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.
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,...
Waikoloa condo with golf & ocean views
Summary:Ocean and Golf Views, Deluxe Hali’i Kai Condo! Ocean Club dining!The Space:Welcome to your Waikoloa retreat – where ocean breezes, golf views & resort comforts await! Perfect for families or two couples seeking a relaxing island escape:- Sleeps 6 | 2 bedrooms |...
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...
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...
Deluxe Two Bedroom Partial Ocean View Luana Kai Resort B307
Unit B307 with AC is a deluxe, two bedroom two bathroom. It has a partial ocean view and courtyard view with tiki torches at night. B307 has a full wall mirror in the living room. A mix of carpet and tile graces the floors. The furnishings are rattan and wood. The...
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, 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, 5* rated by guests, 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,...
🏖️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 of...
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 now through December 31, 2026. Maximum 6...
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 to...
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
Discover the beauty of Ma'alaea while relaxing in this recently constructed studio condo, formerly part of the iconic WATERFRONT RESTAURANT. With 1 queen bed, and spacious living area. The condo features a split air conditioning unit making your stay comfortable and...
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...
180 Degree Oceanfront Condo with Amazing Sunsets Night after Night
Our condo is literally 50 yards from the calming waves of the Pacific Ocean! 180 degree oceanfront views from your second floor lanai. Beautiful front lawn with pool and swaying palm trees stretching in front of a 58 unit, 3 story condo building. Comfortably furnished,...
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...
River View Rainforest Tiny Cabin with Kitchenette (No Cleaning Fee)
This tiny house offers a private bathroom and a well equipped private kitchenette on a screened-in porch. You will also have access to our shared waterfall swimming area.This cabin is off-the-grid. Being off-the-grid means that we get all of our electricity from the sun...
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...
Beautiful Lae Nani Unit 112 Oceanfront One Bedroom Condo Coconut Coast Wailua.
You will enjoy a completely remodeled (AC included) condo with all new appliances, fresh paint, floors, cabinets, and countertops when you book your stay with us!! Aloha & welcome. Thank you for considering our condo. The current price is your win and don't miss out on...
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
6 Month minimumIf you want to experience a tropical paradise, a freeform botanical garden that is exclusivly yours, no other guests. The owners are on a separate 1.2 acres, on the same road. You will be staying in a custom log home, natural breathing wood, brought from...
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
Welcome to Pili Mai 7M, a beautifully designed single-story, ground-floor condo located in the heart of Poipu, Kauai. Overlooking the scenic Kiahuna Golf Course with ocean views beyond, this luxury retreat combines comfort, convenience, and the spirit of aloha for an...
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...
Gorgeous 2b w/ ocean view, tastefully renovated, great location.
Welcome to your Kona retreat at White Sands Village, Unit 307 – a stylish top-floor condo with rare no-stairs access and a comfortable layout that makes it ideal for families, couples, or friends traveling together. Just steps across the street from Magic Sands Beach,...
Maui Resort Rentals: Honua Kai Hokulani 637 - Newly Upgraded 6th Floor Studio w/ Full Ocean Views!
This spacious ocean-view studio provides awe-inspiring views of the Pacific Ocean and Maui's neighbor island Lanai from its prime 6th-floor vantage point nestled in the Hokulani interior courtyard.Relax and reconnect in the ample living space fully appointed for your...
Entire Cottage w/ Private Plunge Pool, A/C, BBQ
Air Conditioning is in the living room and principal bedroom. Guest bedroom has a ceiling fan only. A private freestanding cottage with its own Private Heated Plunge Pool. Air Conditioning, a rare amenity on Kaua'i, cools the space for a restorative nights sleep. Relax...
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...