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.
Direct oceanfront condo with pool & hot tub
Kona Bali Kai #211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The amazing views of the Pacific Ocean are just the beginning when you stay in this lovely condo. The full kitchen...
Hale Kamaole 205 Second floor condo, easy access to best beach on Maui!
Great Ocean View and Privacy in an Ideal Location Near the Office, Lower Pool, BBQ Area, Park, and Beach! Cal-King bed in bedroom, queen sofa sleeper in living room. New Flat Screen Televisions in living room and bedroom. Second floor end-unit near stairs and elevator...
Hale Kahanalu Cozy Apartment Steps to Poipu Beach. AC, Free Parking & Wifi
Hale Kahanalu #4, Poipu Apartment, Kauai Vacation Rental, walk to Poipu Beach Park and Brennecke's Beach.Cozy and affordable 720 square feet, 2 bedroom, 1 bath apartment unit just a 2 minute walk to Famous Poipu Beach and Brenneckes Beach. Portable AC in the living room...
Offers dramatic views of the Pacific Ocean.
Sealodge E-5 is a lovely, oceanfront condominium surrounded by lush, tropical foliage and a well manicured landscape. Its location near the edge of a bluff above the coastline offers guests dramatic views of the Pacific Ocean. Throughout the year, you may see playful...
Breathtaking Oceanfront Views from Top Floor Condo at Wailua Bay View – A Coastal Paradise!
Stunning Oceanfront View Top Floor Condo at Wailua Bay View Awaits YouPicture Perfect Oceanfront View from this top floor condo at Wailua Bay View. Enjoy the coastal view at this tastefully furnished condo. The white sand shoreline, amazing colorful sunrise and the...
Kona Bali Kai#204, DIRECT OCEANFRONT, ELEVATOR ACCESS, SPECTACULAR VIEWS
Knutson & Associates is proud to be representing Kona Bali Kai#204, an incredible DIRECT OCEANFRONT 2 bedroom, 2 bath condominium in the Kona Bali Kai Development. This spectacular property has an amazing lanai with incredible ocean breezes. Enjoy outdoor dining for 4 &...
Modern 3-Bedroom Waikiki Luxury Suite! Great for Families! Full Kitchen, Pool
Luana Waikiki #M350 – 2045 Kalakaua Ave.Your family will feel right at home in this rare, modern 3-Bedroom/1-Bath suite with full kitchen. Located on the exclusive Mezzanine level with a semi-private entrance, this condo boasts over 1,600 sqft of living space.This...
Blue Water: Oceanfront Home at Gated Kona Bay Estates
This luxury, 2-story oceanfront estate on Big Island boasts one of the best locations on the entire Kona coast. With 3 bedrooms, 3.5 bathrooms, expansive living areas, and unique amenities for up to 10 guests, you’ll truly be able to claim the island adventure of a...
Ilikai 1212 Ocean / Lagoon / King Bed, Sofa Bed
MEMORABLE OCEAN, LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful remodeled condo. Fully equipped. AC, cable, WIFI, 24/7 Security,...
Rustic Beach+Modern Décor. Luxe Condo w/WiFi, Full Kitchen – Waikīkī Shore #410
Renovated in 2015, this unbelievable one-bedroom one-bathroom suite offers serene Fort Derussy Park views from the fourth floor. Spend mornings sipping coffee or evenings enjoying a glass of wine on your furnished lanai. Cook fantastic meals in your upgraded kitchen...
Kihei Akahi C-513 | Steps to Kamaole Beach II
Welcome to Kihei Akahi C-513—your stylish island retreat on Maui’s western shore. Located just 30 minutes from OGG Airport, this beautifully appointed fifth-floor condo offers stunning ocean views and the perfect blend of comfort and convenience. The 1-bedroom,...
Escape to Paradise: Gorgeous Ocean View Property! Wake up to Waves at the Ilikai Hotel!
Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo on the 17th floor has the best views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon & Ala Wai Yacht Harbor. You won't find...
Poipu Crater 12 - Tropical Paradise - Garden/Crater View - AC
POIPU CRATER 12 AT KOLOA KAI VACATION RENTALSA Secluded Tropical Oasis in PoipuEscape to Poipu Crater 12, a charming 2-bedroom, 2-bathroom condo nestled in the lush and tropical surroundings of an ancient cinder cone crater. This unique setting offers tranquility and...
Kihei Oceanside Escape w/ Balcony - Steps to Beach
Feel right at home when you arrive at this 2-bedroom, 1-bath oasis, nestled just steps from Maui's turquoise shores! The vacation rental features access to Kihei Holiday community amenities, including a hot tub and barbecue area that's ideal for relaxing and enjoying...
Beachfront Studio on Waikiki Beach! Waikiki Shore 1014,steps from the sand!
Alohana at Waikiki Shore #1014 Waikiki Shore is the only Oahu condo directly on Waikiki Beach! We offer unique, individually appointed vacation homes with the best panoramic views of the Pacific Ocean, iconic Diamond Head, and Fort DeRussy Park.This gorgeous studio at...
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
Privately owned Studio on 4th Floor with Balcony, comfy Queen bed, Kitchenette, Free Wifi, Elevator, Heated Pool, Jacuzzi, Facing West, Non-smoking.Aloha!This charming studio condo in the "Bamboo" is perfectly located in Waikiki, just 2 blocks to the beach, where the...
Affordable ground floor studio apartment in Tower 1
Affordable Whaler on Ka'anapali Studio Condo Ground Floor Location! Studio Ground floor condo, full kitchen, open lanai. ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ Unit # 114 at the Whaler at Kaanapali, Maui.Upgraded with...
Hale Hui Kai 304 Two bedroom Two bath with AC and Ocean views
Enjoy this newly renovated home away from home, with an ocean view, in the Hale Hui Kai. This private garden condo is on the third floor of the south side of the building ...about 60 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu...
Maui Resort Rentals: Honua Kai Hokulani 619 - 6th Floor Studio w/ Full Ocean Views!
This spacious oceanview studio provides awe-inspiring views of the Pacific Ocean and Maui's neighbor island Molokai from its prime 6th-floor vantage point nestled in the Hokulani interior courtyard.Relax and reconnect in the ample living space, recently updated with new...
Maui Spacious Ocean Front: Amazing Sea Turtle Views *Island Sands 606*
Cooling breeze throughout the condo in living room and both bedrooms! This 6th story unit offers gorgeous views of the ocean, Sea Turtle sanctuary, Haleakala and peaceful Maalaea Bay that you can enjoy on your large, shady, private lanai which is accessible from the...
Beautifully remodeled condo with Maui breezes
Kahana Manor 501 is a beautifully remodeled 2-bedroom, 2-bathroom condo on the 5th-floor condo that can accommodate up to 6 guests and is accessible by an elevator. Dine inside or outside on your lanai, a great place to enjoy a meal! The condo offers ceiling fans in...
Park Lane Ala Moana Located on the ocean side of Ala Moana Shopping Center
Park Lane Ala Moana is a luxurious condominium with various entertainments for you. Park Lane presents the opportunity to experience the beauty of nature and cosmopolitan city life at its finest and most vibrant. Representing a first-of-its-kind resort experience within...
Maui Resort Rentals: Honua Kai Konea 729 - 7th Floor 3BR w/ Ocean Views from Every Room!
This exquisite three bedroom oceanview residence offers stunning views of the Pacific Ocean from its prime 7th-floor vantage point, well above the tropical foliage of the Konea Tower interior courtyard. The views are abundant throughout and even continue into all 3...
Menehune Shores #424: Completely Remodeled Ocean Front 2 bedroom condo
Completely Remodeled Ocean Front two-bedroom condo located at the Menehune Shores in Kihei creates the perfect spot for your Maui getaway. The lanai is a great place to relax and enjoy the ocean views. The beach in front of the property is great for taking morning walks...
200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI
• Pool, Hot Tub & Outdoor Kitchen • Beds: 1 King, 2 Twin • Fully airconditioned apartment• Beach Gear provided for your adventures• Tropical Oasis in the heart of Kihei, across the street from a quiet beach, perfect for sunset evening strolls• High-speed...
Luxe Life on the Ocean’s Edge w/Wraparound Lanai, Kitchen–Waikīkī Shore 500
Embrace paradise with the Pacific at your doorstep! Gorgeous ocean vistas sweep into this spacious 1,190 sq ft open-style corner suite with wrap-around lanai off the living area and master and guest bedrooms. Prepare farmer’s market fare in the full kitchen to share...
Romantic Sea Side Cottage known as "POI*13"
This romantic seaside cottage will steal your heart. Positioned in the small village of Milolii, (the LAST fishing village in Hawaii) in Captain Cook on The Big Island. Boasting superior views of the sea just a stone's throw away from the ocean. This cottage sits on 1/3...
Enchanting oceanfront condo with pool, views & high-speed WiFi
Kona Bali Kai #310Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Prepare for true oceanfront living - the stunning views from this condo's private lanai have to be seen to be...
Panoramic Ocean Views Penthouse 601
Summary:A rare 3 bedroom 3 bathroom accommodation in Waikiki....Split level floor plan offering more privacy for the group/family. Upper floor has a full bath and a table setting with a Full Size Bed. This upper floor is adjacent to the rooftop lanai.The Space:The upper...
Central location with private view deck to oceanfront park
Maui Sunset is an ocean front condo resort, Large fully equipped condo, 1 Bedroom, 2 Baths, sofa sleeper and wall bed. Sleeps 5Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Located near the pool area. Second...
Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo
6th night free! discounts applied when booked. offer good until Dec 15th, 2025.Fresh new upgrades - new king bed, new wood flooring, new TVs, kitchen appliances, window blinds, lighting, and two comfortable lanais with an outdoor lawn area. New refrigerator, stove,...
Great for Families, Washlet, W/D, Free Parking, Wi-Fi! HUGE Lanai!
Waikiki Banyan #612-T1 – 201 Ohua Ave.You'll love the beachy/Hawaiian feel of this newly renovated 6th floor 1-bedroom suite, with its 533 square feet of interior living space, plus an extra large, partial ocean view lanai! The condo features a full kitchen, in-unit...
Great studio with expansive ocean views
Paki Maui 302A does not have A/C, is a 3rd-floor studio that offers unobstructed oceanfront panoramic views of the Pacific Ocean and ceiling fans throughout. This property has elevators for easy access. Unit 302A can accommodates a maximum of 2 guests. Let the sounds of...
Come and enjoy Ocean front luxury! C203
A LITTLE ABOUT THIS CONDO...Lokelani C203 - Fantastic Deluxe ocean front unit 2 bedroom 2 full baths. Remodeled kitchen with new appliances and granite counter-tops. New King bed in the master bedroom. Master bedroom is on the ocean side. Both bedrooms are upstairs...
Maui Sunset Vacation Rentals B507
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Top floor with views of tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior. Doesn't get any better....
Private one bedroom studio with spectacular views of Sunset Beach $5k/month
The Treehouse at Sunset Beach is a one bedroom guesthouse with the most spectacular 180 degree views of the North Shore of Oahu from Velzyland to Ka'ena Point. The guesthouse is situated on 0.5 acre property that is located at the end of a gated private driveway. It is...
KOA Resort 3L Steps to the Pool! Walk to the Beach! Beautiful Pool!
Summary:Aloha and welcome to our 3 bedroom condo, your home away from home! My family and I live on Maui and we are so excited to host your vacation. Don't get stuck with a major rental company that doesn't care about your individual group. We take pride in providing...
Kona Plaza 201: Cozy Condo w/ AC, Shared Pool & Ocean Views
Enjoy the best of Kona with rates starting at $99.00. This beautifully remodeled two-bedroom two-bedroom unit in the heart of downtown Kona is a must-see. Enjoy stunning ocean and mountain views from the wrap-around lanai.Inside this lovely unit, you'll find a...
Panoramic ocean views and neighboring islands
Step inside Mahana 517, a 1-bedroom, 1-bath, 5th-floor condo that offers direct ocean views, an in-unit washer and dryer, and a central air conditioning system. This property has elevators. Unit 517 can accommodate up to 4 guests. The master bedroom features a king-size...
Mountain View with AC, WiFi, parking, short walk to beach!
Waikiki Banyan #2003-T2 – 201 Ohua Ave.You'll feel right at home in this fresh, contemporary air-conditioned one-bedroom suite (582 sqft plus lanai with table and chairs) with beautiful views of the Ko'olau Mountains! Sleeps max 4.The Waikiki Banyan is a favorite of...
Keauhou Akahi 302: Cute Condo w/ Private Lanai, Ocean & Golf Views, Shared Pool
Escape to Keauhou Akahi 302, a beautifully updated 2-bedroom, 2-bathroom ground-floor condo in the historic Keauhou area of Kailua-Kona. With serene golf course frontage, partial Pacific Ocean views, and mountain and garden vistas, this inviting retreat blends island...
AMAZING OCEAN VIEW - Kona Alii Condo KA606
TA: 015-657-3696-01TMK: 750080010054This lovely sixth floor ocean view condo in Kona Alii has an amazing view of Kailua Bay and is centrally located to all restaurants, cafes and shopping within Kailua Village. It is decorated with Hawaiian Island style. This one...
Ocean Front Napili Point C25 Great Views Turtles Whales & Sunsets from Lanai A/C
If the calendar for C25 is not available for your dates, please look at the availability for C20, VRBO#254292.Brand New ICE COLD Air Conditioning throughout the condo, just installed in October 2021.We recently made some other upgrades to the condo including new...
Newly-upgraded home with Diamond Head views - walk to Waikiki Beach
Garden Cottage Unit B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Vintage Hawaiian décor -- including lovely teak furniture and vibrant pops of color --...
Open-concept living with Hawaiian charm
Papakea B101 is a 1-bedroom, 1-bathroom condo featuring amenities such as a washer/dryer, air-conditioning and more! The condo can accommodate up to 4 guests with a Queen-size bed in the bedroom and a queen sleeper sofa in the living space. The spacious main living area...
Budget-Friendly and Air-Conditioned with Washlet and Washer/Dryer!
Waikiki Banyan #611-T2 – 201 Ohua Ave.Budget-friendly air-conditioned one-bedroom vacation rental (533 sq.ft. plus lanai with table and 2 chairs)!The Waikiki Banyan is a favorite of repeat visitors with its host of amenities including a pool, hot tubs, BBQ area, and...
Napili Bay 202 - Direct Oceanfront - NEW LISTING - $750 Free Daily Activities
Napili Bay 202 - Direct oceanfront on stunning Napili Bay beach. The Napili Bay Resort is an oceanfront low-rise complex of just 33 units with breathtaking ocean and neighbor island views. This beachfront studio was recently remodeled and is a perfect place to relax and...
Maui Resort Rentals: Honua Kai Hokulani 608 - 6th Floor 1BR w/ Partial Ocean & Mountain Views!
This beautifully appointed 1 bedroom, 1 full bathroom suite has partial ocean views and majestic mountain views. The spacious covered lanai (balcony) provides a vista of the Pacific Ocean to the west and the stunning West Maui Mountains to the east. Additionally, this...
Direct Ocean Front, 1bd/1BA Condo in Kahana Maui - Awesome Views!
Come visit our large corner oceanfront condo with fantastic views of Molokai and Lanai. You can watch spectacular sunsets and enjoy whale watching from your private lanai. Conveniently located between Kaanapali and Kapalua, the condo is ideal for celebrating that...
A Repeat Guest Favorite! Great location!
Four Paddle #702 – 2140 Kuhio Ave.Enjoy this spacious (577 sq.ft. plus lanai), air-conditioned one-bedroom condo centrally located in one of Waikiki's premier residential condominiums! 4-person max.Gourmet marketplace Dean & DeLuca is located just across the street at...