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 Ocean View Studio Top 3rd Floor
"Escape to Kauai's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Islander on the Beach 305 - Ocean View Studio in Charming Hawaiian Style Plantation Resort. Please review the property description and pictures carefully prior to booking, and...
Oceanfront Condo Steps to Beach - Kahana Reef 122
Take your Maui vacation to the next level with this newly remodeled ground-floor deluxe suite with all the space and upgraded amenities for the perfect retreat in paradise. Adorned with a beachy, island aesthetic, guests enjoy all the comforts of home while being just...
Seascape Serenity Cottage - Beachfront, Large Yard
*30 day rental, please inquire.The North Shore takes you from the hustle of Honolulu to explore some of the most pristine beaches nearby including Sunset Beach, Waimea Bay and Ehukai Beach. This is your perfect getaway paradise for those seeking for a calm, private, and...
3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEM
Located in the "almost always" sunny, resort town of Poipu, on the gorgeous south shore of Kauai, this oceanfront complex is situated on the southernmost point of the island. From the edge of the dramatic cliffs, just above the crashing waves, you can watch the sunrise...
KV F405 New Listing Location is Key for Your Maui Getaway Condo w Ocean Views
Kahana Villa F405 Location Location Location is Key for Your Next Maui Getaway at This Well Appointed 1Bedroom Condo with Ocean Views with All the Comforts of Home It's that time for a trip to beautiful Maui, Hawaii. This trip, set your sights on this charming ocean...
King Bed Diamond Head Beach Hotel Studio Apt.
Newly renovated in 2024!!! 5th-floor studio suite (garden rooftop view) at the Diamond Head Beach Hotel. Includes comfortable king bed with Tommy Bahama luxury pillows. Queen sleeper sofa. New AC unit. TV, HD Cable, WiFI. Kitchen nook (microwave, Keurig, toaster, dishes...
Gem of the Kona Coast Relax in the pool or the saltwater pool nearby CDEA207
TA: 201-601-6896-01TMK: 750200070024Experience your Hawaiian vacation at Casa de Emdeko, known for being the Crown Jewel of the Kona Coast. Relax in the pool or the saltwater pool nearby, lounge in the chairs at our oceanfront property and bask in ocean sunsets and...
Serene, tropical getaway with fast WiFi, loft, pools, hot tubs & tennis
Maui Kamaole D212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and stay awhile at this tropical retreat on Maui, where your days are filled with ocean breezes, swimming pools,...
Oceanfront Luxury Penthouse Condo with AC in north shore’s premier property
Princeville, Kauai is a lush paradise that blends natural beauty with laid-back luxury. Our guests can view the dramatic coastline from our lanais and pool, snorkel at our Hideaways beach reefs teeming with marine life, or stroll through the Princeville Botanical...
Lovely Pacific Shores 2 Bedroom Condo
Aloha from Maui!We know there are many rumors going around about vacation rentals here on the island. The truth is: Maui is open and ready to welcome you with the spirit of Aloha!While there is a proposal to phase out certain short-term rentals by 2030, nothing is...
Ground-floor condo with tropical lanai, lagoon pool, AC & W/D - beaches await
Maui Kamaole B102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Ground Floor 1bd/1ba Across from Kamaole III Beach - Kamaole Sands 7-102
Kamaole Sands 7-102, directly across the street from one of the best beaches in Kihei! This 1bed/2bath condo is the perfect retreat for families or couples traveling together!Kamaole Sands offers amenities for the whole family with a large pool, small children's wading...
KS 403 Spacious 2BD Kaanapali Condo AC OceanFront Pool Hot Tub
Kaanapali Shores 403 Spacious 2BD/2BA w/ Ocean Views at Kaanapali Beach Front Resort 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...
Luxury Ilikai Ocean and Fireworks View Condo
Excellent lagoon/ocean/beach views as well as perfect location to view fireworks on Friday evenings.This unit has two comfortable double beds, a 2019 full size sleeper sofa with memory foam mattress, free wireless work desk and a comfortable large 120sf lanai to watch...
OCEAN VIEW, WALK TO BEACH, SLEEPS 8, POOL & HOT TUB, 3BDR + PRIVATE MASTER SUITE
Discover vibrant Kihei's sunlit coastline and indulge in tropical lifestyle at our breathtaking three-bedroom condo. Situated just a short walk from the pristine Kamaole Beach Park, you'll be steps away from the crystal-clear waters and soft, golden sands that make Maui...
Mana Kai 2 Bedroom Condo Oceanfront Resort
2 Bedroom 2 Bathroom Airconditioned Oceanfront Condo. The mile-long Keawakapu Beach is literally at your doorstep with some of the best snorkeling on the island. The condo sleeps 4 comfortably with two king beds. Includes pac-n-play and high chair. A fully equipped...
Honua Kai Resort, partial Oceanview 1 Bedroom,1 bath, 8th floor H840
Aloha and welcome to Maui! We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos as well as a one bedroom with a den. If our calendar is not open in this condo, please ask for availability for our...
Comfortable villa with amazing views of Kauai - beach nearby
Hanalei Bay Villas #33Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is a wonderful stand-alone villa located in the town of Princeville with breathtaking ocean and mountain...
Welcoming Condo with Ocean View | Pono Kai Resort | PK-G104
Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.🌺 Ocean View Escape at Pono Kai Resort 🌺1 Bedroom • 1 Bath • Sleeps 4 •...
VIR #504 Upper West Maui Corner Oceanfront Condo - Kahana
One bedroom corner 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...
Celebrate Christmas in Maui fantastic 2 bed 2 bath oceanfront condo
'SPECTACULAR'...'BREATHTAKING'! These are all words that have been used to describe our wonderful 2-bedroom ground floor oceanfront Condo.You want oceanfront? You got it! Many condo descriptions say 'oceanfront' when they actually just have a view of the ocean. It...
Maui Resort Rentals: Honua Kai Konea 534 – 5th Floor Ocean & Mountain Views w/ King Size Balcony!
Konea 534 is a luxurious 5th-floor two-bedroom suite offering a private corner location and boasting gorgeous views of the Pacific Ocean and West Maui Mountains.The generous 1230 sq. ft. interior offers plenty of space to gather, reconnect, and celebrate. Each bedroom...
Tropical Serenity - Lovely Maui Retreat 1Bed Suite
Discover Maui at Maui Banyan Q110 apartment, a lovely 1-bed 1-bath apartment steps from Kamaole Beach Park II, perfect for up to 4 guests. Conveniently located right next to the upper pool area which also includes six Weber BBQs. Relax on the lanai amidst lush greenery,...
Cosmopolitan Condo - Lagoon Centre 701 In the Heart of Hilo
Stay in Hilo Lagoon Centre Unit 701 for a cosmopolitan vibe in the heart of Hilo, Hawaii. Walk to our quaint downtown restaurants, shops, and ocean parks! With outstanding views of mountains and the ocean from the condo, you'll never forget you're in one of the best...
Hale Honu Steps from the Ocean at Maunaloa Shores Condo in Hilo!
Enjoy the amazing location of Hale Honu, unit 108 at Maunaloa Shores in Hilo's Keaukaha beach park area! Walk a few feet to the famous Carlsmith Beach Park where you can swim in the clear Pacific ocean. Our condo is named for the sea turtles (called 'honu' in Hawaiian)...
Great Kihei Location- Near Beach, Shopping, and all Kihei has to offer!
Enjoy your stay at this newly listed 2BR/2BA premium condo next to the beach in the heart of Kihei. 2 mins walk to the beach, 5 mins to grocery and restaurants. Tropical garden, swimming pool & Jacuzzi. Condo features in unti washer/dryer, a fully equipped kitchen, AC,...
Luxury Maui Condo with Direct Beach Access
Enjoy ocean views and direct beach access that is less than a 100 yards from this beautifully remodeled, bright and airy 3-bedroom townhome at Luana Kai, a family-friendly complex in the heart of North Kihei. Completed using luxury finishings throughout, this 2-story...
Pulelehua Kuilima Estates West #142: Bright & Lively w/ Community Pool & A/C
A restful retreat on the North Shore of O’ahu, Pulelehua Kuilima Estates West #142 welcomes couples or small families to a ground-floor condo surrounded by lush gardens and fairway views. Located within the iconic Turtle Bay Resort community, this one-bedroom vacation...
Huge Panoramic Ocean View. Walk to the Beach.nLow rate of 3,900 per month.
This condo is situated in the Discovery Bay Tower, with a View of the world-famous Waikiki beach & Ocean, Magic Island on a calmer and more convenient side of Waikiki. Spacious Unit. For a monthly discounted rate, contact me at, starkmdx@yahoo.... Imagine yourself...
Aloha Glamp in Paradise
Maui is one of the most beautiful and breathtaking islands on Earth.Explore the magic of Maui in style and comfort with our premium 4x4 Jeep equipped with a rooftop tent, enabling you to seamlessly transition from one thrilling adventure to another while indulging in...
Maui Resort Rentals: The Whaler 965 - Gorgeous 9th Floor Studio, Fantastic Pacific Ocean and West Maui Mountain Views!
Enjoy gorgeous views of the Pacific Ocean and Maui's neighboring island, Lanai, as well as views of the lush West Maui Mountains, from this luxurious 9th-floor studio suite at the Whaler in the heart of Kaanapali Beach.Luxuriously remodeled, Suite 965 offers plenty of...
Kamaole Nalu 301 - Stunning Ocean Views, Renovated, Ocean Front, New Listing!
Imagine waking up to the serene blue waters of the Pacific Ocean and spending your days soaking up the sun in tropical paradise. At Kamaole Nalu 301, an oceanfront gem in South Maui, this dream becomes a reality.Located on the 3rd floor of the charming Kamaole Nalu...
Bright beachfront condo with ocean views, pool & hot tub
Kona Bali Kai #302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to relax? Turn on the ceiling fans and settle into this condo by the sea. Take in the ocean air and relax on...
Honolulu 2 bedroom Cottage
We will block the property for 30 days but you can leave whenever you likeOne of three cottages/City and ocean views, newly renovated large 1200 Square feet bungalow. Five minutes to downtown, 10 minutes to Ala Moana and Beach. Air conditioned, 2 bedrooms with king...
Lovely 2-bedrooms/2baths Ocean Front Condo
Makani Sands is a beachfront condominium vacation rentals with an outdoor pool. Condo #210 at Makani Sands is a spacious 2 Bedroom 2 Bath corner condo on the 2nd floor with an incredible view of the ocean (unobstructed views to three neighbor islands). Large lanai...
Serene Aloha Retreat: Beachfront Bliss in Napili's Charming Studio/Suite
After opening our doors to wildfire survivors during Lahaina’s time of need, we are honored to once again welcome travelers to our cherished slice of paradise. Our updated studio condo at Napili Shores offers everything you need for a restful, memory-making stay on...
HALEKII SUNSET: BEAUTIFUL 4 BEDROOM HOME IN LUSH KEALAKEKUA
Newly Renovated Home with Discounted rates after remodel! Competitive rates are published now!Beautifully refreshed island home with breathtaking Panoramic ocean views in the heart of Kealakekua. Surrounded by coconut palms, pineapple, lime & avocado trees, and just...
Step into the ocean! Unit #213
Beautifully decorated in traditional and classic Hawaiian style with all the Amenities one would want on a Maui oceanfront vacation! Come snorkel with the turtles!In 2020 we remodeled the master bathroom and added an all-new shower. We have high speed fans for better...
DREAMY BEACH, STUNNING VIEWS, AMAZING LOCATION! TVR 1328
Carved into a mountain and Perched on a bluff with Stunning 280 degree Beach front Amazing Views. This locations is Unique, one of thr best on the island. With Unspoiled Beauty with a Raw Organic feel to it. Just a few Steps away to a golden Sandy Beach. The reef is...
Makani Sands #310 Spacious Corner 3brm Ocean Front
This Unique spacious corner #310 at Makani Sands, is the largest condo in the building! 3 Bedroom, 3 1/2 Bath on the 3rd & 4th floor has incredible views of the ocean and neighboring islands of Molokai & Lanai, with quick access to our beach & large fresh water pool....
1 bedroom, 1 bath condo with AC and Access to Poipu Athletic Club
Embark on a journey to paradise and craft unforgettable memories amidst the serene beauty of this ground floor- 1 bedroom condo within the Kiahuna Plantation. Nestled within the lush landscapes of Hawaii, this resort exudes the charm and elegance of a traditional...
Aloha Condos, Kanaloa at Kona, Condo 2004, Oceanfront, AC
The best located condos at Kanaloa include this top floor luxury condo. Sunset Views Year RoundDirectly OceanfrontTop FloorArguably the Best Location in KanaloaRecent Kitchen Renovation• Oceanfront Location• Sunset Views Year Round• Quiet, Residential Location• Walk to...
Enjoy Beautiful Ocean And Mountain Views from the 4th Floor
Hawaii Tax ID: TA-185-203-9168-01TMK: 390200160121Located at the top of this beautifully located condo complex is this peaceful 2 bedroom 1 bath with loft unit in one of sunny south Maui's most desirable buildings. Above the coconut palms that line the ocean...
Cottage #3
Cottage #3 offers a luxurious, modern retreat just steps from the water's edge. As the closest one-bedroom cottage to the ocean on our five-cottage property, it provides the perfect blend of seclusion and convenience.Inside you'll find a plush king-size bed and a fully...
Kawela Kai 493: North Shore Beach Front---Relax & Unwind
LEGAL, LICENSED SHORT-TERM RENTAL. CERTIFICATE:1990/NUC-2057 LICENSE# 90/TVU-0002 TAX MAP KEY: 1-5-7-005:0006This home is not affected by the new Honolulu County ban on Short Term Rentals. Make sure when booking your vacation home the property that you are reserving has...
Hanalei Ohana, The Ultimate Hanalei Home TVNC #5128
Welcome to Hanalei Ohana where you’ll be greeted with warm hospitality and a true sense of Aloha spirit.Hanalei Ohana is a spacious and beautifully appointed vacation rental that truly feels like a home away from home. With attention to detail and thoughtful touches...
🏖️Ground Floor Corner Unit | Discounted Golf Included | vrKCV
vrKCV - Vista Waikoloa E105, Professionally Managed by Kona Coast VacationsWelcome to Vista Waikoloa E105 — Your Island Retreat for Families and Couples!Discover the perfect blend of island comfort and resort amenities at Vista Waikoloa E105. This bright, beautifully...
Waikiki Ocean&Sunrise View Studio
This 259 sq ft studio is the largest in the building, offers: 1 queen bed, 1 twin futon&air mattress; bath; kitchenette; 50 inch Samsung TV; computer desk/monitor; 100Mbps 5G Wifi/ethernet cables; dining counter and beach gears. At 20th floor, strong cellular signal and...
1BR Ground Floor Corner Condo with A/C in Ocean Front Resort.n
Our fantastic Condo is located at Papakea Ocean Front Resort one of the largest land areas with fewest number of units on any resort in Kaanapali. Our newly remodeled ground floor corner unit D101 is very comfortable and roomy with A/C in bedroom and living room. It...
Westin Ka'anapali 2br Maui's Premier Oceanfront Resort -as low as 600 per night
Book a whole week or any number of nights as low as 600 per night.(Check calendar for availability)The luxury vacation villas at this resort feature large lanais, stone flooring, granite counter tops, roomy bathrooms, fully equipped kitchens, washer/dryer, and the...