Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
You will love the spectacular views from this luxury one bedroom, tenth floor, oceanfront condominium which overlooks Maui's beautiful Kaanapali Beach. It is located in the "Lanai building" at the highly rated Mahana at Kaanapali Resort.With our unobstructed views, we...
Papakea K404 - Penthouse with Gorgeous Ocean View!
Welcome to our home at the Papakea Resort, a 13 acre oceanfront resort with a true feeling of aloha. The complex is comprised of two sets of low-rise buildings, each with its own oceanfront pool area including a spa, a covered cabana and multiple gas barbecues. The...
Spring/Summer Fill in Special 249/nt Updated Designer Condo w/ Ocean Views
Welcome to Grand Champions 79! Located in the lush Wailea resort area, this 1 bedroom/two bath villa has been completely updated with new furnishings, a plush new King sized mattress and a fresh paint job. Once you step inside the professionally designed bottom floor...
Most desirable Ocean View Location 5 min walk to beach
At Maui Kamaole enjoy Hawaiian resort living on 23 lush tropical acres featuring 2 large swimmings pools with waterfalls and hot tubs, tennis courts and bar b q’s. Unit J117 is bright, beautiful, air conditioned with a Lanai and Ocean view. The fully equipped modern...
Discover the Natural Charm of Old Hawaii. Completely Relax & Recharge Your Soul
Staying at the Guest House at River Estate feels like stepping into your own private piece of old Hawaii—peaceful, lush, and untouched. The moment you arrive, you're embraced by the surrounding gardens, the gentle sound of the river just outside, and the unmistakable...
Remodeled 1BR Kihei Condo: Ocean Views, Gourmet Kitchen, Steps to Kamaole Beach
Kihei Alii Kai 1BD/1BA Remodeled with Ocean Views - Book 5 Nights, Get the 6th night Free!Kihei Alii Kai 1BD/1BA Remodeled unit with Gorgeous Ocean Views and Maui Sunsets from the Spacious Lanai.Beautiful remodeled 1 bedroom, 1 bath fully furnished condo is ready for...
Luxury Big Island villa steps away from the best beach, sleeps 10!
Located in a prime position, within the gated, luxury enclave of Pauoa Beach, in the Big Island’s Mauna Lani Resort, the Pauoa Beach Oceanfront Villa delivers a 5-star vacation rental experience. Travelers seeking elegant surroundings, access to private Club...
Cozy Space - 1 Mi to Ocean!
Experience the best of The Big Island from this 1-bath Keaau studio! This vacation rental features a comfortable living area with lovely natural lighting, a well-equipped kitchenette, and access to the area’s most popular sites. Catch some rays at Shipman Beach /...
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
• Split A/C units• King bed• Remolded 2019• Close to swimming poolKamaole Sands unit 6-302 was fully remodeled in September 2019, this bright one bedroom, two full bathroom retreat awaits you. Enjoy views of the Pacific from your third story lanai, freshly...
Charming 2-bedroom condo with ocean views in Keauhou with WiFi, fitness room, AC
Enjoy a peaceful stay at this fabulous 2-bedroom, 2 bath condo in Keauhou. Each bedroom has it's own bathroom, king bed, and separate temperature controlled AC unit. The bathrooms are equipped with a hair dryer and bathtub. There is in-unit washer dryer, and the condo...
Premier Oceanfront Retreat in Lahaina
Experience the epitome of luxury at Kaanapali Shores 502. This beachfront residence, renovated in November 2024, offers an unmatched blend of elegance, comfort, and stunning natural beauty. Spanning over 1,500 square feet, this two-bedroom, two-bathroom sanctuary...
Oceanfront Kihei Paradise Vistas
Summary:Spacious and elegant. Completely remodeled in April 2024, no expense was spared to create our gorgeous oceanfront oasis. This one-bedroom, condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is within reach....
Mauna Lani Palm VIllas F-1 Townhome
***DISCLOSURE (7/21/21): Home is listed for sale and guests may be required to accommodate showings with 48 hours notice.We look forward to welcoming you to this never before rented slice of heaven! Palm Villas at Mauna Lani is a tropical paradise just minutes away from...
Peaceful Private En-suite on Kona Coffee Farm
Get out of the hustle and bustle of downtown Kona and into your own private paradise. This suite offers privacy, ocean views, and acreage to explore. Enjoy the beauty of coffee trees, tropical fruit and nut trees, and the sounds of nature. This property is on a quite...
Beachfront Vacation Rental with AC throughout
This beachfront home on Hanalei Bay offers 3 bedrooms, 2 baths, and air conditioning throughout. Just steps from the sand and minutes from Hanalei town, it’s the perfect beachfront Hanalei location with views of Bali Hai. The Master Suite features a king bed and en...
The Jungalow is a charming renovated bungalow minutes from Volcano National Park
The Jungalow is a charming bungalow nestled among native hapu'u tree ferns and ohi'a trees in the high rain forest. The Jungalow has been lovingly restored with attention to detail. Recent upgrades include new exterior and interior paint, new driveway and landscaping,...
Your Hawaiian vacation starts here!
Welcome to Kona Shores, a complex situated right on Alii Drive, a designated Hawai‘i Scenic Byway (Ala Loa Foot Trail). This ground-floor, end-unit condo offers easy access to Alii Drive and is just one mile from downtown Kailua-Kona, where you'll find shopping,...
Popular Ground Floor 2BR/2BA villa Ko Olina Beach Villas
*Brand new furniture! New couch, new chairs, new coffee table, new stools, new dinning table and chairs and mattresses (As of April, 2025)This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's 2nd...
Perch - Kihei Garden Estates
Discover beachside bliss in Kihei! this enchanting home captivates with its blend of cozy ambiance and unbeatable location. Steps away, discover a plethora of restaurants, shopping, dining, and coffee spots, all within walking distance. This tranquil refuge offers a...
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
Maui County Permit # STHA 2016/0006Tax ID TA and GE 170-361-2416-01NOTE: Price listed is for 1-2 guests, add $45 per person up to 4 guests maximum Considered one of the best locations in all of Hana town area, the Gold Coast of Hana. Centrally located near the best...
Heavenly Hawaiian Hideaway...Oceanfront
WELCOME TO HALE I'A U'i: YOUR HAWAIIAN PASSPORT TO PARADISEExperience the ultimate seaside escape where luxury meets the natural beauty of the Big Island.Located in Puako, a charming community with an "Old Hawaii" feel, you will find yourself transported back in time...
Charming bungalow near world class resort beaches with ocean/sunset views.
Please inquire for one or two night rentals.Hale Hapuna is your private oasis perfectly located to enjoy all the Big Island has to offer. World class beaches of Hapuna and Mauna Kea await you just 5 minutes away as well as many others lining the Kohala coast. Grab the...
KRV 1023 Experience Kapalua Maui from this 2BD condo with Spectacular Oceanviews
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
5★Resort like paradise, heated pool, ocean views, AC, peaceful gated community.
LOCATION LOCATION LOCATION!!! 3bed/3bath This tropical retreat home in the heart of Kona sits on a half acre lot surrounded by palm trees, lush green lawns and tropical flowers with gorgeous ocean and sunset views. This parcel has unobstructed ocean views and sits in...
Noiulu One – Brand New Hualalai Estate
Located in the exclusive Noi‘ulu Estates neighborhood, this brand new 6 bedroom, 6.5 bathroom custom gated estate home offers an expansive luxury residential experience highlighted by majestic ocean views. Abundant natural light accentuates modern, natural finishes...
GOLFERS DREAM - Located On The Famous Ko Olina #2 Fairway
If you are not familiar with the Ko Olina Resort, please Google 'Ko Olina', there are just too many fun things to do, too many beautiful places to see, too many great restaurants and shops to do them justice in this little ad.This condo is arguably in the best location...
Oceanfront Art Gallery, Views-O-Plenty!
Welcome to the Oceanfront Art Gallery, where stunning sea views and artistic charm create a retreat like no other. Imagine waking up to the soothing sounds of waves and spending your days exploring the beauty of Kauai's North Shore. With stylish comforts and unique...
Oceanfront Condo W Free Valet Parking & Balcony
This luxury apartment lies in the heart of Waikiki and is the perfect place to relax with friends and family. Sit on the balcony and sip a drink while watching the sun set over the horizon and the surfers ride the endless waves.The apartment comes with FREE valet...
COME & ENJOY April & May for LESS $ ~ ONE of Our BEST w HUGE OCEAN Views
Aloha future guests! Welcome to one of Platinum Maui Vacations nicest Kapalua Golf Villas!All properties in our "ohana", (family), have Hawaiian names. We call this Kapalua Golf Villa, Hale O Nani', which means 'Home of Beauty'.Such a perfect setting for up to 4...
Ka'anapali Livin' the Dream Home - Private, luxury, resort-style property!
Come stay at our newly renovated, beautifully appointed, 3000+ sq ft., 3 bedroom, 2.5 bath beach home located on the Kaanapali Kai Golf Course. A short 3-minute drive or 10-minute walk to world famous Kaanapali beach, award-winning restaurants and Whaler's Village...
HEAVENLY OCEANFRONT CONDO!!! PH22 STEPS TO THE BEACH!!!
The perfect place for a romantic honeymoon, a restful getaway, or a fun-filled family vacation. Welcome to Penthouse 22. Our top floor, ocean front condo is just steps from the sand and surf. We are a consistently A+ rated unit and have just re-decorated with new...
Tropical cottage with fresh rain water hot tub close to Volcanoes National Park
Enjoy the fresh rainwater hot tub after a long day's hike. The hot tub is drained, sanitized, and refilled with fresh triple-filtered, chemical-free rainwater between each booking. This cozy cottage is in the heart of Volcano Village with luxury features such as a...
Moani Heights Mauna Kea Resort - Free Resort Access May-September! Great House!
SPECIAL - RESORT ACCESS INCLUDED IN NIGHTLY RATE - WONDERFUL DEAL!When Laurance S.Rockefeller opened the Mauna Kea Resort in 1965, it was a new level of luxury for its hotel guests and now the guests of residential homeowners. Times have changed! At that time, Trent...
Wailea Beach Villas | PH207
Upon entering your Wailea Beach Villas PH207, you'll be captivated by the open floor plan, which seamlessly integrates a cozy living room, a quiet den with shoji screen doors, a gourmet kitchen, and a dining area. Sliding doors lead to a lanai equipped with a built-in...
Now Booking! Enjoy your next vacation in our newly remodeled condo! Pool, A/C!
New listing and availability just opened for this brand newly remodeled, stunning studio condo! Our condo is perfect for a honeymoon stay or romantic getaway with a gorgeous garden view and air conditioning! The condo features a king bed, small dining table and chairs...
Oceanfront tropical oasis in West Maui
Hale Mahina A 102 is a ground floor one-bedroom, one-bathroom unit making it convenient to unload groceries and beach equipment and does not have A/C. The master bedroom features a comfortable King size bed with bamboo sliding doors for privacy. The bathroom features a...
Beautiful Hali’i Kai 15-C, oceanfront, watch whales from your lanai
Welcome to the beautiful Kohala coast on the Big Island of Hawaii! Unit 15-C at luxurious Hali’i Kai gives you a rare front row seat with ground floor access to lush green grass over looking the beautiful Pacific. During the season, watch whales up close from your...
HONUA KAI- HK 314-1 BEDRM-1 BATH-⭐️⭐️⭐️⭐️⭐️ 67 FIVE STAR REVIEWS-OCEAN & MNT VIEWS
Aloha, Our condo (Hokulani 314) has just been newly upgraded and remodeled with new furnishings and wall art. Our beautiful one bedroom unit has a king bed and living room with a Queen sofa bed. The condo comfortably sleeps up to 4 guests and is located in the beautiful...
Spectacular Oceanfront Penthouse, AC, Sleeps 6
Luxury oceanfront penthouse in paradise!From endless deep blue of Kalapaki Bay to emerald greens of the Hokuala golf course this penthouse is the kind of paradise you’ve been dreaming of. Perched upon the Kalapaki Cliffs, this location provides the ultimate...
Oceanfront, Stunning Designer Masterpiece now Includes A/C
If you like Kauai Haven (VRBO Listing #683110), you're going to love this condo too. It is nestled within a classic Hawaiian style backdrop, resting on a bluff overlooking the spectacular Pacific Ocean. An award-winning designer, who is part of the Coastal Living...
Hawaii Oceanview Oasis: Come to Work, Play, Relax.nOn Ironman Path!
Welcome to your dream Hawaiian escape! This spacious 3-bedroom, 3-bathroom ocean-view condo offers the perfect blend of comfort and convenience, making it an ideal retreat for couples, families, remote workers, or anyone seeking a rejuvenating getaway. Enjoy the unique...
Hokulani 306 at Honua Kai ~ Upgraded Floors & Furniture with Stunning Ocean View
You'll love the ocean & mountain views from this 1240 square foot, updated third floor, two bedroom two bathroom condo. This is one of only six condos in Honua Kai that have this exact configuration and the only one with these beautiful upgrades. Hokulani 306 is so...
Banana Hale Garden Oasis Studio
Banana Hale is a lovely studio surrounded by a "luscious" garden. It's the perfect compliment to a dream vacation for a lone traveler or a couple -2 people max (adults only please). Located on the sunny side of Waimea. 12 minutes from the beach. 5 minutes to charming...
WHALE Watching & OCEAN Views! Honua Kai Penthouse- Top Floor- Remodeled June'24
West Maui is open and we are happy to host you! Honua Kai Resort is a hotel/resort zoned and you are safe from the new legislation targeting other short term rentals. Maui Paradise: Oceanfront Condo with Stunning Views and Whale Watching at Hokulani 749Welcome to...
Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****
Beachfront condominium! Watch the sunrise and sunset from the deck, whale watching from the balcony and snorkeling right in front of this recently updated property. Access to the longest sand beach on Maui. Centrally located 20 minutes from the airport, Lahaina and...
Ke Ola Kai "Sea Life"
Brand new beachfront renovation in beautiful Puako. Enjoy year-round sunsets from the private lanai and step directly onto the beach for easy access to swim, snorkel, boat or dive... Daily sightings of sea turtles (Honu) and with luck some playful whales or a monk seal....
One of Hualalai's best 3/3 - bright, spacious, amazing views, great location!
We are excited to introduce you to Ke Alaula Villa 217A at Hualalai Resort! Beautifully updated, this bright, spacious corner end unit offers exceptional privacy and ocean view, while overlooking the third and fourth fairways of the member's Ke'olu Golf Course.This 3...
Island Adventure: Minivan Rental, Contact Us
Mahalo is the Hawaiian word for thanks, and a feeling of profound gratitude is what inspired this beautiful home. From the moment you arrive at Hale Mahalo, you’ll understand why. This lovely 3-bedroom, 3-bathroom home is a tribute to the stunning beauty of its...
Oceanfront Holiday <br>
Aloha!Welcome to Hale Mahina Beach Resort , your Maui home away from home.Located between Lahaina and Kapalua, it is a short drive to many wonderful Hawaiian experiences. Beachside dining, sunset cruises, snorkeling excursions, hula shows, and championship golf courses,...
Spacious Home with Pool near Queens Bath
Centrally located in Princeville, this house has all the amenities one could wish for a fantastic stay! This is a new home built in 2022, with thoughtful consideration of accommodating guests. Every single thing in the home is new, from the bedding to the dishware! We...