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.
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...
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...
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...
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...
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...
Family luxury villa w/Pool Hilo — 5 min from the beach!
4 Bed, 4 Bath, sleeps 8, with a poo/ spa and next to secret beach 5 minute walk. Nice Views of Pacific Ocean, Mauna Kea or just relax with this amazing property in the sunny beach area of Hilo. Peaceful Hawaiian hideaway with plenty of room, ocean views, and privacy!...
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...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 2-102, Oceanfront
Oceanfront Location Expansive Ocean Views Ground-Floor 2-BR /2-BA Condo with Kitchen Kitchen & Washer/Dryer Private Oceanfront Lanai Oceanfront Master Bedroom • Great Oceanfront Location• Pool, Cabana & BBQs• 3 Lighted Tennis Courts• Tropical Gardens &...
Fantastic Views & SnorkelingnHonokeana Cove #112
Welcome to Unit 112!You'll be on the beach in no time! About 15 minutes north of Lahaina in the Napili area. Just finished painting the entire unit. New bed as less than a year old and just added AC so you can sleep in air conditioned comfort (not usually needed, but...
Grand Champion Villa: Luxury Stay, Pool, Fast WiFi
Summary:🏖 Prime Location – Walk to beaches & top dining 🛏️ King Suite + Sofa Bed – Comfort & space for all 🌅 Private Lanai – Relax with poolside views 🍳 Fully-Equipped Kitchen – Cook with ease 📺 82” & 65” Smart TVs + High-Speed Wi-Fi 🌬...
Tropical Seaside Gem with Shared Pool, Hot Tub, & Easy Beach Access
Keauhou Punahele B101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Leave the stress of the rat race behind and slip into island time at this Kailua-Kona retreat. Offering...
Aloha Condos, Ilikai Marina, Condo 786, Oceanfront, AC
Ilikai Marina Condo 786 is a fantastic accommodation in a superb location, offering a stunning view of the marina. Guests praise the cleanliness, well-equipped kitchen, and convenient access to beaches, restaurants, and shopping. The condo comes with thoughtful...
Amazing top-floor condo w/ private lanai, pool, hot tub, tennis court, & gym
Shores at Waikoloa 337Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your days exploring the amazing Big Island of Hawaii and come home to relax in this elegant...
Comfy Studio w/Lanai, Kitchenette, Washer/Dryer, Free WiFi–Waikīkī Shore #1415
"This beach-ready, newly remodeled, deluxe studio boasts a prime location and authentic Waikīkī aesthetic. The unit comes with a kitchenette with full-size refrigerator, oven and four burner stoves—perfect for preparing easy and convenient meals. The unit has...
Pono Kai B109, Beautiful Oceanfront, AC, Walk to Town, Sunrise View
Pool Area Closure: January 6 to January 31, 2026. The Kapaa Pool is less than a mile from the resort and Lydgate Beach ponds for swimming and snorkeling is 3.4 miles South of the resort. Discounts are automatically applied for these dates.Pono Kai Resort B109, Kapa'a...
Sunrise Hale: Oceanfront 3rd Floor Condo with Stunning Sunrise Views & Private Lanai at Kaha Lani!
Welcome to Sunrise Hale, your oceanfront sanctuary perched on the third floor of Kaha Lani along Kauai's stunning Royal Coconut Coast. Overlooking the famous Ke Ala Hele Makalae coastal path, this serene escape offers uninterrupted ocean views and front-row seats to...
Kahana Village #21 Beach Front Luxury
Watch the sun set between the islands of Lanai and Molokai from this beach front unit. Two walls of mirror in the living room, one featuring an artist's etching of sea life, capture the coast line in both directions. Marble and granite bathrooms have native Hawaiian...
Ocean View, Ground-Floor Condo w/ Lanai, WiFi, Shared Pool - Walk to Beach
Kepuhi Beach Resort #1182Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This ground-floor condo, located in the middle of the villas complex at Kepuhi Beach Resort, provides...