Home Vacation Rentals By Owner In Paia, HI

Showing 20 Of 66 Vacation Rentals
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Exceptional(3)

$2879.61

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Private Vacation Home

Lani Paradise Oceanfront Retreat with Private Pool

Paia, Hawaii, United States

Discover paradise with a private pool, surrounded by natural oceanfront scenery. Revel in the charm of this tastefully decorated 4-bedroom, two-story Villa and romantic 2-bedroom Cottage overlooking Maui's North Shore.brbrThis exclusive property offers private waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a 3 minute walk away. Conveniently located near the historic Paia Town's boutique shops and restaurants, it provides easy access to the area's hiking trails, surf spots, and pristine white sand beach for an unforgettable retreat.brbrWithin a short distance, you'll discover sandy beaches perfect for sunbathing and swimming, and nearby world-class surf, windsurf, and kiteboarding spots. The location is also conveniently close to numerous attractions like the awe-inspiring Haleakala crater, the captivating road to Hana, enchanting rainforest hikes, and cascading waterfalls.brbrThe villa boasts awe-inspiring 180-degree ocean views from a wrap-around deck and private grassy lawn, complemented by a wet bar, a fully-equipped kitchen with granite countertops and stainless steel appliances, including a 6-burner gas stove and oven. Four bedrooms with plush California king mattresses and two bathrooms across the first and second stories ensure a restful stay. Additionally, two bedrooms are furnished with flat-screen TVs. The villa comfortably accommodates up to 8 guests.brbrThe charming cottage features high open-beam ceilings, two bedrooms, a fully-equipped kitchenette, and amenities like internet/WIFI, a Master bedroom with a King Size Bed and Roku TV, and an additional bedroom with a queen size bed, offering a cozy retreat for up to 4 guests.brbrOutside, the private pool area beckons with inviting lounge chairs, tables, and seating, while the property provides beach and pool accessories, along with beach towels. Stay connected with the provided Internet/WIFI and enjoy a 30-foot private grass front lawn complete with a seating area and a gas BBQ grill. Laundry facilities are available, and ample onsite parking is provided.brbrWithin our property, you'll discover a charming grassy lawn that overlooks the mesmerizing ocean view, complete with six comfortable lounge chairs and two outdoor BBQs to enhance your experience. The pool area offers four more lounge chairs and two tables, each paired with two chairs for your utmost relaxation. To add to your enjoyment, we gladly offer beach chairs and pool toys for you to borrow at your convenience.brbrPlease be aware that the property is situated along a cliff's edge with rocky ocean views below, making swimming in this area not recommended. The edge does not have a fence, so families with young children should take this into consideration when booking.brbrHowever, just a short 4-minute walk away, you'll find the delightful Tavares Bay, a sandy beach perfect for swimming and abundant with turtles, making it an ideal spot for families. Please exercise caution when walking from the property to this beach as it involves crossing a main road.brbrMaximum occupancy is 2 persons (over the age of 2 years old) per bedroom.brbrPERMIT# STPH 20160002brbrWe provide the initial supplies for your convenience.
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Exceptional(8)

$791.42

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Apartment

Kuau Hale Makai- North Shore Maui - Steps to the beach!

Paia, Hawaii, United States

You can't beat the location: Kuau Makai is just a few steps away from Mama's Beach in a quaint and quiet neighborhood where it is still a pleasure to walk about. The house is on 2 levels: there are 2 bedrooms and 1 bathroom downstairs and another bedroom with bathroom attached upstairs. Gourmet kitchen, dining and living room are also upstairs and so is the lanai with a partial ocean view, perfect to sit in the evenings just shooting the breeze.brOutdoors the house is surrounded by a tropical yard with a hot/cold water outdoor shower, a BBQ and laundry area in the back . Kuau Makai is the perfect setting for a family or a group of friends. Children and adults alike will love watching small fish in the tide pools at Mama' s Beach as well as turtles swimming in the bay. brIn 5 minutes you can drive to Ho'okipa Beach Park and watch world-class windsurfers and kite surfers. Even if you are not into water sports it's an amazing spectacle, not to be missed! If you are into water sports, you can surf from the neighborhood beach (intermediate or expert), windsurf, wing surf, SUP, etc. brbrMama's Fish House is definitely an experience to be had at least once when on Maui! in the town of Paia, less than a mile from the house, you will find several small restaurants and boutiques and get your groceries at one of best natural food stores on the island, Mana Foods.brbrWe have beautiful trade winds and ceiling fans, but no AC.brbrA weekly mid-stay clean is mandatory for stays of 2 weeks or longerbrbrParking space off street for 2 cars.
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Exceptional(10)

$1246.48

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Private Vacation Home

#1 Family & Windsurf Friendly Private Sandy Beachfront Home on North Shore

Paia, Hawaii, United States

brTAT 199-207-5264-01,GE199-207-5264-01 Lawful Transient Vacation Rental Use 10/30/2009brbrNEW UPDATE!!- newly remodeled Kitchen with all new appliances including: Double Oven, Wine Fridge, Breakfast bar overlooking the ocean- ahhhh!! brNew bathrooms, deck furniture and Gas BBQ.brBOOK EARLY!!!brbrHALE OLA is an original island-style 4 Bedroom/3 bathroom beach house with beautiful panoramic views of the West Maui's and Kanaha Beach Park. The 2 acre beachfront property—well known on the North Shore as 'Honey Bun's'—features swaying palms, grassy lawns, and your own sandy beach cove with a private windsurf & SUP launch. Enjoy perfect side shore trades or watch the action from your ocean-front Jacuzzi. Spacious living and dining areas open onto a covered outdoor lanai with gas BBQs and entertaining area. Hale Ola is an excellent vacation home for those looking for an affordable yet private beach house!brbrbrWindsurfing: Fabulous windsurfing on Maui's North Shore right at your doorstep!brJacuzzi- relax in the jacuzzi at the end of a long Sports day and watch the sunset.brbrPaia Town: The trendy Paia Town is just 3 miles down the road for great dining, boutique shopping and amazing art.brbrFamilies: A great kid friendly property with a huge grassy lawn area and sandy cove beach that the kids will love!brbrTAT # W7465085101 Lawful Transient Vacation Rental Use 10/30/2009br
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Exceptional(27)

$1623.81

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Private Vacation Home

North Shore in a quaint neighborhood so close to the beach.

Paia, Hawaii, United States

Hale Makai was named top 10 Dream Maui vacation rentals by “Conde Nast Traveler Magazine” in 2024brbrYou can't beat the location: Kuau Makai is just a few steps away from Mama's Beach in a quaint and quiet neighborhood where it is still a pleasure to walk about. The house is on 2 levels: there are 4 bedrooms and 2 bathroom downstairs and 2 more rooms, both King size with bathroom attached on the second story. Gourmet kitchen, dining and living room and a 1/2 bathroom are also upstairs and so is the lanai with a partial ocean view, perfect to sit in the evenings just shooting the breeze. Outdoors the house is surrounded by a tropical yard with a hot/cold water outdoor shower, a BBQ and laundry area, with 2 washer/dryer sets, in the back . Hale Makai is the perfect setting for a reunion of a large family or a group of friends. Children and adults alike will love watching small fish in the tide pools at Mama' s Beach as well as turtles swimming in the bay. brbrIn 5 minutes you can drive to Ho'okipa Beach Park and watch world-class windsurfers and kite surfers. Even if you are not into water sports it's an amazing spectacle, not to be missed! If you are into water sports, you can surf from the neighborhood beach (intermediate or expert), windsurf, wing surf, SUP, etc. brbrMama's Fish House is definitely an experience to be had at least once when on Maui! in the town of Paia, less than a mile from the house, you will find several small restaurants and boutiques and get your groceries at one of best natural food stores on the island, Mana Foods.brbrWe have beautiful trade winds and ceiling fans, but no AC.brbrA weekly mid-stay clean is mandatory for stays of 2 weeks or longerbrbrParking space off street for 4 cars.br
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$833.52

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Private Vacation Home

IDEALLY LOCATED, FABULOUS HALE NANEA Beach House- AC

Paia, Hawaii, United States

HI Tax ID-W01462890-02brMAUI PROPOSED VACATION RENTAL BAN WILL NOT GO INTO EFFECT UNTIL 2030 IN THE UNLIKELY EVENT IT PASSES- YOUR BOOKING IS SAFE!! brbr31 Kaiholo place, nestled behind the famous Mama's Fish House(please make reservations before you arrive).brbrThis home has 3 bedrooms, 2 full baths, living room, dining room, dining area, fully equipped kitchen, washer/dryer, covered lanai, well- appointed with a grill and seating for 8 and a lovely Maui style bamboo outdoor shower. The master bedroom is attached to the main house but has it's own private entrance and bathroom for great separation of space and added privacy. There is no access to ther third bedroom from main house. The house features plenty of fans to compliment the breezy trade winds and air conditioning throughout for those balmy summer evenings. brbrPaia Town, home to Paia Bay and Baldwin Beach, is only 1 mile away. Paia is full of award-winning boutique shopping and great restaurants including; Flatbread Company, Milagros, Cafe Des Amis, Charlies-live music venue and many more. brbrWe are a very short quiet walk to Mama's Beach and tide pools. Snorkel gear is provided for our guests to view colorful creatures of the tide pools and swim with the turtles. Please do not touch or feed these beautiful protected creatures known to Hawaiian's as Honu. Beach chairs, bodyboards and beach towels. brbrbrKuau General Store, a short walk away offers a variety from the coffee bar, deli sandwiches to local favorites like Poke and all the yummy healthy raw foods you want. brbrLong romantic beach walks and a calm water swimming can be enjoyed at nearby Baldwin & Baby beach just past Paia town. Maui's renowned Twin Falls and Bamboo Forest hikes are only 15-25 minute drive East on the road to Hana. Bonus..You are only 2 hours away from pristine Hana!brbrHale Nanea offers vacationers of all types the perfect home to enjoy the relaxed tropical vibe of Maui's North Shore. So, what are you waiting for Maui is calling you.. ALOHA
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$1238.0

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Private Vacation Home

Private Pool & Tennis Court - Views Of MTN Close to OceannAsk for free Massage

Paia, Hawaii, United States

Kunea Place rests on three-quarters of an acre of beautifully landscaped property, with a private pool and tennis court access. The home sleeps eight guests and has four bedrooms, four bathrooms, a living room, a large renovated and fully equipped kitchen, indoor/outdoor dining areas and barbeque. brbrAll of the rooms at Kunea face out over the pool, tennis court and the lush landscaped property. There are also views of the West Maui Mountains and the ocean in the background. The property has ample amenities and gardens. Activities include swimming, tennis, croquet, . Or you can choose to just practice your golf swing, throw the football around or simply lie by the pool under the palm trees. brWE HAVE A 100 day CANCELATION POLICY THAT IS REFUNDABLE IF WE CAN REBOOK. brbrbrAdditional Location InformationbrMinutes from Baby Beach, Paia, Kanaha, Sugar Cove, Kahului. In terms of location you cannot find anything better. Kunea Place is a three-minute walk to Baby Beach and minutes away from gorgeous and accessible beaches for surfing and windsurfing. A four-minute drive (or a 20-minute walk along the beach) takes you into Paia, which as you may know is a fantastic original plantation village. Today it's a very cool surfer town filled with restaurants, boutiques, yoga studios, and the best health food store on Maui. When you decide to dine out you can enjoy any one of the delicious nearby restaurants. We have a 100 day cancellation Because the home sleeps 8 if we re-book we refund the funds. brWe are going to offer a free massage from the best on Maui for all new bookings of 5 days or more and she will be available for added people who want more at her cost listed in the welcome folder. Mahalo
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Exceptional(112)

$305.68

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Cottage

Plantation Style cottage short walk to beach and town nPermit STPH2013/0004

Paia, Hawaii, United States

br Nestled on Baldwin Avenue, this two bedroom cottage provides convenient and comfortable air conditioned accommodations, comfy queen sized beds and a/c units in each bedroom, with the amenities of Historic Paia Town and Paia Bay just a 5 to 10 minute walk away. Baldwin and Baby Beach just beyond and all areas of the island within easy driving distance. Ho'okipa and Kanaha are short drives in either direction. The cottage offers a fenced and gated yard area, shared with my one bedroom cottage (VRBO#457533) private parking, coastal style decor, fully equipped kitchen, ample space for your surf/windsurf gear, laundry area, and an outdoor covered lanai set up for island style dining. Beach chairs and beach towels are provided. Paia is a reflection of its history as a booming sugar cane plantation town with its old plantation style wooden buildings still intact. This quaint little beach town has an array of fine specialty shops, boutiques, surf shops, antique stores, bakeries, and even an old fashioned tattoo parlor. Award wining restaurants offer everything the discerning diner could want from casual bites, to the full service internationally renowned seafood of Mama's Fish House. Mana Foods, the legendary hip little grocery store built on local, organic principals is five minutes walk. They have a great prepared food bar, including soup and salad. Your hosts have lived on the North Shore for many years. They are both active members of the North Shore community and can provide access to resources and hidden treasures that are simply unavailable to regular tourists. Whether you want to charge the winter surf at Ho'okipa, meander through the Upcountry meadows, explore the idyllic waterfalls of East Maui or indulge your tropical golfing fantasies, your hosts will ensure you have the local know-how to get the most out of your trip.Getting Around Paia is the perfect starting place for day trips around the island. A car is necessary if you plan on sightseeing. We do have a bus that takes you to locations around the island but you will miss some of the islands most popular attractions. The Maui Bus stop is about a 10 minute walk from the property. If you want to try something different from the resort and touristy part of the Island, this is it! brbr Please note that due to Maui County regulations, no more than 4 people can occupy this cottage. Not available I have a 1 bedroom cottage next door, (max 2 people) VRBO/457533. or if you have a large group looking for a 3 bedroom, think about combining my 1 and 2 bedrooms for a great family holiday (max 6 people). STPH 2013/0004 brTax ID #TAT-080-639-5904-01 TMK:260070110002
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Exceptional(60)

$346.5

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Private Vacation Home

Hale Nihi - Paia, Maui

Paia, Hawaii, United States

Welina mai kakou! E kipa mai ia makou e 'ike i ka nani o Pa'ia..brGreetings to us all. Visit us to witness the beauty of Pa'ia...brbrWelcome to Hale Nihi Bed & Breakfast. We are located on Maui’s North Shore, on Baldwin Avenue in Historic Paia Town. Staying here at Hale Nihi B&B, you will enjoy the convenience of being within walking distance to shops, restaurants, bars, and cafes, with access to post office, bank services, and yoga studios, while also having the opportunity to visit sites such as the Great Paia Peace Stupa (recently visited by His Holiness the 14th Dalai Lama in April 2007) and the world-renowned surf spot, Ho’okipa Beach Park, along with some of Maui’s most beautiful sandy beaches.brbrMaui’s North Shore offers something for everyone! Whether you are seeking the steady warm trade winds for windsurfing and kite surfing, the consistent ocean swells generated by storms far to the North of the Hawaiian Islands, relaxed times soaking up the warm sun on a quiet beach with calm waters or simply driving around exploring the many diverse micro climates ranging from tropical lush rain forests with natural waterfalls to the cool moon-like landscape found at the summit of Haleakala, Hale Nihi B&B offers a convenient central location as your base.brbrPaia has a rich history as a former sugar plantation town. Evidence of its history can still be seen today, as remnants of the Old Paia Sugar Mill still stands in the distance and sugar cane is still being grown in clear view. Staying at Hale Nihi offers you a glimpse into Paia’s history with vast and expansive views of green fields as far as the eye can see with the jagged ridges and peaks of the West Maui Mountains as its backdrop.brbrThe 'Sunrise' unit is located in the heart of Paia Town. Located within walking distance to Paia Town, Hookipa Beach, Paia Bay, Shops, Restaurants, Bars, Mana Foods, Post Office, Beauty salons, Yoga, and the unique people of Paia!! Each unit is completely furnished with Queen bed, complete cooking facilities, FREE Wi-Fi, access to 24-hour movies, on site laundry, on site parking, relaxing private lanai's, fenced yard with picnic & BBQ area.brbrCheck-in: 4:00pmbrCheck-out: 11:00ambrbrCounty of Maui Bed and Breakfast Permit No. BBPH: 2009/0011brGET No.: GE-199-795-5072-01brTAT No.: TA-199-795-5072-01brbrKeywords: Paia, Maui, Hawaii, B&B, Vacation rental
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Exceptional(50)

$1187.12

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Private Vacation Home

Oceanfront: Large Private Beach House - Maui North Shore

Paia, Hawaii, United States

TAT 199-207-5264-01,GE199-207-5264-01 Lawful Transient Vacation Rental Use 10/30/2009brHale Ola is an original island-style beach house, recently remodeled, with beautiful panoramic views of the West Maui mountains and Kanaha Beach Park. The two acre property - well known on the North Shore as Honeybun's - features swaying palms, grassy lawns, and your own sandy beach cove with a private windsurf launch. Enjoy perfect north shore trades or watch the action from your ocean-front Jacuzzi. The new, spacious living and dining areas open onto a covered outdoor lanai with gas BBQs and entertaining area. The remodeled kitchen features all new appliances, a new wine fridge, and larger windows. A new indoor laundry room has been added. Hale Ola is an excellent vacation home for those looking for an affordable yet private beach house! brbrLocated in Spreckelsville on the North Shore of Maui. Just 3 minutes drive to Paia Town and 10 minutes to Kahului and Kahului airport. Kihei and Wailea on the South Shore is a 30-45 minute drive, and Lahaina and Kaanapali on the westside is a 30-45 minute drive. brbrOther beaches nearby: 5-minute drive to Kanaha beach park, 2-minute drive to Baldwin/Baby Beach, 5-minutes to Tavares Bay and Ho'okipa Beach Park. brbrKeywords: Windsurfing, Oceanfront, beach house, private home, vacation rental, sleeps 8, Paia, Kanaha, Baldwin Beach, Ho'okipa, 2 acres, beachfront, Honeybun, Sprecklesville, Maui North Shore
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Exceptional(3)

$191.13

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Mobile Home

Embark on a journey through Maui with Aloha Glamp

Paia, Hawaii, United States

Maui is one of the most beautiful and breathtaking islands on Earth.Explore the magic of Maui in style and comfort with our premium 4x4 Jeep equipped with a rooftop tent, enabling you to seamlessly transition from one thrilling adventure to another while indulging in glamorous Glamping under the stars. Our rugged 4x4 Jeep allows you to venture off the beaten path, unlocking hidden treasures and scenic spots that traditional vehicles can't reach. Experience the true spirit of exploration as you navigate Maui's diverse terrain effortlessly. Elevate your camping experience with our state-of-the-art rooftop tent. Set up camp within minutes, enjoying the convenience of a cozy, elevated sleeping space complete with comfortable bedding. Experience the thrill of falling asleep to the sound of gentle waves or rustling palm leaves. Discover Maui's beauty from various perspectives by camping in different sites across the island. Wake up to panoramic ocean views, lush rainforests, or volcanic landscapes, ensuring every morning is a new adventure. Embrace the glamping lifestyle with our curated amenities. Indulge in creature comforts such as plush bedding, and portable outdoor kitchen, portable shower, creating a luxurious atmosphere amidst nature's wonders. With our quick and easy camp setup, you can spend less time assembling tents and more time immersing yourself in Maui's incredible activities. Maximize your daylight hours exploring waterfalls, snorkeling in vibrant coral reefs, or hiking to breathtaking viewpoints. Our fully equipped Maui Jeep and camp rentals come with the following gear at no additional cost: 1 Coleman Camp Stove 1 Cooler 2 Sets Of Camp “Mess Kits” (plates, cups, silverware, bowls) 1 Set of Essential Cooking Utensils (tongs, wine opener, cutting boards, knives, Shower 1 Set of Clean Bedding + 2 Pillows 2 Towels.
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Exceptional(160)

$399.38

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Apartment

Quaint Paia Beach House with Ocean Views! Cold AC! Walk to town/beach!

Paia, Hawaii, United States

FULLY PERMITTED BY MAUI COUNTYbrSTPH 2013-0026brTA-073-017-7536-01, TA-134-951-1168-01brAttention, the State of Hawaii is considering an increase of Transient Accommodation Taxes of 0.75% for all 2026 reservations. Confirmed reservations will see an invoice adjustment when the new tax law is signed by the Governor.brbrIce-cold Mistubishi Split A/C units added 5/17. New entry door added 4/17.brbrThis listing is for the upstairs Bay View unit. The upstairs unit is the primary rental and has the ocean view and the highest level of finish. A new added deck facing the ocean is the perfect place to watch the sunset every evcening. The upstairs has 1 bedroom and 1 bathroom. The upstairs unit is accessed by an exterior stairway.brbrHighly desirable Paia location. Half lot back from the ocean. Tucked away yet very near town center.brbrMaui County vacation rental operating permit: STPH 2013/0026. brbrPaia Bay Suites is a two-story cottage built in 1987 and renovated in 2013. It is comprised of two separate suites, but only the upstairs is rented out as a vacation rental.brbrThe upstairs is 528 sf with 1 bedroom, 1 full bathroom, kitchen and living/dining area, sleeps two guests. The Bay View Suite is accessed by an outside stairway.brbrThe Bay View Suite features simple furnishings in keeping with a beach cottage atmosphere. It has a new Queen-sized bed in the bedroom, a fully remodeled full-size bathroom with walk-in shower, and a fully remodeled kitchen and a living/dining area. brbrThere is a beautiful 8,500 square foot fenced yard and outdoor patio area. This yard will be shared with the downstairs unit which will be occupied by one retired person.brbrParking is ample, off-street and fenced.brbrThere is an outdoor shower for washing off sand from the beach, etc.brbrMore details:brbrPaia Bay Suites is a new vacation rental offering in one of Paia’s most desirable locations. It sits on Loio Place, a side street which is oceanside of the highway yet is just a short stroll from the heart of Paia Town. It’s a great location for guests wanting to be close to Paia Town and the ocean.brbrPaia Town is an eclectic town with a mix of locals, surfers, New Agers, evangelical Christians, hippies, monied people, working folks, artists, snowbirds, Buddhists, and more. It was a rough plantation town that is now transitioning into Maui’s hippest beach town destination.brbrThe property consists of a two-story cottage on a large fenced lot close to the ocean of Paia Bay (it is not oceanfront).brbr(Beware of unlicensed vacation rentals. Maui County is preparing enforcement operations against unlicensed operators which may include closures with limited warning to travelers. Paia Bay Suites is fully licensed and your booking with us is secure.)
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$258.91

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Condo

Beach Escape Near Mama’s Fish House – Perfect for Surfers & Windsurfers

Paia, Hawaii, United States

Discover your ideal Maui retreat just moments from the world-renowned Mama’s Fish House. This inviting one-bedroom condo has a queen size comfy mattress along with a comfy sleeper sofa—sleeps up to 4 guests and puts you right in the heart of Maui’s legendary North Shore.brbrPerfectly located for ocean lovers, you’re just minutes from Ho‘okipa Beach Park, one of the world’s top windsurfing and surfing spots. Whether you're chasing waves or simply soaking up the views, this spot offers unbeatable access to Maui’s coastal magic.brbrThe condo is bright, comfortable, and fully equipped—ideal for relaxing after a day in the sun. It is located on the third floor, and there is no elevator.brbrIndoor Featuresbr- 1 bedroom/1 Bathbr- Queen bed br- Sleeper Sofa in living roombr- Full kitchenbr- Wifibr- Ceiling Fansbr- Beach towels, beach chairs, umbrella, coolerbrbrOutdoor Featuresbr- Short walk to the beachbr- Lush, tropical settingbr- Free parking on-sitebr- Washer and dryer located in separate building (coin or app)brbrAreabr- 2 minutes to Mama’s Fish Housebr- 5 minutes to Ho‘okipa Beach Parkbr- Close to Paia town shops and restaurantsbr- 20 minutes to OGG airportbrbrHawaii Life Rentals is a locally owned, licensed real estate company with rentals on Kauai, Maui, Oahu, and Hawaii. We offer on-island personal assistance and Concierge services.brbrRates do not include taxes, cleaning and applicable fees.brbrFor bookings made on Hawaii Life and third party booking websites: Guests must sign a rental contract within 48 hours of booking to confirm the reservation.brbrTA-042-277-6832-01
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