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.
RELAX w/ Direct Beach Access High Flr. Sans Souci 2BD/2BA🌴Stunning Ocean Views
Nestled along the southeastern coast of Oahu, Hawaii, welcome to Sans Souci condominium 901/902, on the only beach in the heart of Diamond Head along the Gold Coast adjacent to Waikiki. The first thing you will notice is the incredible ocean view from this luxurious...
Tropical Comfort & Poolside Peace—2 Room Island Haven Awaits
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
4BR Kona Home with Ocean Views!
Walua Hale – Oceanview Escape in Kailua-KonaWake to dazzling Pacific views and end your days dining al fresco on the lanai at this stylish 4-bedroom retreat. With space for up to 10 guests, Walua Hale blends coastal charm with comfort—think breezy open spaces, a...
Ka Eo Kai Studio Resort w/ HOT TUB & POOL
Embodying the essence of the "Garden Island," this resort provides a perfect blend of tranquil surroundings and abundant nearby activities. Nestled within lush tropical gardens, it offers convenient access to a myriad of recreational opportunities such as family...
A11y Room with 2 Double Beds, Lanai and City Views
Designed with accessibility in mind, this 242 sq. ft. room features two double beds and a private lanai with city views. With accessible features, air conditioning, free Wi-Fi, and modern amenities, this room ensures a comfortable and convenient stay for all guests.Key...
Kai Lani 3D Oceanfront ground floor with direct access to the beach
Don't miss this newly listed vacation home. Please send us an inquiry to accommodate your travel dates and requests, or book instantly—one of the more desirable ground-floor units with direct access to the grassy area and the beach. This oceanfront two-bedroom,...
Alii Villas#318 Beautiful Top Floor Condo with Garden & Ocean Views
Top-Floor Ocean Escape – Remodeled Beauty at Alii Villas #318Welcome to your slice of paradise on the top floor of the highly sought-after Alii Villas in stunning Kailua-Kona, Hawaii! Unit 318 is a fully remodeled, beautifully furnished condo that blends island charm...
STUNNING 1st Floor 🌴 Beachfront 2BD Sans Souci w/Parking 🐬
You'll find bicycles, golfing, and more on site at this beach condo. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return to this 1473-sq-ft condo, unwind on the deck or...
Beach Inspired Family Suite w/ Kitchen, Washer/Dryer, Lanai–Waikīkī Shore 510
Welcome to your home-away in this fifth-floor, one-bedroom one-bathroom, ocean view unit. Upon entry, you will be greeted with a white back-drop that has been enhanced with many shades of blue throughout the space. Welcome to the 'beach house!'Guests can embrace the...
Lanikai Oceanfront Home with Pool and Japanese-Style Hot Tub
Six bedroom ocean front home with pool and Japanese-style onsen (hot tub) is ideally suited for multi-family or multi-generational accommodation. Recent renovations and 2021 upgrades include split-air conditioning throughout the home, updated landscaping, new...
Urban Chic Meets Island Serenity in Waikiki
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking Mountain & Canal views. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right...
OCEAN FRONT 9th Floor Corner unit nWatch the Whales jumping from the Balcony
In the heart of Maui's famous Kaanapali Beach, steps away from Whaler's Village, with beautiful shopping and restaurants. Beautifully remolded and decorated one bedroom with 2 FULL baths, sleeper sofa and roll-away bed. Wrap around balconies and magnificent views....
Beach Front Condo-Everything you can dream of for a Hawaiian getaway is here!
Enjoy a pleasant stay at this 1-bedroom condo in the quiet country of Hauula. Perfect for relaxing after a day of exploring Oahu. This quaint property offers a cozy living room with a sofa bed. In your temporary home you can take advantage of all the amenities your used...
Westin Kaanapali North Oceanview - Christmas & New Years Weeks - 1 bedroom
We own a 2-bedroom unit that can be rented as a studio, 1-bedroom, or 2-bedroom. This is the 1-bedroom listing.While most guests do not know which unit they will be assigned to until arrival, this is a fixed unit, 7570. This unit is located on the 5th of 6 floors and...
Honu Pani: 5 BR Oceanfront Pauoa Beach Home at Mauna Lani
Welcome to Honu Pani – a rare oceanfront estate nestled in the exclusive Pauoa Beach enclave at Mauna Lani Resort. One of only seven oceanfront homes in this prestigious gated community, Honu Pani offers unmatched privacy, sweeping ocean views, and a truly...
Waikiki Grand 1005 - The Best location in Waikiki!
Elevate your stay in our charming flat, perched on the 10th floor of a unique boutique condotel. 🏛1005 at the Waikiki Grand Hotel® is perfect for couples or small families, our spacious retreat offers breathtaking views of the ocean and lush surroundings that will...
Palms at Wailea Villa 1805 Garden View 2 BD 2 BA
- Ground floor unit- Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookware and tableware- 473 square foot lanai- Master Bedroom with 1 king size bed and guest bedroom with a Queen size bed- Queen sofa bed in sunken living...
Kapalua Golf Villas Fairway View 2 Bedroom
Golf Villas Fairway View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed or 1 queen bed and bathroom- Guest bedroom...
Aston at the Whaler on Kaanapali Beach 964
Stunning ocean views are the highlight of this beautifully remodeled studio located on the 9th floor of Tower 2 at the Whaler on Kaanapali Beach. This studio condo has a King bed and central air conditioning. The living area features a large flat-screen TV and a comfy...
Oceanfront home with wrap around lanai, private sauna, beach access & WIFI
Big Surf Villa (30+ night rental)Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your oceanfront paradise in Waianae, HI! This stunning house boasts a vaulted ceiling and...
Spacious 1bd beachfront condo. Recent upgrades!
Maui Kaanapali Villas A412 is a charming 1-bedroom, 1-bathroom condo on the 4th floor, offering central A/C, high-speed Wi-Fi, and serene garden views. With convenient elevator access, getting to and from your island retreat is simple and seamless. This unit comfortably...
3-bedroom upstairs unit in beautiful Wailuku with AC
Get ready to unwind in this spacious 3-bedroom home located on the second floor in charming Wailuku. With two king beds and one twin bed, it’s the perfect spot for families or small groups seeking comfort and relaxation.Enjoy the convenience of private guest parking...
FREE Parking! Penthouse Unit at The Palms Waikiki
Amazing 12th floor Penthouse Unit. This popular unit at Aqua Palms Hotel comes with high ceiling, a spacious lanai with ocean view and larger interior living space than most condotel studio units in Waikiki. 2 queen beds can accommodate 4 guests. This is one of the most...
Westin Ka'anapali - Beautiful Resort On The Beach! Family Friendly! Island View!
The Westin Kā‘anapali Ocean Resort Villas South, located on Maui’s renowned Kā‘anapali Beach, offers an upscale island escape. These spacious villa-style accommodations feature kitchens, private lanais, and luxurious touches. Enjoy multiple pools, a spa, fitness...
Wailea Ekahi Village 26D - 1 Bedroom Garden View Condo
Escape to paradise in this beautifully appointed one-bedroom vacation rental nestled in the lush tropical gardens of Wailea Ekahi Village. Located on Maui’s sunny south shore, 26D is a tranquil second-floor unit that offers the perfect blend of privacy, comfort,...
Wailea Beach Villas PH107 - 2 Bedroom Garden View Penthouse
Wailea Beach Villas Penthouse 107 is a luxurious haven that embodies the essence of island living, offering breathtaking pool views and peekaboo ocean views from its prime Wailea location. This expansive 2-bedroom villa includes a versatile den that can be used as a...
Luxury 3BR Villa with Ocean Views – Marriott's Ko' Olina Beach Club
Step into paradise in this ocean-view three-bedroom villa at Marriott’s Ko Olina Beach Club, where comfort, space, and resort-style amenities come together for an unforgettable Hawaiian escape. Ideal for families or groups seeking relaxation and adventure, this villa...
Ilikai Hotel, Breezy City Views! Great for your Hawaiian Getaway!
This condo has been fully renovated and tastefully decorated for your comfort and enjoyment. This spacious 1-bedroom condo has 500 sq ft of living space & a lanai of 120 sq ft. Relax on the cooler side of the building and enjoy the tropical breezes from the mountain....
Hip Hawaii Vibe w/AC, WiFi, Lanai, Modern Kitchenette – Waikīkī Grand #904
Castle at Waikīkī Grand #904 - Hawaiian décor defines this air-conditioned 204sf escape where the furnished lanai creates a perfect perch for morning coffee and evening mai tais. The upgraded kitchenette features granite countertops, mini-frig, microwave, and...
Relax & Explore: Spacious 2BR Suite at Maui Schooner Resort
Escape to the shores of Kihei with this two-bedroom suite at Maui Schooner, where Hawaiian ease meets roomy, well-appointed living. Designed to sleep up to six guests, the bedrooms are furnished with a king bed and a queen bed, and the living room includes a queen...
Royal Kahana Maui 205 Ocean View Studio
- 2nd 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 twin sofabed- Ceiling fan- Cable TV-...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms + Den w/ Stunning Ocean Views and Massive Wrap-Around Lanai!
This gorgeous 3 Bedroom/1 Den offering at The Honua Kai Resort on Kaanapali North Beach combines two best-in-class suites. The two-bedroom corner suite boasts deluxe ocean views from both the interior of the residence and the luxurious wrap-around balcony. The...
Kaanapali Alii | 285
Welcome to your dream vacation rental at the prestigious Kaanapali Alii, located on the stunning shores of Maui, Hawaii. This luxurious one-bedroom, two-bathroom residence offers the perfect blend of comfort, elegance, and breathtaking ocean views, making it an ideal...
6th Floor Ocean Front Condo - Best Ocean Views!
Lahaina Shores 621 – OCEANFRONT!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 621 is a 6th-floor oceanfront studio offering privacy and comfort for 2 guests. The condo has Hawaiian vibes...
Hale Ho’omaka by Gather: 2BR Condo w/ Lanai, Pool & Ocean Views
Hale Ho'omaka welcomes you to relaxed island comfort in Princeville. This two-bedroom, 1.5-bath home sleeps 6 guests, pairing bright coastal style with resort amenities and easy access to beaches and golf.What You’ll Love About Hale Ho'omaka • Two spacious bedrooms,...
The Lodge at Kukui‘ula - Cottage 11
Nestled along the breathtaking south shore of Kaua'i, Cottage 11 at the prestigious Lodge at Kukui'ula offers an unparalleled Hawaiian escape. This exquisite three-bedroom accommodation provides a perfect blend of luxury, comfort, and authentic island living.As a guest...
Kaanapali Alii 366
Welcome to Kaanapali Alii 366, a luxury vacation rental nestled in Maui's exclusive Kaanapali Alii Resort. This stunning condominium offers breathtaking unobstructed views of the Pacific Ocean and neighboring islands Lanai and Molokai. With vast windows and a private...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Modern Beachfront Studio At Honua Kai Resort | 2 Units, 4 Bedrooms | HK ML-1856
** 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...
Maui Bay Villas by Hilton Grand Vacations Club - 1 Bedroom Plus
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Sleeps 16, 2 Homes | Ocean Views, Shared Pool + Gym, Near the Beach | AvantStay
Welcome to Mauna View & Ocean Escape by AvantStay! These two homes are just a few homes apart within the lush Makaha Valley, with a combined total of 6 bedrooms, sleeping up to 16 guests—an ideal option for groups looking to enjoy paradise together with a bit more...
Your Hawaii Vacation Awaits in Ko Olina (KoK-1029B)
Enjoy the Resort Lifestyle in this beautifully furnished, 3 bedroom 2 bath Ko Olina Kai rental. This is a perfect property for business travelers or long term vacation renters. The spacious master bedroom has a King size bed and master bath has dual sink and walk-in...
The Cedar House - Private Yard and Entrance!
Welcome to The Cedar House! Just 5 minutes from world-class beaches and surf breaks. Enjoy country living with cool mountain breezes and the soothing sounds of nature, amidst coconut trees, bananas, and tropical plants. Local laws require a minimum 30-night booking, but...
Luxury Ocean View Beachfront full-kitchen condo in Lahaina Maui
[New listing 6/11/22]A calm refreshing breeze came from the sea and ran through the living room. Half of it bolted out the front door and the other half through the bedroom, into the valleys of Maui.BEACH This is next to Kahana beach, part of Lahaina, a 10 minute drive...
Spacious 3 Bedroom / 2 Bath / Sleeps 8
Beautiful home located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 3 bedrooms (3 queen beds), 1 sofa bed and 2 bathrooms....
Poipu Kai Kahala 232 - One-bedroom Ocean View condo on the island of Kaua'i.
Poipu Kai Kahala 232 - One-bedroom Ocean View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with single showerLoft: Queen bedSecond bathroom: full bath with single showerMax Occupancy: 4 peopleAC: NoneLaundry: in the...
Marriott's Kauai Beach Club 1BR Oceanfront Suite
Nestled along the pristine shore of Kalapaki Beach, minutes from downtown Kauai in the gorgeous southeast city of Lihue, Marriott's Kauai Beach Club is a picturesque oceanfront community offering effortless access to world-class shopping, dining, golfing, and...
Marriott's Maui Ocean Club - Luxurious 1-Bedroom - Kids Pirate Pool - Island View
Come explore Maui at this premium level Marriott property by the ocean. Surrounded by clear, blue waters of the Pacific, this dream getaway is the perfect place to enjoy your next tropical destination.This property has everything you need for a tropical vacation. There...
Kaanapali Alii 413
Welcome to Kaanapali Alii 413, a luxurious vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe ground-floor condominium offers a perfect blend of comfort and elegance, making it an ideal choice for your next family-friendly...
Pool Access: Ocean-View Molokai Shores Condo!
Scenic Outdoor Dining | Direct Beach Access | Community PerksImmerse yourself in the enchanting Hawaiian ambiance at this 1-bedroom, 1-bath vacation rental. Situated on the shores of Kaunakakai, this oceanfront condo boasts tranquil ocean views from the cozy interior...