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.
1bd/1bath Kaimuki Hill Top Unit with a Balcony
Up in the hills of Kaimuki, 1 bed/1 bath home with private entrance, washer/dryer in unit with wifi. Newly renovated, bright with high ceilings, walk-in closet. It is small but has everything you need and sleeps three. Private balcony with ocean view. 15 min quick drive...
Oceanfront Romance and Luxury at Lahaina Shores!
Lahaina Shores Resort survived the fire of 2023 and has just reopened after a thoughtful and complete renovation of its infrastructure, with a refreshed lobby, modernized hallways, and an upgraded central A/C system. The property features a sparkling pool and spa, and...
Spacious 2BR/2BA Oceanfront Villa in Ko Olina Beach Tower with Lagoon Views
Ko Olina Beach Villas B210 invites you to experience oceanfront luxury on Oahu’s sunny west coast. Located in the prestigious Beach Tower, this 2nd-floor villa blends island elegance with modern comfort, offering 1,575 square feet of living space plus a spacious lanai...
Welcome to your Waimanalo retreat! Steps from one of Oahu's most stunning, uncrowded beaches
Welcome to your Waimanalo retreat! Steps from one of Oahu's most stunning, uncrowded beaches. This charming 2-bedroom home blends classic island character with thoughtful modern updates. Fully furnished and move-in ready, it includes high-speed WiFi, a Bluetooth...
Sky Ala Moana 3509: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4
Indulge in luxury living within this exquisite condo at Sky Ala Moana. With two bedrooms, two baths, and two parking spots, this residence epitomizes contemporary elegance fused with timeless charm.Upon entering, you're greeted by a meticulously designed space adorned...
Spacious Mountain View Unit- Near Oahu's Popular Attractions, Oceanfront Resort
Spread out and kick back. This luxurious three-bedroom provides spacious luxury and intimate comfort for larger parties.Mountain View Three Bedroom Villa, Bedroom 1: 1 King, Bedroom 2: 1 King, Bedroom 3: 2 Twin, Sofa beds: 2, Bathrooms: 3, Full kitchen, Microwave,...
Beautiful Condo in the heart Diamond Head Honolulu, HI
This beautiful condo is across from Kapiolani Park and near Waikiki shell is a quiet neighborhood below Diamond Head and steps outside of Waikiki.Beautifully decorated, top floor unit has wonderful views of Diamond Head & Waikiki.Full kitchen, Washer Dryer Free Wi-Fi &...
across from Charley Young beach #2
Experience Kihei like a local in this 1-bedroom condo. This gorgeous property offers a living room with a sofa bed, perfect for extra guests. With amenities like an iron, hair dryer, and AC, guests can relax and unwind in comfort. Our place is equipped short stays to...
Wailea Ekahi 49A 1BD Condo in Wailea with Garden Lanai & Beach Access
Wailea Ekahi 49A Enjoy Your Next Maui Vacation from this 1Bedroom, 2 Bathroom Wailea Condo. Amazing Convenient Location Just a Short Stroll from the BeachWelcome to Your Maui Retreat: This comfortable Wailea condo offers an easygoing South Maui escape set just above...
Aqua Aloha Surf Waikiki 202 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 202 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 226 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Hawaiian Dream Villa 1 mile from Disney Aulani
Summary:Welcome to our luxurious 2-bd villa in the breathtaking paradise of Ko Olina Nestled along the pristine shores of Oahu our tranquil retreat offers the perfect blend of comfort convenience and Hawaiian elegance and is ideally located to explore all that Ko Olina...
35th Fl Waikiki Beach Tower | Ocean Views | Parking | Pool King Bed
This middle unit has expansive views of the Waikiki Beach! Enjoy contemporary furnishings and a peaceful and serene surroundings!Sleeping Arrangements:• Master Bedroom: King-size bed• Guest Bedroom: Two twin-sized beds• Living Room: Sofa bed (Queen-sized)Amenities...
Luxury Ko Olina Getaway: Relax & Unwind in Style
Experience ultimate relaxation at this 4-bedroom Ko Olina retreat. Located in the luxurious, master-planned community of Ko Olina on Oahu’s scenic leeward coast, this paradise offers access to four stunning lagoons, pristine beaches, and a wealth of amenities, including...
The Hibiscus TVU-1869 - ke Iki Beach Bungalows
The Hibiscus Bungalow is our most private beachfront end unit. This bungalow has a king bed in the beachfront bedroom and a queen bed in the garden side bedroom. The living room has a large sectional sofa and a dining table. The large outside deck is partially covered...
NEW! Remodeled 2BR w/parking, views, 1 block from beach!
Aloha! I’m renting out this furnished 2BR apartment in Waikiki. Steps away from all the shopping, the best beaches, wifi included, diamond head and Waikiki views, 19th floor, lovely breeze, brand new furnishings, fully stocked kitchen, washer/dryer in unit, pool access,...
Mana Kai at Waimanalo: Beachfront Luxury & Tranquility w/ Stunning Ocean Views
Framed by turquoise waters and backed by the rugged cliffs of Oahu’s east coast, Mana Kai at Waimanalo delivers a serene beachfront retreat designed for families and groups in search of space, comfort, and the calming rhythm of oceanfront living. This two-story coastal...
Wyndham Bali Hai Villas | Two Luxury Villas Sleeps 14!
Summary:This listing is for two Luxury villas at Club Wyndham Bali Hai Resort in Princeville, HI. Live Suite guests will have access to all resort amenities. Suite 1: 3-Bedroom VillaSuite 2: 2-Bedroom Villa- Photos are stock photos provided by the resort. Your suite may...
Beachside 1BR at Kamaole Sands – Resort Amenities
Nestled in the heart of Kihei, Kamaole Sands 8-111 offers a perfect blend of comfort and convenience for your Hawaiian getaway. This beautifully designed corner unit boasts a larger balcony, providing stunning views of the lush surroundings and the ocean beyond. As you...
Waterfront Lanikai Beach Compound
Sprawling oceanfront 5BR/5BA compound, steps to Lanikai beach.Share meals and play games in the oceanside backyard. Walk 5 minutes to gorgeous days on Kailua Beach Park or just steps to iconic Lanikai Beach.Furnished fully-equipped kitchen. Two parking spaces.The...
Spacious 2BR Condo | Balcony, Parking, Great Views
Relax in this 2-bedroom condo with stunning mountain and canal views from the private balcony. Comfortably sleeping up to 6 guests, the unit features a fully equipped kitchen, washer/dryer, and complimentary parking. Located in the heart of Waikiki, it's a short walk to...
Charming 2-bedroom cottage in Ocean View with WiFi access!
Your Ocean View getaway awaits at this brilliant 2-bedroom cottage. With a king bed and queen bed, guests will find comfort and tranquility in this superb space. Enjoy the convenience of WiFi, an iron, and a washing machine during your stay. The bathroom comes equipped...
Honua Kai | Family Friendly | KBM Resorts | Family Friendly | 2 Units, 5 Bedrooms | HK ML-2474
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Stunning Kanaloa Oceanfront Condo!
Welcome to your dream island escape! This renovated 1BR/2BA ocean view condo located in the exclusive, gated resort Kanaloa at Kona comfortably sleeps 4 guests. Featuring a spacious bedroom with a CA king bed, a queen size sleeper sofa in the living room, full kitchen,...
Your New Happy Place! Haliʻi Kai 2B&B condo in beautiful Waikoloa Beach Village
Enjoy the relaxing beachfront pools at Haliʻi Kai, located in the heart of the Waikoloa Beach Resort. This inviting upstairs condo features a primary bedroom with a California King bed, walk-in closet, large smart TV, and a private en-suite bathroom. The guest bedroom...
Kaanapali Alii Unit 245
Kaanapali Alii 2452 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 245, a beautiful condo in Maui’s exclusive Kaanapali Alii Resort. This elegant residence offers breathtaking views of the Pacific Ocean...
🏝️Summer Deals-Cute Ocean View Condo, walk to beach🏝️
Maui Vista #1-218 is a one bedroom, one bathroom condo on the second floor of Building 1 with Ocean View. The condo has been refreshed with bright modern furnishing. It features air conditioning throughout, a fully-equipped kitchen, washer and dryer. The condo has been...
Wailea Ekahi Village 47D - 1 Bedroom Ocean View Condo
Wailea Ekahi 47D is a spacious and beautifully updated one-bedroom, two-bath condo located in one of Wailea’s most sought-after beachfront communities. Perched on a gentle slope, this upper-level unit offers breathtaking ocean views from the private lanai, perfect for...
Waikiki Banyan Ocean View Apt - Free Parking
About this spaceOne bedroom ocean view apartment at Waikiki Beach. Located in Waikiki Banyan Resort at 201 Ohua Ave Honolulu.Only one block walking to the beach.The apartment has an equipped kitchen, free WiFi and free parking for one car. Sleeping arrangements are 2...
Kapalua Ridge Villa 2023 Gold Ocean View 3 Bedroom
- 2nd floor, 2 story villa with 8 stairs from parking- Tile floors throughout- Updated open kitchen with granite counters and high end appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s table counter-...
Luxury Beachfront Turtle Bay Ocean Villa G218
Ocean Villas G218 is a 4-bedroom, 3-bathroom luxury, ocean view condo ideally located on the North Shore of Oahu and exquisitely designed with top amenities, spacious rooms and breathtaking views of the Pacific Ocean. Villa G218 is within the gated resort community of...
The Lilikoi - Ke Iki Beach Bungalows
The Lilikoi Bungalow is our largest bungalow on the beach. The large dining area and living room has a twin bed. There is a large full size kitchen with wraparound bar. There are queen beds in the beachfront and garden side bedrooms. The outside deck is covered with...
New Listing Lahaina Shores 420 Quaint Studio
New Listing: Studio with Beach AccessWelcome to Lahaina Shores 420, a beautifully appointed 4th-floor studio with views of the West Maui Mountains. This condo is at one of Maui's most beloved boutique beachfront resorts. This inviting retreat offers the perfect blend of...
CW Waikiki Beach Walk|1BR/1BA King Balcony Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for your...
Kanai A Nalu 416 Oceanfront 2 bedroom Overlooking South Maui Ocean
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean breeze in your luxury 2 bedroom/2 bath condo home. Wander right out to the beach. The split air-conditioned unit is fully equipped, including an in-unit washer/dryer. The primary...
The Beach Nook at Turtle Bay
Welcome to The Beach Nook at Turtle Bay Resort! This fully furnished 1-bedroom, 1-bath condo sits right on the Fazio Golf Course in the gated community of Kuilima Estates West. With two air-conditioned rooms, it sleeps up to 4 guests comfortably. The condo features a...
Beautiful Paradise Park Hale
Bring the whole family to this peaceful place at the most desirable sunbelt location in Hawaii Paradise Park. It is a very comfy and spacious place with brand new furniture and appliances throughout the house. Enjoy a fully stocked kitchen, dedicated work space, free...
Tropical Getaway at Hilton Garden – Partial Ocean Views & Walk to Waikiki Beach!
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
2 Bedroom Cottage - Platinum
Welcome to your tranquil haven at Cottage 2, nestled in the heart of Koloa. This charming 3-bedroom, 3-bathroom retreat offers a perfect blend of comfort and elegance, ideal for families or groups of friends. Each bedroom is equipped with a plush king-sized bed,...
High Floor Ocean View Waikiki Condo – Fully Renovated with Free Parking Included
Wondeful and Renovated 1 Bedroom /1 Bathroom /1 Free Parking unit located on the 27th floor of the Waikiki Banyan. Amazing partial Ocean Views from the lanai and bedroom!Total of 3 Sleeping Arrangements - 2 x Full Size Bed in the bedroom + 1 x Queen Sofa Bed in the...
Kaanapali Alii Unit 251
Kaanapali Alii 2512 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 251, a beautifully renovated one-bedroom, ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. This...
Contemporary & Renovated Honolulu Suite w/ AC
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Newly renovated in 2024Designer furnishedSecured & gated entry2 stories...
XMAS & NEW YEARS 2025 PRESIDENTIAL BEAUTIFUL 3-Bdrm/3-Bath SUITE BALI HAI RESORT
Available Dec 30 - Jan 3rd!!Nestled on the North Shore among the most beautiful beaches and landscapes in the World - Princeville & Hanalei Bay is Kauai’s most picturesque community and the resorts ideal location & natural landscape is a vacation spot unlike any other!...
New Listing! 2 Adjacent Luxury Homes, Sleeps 16, Walk to Beach!
Welcome to Canoe House & Beach Walker at Champion Ridge by Gather, an extraordinary dual-estate retreat within the prestigious Mauna Lani Resort on the Kohala Coast of the Big Island. Perfect for extended families or groups traveling together, these two adjacent...
Royal Kahana Maui 1218 Ocean View Studio
- 12th floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and 1 twin sofa bed- 431 sqft - Maximum 3 persons...
Kapalua Bay Villas Ocean View 1 Bedroom
Bay Villas Ocean View 1 Bedroom- Bay Villas are closest to Oneloa Beach- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area- 1200-1500 sqft/...
31st Fl Waikiki Banyan 1 BR Condo | Ocean View | Parking
The SpaceBring the whole family to this remodeled 31st-floor corner unit with plenty of space, comfort, and stunning views of the ocean, Koʻolau Mountains, and Ala Wai Golf Course. With two full beds in the bedroom and two sofa sleepers in the living room, this home...
Charming 1-bedroom condo in lovely Kihei with WiFi, AC
Stay comfortably in Kihei at this 1-bedroom condo, directly across from the beach. An ID & cc will be required to put on file.Enjoy our soft queen bed in the bedroom and a cozy sofa bed in the living room. This amazing property offers Wi-Fi, an indoor washer/ dryer, and...
Tropical Luxury Retreat W/ Infinity Pool, Spa & Outdoor Living!
Experience elevated Big Island living in this spectacular and serene island estate, ideally located within a premier resort setting. Picturesque bedroom suites feature private outdoor garden showers, creating a spa-like retreat surrounded by lush tropical beauty. The...
Ocean View - Marriott Waiohai Beach Resort - On The Beach- Family Friendly
Escape to the beauty of Kauai and indulge in luxury at this premium Marriott property in Hawaii. With direct access to Poipu Beach and a wealth of amenities, the resort promises an unforgettable Hawaiian experience. Conveniently situated within walking distance of Poipu...
Hawaiian Oasis-Rediscover yourself
Beautiful cottage sitting up on a hill providing privacy and comfort. Working bath and shower but off the grid..natural sunlight and a garden full of ginger orchard, sugar cane , various citrus, banana.s..covered front lanai to enjoy beautiful breezes and of course the...