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.
CROWN JEWEL PENTHOUSE D406! UNFORGETABLE OCEAN VIEWS!
UNIT D406: THE CROWN JEWEL PENTHOUSE AT WAIPOULI BEACH RESORTIf location and view are important to you while spending your vacation time at Waipouli Beach Resort, it doesn’t get any better than this….Unit D406 is a Top Floor Penthouse perched in the CENTER of the...
Hanalei Bay House - Large, luxurious beach home! TVNC-5099
“Even more beautiful than I imagined!” will be your first thoughts upon checking into the Hanalei Bay House. There is no better way to experience Hanalei than from this exquisitely detailed home located steps from the world famous Hanalei Bay and a short stroll to...
Beautiful Ekahi13F! Spectacular views, easy access to pools and the beach!
Our privately-owned, 1 bedroom 2 bath, second level condo has been renovated and updated with custom built-ins and new electronics, appliances and AC units. It is situated on the upper floor of building 13, on the quiet green belt leading down to the main pool and...
Lae Nani 514 is Closest to the Beach. Walk Out Your Door a Few Steps, You are at the Ocean!
Feels like home but ON THE BEACH !!! Listen to the sounds of the surf and enjoy sunrise AND sunsets from the lanai.This ground floor condo has easy beach access, while being set away from the parking lot for less noise disturbance.You will not find a condo closer to the...
Oceanfront home on one of the most popular beaches in Kauai!
Centrally located fully equipped oceanfront beach cottage. This is Hawaii at its best!Our home is fully stocked for fun with board games, body boards, beach toys. We also provide free beach towels, chairs, umbrella, cooler. FREE airport shuttle, wifi, A/C each room,...
Sale!! Gorgeous 3BR 2BA Villa in Wailea, With Ocean🌊 and 🌅 Sunset Views
Location and views are everything when it comes to this home. Only a short walk to some of the most beautiful beaches in the world. Nestled in the heart of Wailea, most would consider to be the most beautiful and prestigious area of Maui. This RARE 3 bedroom villa has...
Captain's Quarters Cottage on Kamuela's Nob Hill
Enjoy the cool setting of Kamuela. Located in the famed hub of Parker Ranch the beloved central point of verdant cattle country rich in Island history. Located on one of the hillsides above Kamuela town, this Cozy Chateau style cottage sits near the top of the hill...
Includes Hilton Pool Pass for thru June 2025. Waikoloa Colony Villas 2705
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 2705Please scroll down for detailed informationPLEASE NOTE: There is ongoing construction in the adjacent resort area nearby Building 27. Work generally occurs 7:30am-3pm...
Elegant 1937 Home Steps Away from Black Sand Beaches
Hale Keaukaha is a majestic and elegant 1937 home perfectly situated across from Hilo’s Richardson’s Beach Park, a wonderful small black sand beach ideal for snorkeling, surfing, swimming, kayaking and sunbathing. Minutes from downtown Hilo, and the airport, the...
Maui Resort Rentals: Honua Kai Konea 415 - 4th Floor Studio w/ Gorgeous Ocean Views!
Peace and tranquility await your arrival at Konea 415. One of the absolute best studios on offer at Honua Kai, this luxurious gem provides gorgeous ocean views from its 4th-floor vantage point as well as shelter from the prevailing trade winds. Its peaceful location in...
Luana 3C - Luxurious 3BR/3BA Villa with Private BBQ & Lanai at Honua Kai Resort
Indulge in island luxury at Luana Garden Villas, the newest addition to the stunning Honua Kai Resort. Get ready to be amazed by these spacious 3 bedroom villas nestled in 3 private enclaves, featuring large lanai's, private outdoor kitchens, and a personal garage for...
Oceanfront Top Floor Luxury Condo for 2 - Wailua Bay View 306
Wailua Bay View Unit 306 is a premium ocean front condo with stunning views from the lanai. WBV 306 has been renovated with luxurious amenities. This unit is limited to a maximum of 2 adults. No children or pets are allowed.This is a top floor unit with incredible views...
Ocean Views! Newly Remodeled in 2023! Kumulani D2.
**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. Valid for new bookings made September 24 or after. Please message us to...
Amazing ocean and sunset views! Near beaches. gorgeous pool & spa. It’s the one!
Beautiful ocean and sunset views! Enjoy this relaxing condo in a private gated community. This 2 bedroom, 2 bath condo has everything you may need or want: a fully equipped kitchen, resort style beds and bedding, and very comfortable furniture in the living area and on...
Private Guest Home / Stunning Location / Walk To Poipu Beach/ New AC and W/D
Welcome to Hololani! In the Hawaiian language, it means 'gone to heaven' which is how you will feel when you spend your Kauai vacation here in this cozy hideaway. Fabulous Poipu Beach 1 king bedroom unit on ground floor of newer home. Access to 2 lanais and private...
Hale Kamaole 318 Third floor condo, easy access to best beach on Maui!
Hale Kamaole #318 is a spacious 2 bedroom, 2 bath partial ocean view unit on the third floor. It boasts a fully-equipped kitchen, washer and dryer, free Wifi, and phone service with long distance calling to the US mainland and Canada. There are ceiling fans throughout,...
Banyan Bungalow is nestled in the jungle and surrounded by a gorgeous landscape.
Treat yourself to a gorgeous natural setting with a magical banyan tree while still being close to amenities. Nestled in the jungle and surrounded by greenery, our comfortable bungalow offers a queen bed, small kitchen, private entry, large lanai, and fun outdoor...
Kamilo 321: 3 BR Mauna Lani Resort Home with Private Pool
Kamilo 321 is the most spectacular of the homes built at Kamilo. The beautiful model home of the Hoku A floor plan offers 2,100 sq. ft of interior living space and 550 sq. ft. of covered outdoor lanai space with every upgrade imagined by the developer. This single-story...
K L V R Welcomes you to K325, Great Ocean Views from all bedrooms & living room,
Aloha and welcome to Maui! Konea #325 is among the very finest 3 bedroom condos in the entire resort. This Third floor condo offers sweeping majestic views over the manicured resort grounds and pools to Ka'anapali Beach. The magnificent vistas extend over the beach and...
Maui Resort Rentals: Honua Kai Konea 614 - Large 6th Floor 1BR w/ West Maui Mountain Views!
Konea 614 is a luxurious one-bedroom mountain view suite that enjoys expansive vistas of the West Maui Mountains. The suite is ideally suited to take advantage of some of the most beautiful sunrises anywhere. Coupled with frequent afternoon rainbows, you will cherish...
❤️PiH❤️ ELEGANT ESCAPE ★ Heated Private Pool & Spa ★ Detached Ohana Suite ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Elegant Escape at the Residences of Laule'a at Mauna Lani, part of our Hawaiian Luxury Collection. Elegant Escape has private pool and spa with stunning ocean, golf and Mauna Kea views. Enjoy sunsets on the...
Sunset vista condo with WiFi, central ac, lanai, w/d, onsite pool/spa
Pili Mai 15KOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Immerse yourself in tropical reverie at this stunning Poipu condo. Located in the Pili Mai community, you'll be...
Wailea Ekahi 51F Oceanview - Walk to Beach
Our spacious Wailea Ekahi 1 bedroom, 2 bath condominium is fully appointed and includes phone, radio, high speed wi-fi internet connection, color TVs with DVD and cable, private laundry center and personal touches for your enjoyment and convenience.There is a fully...
Beautiful Ocean View/Steps to beach/Washer & Dryer in unit
There are only a select few units at Kiahuna Plantation that offer the location, convenience and a full panoramic ocean view like Kiahuna 17 beach house. We are located in building 4.Make your next vacation a lasting memory of brilliant sunsets, manicured lawns, and...
Hale Mana Kai Poipu, Kauai
Aloha! Hale Mana Kai is warm and welcoming, designed so you can relax and enjoy the beauty of our island.The large Master Suite with ocean view, is furnished with a king size bed, cable television, desk, comfy chairs, walk in closet, double sink, open shower and large...
Kihei condo at Kam II Beach. Perfect for 2-4: pool, BBQ, full kitchen, laundry
Welcome to Surfbreak at Maui Banyan Resort - a 1 bed/1 bath garden-view condo perfect for 2-4 guests. The bedroom has a very comfortable orthotic bed, en suite bathroom and full shower. The living room has a sofa that converts into a queen bed. Your fully equipped...
Captivating Ocean View Retreat: Spacious Beauty at Wailea Elua #902
Wailea Elua #902 – Newly Remodeled Ocean View Escape with Upscale Island StyleWelcome to Wailea Elua #902, a beautifully updated second-floor, 2-bedroom, 2-bathroom condo that offers comfort, luxury, and peaceful ocean views in one of Wailea’s most sought-after...
Luxury Kaanapali Condo close to beach and shopping
A short walk to world-famous Ka'anapali Beach, and Whalers Village, our unit is the perfect place to relax on Maui. This first-floor corner unit gives you easy access to a lovely lanai and garden area separating us from the pool and jacuzzi Each bedroom has an ensuite...
2/2 BEACHFRONT RESORT w AC, Poipu Beach - Kiahuna Garden View Condo, Pool/Gym
This condo has air conditioning upstairs and downstairs - not all 2-bedroom units here have AC. This is the only condo resort in Poipu on a sandy beach! Other condos in Poipu are on a rocky shoreline and/or have a long walk or drive to the beach with limited parking....
Beautiful remodeled condo steps from beach!
Welcome to our beautiful condo in popular south Maui at the Kihei Akahi Resort! The kitchen is very well stocked with pots and pans, cooking utensils, silverware and dishes. There are beach chairs and umbrellas, beach towels and boogie boards as well as mix and match...
NEWLY REMODELED-LARGE PRIVATE LANAI-GARDEN VIEWS-AC-METICULOUS CLEANING
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1200 sq. ft) condo located at Maui Kamaole. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available...
Maui Westside Presents: Honua Kai - Konea 642/643 4 bed ocean view sleeps 12
Welcome to Konea 642 and Konea 643, two stunning condos in the heart of Maui's most sought-after resort community. Perfect for large families or groups of friends, these luxurious properties are available for rent together, allowing you to enjoy ample space, privacy,...
New Luxury, OCEANFRONT Modern/Coastal Suite -- Perfect for Honeymooners!
Indulge in coastal luxury at Napili Shores A202, a fully renovated second-floor studio offering uninterrupted oceanfront views, upscale finishes, and a tranquil setting on one of Maui’s most celebrated beaches—Napili Bay. With sweeping vistas of Lanai and Molokai,...
Gorgeous, Newly Remodelled Ocean Front Retreat-Sea Lodge II G6
Come experience the most Amazing views in this Second floor unit in Sealodge. Handcrafted Hawaiian hardwood accents as well as bright & beachy décor to invite you to this beautiful North Shore, piece of paradise here in Princeville, Kauai. The condo rests atop a cliff...
Maui Kamaole Resort, Premium South Kihei location
Our bright and airy garden unit awaits you! This large, well-maintained, quietly located 1 bedroom, 2 bathroom unit is fully furnished to meet all your needs and ensure your comfort. The kitchen is well-equipped including many nonstandard items. Relax or dine on our...
Luana Kai Resort D102
D102 is a beautifully remodeled one bedroom, one bathroom condo with AC & a full ocean view. There is a new kitchen with stainless steel appliances. There is a king-size bed in the bedroom and a sofa bed in the living room. There is a washer/dryer inside the condo...
Maui Resort Rentals: Honua Kai Konea 306 - Spacious Two Bedroom w/ Partial Ocean and West Maui Mountain Views!
Konea 306 is an expansive two-bedroom, one-bathroom suite boasting views of what West Maui is most famous for, the blue Pacific Ocean and lush West Maui Mountains. With its den converted to a second bedroom, this rare offering provides the space and privacy of an...
Quiet Oceanfront Condo
Listen to the sounds of the ocean from our first floor condo with unobstructed ocean views on Sugar Beach. Your toes will be in the sand in 150 feet. Watch the magnificent sunsets from our lanai. It doesn’t get any better than this!Our condo (C-3) has a new bathroom,...
Maui Resort Rentals: Honua Kai Konea 525 - 5th Floor 3BR w/ Ocean Views from Every Room!
This exquisite three bedroom oceanview residence offers fantastic 5th-floor views of the Pacific Ocean as well as the exotic tropical foliage of the interior Konea Tower courtyard. The views are abundant throughout and even continue into all 3 luxurious bedrooms. Get...
Waikoloa Beach Villas P32 - Beautiful Quite Top Floor Villa with Golf Views!!
We have traveled from our island home in Honolulu numerous times over the years to explore the Big Island. The Big Island offers a diversity of amazing sights including a huge selection of beautiful sunny beaches, snow-capped Mauna Kea, and an active volcano to name a...
Summer Special 10% Off With 7 Day Booking!
Experience paradise in our beautiful one-bedroom, one-bath condo located at the highly sought-after Waikoloa Villas in Waikoloa Village. Just a short drive away, you'll find the best beaches on the island, while Waikoloa Village itself offers convenient access to...
Gorgeous Updated, enjoy A103's direct ocean view!
A LITTLE ABOUT THIS CONDO....The ocean is right outside your double lanai doors. This private lanai with is cooling ceiling fan is the perfect place to and enjoy the sounds of the ocean. It's a perfect place sip a Mai tai at the end and watch the colorful sunsets Maui...
OceanView 3Bedroom *A/C* Waikoloa Village house, quiet neighborhood, ⛱️ gear
Our beautiful home is the perfect spot to base yourself for exploring all that Big Island Hawaii has to offer. It's at the central west coast where the best white sand beaches are within minutes of drives! Enjoy fabulous ocean views from the front porch with your...
Top floor penthouse unit overlooking tropical gardens and a filtered ocean viewn
Beautifully renovated 2 bedroom unit is one of the top rated units at Kamaole Sands. Fully furnished, equipped with everything you need, including air conditioning. There is so much to do on the island of Maui, come visit the pristine beaches, tropical forests, and the...
Maui Oceanfront Condo w/ Beach Access & Lanai - Koa Lagoon 406
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Views with Private Lanai & Gourmet Kitchen – Your Hawaiian Paradise AwaitsE komo mai (welcome) to your island haven in the heart of Kihei, where...
Ocean and Diamond Head views from quiet end of Waikiki Beachfront!
Colony Surf #908 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)This sunny, 540 sq.ft. tropical décor studio has wonderful views of the Pacific Ocean and Diamond Head! During winter...
Kiahuna Plantation Unit 53, Stunning View, Near Beach; AC; Free Pool, Gym
Hale Kamaluhia Poipu (Hawaiin meaning is House of Serenity at Poipu). Please feel free to check out the condo website at www.halekamaluhiapoipu.com. Kiahuna Plantation (Unit 53 in building 10) is a renovated one bedroom, one bath condo, upstairs corner unit, in a...
Hale Pumehana O-1202 stunning views and comfort
The elegant and spacious Ko Olina Penthouse offers a luxurious retreat with three bedrooms, 2.5 baths, and a private 50-square-foot lanai. Thoughtfully designed for comfort and style, this penthouse features a state-of-the-art kitchen designed by world-renowned Master...
Family friendly home in Hauula; steps from beach
30 day rentals. Contact host for details.Escape to our serene retreat just steps away from the beautiful Kaipapa‘u Beach. Nestled within a resort-like community, our spacious 5-bedroom, 3-bathroom haven offers tranquility and comfort. With a king bed, 3 queen beds, a...
"Sunny Daze" at Lae Nani 522 -Oceanfront, Second Floor, 2 Bedroom | 2 Bathroom
"Sunny Daze" Lae Nani Oceanfront 2-Bedroom, 2-Bathroom CondoSituated in the most desirable building on the Lae Nani property due to its proximity to the ocean, this vacation condo in Kauai sits just 100 yards from the shore. With an oceanfront lanai off both the living...