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.
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
Summary:Enjoy privacy and tropical seclusion at Poipu Crater 12, a peaceful 2-bed/2-bath retreat in a lush volcanic crater. Features split A/C throughout, vaulted ceilings, a private lanai, and free membership to Poipu Beach Athletic Club. Walk to Poipu Beach,...
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...
Honu Harmony | Pools, Golf Privileges, & More
Summary:When choosing the perfect destination for your upcoming vacation, where you’ll stay is of the highest importance. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:You want a place that can accommodate the whole group not just...
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...
Ilikai 815 City / Mountain Views 2 Double Beds, Sofa Bed
MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.This condo is a fully equipped remodel.The iconic Ilikai...
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...
Ocean Front with Spectacular View
Charming, third floor, non-smoking apartment with panoramic view from kitchen, living room and balcony. Tasteful decor and tile floors create a pleasant and warm home, with new kitchen cabinets and granite counters. You can watch whales during winter from the private...
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...
Makana Kai Hale: Oceanfront House on Famous Ali'i Drive
Located right on the water, Makana Kai, gift of the sea, has been family-owned for more than 40 years and retains the feeling of visiting a beloved and well-furnished home. The house has been renovated with a new kitchen, appliances, beds, fans, furnishings, and a...
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...
Mai Tide: New N Shore Oceanfront Studio, AC, 30 Day
Mai Tide is a beautiful North Shore Hau'ula beach guest home with 30'+ of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean waters so close you can almost touch it. Our home overlooks the sea & mountains (a rare &...
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...
Kalama Terrace P101 Renovated modern unit next to Beach
Book with us and come to Maui to explore everything we have to offer!This remodeled 1 bedroom air conditioned unit has just been renovated and is perfect for you to relax. Located near the "Triangle" famous for its restaurants, lively bars, gift shops; you'll be able to...
Kuau Surf 2.0 Maui North Shore Locally-Owned
My one bedroom apartment is very well located on the beautiful and wild north shore of Maui. It is 2 minutes walking distance to Mama’s beach, right in front of the world famous Mama's Fish House Restaurant. Hookipa Beach Park, which features great surfing and...
Ocean & Park Views from spacious Waikiki Beach Queen Studio with WiFi,AC -WG 512
You'll find bicycles, golfing, and more on site at this beach apartment. Honolulu Zoo and Queen Kapiʻolani Regional Park are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return to this 424-sq-ft apartment, you...
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...
Nani Kai Hale #301 on Sugar Beach
Welcome to Nani Kai Hale 301, a wonderful 1 bedroom 2 full bath condo right on the Pacific Ocean! Enjoy views of both Haleakala and Molokini from the comfort of the air conditioned living room. Relax and dine in the fully remodeled kitchen and living room area....
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...
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....
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
Welcome to Kona Plaza 201, a peaceful island escape perfectly situated along historic Alii Drive. This beautifully remodeled 2-bedroom, 2-bath condo offers 860 square feet of comfort and convenience, enhanced by a stunning wrap-around lanai with views of the ocean,...
Relax and enjoy this beautifully decorated, spacious top floor apartment with stunning views on three sides. Floor to ceiling sheer curtains and giant slide-open screen doors lead to lanai with perfect ocean views. Open lounge and kitchen with wooden cabinets and...
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...
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...
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, with a salt water pool! The condo is ideal for...
A Repeat Guest Favorite! Great location! FREE Parking & Wi-Fi, Pool & more!
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...
Gorgeous Beachfront Condo in Wailea with Private Lanai
*Please note Ekahi Village is a non-smoking community. Smoking is not permitted anywhere on property including patio/lanai, and all communal outdoor areas. Located in beautiful Wailea, the complex is just steps from Keawakapu Beach and walking distance to great...
Cozy 2BR/2BA Kihei Unit: Newly Renovated, King & Twin Beds, Walk to Beaches
Sunny Kihei has three Kamaole Beach Parks in a row--this one is just up from Kamaole II. The unit itself has 1 brand new king bed and 2 twin beds along with 2 bathrooms. It's been recently renovated and has quite a cozy feel! The appliances are all new also--please do...
Maui Resort Rentals: Honua Kai Konea 734 – 7th Floor Ocean & Mountain Views w/ King Size Balcony!
Konea 734 is a luxurious 7th-floor two-bedroom suite offering a private corner location and boasting gorgeous views of the Pacific Ocean and West Maui Mountains.The generous 1230 sq. ft. interior offers plenty of space to gather, reconnect, and celebrate. Each bedroom...
Studio with Kitchen, AC, Washer/Dryer, POOL, Wi-Fi, FREE Parking!
Fairway Villa #1516 – 2345 Ala Wai Blvd.You'll enjoy a pleasant Ala Wai Canal view from the lanai of your air-conditioned studio (364 sq.ft. plus balcony/lanai)! Kick back as you enjoy the sunset or enjoy the easy walk to the beach, shops, and restaurants.The Fairway...
Maui Parkshore 302: Large and open 2 bdrm Ocean View condo, sleeps 6.
Enjoy ocean views from this third-floor condo. This unit sleeps up to six (6) people with a queen bed in the master bedroom, two twins in the second bedroom and a pull out sofa bed in the living room. The living area is open to the kitchen and the balcony, creating a...
Maui Sunset Vacation Rentals B512
Located in the "B" building on the 5th floor! Ocean view, watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Large private condominium apartment at the resort...
A Jewel above the Marina - Sleeps 4 w/ Full Kitchen
Legally permitted rental - 1765 Ala Moana Blvd. #886** For your health and safety, we utilize additional Sterilization procedures between reservations.This large well-appointed newly renovated 1 bedroom condo, located on the 8th floor, has everything you need for a...
Picture Perfect Oceanfront Condo at Mana Kai Resort
Hawaii Tax ID: TA-078-732-6976-01TMK: 390040230067Beautifully remodeled two bedroom in the desirable South Kihei area! Enjoy breathtaking Oceanfront views right from your lanai, see whales and turtles as you dine and relax in your home away from home. This unit...
Home with Swimming Pool | 3 Bed, 2 Bath
Plan your getaway to this gorgeous 3-bedroom, 2 full bath single level home with stunning salt water solar heated pool, Japanese-inspired Pagoda/Gazebo and views of the ocean. Tropical inspired décor and floorplan make for clean and comfortable stay. The large primary...