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.
Oceanfront Penthouse at Kona Reef King Bed fast WiFi AC Free parking
Oceanfront Kona Reef Penthouse – Stunning Kailua Bay Views & Prime Location! Watch Sunsets and surfers from the lanai. This air-conditioned 1BR/1BA top-floor condo is just steps from Honl’s Beach and a short walk to Kona’s lively downtown. Enjoy a spacious living area...
Third floor resort studio - ocean-view lanai - steps to beachside pool, hot tub
Islander on the Beach 340Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate oceanfront retreat at this premium top-floor condo in Kapaa, Hawaii. Situated in the...
Aloha Condos, Kanaloa at Kona, Condo 1701, Oceanfront, AC, Renovated
Condo 1701 in Kanaloa at Kona is a beautiful two-bedroom, two bathroom, groundfloor oceanfront condo with a fully equipped kitchen, TV in three rooms, ceiling fans throughout. This condo sits directly oceanfront and is arguably in one of the best locations at the...
Charming Dolphin Suite with AC in delightful Kailua
Consider this studio your home away from home while you visit Kailua. We hope you enjoy what our place and Kailua has to offer.NOTE: Temporary construction site is nearby so price has been reduced. Details provided upon booking request so you can make a decision if this...
Ocean&Mountain View Paradise - 3BD2BAParkingnCONTACT HOST FOR LENGTH OF STAY ?'s
North East Shore Hawaiian Paradise: This property is located in the perfect spot on the North East Shore with gorgeous views of the ocean. It's the perfect getaway for you and your family. Ka'a'awa Kasa is a tranquil escape for guests looking to unwind. Located at the...
Mermaid’s Lookout WOW the views! Ocean Front, full lanai, heated pool & AC.
Welcome to Mermaid's Lookout! This 2-bedroom efficiency home in Hawaiian Paradise Park is perfect for your escape to paradise. With 1 king and 1 split adjustable king, a deep soaking tub with two shower heads, and all the essentials like AC and WiFi, this stunning...
Ilikai Marina 694 Ocean/Sunset/Fireworks View King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh.TEMPORARY LANAI WORK - Completing Mid April 2025 - No access to the...
Beautiful Spacious 3 bedroom house in Charming Hilo. Close to everything. 1150sq
This adorable house features 2 queen beds and 1 king bed, perfect for a cozy stay. Plus, there's a charming living room with a comfy futon for extra space.The blackout curtains are just perfect for a good night's sleep
Completely upgraded, Beach Tower 3 Bedroom. Last minute discounts 4/19-5/21/25.
Upgraded 3-Bedroom Beach Villa | Premier Lagoon & Ocean View LocationWelcome to your luxury island retreat at the Beach Villas at Ko Olina. This elegantly upgraded 3-bedroom, 3-bath villa is located on the 4th floor of the Beach Tower, just one building back from direct...
Steps to Sugar Beach!
Hosted by VacaMauiWe chose Kihei Holiday due to it's incredibly close location directly across the street from Sugar Beach.Stainless steel appliances, air conditioning, beach gear, and a flat screen TV are some of the amenities you will enjoy during your stay.This unit...
Waikiki Banyan 1 Bedroom with Parking!
Waikiki fully furnished one bedroom condo located on the 12th floor of the popular 'Waikiki Banyan'. The condo has a full kitchen and a lanai with partial ocean views. There is Free wifi, flatscreen cable tv, ac, and garage parking. The hotel has a large amenity area...
Top Floor Retreat w/Mtn Views & Beach Access, 1537
Located on the top floor, this stunning, air-conditioned retreat offers the ultimate in luxury. With no stairs to navigate and steps from parking, you'll enjoy effortless access to your private oasis, complete with breathtaking views. No matter your vacation needs, this...
Ocean, Marina, and Pool View 2BD Corner Unit w/ AC at the Ilikai Hotel
Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. Amazing views of the sunset with the sun gleaming over the ocean. During the day, you can embrace views...
Oceanside Luxury on the beautiful island of Kauai
Oceanside Luxury is an Oceanfront and Lavish two-bedroom, 2nd floor unit in the extremely desirable "A" building at Waipouli Beach Resort. This 1,158 square feet condo unit offers astonishing direct oceanfront view with gratifying sunrises. Enjoy whale watching in the...
Ulua Beach Premier 2-Bedroom Oceanfront Unit...Unobstructed Ocean Views!
Welcome to Wailea Elua #1904! This recently renovated luxury beachfront 2 bedroom/2 bath residence is in the heart of Wailea on Maui’s Sunny South Shore. Within steps of the unit is Ulua Beach, one of Maui’s best! Ulua Beach is ideal for family fun, snorkeling,...
Modern Suite / Free Parking / View / AC / King Bed / Kitchen / Prime Location
Modern Suite in the Heart of Honolulu – Walk to Waikiki Beach.Our modern suite is located in the vibrant heart of Honolulu, just a 10-minute walk from the iconic Waikiki Beach. Enjoy the best beaches, dining, nightlife, and shopping Honolulu has to offer, all within...
Waikiki Sunset lovers Sleeps 4 with Free parking + Pool + 1Blk to beach
We are located in the heart of Waikiki, 5 min walk to the beach where you can make the most of the water adventures from swimming, kayaking, snorkeling to surfing or forget the action and sit in the sun until the sun goes down to watch breathtaking sunsets. Waikiki is...
Panoramic Ocean & Mountain Views --we have FULL AVAILABILITY please message us.n
Let the Aloha spirit be with you during your Hawaii visit by staying along the famous Koolau Mountain range on the lush Windward Side of Oahu. With 3900 sq. ft. of space to relax and enjoy a panoramic view of the grand mountains and the peaceful ocean as a backdrop,...
Island Cottage A/C-Pool-BBQ
Aloha! We welcome you to our beautifully decorated and loved island home. Located in the heart of Princeville and centrally located to stunning beaches, restaurants, retail, and more. This is the perfect place to recharge and relax after a day of island adventure. You...
Tropical Vibes & Sunset Skies
This peaceful Kaua’i home is filled with vibrant paintings inside and tropical gardens outside. A personal gallery of locally curated paintings. Truly, a one-of-a-kind experience. Explore the island and return to this quiet and very comfortable home. Vaulted ceilings...
Oceanfront Condo: Stunning Views, Pool, High-Speed Wi-Fi, Near Beach,Shops,cafes
Maui Oceanfront Retreat | Private Lanai, Steps to Beach & Stunning Ocean ViewsWelcome to your dream Maui escape! Wake up to breathtaking ocean views and enjoy your morning coffee on your private lanai, just steps from the soft sands and turquoise waters of one of Maui’s...
Oceanview-Pool-AC-Gourmet Kitchen-W/D -Golf-14D
A full bedroom and bathroom on the first floor provide convenience for guests' privacy and ease of access. Located in the heart of Princeville, this condo is ideally positioned within walking distance of Anini Beach, scenic parks, farmers’ markets, and picturesque...
Maui Resort Rentals: Honua Kai Hokulani 413 - 4th Floor Interior Courtyard 1BR w/ Gorgeous Ocean Views!
Maui Resort Rentals is proud to bring you this premier one-bedroom villa at the Honua Kai Resort, newly launched on February 20, 2025, to start taking bookings on April 7, 2025!Located in the only 1BR column of interior courtyard facing suites at the entire Honua Kai...
Orchid Isle Pool Paradise- Private Hawaiian Estate w/Pool and Air Conditioning!
Paradise found! This beautiful, new home is situated off a paved road behind a solar powered entry gate, on 3 gorgeous acres. You will feel relaxed the moment you arrive, from our comfortable and welcoming fully furnished lanai to the spacious and well appointed...
Regency at Poipu Kai 323: Beautifully Updated Poipu Resort Condo With A/C
** Fall 2025 Special Pricing**Welcome to Regency at Poipu Kai #323, your peaceful Hawaiian home away from home. This south shore Kauai vacation rental condo boasts an ideal location in the heart of sun-drenched Poipu, with easy access to the Garden Island’s best...
Tropical Oasis Studio in Ko Olina Beach Resort - 30 Day Rental
**Note: This property cannot be rented for less than 30 consecutive days. Rental prices will not be adjusted based on the number of days the rental is actually used or occupied.**Prime Location!** Nestled within the prestigious Coconut Plantation community of Ko Olina...
Beachfront Paradise North Shore, 4BD, King Beds, AC, Parking.
Escape to paradise in this newly remodeled beach house with panoramic ocean views. Step from the back lanai directly onto the sand. In the summer months, enjoy a private stretch of beach right out front, or take a few steps to the right to a larger, semi-private beach....
Charming 2-bedroom house in peaceful Keaau with WiFi, AC
Welcome to our charming country cottage nestled on the breathtaking Big Island of Hawaii in Kea'au. This idyllic retreat offers a tranquil escape from the hustle and bustle of everyday life, surrounded by lush greenery and stunning garden views, where guests can relax...
Stunning Two bedroon Corner Oceanview condo in Kihei
D301 is a uniquely located corner unit 2 bedroom, 2 bath full ocean view condo with AC. This condo is on the third floor so you are walking up stairs.Watch surfers, windsurfers, and kite boarders as well as Humpback Whales during the Whale season. Wake up to stunning...
Comfy studio in Heart of Waikiki! Quick walk to beach, close to Ala Moana!
Ilikai Marina #1195 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus 28-sqft lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
Charming 2-bedroom bungalow with AC and WiFi in Kailua-Kona
Stay here at Hale Kai Hideaways, Bungalow C, right on Alii drive located in the center of Kona town. Across from Turtles beach (short walk over rocks) and a beach access to the ocean. A quick walk to Alii Garden's Marketplace with Shaka Taco's, local coffee and...
Cozy 1-bedroom with AC and WiFi in enjoyable Kailua-Kona
Welcome to Hale Kai Hideaways, Bungalow A. Vacation at this cute apartment centrally located in the heart of Kona. Alii Garden's open-air marketplace is a five-minute walk, where you will find Shaka's tacos, local coffee & tons of souvenirs. Turtles Beach, a local...
Breathtaking Studio Ocean Views! Pool! Beach!
Summary:🌺 Experience the Ultimate Hawaiian Retreat! 🌺Escape to paradise in this beautifully renovated high-floor unit offering breathtaking panoramic views of the Pacific Ocean, Diamond Head, and the vibrant Waikiki skyline. Whether you're here to relax 🌊 or explore 🌺,...
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
Introducing Akela Ka Hale Kai, affectionately known as Lucky 42 at Kona Bay Estates.Experience unmatched relaxation with our special spring rate beginning at $1649 per night (N++). Delve into a serene seaside retreat, where every aspect is designed with your utmost...
Top Floor, Retreat w/Mtn Views & Beach Access, 1538
Unit 1538 is a cozy and inviting retreat perfectly suited for a relaxing getaway. This spacious studio features a comfortable king-sized bed, a full kitchen, a washer/dryer, and a large bathroom with a walk-in shower. The room is also equipped with a large flat-screen...
Sea Village Oceanview Condo
Unwind with modern comforts, including a flat-screen TV with cable, high-speed WiFi, and a fully equipped kitchen perfect for preparing island-inspired meals. Step outside to soak up the sun in the oceanfront complex, where you can lounge by the pool, take a dip in the...
G204 | Tropical Paradise | Beachy Kihei Surf Bungalow
Welcome to your perfect Maui getaway at this beautifully updated 2-bedroom, 2-bathroom condo in Kihei Garden Estates. The contemporary "surf shack" design creates an authentic Hawaiian atmosphere, featuring a spacious loft primary bedroom with a plush king bed and...
KRV 1023 Experience Kapalua Maui from this 2BD condo with Spectacular Oceanviews
Kapalua Ridge Villas 1023 NEW LISTING Sweeping Kapalua Ocean Views from this Beautifully Remodeled Spacious Maui Villa! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch...
Unique Chic Hotel with pool, WiFi, gym & AC in world-class Waikiki, Hawaii.
This lovely hotel room in Waikiki offers guests a comfortable stay with AC, WiFi, smart Roku TV, a newly renovated spa-like bathroom, balcony, fully stocked kitchenette, full gym, temperature-controlled outdoor pool with lush tropical lounge deck, and a BBQ deck area....
NEW! 2BR/2BA Tropical Paradise in the HEART of Waikiki - Foster Tower
NEW ON THE MARKET!We welcome you to our Aloha HOME! Soak in Paradise in this pristine, luxurious 20th floor suite with panoramic ocean and mountain views. The beach is right out front. When not at the beach, enjoy the onsite pool, hot tub, sun deck, fitness center, and...
Gorgeous Remodeled hotel suite in Princeville w/ pools & beach access, sleeps 4
Unwind in Princeville at this lovely hotel suite! Enjoy the modern comforts of this remodeled unit with A/C, a comfortable king-sized bed, 50" TV, sofa with a queen-sized pull-out bed, and a private lanai with a beautiful view of the north Kauai Mountains made famous by...
The Grand Islander, a Hilton Grand Vacations Club
Discover the beauty of Honolulu from this adorable 2-bedroom resort. The rooms feature 1 king bed in primary room and 1 king or 2 double beds in the second bedroom. perfect for a serene night's sleep. Enjoy the convenience of 2 full bathroom with showers and a cozy...
Papakea G-205 - Ocean Views - Free Fun - NEW LISTING
Ocean views at Papakea Resort in North Kaanapali. This beautiful 2-bedroom, 2-bath condo in a 4-story concrete building has been updated. Remodeled guest bathroom and new master vanity in October 2025. ** NO RESORT FEES ** "Sale" into Whale Season: PROMO CODE: SALE26....
🏝️SUMMER Deals - Walk to the beach, great and convenient location LSV15🏝️
South Maui Condo Steps from the BeachWelcome to our bright and airy second-floor end unit in the heart of Kihei. Located in Building 4, Unit #223, this condo offers windows on three sides, allowing natural light and refreshing trade winds to flow through.What Makes This...
Secluded Oceanfront Cottage- in Princeville – Private large Spa & Stunning Views
For less than half the price of a standard hotel room, this private ocean bluff Cottage-Studio offers a luxurious and romantic experience—giving you more space, more privacy, and more of Kauai’s magic. Instead of a crowded resort, you’ll wake up to the sound of waves,...
Gorgeous Napili Shores studio A/C
Come relax is this updated ground-floor studio located on famous Napili Bay (6 minute walk to beach!) Comfy, king-sized bed and twin sofa sleeper, full kitchen (all new appliances) with everything you need (fully stocked- even spices & oils!) Very close outdoor BBQ area...
Cozy 2-bedroom apartment in amazing Kailua-Kona with WiFi, AC
Walk to the Beach! This peaceful 2-bedroom Kona Shores condo offers the ideal blend of location and comfort. Stroll to Honl’s Beach and enjoy the oceanfront cafés along Ali‘i Drive, then return to a fully air-conditioned space with a private lanai and access to the...
Pualani Villa by Gather: Luxe Princeville Retreat w/ Pool & Hot Tub
Escape to Pualani Villa by Gather, a stunning three-bedroom + den, 2.5-bathroom townhome in the heart of Princeville’s prestigious resort community. Offering a beautifully designed living space, this two-story retreat combines modern luxury with island charm, creating...
Fairways at Ko Olina 24H by Gather: Resort Townhome w/ Pool & Spa
Discover your island home away from home at Fairways at Ko Olina 24H by Gather, a beautifully appointed 3-bedroom, 2.5-bath townhome in the heart of Ko Olina Resort. Surrounded by tropical landscaping, this private retreat offers a seamless blend of comfort,...
AlohaCation - Oceanfront Work and Family Time
Work from Paradise or Enjoy Family Time by the BeachImagine waking up to breathtaking ocean views, working remotely with the sound of waves in the background, or spending quality time with your little ones on a peaceful, safe beach. Our oceanfront apartment blends...