Wifi,Parking,Pool!

Reviews (151)

Make your trip to Maui more memorable with a stay at our 5 star condo at Luana Kai. Luana Kai is a beautiful resort with immaculate grounds in a park like setting, ocean front in sunny Kihei with no busy roads to cross to get to the ocean. Just beauty and...

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

Beachfront Unobstructed Ocean View, 3rd Floor End Unit, AC, Wi-Fi, Streaming TVs

Reviews (135)

ALOHA. Come vacation in our beautiful, newly remodeled 2BR/2BA beachfront home. Enjoy the breathtaking views of Kaho’olawe Island, Molokini Crater, the West Maui Mountains and of course the pristine Pacific Ocean and its shoreline. Sugar Beach is the longest sandy beach...

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

Stunning Remodeled 2BD/2BA Oceanview Condo

Reviews (126)

Kauhale Makai (Village by the Sea) truly embodies paradise. This newly remodeled 2-bedroom, 2-bathroom condo has been beautifully updated, boasting a brand-new kitchen complete with granite countertops and high-end appliances.The elegantly designed bedrooms and...

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

Wailea Elua Village 2502 - 2 Bedroom Ocean View Condo

Reviews (7)

Wailea Elua 2502 is a beautifully renovated vacation rental located in the prestigious Wailea region of Maui. This spacious two-bedroom, two-bathroom condo offers stunning ocean views and a serene atmosphere, making it an ideal Hawaiian getaway. The spacious condo spans...

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

Wailea Beach Villas PH301 - 3 Bedroom Ocean View Penthouse

Reviews (10)

Wailea Beach Villas Penthouse 301 offers an unparalleled vacation experience with its luxurious 2,500 square foot ocean view suite. Situated on the third floor and accessible via a private elevator, this penthouse ensures privacy and tranquility. The suite features...

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

Wailea Beach Villas PH211 - 2 Bedroom Garden View Penthouse

Reviews (8)

Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you’ve spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more relaxing entertainment options...

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

Wailea Beach Villas PH112 - 3 Bedroom Garden View Penthouse

Reviews (17)

Awaken to the sweet sounds of palm trees swaying in the tropical breeze from Wailea Beach Villas PH112. Spanning 2,500 square feet, this main level, corner villa fuses a Hawaiian vibe with warm, earthy interior tones. The wraparound lanai offers peekaboo views of the...

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

Wailea Ekolu Village 910 - 2 Bedroom Ocean View Condo

Reviews (7)

Discover the perfect Hawaiian retreat at Wailea Ekolu Village with this stunning two-bedroom, two-bathroom ocean view rental. This premium condo offers breathtaking views of the Pacific Ocean, Kaho\'olawe, and Molokini from its private lanai. Ideal for families or small...

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

Wailea Ekahi Village 29B - 2 Bedroom Ocean View Condo

Reviews (7)

This beautifully remodeled first-floor suite combines two separate condos into one expansive unit, offering a luxurious and spacious retreat over 2,100 square feet. Perfect for alfresco dining, the extended private lanai provides stunning ocean views beyond the swimming...

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

Polo Beach Club 408 - 2 Bedroom Oceanfront Condo

Reviews (16)

Polo Beach Club 408 is a stunningly renovated vacation rental that offers breathtaking ocean views, making it an ideal getaway. Guests can relax on the lanai, enjoying the sight and sound of turquoise waters gently lapping the shores of the serene Polo Beach,...

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

Polo Beach Club 206 - 2 Bedroom Oceanfront Condo

Reviews (6)

Polo Beach Club 206 is a second-floor vacation rental located in the renowned Wailea area of Maui. This condo offers a prime beachfront experience with direct access to the pristine Polo Beach directly in front of the property, making it an ideal choice for those...

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

Makena Surf F305 Beachfront Resort - 2 Bedroom Oceanfront Condo

Reviews (9)

Welcome to Makena Surf F305, your ideal vacation rental for a dream-filled island getaway! This stunning oceanfront residence, located on the third floor, is adorned with bright flowering plants and vibrant island touches that set a cheerful mood for your stay. Start...

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

Makena Surf F112 Beachfront Resort - 3 Bedroom Oceanfront Condo

Reviews (10)

Makena Surf F112 is a stunning oceanfront vacation home that offers unparalleled views of the sea from both the spacious living area and the expansive wrap-around lanai that allows for Hawaiian style indoor - outdoor living. By opening the sliding doors, guests can...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Wailea, Hawaii

Makena Surf E302 Beachfront Resort - 2 Bedroom Oceanfront Condo

Reviews (17)

Welcome to Makena Surf E302, an exquisite ocean view vacation condo that perfectly blends antique charm with modern luxury. Spanning 1,038 sq. ft., this stunning third-floor suite features two beautifully appointed bedrooms, ensuring ample space for relaxation. As you...

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

Makena Surf E103 Beachfront Resort - 2 Bedroom Oceanfront Condo

Reviews (7)

Makena Surf E103 is a stunning 1,510 square foot oceanfront vacation condo that epitomizes luxurious Hawaiian living. This first-floor residence offers an unparalleled indoor/outdoor experience with its innovative design featuring pocket doors that retract to seamlessly...

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

Discover Kamaole Sands 3-101 - Premium Ground Floor Renovation, Split AC, Wi-Fi

Reviews (39)

Step into the spirit of Maui at Kamaole Sands 3-101, a beautifully remodeled, ground-floor 1-bedroom, 2-bath retreat in sought-after Building 3. Surrounded by the resort's lush tropical gardens, this condo offers the perfect blend of privacy, tranquility, and...

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

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