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.
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, meaning Ocean House, truly lives up to its name. Perched on the cliffs of Hawaiian Paradise Park, this oceanfront...
Kona Alii 707 Stunning Top Floor Penthouse w/ Roof Top Deck, AC, & Elevators
Beautifully remodeled spacious 1 bedroom, 2 bath that includes AC in the living room, modernized kitchen, large lanai, and 7th story viewing sundeck where you can bask in the Hawaii sunshine or under the shade of the outdoor umbrella, enjoy sunsets, & stargaze at night!...
***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
**PLEASE NOTE ROOF TOP BBQ AREA WILL BE CLOSED FROM 11/6 TO 11/22 2025 FOR REPAIRS. ***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...
Sugar Beach Resort #305
Beach Front Sugar Beach Resort. 3rd Floor, Ocean View Unit. Beautifully updated unit with sweeping ocean views. Enjoy all of the amenities in a clean, well-kept property. The entire complex sits ocean front, there are no roads to cross to get you onto the beach! 305 is...
Beautiful ground floor unit at Kiahuna plantation with A/C.
Aloha and welcome to paradise at Kiahuna Plantation Unit 86, a stunningly remodeled one-bedroom, one-bath condo on Kauai’s sunny south shore in Poipu Beach. Nestled in the northeastern corner of this 35-acre resort, this ground-floor retreat boasts zero-step...
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 KAANAPALI SHORES IS A HOTEL ZONED LEGAL VACATION RENTAL PROPERTYFREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
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...
Includes Mauna Lani Beach Pass. 101 Kulalani
Kulalani 101. Includes Mauna Lani Beach Club Pass Please scroll down for detailed informationUnique Kulalani floor plan! Two Main Suites each with King Beds and their own lanai. Stunning bathrooms with tiled showers.Bedding Configuration:Master Bedroom: King BedGuest...
Beautiful 2nd Floor Condo - Wifi, Mountain & Golf Course views
NUC No: 90/TVU-0552***UPDATE August 2025-- brand new split AC for living room and loft ***This second-floor condo provides you with the comforts of home with two championship golf courses, a beautiful swimming beach and a first-class resort just a short walk away....
Hale Kamaole 150 - Great Ocean Views from Private Lanai, No Carpet, Split AC!
Experience an upscale Maui vibe from the moment you enter this newly remodeled condo, Hale Kamaole 150, located directly across the street from one of South Kihei's best beaches, Kamaole III. With dramatic ocean views right from your private patio, this location...
Pili Mai 7M: Delightful Poipu Condo w/ Shared Pool & Spa, Near Beaches & More
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time.This single-story, ground-floor condo opens to the scenic Kiahuna Golf Course, with ocean views beyond. Its newly constructed floor plan...
Kanaloa at Kona 701: Lovely Tropical Condo w/ AC, Pools, Tennis & Hot Tub
This two-level condominium at Kanaloa at Kona blends tropical charm with modern comfort in a private gated community overlooking Keauhou Bay. With over 1,600 square feet of space, two bedrooms, and two bathrooms, it is an inviting retreat for families, couples, or...
ACROSS FROM ONE OF THE BEST BEACHES IN MAUI. BOOK NOW!!
Aloha and welcome to our home away from home in Paradise! The Kihei Kai Nani complex has been a part of our family for over 40 years. You could say that the Kihei Kai Nani and their staff are like our Hawaiian family (ohana).Our ground floor unit (#148, in building 6)...
🏖️No Stairs | AC | Ocean View | vrKCV
vrKCV - Country Club Villas 220, Professionally Managed by Kona Coast VacationsWelcome to Country Club Villas 220 – Ocean & Golf Course Views in KeauhouExperience breathtaking views of the Pacific Ocean and the lush Kona Country Club golf course from this spacious...
Just the Perfect Location!!
LOCATION, LOCATION, LOCATION!! - shaded by that ancient, majestic Monkey Pod Tree (if you've been to Kiahuna Plantation before, you know the tree!) - 2 minute walk to the beach through beautiful gardens - away from Poipu Road - ground floor with 1 small step access -...
Romantic Whaler #956 One Bedroom/One Bath
Whaler #956 is an upgraded ocean view one-bedroom, one-bath condo located in Tower 2 on the 9th Floor, and is beautifully remodeled throughout. Enjoy a gourmet kitchen that is fully appointed with elegant granite counters, spacious and comfortable living area with...
Hale Kope Kai: Ocean View Cliffside Home w/ Private Pool, Lanai and Jacuzzi Tub
Hale Kope Kai delivers true oceanfront living on Hawaii’s Big Island. Nestled into the lava rock coastline of Kailua-Kona, this 2-bedroom, 2.5-bath luxury home with a bonus office loft blends modern comfort with unobstructed Pacific views. Whether you’re here for a...
Family Retreat in Mākaha Valley | Sleeps 14 + Beach Gear
Come experience authentic Hawaiian hospitality at Makaha Valley Hale Kai, a property proudly owned and managed by a local resident. By staying with us, you are directly supporting the local community. This 4-bedroom, 3.5-bath retreat sleeps up to 14 and blends the ease...
Peaceful Hawaii Paradise three minutes from Beautiful Beach
Large Studio with roomy bathroom beside a quiet home. Enjoy your coffee on your own patio near the pool overlooking the canal where you can kayak or paddle board to beach. Quiet and clean. We supple you with a start of necessities. Walk to market and excellent...
Tropical Heaven! Spacious, Poolside & Views. Exclusive Hilton Pool Pass for '25
Escape to paradise at our luxurious 3-bedroom townhome in the private, gated complex of Waikoloa Beach Villas, located on the breathtaking Kohala Coast of the Big Island. Our poolside unit is among the largest in the complex and boasts 1,872 sq. ft. of indoor living...
Sugar Beach Resort Oceanfront Luxury Condo - Your new vacation home!
The condo is on the 5th floor of the Plant ation building #532. It is a roomy 700 square feet with full designer kitchen, living room, lanai, bathroom, and bedroom, with its king size Serta iComfort memory foam mattress. You will enjoy the incredible panoramic ocean...
MRR Presents Kaanapali Ali'i 271 - Interior Courtyard 7th Floor 2BR w/ Stunning Direct-Facing Ocean Views!
Boasting a premier 7th-floor location in what is considered one of the best interior stacks at the entire resort, suite 271 delivers gorgeous direct-facing views of the Pacific Ocean, as well as views of Maui's neighbor island Lanai and the lush Kaanapali Alii...
Royal Kahana 1010 May & June Specials at Remodeled Oceanfront Condo Getaway
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Royal Kahana 1010, a stunning tenth-floor corner residence where uninterrupted ocean views stretch from the golden coast of...
SUMMER Value 10% OFF 7nt+ stays, AC, 1st Fl, Remodeled, Oceanfront complex
Maui Sunset B103 - 1 bedroom, 2 bath, Ground floor condo.California King in bedroom and Queen Murphy bed in living area.NOV 3 to 7 th - POOL CLOSURE FOR MAINTENANCE - Discounted RatesGet-a-way, Reunions, Family friendly, Couples, Seniors, Honeymooners, Work-cation; all...
Sugar Beach Resort 301: 3rd Floor Ocean View Condo in North Kihei, sleeps 4
A special corner condo with Ocean Views. This condo is located at the end of the building, so it has an extra window in the living area, allowing more natural light to flood in. This bright and open condo is the perfect space to relax. This one-bedroom condo has many...
Unforgettable Luxury Awaits: Hokulani 310 - Modern Retreat with Ocean Views!
Special Offer for Extended Stays!Escape to the islands this fall and enjoy exclusive perks designed to make your stay even more relaxing:-No Resort Fees-No Parking Fees-Complimentary Mid-Stay Clean for stays of 14 nights or moreWhether you're planning a quick getaway or...
Quaint Lanikai Cottage! Such a gem!
This is a legally established property, please read below for more info...This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and...