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.
Discover Keauhou Paradise: Gated Neighborhood with Pool & BBQ
Enjoy beautiful Keauhou, Hawaii from the comfort of this quiet, gated neighborhood complete with a pool, hot tub, and BBQ. With close access to manta ray dives, fine dining, golf, and more, you are sure to find something nearby that strikes your fancy!When you enter...
Beachfront Bliss: Makena Surf Resort B304 - Lovely Ocean Views & Lush Landscapes
Makena Surf B304Nestled within the prestigious Makena community, Makena Surf Resort offers a luxurious and serene beachfront retreat. This gated property boasts six exclusive two- and three-story buildings, each designed to showcase sweeping views of the Pacific Ocean....
Spacious and Modern Maui Condo Steps to the Beach!
Perfect Tropical Getaway Relax and enjoy our remodeled Kahana condo.This spacious unit offers beautiful natural light, an open floor plan, lush garden and ocean views. This two level condo has been upgraded with all new appliances and furnished in casual and comfortable...
Modern Ocean View W/Lanai and A/C - Waikīkī Shore #704
Castle Waikīkī Shore #704: You’ll love all the thoughtful upgrades in this recently renovated deluxe studio unit! In addition to views of Waikīkī and the Pacific Ocean, you’ll have a furnished lanai perfect for two, a king-size bed, modern dark wood furnishings,...
Panoramic ocean front at Maalaea Bay
Island Sands 311, this 3rd-floor, 2-bedroom, 2-bathroom condo features offers a window A/C in the living area and panoramic ocean views! This property has elevators for easy access. Unit 311 can accommodate up to 6 guests. Inside the master bedroom, you will find a...
Easy Poipu Living! Lanai, Full Kitchen, WiFi, TVs+Upgraded Bath–Kiahuna 2310
Overlooking the resort’s Moir Gardens once listed among the “10 Best Cactus and Succulent Gardens in the World,” this 690sf deluxe vacation villa blends all the resort perks you expect with the homey touches you appreciate. Think plantation-era ambience with...
🏖️Exclusive Mauna Lani Resort | Private Pool | Short Walk to Beach Club | vrKCV
vrKCV - Mauna Lani 9 - Hale Maluhia, Professionally Managed by Kona Coast VacationsMauna Lani 9 - Hale Maluhia offers a unique blend of luxury and tranquility within the prestigious Mauna Lani Resort community. This 4-bedroom, 3.5-bathroom private home is located just...
Pristine Lihue Condo w/ Balcony: Walk to Beach!
Your next Hawaiian adventure awaits at this 2-bedroom, 1.5-bathroom vacation rental condo in Lihue where you can relax and enjoy a laid-back island lifestyle! As part of the Banyan Harbor Resort, you’ll have access to the community pool, barbecue deck, tennis courts,...
Serene 4th-floor 1bd garden view condo
Paki Maui 420 is a 1-bedroom, 1-bathroom penthouse condo located on the fourth floor with wonderful garden views from your lanai and floor-to-ceiling sliding glass doors, bringing natural light into the condo. This corner condo does not have air conditioning. The condo...
Beachfront resort.
This is a one bedroom unit at Hilton Hawaiian Village Lagoon Tower. Located on Waikiki's widest stretch of beach, this impressive property is nestled on 22 oceanfront acres, offering the best Waikiki resort experience. Discover the unique environment and culture of...
Waterfront Resort Escape with Shared Pool, Hot Tub, Putting Green & Tennis
Papakea Resort C204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your days strolling along the sun-kissed beaches and indulging in the long list of amenities when you book...
One Bedroom Garden View Luana Kai Resort B111
Lodging B111 is a one bedroom apartment with a king sized bed on the ground floor. B111 provides quick access from the lanai to the pool, tennis & pickleball courts, putting green, park, and ocean at Luana Kai Resort. B111 is decorated with laminate flooring. Brand new...
Private Ground Floor Plantations Condo On Kauai!
Escape to your perfect island getaway at The Plantation at Princeville, a beautifully refreshed condo on Kauai’s scenic North Shore. Recently updated with new vinyl flooring, this spacious ground-floor retreat features a private lanai, Hawaiian plantation-style...
Kihei Akahi D-608: Enjoy Partial Ocean Views from this 1 br Condo
This one-bedroom garden-view condo has beautiful ocean views in the distance. This unit sleeps up to four people with a king bed in the bedroom. The furnishings in this unit are a mixture of rattan with tropical accents. The living room has a mirrored wall creating an...
Nice Studio w/ A/C Near Kehena/Pohoiki Beaches and Lava Fields - sleeps 3
The SpaceAloha! ' Our private studio w/ A/C is a great place to stay because it is centered in between Kehena Beach & the new Pohoiki Beach and thermal ponds. It is a wonderful home base if you are coming to see black sand beaches and the lava fields , just 6 miles down...
7th floor Dreamy King bed Studio plus Futon and all modern touches
Legally permitted short term vacation rental - 2425 Kuhio Ave #701Attention to style and detail at a great location will hopefully be your thoughts too, as you enter and start to relax in this stunning remodel at The Bamboo in the heart of Waikiki. It was certainly ours...
Ground Floor Condo with WiFi, Lanai, Shared Pool, and Beach Access
Hale Kai 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise awaits at this modern, newly renovated condo. Located in a beachfront complex with ocean views, this home boasts...
Waikiki ocean view studio, easy walk to beach, shopping, restaurants
Welcome to this charming studio apartment in Waikiki. This fantastic rental offers a soothing atmosphere for guests to unwind and relax. With amenities like WiFi and AC, guests can stay connected and comfortable throughout their stay. The kitchen has most everything you...
🏖️Concierge Included | AC | Completely Updated | vrKCV
vrKCV - Kona Isle B22, Professionally Managed by Kona Coast VacationsExperience the ultimate Hawaiian getaway in this beautifully updated condo, offering modern amenities and a prime location near the ocean. Perfect for couples or small families, this condo provides the...
Oceanfront Corner - SK237 - Sullivan Properties
Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine swimmable Kahana Bay...
Great Deal for AC Private Oceanfront Penthouse Getaway On Kauai
Welcome to Pu‘u Poa — your penthouse in the sky overlooking the endless blue of the Pacific Ocean.Perched on an oceanfront bluff in the exclusive Princeville community and just steps from the renowned 1 Hotel Hanalei Bay, this top-floor, air-conditioned condo offers...
Hale Kamaole Condo w/ Shared Pool, Shared Outdoor Pool - Close to Beaches
Hale Kamaole 335Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Banyan Tree 203 - Peaceful oceanfront Kona condo
Welcome to Banyan Tree 203, an exquisite Kona oceanfront vacation rental located in the heart of Kailua Kona, Hawaii. This stunning property offers breathtaking coastline views and a serene ambiance, perfect for a relaxing getaway. With 1,166 square feet of living...
OCEANFRONT CONDOnTOTAL REMODEL 2025n 2 POOLS KONA SUNSETS nPRIVATE LANAI A/C
TOTALLY REMODELED COMPLETED January 2025!!* New Italian ceramic tile floors & showers.* Solid Bamboo Cabinetry throughout. * Complete new bathrooms and kitchen. * Quartzite countertops & Bamboo cabinetry in kitchen. * Granite and Bamboo vanities in bathrooms. * Large...
Anini Beach House - Oceanfront on Kauai's North Shore
Our Anini Beach rentals include this romantic home that fronts Anini Beach with its two-mile stretch of soft white sand and the largest living coral reef on Kauai. Near the end of the sandy road, finding a private spot on the sparsely populated beach is never a problem....
Turtle Bay Deep Blue by RedAwning
Nice, partially upgraded upstairs condo with air conditioning in the bedroom only. WiFi. Golf course view.Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf...
Nani Kai Hale #405 on Sugar Beach
Nani Kai Hale 405 is a 1 bedroom, 2 bath oceanfront Hawaiiana style condo along Sugar Beach. Enjoy your stay in this private condo with comfortable furniture and a split AC unit in each room. The open floor plan living room leads to a lanai with both ocean and Haleakala...
KK 306 Remodeled BeachFront 2BD w Ocean Views AC Pool
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Ilikai 1804 Ocean / Sunset / Marina Views King Bed, Sofa Bed
Unforgettable 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.**Recent Guest Reviews**ChrisMarch 2020Had a great stay. The room was as...
🏝️Summer Deals-Beautiful Kihei Hideaway Studio Across the Beach🏝️
This Studio has been remodeled and furnished with modern furniture for your beach getaway. You have a view of the tennis court from the lanai, while enjoying your breakfast or morning coffee. The unit comes with air conditioner to keep you cool after a day at the beach....
Maui Resort Rentals: The Whaler 315 - Remodeled Interior Courtyard Studio, Gorgeous Ocean Views!
Suite 315 at The Whaler combines a luxurious contemporary island decor and fantastic ocean views from its interior courtyard vantage point.A full modern kitchen featuring granite countertops and custom wood cabinetry offers everything you need to prepare the perfect...
Kona @ Alii Villas Oceanfront Resort Condo
Located in lovely maintained oceanfront resort complex called Alii Villas on Alii Drive, less than one mile south of downtown Kona 30 NIGHT MINIMUM!, $2400.00 per month . Oceanview swimming pool and barbeque area to relax and work on your Hawaii tan and staying cool,...
Luxury meets captivating panoramic ocean views
Welcome to Mahana 305, a a newly updated 1-bedroom, 2-bathroom condo with exquisite ocean view, beach access, and central A/C nestled along the picturesque shores of Maui. There are elevators at this property. Unit 305 can accommodate up to 4 guests. The master bedroom...
Spacious Studio on the Sunny South Side
Sunny south side studio condo with air-conditioning. This extra spacious (520 square feet) studio-style condo with lush garden view. The studio has a separate kitchen area and small dinette area, but the bed and the sofa, chair, end tables and coffee table, and TV are...
Enjoy Peaceful Ocean Views from our Na Hale O'Keauhou Villa
*** Please note the Hawaii State COVID-19 travel regulations for visitors arriving in Hawaii. For the most updated information regarding quarantine requirements and COVID pre-testing, please visit www.gohawaii.com for details ***** In recognition of the current...
Exceptional Molokai vacation condo - Steps from Hawaii's longest beach
Welcome to the island of Molokai. No traffic, no crowds, not a single stoplight, just a tropical island paradise left alone by time. This is the Hawaii of yesterday: the 'real' Hawaii. Situated ideally on the sunny west side of the island, my fully equipped and roomy 2...
Kihei Akahi Condo w/ Private W/D, Free WiFi-Beaches Await
Kihei Akahi C512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Family Retreat W/Kitchen and Lanai–Poipu Shores<br>
As the sun melts into the endless blue, the sky erupts in fiery shades of orange and pink, creating a mesmerizing oceanfront spectacle. Experience breathtaking ocean views from this spacious 2-bedroom, 2-bath condo. Perfect for families and friends, this unit...
Top-floor corner unit at oceanfront resort - steps to beachside pool & hot tub
Islander on the Beach 315Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Fantastic home away from home on Island!! Recently remodeled and new furnishings
The Maui Vista is a terrific complex that is in the best location in Kihei. Convenient walking distance to shopping, the Ono "delicious" dining, grocery stores, and the top rated Beaches on the South Shore. You will have tennis courts, pools, and BBQ areas to enjoy on...
Sugar Beach Resort 127: Ground floor 1 Br Condo only Steps to the Beach
You can't get closer to the ocean! Step off of the lanai on to the grass and take a couple of steps to the sand. This is truly an oceanfront condo. The Fully equipped kitchen is open to the living and dining areas creating a large living space. The bedroom has a king...
Kihei Garden Estates - Condo on the Beach of Maui
This Maui condo is located in the heart of Kihei Hawaii called Kihei Garden Estates, located within 300 feet of the ocean and 20 minutes from the Kahului Airport. Modern amenities, the condo is perfect for a family of 4 adults and 2 children being two stories. Includes...
Kihei Akahi Condo w/ A/C, Shared Pool-Surf, Bike, Golf, More
Kihei Akahi DG08Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Maui Resort Rentals: Honua Kai Hokulani 601 – King Kamehameha Suite! – 6th Floor Oceanfront 3BR Royal Penthouse
Never before available for vacation rental, Hokulani 601 is a jaw-dropping 6th-floor oceanfront penthouse representing the pinnacle of resort accommodations on Maui. From the moment you walk through the door of Hokulani 601, you will realize that you have found...
Beautiful Modern Remodeled Maui Banyan
Discover Maui at Maui Banyan P103 apartment, a charming 1-bed, 1-bath condo steps from Kamaole Beach Park II. Conveniently on the first floor, it hosts up to 4 guests. Relax on the lanai amidst lush greenery, stroll to the nearby beach for breathtaking views. Stay cool...
Nani Kai Hale 303 | Amazing Views, Private Balcony
The gorgeous view and amazing location will excite you at Nani Kai Hale 303, a third-floor condo featuring one bedroom, two bathrooms and spacious room for up to four guests. Enjoy the beautiful ocean view from the furnished lanai! This amazing condo is the total...
Maui Resort Rentals: The Whaler 112 - Ground Floor 1BR/2BA, Gorgeous Ocean and West Maui Mountain Views, Large Adjacent Lawn Area!
Whaler 112 is a beautiful ground floor 1BR/2BA suite featuring gorgeous views of both the tranquil Pacific Ocean and lush West Maui Mountains. Guests will enjoy an expansive 200+ sq ft lanai and a large adjacent lawn area offering convenient access to the beach and...
One Bedroom/Two Bathroom Ground Floor Condo - Kuilima Estates East
One Bedroom/Two Bathroom Ground Floor Condo Sleeps 4From the moment you drive into this gated complex you will feel the peace and tranquility of Turtle Bay. As you walk through the door of this Hawaiiana tropical style decorated one bedroom/two bathroom, ground floor...
Famous for repeat guests, parking & wifi included
Waikiki Banyan, unit1504 tower 2 offers 2 beds and a pull out sleeper sofa. The Condo is located one block from the world-famous Waikiki Beach. Only a short distance takes you to the Ala Wai golf course, restaurants, shops, Kapiolani park, Honolulu Zoo, the...
Ocean & Mountain View Studio in a Resort-Like Complex. Makaha Valley, West Oahu
Aloha,Welcome to stunning ocean views of Makaha Beach set against the backdrop of the Waianae mountain range. Waterfalls can be seen from around the building. Friendly peacocks will greet you upon arrival. Lots of sightseeing and places to explore. About 1-hour drive...