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.
Oceanfront condo with pool & hot tub - ocean views & easy beach access
Papakea Resort B407Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax with the sound of waves and fluttering palm trees at this luxury condo on Maui, offering ocean views, a...
Newly updated home with pools, lanai, ocean view - walk to golf
Waikoloa Neighborhood RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find everything you need for a memorable Hawaiian getaway at this Waikoloa Village home, where you'll...
Modern 2bd ground-floor West Maui condo
Pacific Shores B106 is a beautiful 2-bedroom, 2-bathroom condo featuring cozy, ocean inspired interiors and access to fantastic amenities and can accommodate up 6 guests. Step inside to enjoy the bright and airy main living area with Hawaiian inspired decor and...
Ilikai 1236 Ocean / Lagoon / King Bed, Futon Sofa Bed
OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Parking available. No smoking room.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully...
Great condo near downtown Kona
E Komo Mai to the Kona Billfisher, where true aloha spirit awaits your arrival! Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher is walking distance to beaches, shops, restaurants, clubs, and many other great...
Spacious, oceanfront condo with loft, furnished patio, pool, & views
Mahina Surf 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself instantly at ease inside this lofted, oceanfront getaway - the perfect home away from home for a family...
Kona Makai 3102: Oceanview Condo w/ Shared Pool & Hot Tub
Welcome to Kona Makai 3102 – a ground-level ocean-view condominium in the heart of Kailua-Kona, just steps from Hon'l's Beach and a mile from the vibrant town center. This newly refreshed retreat blends modern convenience with a lush, tropical setting, making it ideal...
Quiet Beachfront Cottage
Oceanfront one bedroom duplex cottage 150 yards from a secluded beach. You will be within a short walk to the longest white sand beach in Hawaii. You will be treated to a gorgeous sunset every night either from the privacy of your own lanai or you can take the short...
Pineapple Loft - Downtown Hilo wAC
Let this inviting, Newly renovated space be your home away from home as you enjoy your stay in Hawaii! For your comfort we have AC units in the Bedrooms and Ceiling Fans in the living room and kitchen which provide a great Breeze. The location is amazing! Tucked away...
Modern Hawaiian Waikiki Studio - 2 Queen Beds - 5 min from beach
Centrally located on the Waikiki Strip within the Aqua Palms Resort, so you can book with confidence. **LEGAL short-term rental**Take a walk to the beach (5 min), fireworks at Duke Lagoon (8 min), Ala Moana Center (12 min), Hawaii Convention Center, and many...
Mtn-view resort condo with outdoor pool, hot tub, lanai, BBQ, W/D, partial AC
Plantation Hale H12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to a memorable tropical adventure when you book this splendid resort condo in Kapaʻa! This mountain-view...
Dlx Oceanview 2-Bedroom Maui Condo...Steps To The Beach!
Welcome to your Own Deluxe 2-bedroom Oceaview Maui Condo vacation getaway. We are Ideally located in West Maui...just 5 min north of Kaanapali... and just steps to the Sand! For your vacation pleasure, our deluxe Maiui property features full-service amenities,...
BMB 804 Modern Waikiki 1 Bedroom, 2 mins to Beach
Located in Honolulu, this delightful apartment is a dream. With 1 tranquil bedroom featuring a cozy queen bed, guests can unwind after a day of exploring. The bathroom offers a relaxing bathtub and a hair dryer for convenience. An additional living room space with a...
Kona By The Sea 315 - Direct ocean view
Kona by the Sea 315 is a roomy 2 bedroom 2-bath unit with all the amenities that you will need, including CENTRAL AC, full-size washer/dryer and high speed wifi. This rental requires a minimum 30-day reservation. No smoking. No pets. Free parking for one vehicle....
IC 43th Floor Studio with balcony to enjoy Mountain View
IC 43th Floor Studio with balcony to enjoy magnificent city, mountain and partial ocean views. The studio design inspired by stunning ocean waves color - aqua blue.The studio has everything you might only wish for your comfortable stay. As you step inside, there is a...
Whaler Resort Spectacular Ocean Views & Black Rock WALK To Beach!
Studio Unit 364 at The Whaler Resort on Kaanapali BeachThis fully remodeled condo is the perfect place to relax and enjoy your Maui vacation. With its spacious layout and comfortable furnishings, you'll have plenty of room to spread out and enjoy your time. The ocean...
🏖️Ocean Front | AC | Next to Honl's Beach | Walk to Town | vrKCV
vrKCV - Kona Reef A15, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef, your perfect oceanfront retreat! Located just steps from Honl's Beach, this charming complex offers stunning ocean views and unbeatable proximity to downtown Kona. Whether you're...
Oceanfront condo on second floor with pool & amazing views - walk to restaurants
Kapa'a Sands 07Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This boutique establishment is right on the ocean, enveloped in lush tropical gardens with everything you need for your...
Beachfront Resort Ground Floor AC! Steps to Beach & Pool
Paradise as you imagined it! Steps from the Swimming Pool and Sandy Beach surrounded by lush tropical gardens, in the heart of wonderful Kapa'a Town! Pono Kai Resort perfectly located within walking distance of downtown Kapa'a with its restaurants and shops, parks and...
Ocean view from the Ilikai
The Ilikai Apartment Building (same as the Hotel) is one of Oahu's most popular vacation rental condos. Built in 1964 but constantly being updated and maintained in the common areas, many people including myself cannot believe the building was built over half a century...
2 bedroom fully furnished and all included in downtown Kona with swimming pool
This condo is close to everything. 5 minute walk from the ocean.Renovated 2 bedroom apartment in the heart of Kona.You can walk everywhere.2 queen-sized beds with couch and one extra rollaway bed to accommodate up to 5 people (best suited for 4 people.) The bed linens...
1 Bedroom Ocean View Kona Reef Condo-Recent Remodel & AC Throughout - Free WiFi
Enjoy this beautifully upgraded condo with a terrific view of the ocean overlooking the pool area. This nicely decorated, modern condo has everything you could need to make you feel at home in paradise. Be sure to see the virtual video tour. The link to the video is the...
Alii Cove#U23-Beautiful Spacious 2 bedroom with Loft as Third Bedroom & Ac!
Escape to paradise at Ali'i Cove U23! This exquisite vacation rental offers a minimum 30-night stay, ensuring ample time to soak in all the beauty and tranquility this stunning island retreat has to offer.Nestled in a quiet complex, this top-floor unit boasts...
Hale Kamaole 268 Second floor condo, easy access to best beach on Maui!
Two bedroom Ocean, garden and mountain View. This unit master bedroom has two twin beds, downstairs bedroom has queen bed which was purchased in Jan 2018. Living room has comfy rattan sitting chairs and couch with queen hide-a-bed. Remodeled kitchen and bathroom...
Ocean & Golf View Loft-Condo with WiFi, Lanai, Grill, Full Kitchen, Pool/Spa
Keauhou Punahele B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting top-floor views of the ocean and golf course, this dreamy, loft condo is your ticket to Hawaiian...
Wavecrest Resort A309
Wavecrest A309Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is a deluxe, top-of-the-line, one-bedroom, oceanfront condo located on the third-floor of the A building closest to...
2bd with Loft Space Near Ocean Sunset Views ACQ23
TA: 048-815-9744-01TMK: 750180080096Alii Cove is a gated community walking distance to anything you need including Honl's beach, which is right across the street. This 2-story 2 bedroom, 2 bath unit comes with high-speed Wi-Fi, cable TV, Air Conditioning, and a loft...
New Listing! Keauhou Punahele 2 BR/2BA, Great View
Stunning 2BR/2BA Condo with Ocean and Golf Course Views and Resort Amenities – Keauhou Punahele Welcome to your peaceful island retreat at Keauhou Punahele A203! This beautifully updated 2-bedroom, 2-bathroom condo is in exceptional condition, thoughtfully furnished,...
🏖️Ocean Front | AC | Concierge Included | Walk to Kona Town! | vrKCV
vrKCV - Kona Reef D37, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef D37, an oceanfront retreat just a short walk from charming downtown Kona. This top-floor condo offers breathtaking, unobstructed views of the ocean, with sights of Spinner...
Kamaole Beach 1BR/Ocean View & AC/2 Pools & Tennis, Full Kitchen, Walk to Dining
Condo, 1 Bedroom, Sleeps 4 with a pullout sofa bed, 1 Bath, Fully Equipped Kitchen, Lanai with Ocean View just steps from the BeachSet in beautifully landscaped Hale Kamaole complex, Unit 232 features a private lanai with beautiful ocean views across from Kamaole Beach...
Beautiful condo with fabulous ocean views
Enjoy a relaxing and peaceful breakfast on the lanai, overlooking the golf course and the ocean, sip a cocktail in the hot tub, or go for a swim in the pool. This one bedroom condo sleeps five in comfort, and is the perfect place from which to explore the Big Island,...
Hale Maluhia at Poipu Kai By Parrish Kauai - luxury home w/ private pool courtya
This luxury Kauai vacation rental is set on the coveted greenbelt in the center of Poipu Kai and overlooks Shipwreck Beach. Hale Maluhia at Poipu Kai blends indoor and outdoor elements into a unique island life experience with custom made furniture, local art and...
Brand New Turtle Bay - Modern Condo
**Just renovated in October 2022! Enjoy an unmatched location at Turtle Bay West with this one-bedroom North Shore Oahu vacation rental. The apartment has golf course views and is walking distance to the beach. A perfect corner unit great for privacy! The condo looks...
Ocean views with amazing sunsets!
Discover our top-floor 2-bedroom, 2-bathroom condo located at Waikoloa Villas in Waikoloa Village. This unit offers breathtaking ocean views with stunning sunsets and overlooks the Waikoloa Village golf course. Enjoy a short drive to the island’s best beaches at...
Maui Kamaole I111: One bedroom Ground floor condo, sleeps 4. Within walking
Ground floor condo with one (1) bedroom and two (2) bathrooms. There is a king bed in the bedroom and a full bathroom ensuite and a pull-out sofa bed in the living room, which allows this condo to accommodate up to four (4) people. The kitchen features a new stainless...
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Recently updated with fresh paint and new luxury vinyl flooring. New photos coming soon!!!Waikomo Stream Villas is a quaint little resort located between the Kukuiula Shopping Center and Koloa Landing in the heart of Poipu.It has the old Hawaiiana feel, with lush...
Bright & open condo with pools, full kitchen - nearby beautiful, restored beach
Kauai Kailani 319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sunny and open, this very inviting third-floor condo is ready to welcome you to the island of Kauai! Start your days...
2 bedroom spacious house (upstairs unit) in the heart of Hilo town
Conveniently located home in the center of Hilo town, quiet, safe street with great neighbors. Within walking distance to shops and restaurants. Upstairs spacious unit with 2 bedrooms, one with a new king bed and the other with a new queen bed, large bathroom with tub,...
Charming studio with pool, lanai, grill & hot tub - close to the beach
Kihei Bay Surf 236Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the beautiful island of Maui! Have your dream Hawaiian vacation here in this quaint and cozy...
Stylish Oasis w/ Great Ocean and Diamond Head Views + Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Private Home with Pool in Secure Gated Community on Kona Country Club Fairway
Enjoy the beautiful, panoramic ocean views and tropical landscaping in this private home. Located in the prestigious Keauhou Estates community, gated for security with 24 hour guard service. This home sits at a comfortable elevation of 700 feet. Spend hours on the...
Maui Resort Rentals: Kaanapali Alii 345 – Luxuriously Remodeled 2BR Oceanfront Gem, Year-Round Sunsets w/ Sweeping Pacific Ocean, Lanai, and Molokai Views!
As one of the highly sought-after 2 bedroom oceanfront residences at the Kaanapali Alii resort, residence 345 delivers the finest in modern luxury resort living.This elegantly remodeled 2 bedroom residence delivers sweeping ocean views from Lanai to Molokai and beyond....
Quiet cul-de-sac house near Volcanoes National Park & golf - snowbird-friendly
Volcano CottageOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This cozy vacation rental, located at the end of a quiet street, will make your trip to the island of Hawaiʻi...
Oceanfront MK213 - Maui Vacation Rental Condo in Quiet Resort-Great View!
** Summer 2025 Discount Rate - Book now! **Ma’alaea Kai # 213 is a charming oceanfront condo located in the tranquil and picturesque town of Ma’alaea, Maui. The condo boasts a comfortable queen-sized bed in the bedroom and a cozy sofa sleeper in the living room,...
Beachfront Resort : WorldMark Kapaa Shore : 2 BR
Welcome to The Garden Isle, Kauai! Breathe in these beautiful, lush lands and dive into paradise at 𝐖𝐨𝐫𝐥𝐝𝐌𝐚𝐫𝐤 𝐊𝐚𝐩𝐚𝐚 𝐒𝐡𝐨𝐫𝐞. The resort is surrounded by breathtaking natural sights like beaches, mountains,...
MRR Presents Kaanapali Ali'i 225 - Expansive 2BR Interior Corner Remodel w/ Partial Ocean Views!
Beautifully remodeled, suite 225 boasts an expansive 1800 sq ft of living area from its highly sought-after interior courtyard corner location. Enjoy partial Pacific Ocean views, as well as views of the lush Ali'i courtyard and pool area, and Maui's neighbor island...
PRIVATE&PEACEFUL - Unit in Lush, Tropical Complex
BRAND NEW, INDIVIDUALLY CONTROLLED, STATE OF THE ART SPLIT A/C THROUGHOUT.This modern and updated garden view 635 square foot unit is equipped with its own private lanai with lush tropical foliage right outside that adds to the peacefulness of this tucked-away ground...
Hale Kamaole 270 provides an ideal spot for all sorts of Maui fun!
The perfect spot for beach front activities or just enjoying the beautiful ocean view. Whale watch from the lanai while enjoying your morning coffee, take a swim in one of the two pools or play a game of tennis. Hale Kamaole 270 provides an ideal spot for all sorts of...
Ilikai 1329 Amazing Ocean, Sunset & Marina Views, 2 Queen Beds
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Stunning Ocean Views at Waikiki Beach. Fully equipped and clean. AC, cable, WIFI,...
4th Floor Condo with Direct Ocean View in Sunny Poipu!
Expansive Ocean Views and Unforgettable Sunsets AwaitPerched on the fourth floor of the coveted Sunset Kahili complex, this modern oceanview condo offers front-row seats to Kaua‘i’s legendary sunsets and the soothing sound of the waves. Wake up to panoramic views of...