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.
Beautiful Pool with Stunning Ocean and Sunset Views
🏝️Come and enjoy an oasis on the slopes of the Kona Palisades! Near Kailua-Kona town and just a 5 minute drive from the Kona International Airport, indulge in the warm Hawaii sunshine while lounging around the stunning private, solar-heated pool complete with a...
Reduced Rate! 3 Bdrm Townhome Near Beaches & Golf with A/C
This 1,874 square foot luxury townhome in Princeville’s Nihilani Community is elegantly furnished, with three full bedrooms and 2.5 baths, including a Jacuzzi tub in the primary bathroom.The generously stocked gourmet kitchen, featuring granite countertops and a...
Special Rate! Ocean Front! Valley Isle Resort 708
This spectacular 2 bedroom/2 bath upgraded condo is directly oceanfront on the 7th floor just steps to the beach, conveniently located on Maui's West Coast between Kaanapali and Kapalua. This unit has breathtaking views of the ocean and neighboring islands of Moloka'i...
*Kana'i A Nalu 119* Prime Beachfront Maui Condo!
This prime ground-floor unit is just 30 feet from the ocean with a private walk-out lanai boasting gorgeous views of the surf and Haleakala Volcano to the east! The primary suite features a comfy king bed and ensuite bathroom with a walk-in shower and a guest suite with...
PARADISE FOUND!!! 2 BEDROOM CONDO .OCEANFRONT WEST MAUI LOCATION
In the heart of Kahana lies a serene 2-bedroom retreat that's waiting for you. Nestled just minutes from the stunning Kaanapali Beach and the serene Napili Bay, this property offers a prime location for your Maui getaway. Spend your days soaking up the sun by the...
Maui Resort Rentals: Luana Garden Villas 18B – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Nestled within the exclusive Enclave Three of the Luana Garden Villas, this luxurious 3-bedroom, 3-bathroom villa perfectly blends high-end modern design with comfort and convenience. Enjoy effortless ground-floor living with easy access to surrounding resort amenities,...
Ocean Theme+View! Island Decor, Kitchen+Bath Updates, WiFi–Kamaole Sands 9409
Join us under the sea in this 1,200-square foot two-bedroom with loft vacation condo located on the 4th floor with a central AC system. From the ocean artwork at the entryway, to the charming sea décor adorning the unit, Unit 9409 seems like the perfect match for this...
Maui Banyan Q410 - Ocean View, King Bed, Across The Street From Kamaole Beach!
E Komo Mai to our luxury two bedroom unit with a partial ocean view from the lanai. This unit is located in South Kihei, which is on the southwest side of Maui, an easy drive to nearly all of Maui’s landmarks and outdoor activities. Kamaole II Beach is right across...
One bedroom Vacation Condo on West Maui - C2
Enjoy the Lahaina side in comfort! One Bedroom, one bath Condo furnished Island Style. Great location across from beach park! Next door to farmers market, coffee house, historic church, and walking distance to many great beach spots! Great beaches for swimming, sunning,...
Beautifully Remodeled! Top Floor and Near pool! Palms at Wailea 304
If you are looking for a perfect getaway in paradise, this is it! This luxury Palms at Wailea unit is located near the spectacular pool and Jacuzzi and all the amenities this popular complex affords.This spacious fully air-conditioned two-bedroom two-bath unit is...
Colorful home with Hanalei waterfall & mountain views, & AC in bedrooms
Hanalei Waterfall House TVNC#5120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Colorful Home with Hanalei Waterfall & Mountain Views, w/ AC in BedroomsTake refuge in your own...
Remodeled ONE BEDROOM in the Maui Vista. Beach across the street!
Maui Vista is located across from Charley Young Beach (Kam 1)Fully furnished condo, including full Kitchen, in-condo washer/dryer, large refrigerator, air conditioner, new Smart TV ,cable and WiFi internet. One Bedroom has a Queen size bed with ceiling fan and air...
Large Home With An Amazing Kitchen In Princeville.
Mapu Place is a bright spacious 3-bedroom home in Princeville. Its open floor plan and vaulted ceilings gives a large welcoming feeling. There are wood floors throughout the great room and bedrooms. The bathrooms and kitchen have lovely travertine tile. There are...
Elegant Condo! Best Location - Exceptional! *Legal Rental NUC No. 90/TVU-0562
Come to the country and escape the crowds! Enjoy the fresh clean air on the North Shore! This unit is situated in a wonderfully convenient location on the West side of the Kuilima Estates complex. The bathroom was just renovated with a brand-new standup shower and fresh...
Ma'alaea Surf, Unit F5 2 BR Beachfront Condo, AC, Wifi, Pool, TV
Ma'alaea Surf, Unit F5 is a beautiful townhouse unit situated on the second floor offering guest total privacy and wonderful views. With the latest in contemporary upgrades, this gorgeous unit features a fully furnished modern kitchen and the convenience of a second...
Hale Kai | Pampered Ko Olina Villa
Summary:Welcome to Hale Kai in Ko Olina! If you enjoy panoramic ocean views and tiki-lined pathways to white sand beaches, Ko Olina Kai is the paradise for you. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Once you're finally able to...
Hilton Waikoloa pass for 2025. F2 Waikoloa Beach Villas
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Please message us to inquire about the availability of late checkout on...
kksr#9304 Remodeled top floor unit with loft, beautiful ocean views
Welcome to the Listing Page of Keauhou Kona Surf & Racquet Club,#9-304!This spectacular top floor unit truly is a gem in the development. This spacious premium unit has an impressive 1,170 interior square feet, featuring 3 bedrooms & 2 bathrooms. The property has...
Beautiful Hawaiian condo with mountain views, pool, & hot tub - steps to beach
Pali Ke Kua #9Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the picturesque town of Princeville, Hawaii, and a short drive to the world famous Hanalei Bay, this charming...
Beautiful Hawaii Big Island Vacation Villa - 3BR 2.5BA Vacation Home in Paradise
Welcome to Hale Aloha, a vacation villa in The Waikoloa Colony Villas on the sunny Kohala coast on Big Island Hawaii. Arriving at the resort complex, you will be welcomed into a lush landscaped resort surrounded by palm trees, scenic lava rocks and views of majectic...
Enjoy Panoramic Ocean Sunset Views From Your Private, Gated Residence
Luxury Vacation Rental Residence with High-End Furnishings. In a tranquil residential pocket in the Hawaiian paradise of the Big Island, you’ll discover one of Kona’s premier luxury properties. E Komo Mai is a sophisticated, modern, 5-bedroom residence that...
True oceanfront L204 w/180° amazing views now thru 2025 at low rates from 225.
This ocean front Condo L204 is one of a select few condos available on Maui featuring direct panoramic ocean and neighbor island views, and very close to gorgeous north Kaanapali beach. The beach stretches out for three miles making for a beautiful walk, a snorkeling...
Beautiful Ocean View in Poipu! Special Rates for Vacant Dates!
You can see the ocean from every window (even the shower!) and enjoy amazing mountain views and beautiful rainbows from the living room and lanai. This Prince-Kuhio unit #306, overlooks historic Prince Kuhio Park and is a 1 minute walk to popular Lawai Beach and the...
Maui Resort Rentals: Honua Kai Hokulani 101 – Crown Jewel Ground Floor 3BR, Oceanfront Views + Outdoor B.B.Q + Huge Lawn Area!
Offering the finest in ground floor resort living, this Honua Kai crown jewel boasts a stunning interior oceanfront corner location in the closest column to the ocean at all of Honua Kai. Because of the raised vantage point, your group will enjoy the best of both worlds...
#1 Kaanapali Beach, Ocean View MER K218
Located at the beautiful Kaanapali Beach Resort, enjoy this privately-owned new ocean view studio K218. Top floor. Enjoy amazing sunset views from your bed or the lanai. Relax in this comfortable and tropical suite condo with new wood flooring and living room sofa and...
Kuleana Condo with Unobstructed Oceanfront Views
Building 5. Unit 516. 3rd floor. Kuleana provides the perfect combination of relaxation and recreation within a 4 acre oceanfront and garden setting. Pool, BBQ`s, and putt putt green. There is no elevators in the Kuleana community. Incredible snorkeling/diving in front...
Mana Kai Maui Condo - Right on the Beach!
Need a vacation? Is Hawaii calling you?Our 2-bedroom Mana Kai condo is fully equipped with everything you need and is great for families. It has a full kitchen, split A/C in both bedrooms, and an open living room with sliding glass doors that lead to a spacious lanai...
Moana Imaku - Ocean View Home w/ ADA Features
Aloha and Welcome to Moana Imaku! Come and enjoy your Hawaiian getaway in a lovely, spacious, light filled home all your own. In creating this vacation home it was important for the owner to build a place that could be enjoyed by all, including the differently abled....
Ground Floor large one bedroom Unit 112 Steps to beach
Welcome to Ka'anapali Shores #112Beautiful upgraded one bedroom one bath with open floor plan. First floor condo with 11 foot ceilings* Fabulous Kaanapali Shores, AAA triple diamond rated resort on world famous Kaanapali Beach*** Gorgeous luxury laminate floors**This...
Direct Ocean View. Top floor 2 bedroom with loft. End Unit. Wrap-Around Lanai.
Your dream vacation awaits, beginning with this lovely 2-bedroom plus loft at Kona Makai!Located on the top floor, enjoy spectacular ocean views and breathtaking sunsets from the wrap-around lanai which provides ample seating for your group. Air conditioning units in...
Mahina Kai, Private Boutique Luxe Ocean Bluff Condo
A rare jewel on Kauai’s North Shore. Welcome to Mahina Kai — a newly renovated, designer-styled luxury condo perched on the ocean bluffs of Princeville. This boutique retreat blends modern elegance with soulful artistry, offering an exclusive experience unlike...
Maui Resort Rentals: Honua Kai Konea 332 – Luxurious Corner 2BR w/ Delightful West Maui Mountain Views!
Maui Resort Rentals is proud to bring you this extraordinary 2BR Mountain View Suite at the Honua Kai Resort, newly launched on 1/17/2025 to start taking reservations for check-ins on 3/7/2025!Konea 332 is a remarkable 2BR/2BA suite boasting a spacious corner location...
Sweeping Unobstructed Ocean Views, Luxury Beachfront Condo, Wonderful Lanai
Address for this Condo: 800 S. Kihei Rd #201, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out***This condo is the Maui life of luxury you have been waiting for! Welcome to Koa Lagoon 201, a stunning ocean-front condo that has been fully...
Maui Resort Rentals: Hyatt Residence Club – 3BR Oceanfront Upper Floor VIlla
Jaw-Dropping Ocean Views and Unrivaled Luxury at Kaanapali's Newest, Most Exclusive Resort. This flawless residence is what dreams are made of. Unveiled with the grand opening of the Hyatt Residence Club Ka'anapali Christmas New Years 2014/2015, 12 exquisitely appointed...
Maui Resort Rentals: Honua Kai Hokulani 536 – Ocean & Mountain Views w/ King Size Balcony!
Hokulani 536 is a luxurious two bedroom ocean view corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains.The generous 1240 sq. ft. interior...
Ocean View Luxury #617: Top Floor + 2023 Remodel!
Coastal Luxury at its finest! Complete remodel and all new, tasteful furnishings in late 2023. Stunning Ocean and Sunset Views from this top floor condo! Clean, crisp and comfortable, this home has everything you will need to make your Maui vacation one that you will...
Kapaa Shore Resort A101, Oceanfront, King Bed, Ground Floor, End Unit, AC
Kapaa Shore Resort Unit A101 on the "Coconut Coast", Kapaa, Kauai Oceanfront Vacation Rental. One bedroom, one bath, Oceanfront, ground floor unit with 612 square ft. of living space. Accommodates up to 4 guests, including children and infants.California King Bed and...
Kona Reef F11: Oceanview Condo w/ Shared Pool, AC & Lanai Views
Welcome to your beautifully appointed Hawaiian hideaway, with Pacific Ocean views as far as the eye can see. This second-floor, end-unit condo in the popular Kona Reef complex has extra windows for taking in all the spectacular scenery from the kitchen, living room, and...
Ko Olina Beach Villas B102: Gourmet Kitchen & Tranquil Lanai w/Ocean View
Ko Olina Beach Villas B102 welcomes you to a ground-floor retreat that blends the comforts of home with the luxuries of a private resort. Tucked within the secure gates of Ko Olina’s Beach Villas, this two-bedroom, two-bath villa offers direct access to lush lawns,...
Premier Ocean View! King Luxury Bed, A/C, Clean, Cozy, Updated, Wifi, Beach Gear
Legally zoned vacation rental unit. We are hands on owners. All communications will be with us directly. We have been in the business since 2008 and operate with a valid State of Hawaii license 091-649-8432-01.Welcome to Kauhale Makai (Village By the Sea) and your home...
Remodeled, Premier Panoramic Ocean Views, 2 Lanai, 2BD/2BA, W/D
** OCT '25 dates: $250/night! (5 night minimum).This beautifully remodeled and spacious second-floor condominium on the Coconut Coast is one of the few units at Kaha Lani with two lanais and is also one of the closest units in the resort to the ocean. While staying at...
~Waikiki~ LOWEST RATES IN AREA ~ 3 Bedroom ~ Fully Furn ~ Blocks to Beach ~
We offer our Hale to you to enjoy the benefits of staying in one of the largest Apts. in our surrounding location, right in the Heart of Waikiki.Our large open floor plan is fabulous featuring a living/dining room combo. All 3 Bedroom apts. have a private lanai for your...
Oceanfront oasis! VI809 - Sullivan Properties
Remodeled and ocean front on Kahana Bay. Fresh paint, carpet, restyled & updated decor make this 8th floor1 bedroom a treat for discerning vacationer. Watch movies on the 32" flat screen TV in the ocean front living room. The bedroom has a 26" flat screen. The tiled &...
NEW RATE! Very Uniqe 3 Min. walk to most popular section of Waikiki Beach.
This unique, artist remodeled condo has special features you will find no where else. Hand made costume built-ins thru out the apartment.Many rarely found amenities have also been added. ★ Free Assigned Parking.★ Free High Speed Internet.★ Free Phone Local Calls...
Stylish Waikiki Gem with Ocean View and 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...
AKH C302 Whale Watching at 2BD Kihei Condo w AC Pool
Kihei Akahi C302 Spacious and Clean 2Bedroom Condo to Experience South Maui Breezes From Private Lanai with AC and Pool for Next Family Tropical Vacation FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*:...
Breathtaking Oceanfront Resort, 4 pools, 2 Jacuzzis and Restaurants on Site
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Studio unit with a king size bed, chaise lounge (suitable for a child ages 5-10) and air conditioning. Access to Kauai Beach Resort amenities. Views of beautiful green park and...
Maui Resort Rentals: Luana Garden Villas 8A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
A premier offering, Villa 8A is a popular and luxurious new 3bed/3bath residence offering private access in Enclave Two. This prime grounded villa is quiet and private and its north facing orientation offers a shady respite from Maui's intense sun. Relax on the...
Luxury Oceanfront - NEW AC THROUGHOUT - Top Floor Remodeled- Island Sands #608
With the ocean just a stones throw away, you will be amazed by the spectacular breathtaking panoramic views! Immaculate and upgraded this spacious 989 sf 2 bedroom, 2 bath, oceanfront condo is your oasis in paradise. Master bedroom and living room offer direct...
Beautiful Condo, Private Lanai, Near Wailea Beaches
Address for this Condo: Grand Champions, 155 Wailea Ike Pl #5, Kihei HI 96753***Professionally Cleaned Condo, No-contact Check-In/Check Out*** Welcome to your beautiful island getaway at the luxurious Grand Champions Unit #5. This spacious condo has an open great room...