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.
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 beachfront...
🏖️Exclusive Mauna Lani Resort | Private Pool | Short Walk to Beach Club | vrKCV
vrKCV - Mauna Lani 9 - Hale Maluhia, Professionally Managed by Kona Coast VacationsWelcome to Mauna Lani 9 – Hale Maluhia, a private retreat where luxury meets tranquility in the prestigious Mauna Lani Resort community. This 4-bedroom, 3.5-bathroom home combines elegant...
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,...
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...
NP C3 Relax Recharge at Renovated OceanFront Hideaway w Pool
Napili Point C3 Spectacular & Spacious Oceanfront Condo at the Very Tip of Napili Point 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...
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...
🏖️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...
Hillside Villas 1508-2: 3BR Condo, Near Beach & Pool
Hillside Villas 1508-2 offers a peaceful retreat in Kapolei, HI, surrounded by tropical landscapes and the laid-back charm of Ko Olina Resort. This inviting two-story villa features 1,173 square feet of thoughtfully designed space, comfortably accommodating up to six...
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. With 1,166 square feet of living space, this two-bedroom, two-bathroom retreat comfortably accommodates up to four guests, making it an ideal choice for families or couples seeking a peaceful escape. Step inside to discover a beautifully...
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
Kulakane 306 Remodeled OceanFront 2Bedroom, 2Bathroom Condo with Unobstructed Ocean Views and Pool. New Split Zone AC Throughout for the Warmer Summer Nights FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your...
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...
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...
Desirable 43 Stack Unit at the Ilikai Hotel! Best Views of the Ocean
Serene Oceanfront Escape: Stunning Views and Relaxation Await!This condo is just completed renovations to upgrade the kitchen, bathroom, and flooring throughout, ensuring a beautiful and comfortable space for your vacation stay!Located in the highly desirable "43" stack...
Gorgeous Oceanfront Remodel I Sugar Beach 210
*Professional Photos of the interior including a light refresh to improve this already beautiful condo to come shortly. Take advantage of the introductory pricing of this new listing while you can!Experience beachfront living at its finest in this gorgeous, fully...
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 the...
Incredible Ocean views at this 1 bed/1 bath Royal Kahana condo
Welcome to Royal Kahana 906. Exceptional ocean views from this 9th floor condo. This spacious one bedroom can accommodate 4 people with its sofa sleeper. Keep cool year round with central AC. The fully equipped kitchen allows you to cook some of your own meals if you...
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 315 - February, March, & April Promo Rates!Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Promotional rate of $110 a night through November 24th and $130 a...
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 condo with ocean view, AC - surf, bike & golf
Sugar Beach Resort 135Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
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 the...
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...
Stunning renovated condo with partial ocean view, onsite pool - walk to beach
Mauna Kai 5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Looking for that perfect condo with a modern flair and beachy vibes? Then Mauna Kai 5 may be the ideal Kauai North Shore...
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...
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...
Dlx 2BR Oceanfront Kona Condo...Steps to the Water.nStunning Views!
Welcome to your own 2-Br Oceanfront Kona Condo...Ideally located in Kailua-Kona Town, featuring fantastic Oceanfront Views! Listen to the sound of the surf from your Spacious Lanai, and toast to another gorgeous Sunset! Sleeps up to 5 People: ideal for a family...
Kamaole Sands Condo with Garden View , walking distance to beaches and shops
One bedroom, two bath, non-smoking condo has a great location in one of Kihei's best condominium complexes., has a large pool, a child’s pool, two jacuzzis, workout facilities and free WiFi . The condo is fully furnished with all linens, complete kitchen including all...
Papakea A306 Remodeled Oceanfront Studio Tropical Getaway
Papakea A306 Stunning Remodeled Oceanfront Studio with Ocean Views at Papakea Resort in West Maui! Tropical Getaway to Relax and Recharge with Sunshine and Cool BreezesFREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
50 steps to the Ocean! Newly remodeled!
Thank you for looking at our listing! Our ground floor condo has 1 bedroom 1 bathroom and a sleeper sofa. Sleeps 4. Condo complex is oceanfront. (50 steps from our condo entrance)!!! Large enclosed private patio! This unit is immaculate and pride of ownership is evident...
10th Floor King Bed Condo Sleeps 4 Fabulous Views!
Relax in style at this beautiful, traditionally decorated 10th floor 1 King bedroom condo at The Luana Waikiki. All the modern touches you desire to thoroughly enjoy and recoup whilst surrounded by the peace and tranquility of Fort DeRussy Park.There's also a sofabed in...