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.
KRL N102 2BD Condo on Kaanapali Golf Course w Pool
Kaanapali Royal N102 Amazing Views; Walk to Kaanapali Beach and Whaler Village 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,...
Romantic, Luxury Maui Getaway with Ocean View - Couples Only
Welcome to The Palms at Wailea – Your Island Paradise Awaits!Nestled in the prestigious Wailea resort community, The Palms at Wailea condo complex is one of Maui's most elegant destinations. Our 1-bedroom, 2-bathroom condo (Unit #1304) has been custom remodeled,...
Luxe 1BD Condo w/ Ocean Views @ Maui Banyan Resort
Relax in our pristine 1-bedroom condo at the Maui Banyan Resort, just a few steps from the gentle, sandy shores. Take in glimpses of the ocean from the lanai and embrace the aloha spirit.✓ Right across the street from Kamaole Beach II✓ King bed + 1 Queen pullout...
2026 - Award winning beach! Studio and 1 bedroom Ocean Views! Endless sunsets!
If you know your dates I can book as soon as the booking window opens - time stamp guarantees best views! Inquire about the sister property, Westin Nanea, also. I have one bedroom or two bedroom.Rated one of the best beaches in the world, this beachfront resort is...
Wailea Ekahi Village 11C - 2 Bedroom Garden View Condo
Wailea Ekahi 11C is an ideal Hawaiian retreat for friends or families traveling together. Each of the two bedrooms in this spacious condo feature a private lanai and en suite bathroom. Many guests return to this condo year after year for its close proximity to the pool...
Hidden gem at North Shore Turtle Bay - Kuilima Estates East
Enjoy our quiet condo at the renown Kuilima East Estates property (Turtle Bay). Our recently renovated rental sleeps two and gives our visitors a respite from the hustle of Honolulu, and access to a host of amenities: short walk to the beach, BBQ areas, pool access and...
Closest 1-Bedroom to the Beach at Kaanapali Shores
Welcome to Kaanapali Shores Unit 105, arguably the most desirable 1-bedroom on the property; just 65 steps to the beach. In an effort to offer peace of mind during these difficult times, we have purchased an electrostatic sprayer; the same device being used in hospitals...
Nihilani Family Condo 11C, Impeccably Decorated, Close to Pool
Three bedrooms with 1 King bed, 2 Queen beds, 3 full bathrooms, 2 lanai spaces, washer and dryer in unit, 2 car garage, upgrades throughout, beautifully decorated, close to resort amenities.Wow! You will not be disappointed in this great Nihilani condo! Decorated...
Maui Resort Rentals: Hokulani 405 – 4th Floor, Closest 2BR Column to the Beach, Gorgeous Ocean Views!
Located in the closest two bedroom stack to the ocean at the entire resort, Hokulani 405 boasts gorgeous views of the turquoise-hued Pacific and lush interior courtyard. Treat yourself to a getaway surrounded by the luxury of newly upgraded modern mahogany wood...
Freshly Renovated Corner Studio With View of the Ocean
Welcome to our tastefully renovated and decorated Kihei Akahi studio D-301, that we affectionately call “Our Pearl”. BOOK with CONFIDENCEKihei Akahi is a Hotel-zoned property and is not subject to the new Maui County regulations regarding the phasing out of short...
Luxury 2BR/2BA penthouse, Walk to beach
Explore Waikoloa Beach Villas O33, a Big Island penthouse condo furnished with designer touches throughout. The vacation rental is thoughtfully supplied with most of the items you will need for feeling right at home during your Hawaiian vacation, including beach chairs,...
💎 Hilton Pool Pass! Luxury Penthouse w/ Views • Walk to Beach • Sleeps 6
🌺 Aloha & Welcome to Hale Lokahi! This spacious penthouse blends modern elegance with Aloha vibes. Unwind on your private lanai with stunning mountain views and glimpses of A-Bay. Enjoy a complimentary Hilton Pool Pass ($300+ daily value‼️) for pools,...
Ilikai Hotels Best Kept Secret!! Updated & Furnished with Yacht views!
Conveniently located on the 3rd floor of the Ilikai Hotel, this condo is perfect for your time on Oahu. With the convenience of full kitchen, two bedrooms, two bathrooms and two spacious lanai this is a great choice when traveling with friends or bringing your family....
Poipu Beachfront Penthouse near Hyatt - Honeymoon - AC in Bedroom, WIFI
Our luxury 1-bd 2-ba Shipwrecks Beach Penthouse, with heated resort pool, is meticulously cleaned, and is the Perfect Honeymoon Retreat. The Penthouse overlooks Shipwrecks Beach and its famous surf spots, 50 feet to the Pacific and 50 yards to Shipwrecks Beach and the...
Spectacular Executive Beachfront Retreat
Waialua Retreat is your home away from home! Located on a quiet residential cul-de-sac, you will truly relax as you dine on the lanai of this spectacular, architecturally designed beachfront home, while taking in amazing sunrises and sunsets. Enjoy panoramic views of...
Take-it-easy Waikīkī Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our newly-renovated 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with dining area, full kitchen, beach gear, kids accessories and a washing...
Wailea Ekahi 24C, Paradise in Style! Spacious 2 Bedroom 2 Bathroom, SLEEPS 6.
Welcome to Codge’s Beach House! This 2 bedroom , 2 bathroom unit (SLEEPS 6), was remodeled in late 2022 with ceiling fans, new split ductless AC's, brand new kitchen and bathroom and with a lot of thought for comfort and ease of use. We are on the second floor with 3...
Honua Studio
Escape to our cozy retreat!Honua Studio is located In Waikoloa Village overlooking the Robert Trent Jones-designed golf course.The studio has a comfortable queen bed making it perfect for a couples retreat. Relax and enjoy views of the ocean, golf course and on a clear...
Fairways at Mauna Lani#203 w/ VIEWS! Ultra Luxury 2/2.5 at Mauna Lani Resort
Stay 7 nights with 1 night free! Ask me about Winter Specials and stay here a month! Relaxing views of North Golf Course at Fairways at Mauna Lani! You won't find a better appointed unit like this one. This beautifully maintained luxury 2 bedroom 2 and one half bath...
🏖️Corner Unit | AC & WIFI | Concierge Included | vrKCV
vrKCV - Vista Waikoloa D201, Professionally Managed by Kona Coast VacationsWelcome to Vista Waikoloa D201Relax and unwind in this beautifully appointed two-bedroom, two-bath unit that offers the perfect retreat for couples or small families. With a spacious lanai, this...
Hale Makai - Oceanfront Honeymoon Haven with Pool and AC
An architectural masterpiece, Hale Makai is a one-of-a-kind oceanfront Kauai oceanfront rentals that offers its guests a distinguished Kauai vacation rental. This magnificent Poipu Beach residence boasts an oceanfront master bedroom suite with stunning oceanfront views,...
NEW cozy and modern remodeled home with a peekaboo view of Hanalei Bay.
New! Welcome to Hale Hui Pu, our recently renovated charming home. Conveniently located in Princeville, Kauai. Large living and dining area with outdoor BBQ space. It's a beautiful and comfortable space that is perfect for families.The kitchen is freshly updated with...
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, located on a private street, 1 house from the white sands of Kailua beach (Private beach gate is located adjacent to our property and the house is less...
2020 upgrades Halii Kai rental/Kings’ Club Golf Gold Member near the Ocean Club
Ground Unit #9B Oceanview condo in Halii Kai, famed newer development near Waikoloa Hilton and Mauna Lani beach homes. Halii Kai has an incredible salt water pool, spa covered workout room, poolside restaurant/bar right on ocean front. The beautiful condo development...
Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests
This charming studio places you in the heart of Kāʻanapali, one of Maui's most iconic destinations. Enjoy ocean and golf course views from your private lanai and inside you'll find a fully equipped kitchen, A/C, king bed, and Wi-Fi for a comfortable stay. Guests have...
HK Konea 639 - Deluxe Ocean View with Wrap Around Lanai
Welcome to Ka'anapali Folly - Honua Kai Konea 639At “Ka’anapali Folly” you will enjoy resort amenities and breathtaking views from our well-appointed condo. We are located in West Maui along the ocean’s edge of the famous Ka’anapali Beach. Whether traveling...
Discover Serenity: Rooftop Bliss, Pool, Sauna, Minutes from Waikiki Beach!
After a day of exploring or adventuring, go for a swim, watch the sunset from our rooftop, and relax in the jet spa or sauna. From the pool deck, you have stunning views of Waikiki Beach and the city.PLEASE NOTE:This listing is specifically for a hotel room located...
Wailea Elua Village 1301 - 1 Bedroom Oceanfront Condo
Experience the ultimate Hawaiian getaway when vacationing at Wailea Elua 1301. This beautifully designed vacation rental featuring an open floor plan showcases spectacular ocean views from the living room, dining area, and kitchen. The great room is perfect for...
Wailea Grand Champions 95 - 3 Bedroom Golf Course View Condo
Do your Maui vacation right! Wailea Grand Champions 95 is surrounded by tropical landscaping and rolling green fairways, that serve as a constant reminder that you are vacatioing in paradise. This vacation rental offers a perfect blend of comfort and luxury, making it...
*Ocean Views from Every Room!* | Hawaiian Heaven
Summary:Cozy, sunlit private room 🌞 in a stylish home near cafes, dining, and public transport. Enjoy a comfy bed, spotless shared spaces, fast Wi-Fi, and a welcoming host with great local tips. Ideal for solo travelers or couples seeking comfort, convenience, and...
FULL OCEAN VIEW WAILEA
Bright airy updated large 1 bedroom 2 bath top floor in sought- after Wailea Ekahi Village. 27D is a top corner unit known for our panoramic ocean views. Enjoy a Mai Tai while gazing out at the whales breaching out of the ocean at sunset! This unit boats high ceilings,...
Kuilima 1 bedroom + Loft, 2.5 bathrooms
ALOHA! ***As of September 16th, 2024, we have installed two new split-unit AC (air conditioners)—one in the living room and one in the loft. Both units are of the highest quality and were professionally installed by one of the most reputable HVAC companies on Oahu....
Bali Hai 1-bedroom resort in fantastic Princeville with Pool & Hot tub
Perched atop the cliffs of Princeville, this Kauai resort seamlessly combines the beauty of nature with luxurious comforts. Unwind with a serene escape at the on-site spa, or make the resort your launching point for unforgettable Hawaiian adventures. Discover the beauty...
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
The International Colony Club is a collection of uniquely "Hawaiian" cottages situated on meticulously landscaped grounds located right in the middle of the North Kaanapali Golf Course. Kaanapali beach, famous for incredible beauty and some of Maui's best snorkeling is...
Direct Ocean Front - Renovation Complete - EVERYTHING inside is NEW!
Welcome to "Poipu Palms #103". We just finished the process of completing an "extreme" renovation on this condo. This was not just a "redecorating", but a complete tear down and rebuild. (Please forgive the snapshots). We will be posting professional pictures in the...
Peaceful retreat with sunset & ocean views on the Waikoloa Village Golf Course!
Modern luxury right on the Waikoloa Village Golf Course! Ocean and sunset views from the lanai and almost every room!! Our Hawaiian home was completely renovated in 2017, with a brand new kitchen featuring custom maple cabinets, quartz countertops, and stainless steel...
🏖️Overlooking Golf Course 8th Hole | Centrally Located | AC | vrKCV
vrKCV - Waikoloa Beach Villas O22, Professionally Managed by Kona Coast VacationsExperience the best location in Waikoloa Beach Resort at Waikoloa Beach Villas O22. This gated community boasts only 120 exclusive units spread across 20 acres of beautifully landscaped...
Marriott Kauai Beach Club
This listing is for a studio suite. A studio comes with a Murphy wall bed with a real mattress and a kitchenette. Marriotts owners calendar does not sync with VRBO. Please click on ask owner a question button before pressing book it now. Marriott timeshare's are only...
Renovated Waikiki Studio, Full Kitchen, Free Parking, 4 Blocks to Beach!
Fairway Villa #1109 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy this newly remodeled (August 2023) 11th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and free parking, this...
Architectural Stunner in Kukui'ula - 4 BR Oceanview Villa with Infinity Pool & Spa
With its captivating ambience, dramatic wood, glass and board-formed concrete architecture, and exhilarating views, Hale Oma'oma'o—this irresistibly inviting new Kukui'ula villa—offers all the expected attractions, along with a great many pleasant surprises. The...
Mauna Kea Resort Villa, Ocean Views With Pool & Spa In Backyard
Aloha and welcome to our home, villa #311. Our villa offers concierge service to all of our guests. We have ocean views, a private pool with spa, and gourmet kitchen with professional grade appliances. The villa is bright, airy and spacious with vaulted ceilings,...
The Whaler! ~Beautifully remodeled ground floor courtyard studio~
Unit 162. Update: Fall of 2022 we installed a Grohe hand-held shower head so that parents could more easily wash their children. In the summer of 2021 we added new artwork. In 2019 we installed a new 55” Samsung LED LCD Smart TV! It’s beautiful and has “Dynamic...
KRV 1423 2BD Kapalua Villa w Ocean Views Relax Recharge
Kapalua Ridge Villas 1423 Experience Kapalua, Maui from our Spacious 2Bedroom, 3Baths, Ocean View Villa! A Tropical Retreat to Relax and Recharge FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au,...
Paia Inn - 3 Bedroom Ocean Front Beach House
At the Paia Inn, your safety and well-being is our top priority. Our dedicated staff is here to make your stay comfortable and memorable – with outstanding customer service, in-house amenities and dining, and great vibes. We have implemented new cleaning + safety...
Charming Modern Home Stunning Scenery and Nature BBPH2021/0002 SUP2 2020/0008
Located in the heart of the north shore of Maui, this charming 3-bedroom residence is a refuge for those who want to experience the beauty of Maui in comfort and tranquility. The house is 2254 square feet and has a beautiful view of a Hawaiian native forest. It has...
Kaanapali Alii | 493
**Escape to Paradise at Kaanapali Alii 493: A Luxury Vacation Rental**Welcome to Kaanapali Alii 493, a stunning luxury vacation rental nestled in the heart of Lahaina, HI. This 1,513 square foot, two-bedroom, two-bath condo with an additional den comfortably...
Hale Kokio: A Magical, Romantic Cottage, on North Shore Kauai #4212
Welcome to Hale Kokio, a well loved getaway, designed for two. This is the place to stay on North Shore Kauai for relaxation, privacy and island living. Enjoy a quiet setting and a convenient location. The newly updated cottage is designed with your comfort in mind. A...
Kope Cottage -1 BR -1B-Endless Views
The Cottage sleeps 3 people in 600 sq ft. It is a true one bedroom and not a studio. It has 1 full size bed and 1 queen size bed. It also has a queen-size pull-out sleeper bed as outlined above. There is also a modern washer/dryer in the Kitchen area.In the cottage, it...
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
• Oceanfront• Split A/C units• King bed• Remolded November 2024• Beach access from condo complexFully remodeled in November 2024, unit 313 is a custom built, detailed, upscale condo welcoming you. You will find this bright, beautiful one bedroom, one bathroom...
Enjoy Sun Rise over Volcano & Sunset over Ocean from our Lanai! BEST VIEWS!!
This completely renovated condo features:-Two bedrooms-Vaulted, bright ceiling with dimmable recessed lights-Two full baths-Loft-Over 1200 square feetLanai offers breathtaking views of Haleakala volcano and the ocean.All-inclusive rates: Free WiFi, no resort fee, no...