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.
Oceanviews & Barbeques
Hang loose in our comfortably appointed Kawaihae Village beach cottage. Turn key Kama'aina home in close proximity to high-end hotels and resorts. Island style decor outfitted for Hawaiian adventure. Enjoy the private yard, barbeque, and outdoor shower with spectacular...
A premier Waikoloa Resort condo with ocean views and resort amenities 14H
Kolea 14H is a premier condo at Waikoloa Resort. Paradise is calling from this incredible two-bedroom, two-bathroom condo. You will begin to relax and unwind as soon as you enter Kolea 14H. Take in the calming views of the ocean from inside the villa as well as...
"Paradise Found!" writes one VRBO reviewer. . .
Perhaps, John Milton should have booked Kihei Surfside Resort before he wrote his epic poem. . . . and thank you Jeanne E. for this April 2024 review.Live large and experience Maui on your terms at the legendary Kihei Surfside Resort in south Kihei (built in 1975). This...
VIR #409 Upper West Maui Oceanfront Condo - Kahana
One bedroom oceanfront condo with king size bed and queen sleeper sofa in the living room. Completely furnished with linens, iron/board, hair dryer, cable T.V, DVD player, telephone, refrigerator, oven, range, microwave, dishwasher, stack washer/dryer fully equipped...
Maui Resort Rentals: Honua Kai Hokulani 742 - Spacious 2BR w/ Partial Ocean and West Maui Mountain Views!
Hokulani 742 is an upgraded two-bedroom, one-bathroom suite boasting unobstructed 7th-floor views of both the blue Pacific Ocean and lush West Maui Mountains, the best views in its class of suites at Honua Kai. With its den converted to a second bedroom, this rare...
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201
Views don't get any better than this. Watch endless PACIFIC OCEAN. Turtles, Dolphins, whales during whale season and other ocean activities. 2 bedrooms, 1 1/2 bath. lanai . Ground floor unit makes for easy access. Oceanfront pool. It has to be one of the most awesome...
Beautiful Ocean Views From Maui Kamaole I-118
This light and bright ground floor unit has beautiful ocean views. The recently updated decor has a mid-century modern vibe with vintage Hawaiian accents. One of the larger units, this condo has over 1000 square feet of living space, large master bedroom with a new king...
❤️PiH❤️ Ocean Palms Villa ★ Stunning Ocean View ★ Mauna Kea Resort ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Ocean Palms Villa, part of our Hawaiian Luxury Collection. Ocean Palms Villa at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains and ocean. You will be mesmerized from the moment you...
Remodeled ground floor 2BD/1BA Condo-Walk to Beach, Restaurants N Stores in Min
Relax with the family and friends at this peaceful home in a well maintained and lush tropical complex. You will enjoy 1 minute walk to a beautiful beach and 2-5 minutes walk to several restaurants, grocery store, drug store, food truck park, fruit stand and more.Watch...
Hokulani 709 at Honua Kai Resort ~ Big Wrap-Around Lanai With BBQ & Ocean Views
Experience the best of Maui with Hokulani 709 at the Honua Kai Resort! This 2-bedroom, 2.5 bath interior courtyard unit boasts stunning ocean views that you can enjoy from inside the comfort of your own condo. Complete with a 430 sq ft wrap-around lanai with a private...
Hilton Pool Pass for stays thru 2025! Waikoloa Fairway Villas J23
This vacation rental is professionally managed by ResorticaHawaiiFairway Villas at Waikoloa Beach Resort J23Please scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom : 1 Queen Bed and 1 Twin BedHilton Pool Pass: Valid for stays...
Located in the heart of Princeville, this 3 Bedroom, 3 bathroom Air condition
This is a great choice for your Kauai vacation. Air conditioned living room and master bedroom, this second floor condo is the kind of place that has made Princeville a sought-after vacation destination. The condo has been beautifully furnished with great attention to...
2 bedroom/2 bath with AC. Stunning waterfront condo .Ground floor location.
Makani Sands #110 is an air conditioned, direct ocean front, 2 bedroom, 2 bathroom condominium. Located on the ground floor, you can walk right out to the lawn, patio, and beach. Take advantage of nights at home by barbequing fresh island fish on the patio. Indoors,...
Honu Penthouse 2brm Spectacular Views. Swim with Sea Turtles
WELCOME to Paradise... Simply beautiful. Our Mauna Loa Shores Condo is next to Carlsmith Beach Park, Beautiful spot to relax EZ ocean access Swim with the SEA TURTLES. The unit is penthouse, open beam spacious. It has everything. Simply the finest you will find. YOU...
Ocean and Golf Views, Deluxe Hali’i Kai Condo! Ocean Club dining!
Welcome to your Hawaiian retreat at Hali’i Kai, where ocean breezes & resort comforts meet relaxing island living:- Sleeps 6 | 2 bedrooms | 2 beds | 2 baths- Lagoon-style pool w/ waterfall & hot tub- Cliffside fitness center, tennis & courts- Private lanai w/ BBQ &...
Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around Lanai
Three bedrooms, 1 King bed, 1 Queen bed, 2 Twin beds, 3 full bathrooms, upgrades, washer and dryer in unit, ground floor lanai, single car garage, near BBQ's, wonderful views, great complex amenities.Relax and enjoy the expansive fairway views right from the ground...
Oceanfront Corner Remodeled Central Air, Crashing Surf, Great Sunsets, 72' Lanai
***Totally Remodeled and Best Location in Poipu*** Makahuena #5203 Oceanfront Corner Suite provides "Front Row" 180 degree views of the Pacific Ocean and the Kauai coastline with a luxurious tropical design and decor. Central Air Conditioning. Watch whales and turtles...
South Maui, Condo in Kihei, Great Location - Top Floor, Quiet And Private!
Large one bedroom condo for rent in beautiful South Maui. The complex is rated a "Solid Gold Value" by the Maui Revealed guidebook. Located across the street from Kamaole State Beach Park II, this 1 bedroom, 1 bath condo is located on the third (top) floor, with partial...
Paradise in Maui--Aloha! E Komo Mai!!
Escape to Maui Paradise: Experience Unforgettable Oceanfront LuxuryImagine waking up to the gentle sounds of waves, the salty ocean breeze, and a stunning panorama of Sugar Beach stretching out before you. This beautifully designed Maui condo offers more than just a...
@ Marbella Lane -Coastal retreat near Diamond Head
Summary:Enjoy this tastefully decorated studio with lots of natural light and cool ocean breezes. This unit has a private lanai, great for enjoying your morning coffee or afternoon tea, and has a great view of Diamond Head, Kapiolani Park and across-the-street water...
Renovated Waikiki Studio! City View, Full Kitchen, Free Wi-Fi & Parking, Pool
Fairway Villa #811 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! You'll enjoy this modern, renovated (April 2023) 8th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and...
Find your Beach with Kona Beach Properties at Kona by the Sea unit 408
Kona by the Sea 408 is an absolute oceanfront condo. This spacious suite is a 2 bedroom - 2 bath well-lit condo with CENTRAL AC and has seen many recent improvements. A new central AC system and washer dryer were installed recently, as well as new, upgraded furnishings....
BEAUTIFULLY REMODELED WITH GREAT OCEAN VIEW!
BEAUTIFUL OCEAN VIEW AND NICELY REMODELED with fully equipped kitchen, granite counters, bamboo cabinets and stainless appliances. New bathroom with granite and tiled shower and fixtures. New tile flooring throughout. Same fabulous ocean view from the lanai and...
Wonderful oceanfront oasis on the cliffs with breathtaking lanai view & sunrises
Hale KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kai means Ocean House, and it's easy to see where this home gets its name. At this oceanfront escape on the cliffs of...
***SPECIAL LOW SEASON RATES**** May -November 2025
Private and very quiet, ground floor, inner circle in highly desirable building # 5. This condo has been professionally renovated in 2024, overlooks a tropical garden, and has a partial ocean view. This adult-oriented unit has two flat-screen TVs, high-end...
🏖️Away From It All | Concierge Included | Mauna Lani | vrKCV🏖️
vrKCV - Palm Villas at Mauna Lani H1, Professionally Managed by Kona Coast VacationsPalm Villas H-1 – Private Corner Villa RetreatWelcome to Palm Villas H-1, a rare and completely private villa located in the most desirable area of Palm Villas. Tucked away at the end...
Hilton Waikoloa Pool Pass 2025. Waikoloa Beach Villas M23
Waikoloa Beach Villas M23Please scroll down for detailed information:Bedding Configuration:Master Bedroom: One King BedGuest Bedroom: One Queen Size BedAdditional Bed: Twin Size Roll-away BedHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons...
Waipouli Beach Resort Royal OCEANFRONT & Beach View Condo! Pool, Central AC
Aaahh! Kauai! OCEANFRONT & Beach View in Oceanfront H Building - New Listing! Resort Living at its Best in this Ultimate Luxury Condo Waipouli Beach Resort OCEANFRONT and Beach View, an Exceptional 2 bedroom 3 bath condo at the beautiful Waipouli Beach Resort & Spa on...
Affordable Luxury in tranquil setting. Walk to beaches, pool, tennis & dining.
Step through the door of Hale Mahina Kauai and feel the aloha. The great room is the center of the home and opens onto the expansive screened lanai and the tranquil garden in the private back yard beyond. Both the kitchen and master bedroom also open to the lanai which...
Aloha Condos, Napili Bay Resort, Condo 203, Beachfront
***NEWLY REMODELED*** Best Beachfront Location! This is Hawaii the way you dream about it. No building taller than a tree on Napili Bay! Swim, surf, snorkel, whale watch and glorious sunsets without leaving the property.30 seconds from the blender to the beach!Sleep...
Premier 2Bed+2Ba Paradise Condo - Kamaole Beach Royale
New split A/C system cools down the entire condominium! Treat yourself and stay at this true Maui home away from home. Kamaole Beach Royale 611 is a special 2 Bed/2 Bath Ocean view vacation home with contemporary upgrades and a commanding western view across the Pacific...
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park
Amau Lani Cottage is conveniently located in Volcano Village just minutes from Volcanoes National Park. Its country charm is a family favorite and includes a private yard and lava rock feature. The cottage is fully equipped for all your home away from home needs...
KS 418 Spacious 1BD Condo w Partial Ocean View AC Pools and Beach Access
Kaanapali Shores 418 Make Amazing Maui Memories at 1BD Kaanapali Shores 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,...
Hanalei Bay Resort 52012 - Newly updated, Bay views, Private walk to beach & AC!
Explore island living at our **updated** Hanalei Bay Resort condo, with mesmerizing views of Hanalei Bay, mountains, waterfalls & rainbows. This true 2-bed, 2-bath oasis offers AC, ocean views & beach gear! Soak in the views from the cozy living room & enjoy the fully...
Ocean Front complex in Maalaea
Ocean front condo 100’ from the ocean and Ma’alaea harbor.Walk to snorkel boats, restaurants, and the Maui Ocean Center aquarium. Walk down to Haycraft Park and the west end of Sugar Beach. Newly remodeled with concrete floors and walk-in shower. Quiet and private...
E206 FANTASTIC Ocean and Pool View from your Lanai!
This is my fourth property at the beautiful Maui Eldorado. I am the owner and manager of the properties and I really enjoy my work. Check out my 5 star ratings on F202 and A107. I also own E207 but that unit is very new and has few ratings.This studio Maui Eldorado...
Maui Resort Rentals: Honua Kai Konea 824 - Spacious 8th Floor 1BR w/ Partial Ocean and West Maui Mountain Views!
Konea 824 is a luxurious 8th-floor one-bedroom suite that offers partial ocean views along with views of The West Maui Mountains and Maui's neighbor island Molokai. The 824 experience is enhanced with one of the largest one-bedroom floor plans at the resort. To fully...
Ocean-View,Upgraded 2nd-Floor 2BR for up to 6.
Aloha & Welcome to Hali'i Kai at Waikoloa Beach Resort. Discover the captivating allure and serenity of the sunny Kohala Coast on the magnificent Big Island. Embrace the renowned Waikoloa Beach Resort as you embark on a journey to Hale Ohana Aloha at Hali’i Kai...
Emmalani Court #525 - a 2br/2ba ocean view condominium in Princeville
Beautiful Ocean View Air-Conditioned unit and just a short hike to the beach. Emmalani Court is a small, quiet condominium complex located near the newly renovated 1 Hotel Hanalei Bay in Princeville and the Princeville Makai Golf Course. This 2 bedroom/2 bathroom unit...
Maui Family Vacation Rental - KOA Resort
Aloha and welcome to our Maui vacation home. The first floor location is convenient and offers a private garden setting from the lanai. The two bedroom one bath condo has been updated with all new appliances and furnishings. The master bedroom has a king bed, flat...
PANORAMIC VIEWS FROM 2 BD / 2BA OCEANFRONT condo in Kahana
This beautiful 2 Bed/2 Bath condo at the Hololani Oceanfront Resort is conveniently located in Kahana, minutes north of Lahaina and Ka'anapali, and south of world famous Kapalua. Situated on the sixth floor, end unit, the views from the condo are absolutely...
Wrap Around Lanai Oceanview Luxury Suite – Hokulani 441
This condo is zoned hotel and is a legally compliant vacation rental in Maui CountyOceanview Luxury Suite – Hokulani 441Experience unparalleled island living at Hokulani 441, a two-bedroom, two-bathroom suite at the renowned Honua Kai Resort & Spa. With an expansive...
Beautiful Oceanfront Maui Condo
Enjoy your stay at this luxury oceanfront condo. It's only 21 steps from the ocean! Right in front of the ocean, you can lay by the resort pool. We are located right next to the Ma 'alea Village where you can take whale watching tours, snorkeling excursions, and deep...
MRR Presents Kaanapali Ali'i 262 - Brand New Remodel, 6th Floor Corner 2BR w/ Partial Ocean AND Mountain Views
Welcome home to this luxuriously remodeled 6th-floor corner two-bedroom suite at the popular Kaanapali Alii in the heart of Kaanapali Beach. Enjoy partial ocean views of the Pacific Ocean along with lush vistas of the West Maui Mountains from a highly sought-after...
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Our 'Aloha Hale' at Kuleana Resorts is a remodeled ocean view unit with nice upgrades. It is at the Kuleana Resort, an ocean front property in a great location. Beautifully landscaped grounds on the water. Hear the waves rolling in while you enjoy this upgraded unit...
❤️PiH❤️ MAUNA KEA SUNRISE ★ Hilton Pool & Waterslide Passes ★ Beach Club ★ Great for Families ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Mauna Kea Sunrise Villa at KaMilo, a part of our Hawaiian Luxury Collection. Mauna Kea Sunrise Villa is a wonderful 4 bedroom home.We pride ourselves on providing some of the most sought after homes on the...
Mea Kanu Paradise, Beach Access, A/C, Sleeps 6
Escape to paradise with this beautiful 2 bedroom, 2 bath unit on Oahu's stunning Windward North Shore. Located on a quiet street near beach access to a gorgeous sandy beach, this newly renovated unit offers the ultimate Hawaiian experience! Within walking distance of...
Maui Resort Rentals: Honua Kai Hokulani 403, Gorgeous Upgraded 3BR w/ Stunning Ocean Views!
Boasting an incredible location in one of the closest columns to the ocean at the entire Honua Kai Resort, this gorgeous three-bedroom oceanview residence features extensive upgrades including wood-grain tile throughout, brand-new granite, new smart TVs, new artwork,...
Waterfalls, Rainbows, Hot Tub, Golf, Tennis, Pool, Walk to Beach, Volleyball Crt
Looking for an escape form the fast pace world? As you walk through the door, the views from the Great Room will delight you, waterfalls flowing down Namolokama Mountain, rainbows and sunsets over famous Bali Hai. Enjoy cooking in the New Custom Kitchen, with Quartzite...
Scandinavian Chalet, Ocean View, Tropical, Entire Home, King, Jacuzzi, Permited
Fully permitted: Permit Nos: STPH 2013/0011 & SUP2 2012/0014 HI State GET & TAT ID#: GE-011-517-1328-01 & TA-011-517-1328-01If you want to experience a tropical paradise, a freeform botanical garden that is exclusivly yours, no other guests. The owners are on a separate...